Bicyclic Phosphate

From Handwiki
Short description: Class of chemical compounds

Bicyclic phosphate is a class of organophosphate compounds that are used as flame retardants, stabilizers and antioxidants. They are also used in spectroscopic studies.[1][2]

Some bicyclic phosphates, such as TBPS, TBPO and IPTBO, are highly toxic. They have toxicity comparable to nerve agents. However, they are not acetylcholinesterase inhibitors.[1] They act as GABA receptor antagonists and have potent convulsant effects.[2][3][4]

See also

  • Convulsant
  • TBPS
  • TBPO
  • IPTBO

References

  1. ↑ 1.0 1.1 Bellet, E. M.; Casida, J. E. (14 December 1973). "Bicyclic Phosphorus Esters: High Toxicity without Cholinesterase Inhibition". Science 182 (4117): 1135–1136. doi:10.1126/science.182.4117.1135. PMID 4356280. Bibcode: 1973Sci...182.1135B. 
  2. ↑ 2.0 2.1 Gupta, Ramesh C., ed (2009). Handbook of toxicology of chemical warfare agents (1st ed.). London: Academic Press. ISBN 9780123744845. 
  3. ↑ BOWERY, N. G.; COLLINS, J. F.; HILL, R. G. (17 June 1976). "Bicyclic phosphorus esters that are potent convulsants and GABA antagonists". Nature 261 (5561): 601–603. doi:10.1038/261601a0. PMID 934303. Bibcode: 1976Natur.261..601B. 
  4. ↑ Ellison, D. Hank (2007). Handbook of chemical and biological warfare agents (2nd ed.). Boca Raton, Fla.: CRC. ISBN 9780849314346. 

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   | group1 = GABAA
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  • Agonists: (+)-Catechin
  • Bamaluzole
  • Barbiturates (e.g., phenobarbital)
  • BL-1020
  • DAVA
  • Dihydromuscimol
  • GABA
  • Gabamide
  • GABOB
  • Gaboxadol (THIP)
  • Homotaurine (tramiprosate, 3-APS)
  • Ibotenic acid
  • iso-THAZ
  • iso-THIP
  • Isoguvacine
  • Isomuscimol
  • Isonipecotic acid
  • Kojic amine
  • Lignans (e.g., honokiol)
  • Methylglyoxal
  • Monastrol
  • Muscimol
  • Nefiracetam
  • Neuroactive steroids (e.g., allopregnanolone)
  • Org 20599
  • PF-6372865
  • Phenibut
  • Picamilon
  • P4S
  • Progabide
  • Propofol
  • Quisqualamine
  • SL-75102
  • TACA
  • TAMP
  • Terpenoids (e.g., borneol)
  • Thiomuscimol
  • Tolgabide
  • ZAPA
  • Positive modulators (abridged; see here for a full list): α-EMTBL
  • Alcohols (e.g., ethanol)
  • Anabolic steroids
  • Avermectins (e.g., ivermectin)
  • Barbiturates (e.g., phenobarbital)
  • Benzodiazepines (e.g., diazepam)
  • Bromide compounds (e.g., potassium bromide)
  • Carbamates (e.g., meprobamate)
  • Carbamazepine
  • Chloralose
  • Chlormezanone
  • Clomethiazole
  • Dihydroergolines (e.g., ergoloid (dihydroergotoxine))
  • Etazepine
  • Etifoxine
  • Fenamates (e.g., mefenamic acid)
  • Flavonoids (e.g., apigenin, hispidulin)
  • Fluoxetine
  • Flupirtine
  • Imidazoles (e.g., etomidate)
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  • Lanthanum
  • Loreclezole
  • Monastrol
  • Neuroactive steroids (e.g., allopregnanolone, [[Chemistry:Cholecholesterol]], THDOC)
  • Niacin
  • Nicotinamide (niacinamide)
  • Nonbenzodiazepines (e.g., β-carbolines (e.g., [[abecarnil), cyclopyrrolones (e.g., zopiclone), imidazopyridines (e.g., zolpidem), pyrazolopyrimidines (e.g., zaleplon))
  • Norfluoxetine
  • Petrichloral
  • Phenols (e.g., propofol)
  • Phenytoin
  • Piperidinediones (e.g., glutethimide)
  • Propanidid
  • Pyrazolopyridines (e.g., etazolate)
  • Quinazolinones (e.g., methaqualone)
  • Retigabine (ezogabine)
  • ROD-188
  • Skullcap constituents (e.g., baicalin)
  • Stiripentol
  • Sulfonylalkanes (e.g., sulfonmethane (sulfonal))
  • Topiramate
  • Valerian constituents (e.g., valerenic acid)
  • Volatiles/gases (e.g., chloral hydrate, chloroform, [[Chemistry:Diethyl diethyl ether, Parparaldehyde]], sevoflurane)
  • Antagonists: Bicuculline
  • Coriamyrtin
  • Dihydrosecurinine
  • Gabazine (SR-95531)
  • Hydrastine
  • Hyenachin (mellitoxin)
  • PHP-501
  • Pitrazepin
  • Securinine
  • Sinomenine
  • SR-42641
  • SR-95103
  • Thiocolchicoside
  • Tutin
  • Negative modulators: 1,3M1B
  • 3M2B
  • 11-Ketoprogesterone
  • 17-Phenylandrostenol
  • α5IA (LS-193,268)
  • β-CCB
  • β-CCE
  • β-CCM
  • β-CCP
  • β-EMGBL
  • Anabolic steroids
  • Amiloride
  • Anisatin
  • β-Lactams (e.g., penicillins, cephalosporins, carbapenems)
  • Basmisanil
  • Bemegride
  • Bicyclic phosphates (TBPS, TBPO, IPTBO)
  • BIDN
  • Bilobalide
  • Bupropion
  • CHEB
  • Chlorophenylsilatrane
  • Cicutoxin
  • Cloflubicyne
  • Cyclothiazide
  • DHEA
  • DHEA-S
  • Dieldrin
  • (+)-DMBB
  • DMCM
  • DMPC
  • EBOB
  • Etbicyphat
  • FG-7142 (ZK-31906)
  • Fiproles (e.g., fipronil)
  • Flavonoids (e.g., amentoflavone, oroxylin A)
  • Flumazenil
  • Fluoroquinolones (e.g., ciprofloxacin)
  • Flurothyl
  • Furosemide
  • Golexanolone
  • Iomazenil (123I)
  • IPTBO
  • Isopregnanolone (sepranolone)
  • L-655,708
  • Laudanosine
  • Leptazol
  • Lindane
  • MaxiPost
  • Morphine
  • Morphine-3-glucuronide
  • MRK-016
  • Naloxone
  • Naltrexone
  • Nicardipine
  • Nonsteroidal antiandrogens (e.g., [[apalutamide, [[Chemistry:Bicalutbicalutamide, Enzalutenzalutamide, Chemistry:Flutamide|flut]]amide]], nilutamide)
  • Oenanthotoxin
  • Pentylenetetrazol (pentetrazol)
  • Phenylsilatrane
  • Picrotoxin (i.e., picrotin, picrotoxinin and dihydropicrotoxinin)
  • Pregnenolone sulfate
  • Propybicyphat
  • PWZ-029
  • Radequinil
  • Ro 15-4513
  • Ro 19-4603
  • RO4882224
  • RO4938581
  • Sarmazenil
  • SCS
  • Suritozole
  • TB-21007
  • TBOB
  • TBPS
  • TCS-1105
  • Terbequinil
  • TETS
  • Thujone
  • U-93631
  • Zinc
  • ZK-93426
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  • Agonists: BL-1020
  • CACA
  • CAMP
  • Homohypotaurine
  • GABA
  • GABOB
  • Ibotenic acid
  • Isoguvacine
  • Muscimol
  • N4-Chloroacetylcytosine arabinoside
  • Picamilon
  • Progabide
  • TACA
  • TAMP
  • Thiomuscimol
  • Tolgabide
  • Positive modulators: Allopregnanolone
  • Alphaxolone
  • ATHDOC
  • Lanthanides
  • Antagonists: (S)-2-MeGABA
  • (S)-4-ACPBPA
  • (S)-4-ACPCA
  • 2-MeTACA
  • 3-APMPA
  • 4-ACPAM
  • 4-GBA
  • cis-3-ACPBPA
  • CGP-36742 (SGS-742)
  • DAVA
  • Gabazine (SR-95531)
  • Gaboxadol (THIP)
  • I4AA
  • Isonipecotic acid
  • Loreclezole
  • P4MPA
  • P4S
  • SKF-97541
  • SR-95318
  • SR-95813
  • TPMPA
  • trans-3-ACPBPA
  • ZAPA
  • Negative modulators: 5α-Dihydroprogesterone
  • Bilobalide
  • Loreclezole
  • Picrotoxin (picrotin, picrotoxinin)
  • Pregnanolone
  • ROD-188
  • THDOC
  • Zinc
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GABAB
  • Agonists: 1,4-Butanediol
  • 4-Fluorophenibut
  • Aceburic acid
  • Arbaclofen
  • Arbaclofen placarbil
  • Baclofen
  • BL-1020
  • GABA
  • Gabamide
  • GABOB
  • GBL
  • GHB
  • GHBAL
  • GHV
  • GVL
  • Isovaline
  • Lesogaberan
  • Phenibut
  • Picamilon
  • Progabide
  • Sodium oxybate
  • SKF-97,541
  • SL 75102
  • Tolgabide
  • Tolibut
  • Positive modulators: ADX-71441
  • BHF-177
  • BHFF
  • BSPP
  • CGP-7930
  • CGP-13501
  • GS-39783
  • rac-BHFF
  • KK-92A
  • Antagonists: 2-Hydroxysaclofen
  • CGP-35348
  • CGP-46381
  • CGP-52432
  • CGP-54626
  • CGP-55845
  • CGP-64213
  • DAVA
  • Homotaurine (tramiprosate, 3-APS)
  • Phaclofen
  • Saclofen
  • SCH-50911
  • SKF-97541
  • Negative modulators: Compound 14
 | below =
See also
Receptor/signaling modulators
GABAA receptor positive modulators
GABA metabolism/transport modulators

}}



Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:Bicyclic_phosphate&oldid=2601985"

Categories: [Bicyclic phosphates] [Convulsants] [Neurotoxins] [GABAA receptor negative allosteric modulators] [Organophosphates] [Phosphate esters]

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