List of benzodiazepines

Short description: none

Benzodiazepines

The core structure of benzodiazepines. "R" labels denote common locations of side chains, which give different benzodiazepines their unique properties.

* Pronunciation: /ˌbɛnzoʊdaɪˈæzəpiːn/
* Benzodiazepine
* List of benzodiazepines
* Benzodiazepine overdose
* Benzodiazepine dependence
* Benzodiazepine misuse
* Benzodiazepine withdrawal syndrome
* Effects of long-term benzodiazepine use

* v
* t
* e

The tables below contain a sample list of benzodiazepines and benzodiazepine analogs that are commonly prescribed, with their basic pharmacological characteristics, such as half-life and equivalent doses to other benzodiazepines, also listed, along with their trade names and primary uses. The elimination half-life is how long it takes for half of the drug to be eliminated by the body. "Time to peak" refers to when maximum levels of the drug in the blood occur after a given dose. Benzodiazepines generally share the same pharmacological properties, such as anxiolytic, sedative, hypnotic, skeletal muscle relaxant, amnesic, and anticonvulsant effects. Variation in potency of certain effects may exist amongst individual benzodiazepines. Some benzodiazepines produce active metabolites. Active metabolites are produced when a person's body metabolizes the drug into compounds that share a similar pharmacological profile to the parent compound and thus are relevant when calculating how long the pharmacological effects of a drug will last. Long-acting benzodiazepines with long-acting active metabolites, such as diazepam and chlordiazepoxide, are often prescribed for benzodiazepine or alcohol withdrawal as well as for anxiety if constant dose levels are required throughout the day. Shorter-acting benzodiazepines are often preferred for insomnia due to their lesser hangover effect.[1][2][3][4][5]

It is fairly important to note that elimination half-life of diazepam and chlordiazepoxide, as well as other long half-life benzodiazepines, is twice as long in the elderly compared to younger individuals. Due to increased sensitivity and potentially dangerous adverse events among elderly patients, it is recommended to avoid prescribing them as specified by the 2015 American Geriatrics Society Beers Criteria.[6] Individuals with an impaired liver also metabolize benzodiazepines more slowly. Thus, the approximate equivalent of doses below may need to be adjusted accordingly in individuals on short acting benzodiazepines who metabolize long-acting benzodiazepines more slowly and vice versa. The changes are most notable with long acting benzodiazepines as these are prone to significant accumulation in such individuals and can lead to withdrawal symptoms. For example, the equivalent dose of diazepam in an elderly individual on lorazepam may be half of what would be expected in a younger individual.[7][8] Equivalent doses of benzodiazepines differ as much as 20 fold.[9][10][11]

## Contents

* 1 Pharmacokinetic properties of various benzodiazepines
* 1.1 Atypical benzodiazepine receptor ligands
* 1.2 Controversy
* 2 Binding data and structure-activity relationship
* 3 Table
* 4 See also
* 5 References
* 6 Further reading

## Pharmacokinetic properties of various benzodiazepines

Equivalency data in the table below is taken from the Ashton "Benzodiazepine Equivalence Table".[4][12][13][14]

Drug Name | Common Trade Names[lower-alpha 1] | Year Approved

(US FDA)

| Typical Oral Dosage Formulations

(mg)

| Approx. Equivalent Oral Dose to 10 mg Diazepam[lower-alpha 2] (mg) | Peak Onset of Action

(hours)

| Elimination Half-life of Active Metabolite (hours) | Primary Therapeutic Use

|
|
|
|
|
|
|

Adinazolam | Deracyn | Research chemical |  |  | 1–2 | 3 | anxiolytic, antidepressant
Alprazolam | Alprox, Farmapram, Frontin, Helex, Kalma, Ksalol, Misar, Neurol, Onax, Restyl, Solanax, Tafil, Trankimazin, Xanax, Xanor | 1981  | 0.25, 0.5, 1, 2  | 0.5 | 1–3[16] | 11-13 [10–20][16] | anxiolytic, antidepressant[17]
Bentazepam[lower-alpha 3] | Thiadipona  |  | 25  |  | 1–3 | 2–4 | anxiolytic
Bretazenil[18] |  |  |  |  |  | 2.5 | anxiolytic, anticonvulsant
Bromazepam | Bromam, Lectopam, Lexatin, Lexaurin, Lexilium, Lexotan, Lexotanil | 1981  | 1.5, 3, 6  | 6 | 1–5 | 20–40 | anxiolytic,

hypnotic, muscle relaxant

Bromazolam |  | Research chemical  | 2 , 4  | 2 |  |  | anxiolytic
Brotizolam[lower-alpha 4] | Dormex, Lendormin, Noctilan, Sintonal, |  | 0.25  | 0.5 | 0.5–2 | 4–5 | hypnotic
Camazepam | Albego, Limpidon |  |  | 40[19] | 1–3 | 6–11 | anxiolytic
Chlordiazepoxide | Elenium, Librium, Risolid | 1960  | 5, 10, 25  | 25 | 1.5–6 | 36–200 | anxiolytic
Cinazepam | Levana |  | 0.5, 1, 2  |  | 2–4 | 60 | hypnotic, anxiolytic
Cinolazepam | Gerodorm |  | 40  |  | 0.5–2 | 9 | hypnotic
Clobazam | Frisium, Onfi, Urbanol | 2011  | 5, 10, 20  | 20 | 1–5 | 8–60 | anxiolytic, anticonvulsant
Clonazepam | Iktorivil, Klonopin, Paxam, Rivatril, Rivotril | 1975  | 0.5, 1, 2  | 0.5-1 | 1–5  | 19.5–50 | anticonvulsant, anxiolytic
Clonazolam |  | Research chemical  | 0.25, 0.5  | 0.2 | 0.5-1 | 3-4[20] | hypnotic, anticonvulsant
Clorazepate | Tranxene, Tranxilium | 1972  | 3.75, 5, 7.5  | 15 | Variable | 32–152 | anxiolytic, anticonvulsant
Clotiazepam[lower-alpha 3] | Clozan, Rize, Veratran |  | 5, 10  | 10 | 1–3 | 4 | anxiolytic
Cloxazolam | Cloxam, Olcadil, Sepazon |  | 1, 2, 4  | 1.5[19] | 2–5 | 55–77[19] | anxiolytic, anticonvulsant
Delorazepam | Dadumir |  | 0.5, 1, 2  | 1-1.5 | 1–2 | 79<[21] | anxiolytic, amnesic
Deschloroetizolam[lower-alpha 4] |  | Research chemical  | 1, 2  | 4 |  |  | anxiolytic
Diazepam | Antenex, Apaurin, Apozepam, Apzepam, Diazepan, Hexalid, Normabel, Pax, Relanium, Stedon, Stesolid, Tranquirit, Valaxona, Valium, Vival | 1963  | 2, 5, 10  | 10 | 1–1.5 | 32–205 | anxiolytic, anticonvulsant, muscle relaxant, amnesic
Diclazepam[22] |  | Research chemical  | 1, 2  | 2 | 1.5–3 | 42 | anxiolytic, muscle relaxant
Estazolam | ProSom, Nuctalon | 1990  | 1, 2  | 2[19] | 3–5 | 10–24 | hypnotic, anxiolytic
Ethylbromazolam |  | Research chemical  |  | 4 (approx. half as potent as bromazolam) |  |  | anxiolytic
Ethyl carfluzepate |  | Not approved  |  | 2 | 1–5 | 11–24 | hypnotic
Etizolam[lower-alpha 4] | Depas, Etilaam, Etizest, Pasaden | Often sold as a research chemical, but is approved for human use in many countries. Controlled substance in some US states, Canada, Germany, Austria, and others.[23][24] | 1  | 2  | 1–3 | 5-7 | anxiolytic, muscle relaxant, anticonvulsant
Ethyl loflazepate | Meilax, Ronlax, Victan |  |  | 2[19] | 2.5–3 | 73–119 | anxiolytic
Flualprazolam |  | Research chemical  | 0.5, 1  | 0.25 | 1-2 | 12-22 | anxiolytic, hypnotic
Flubromazepam[25] | Templex | Research chemical  | 4, 8, 12  | 4 | 1.5–8 | 100–220 | anxiolytic, hypnotic, amnesic, muscle relaxant, anticonvulsant
Flubromazolam | Remnon | Research chemical  | 0.25, 0.5  | 0.075 | 0.5-5 | 10-20[26] | hypnotic
Fluclotizolam[lower-alpha 4] |  | Research chemical  |  | 0.25-0.5 |  |  | anxiolytic
Flunitrazepam | Flunipam, Fluscand, Hipnosedon, Hypnodorm, Rohydorm, Rohypnol, Ronal, Vulbegal | 1972  | 1, 2  | 1.5  | 0.5–3 | 18–200 | hypnotic
Flunitrazolam |  | Research chemical  | 0.25, 0.5  | 0.1 | 0.5-1 | 5-13 | hypnotic
Flurazepam | Dalmadorm, Dalmane, Fluzepam | 1970  | 30  | 20-25 | 1–1.5 | 40–250 | hypnotic
Flutazolam | Coreminal |  | 4  | 10 | 1-3 | 47-100 | hypnotic
Flutemazepam |  | Research chemical  |  | 1 | 0.5-5 | 8-20 | hypnotic, anxiolytic, anticonvulsant, muscle relaxant[27]
Flutoprazepam | Restas | 1984  | 1, 2  | 2.5 | 0.5–9 | 87[28] | hypnotic, anticonvulsant, muscle relaxant
Halazepam | Alapryl, Paxipam | 1981  | 20, 40  | 40  | 3–6 | 15-35 [30-100] | anxiolytic
Ketazolam | Anxon, Sedotime | 1980  | 15, 30, 45  | 20 | 2.5–6 | 30-100 [36-200] | anxiolytic
Loprazolam | Dormonoct, Havlane | 1983  | 1, 2  | 1.5  | 2–5 | 6–20[29] | hypnotic
Lorazepam | Ativan, Lorabenz, Lorenin, Lorsilan, Orfidal, Tavor, Temesta | 1977  | 0.5, 1, 2, 2.5  | 1  | 2–4 | 10–20 | anxiolytic, anticonvulsant, hypnotic, muscle relaxant[30][14][31]
Lormetazepam | Loramet, Noctamid, Pronoctan | 1984  | 1, 2  | 1.5  | 0.5–2 | 10-12 | hypnotic, anxiolytic
Meclonazepam |  | Research chemical  | 6  |  |  |  | anxiolytic
Medazepam | Ansilan, Mezapam, Nobrium, Raporan, Rudotel |  | 10  | 10  | 4-8 | 36–200 | anxiolytic
Metizolam[lower-alpha 4] |  | Research chemical  | 1, 2, 4  | 2–4  |  | 12 | anxiolytic
Mexazolam | Melex, Sedoxil |  | 0.5, 1  |  | 1–2 |  | anxiolytic
Midazolam | Dormicum, Dormonid, Flormidal, Hypnovel, Versed | 1985  | 7.5, 15  | 10 (oral)

4 (IV)

| 0.5–1 | 1.8-6 | hypnotic, anticonvulsant
Nifoxipam |  | Research chemical  | 0.5, 1, 2  |  |  |  | hypnotic
Nimetazepam | Erimin, Lavol | 1984  | 5  | 2.5-5 | 0.5–3 | 14–30 | hypnotic
Nitemazepam |  | Research chemical  |  | 2 | 0.5-5 | 10-27 | hypnotic, anticonvulsant
Nitrazepam | Alodorm, Dumolid, Mogadon, Nitrazadon, Pacisyn | 1965  | 5, 10  | 5 | 0.5–7 | 17–48 | hypnotic, anticonvulsant
Nitrazolam |  | Research chemical  | 0.5, 1  |  |  |  | hypnotic
Nordazepam  | Madar, Stilny |  | 5, 7.5, 15  | 10-15 |  | 30–150 | anxiolytic
Norflurazepam  |  | Research chemical  |  | 5 |  | 47-100  | hypnotic
Oxazepam | Alepam, Medopam, Murelax, Noripam, Ox-Pam, Opamox, Oxabenz, Oxapax, Oxascand, Purata, Serax, Serenid, Serepax, Seresta, Sobril | 1965  | 10, 15, 30, 50  | 30 | 3–4 | 4–11 | anxiolytic
Phenazepam | Phenazepam, Phenzitat | Research chemical  |  |  | 1.5–4 | 60 | anxiolytic, anticonvulsant
Pinazepam | Domar, Duna |  | 5, 10  |  |  | 40–100 | anxiolytic
Prazepam | Centrax, Demetrin, Lysanxia, Prazene | 1976  | 10, 20, 30  | 15-20  | 2–6 | 36–200 | anxiolytic
Premazepam |  | Not approved  |  | 15 | 2–6 | 10–13 | anxiolytic
Pyrazolam |  | Research chemical  | 0.25, 0.5, 1  |  | 1–1.5 | 16–18[32] | anxiolytic, amnesic
Quazepam | Doral, Quiedorm | 1985  | 15  | 20 | 1–5 | 39–120 | hypnotic
Rilmazafone | Rhythmy |  |  |  |  | 11 | hypnotic
Temazepam | Euhypnos, Normison, Restoril, Temaze, Tenox | 1981  | 10, 20  | 15-20 | 0.5–3 | 4–11 | hypnotic, anxiolytic, muscle relaxant
Tetrazepam | Clinoxam, Epsipam, Musaril, Myolastan |  | 50  |  | 1–3 | 3–26 | muscle relaxant, anxiolytic
Triazolam | Halcion, Notison, Rilamir, Somese | 1980  | 0.125, 0.25  | 0.5 | 0.5–2 | 2 | hypnotic
Drug Name | Common Trade Names | Year Approved  | Typical Dosages of Oral Tablets

(mg)

| Approx. Equivalent Oral Dose to 10 mg Diazepam (mg) | Peak onset of action (hours) | Elimination Half-life of Active Metabolite (hours) | Primary Therapeutic Use

### Atypical benzodiazepine receptor ligands

Drug Name | Common Trade Names | Year approved (US FDA) | Elimination Half-life of Active Metabolite (hours) | Primary Therapeutic Use

|
|
|
|

DMCM |  |  |  | anxiogenic, convulsant
Flumazenil[lower-alpha 5] | Anexate, Lanexat, Mazicon, Romazicon |  | 1 | antidote
Eszopiclone§ | Lunesta | 2004 | 6 | hypnotic
Zaleplon§ | Sonata, Starnoc | 1999 | 1 | hypnotic
Zolpidem§ | Ambien, Nytamel, Sanval, Stilnoct, Stilnox, Sublinox (Canada), Xolnox, Zoldem, Zolnod | 1992 | 2.6 | hypnotic
Zopiclone§ | Imovane, Rhovane, Ximovan; Zileze; Zimoclone; Zimovane; Zopitan; Zorclone, Zopiklone |  | 4–6 | hypnotic

1. ↑ Not all trade names are listed.
2. ↑ An alternative table published by the state of South Australia uses equivalent approximate oral dosages to 5 mg diazepam.[15]
3. ↑ 3.0 3.1 Technically this is a thienodiazepine, but produces very similar effects as benzodiazepines.
4. ↑ 4.0 4.1 4.2 4.3 4.4 Technically this is a thienotriazolodiazepine, but produces very similar effects as benzodiazepines.
5. ↑ Flumazenil is an imidazobenzodiazepine derivative,[33] and in layman's terms, it is a benzodiazepine overdose antidote that is given intravenously in Intensive Care Units (ICUs) to reverse the effects of benzodiazepine overdoses, as well for overdoses of the non-benzodiazepine "Z-drugs" such as zolpidem.[34] Flumazenil is contraindicated for benzodiazepine-tolerant patients in overdose cases.[34] In such cases, the benefits are far outweighed by the risks, which include potential and severe seizures.[33][35] The method by which flumazenil acts to prevent non-benzodiazepine tolerant overdose from causing potential harm is via preventing the benzodiazepines and Z-drugs from binding to the GABAA receptors via competitive inhibition which the flumazenil creates. Clinical observation notating the patient's oxygen levels, respiratory, heart and blood pressure rates are used, as they are much safer than the potential seizure effects from flumazenil. Supportive care to mediate any problems resulting from abnormal rates of the pulmonary, respiratory, and cardiovascular systems is typically the only treatment that is required in benzodiazepine-only overdoses.[36] In most cases, activated charcoal/carbon is often used to prevent benzodiazepines from being absorbed by the gastrointestinal tract, and the use of stomach-pumping/gastric lavage is no longer commonly used nor suggested by some toxicologists.[37] Even in cases where other central nervous system (CNS) depressants (such as in combined benzodiazepine and tricyclic antidepressant/TCA overdoses) are detected and/or suspected, endotrachial intubation for the airway path and supportive oxygen are typically implemented and are much safer than flumazenil.[36]

### Controversy

In 2015 the UK's House of Commons attempted to get a two to four week limit mandate for prescribing benzodiazepines to replace the two to four week benzodiazepine prescribing guidelines, which are merely recommended.[38]

## Binding data and structure-activity relationship

A variety of Benzodiazepines along with their molecular structure.

A large number of benzodiazepine derivatives have been synthesised and their structure-activity relationships explored in detail.[39][40][41][42] This chart contains binding data for benzodiazepines and related drugs investigated by Roche up to the late 1990s (though in some cases the compounds were originally synthesised by other companies such as Takeda or Upjohn).[43][44][45][46][47][48] Other benzodiazepines are also listed for comparison purposes,[49][50][51] but it does not however include binding data for;

* Benzodiazepines developed in the former Soviet Union (e.g. phenazepam, gidazepam etc.)
* Benzodiazepines predominantly used only in Japan (e.g. nimetazepam, flutoprazepam etc.)
* 4,5-cyclised benzodiazepines (e.g. ketazolam, cloxazolam etc.), and other compounds not researched by Roche
* Benzodiazepines developed more recently (e.g. remimazolam, QH-ii-066, Ro48-6791 etc.)
* "Designer" benzodiazepines for which in vitro binding data are unavailable (e.g. flubromazolam, pyrazolam etc.)[52][53][54][55][56]

While binding or activity data are available for most of these compounds also, the assay conditions vary between sources, meaning that in many cases the values are not suitable for a direct comparison. Many older sources used animal measures of activity (i.e. sedation or anticonvulsant activity) but did not measure in vitro binding to benzodiazepine receptors.[57][58] See for instance Table 2 vs Table 11 in the Chem Rev paper, Table 2 lists in vitro pIC50 values matching those below, while Table 11 has pEC50 values derived from in vivo assays in mice, which show the same activity trends but cannot be compared directly, and includes data for compounds such as diclazepam and flubromazepam which are not available in the main data set.

Also note;

* IC50 / pIC50 values represent binding affinity only and do not reflect efficacy or pharmacokinetics, and some compounds listed are GABAA antagonists rather than agonists (e.g. flumazenil).
* Low IC50 or high pIC50 values indicate tighter binding (pIC50 of 8.0 = IC50 of 10nM, pIC50 of 9.0 = IC50 of 1nM, etc.)
* These are non subtype selective IC50 values averaged across all GABAA receptor subtypes, so subtype selective compounds with strong binding at one subtype but weak at others will appear unusually weak due to averaging of binding values (see e.g. CL-218,872)
* † indicates a predicted value from in silico modelling.[59]
* Finally, note that the benzodiazepine core is a privileged scaffold, which has been used to derive drugs with diverse activity that is not limited to the GABAA modulatory action of the classical benzodiazepines,[60] such as devazepide and tifluadom, however these have not been included in the list below. 2,3-benzodiazepines such as tofisopam are also not listed, as these act primarily as AMPA receptor modulators, and are inactive at GABAA receptors.

## Table

Table of benzodiazepines

| Chemical structure  | Code  | pIC50 / IC50 | Chemical name  | PubChem  | CAS number

|
|
|
|
|

120px | Ro05-3061 | 7.3979 / 40nM | 7-fluoro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 75849 | 2648-00-2
120px | Ro05-4865 | 7.7696 / 17nM | 7-fluoro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 44366179 |
120px | Ro05-6820 | 8.1308 / 7.4nM | 7-fluoro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 44366116 |
120px | Ro05-6822 | 8.2924 / 5.1nM | 7-fluoro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 23275675 | 2024-34-2
120px | Iso-flubromazepam |  | 7-fluoro-5-(2-bromophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 15292433 | 153873-96-2
120px | Nordazepam | 8.0269 / 9.4nM | 7-chloro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 2997 | 1088-11-5
120px | Diazepam | 8.0915 / 8.1nM | 7-chloro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 3016 | 439-14-5
120px | Norflurazepam (Ro05-3367) | 8.699 | 7-chloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 4540 | 2886-65-9
120px | Fludiazepam |  | 7-chloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 3369 | 3900-31-0
120px | Ro07-3953 | 8.7959 / 1.6nM | 7-chloro-5-(2,6-difluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 23275763 |
120px | Difludiazepam (Ro07-4065) | 8.3872 / 4.1nM | 7-chloro-5-(2,6-difluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 44366236 | 39080-67-6
120px | Delorazepam | 8.7447 / 1.8nM | 7-chloro-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 17925 | 2894-67-9
120px | Diclazepam (Ro05-3448) | 7.8 † | 7-chloro-5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 76168 | 2894-68-0
120px | Ro05-4864 | TSPO ligand | 7-chloro-5-(4-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 1688 | 14439-61-3
120px | Ro07-5193 | 8.5229 | 7-chloro-5-(2-chloro-6-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 44366219 |
120px | Ro22-3294 | 8.1549 | 7-chloro-5-(2,6-dichlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 12790028 |
120px | Ro07-5220 | 8.2596 | 7-chloro-5-(2,6-dichlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 9975396 | 30144-88-8
120px | 7-BPDBD | 7.8 † | 7-bromo-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 76167 | 2894-61-3
120px | QH-II-063 |  | 7-bromo-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 627432 | 28611-28-1
120px | Phenazepam | 8.4 † | 7-bromo-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 40113 | 51753-57-2
120px | Flubromazepam (JYI-42) | 7.6 † | 7-bromo-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 12947024 | 2647-50-9
120px | Flubrometazepam |  | 7-bromo-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 135809 | 86890-79-1
120px | SH-I-048A |  | (3S)-7-bromo-5-(2-fluorophenyl)-3-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 49850464 | 872874-11-8
120px | Gidazepam | 6.4 † | 2-(7-bromo-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4]diazepin-1-yl)acetohydrazide | 121919 | 129186-29-4
120px | Ro13-3780 | 8.6198 | 7-bromo-5-(2,6-difluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 9975396 | 103380-73-0
120px | Ro07-9749 |  | 7-iodo-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 3082318 | 30843-56-2
120px | Ro07-9957 | 8.5376 | 7-iodo-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 118749 |
120px | Ro05-2904 | 7.8861 / 13nM | 7-trifluoromethyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 16795 | 2285-16-7
120px | Ro14-3074 | 8.2757 / 5.3nM | 7-azido-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Nitrazepam | 8.0 / 10nM | 7-nitro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 4506 | 146-22-5
120px | Nimetazepam |  | 7-nitro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 4496 | 2011-67-8
120px | Ro05-4435 | 8.829 / 1.5nM | 7-nitro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 520217 | 2558-30-7
120px | Flunitrazepam | 8.4202 / 3.8nM | 7-nitro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 3380 | 1622-62-4
120px | Clonazepam | 8.7447 / 1.8nM | 7-nitro-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 2802 | 1622-61-3
120px | Ro05-4082 | 8.6576 | 7-nitro-5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 528222 | 5527-71-9
120px | Ro05-3590 | 8.4559 / 3.5nM | 7-nitro-5-[2-(trifluoromethyl)phenyl]-1H-benzo[e] [1,4]diazepin-2(3H)-one | 15024 | 1427-45-8
120px | QH-146 |  | 7-nitro-5-(2-nitrophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 44383992 |
120px | Ro20-7736 | 7.0177 / 96nM | 7-hydroxyamino-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Ro05-3072 | 6.4134 / 386nM | 7-amino-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 78641 | 4928-02-3
120px | Ro05-4318 | 6.3372 / 460nM | 7-amino-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 23275339 | 4959-16-4
120px | Ro20-1815 | 7.1871 / 65nM | 7-amino-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 92294 | 34084-50-9
120px | Ro05-4619 | 7.1249 / 75nM | 7-amino-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 188298 | 4959-17-5
| Ro05-3308 | IC50 >1000nM | N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4]diazepin-7-yl)acetamide |  |
| Ro12-6377 | 7.1249 / 455nM | 1-(5-(2-fluorophenyl)-1-methyl-2-oxo-2,5-dihydro-1H-benzo[e] [1,4]diazepin-7-yl)-3-methylurea |  |
120px | Ro05-9090 | IC50 >1000nM | 7-(aminomethyl)-1-methyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Ro05-3343 | IC50 >1000nM | N,N-dimethyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4]diazepine-7-sulfonamide | 214460 | 12037-79-5
120px | Ro05-4528 | 6.4202 / 380nM | 7-cyano-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Ro20-2541 | 7.5229 / 30nM | 7-cyano-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Ro20-2533 | 7.4437 / 36nM | 7-ethyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 10264786 |
120px | Ro20-5747 | 7.6198 / 24nM | 7-vinyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 44366036 |
120px | QH-ii-066 | 7.4 † | 7-ethynyl-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 9838431 | 183239-39-6
120px | OMB-18 |  | 7-ethynyl-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 89276170 |
120px | XLI-352 |  | 7-ethynyl-5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 21065236 |
120px | Ro20-5397 | 7.3665 / 43nM | 7-formyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Ro20-3053 | 7.7447 / 18nM | 7-acetyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 21828109 |
120px | Ro05-2921 | 6.4559 / 350nM | 5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 76175 | 2898-08-0
120px | Ro05-3663 | IC50 >1000nM | 5-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 5080 | 70656-87-0
120px | Ro05-4336 | 7.6778 / 21nM | 5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 13292074 |
120px | Ro07-4419 | 7.7212 / 19nM | 5-(2,6-difluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 44366255 |
120px | Ro05-4520 | 7.8539 / 14nM | 5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 193319 | 844-11-1
120px | Ro05-4608 | 8.4202 | 5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 10469149 |
120px | Ro05-3546 | 6.4949 / 320nM | 6-chloro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 14590445 |
120px | Ro13-0699 | 6.8239 / 150nM | 6-chloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 44377764 |
120px | Ro07-6198 | 7.5528 / 28nM | 8-chloro-5-(2,6-difluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 23275762 |
120px | Ro20-8895 | 7.7212 / 19nM | 8-methyl-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 44366169 |
120px | Ro13-0593 | 7.1427 / 72nM | 9-chloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Ro13-0882 | IC50 300nM | 6,8-dichloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Ro22-6762 | 7.3979 / 40nM | 7,8-dichloro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 44366089 |
120px | Ro20-8065 | 8.4437 / 3.6nM | 7,8-dichloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 10358803 | 88695-06-1
120px | Ro20-8552 | 7.8539 / 14nM | 7-methyl-8-chloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 44366138 |
120px | Ro05-2750 | 7.4318 / 37nM | 6,8-dichloro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Ro14-2312 | IC50 >1000nM | 6-amino-8-chloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
| Ro07-3609 | 7.284 |  |  |
120px | Ro11-8125 | 7.4318 / 37nM | 5-(2-chlorophenyl)-1H-thieno[2,3-e] [1,4]diazepin-2(3H)-one |  |
120px | Ro08-6739 | IC50 70nM | 7-chloro-5-phenyl-1H-thieno[2,3-e] [1,4]diazepin-2(3H)-one |  |
120px | Ro09-9212 | 8.4089 / 3.9nM | 7-chloro-5-(2-chlorophenyl)-1H-thieno[2,3-e] [1,4]diazepin-2(3H)-one | 135721042 |
120px | Ro10-2643 | IC50 9.4nM | 7-chloro-5-(2-chlorophenyl)-1H-thieno[3,2-e] [1,4]diazepin-2(3H)-one |  |
120px | Clotiazepam |  | 7-ethyl-5-(2-chlorophenyl)-1-methyl-1H-thieno[2,3-e] [1,4]diazepin-2(3H)-one | 2811 | 33671-46-4
120px | Bentazepam | 8.5 † | 5-phenyl-3,5a,6,7,8,9-hexahydro-2H-[1]benzothieno[2,3-e] [1,4]diazepin-2(3H)-one | 34592 | 29462-18-8
120px | Lopirazepam |  | 7-chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-2H-pyrido[3,2-e] [1,4]diazepin-2-one | 68672 | 42863-81-0
120px | Premazepam | 6.7696 / 170nM | 6,7-dimethyl-5-phenyl-3,7-dihydropyrrolo[3,4-e] [1,4]diazepin-2(1H)-one | 72104 | 57435-86-6
120px | Ripazepam |  | 1-ethyl-3-methyl-8-phenyl-4,6-dihydropyrazolo[4,3-e] [1,4]diazepin-5(1H)-one | 33474 | 26308-28-1
120px | Zolazepam |  | 1,3,8-trimethyl-4-(2-fluorophenyl)-6,8-dihydropyrazolo[3,4-e] [1,4]diazepin-7(1H)-one | 35775 | 31352-82-6
120px | Zomebazam | 8.1 † | 1,3,8-trimethyl-4-phenyl-6,8-dihydropyrazolo[4,3-b] [1,4]diazepine-5,7(1H,4H)-dione | 132677 | 78466-70-3
120px | Ro17-2221 | 6.585 / 260nM | 1-(2-aminoethyl)-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
| Ro07-5096 | IC50 >1000nM | 2-(7-chloro-5-(2-fluorophenyl)-2-oxo-2,3-dihydro-1H-benzo[e] [1,4]diazepin-1-yl)acetic acid |  |
| Ro08-3026 | 7.2007 |  |  |
120px | Halazepam | 7.0362 / 92nM | 7-chloro-5-phenyl-1-(2,2,2-trifluoroethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 31640 | 23092-17-3
120px | Quazepam |  | 7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-thione | 4999 | 36735-22-5
120px | Fletazepam |  | 7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-1H-benzo[e] [1,4]diazepine | 36834 | 34482-99-0
120px | Pinazepam | 7.0339 / 92.5nM | 7-chloro-5-phenyl-1-(prop-2-yn-1-yl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 40391 | 52463-83-9
120px | Prazepam | IC50 110nM | 7-chloro-5-phenyl-1-cyclopropylmethyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 4890 | 2955-38-6
120px | Flutoprazepam | 6.6 † | 7-chloro-5-(2-fluorophenyl)-1-cyclopropylmethyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 3400 | 25967-29-7
120px | Cloniprazepam | 7.8 † | 7-nitro-5-(2-chlorophenyl)-1-cyclopropylmethyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Ro20-1310 | 6.2076 / 620nM | 7-chloro-5-phenyl-1-(t-butyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Fosazepam |  | 7-chloro-5-phenyl-1-(dimethylphosphorylmethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 37114 | 35322-07-7
120px | Iclazepam |  | 7-chloro-5-phenyl-1-[2-(cyclopropylmethoxy)ethyl]-1H-benzo[e] [1,4]diazepin-2(3H)-one | 68777 | 57916-70-8
120px | Tolufazepam |  | 7-chloro-5-(2-chlorophenyl)-1-[2-(4-methylphenyl)sulfonylethyl]-1H-benzo[e] [1,4]diazepin-2(3H)-one | 65647 | 86273-92-9
120px | Elfazepam | 6.9 † | 7-chloro-5-(2-fluorophenyl)-1-(2-ethylsulfonylethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 65445 | 52042-01-0
120px | Reclazepam |  | 2-[7-chloro-5-(2-chlorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]-1,3-oxazol-4(5H)-one | 3052777 | 76053-16-2
120px | Ro07-1986 | 8.0809 / 8.3nM | 1-(2-aminoethyl)-7-chloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Flurazepam | 7.8297 | 7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one | 3393 | 17617-23-1
120px | Ro07-2750 | 7.6108 / 24.5nM | 7-chloro-5-(2-fluorophenyl)-1-(2-hydroxyethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Motrazepam | IC50 430nM | 1-(methoxymethyl)-7-nitro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 65764 | 29442-58-8
| Ro08-9013 | 7.3716 |  |  |
120px | Proflazepam | 6.8539 / 140nM | 7-chloro-1-(2,3-dihydroxypropyl)-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 3050433 | 52829-30-8
120px | Ro22-4683 | 6.5229 / 300nM | 7-nitro-5-(2-fluorophenyl)-1-(t-butyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Ro15-8852 | 6.1391 / 726nM | 5-(2-chlorophenyl)-4-methyl-7-nitro-4,5-dihydro-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Chlordiazepoxide | 6.4535 / 352nM | 7-chloro-2-methylamino-5-phenyl-3H-benzo[e] [1,4]diazepine-4-oxide | 2712 | 58-25-3
120px | Cyprazepam |  | 7-chloro-N-(cyclopropylmethyl)-4-hydroxy-5-phenyl-3H-benzo[e] [1,4]diazepin-2-imine | 27452 | 15687-07-7
120px | Uldazepam | 7.6 † | 7-chloro-5-(2-chlorophenyl)-N-prop-2-enoxy-3H-benzo[e] [1,4]diazepin-2-amine | 34274 | 28546-58-9
120px | Demoxepam | 6.5086 / 310nM | 7-chloro-1,3-dihydro-5-phenyl-2H-benzo[e] [1,4]diazepin-2-one-4-oxide | 13756 | 963-39-3
120px | Medazepam | IC50 870nM | 7-chloro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepine | 4041 | 2898-12-6
120px | Tuclazepam | 7.7 † | 7-chloro-5-(2-chlorophenyl)-2-(hydroxymethyl)-1-methyl-2,3-dihydro-1H-benzo[e] [1,4]diazepine | 3050405 | 51037-88-8
120px | Metaclazepam |  | 7-bromo-5-(2-chlorophenyl)-2-(methoxymethyl)-1-methyl-2,3-dihydro-1H-benzo[e] [1,4]diazepine | 71272 | 84031-17-4
120px | Sulazepam | 7.7 † | 7-chloro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-thione | 17931 | 2898-13-7
120px | Tetrazepam | 7.4685 / 34nM | 7-chloro-5-(cyclohexen-1-yl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 25215 | 10379-14-3
120px | Nortetrazepam | IC50 34nM | 7-chloro-5-(cyclohexen-1-yl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 166581 | 10379-11-0
120px | Menitrazepam |  | 7-nitro-5-(cyclohexen-1-yl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 189875 | 28781-64-8
120px | Ro05-3328 | 7.0605 / 87nM | 7-chloro-5-cyclohexyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Clazolam | 8.1 † | 2-chloro-5-methyl-5,9,10,14b-tetrahydroisoquino[2,1-d] [1,4]benzodiazepin-6(7H)-one | 24107 | 7492-29-7
120px | Bromazepam | 7.7447 / 18nM | 7-bromo-5-(pyridin-2-yl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 2441 | 1812-30-2
120px | Methylbromazepam |  | 7-bromo-5-(pyridin-2-yl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 630183 | 1812-33-5
120px | Pyridazino-diazepam |  | 7-chloro-5-(pyridazin-3-yl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Ro5-3335 |  | 7-Chloro-1,3-dihydro-5-(1H-pyrrol-2-yl)-2H-1,4-benzodiazepin-2-one | 64983 |
120px | SCHEMBL9684958 |  | 7-chloro-5-(1H-pyrazol-5-yl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 21738192 |
120px | Compound 6a | 9.5 † | 7-chloro-5-(3,5-dimethyl-4H-1,2,4-triazol-4-yl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one |
120px | JC-184 |  | 7-bromo-5-(2-thienyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 21065240 |
120px | BDBM50083903 |  | 7-chloro-5-(2-furanyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 10423506 |
| Ro05-5605 | 6.5376 |  |  |
| Ro11-3129 | 8.1871 | (+)-2-amino-N-[2-(2-chlorobenzoyl)-4-nitrophenyl]propanamide | 21413751 | 65607-70-7
| Ro03-7355 | 6.3768 |  |  |
120px | Ro11-4878 | 8.4559 / 3.5nM | 7-chloro-5-(2-fluorophenyl)-3-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Meclonazepam | 8.9208 / 1.2nM | (3S)-7-nitro-5-(2-chlorophenyl)-3-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 3033985 | 58662-84-3
120px | Ro11-6896 | 8.1549 / 7nM | 7-nitro-5-(2-fluorophenyl)-1,3-dimethyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Ro06-7263 | 7.3098 / 49nM | 1,7-dichloro-5-phenyl-3-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Oxazepam | 7.7447 / 18nM | 7-chloro-3-hydroxy-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 4616 | 604-75-1
120px | Temazepam | 7.7959 / 16nM | 7-chloro-3-hydroxy-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 5391 | 846-50-4
120px | Lorazepam | 8.4559 / 3.5nM | 7-chloro-3-hydroxy-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 3958 | 846-49-1
120px | Lormetazepam |  | 7-chloro-3-hydroxy-5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 13314 | 848-75-9
120px | Flutemazepam | 8.1 † | 7-chloro-3-hydroxy-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 40344 | 52391-89-6
120px | Cinolazepam |  | 7-chloro-3-hydroxy-5-(2-fluorophenyl)-1-(2-cyanoethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 3033621 | 75696-02-5
120px | Doxefazepam |  | 7-chloro-3-hydroxy-5-(2-fluorophenyl)-1-(2-hydroxyethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 38668 | 40762-15-0
120px | Nifoxipam | 8.5 † | 7-nitro-3-hydroxy-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 3058221 | 74723-10-7
120px | Nitemazepam |  | 7-nitro-3-hydroxy-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 12362353 | 40762-03-6
120px | 3-Hydroxyphenazepam | 8.7 † | 7-bromo-3-hydroxy-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 125820 | 70030-11-4
120px | Cinazepam |  | 7-bromo-3-succinyloxy-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one | 629281 | 172986-25-3
120px | Pivoxazepam |  | 7-chloro-3-pivalyloxy-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one | 68722 | 55299-10-0
120px | Camazepam | 6.0458 | 7-chloro-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4]diazepin-3-yl N,N-dimethylcarbamate | 37367  | 36104-80-0
120px | Clorazepate | IC50 59nM | 7-chloro-2-oxo-5-phenyl-1H-benzo[e] [1,4]diazepine-3-carboxylic acid | 2809 | 23887-31-2
120px | Nitrazepate |  | 7-nitro-2-oxo-5-phenyl-1H-benzo[e] [1,4]diazepine-3-carboxylic acid | 21740 | 5571-84-6
120px | Ethyl carfluzepate | 8.0 † | ethyl 7-chloro-5-(2-fluorophenyl)-1-(methylcarbamoyl)-2-oxo-3H-benzo[e] [1,4]diazepine-3-carboxylate | 68856 | 65400-85-3
120px | Ethyl dirazepate | 7.5 † | ethyl 7-chloro-5-(2-chlorophenyl)-2-oxo-3H-benzo[e] [1,4]diazepine-3-carboxylate | 208941 | 23980-14-5
120px | Ethyl loflazepate |  | ethyl 7-chloro-5-(2-fluorophenyl)-2-oxo-3H-benzo[e] [1,4]diazepine-3-carboxylate | 3299 | 29177-84-2
120px | Carburazepam | 7.9 † | 7-chloro-1-methyl-2-oxo-5-phenyl-1,2,3,5-tetrahydro-4H-benzo[e] [1,4]diazepine-4-carboxamide | 68787 | 59009-93-7
120px | Ro20-7078 | 8.2757 / 5.3nM | 3,7-dichloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one |  |
120px | Clobazam | 6.8861 / 130nM | 7-chloro-1-methyl-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione | 2789 | 22316-47-8
120px | Desmethylclobazam | 6.6778 / 210nM | 7-chloro-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione |  |
120px | Triflubazam | 8.4 † | 7-trifluoromethyl-1-methyl-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione | 2789 | 22316-47-8
120px | Lofendazam |  | 7-chloro-5-phenyl-1,3,4,5-tetrahydro-4H-1,5-benzodiazepin-4-one | 71709 | 29176-29-2
120px | Arfendazam | 8.3 † | ethyl 7-chloro-4-oxo-5-phenyl-2,3-dihydro-1,5-benzodiazepine-1-carboxylate | 65803 | 37669-57-1
120px | CP-1414S | 7.9 † | 8-nitro-1-phenyl-4-amino-3H-1,5-benzodiazepin-2-one | 37594 | 36975-99-2
120px | Compound 6i | 8.6 † | 9-chloro-11-phenyl-6,11-dihydro-5H-pyrimido[4,5-b][1,5]benzodiazepin-5-one |
120px | Oxazolam |  | 10-chloro-2-methyl-11b-phenyl-2,3,7,11b-tetrahydrobenzo[f]oxazolo[3,2-d] [1,4]diazepin-6(5H)-one | 62779 | 24143-17-7
120px | Cloxazolam |  | 10-chloro-11b-(2-chlorophenyl)-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d] [1,4]benzodiazepin-6(5H)-one | 2816 | 24166-13-0
120px | Mexazolam |  | 10-chloro-11b-(2-chlorophenyl)-3-methyl-2,3,7,11b-tetrahydro[1,3]oxazolo[3,2-d] [1,4]benzodiazepin-6(5H)-one | 4177 | 31868-18-5
120px | Flutazolam |  | 10-chloro-11b-(2-fluorophenyl)-7-(2-hydroxyethyl)-3,5-dihydro-2H-[1,3]oxazolo[3,2-d] [1,4]benzodiazepin-6(5H)-one | 3398 | 27060-91-9
120px | Haloxazolam |  | 10-bromo-11b-(2-fluorophenyl)-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d] [1,4]benzodiazepin-6(5H)-one | 3563 | 59128-97-1
120px | Ketazolam |  | 11-chloro-8,12b-dihydro-2,8-dimethyl-12b-phenyl-4H-[1,3]oxazino[3,2-d] [1,4]benzodiazepine-4,7(6H)-dione | 33746 | 27223-35-4
120px | U-35005 | 8.3665 / 4.3nM | 6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 21680194 |
120px | 4'-Chlorodeschloroalprazolam |  | 6-(4-chlorophenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine | 142641556 | 92262-72-1
120px | Estazolam | 8.0706 / 8.5nM | 8-chloro-6-phenyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 3261 | 29975-16-4
120px | Alprazolam | 7.699 / 20nM | 8-chloro-6-phenyl-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 2118 | 28981-97-7
120px | Triazolam | 8.3979 / 4nM | 8-chloro-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 5556 | 28911-01-5
120px | alpha-Hydroxytriazolam | 8.3768 / 4.2nM | 8-chloro-6-(2-chlorophenyl)-1-hydroxymethyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 1963 | 37115-45-0
120px | Flualprazolam | 8.3 † | 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 10359044 | 28910-91-0
120px | Cyclopropylflualprazolam [61] |  | 8-chloro-6-(2-fluorophenyl)-1-(cyclopropyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine |  |
120px | Iso-flualprazolam |  | 8-fluoro-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine |  |
120px | Desmethyltriazolam | 8.3 † | 8-chloro-6-(2-chlorophenyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 826660 | 42292-42-2
120px | Nitrazolam | 8.5 † | 8-nitro-6-phenyl-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 20317278 | 28910-99-8
120px | Desmethylnitrazolam | 8.8 † | 8-nitro-6-phenyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 20317280 | 30858-58-3
120px | Clonazolam | 9.5 † | 8-nitro-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 12317881 | 33887-02-4
120px | Flunitrazolam | 8.8 † | 8-nitro-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 137700379 | 2243815-18-9
120px | Flubromazolam (JYI-73) | 8.8 † | 8-bromo-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 21930924 | 612526-40-6
120px | Fluiodomazolam (BDBM50011621) |  | 8-iodo-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 14851835 |
120px | Triflumazolam (SCHEMBL7327294) |  | 8-trifluoromethyl-6-phenyl-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 19010444 | 28910-98-7
120px | JYI-70 |  | 8-ethynyl-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 14851900 |
120px | XLI-296 |  | 8-ethynyl-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 14851901 |
120px | Clobromazolam (DM-II-90) | 8.2 † | 8-bromo-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 1032830 | 87213-50-1
120px | Bromazolam (XLI-268) | 8.5 † | 8-bromo-6-phenyl-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 12562546 | 71368-80-4
120px | Ethylbromazolam |  | 8-bromo-6-phenyl-1-ethyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine |  | 105470-75-5
120px | Pyrazolam (SH-I-04) | 8.1 † | 8-bromo-6-(pyridin-2-yl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 12562545 | 39243-02-2
120px | Pyclazolam | 8.2 † | 8-chloro-6-(pyridin-2-yl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 20368150 |
120px | Pynazolam | 9.4 † | 8-nitro-6-(pyridin-2-yl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 20368157 | 2034366-97-5
120px | Pyeazolam (SH-TRI-108) | 7.9 † | 8-ethynyl-6-(pyridin-2-yl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 71811108 | 1349115-59-8
120px | Adinazolam | 6.8697 / 135nM | 8-chloro-6-phenyl-1-(N,N-dimethylaminomethyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 37632 | 37115-32-5
120px | U-42352 |  | 8-chloro-6-phenyl-1-(N-methylaminomethyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 119094 | 37115-33-6
120px | Fluadinazolam | 7.1 † | 8-chloro-6-(2-fluorophenyl)-1-(N,N-dimethylaminomethyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 21537253 | 37391-59-6
120px | U-43465 F | 7.9431 | 8-chloro-1-[2-(dimethylamino) ethyl]-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine | 134388 | 83983-74-8
120px | Ro11-5073 | 8.4815 / 3.3nM | (4S)-8-chloro-6-(2-fluorophenyl)-1,4-dimethyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 101637147 |
120px | Ro11-6679 | 8.3979 / 4nM | 8-nitro-6-(2-fluorophenyl)-1,4-dimethyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine |  |
120px | Ro17-4582 | 8.4559 / 3.5nM | 4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine |  |
120px | Etizolam | 8.5086 / 3.1nM | 2-ethyl-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 3307 | 40054-69-1
120px | Deschloroetizolam | 8.5 † | 2-ethyl-4-phenyl-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 827322 | 40054-73-7
120px | Desmethyletizolam |  | 2-ethyl-4-(2-chlorophenyl)-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 12434325 | 40054-68-0
120px | Fluetizolam | 8.8 † | 2-ethyl-4-(2-fluorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 12434320 | 40054-88-4
120px | Fluiprotizolam |  | 2-(propan-2-yl)-4-(2-fluorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine |  |
120px | Flucyprotizolam |  | 2-cyclopropyl-4-(2-fluorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine |  |
120px | Nitizolam |  | 2-nitro-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 70600959 |
120px | Iprotizolam |  | 2-isopropyl-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 67727941 |
120px | Clotizolam (Ro11-1465) | 8.8539 / 1.4nM | 2-chloro-4-(2-chlorophenyl)-9-methyl-4H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 3041455 | 54123-06-7
120px | Deschloroclotizolam |  | 2-chloro-4-phenyl-9-methyl-4H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 157010678 | 1629324-97-5
120px | Fluclotizolam | 9.1 † | 2-chloro-4-(2-fluorophenyl)-9-methyl-4H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 21317700 | 54123-15-8
120px | Difluclotizolam |  | 2-chloro-4-(2,6-difluorophenyl)-9-methyl-4H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 21317683 |
120px | Brotizolam | 8.9208 | 2-bromo-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 2451 | 57801-81-7
120px | Flubrotizolam (LS-152,574) | 9.6 † | 2-bromo-4-(2-fluorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 3044878 | 57801-95-3
120px | Ro14-1636 | 8.8239 | 2-iodo-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 14851924 |
120px | Ciclotizolam | 8.0 † | 2-bromo-4-(2-chlorophenyl)-9-cyclohexyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 71949 | 58765-21-2
| Ro11-7800 | 8.5376 / 2.9nM | (2-chloro-4-(2-chlorophenyl)-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepin-9-yl)methanamine |  |
120px | Zapizolam | 8.8 † | 8-chloro-6-(2-chlorophenyl)-4H-pyrido[2,3-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine | 68832 | 64098-32-4
120px | Rilmazolam (LS-188,599) | 7.3 † | 8-chloro-6-(2-chlorophenyl)-N,N-dimethyl-4H-1,2,4-triazolo[1,5-a] [1,4]benzodiazepine-2-carboxamide | 148494 | 50330-59-1
120px | Midazolam | 8.3188 / 4.8nM | 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a] [1,4]benzodiazepine | 4192 | 59467-70-8
120px | alpha-Hydroxymidazolam | 8.3468 / 4.5nM | 8-chloro-6-(2-fluorophenyl)-1-hydroxymethyl-4H-imidazo[1,5-a] [1,4]benzodiazepine | 107917 | 59468-90-5
120px | Ro22-0284 |  | 8-chloro-6-(2-fluorophenyl)-1-hydroxymethyl-4-hydroxy-4H-imidazo[1,5-a] [1,4]benzodiazepine | 10316307 | 64740-68-7
120px | Climazolam | 8.1 † | 8-chloro-6-(2-chlorophenyl)-1-methyl-4H-imidazo[1,5-a] [1,4]benzodiazepine | 68790 | 59467-77-5
120px | Remimazolam | 8.3 † | methyl 3-[(4S)-8-bromo-1-methyl-6-(pyridin-2-yl)-4H-imidazo[1,2-a] [1,4]benzodiazepin-4-yl]propanoate | 9824461 | 308242-62-8
120px | Ro15-8670 | 7.8239 / 15nM | ethyl 8-chloro-6-phenyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 14907889 |
120px | JYI-32 |  | ethyl 8-bromo-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 21930922 |
120px | JY-XHE-057 |  | ethyl 8-ethynyl-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 21065283 |
120px | Ro16-0529 | 7.8539 / 14nM | tert-butyl 7-chloro-6-phenyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate |  |
120px | Ro21-5205 | 8.1308 / 7.4nM | methyl 8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 12801973 |
120px | SH-053-R-CH3-2'F | 7.9 † | ethyl (4R)-8-ethynyl-6-(2-fluorophenyl)-4-methyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 11574585 | 872874-14-1
120px | HZ-166 |  | ethyl 8-ethynyl-6-(pyridin-2-yl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 10309028 | 612527-56-7
120px | MP-III-022 | 9.1 † | (4R)-8-ethynyl-6-(2-fluorophenyl)-N,4-dimethyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide | 130439777 |
120px | GL-II-73 |  | (4R)-8-ethynyl-6-(2-fluorophenyl)-N,N,4-trimethyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide | 130439778 |
120px | YT-III-31 |  | 8-ethynyl-6-phenyl-N-methyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide | 49848318 |
| Ro22-1892 | 7.9208 / 12nM | 8-chloro-6-(2-fluorophenyl)-3-(isopropoxycarbonyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine 5-oxide |  |
120px | Ro22-0992 | 7.8861 / 13nM | 8-chloro-6-(2-chlorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylic acid |  |
120px | Ro21-8137 | 8.4559 / 3.5nM | 8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide |  |
120px | Ro21-8384 | 8.4202 | 8-chloro-6-(2-chlorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide | 162997 | 63176-94-3
120px | Imidazenil | 8.8 † | 8-fluoro-6-(2-bromophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide | 119194 | 151271-08-8
120px | Ro23-0364 |  | 6-(2-chlorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide | 194998 | 113066-25-4
120px | Ro21-8482 | 7.585 / 26nM | 8-chloro-6-(2-chlorophenyl)-1-[(dimethylamino)methyl]-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide |  |
120px | Loprazolam | 8.2007 | (2Z)-6-(2-chlorophenyl)-2-[(4-methyl-1-piperazinyl)methylene]-8-nitro-2,4-dihydro-1H-imidazo[1,2-a] [1,4]benzodiazepin-1-one | 3033860 | 61197-73-7
120px | Fluloprazolam | 8.0 † | (2Z)-6-(2-fluorophenyl)-2-[(4-methyl-1-piperazinyl)methylene]-8-nitro-2,4-dihydro-1H-imidazo[1,2-a] [1,4]benzodiazepin-1-one | 12371485 |
120px | PS-I-35 |  | (2Z)-6-phenyl-2-[(4-methyl-1-piperazinyl)methylene]-8-bromo-2,4-dihydro-1H-imidazo[1,2-a] [1,4]benzodiazepin-1-one | 72660859 |
| Ro14-1359 | 7.1549 / 70nM | 7-chloro-5-(2-fluorophenyl)-1H-benzo[b]azepin-2(3H)-one |  |
| Ro15-8867 | 7.6021 / 25nM | 7-nitro-5-(2-chlorophenyl)-1H-benzo[b]azepin-2(3H)-one |  |
120px | Ro14-7187 | 6.3872 / 410nM | 1-methyl-6-phenyl-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine | 85687871 |
| Ro13-9868 | 7.3768 / 42nM | 8-chloro-1-methyl-6-phenyl-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine |  |
120px | Ro14-5921 | 7.7212 / 19nM | 8-chloro-6-(2-fluorophenyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine | 20449965 |
120px | Ro14-0304 | 8.1871 / 6.5nM | 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine | 20449964 |
| Ro14-2652 | 8.2518 / 5.6nM | (8-chloro-6-(2-fluorophenyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepin-1-yl)methanamine |  |
120px | Ro15-9270 | 8.301 / 5nM | 6-(2-chlorophenyl)-1-methyl-8-nitro-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine | 20450010 |
| Ro14-0609 | 7.6126 / 24.4nM | 8-chloro-6-(2-fluorophenyl)-5,6-dihydro-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine |  |
| Ro15-2201 | 8.8239 / 1.5nM | methyl 6-phenyl-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxylate |  |
| Ro15-0791 | 8.6021 / 2.5nM | ethyl 6-phenyl-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxylate |  |
| Ro15-2200 | 8.3768 / 4.2nM | ethyl 6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxylate |  |
| Ro14-3929 | 7.7959 / 16nM | ethyl 8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxylate |  |
| Ro14-3930 | 7.8239 / 15nM | 8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxamide |  |
| Ro14-5568 | 6.6383 / 230nM | 8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a]azepine |  |
120px | Ro22-1274 | 7.1249 / 75nM | 8-chloro-1-(2-fluorophenyl)-3H-benzo[c]azepine | 13271760 | 89376-31-8
| Ro22-1251 | 7.9586 / 11nM | 9-chloro-2-methyl-7-phenyl-5H-benzo[c]pyrimido[4,5-e]azepine |  |
| Ro22-1366 | 8.3979 / 4nM | 9-chloro-7-(2-fluorophenyl)-2-methyl-5H-benzo[c]pyrimido[4,5-e]azepine |  |
| Ro22-2038 | 8.5528 / 2.8nM | 9-chloro-7-(2-fluorophenyl)-5H-benzo[c]pyrimido[4,5-e]azepin-2-amine |  |
| Ro22-3245 | 8.5528 / 2.8nM | 9-chloro-7-(2-chlorophenyl)-5H-benzo[c]pyrimido[4,5-e]azepine |  |
| Ro22-3148 | 6.3768 / 420nM | 6-phenyl-2,4-dihydrobenzo[c] [1,2,3]triazolo[4,5-e]azepine |  |
| Ro22-3147 | 8.284 / 5.2nM | 6-(2-chlorophenyl)-2,4-dihydrobenzo[c] [1,2,3]triazolo[4,5-e]azepine |  |
| Ro22-0780 | 7.9586 / 11nM | 8-chloro-6-phenyl-2,4-dihydrobenzo[c] [1,2,3]triazolo[4,5-e]azepine |  |
| Ro22-2466 | 8.7212 / 1.9nM | 8-chloro-6-(2-fluorophenyl)-2,4-dihydrobenzo[c] [1,2,3]triazolo[4,5-e]azepine |  |
| Ro22-2468 | 8.6021 |  |  |
120px | Ro22-8515 |  | 8-chloro-6-(2-chlorophenyl)-1,4-dihydropyrrolo[3,4-d] [2]benzazepin-3(2H)-one | 145981 |
120px | Ro14-5974 | 8.1938 / 6.4nM | (S)-ethyl 9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate | 10041121 | 88552-32-3
120px | Ro15-4941 | 8.7696 / 1.7nM | (S)-ethyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
120px | Ro14-5975 | 7.2076 / 62nM | (S)-ethyl 7-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
120px | Ro16-3607 | 7.3372 / 46nM | (S)-tert-butyl 8-methoxy-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
120px | Ro16-6624 | 8 / 10nM | (S)-tert-butyl 8-ethyl-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
120px | Ro16-3774 | 8.4949 / 3.2nM | (S)-tert-butyl 8-methyl-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro16-0071 | 8.4949 / 3.2nM | (S)-tert-butyl 9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro16-5824 | 8.4685 / 3.4nM | (S)-tert-butyl 8-(methylthio)-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro16-8912 | 8.2076 / 6.2nM | (S)-tert-butyl 8-fluoro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro16-4261 | 8.1135 / 7.7nM | (S)-tert-butyl 7-fluoro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro16-0075 | 8.6021 |  |  |
| Ro16-6127 | 8.5086 / 3.1nM | (S)-tert-butyl 8-chloro-7-fluoro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro16-3058 | 7.0458 |  |  |
120px | Bretazenil | 8.6576 | (S)-tert-butyl 8-bromo-9-oxo-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c] [1,4]benzodiazepine-1-carboxylate | 107926 | 84379-13-5
120px | EVT-201 |  | 7-chloro-3-(5-[(dimethylamino)methyl]-1,2,4-oxadiazol-3-yl)-5-methyl-4,5-dihydro-6H-imidazo[1,5-a] [1,4]benzodiazepin-6-one | 9885841 | 308239-86-3
120px | FG-8205 |  | 7-chloro-5-methyl-3-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)-4H-imidazo[1,5-a] [1,4]benzodiazepin-6-one | 129710 | 122384-14-9
120px | L-655,708 |  | ethyl (13aS)-7-methoxy-9-oxo-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c] [1,4]benzodiazepine-1-carboxylate | 5311203 | 130477-52-0
120px | PWZ-029 |  | 8-chloro-3-(methoxymethyl)-5-methyl-4H-imidazo[1,5-a] [1,4]benzodiazepin-6-one | 9971547 |
120px | Ro48-6791 |  | 8-fluoro-5-methyl-3-(5-[(dipropylamino)methyl]-1,2,4-oxadiazol-3-yl)-4H-imidazo[1,5-a] [1,4]benzodiazepin-6-one | 9953485 | 172407-17-9
120px | Ro48-8684 |  | 8-fluoro-5-methyl-3-(5-[(dipropylamino)methyl]-1,3-oxazol-2-yl)-4H-imidazo[1,5-a] [1,4]benzodiazepin-6-one | 9866317 |
120px | Ro4882224 |  | 3,10-dichloro-9H-benzo[f]imidazo[1,5-a] [1,2,4]triazolo[1,5-d] [1,4]diazepine | 11673720 |
120px | Ro4938581 |  | 3-bromo-10-(difluoromethyl)-9H-benzo[f]imidazo[1,5-a] [1,2,4]triazolo[1,5-d] [1,4]diazepine | 11624499 | 883093-10-5
| Ro16-6605 | 8.6778 |  |  |
| Ro16-6048 | 8.4815 / 3.3nM | (S)-tert-butyl 9-oxo-8-(trifluoromethyl)-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro16-6950 | 8.5528 / 2.8nM | (S)-tert-butyl 8-nitro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro16-4019 | 8.8539 / 1.4nM | (S)-propyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro16-3031 | 8.6021 / 2.5nM | (S)-isopropyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro16-9906 | 8.7696 / 1.7nM | (S)-allyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro16-7081 | 8.585 |  |  |
| Ro16-7082 | 8.2007 / 6.3nM | (S)-isobutyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro16-7083 | 8.5376 / 2.9nM | (13aS)-sec-butyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro16-9918 | 8.6383 / 2.3nM | (S)-cyclopropylmethyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro16-4020 | 8.585 |  |  |
| Ro16-6654 | 8.3979 / 4nM | (S)-cyclohexyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro17-3206 | 8.4685 |  |  |
| Ro17-3207 | 8.284 |  |  |
| Ro16-4021 | 8.8239 |  |  |
| Ro17-1302 | 8.2757 / 5.3nM | (S)-phenyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate |  |
| Ro15-2427 | IC50 >1000nM | 5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide |  |
120px | Ro14-7437 | 8.5229 / 3nM | ethyl 5-methyl-6-oxo-4H-imidazo[1,5-a] [1,4]benzodiazepine-3-carboxylate | 127597 | 83210-63-3
120px | Sarmazenil (Ro15-3505) | 8.5686 / 2.7nM | ethyl 7-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 71231 | 78771-13-8
120px | Ro15-1310 | 8.1675 / 6.8nM | ethyl 8-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 114888 | 78756-33-9
120px | Ro15-1746 | IC50 >1000nM | ethyl 9-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate |  |
120px | Ro15-3237 | IC50 >1000nM | ethyl 10-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate |  |
| Ro15-5623 | 8.699 |  |  |
120px | Flumazenil | 8.6021 | ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 3373 | 78755-81-4
120px | Ro15-4513 |  | ethyl 8-azido-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 5081 | 91917-65-6
120px | RY-031 |  | ethyl 8-ethyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 10245056 |
120px | TG-4-29 |  | ethyl 8-vinyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 10591116 |
120px | RY-080 |  | ethyl 8-ethynyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 5311418 |
120px | YT-II-76 |  | ethyl 8-cyclopropyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 46214569 |
120px | SVO-8-14 |  | ethyl 8-allyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 15316982 |
120px | SVO-8-30 |  | ethyl 8-(furan-2-yl)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 15316986 |
120px | SVO-8-67 |  | ethyl 8-phenyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 15316984 |
120px | TG-4-39 |  | ethyl 8-(thiophen-2-yl)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 15316985 |
120px | CD-214 |  | cyclopropyl 8-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 101652266 |
120px | DM-139 |  | t-butyl 8-(pyrrolidin-1-yl)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 10547937 |
120px | DM-146 |  | t-butyl 8-(piperidin-1-yl)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 10834569 |
120px | DM-173 |  | t-butyl 8-(dimethylamino)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 10808192 |
120px | DM-215 |  | t-butyl 8-methoxy-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 10807310 |
120px | Ro19-4603 |  | t-butyl 5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a]thieno[2,3-f][1,4]diazepine-3-carboxylate | 127382 | 99632-94-7
120px | Iomazenil |  | ethyl 7-iodo-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate | 10251042 | 127985-21-1
| Ro17-9741 | 8.6198 / 2.4nM | (S)-methyl 8-chloro-9-oxo-9,11,12,12a-tetrahydroazeto[1,2-a]benzo[e]imidazo[5,1-c] [1,4]diazepine-1-carboxylate |  |
| Ro16-0858 | 8.8861 | ethyl 8-chloro-9-oxo-12,12a-dihydro-9H,11H-azeto[1,2-a]benzo[e]imidazo[5,1-c] [1,4]diazepine-1-carboxylate |  |
| Ro16-0153 | 8.2757 | tert-butyl 8-chloro-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]benzo[e]imidazo[1,5-a] [1,4]diazepine-1-carboxylate |  |
120px | Ro17-1812 | 8.8861 | (S)-cyclopropylmethyl 8-chloro-9-oxo-9,11,12,12a-tetrahydroazeto[1,2-a]benzo[e]imidazo[5,1-c] [1,4]diazepine-1-carboxylate | 146197 | 90450-01-4
| Ro17-3211 | 8.62 |  |  |
| Ro17-3401 | 9.0458 |  |  |
| Ro17-3620 | 8.2924 |  |  |
| Ro16-9351 | 8.4318 |  |  |
| Ro16-9905 | 8.9208 |  |  |
| Ro17-1338 | 9 |  |  |
120px | Zopiclone | 7.5086 | 6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl 4-methylpiperazine-1-carboxylate | 5735 | 43200-80-2
120px | Suriclone | 8.6778 | [6-(7-chloro- 1,8-naphthyridin-2-yl)- 5-oxo- 3,7-dihydro- 2H-[1,4]dithiino[2,3-c]pyrrol- 7-yl]4-methylpiperazine- 1-carboxylate | 40903 | 53813-83-5
120px | CL-218,872 | 6.9208 | 3-methyl-6-[3-(trifluoromethyl)phenyl]-[1,2,4]triazolo[3,4-f]pyridazine | 107950 | 66548-69-4
120px | GBLD-345 | 9 | 2-(4-aminophenyl)-3-methoxy-N-[(3-methoxyphenyl)methyl]imidazo[2,1-f]pyridazin-6-amine | 4602899 | 122479-08-7

## See also

* Benzodiazepine
* Benzodiazepine dependence
* Benzodiazepine withdrawal syndrome

## References

1. ↑ "The psychopharmacological effects of premazepam, diazepam and placebo in healthy human subjects". British Journal of Clinical Pharmacology 18 (2): 127–133. August 1984. doi:10.1111/j.1365-2125.1984.tb02444.x. PMID 6148956.
2. ↑ "Biomarkers for the effects of benzodiazepines in healthy volunteers". British Journal of Clinical Pharmacology 55 (1): 39–50. January 2003. doi:10.1046/j.1365-2125.2002.t01-10-01714.x. PMID 12534639.
3. ↑ "Benzodiazepine Names". non-benzodiazepines.org.uk. http://www.non-benzodiazepines.org.uk/benzodiazepine-names.html.
4. ↑ 4.0 4.1 "Benzodiazepine Equivalence Table". benzo.org.uk. March 2007. http://www.benzo.org.uk/bzequiv.htm.
5. ↑ "Benzodiazepine Equivalence Charts". dr-bob.org. July 1995. http://www.dr-bob.org/tips/bzd.html.
6. ↑ By the American Geriatrics Society 2015 Beers Criteria Update Expert Panel (November 2015). "American Geriatrics Society 2015 Updated Beers Criteria for Potentially Inappropriate Medication Use in Older Adults". Journal of the American Geriatrics Society 63 (11): 2227–2246. doi:10.1111/jgs.13702. PMID 26446832.
7. ↑ Clinical geriatric psychopharmacology (4th ed.). USA: Lippincott Williams & Wilkins. 15 May 2004. pp. 450–453. ISBN 978-0-7817-4380-8. https://books.google.com/books?id=RXvpjJ1Un2gC&pg=PA450.
8. ↑ "Dose adjustment in patients with liver disease". Drug Safety 28 (6): 529–545. 2005. doi:10.2165/00002018-200528060-00005. PMID 15924505.
9. ↑ "Benzodiazepines in epilepsy: pharmacology and pharmacokinetics". Acta Neurologica Scandinavica 118 (2): 69–86. August 2008. doi:10.1111/j.1600-0404.2008.01004.x. PMID 18384456.
10. ↑ "Guidelines for the rational use of benzodiazepines. When and what to use". Drugs 48 (1): 25–40. July 1994. doi:10.2165/00003495-199448010-00004. PMID 7525193.
11. ↑ "benzo.org.uk: Benzodiazepines: How They Work & How to Withdraw, Prof C H Ashton DM, FRCP, 2002". https://benzo.org.uk/manual/bzcha01.htm#24.
12. ↑ "Benzodiazepine Equivalence Chart". http://www.mental-health-today.com/rx/benzo.htm.
13. ↑ "Benzodiazepine Equivalence Table". April 2007. http://www.bcnc.org.uk/equivalence.html.
14. ↑ 14.0 14.1 Benzodiazepine Equivalency Table. 31 July 2018. https://emedicine.medscape.com/article/2172250-overview.
15. ↑ "Benzodiazepines Information for GPs". Drug and Alcohol Services South Australia. https://www.sahealth.sa.gov.au/wps/wcm/connect/dbd6d500407749f193d6bb222b2948cf/Benzodiazepines+-+GPs+2017.pdf?MOD=AJPERES&CACHEID=ROOTWORKSPACE-dbd6d500407749f193d6bb222b2948cf-m08aBgI.
16. ↑ 16.0 16.1 "The role of alprazolam for the treatment of panic disorder in Australia". The Australian and New Zealand Journal of Psychiatry 46 (3): 212–224. March 2012. doi:10.1177/0004867411432074. PMID 22391278.
17. ↑ Ashton Manual
18. ↑ "Pharmacokinetic and pharmacodynamic interactions of bretazenil and diazepam with alcohol". British Journal of Clinical Pharmacology 41 (6): 565–573. June 1996. doi:10.1046/j.1365-2125.1996.38514.x. PMID 8799523.
19. ↑ 19.0 19.1 19.2 19.3 19.4 "Benzodiazepine Names". non-benzodiazepines.org.uk. http://www.non-benzodiazepines.org.uk/benzodiazepine-names.html.
20. ↑ N. Edinoff, Amber; A. Nix, Catherine; S. Odisho, Amira; P. Babin, Caroline; G. Derouen, Alyssa; C. Lutfallah, Salim; M. Cornett, Elyse; Murnane, Kevin S. et al. (22 August 2022). Müller, Thomas; Yamauchi, Junji. eds. "Novel Designer Benzodiazepines: Comprehensive Review of Evolving Clinical and Adverse Effects". Neurology International 14 (3): 652. doi:10.3390/neurolint14030053. PMID 35997362.
21. ↑ "NMS Labs Report". NMS Labs. https://www.nmslabs.com/sites/default/files/test-catalog/reports/0570B@POS.roi_4.pdf.
22. ↑ "Characterization of the designer benzodiazepine diclazepam and preliminary data on its metabolism and pharmacokinetics". Drug Testing and Analysis 6 (7–8): 757–763. 2014. doi:10.1002/dta.1628. PMID 24604775.
23. ↑ Health Santé Canada, Federal Government of Canada (January 20, 2012). "Status Decision of Controlled and Non-Controlled Substances". Controlled Drugs and Substances Act 1: 2. https://isomerdesign.com/Cdsa/HC/StatusDecisions/A-2013-00235 - PDFs/C-Etizolam-23-08-04.pdf.
24. ↑ Indiana General Assembly. "House Bill 1019 - Controlled substances" (in en-US). https://iga.in.gov/legislative/2017/bills/house/1019.
25. ↑ "Detection and identification of the designer benzodiazepine flubromazepam and preliminary data on its metabolism and pharmacokinetics". Journal of Mass Spectrometry 48 (11): 1150–1159. November 2013. doi:10.1002/jms.3279. PMID 24259203. Bibcode: 2013JMSp...48.1150M.
26. ↑ "Flubromazolam - Basic pharmacokinetic evaluation of a highly potent designer benzodiazepine". Drug Testing and Analysis 10 (1): 206–211. January 2018. doi:10.1002/dta.2203. PMID 28378533.
27. ↑ "Comparison of haloperidol and midazolam in restless management of patients referred to the Emergency Department: A double-blinded, randomized clinical trial". Journal of Research in Medical Sciences 20 (9): 844–849. September 2015. doi:10.1002/14651858.CD003079.pub4. PMID 29219171.
28. ↑ "Pharmacokinetics of flutoprazepam, a novel benzodiazepine drug, in normal subjects". European Journal of Drug Metabolism and Pharmacokinetics 14 (4): 293–298. 1989. doi:10.1007/BF03190114. PMID 2633923.
29. ↑ "Single dose pharmacokinetics and pharmacodynamics of oral loprazolam in the elderly". British Journal of Clinical Pharmacology 20 (2): 119–128. August 1985. doi:10.1111/j.1365-2125.1985.tb05041.x. PMID 2864049.
30. ↑ "Benzodiazepines: A Guide to Safe Prescribing". The Carlat Report: Psychiatry. 2011. http://www.thecarlatreport.com/sites/default/files/2011 TCPR Benzo Table.pdf. Retrieved 2015-06-28.
31. ↑ Vancouver Hospital Pharmaceutical Sciences. "Comparison of Benzodiazepines". http://www.vhpharmsci.com/vhformulary/tools/benzodiazepines-comparison.htm.
32. ↑ "Characterization of the designer benzodiazepines pyrazolam and flubromazepam and study on their detectability in human serum and urine samples". http://infoespai.org/MossmannDPHG2013.pdf.
33. ↑ 33.0 33.1 "Romazicon 2 (flumazenil) 3 Injection". Genentech, Inc.. https://www.gene.com/download/pdf/romazicon_prescribing.pdf.
34. ↑ 34.0 34.1 "Flumazenil Injection, Solution [App Pharmaceuticals, Llc]". DailyMed. U.S. National Library of Medicine. https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=11882e93-aa62-4d24-895c-6f01d97fc730.
35. ↑ Synopsis of pediatric emergency medicine.. Lippincott Williams & Wilkins.. 2002. p. 409. ISBN 978-0-7817-3274-1.
36. ↑ 36.0 36.1 "Toxicological analyses". http://www.inchem.org/documents/pims/pharm/pim181.htm#DivisionTitle:8.1.1.1.
37. ↑ "Position paper: gastric lavage". Journal of Toxicology. Clinical Toxicology 42 (7): 933–943. 2004. doi:10.1081/CLT-200045006. PMID 15641639.
38. ↑ "APPG for Involuntary Tranquilliser Addiction". benzo.org.uk. http://www.benzo.org.uk/appg.htm.
39. ↑ "The benzodiazepine story". Journal of Medicinal Chemistry 22 (1): 1–7. January 1979. doi:10.1021/jm00187a001. PMID 34039.
40. ↑ "Quantitative structure-activity relationships of the benzodiazepines. a review and reevaluation". Chemical Reviews 94 (6): 1483–1505. 1994. doi:10.1021/cr00030a002.
41. ↑ Edinoff AN, Nix CA, Odisho AS, Babin CP, Derouen AG, Lutfallah SC, Cornett EM, Murnane KS, Kaye AM, Kaye AD (Aug 2022). "Novel Designer Benzodiazepines: Comprehensive Review of Evolving Clinical and Adverse Effects". Neurol Int 14 (3): 648–663. doi:10.3390/neurolint14030053. PMID 35997362.
42. ↑ Yu X, Greenblatt HK, Greenblatt DJ (Feb 2023). "Designer benzodiazepines: an update". Expert Rev Clin Pharmacol 16 (2): 109–117. doi:10.1080/17512433.2023.2170349. PMID 36649662.
43. ↑ "Recent advances in the molecular pharmacology of benzodiazepine receptors and in the structure-activity relationships of their agonists and antagonists". Adv. Drug Res 1985 (14): 165–322. 1985.
44. ↑ "Atomistic Topological Indices Applied to Benzodiazepines using Various Regression Methods". Quantitative Structure-Activity Relationships 17 (1): 14–19. January 1998. doi:10.1002/(SICI)1521-3838(199801)17:01<14::AID-QSAR14>3.0.CO;2-U.
45. ↑ "Topological modeling of benzodiazepine receptor binding". Bioorganic & Medicinal Chemistry 11 (23): 5203–5207. November 2003. doi:10.1016/j.bmc.2003.08.014. PMID 14604684.
46. ↑ "Genetic neural networks for quantitative structure-activity relationships: improvements and application of benzodiazepine affinity for benzodiazepine/GABAA receptors". Journal of Medicinal Chemistry 39 (26): 5246–5256. December 1996. doi:10.1021/jm960536o. PMID 8978853.
47. ↑ "Benzodiazepine receptors. Biochemical Studies of CNS Receptors". Handbook of Psychopharmacology. Springer. 1983. ISBN 978-1-4684-4361-5.
48. ↑ "Chapter 7: Chemical and computer assisted development of the inclusive pharmacophore of benzodiazepine receptors.". Studies in Medicinal Chemistry. CRC Press. 1996. p. 303. ISBN 978-3-7186-5879-4.
49. ↑ "Sh-I-048A, an in vitro non-selective super-agonist at the benzodiazepine site of GABAA receptors: the approximated activation of receptor subtypes may explain behavioral effects". Brain Research 1554: 36–48. March 2014. doi:10.1016/j.brainres.2014.01.036. PMID 24472579.
50. ↑ "New benzodiazepines for sedation". Best Practice & Research. Clinical Anaesthesiology 32 (2): 149–164. June 2018. doi:10.1016/j.bpa.2018.06.007. PMID 30322456.
51. ↑ "A Review of the Updated Pharmacophore for the Alpha 5 GABA(A) Benzodiazepine Receptor Model". International Journal of Medicinal Chemistry 2015. 2015. doi:10.1155/2015/430248. PMID 26682068.
52. ↑ "Designer benzodiazepines: A new challenge". World Psychiatry 14 (2): 248. June 2015. doi:10.1002/wps.20236. PMID 26043347.
53. ↑ "Designer Benzodiazepines: Another Class of New Psychoactive Substances". New Psychoactive Substances. Handbook of Experimental Pharmacology. 252. 2018. pp. 383–410. doi:10.1007/164_2018_154. ISBN 978-3-030-10560-0.
54. ↑ "The emergence of new psychoactive substance (NPS) benzodiazepines: A review". Drug Testing and Analysis 10 (1): 37–53. January 2018. doi:10.1002/dta.2211. PMID 28471096. https://rke.abertay.ac.uk/en/publications/9a280549-be8d-4907-b7d4-532fbfd8547a.
55. ↑ "The use of a quantitative structure-activity relationship (QSAR) model to predict GABA-A receptor binding of newly emerging benzodiazepines". Science & Justice 58 (3): 219–225. May 2018. doi:10.1016/j.scijus.2017.12.004. PMID 29685303. https://rke.abertay.ac.uk/en/publications/cc950cf1-155d-40c9-8068-9b17cd84cbec.
56. ↑ "An expanding world of new psychoactive substances-designer benzodiazepines". Neurotoxicology 73: 8–16. July 2019. doi:10.1016/j.neuro.2019.02.015. PMID 30802466.
57. ↑ "Electronic factors in the structure-activity relationship of some 1,4-benzodiazepin-2-ones". Journal of Medicinal Chemistry 20 (9): 1206–1210. September 1977. doi:10.1021/jm00219a019. PMID 926122.
58. ↑ "Rm values and structure-activity relationship of benzodiazepines". Journal of Medicinal Chemistry 23 (2): 193–201. February 1980. doi:10.1021/jm00176a016. PMID 7359533.
59. ↑ Catalani V, Floresta G, Botha M, Corkery JM, Guirguis A, Vento A, Abbate V, Schifano F (Jan 2023). "In silico studies on recreational drugs: 3D quantitative structure activity relationship prediction of classified and de novo designer benzodiazepines". Chem Biol Drug Des 101 (1): 40–51. doi:10.1111/cbdd.14119. PMID 35838189.
60. ↑ "1,4-Benzodiazepin-2-ones in medicinal chemistry". Future Medicinal Chemistry 2 (9): 1441–1449. September 2010. doi:10.4155/fmc.10.226. PMID 21426139.
61. ↑ Liu X, Zhao L, Dong P, Ge X, Xiang X. Isolation and identification of the designer benzodiazepine cyclopropylflualprazolam in pressed candies marketed for sleep improvement. J Pharm Biomed Anal. 2026 Mar 11;275:117459. doi:10.1016/j.jpba.2026.117459 PMID 41830715

## Further reading

* Substance Use Disorders: A Practical Guide (2nd ed.). USA: Lippincott Williams and Wilkins. 1 October 2006. p. 110. ISBN 978-0-7817-6998-3. https://books.google.com/books?id=rbrSdWVerBUC.
* The American Psychiatric Publishing Textbook of Substance Abuse Treatment (4th ed.). United States of America: American Psychiatric Publishing Inc. 1 July 2008. p. 216. ISBN 978-1-58562-276-4. https://books.google.com/books?id=6wdJgejlQzYC.

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Benzodiazepines

1,4-Benzodiazepines|

* 2-Oxoquazepam
* 3-Hydroxyphenazepam
* Bromazepam
* Camazepam
* Carburazepam
* Chlordiazepoxide
* Cinazepam
* Cinolazepam
* Clonazepam
* Cloniprazepam
* Clorazepate
* Cyprazepam
* Delorazepam
* Demoxepam
* Desmethylflunitrazepam
* Devazepide*
* Diazepam
* Diclazepam
* Difludiazepam
* Doxefazepam
* Elfazepam
* Ethyl carfluzepate
* Ethyl dirazepate
* Ethyl loflazepate
* Flubromazepam
* Fletazepam
* Fludiazepam
* Flunitrazepam
* Flurazepam
* Flutemazepam
* Flutoprazepam
* Fosazepam
* Gidazepam
* Halazepam
* Iclazepam
* Irazepine
* Kenazepine
* Ketazolam
* Lorazepam
* Lormetazepam
* Lufuradom*
* Meclonazepam
* Medazepam
* Menitrazepam
* Metaclazepam
* Motrazepam
* N-Desalkylflurazepam
* Nifoxipam
* Nimetazepam
* Nitemazepam
* Nitrazepam
* Nitrazepate
* Nordazepam
* Nortetrazepam
* Oxazepam
* Phenazepam
* Pinazepam
* Pivoxazepam
* Prazepam
* Proflazepam
* Quazepam
* QH-II-66
* Reclazepam
* RO4491533*
* Ro5-4864*
* SH-I-048A
* Sulazepam
* Temazepam
* Tetrazepam
* Tifluadom*
* Tolufazepam
* Triflunordazepam
* Tuclazepam
* Uldazepam

1,5-Benzodiazepines|

* Arfendazam
* Clobazam
* CP-1414S
* Lofendazam
* Triflubazam

2,3-Benzodiazepines*|

* Girisopam
* GYKI-52466
* GYKI-52895
* Nerisopam
* Talampanel
* Tofisopam

Triazolobenzodiazepines|

* Adinazolam
* Alprazolam
* Bromazolam
* Clonazolam
* Estazolam
* Flualprazolam
* Flubromazolam
* Flunitrazolam
* Nitrazolam
* Pyrazolam
* Triazolam

Imidazobenzodiazepines|

* Bretazenil
* Climazolam
* EVT-201
* FG-8205
* Flumazenil
* GL-II-73
* Imidazenil
* 123I-Iomazenil
* L-655,708
* Loprazolam
* Midazolam
* PWZ-029
* Remimazolam
* Ro15-4513
* Ro48-6791
* Ro48-8684
* Ro4938581
* Sarmazenil
* SH-053-R-CH3-2′F

Oxazolobenzodiazepines|

* Cloxazolam
* Flutazolam
* Haloxazolam
* Mexazolam
* Oxazolam

Thienodiazepines|

* Bentazepam
* Clotiazepam

Thienotriazolodiazepines|

* Brotizolam
* Ciclotizolam
* Deschloroetizolam
* Etizolam
* Fluclotizolam
* Israpafant*
* JQ1*
* Metizolam

Thienobenzodiazepines*|

* Olanzapine
* Telenzepine

Pyridodiazepines|

* Lopirazepam

Pyridotriazolodiazepines|

* Zapizolam

Pyrazolodiazepines|

* Razobazam*
* Ripazepam
* Zolazepam
* Zomebazam
* Zometapine*

Pyrrolodiazepines|

* Premazepam

Tetrahydroisoquinobenzodiazepines|

* Clazolam

Pyrrolobenzodiazepines*|

* Anthramycin

Benzodiazepine prodrugs|

* Avizafone
* Rilmazafone

* atypical activity profile (not GABAA receptor ligands)

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