5-MeO-MET

Chemical compound

Pharmaceutical compound

5-MeO-MET

Identifiers

IUPAC name

* N-Ethyl-2-(5-methoxy-1H-indol-3-yl)-N-methylethan-1-amine

CAS Number|

* 16977-53-0 Y

PubChem CID|

* 6619012

ChemSpider|

* 5051184

UNII|

* 2CNT3HAM6G

CompTox Dashboard (EPA)|

* DTXSID10937676

Chemical and physical data
Formula| C14H20N2O
Molar mass| 232.327 g·mol−1
3D model (JSmol)|

* Interactive image

SMILES

* CCN(CCc1c[nH]c2c1cc(OC)cc2)C

InChI

* InChI=1S/C14H20N2O/c1-4-16(2)8-7-11-10-15-14-6-5-12(17-3)9-13(11)14/h5-6,9-10,15H,4,7-8H2,1-3H3

* Key:AVECDEWGCOLCPZ-UHFFFAOYSA-N

5-MeO-MET (5-Methoxy-N-methyl-N-ethyltryptamine) is a relatively rare designer drug from the substituted tryptamine family, related to compounds such as N-methyl-N-ethyltryptamine and 5-MeO-DMT.[1][2][3] It was first synthesised in the 1960s and was studied to a limited extent,[4][5] but was first identified on the illicit market in June 2012 in Sweden.[6] It was made illegal in Norway in 2013,[7] and is controlled under analogue provisions in numerous other jurisdictions.

## See also

[edit]

* 4-HO-MET
* 5-HO-DiPT
* 5-EtO-DMT
* 5-Fluoro-MET
* 5-MeO-EPT
* 5-MeO-MALT
* 5-MeO-MiPT
* 7F-5-MeO-MET

## References

[edit]

1. ^ Schifano F, Orsolini L, Papanti D, Corkery J (2017). "NPS: Medical Consequences Associated with Their Intake". Neuropharmacology of New Psychoactive Substances (NPS). Current Topics in Behavioral Neurosciences. Vol. 32\. pp. 351–380\. doi:10.1007/7854_2016_15. ISBN 978-3-319-52442-9. PMID 27272067.351-380&rft.date=2017&rft_id=info:pmid/27272067&rft_id=info:doi/10.1007/7854_2016_15&rft.isbn=978-3-319-52442-9&rft.aulast=Schifano&rft.aufirst=F&rft.au=Orsolini,+L&rft.au=Papanti,+D&rft.au=Corkery,+J&rfr_id=info:sid/en.wikipedia.org:5-MeO-MET" class="Z3988">
2. ^ Palma-Conesa ÁJ, Ventura M, Galindo L, Fonseca F, Grifell M, Quintana P, Fornís I, Gil C, Farré M, Torrens M (2017). "Something New about Something Old: A 10-Year Follow-Up on Classical and New Psychoactive Tryptamines and Results of Analysis". Journal of Psychoactive Drugs. 49 (4): 297–305\. doi:10.1080/02791072.2017.1320732. PMID 28569652. S2CID 45394561.297-305&rft.date=2017&rft_id=https://api.semanticscholar.org/CorpusID:45394561#id-name=S2CID&rft_id=info:pmid/28569652&rft_id=info:doi/10.1080/02791072.2017.1320732&rft.aulast=Palma-Conesa&rft.aufirst=ÁJ&rft.au=Ventura,+M&rft.au=Galindo,+L&rft.au=Fonseca,+F&rft.au=Grifell,+M&rft.au=Quintana,+P&rft.au=Fornís,+I&rft.au=Gil,+C&rft.au=Farré,+M&rft.au=Torrens,+M&rfr_id=info:sid/en.wikipedia.org:5-MeO-MET" class="Z3988">
3. ^ Malaca S, Lo Faro AF, Tamborra A, Pichini S, Busardò FP, Huestis MA (December 2020). "Toxicology and Analysis of Psychoactive Tryptamines". International Journal of Molecular Sciences. 21 (23): 9279. doi:10.3390/ijms21239279. PMC 7730282. PMID 33291798.
4. ^ Gessner PK, Godse DD, Krull AH, McMullan JM (March 1968). "Structure-activity relationships among 5-methoxy-n:n-dimethyltryptamine, 4-hydroxy-n:n-dimethyltryptamine (psilocin) and other substituted tryptamines". Life Sciences. 7 (5): 267–77\. doi:10.1016/0024-3205(68)90200-2. PMID 5641719.267-77&rft.date=1968-03&rft_id=info:doi/10.1016/0024-3205(68)90200-2&rft_id=info:pmid/5641719&rft.aulast=Gessner&rft.aufirst=PK&rft.au=Godse,+DD&rft.au=Krull,+AH&rft.au=McMullan,+JM&rfr_id=info:sid/en.wikipedia.org:5-MeO-MET" class="Z3988">
5. ^ Glennon RA, Gessner PK (April 1979). "Serotonin receptor binding affinities of tryptamine analogues". Journal of Medicinal Chemistry. 22 (4): 428–32\. doi:10.1021/jm00190a014. PMID 430481.428-32&rft.date=1979-04&rft_id=info:doi/10.1021/jm00190a014&rft_id=info:pmid/430481&rft.aulast=Glennon&rft.aufirst=RA&rft.au=Gessner,+PK&rfr_id=info:sid/en.wikipedia.org:5-MeO-MET" class="Z3988">
6. ^ "EMCDDA–Europol 2012 Annual Report on the implementation of Council Decision 2005/387/JHA" (PDF). New drugs in Europe, 2012.
7. ^ "Forskrift om endring i forskrift om narkotika" [Regulations amending the regulations on drugs]. Lovdata (in Norwegian).

* v
* t
* e

Serotonin receptor modulators

5-HT1|

| 5-HT1A|

* Agonists: 8-OH-DPAT
* Adatanserin
* Amphetamine
* Antidepressants (e.g., etoperidone, hydroxynefazodone, nefazodone, trazodone, triazoledione, vilazodone, vortioxetine)
* Atypical antipsychotics (e.g., aripiprazole, asenapine, brexpiprazole, cariprazine, clozapine, lurasidone, quetiapine, ziprasidone)
* Azapirones (e.g., buspirone, eptapirone, gepirone, perospirone, tandospirone)
* Bay R 1531
* Befiradol
* BMY-14802
* Cannabidiol
* Dimemebfe
* Dopamine
* Ebalzotan
* Eltoprazine
* Enciprazine
* Ergolines (e.g., bromocriptine, cabergoline, dihydroergotamine, ergotamine, lisuride, LSD, methylergometrine (methylergonovine), methysergide, pergolide)
* F-11,461
* F-12826
* F-13714
* F-14679
* F-15063
* F-15,599
* Flesinoxan
* Flibanserin
* Flumexadol
* Hypidone
* Lesopitron
* LY-293284
* LY-301317
* mCPP
* MKC-242
* Naluzotan
* NBUMP
* Osemozotan
* Oxaflozane
* Pardoprunox
* Piclozotan
* Rauwolscine
* Repinotan
* Roxindole
* RU-24,969
* S-14,506
* S-14671
* S-15535
* Sarizotan
* Serotonin (5-HT)
* SSR-181507
* Sunepitron
* Tryptamines (e.g., 5-CT, 5-MeO-DMT, 5-MT, bufotenin, DMT, indorenate, N-Me-5-HT, psilocin, psilocybin)
* TGBA01AD
* U-92,016-A
* Urapidil
* Vilazodone
* Xaliproden
* Yohimbine

* Antagonists: Atypical antipsychotics (e.g., iloperidone, risperidone, sertindole)
* AV965
* Beta blockers (e.g., alprenolol, carteolol, cyanopindolol, iodocyanopindolol, isamoltane, oxprenolol, penbutolol, pindobind, pindolol, propranolol, tertatolol)
* BMY-7,378
* CSP-2503
* Dotarizine
* Ergolines (e.g., metergoline)
* FCE-24379
* Flopropione
* GR-46611
* Isamoltane
* Lecozotan
* Mefway
* Metitepine (methiothepin)
* MIN-117 (WF-516)
* MPPF
* NAN-190
* Robalzotan
* S-15535
* SB-649,915
* SDZ 216-525
* Spiperone
* Spiramide
* Spiroxatrine
* UH-301
* WAY-100135
* WAY-100635
* Xylamidine

* Unknown/unsorted: Acetryptine
* Carvedilol
* Ergolines (e.g., ergometrine (ergonovine))

5-HT1B|

* Agonists: Anpirtoline
* CGS-12066A
* CP-93129
* CP-94253
* CP-122,288
* CP-135807
* Eltoprazine
* Ergolines (e.g., bromocriptine, dihydroergotamine, ergotamine, methylergometrine (methylergonovine), methysergide, pergolide)
* mCPP
* RU-24,969
* Serotonin (5-HT)
* Triptans (e.g., avitriptan, donitriptan, eletriptan, sumatriptan, zolmitriptan)
* TFMPP
* Tryptamines (e.g., 5-BT, 5-CT, 5-MT, DMT)
* Vortioxetine

* Antagonists: AR-A000002
* Beta blockers (e.g., alprenolol, carteolol, isamoltane, oxprenolol, penbutolol, propranolol, tertatolol)
* Elzasonan
* Ergolines (e.g., metergoline)
* GR-127935
* Isamoltane
* LY-393558
* Metitepine (methiothepin)
* SB-216641
* SB-224289
* SB-236057
* Yohimbine

* Unknown/unsorted: Ergolines (e.g., cabergoline, ergometrine (ergonovine), lisuride)

5-HT1D|

* Agonists: CP-122,288
* CP-135807
* CP-286601
* Ergolines (e.g., bromocriptine, cabergoline, dihydroergotamine, ergotamine, LSD, methysergide)
* GR-46611
* L-694247
* L-772405
* mCPP
* PNU-109291
* PNU-142633
* Serotonin (5-HT)
* TGBA01AD
* Triptans (e.g., almotriptan, avitriptan, donitriptan, eletriptan, frovatriptan, naratriptan, rizatriptan, sumatriptan, zolmitriptan)
* Tryptamines (e.g., 5-BT, 5-CT, 5-Et-DMT, 5-MT, 5-(nonyloxy)tryptamine, DMT)

* Antagonists: Alniditan
* BRL-15,572
* Elzasonan
* Ergolines (e.g., metergoline)
* GR-127935
* Ketanserin
* LY-310762
* LY-367642
* LY-393558
* LY-456219
* LY-456220
* Metitepine (methiothepin)
* Mianserin
* Ritanserin
* Yohimbine
* Ziprasidone

* Unknown/unsorted: Acetryptine
* Ergolines (e.g., lisuride, lysergol, pergolide)

5-HT1E|

* Agonists: BRL-54443
* Ergolines (e.g., methysergide)
* Serotonin (5-HT)
* Triptans (e.g., eletriptan)
* Tryptamines (e.g., tryptamine)

* Antagonists: Metitepine (methiothepin)

* Unknown/unsorted: Ergolines (e.g., ergometrine (ergonovine), lysergol, methylergometrine (methylergonovine)

5-HT1F|

* Agonists: BRL-54443
* CP-122,288
* Ergolines (e.g., bromocriptine, lysergol, methylergometrine (methylergonovine) methysergide)
* Lasmiditan
* LY-334370
* Serotonin (5-HT)
* Triptans (e.g., eletriptan, naratriptan, sumatriptan)
* Tryptamines (e.g., 5-MT)

* Antagonists: Metitepine (methiothepin)
* Mianserin

5-HT2|

| 5-HT2A|

* Agonists: 25H/NB series (e.g., 25I-NBF, 25I-NBMD, 25I-NBOH, 25I-NBOMe, 25B-NBOMe, 25C-NBOMe, 25TFM-NBOMe, 2CBCB-NBOMe, 25CN-NBOH, 2CBFly-NBOMe)
* 2Cs (e.g., 2C-B, 2C-E, 2C-I, 2C-T-2, 2C-T-7, 2C-T-21)
* 2C-B-FLY
* 2CB-Ind
* 5-Methoxytryptamines (5-MeO-DET, 5-MeO-DiPT, 5-MeO-DMT, 5-MeO-DPT, 5-MT)
* α-Alkyltryptamines (e.g., 5-Cl-αMT, 5-Fl-αMT, 5-MeO-αET, 5-MeO-αMT, α-Me-5-HT, αET, αMT)
* AL-34662
* AL-37350A
* Bromo-DragonFLY
* Dimemebfe
* DMBMPP
* DOx (e.g., DOB, DOC, DOI, DOM)
* Efavirenz
* Ergolines (e.g., 1P-LSD, ALD-52, bromocriptine, cabergoline, ergine (LSA), ergometrine (ergonovine), ergotamine, lisuride, LA-SS-Az, LSB, LSD, LSD-Pip, LSH, LSP, methylergometrine (methylergonovine), pergolide)
* Flumexadol
* IHCH-7113
* Jimscaline
* Lorcaserin
* MDxx (e.g., MDA (tenamfetamine), MDMA (midomafetamine), MDOH, MMDA)
* O-4310
* Oxaflozane
* PHA-57378
* PNU-22394
* PNU-181731
* RH-34
* SCHEMBL5334361
* Phenethylamines (e.g., lophophine, mescaline)
* Piperazines (e.g., BZP, quipazine, TFMPP)
* Serotonin (5-HT)
* TCB-2
* TFMFly
* Tryptamines (e.g., 5-BT, 5-CT, bufotenin, DET, DiPT, DMT, DPT, psilocin, psilocybin, tryptamine)

* Antagonists: 5-I-R91150
* 5-MeO-NBpBrT
* AC-90179
* Adatanserin
* Altanserin
* Antihistamines (e.g., cyproheptadine, hydroxyzine, ketotifen, perlapine)
* AMDA
* Atypical antipsychotics (e.g., amperozide, aripiprazole, asenapine, blonanserin, brexpiprazole, carpipramine, clocapramine, clorotepine, clozapine, fluperlapine, gevotroline, iloperidone, lurasidone, melperone, mosapramine, ocaperidone, olanzapine, paliperidone, quetiapine, risperidone, sertindole, zicronapine, ziprasidone, zotepine)
* Chlorprothixene
* Cinanserin
* CSP-2503
* Deramciclane
* Dotarizine
* Eplivanserin
* Ergolines (e.g., amesergide, LY-53857, LY-215,840, mesulergine, metergoline, methysergide, sergolexole)
* Fananserin
* Flibanserin
* Glemanserin
* Irindalone
* Ketanserin
* KML-010
* Landipirdine
* LY-393558
* mCPP
* Medifoxamine
* Metitepine (methiothepin)
* MIN-117 (WF-516)
* Naftidrofuryl
* Nantenine
* Nelotanserin
* Opiranserin (VVZ-149)
* Pelanserin
* Phenoxybenzamine
* Pimavanserin
* Pirenperone
* Pizotifen
* Pruvanserin
* Rauwolscine
* Ritanserin
* Roluperidone
* S-14671
* Sarpogrelate
* Serotonin antagonists and reuptake inhibitors (e.g., etoperidone, hydroxynefazodone, lubazodone, mepiprazole, nefazodone, triazoledione, trazodone)
* SR-46349B
* TGBA01AD
* Teniloxazine
* Temanogrel
* Tetracyclic antidepressants (e.g., amoxapine, aptazapine, esmirtazapine, maprotiline, mianserin, mirtazapine)
* Tricyclic antidepressants (e.g., amitriptyline)
* Typical antipsychotics (e.g., chlorpromazine, fluphenazine, haloperidol, loxapine, perphenazine, pimozide, pipamperone, prochlorperazine, setoperone, spiperone, spiramide, thioridazine, thiothixene, trifluoperazine)
* Volinanserin
* Xylamidine
* Yohimbine

* Unknown/unsorted: Ergolines (e.g., dihydroergotamine, nicergoline)

5-HT2B|

* Agonists: 4-Methylaminorex
* Aminorex
* Amphetamines (e.g., chlorphentermine, cloforex, dexfenfluramine, fenfluramine, levofenfluramine, norfenfluramine)
* BW-723C86
* DOx (e.g., DOB, DOC, DOI, DOM)
* Ergolines (e.g., cabergoline, dihydroergocryptine, dihydroergotamine, ergotamine, methylergometrine (methylergonovine), methysergide, pergolide)
* Lorcaserin
* MDxx (e.g., MDA (tenamfetamine), MDMA (midomafetamine), MDOH, MMDA)
* Piperazines (e.g., TFMPP)
* PNU-22394
* Ro60-0175
* Serotonin (5-HT)
* Tryptamines (e.g., 5-BT, 5-CT, 5-MT, α-Me-5-HT, bufotenin, DET, DiPT, DMT, DPT, psilocin, psilocybin, tryptamine)

* Antagonists: Agomelatine
* Atypical antipsychotics (e.g., amisulpride, aripiprazole, asenapine, brexpiprazole, cariprazine, clozapine, N-desalkylquetiapine (norquetiapine), N-desmethylclozapine (norclozapine), olanzapine, pipamperone, quetiapine, risperidone, ziprasidone)
* Cyproheptadine
* EGIS-7625
* Ergolines (e.g., amesergide, bromocriptine, lisuride, LY-53857, LY-272015, mesulergine)
* Ketanserin
* LY-393558
* mCPP
* Metadoxine
* Metitepine (methiothepin)
* Pirenperone
* Pizotifen
* Propranolol
* PRX-08066
* Rauwolscine
* Ritanserin
* RS-127445
* Sarpogrelate
* SB-200646
* SB-204741
* SB-206553
* SB-215505
* SB-221284
* SB-228357
* SDZ SER-082
* Tegaserod
* Tetracyclic antidepressants (e.g., amoxapine, mianserin, mirtazapine)
* Trazodone
* Typical antipsychotics (e.g., chlorpromazine)
* TIK-301
* Yohimbine

* Unknown/unsorted: Ergolines (e.g., ergometrine (ergonovine))

5-HT2C|

* Agonists: 2Cs (e.g., 2C-B, 2C-E, 2C-I, 2C-T-2, 2C-T-7, 2C-T-21)
* 5-Methoxytryptamines (5-MeO-DET, 5-MeO-DiPT, 5-MeO-DMT, 5-MeO-DPT, 5-MT)
* α-Alkyltryptamines (e.g., 5-Cl-αMT, 5-Fl-αMT, 5-MeO-αET, 5-MeO-αMT, α-Me-5-HT, αET, αMT)
* A-372159
* AL-38022A
* Alstonine
* CP-809101
* Dimemebfe
* DOx (e.g., DOB, DOC, DOI, DOM)
* Ergolines (e.g., ALD-52, cabergoline, dihydroergotamine, ergine (LSA), ergotamine, lisuride, LA-SS-Az, LSB, LSD, LSD-Pip, LSH, LSP, pergolide)
* Flumexadol
* Lorcaserin
* MDxx (e.g., MDA (tenamfetamine), MDMA (midomafetamine), MDOH, MMDA)
* MK-212
* ORG-12962
* ORG-37684
* Oxaflozane
* PHA-57378
* Phenethylamines (e.g., lophophine, mescaline)
* Piperazines (e.g., aripiprazole, BZP, mCPP, quipazine, TFMPP)
* PNU-22394
* PNU-181731
* Ro60-0175
* Ro60-0213
* Serotonin (5-HT)
* Tryptamines (e.g., 5-BT, 5-CT, bufotenin, DET, DiPT, DMT, DPT, psilocin, psilocybin, tryptamine)
* Vabicaserin
* WAY-629
* WAY-161503
* YM-348

* Antagonists: Adatanserin
* Agomelatine
* Atypical antipsychotics (e.g., asenapine, clorotepine, clozapine, fluperlapine, iloperidone, melperone, olanzapine, paliperidone, quetiapine, risperidone, sertindole, ziprasidone, zotepine)
* Captodiame
* CEPC
* Cinanserin
* Cyproheptadine
* Deramciclane
* Desmetramadol
* Dotarizine
* Eltoprazine
* Ergolines (e.g., amesergide, bromocriptine, LY-53857, LY-215,840, mesulergine, metergoline, methysergide, sergolexole)
* Etoperidone
* Fluoxetine
* FR-260010
* Irindalone
* Ketanserin
* Ketotifen
* Latrepirdine (dimebolin)
* Medifoxamine
* Metitepine (methiothepin)
* Nefazodone
* Pirenperone
* Pizotifen
* Propranolol
* Ritanserin
* RS-102221
* S-14671
* SB-200646
* SB-206553
* SB-221284
* SB-228357
* SB-242084
* SB-243213
* SDZ SER-082
* Tedatioxetine
* Tetracyclic antidepressants (e.g., amoxapine, aptazapine, esmirtazapine, maprotiline, mianserin, mirtazapine)
* TIK-301
* Tramadol
* Trazodone
* Tricyclic antidepressants (e.g., amitriptyline, nortriptyline)
* Typical antipsychotics (e.g., chlorpromazine, loxapine, pimozide, pipamperone, thioridazine)
* Xylamidine

* Unknown/unsorted: Efavirenz
* Ergolines (e.g., ergometrine (ergonovine), methylergometrine (methylergonovine))

5-HT3–7|

| 5-HT3|

* Agonists: Alcohols (e.g., butanol, ethanol (alcohol), trichloroethanol)
* m-CPBG
* Phenylbiguanide
* Piperazines (e.g., BZP, mCPP, quipazine)
* RS-56812
* Serotonin (5-HT)
* SR-57227
* SR-57227A
* Tryptamines (e.g., 2-Me-5-HT, 5-CT, bufotenidine (5-HTQ))
* Volatiles/gases (e.g., halothane, isoflurane, toluene, trichloroethane)
* YM-31636

* Antagonists: Alosetron
* Anpirtoline
* Arazasetron
* AS-8112
* Atypical antipsychotics (e.g., clozapine, olanzapine, quetiapine)
* Azasetron
* Batanopride
* Bemesetron (MDL-72222)
* Bupropion
* Cilansetron
* CSP-2503
* Dazopride
* Dolasetron
* Galanolactone
* Granisetron
* Hydroxybupropion
* Lerisetron
* Memantine
* Ondansetron
* Palonosetron
* Ramosetron
* Renzapride
* Ricasetron
* Tedatioxetine
* Tetracyclic antidepressants (e.g., amoxapine, mianserin, mirtazapine)
* Thujone
* Tropanserin
* Tropisetron
* Typical antipsychotics (e.g., loxapine)
* Volatiles/gases (e.g., nitrous oxide, sevoflurane, xenon)
* Vortioxetine
* Zacopride
* Zatosetron

* Unknown/unsorted: LY-53857
* Piperazines (e.g., naphthylpiperazine)

5-HT4|

* Agonists: 5-MT
* BIMU8
* Capeserod
* Cinitapride
* Cisapride
* CJ-033466
* Dazopride
* Metoclopramide
* Minesapride
* Mosapride
* Prucalopride
* PRX-03140
* Renzapride
* RS-67,333
* RS-67,506
* Serotonin (5-HT)
* Tegaserod
* Usmarapride
* Velusetrag
* Zacopride

* Antagonists: GR-113808
* GR-125487
* L-Lysine
* Piboserod
* RS-39604
* RS-67532
* SB-203186
* SB-204070

5-HT5A|

* Agonists: Ergolines (e.g., 2-Br-LSD (BOL-148), ergotamine, LSD)
* Serotonin (5-HT)
* Tryptamines (e.g., 5-CT)
* Valerenic acid

* Antagonists: Asenapine
* Latrepirdine (dimebolin)
* Metitepine (methiothepin)
* Ritanserin
* SB-699551

* Unknown/unsorted: Ergolines (e.g., metergoline, methysergide)
* Piperazines (e.g., naphthylpiperazine)

5-HT6|

* Agonists: Ergolines (e.g., dihydroergocryptine, dihydroergotamine, ergotamine, lisuride, LSD, mesulergine, metergoline, methysergide)
* Hypidone
* Serotonin (5-HT)
* Tryptamines (e.g., 2-Me-5-HT, 5-BT, 5-CT, 5-MT, Bufotenin, E-6801, E-6837, EMD-386088, EMDT, LY-586713, N-Me-5-HT, ST-1936, tryptamine)
* WAY-181187
* WAY-208466

* Antagonists: ABT-354
* Atypical antipsychotics (e.g., aripiprazole, asenapine, clorotepine, clozapine, fluperlapine, iloperidone, olanzapine, tiospirone)
* AVN-101
* AVN-211
* AVN-322
* AVN-397
* BGC20-760
* BVT-5182
* BVT-74316
* Cerlapirdine
* EGIS-12,233
* GW-742457
* Idalopirdine
* Ketanserin
* Landipirdine
* Latrepirdine (dimebolin)
* Masupirdine
* Metitepine (methiothepin)
* MS-245
* PRX-07034
* Ritanserin
* Ro 04-6790
* Ro 63-0563
* SB-258585
* SB-271046
* SB-357134
* SB-399885
* SB-742457
* Tetracyclic antidepressants (e.g., amoxapine, mianserin)
* Tricyclic antidepressants (e.g., amitriptyline, clomipramine, doxepin, nortriptyline)
* Typical antipsychotics (e.g., chlorpromazine, loxapine)

* Unknown/unsorted: Ergolines (e.g., 2-Br-LSD (BOL-148), bromocriptine, lergotrile, pergolide)
* Piperazines (e.g., naphthylpiperazine)

5-HT7|

* Agonists: 8-OH-DPAT
* AS-19
* Bifeprunox
* E-55888
* Ergolines (e.g., LSD)
* LP-12
* LP-44
* LP-211
* RU-24,969
* Sarizotan
* Serotonin (5-HT)
* Triptans (e.g., frovatriptan)
* Tryptamines (e.g., 5-CT, 5-MT, bufotenin, N-Me-5-HT)

* Antagonists: Atypical antipsychotics (e.g., amisulpride, aripiprazole, asenapine, brexpiprazole, clorotepine, clozapine, fluperlapine, olanzapine, risperidone, sertindole, tiospirone, ziprasidone, zotepine)
* Butaclamol
* DR-4485
* EGIS-12,233
* Ergolines (e.g., 2-Br-LSD (BOL-148), amesergide, bromocriptine, cabergoline, dihydroergotamine, ergotamine, LY-53857, LY-215,840, mesulergine, metergoline, methysergide, sergolexole)
* JNJ-18038683
* Ketanserin
* LY-215,840
* Metitepine (methiothepin)
* Ritanserin
* SB-258719
* SB-258741
* SB-269970
* SB-656104
* SB-656104A
* SB-691673
* SLV-313
* SLV-314
* Spiperone
* SSR-181507
* Tetracyclic antidepressants (e.g., amoxapine, maprotiline, mianserin, mirtazapine)
* Tricyclic antidepressants (e.g., amitriptyline, clomipramine, imipramine)
* Typical antipsychotics (e.g., acetophenazine, chlorpromazine, chlorprothixene, fluphenazine, loxapine, pimozide)
* Vortioxetine

* Unknown/unsorted: Ergolines (e.g., lisuride, pergolide)
* Piperazines (e.g., naphthylpiperazine)

* See also: Receptor/signaling modulators
* Adrenergics
* Dopaminergics
* Melatonergics
* Monoamine reuptake inhibitors and releasing agents
* Monoamine metabolism modulators
* Monoamine neurotoxins

* v
* t
* e

Tryptamines

Tryptamines|

* 1-Methyl-T
* 1-Methylpsilocin
* 2-HO-NMT
* 2-Me-DET
* 2-Methyl-5-HT
* 2,N,N-TMT
* 4,5-DHP-DMT
* 4,5-DHT
* 4-AcO-DALT
* 4-AcO-DET
* 4-AcO-DiPT
* 4-AcO-DPT
* 4-AcO-EPT
* 4-AcO-MALT
* 4-AcO-MET
* 4-AcO-MiPT
* 4-AcO-NMT
* 4-AcO-TMT
* 4-F-5-MeO-pyr-T
* 4-F-5-MeO-DMT
* 4-Fluoro-DMT
* 4-Fluoro-T
* 4-HO-5-MeO-T
* 4-HO-DALT
* 4-HO-DBT
* 4-HO-DET
* 4-HO-DPT
* 4-HO-DSBT
* 4-HO-EiBT
* 4-HO-EPT
* 4-HO-MALT
* 4-HO-MET
* 4-HO-McPT
* 4-HO-McPeT
* 4-HO-MiPT
* 4-HO-MPT
* 4-HO-MsBT
* 4-HO-NALT
* 4-HO-NiPT
* 4-HO-NMT
* 4-HO-PiPT
* 4-HO-pyr-T
* 4-HO-TMT
* 4-HT
* 4-MeO-DiPT
* 4-MeO-DMT
* 4-MeO-MiPT
* 4-MeO-T
* 4-PrO-DMT
* 4,5-MDO-DMT
* 4,5-MDO-DiPT
* 5-BT
* 5-Bromo-DMT
* 5-Bromo-T
* 5-Chloro-DMT
* 5-Chloro-T
* 5-CT
* 5-Ethoxy-DMT
* 5-Ethyl-DMT
* 5-Fluoro-DET
* 5-Fluoro-DMT
* 5-Fluoro-EPT
* 5-Fluoro-T
* 5-HO-DiPT
* 5-HO-NiPT
* 5-HTP (oxitriptan)
* 5-Me-MiPT
* 5-MeO-2-TMT
* 5-MeO-34MPEMT
* 5-MeO-7,N,N-TMT
* 5-MeO-DALT
* 5-MeO-DBT
* 5-MeO-DET
* 5-MeO-DiPT
* 5-MeO-DMT
* 5-MeO-DPT
* 5-MeO-EiPT
* 5-MeO-EPT
* 5-MeO-MALT
* 5-MeO-MET
* 5-MeO-MiPT
* 5-MeO-NET
* 5-MeO-NiPT
* 5-MeO-NMT
* 5-MeO-PiPT
* 5-MeO-pyr-T
* 5-MeO-NBpBrT
* 5-MeO-T (5-MT; mexamine)
* 5-MeO-T-NBOMe
* 5-MeS-DMT
* 5-Methyl-DMT
* 5-Methyl-T
* 5-MT-NB3OMe
* 5-NOT
* 5,6-MeO-MiPT
* 5,6-MDO-DiPT
* 5,6-MDO-DMT
* 5,6-MDO-MiPT
* 5,6-DHT
* 5,7-DHT
* 6-Fluoro-DET
* 6-Fluoro-DMT
* 6-Fluoro-T
* 6-MeO-DMT
* 6-MeO-T
* 6-Methyl-T
* 6,7-DHT
* 7-Chloro-T
* 7-MeO-T
* 7-Methyl-DMT
* 7-Methyl-T
* Acetryptine (5-AT)
* Aeruginascin (4-PO-TMT)
* AGH-107
* AGH-192
* AH-494
* ALiPT
* Alpertine
* Baeocystin (4-PO-NMT)
* Benzotript (4-chlorobenzoyl-L-tryptophan)
* Bretisilocin (5-fluoro-MET)
* Bufotenidine (5-HTQ)
* Bufotenin (5-HO-DMT)
* Bufoviridine (5-SO-DMT)
* Convolutindole A
* CP-132,484
* DALT
* DBT
* Desformylflustrabromine
* DET
* DiPT
* DMT
* DPT
* E-6801
* E-6837
* EiPT
* EMDT
* EPT
* Ethocybin (4-PO-DET)
* FGIN-127
* FGIN-143
* FT-104
* HIOC
* Idalopirdine
* Indolylethylfentanyl
* Indorenate
* Iprocin (4-HO-DiPT)
* Isamide
* Lespedamine
* MBT
* MET
* Milipertine
* Miprocin (4-HO-MiPT)
* MiPT
* MPT
* MS-245
* MSBT
* N-Feruloylserotonin (moschamine)
* NBoc-DMT
* NET/NETP
* NiPT
* NMT
* Norbaeocystin (4-PO-T)
* NTBT
* O-4310
* O-Pivalylbufotenine
* Oxypertine
* PiPT
* Psilacetin (O-acetylpsilocin; 4-AcO-DMT)
* Psilocin (4-HO-DMT)
* Psilocybin (4-PO-DMT)
* Psilomethoxin (4-HO-5-MeO-DMT)
* Pyr-T
* RS134-49
* 10,11-Secoergoline (α,N-Pip-T)
* Serotonin (5-HT)
* Solypertine
* ST-1936
* Tryptamine (T)
* Tryptophan
* Yuremamine
* Z2876442907

N-Acetyltryptamines|

* 2-Iodomelatonin
* 2-Phenylmelatonin
* 5-Methoxyluzindole
* 6-Chloromelatonin
* 6-Fluoromelatonin
* 6-Hydroxymelatonin
* 6-Methoxymelatonin
* 6,7-Dichloro-2-methylmelatonin
* α-Methylmelatonin
* Luzindole
* Melatonin
* Normelatonin (N-acetylserotonin; NAS)
* N-Acetyltryptamine
* N-Butanoylmelatonin
* N-Propionylmelatonin
* Piromelatine
* TIK-301

α-Alkyltryptamines|

* 1-Pr-5-MeO-AMT
* 2,α-DMT
* 4-HO-αMT
* 4-HO-MPMI (lucigenol)
* 4-Me-αET
* 4-Me-αMT
* 5-Allyloxy-AMT
* 5-Chloro-αET
* 5-Chloro-αMT
* 5-Ethoxy-αMT
* 5-Fluoro-αET
* 5-Fluoro-αMT
* 5-iPrO-αMT
* 5-MeO-α,N,N-TMT
* 5-MeO-αET
* 5-MeO-αMT
* 5-MeO-MPMI
* 5-Methyl-αET
* 6-Fluoro-αMT
* 7-Chloro-αMT
* 7-Methyl-αET
* α-Methyl-5-HTP
* α-Methylmelatonin
* α-Methylserotonin (5-HO-αMT)
* α-Methyltryptophan (αMTP)
* α,N-DMT (N-methyl-αMT)
* α,N,N-TMT
* α,N,O-TMS
* αET (etryptamine)
* αMT
* AL-37350A (4,5-DHP-αMT)
* BK-5Br-NM-AMT
* BK-5Cl-NM-AMT
* BK-5F-NM-AMT
* BK-NM-AMT
* BW-723C86
* CP-135807
* IPAP (α,N-DPT)
* MPMI
* Soclenicant (BNC-210)

Triptans|

* Almotriptan
* Donitriptan
* Eletriptan
* Frovatriptan
* L-694247
* Rizatriptan
* Sumatriptan
* Zolmitriptan

Cyclized tryptamines|

* Bay R 1531
* Ciclindole
* Cyclic 3-OHM
* Ergolines and lysergamides (e.g., LSD)
* Flucindole
* Harmala alkaloids and β-carbolines (e.g., 6-MeO-THH, 9-Me-BC, β-carboline (norharman), harmaline, harmalol, harmane, harmine, pinoline, tetrahydroharmine, tryptoline)
* Iboga alkaloids and related (e.g., DM-506 (ibogaminalog), ibogaine, ibogamine, noribogaine, tabernanthalog, tabernanthine)
* LY-266,097
* Metralindole
* NDTDI
* PHA-57378
* PNU-22394
* PNU-181731
* RU-28306
* Yohimbans (e.g., yohimbine, rauwolscine, spegatrine, corynanthine, ajmalicine, reserpine, deserpidine, rescinnamine)

Isotryptamines|

* 5-MeO-isoDMT
* 6-MeO-isoDMT
* isoAMT
* isoDMT
* Isotryptamine (isoT)
* PNU-181731
* Ro60-0175
* Zalsupindole (DLX-001, AAZ-A-154)

Related compounds|

* 2-Azapsilocin
* 4-Aza-5-MeO-DPT
* 5-Aza-4-MeO-DiPT
* 5-HIAA
* 5-HIAL
* 5-HITCA
* 5-MIAL
* 7-Aza-5-MeO-DiPT
* AL-34662
* AL-38022A
* Benzofurans (e.g., 3-APB, 5-MeO-DiBF, BPAP, dimemebfe, mebfap)
* BRL-54443
* CP-94253
* EMD-386088
* I-32
* IAL
* Latrepirdine
* LY-367265
* Masupirdine
* Non-tryptamine triptans (e.g., avitriptan, LY-334370, naratriptan)
* Pirlindole
* (R)-69 (3IQ)
* Ro60-0213
* RU-24,969
* Sertindole
* SN-22
* Tepirindole
* Tetrindole
* VER-3323
* VU6067416
* YM-348

This drug article relating to the nervous system is a stub. You can help Wikipedia by expanding it.

|

* v
* t
* e

*[CID]: Compound ID
*[EPA]: U.S. Environmental Protection Agency
*[v]: View this template
*[t]: Discuss this template
*[e]: Edit this template