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The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds

Author	Alexander Shulgin, Tania Manning, and Paul F. Daley
Language	English
Subject	Pharmacology; Chemistry; Psychoactive drugs; Phenethylamines; Psychedelics
Publisher	Transform Press
Publication date	2011
Publication place	United States
Media type	Hardcover
Pages	811
ISBN	978-0963009630
OCLC	709667010
Text	The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds at Internet Archive
Website	https://transformpress.com/publications/

The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds is a 2011 book written by Alexander Shulgin, Tania Manning, and Paul F. Daley and published by Transform Press. It followed the earlier books PiHKAL: A Chemical Love Story (1991) and TiHKAL: The Continuation (1997) by Shulgin and his wife Ann Shulgin. The book is about psychedelic substituted phenethylamines and related compounds and their chemistry and pharmacology. It discusses 126 main compounds from this family as well as 1,300 compounds discussed in total.

A second volume on substituted tryptamines was being prepared but was never completed due to Shulgin's death in 2014. According to the Multidisciplinary Association for Psychedelic Studies (MAPS) in 2014 however, the second volume would be finished at some point in the near future.

Compounds listed

#	Compound	IUPAC Name
1	AEM (α-ethylmescaline)	α-Ethyl-1-(3,4,5-trimethoxyphenyl)ethylamine
2	AL (allylescaline)	4-Allyloxy-3,5-dimethoxyphenethylamine
3	ALEPH	2,5-Dimethoxy-4-methylthioamphetamine
4	ALEPH-2	2,5-Dimethoxy-4-ethylthioamphetamine
5	ALEPH-4	2,5-Dimethoxy-4-(i)-propylthioamphetamine
6	ALEPH-7	2,5-Dimethoxy-4-propylthioamphetamine
7	ARIADNE	2,5-Dimethoxy-4-methyl-α-ethylphenethylamine
8	ASB (asymbescaline)	3,4-Diethoxy-5-methoxyphenethylamine
9	BDB	α-Ethyl-3,4-methylenedioxyphenethylamine
10	B-DFLY (Bromo-DragonFLY)	1-(8-Bromobenzo difuran-4-yl)-2-aminopropane
11	BEATRICE	2,5-Dimethoxy-N,4-dimethylamphetamine
12	B-FLY (DOB-FLY)	1-(8-Bromo-2,3,6,7-tetrahydrobenzodifuran-4-yl)-2-aminopropane
13	BOB	4-Bromo-β,2,5-trimethoxyphenethylamine
14	BOD	4-Methyl-2,5,β-trimethoxyphenethylamine
15	BOH	β-Methoxy-3,4-methylenedioxyphenethylamine
16	BOM	β,3,4,5-Tetramethoxyphenethylamine
17	B-SF	1-(7-Bromo-5-methoxy-2,3-dihydrobenzofuran-4-yl)-2-aminopropane
18	2C-B	4-Bromo-2,5-dimethoxyphenethylamine
19	2C-C	4-Chloro-2,5-dimethoxyphenethylamine
20	2C-D	2,5-Dimethoxy-4-methylphenethylamine
21	2C-E	2,5-Dimethoxy-4-ethylphenethylamine
22	2C-H	2,5-Dimethoxyphenethylamine
23	2C-I	2,5-Dimethoxy-4-iodophenethylamine
24	mCPP	1-(3-Chlorophenyl)piperazine
25	2C-T	2,5-Dimethoxy-4-methylthiophenethylamine
26	2C-T-2	2,5-Dimethoxy-4-ethy lthiophenethylamine
27	2C-T-7	2,5-Dimethoxy-4-(n)-propylthiophenethylamine
28	2C-TFM	2,5-Dimethoxy-4-trifluoromethylphenethylamine
29	DESMETHYL (4-desmethylmescaline)	3,5-Dimethoxy-4-hydroxyphenethylamine
30	3-DESMETHYL (3-desmethylmescaline)	3,4-Dimethoxy-5-hydroxyphenethylamine
31	DESOXY (4-desoxymescaline)	3,5-Dimethoxy-4-methylphenethylamine
32	DFLY (DragonFLY)	1-(Benzodifuran-4-yl)-2-aminopropane
33	DHA (α-methyldopamine)	3,4-Dihydroxyamphetamine
34	2,3-DMA	2,3-Dimethoxyamphetamine
35	2,4-DMA	2,4-Dimethoxyamphetamine
36	2,5-DMA	2,5-Dimethoxyamphetamine
37	2,6-DMA	2,6-Dimethoxyamphetamine
38	DMA	3,4-Dimethoxyamphetamine
39	3,5-DMA	3,5-Dimethoxyamphetamine
40	DMAP (metamfepramone)	2-Dimethylaminopropiophenone
41	DMCPA	4-Methyl-2,5-methoxycyclopropylamine
42	DMeA (xylopropamine)	3,4-Dimethylamphetamine
43	DMePEA	3,4-Dimethylphenethylamine
44	DMMDA	2,5-Dimethoxy-3,4-methylenedioxyamphetamine
45	α,N-DMMDBA (MDM1EA)	α,N-Dimethyl-3,4-methylenedioxybenzylamine
46	2,3-DMPEA	2,3-Dimethoxyphenethylamine
47	2,4-DMPEA	2,4-Dimethoxyphenethylamine
48	2,6-DMPEA	2,6-Dimethoxyphenethylamine
49	DMPEA	3,4-Dimethoxyphenethylamine
50	3,5-DMPEA	3,5-Dimethoxyphenethylamine
51	DOAM	4-Amyl-2,5-dimethoxyamphetamine
52	DOB	4-Bromo-2,5-dimethoxyamphetamine
53	DOBU	4-Butyl-2,5-dimethoxyamphetamine
54	DOC	4-Chloro-2,5-dimethoxyamphetamine
55	DOCN	4-Cyano-2,5-dimethoxyamphetamine
56	DOET	2,5-Dimethoxy-4-ethylamphetamine
57	DOF	2,5-Dimethoxy-4-fluoroamphetamine
58	DOI	2,5-Dimethoxy-4-iodoamphetamine
59	DOIP	2,5-Dimethoxy-4-isopropylamphetamine
60	DOM	2,5-Dimethoxy-4-methylamphetamine
61	DON	2,5-Dimethoxy-4-nitroamphetamine
62	DOPR	2,5-Dimethoxy-4-propylamphetamine
63	DOTFM	2,5-Dimethoxy-4-trifluoromethylamphetamine
64	Escaline	3 ,5-Dimethoxy-4-ethoxyphenethylamine
65	EDA	3,4-Ethylenedioxyamphetamine
66	F (semi-fly)	1-(5-Methoxy-2,3-dihydrobenzofuran-6-yl)-2-aminopropane
67	FEA	2-Furylethylamine
68	FLY	1-(2,3,6,7-Tetrahydrobenzodifuran-4-yl)-2-aminopropane
69	GEA (3-methoxytyramine)	4-Hydroxy-3-methoxyphenethylamine
70	HMePEA (N-methyltyramine)	4-Hydroxy-N-methylphenethylamine
71	Hordenine	N,N-Dimethyl-4-hydroxyphenethylamine
72	IM (isomescaline)	2,3,4-Trimethoxyphenethylamine
73	Lophophine	3-Methoxy-4,5-methylenedioxyphenethylamine
74	2-MA	2-Methoxyamphetamine
75	3-MA	3-Methoxyamphetamine
76	MBDB	α-Ethyl-N-methyl-1,3-benzodioxole-5-ethanamine
77	MDA	3,4-Methylenedioxyamphetamine
78	homo-MDA	1-(3,4-Methylenedioxylphenyl)-3-isobutylamine
79	MDBP (MDBZP)	1-(3,4-Methylenedioxybenzyl)piperazine
80	MDDMA	3,4-Methylenedioxy-N,N-dimethylamphetamine
81	MDE (MDEA)	N-Ethyl-3,4-methylenedioxyamphetamine
82	MDMA	3,4-Methylenedioxymethamphetamine
83	homo-MDMA	N-Methyl-1-(3,4-methylenedioxyphenyl)-3-isobutylamine
84	MDOH	N-Hydroxy-3,4-methylenedioxyamphetamine
85	MDPEA	3,4-Methylenedioxyphenethylamine
86	MDPR	3,4-Methylenedioxy-N-propylamphetamine
87	MEM	2,5-Dimethoxy-4-ethoxyamphetamine
88	MeOPP (pMeOPP)	1-(4-Methoxyphenyl)piperazine
89	N-MePEA	N-Methylphenethylamine
90	MEPEA	3-Methoxy-4-ethoxyphenethylamine
91	Mescaline	3,4,5-Trimethoxyphenethylamine
92	METHCATH (methcathinone)	β-Keto-N-methylamphetamine
93	Methylone	3,4-Methylenedioxymethcathinone
94	MHA (HMA)	3-Methoxy-4-hydroxyamphetamine
95	M-M (N-methylmescaline)	N-Methyl-3,4,5-trimethoxyphenethylamine
96	3,4-MMA (MMA)	3-Methoxy-4-methylamphetamine
97	MMDA	3-Methoxy-4,5-methylenedioxyamphetamine
98	MMDA-2	2-Methoxy-4,5-methylenedioxyamphetamine
99	MMDA-3a	2-Methoxy-3,4-methylenedioxyamphetamine
100	2-MPEA	2-Methoxyphenethylamine
101	3-MPEA	3-Methoxyphenethylamine
102	4-MPEA	4-Methoxyphenethylamine
103	MTA (4-MTA)	4-Methylthioamphetamine
104	Proscaline	3,5-Dimethoxy-4-propoxyphenethylamine
105	PAT (8-OH-DPAT)	8-Hydroxy-2-(dipropylamino)tetralin
106	PCA (4-CA)	4-Chloroamphetamine
107	PEA (phenethylamine)	2-Phenylethylamine
108	PeMPEA	2,3,4,5,6-Pentamethoxyphenethylamine
109	PHA (norpholedrine)	4-Hydroxyamphetamine
110	PMA	4-Methoxyamphetamine
111	PMeA (4-MA)	4-Methylamphetamine
112	PMMA	4-Methoxy-N-methylamphetamine
113	TeMA	2,3,4,5-Tetramethoxyamphetamine
114	TeMPEA	2,3,4,5-Tetramethoxyphenethylamine
115	TeMPEA-3	2,3,5,6-Tetramethoxyphenethylamine
116	mTFMPP (TFMPP)	1-(3-(Trifluoromethyl)phenyl)piperazine
117	TMA	3,4,5-Trimethoxyamphetamine
118	TMA-2	2,4,5-Trimethoxyamphetamine
119	TMA-3	2,3,4-Trimethoxyamphetamine
120	TMA-4	2,3,5-Trimethoxyamphetamine
121	TMA-5	2,3,6-Trimethoxyamphetamine
122	TMA-6	2,4,6-Trimethoxyamphetamine
123	TMePEA	3,4,5-Trimethylphenethylamine
124	TMPEA-2	2,4,5-Trimethoxyphenethylamine
125	Trichocereine	N,N-Dimethyl-3,4,5-trimethoxyphenethylamine
126	Tyramine	4-Hydroxyphenethylamine

References

^ Sumnall HR, Evans-Brown M, McVeigh J (2011). "Social, policy, and public health perspectives on new psychoactive substances". Drug Test Anal. 3 (7–8): 515–523. doi:10.1002/dta.310. PMID 21744515. Shulgin's PIHKAL and TIHKAL describe synthesis routes and basic human psychopharmacology of many potential hallucinogenic and entactogenic compounds The Shulgin Index Volume 1, Psychedelic Phenethylamines and Related Compounds (to be followed by a similar volume on tryptamines) was published in 2011, providing a focused, fully referenced examination of the chemistry and pharmacology of 126 compounds, many of them new.
^ Francis, Arie P.; Smith, Silas W. (2022). "Availability and supply of novel psychoactive substances". Novel Psychoactive Substances. Elsevier. pp. 57–84. doi:10.1016/b978-0-12-818788-3.00001-2. ISBN 978-0-12-818788-3. development and manufacturing efforts are aided by those with scientific training who develop or scan research literature for novel structures or derivatives . Substituted phenethylamines and tryptamines were explicitly described in the 1990s by synthetic chemist Alexander Shulgin in the books PiHKAL and TiHKAL, which maintain an online presence . The Shulgin Index, cataloguing psychedelic phenethylamines, amphetamines, phenylpiperazines, and others, including synthesis and pharmacological properties, was released in 2011 .
^ Shulgin, A.; Manning, T.; Daley, P.F. (2011). The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley: Transform Press. ISBN 978-0-9630096-3-0. Retrieved 2 November 2024. The Shulgin Index is a comprehensive collection of the known psychedelic phenethylamines and related compounds. There are 126 main compounds with detailed physical properties, synthesis and analytical chemistry, biochemistry, pharmacological properties, and legal status. Fully referenced with over 2,000 citations. There are sub-tables of lesser-studied structural homologues and analogues, over 1300 total compounds covered. GCMS scans are included for 229 compounds. This book is an invaluable resource for researchers, physicians, chemists, and law enforcement.
Shulgin, A.T.; Shulgin, A. (1991). PiHKAL: A Chemical Love Story. Transform Press. ISBN 978-0-9630096-0-9. Retrieved 2 November 2024.
Shulgin, A. (1997). TiHKAL: The Continuation. Transform Press. ISBN 978-0-9630096-9-2. Retrieved 2 November 2024.
Weber, Bruce (7 June 2014). "Alexander Shulgin, Psychedelia Researcher, Dies at 88". The New York Times. Retrieved 3 November 2024.
^ Multidisciplinary Association for Psychedelic Studies (Summer 2014). "In Memoriam: Alexander "Sasha" Shulgin, Ph.D. (June 17, 1925–June 2, 2014)" (PDF). MAPS Newsletter. 24 (2): 9–12 (11). ON JUNE 2, 2014, AT THE age of 88, pioneering psychedelic researcher Alexander "Sasha" Shulgin died surrounded by friends and family at his home in Lafayette, California. In 2011, his life's work was published in The Shulgin Index, Volume 1: Psychedelic Phenethylamines and Related Compounds. While the first volume contains over 1,300 compounds, there is more to come. The Shulgin Index, Volume 2 will be published in the near future. Sasha understood that the exploration of novel psychoactive compounds—and ways to use them—would not be completed in his lifetime, so he preserved his research in these volumes for future generations.

External links

v t e Phenethylamines
Phenethylamines	Psychedelics: 25B-NBOMe 25C-NBOMe 25D-NBOMe 25I-NBOMe 25N-NBOMe 2C-B 2C-B-AN 2C-Bn 2C-Bu 2C-C 2C-CN 2C-CP 2C-D 2C-E 2C-EF 2C-F 2C-G 2C-G-1 2C-G-2 2C-G-3 2C-G-4 2C-G-5 2C-G-6 2C-G-N 2C-H 2C-I 2C-iP 2C-N 2C-NH2 2C-O 2C-O-4 2C-P 2C-Ph 2C-SE 2C-T 2C-T-2 2C-T-3 2C-T-4 2C-T-5 2C-T-6 2C-T-7 2C-T-8 2C-T-9 2C-T-10 2C-T-11 2C-T-12 2C-T-13 2C-T-14 2C-T-15 2C-T-16 2C-T-17 2C-T-18 2C-T-19 2C-T-20 2C-T-21 2C-T-22 2C-T-22.5 2C-T-23 2C-T-24 2C-T-25 2C-T-27 2C-T-28 2C-T-30 2C-T-31 2C-T-32 2C-T-33 2C-TFE 2C-TFM 2C-YN 2C-V Allylescaline DESOXY Escaline Isoproscaline Jimscaline Macromerine MEPEA Mescaline Metaescaline Methallylescaline Proscaline Psi-2C-T-4 TCB-2 Stimulants: Phenylethanolamine Hordenine Phenethylamine Phenpromethamine α-Methylphenethylamine (amphetamine) β-Methylphenethylamine m-Methylphenethylamine N-Methylphenethylamine o-Methylphenethylamine p-Methylphenethylamine Methylphenidate Entactogens: Lophophine MDPEA MDMPEA Others: BOH DMPEA
Amphetamines	Psychedelics: 3C-AL 3C-BZ 3C-E 3C-MAL 3C-P Aleph Beatrice Bromo-DragonFLY D-Deprenyl DMA DMCPA DMMDA DOB DOC DOEF DOET DOI DOM DON DOPR DOTFM Ganesha MMDA MMDA-2 Psi-DOM TMA TeMA ZDCM-04 Stimulants: 2-FA 2-FMA 3-FA 3-FMA Acridorex Alfetamine Amfecloral Amfepentorex Amphetamine (Dextroamphetamine, Levoamphetamine) Amphetaminil Benfluorex Benzphetamine Cathine Clobenzorex Dimethylamphetamine Ephedrine Etilamfetamine Fencamfamin Fencamine Fenethylline Fenfluramine (Dexfenfluramine, Levofenfluramine) Fenproporex Flucetorex Fludorex Formetorex Furfenorex Gepefrine 4-Hydroxyamphetamine Iofetamine Isopropylamphetamine Lefetamine Lisdexamfetamine Mefenorex Metaraminol Methamphetamine (Dextromethamphetamine, Levomethamphetamine) Methoxyphenamine MMA Morforex Norfenfluramine L-Norpseudoephedrine N,alpha-Diethylphenylethylamine Oxifentorex Oxilofrine Ortetamine PBA PCA PFA PFMA PIA PMA PMEA PMMA Phenylpropanolamine Pholedrine Prenylamine Propylamphetamine Pseudoephedrine Sibutramine Tiflorex Tranylcypromine Xylopropamine Zylofuramine Entactogens: 4-FA 4-FMA 4-MA 4-MMA 4-MTA 5-APB 5-APDB 5-EAPB 5-IT 5-MAPB 5-MAPDB 6-APB 6-APDB 6-Chloro-MDMA 6-EAPB 6-IT 6-MAPB 6-MAPDB EDA IAP 2,3-MDA 3,4-MDA (tenamfetamine) MDEA MDHMA MDMA (midomafetamine) MDOH Methamnetamine MMDMA Naphthylaminopropane TAP Others: 3,4-DCA Amiflamine DiFMDA Selegiline (also D-Deprenyl)
Phentermines	Stimulants: Chlorphentermine Cloforex Clortermine Etolorex Mephentermine Pentorex Phentermine Entactogens: MDPH MDMPH Others: Cericlamine
Cathinones	Stimulants: 3-FMC 4-MC 4-BMC 4-CMC 4-EMC 4-FMC 4-MEC 4-MeMABP 4-MPD Amfepramone Benzedrone Brephedrone Buphedrone Bupropion Cathinone Dimethylcathinone Ethcathinone Eutylone Hydroxybupropion Methcathinone Methedrone NEB N-Ethylhexedrone N-Ethylpentedrone Pentedrone Pentylone Radafaxine Entactogens: 3,4-DMMC 3-MMC Butylone Ethylone Methylone Methylenedioxycathinone Mephedrone
Phenylisobutylamines	Entactogens: 4-CAB 4-MAB Ariadne BDB Butylone EBDB Eutylone MBDB Stimulants: Phenylisobutylamine
Phenylalkylpyrrolidines	Stimulants: α-PBP α-PHP α-PPP α-PVP MDPBP MDPPP MDPV 4-MePBP 4-MePHP 4-MePPP MOPPP MOPVP MPBP MPHP MPPP Naphyrone PEP Prolintane Pyrovalerone
Catecholamines (and close relatives)	6-FNE 6-OHDA a-Me-DA a-Me-TRA Adrenochrome Ciladopa D-DOPA (Dextrodopa) Dimetofrine Dopamine Epinephrine Epinine Etilefrine Ethylnorepinephrine Fenclonine Ibopamine Isoprenaline Isoetarine L-DOPA (Levodopa) L-DOPS (Droxidopa) L-Phenylalanine L-Tyrosine m-Tyramine Metanephrine Metaraminol Metaterol Metirosine Methyldopa N,N-Dimethyldopamine Nordefrin (Levonordefrin) Norepinephrine Norfenefrine (m-Octopamine) Normetanephrine Orciprenaline p-Octopamine p-Tyramine Phenylephrine Synephrine
Miscellaneous	AL-LAD Amidephrine Arbutamine Cafedrine Denopamine Desvenlafaxine Diphenidine Dizocilpine Dobutamine Dopexamine Ephenidine Etafedrine ETH-LAD Famprofazone Fluorolintane Hexapradol IP-LAD Lysergic acid amide Lysergic acid 2-butyl amide Lysergic acid 2,4-dimethylazetidide Lysergic acid diethylamide Methoxamine Methoxphenidine MT-45 PARGY-LAD Phenibut PRO-LAD Pronethalol Salbutamol (Levosalbutamol) Solriamfetol Theodrenaline Thiamphenicol UWA-101 Venlafaxine

Hallucinogens

Psychedelics
(5-HT_2A
agonists)

25x-NB	25B-NB 25C-NB
25x-NB3OMe	25B-NB3OMe 25C-NB3OMe 25D-NB3OMe 25E-NB3OMe 25H-NB3OMe 25I-NB3OMe 25N-NB3OMe 25P-NB3OMe 25T2-NB3OMe 25T4-NB3OMe 25T7-NB3OMe 25TFM-NB3OMe
25x-NB4OMe	25B-NB4OMe 25C-NB4OMe 25D-NB4OMe 25E-NB4OMe 25H-NB4OMe 25I-NB4OMe 25N-NB4OMe 25P-NB4OMe 25T2-NB4OMe 25T4-NB4OMe 25T7-NB4OMe 25TFM-NB4OMe
25x-NBF	25B-NBF 25C-NBF 25D-NBF 25E-NBF 25H-NBF 25I-NBF 25P-NBF 25T2-NBF 25T7-NBF 25TFM-NBF
25x-NBMD	25B-NBMD 25C-NBMD 25D-NBMD 25E-NBMD 25F-NBMD 25H-NBMD 25I-NBMD 25P-NBMD 25T2-NBMD 25T7-NBMD 25TFM-NBMD
25x-NBOH	25B-NBOH 25C-NBOH 25CN-NBOH 25D-NBOH 25E-NBOH 25F-NBOH 25H-NBOH 25I-NBOH 25P-NBOH 25T2-NBOH 25T7-NBOH 25TFM-NBOH
25x-NBOMe	25B-NBOMe 25C-NBOMe 25CN-NBOMe 25D-NBOMe 25E-NBOMe 25F-NBOMe 25G-NBOMe 25H-NBOMe 25I-NBOMe 25iP-NBOMe 25N-NBOMe 25P-NBOMe 25T-NBOMe 25T2-NBOMe 25T4-NBOMe 25T7-NBOMe 25TFM-NBOMe
Atypical structures	25B-N1POMe 25B-NAcPip 25B-NB23DM 25B-NB25DM 25C-NBCl 25C-NBOEt 25C-NBOiPr 25I-N2Nap1OH 25I-N3MT2M 25I-N4MT3M 25I-NB34MD 25I-NBAm 25I-NBBr 25I-NBMeOH 25I-NBTFM 2CBCB-NBOMe 2CBFly-NBOMe 4-EA-NBOMe 5-APB-NBOMe 5MT-NBOMe C30-NBOMe DOB-NBOMe DOI-NBOMe FECIMBI-36 MDPEA-NBOMe N-Ethyl-2C-B NBOMe-escaline NBOMe-mescaline ZDCM-04

25x-NMx

N-(2C)-fentanyl

3C-x

4C-x

DOx

HOT-x

MDxx

Mescaline (subst.)

TMAs

TMA
TMA-2
TMA-3
TMA-4
TMA-5
TMA-6

Others

Piperazines

Tryptamines

alpha-alkyltryptamines	4,5-DHP-α-MT 5-MeO-α-ET 5-MeO-α-MT α-ET α-MT
x-DALT	(Daltocin) 4-HO-DALT (Daltacetin) 4-AcO-DALT 5-MeO-DALT DALT
x-DET	(Ethacetin) 4-AcO-DET (Ethocin) 4-HO-DET 5-MeO-DET (T-9) DET (Ethocybin) 4-PO-DET
x-DiPT	(Ipracetin) 4-AcO-DiPT (Iprocin) 4-HO-DiPT 5-MeO-DiPT DiPT
x-DMT	4,5-DHP-DMT 2,N,N-TMT 4-AcO-DMT 4-HO-5-MeO-DMT 4,N,N-TMT 4-Propionyloxy-DMT 5,6-diBr-DMT 5-AcO-DMT 5-Bromo-DMT 5-MeO-2,N,N-TMT 5-MeO-4,N,N-TMT 5-MeO-α,N,N-TMT 5-MeO-DMT 5-N,N-TMT 7,N,N-TMT α,N,N-TMT (Bufotenin) 5-HO-DMT DMT Norbaeocystin (Psilocin) 4-HO-DMT (Psilocybin) 4-PO-DMT
x-DPT	(Depracetin) 4-AcO-DPT (Deprocin) 4-HO-DPT 5-MeO-DPT (The Light) DPT
Ibogaine-related	18-MAC 18-MC Coronaridine Ibogaine Ibogamine ME-18-MC Noribogaine Tabernanthine Voacangine
x-MET	(Metocin) 4-HO-MET (Metocetin) 4-AcO-MET 5-MeO-MET MET
x-MiPT	(Mipracetin) 4-AcO-MiPT (Miprocin) 4-HO-MiPT 5-Me-MiPT (Moxy) 5-MeO-MiPT MiPT
Others	4-HO-DBT 4-HO-EPT 4-HO-McPT (Lucigenol) 4-HO-MPMI (Meprocin) 4-HO-MPT 5-MeO-EiPT 5-MeO-MALT 5-MeO-MPMI Aeruginascin Baeocystin DBT DCPT EiPT EPT MPT PiPT

Others

AL-38022A
ALPHA
Dimemebfe
Efavirenz
Glaucine
Lorcaserin
M-ALPHA
RH-34
Also empathogens in general (e. g.: 5-APB, 5-MAPB, 6-APB and other substituted benzofurans).

Dissociatives
(NMDAR
antagonists)

Arylcyclo‐
hexylamines

Ketamine-related	2-Fluorodeschloroketamine Arketamine ((R)-ketamine) Deschloroketamine Ethketamine (N-Ethylnorketamine) Esketamine ((S)-ketamine) Ketamine Methoxetamine Methoxmetamine Methoxyketamine MXiPr Norketamine Tiletamine
PCP-related	2'-Oxo-PCE 3-HO-PCE 3-HO-PCP 3-MeO-PCE 3-MeO-PCMo 3-MeO-PCP 3-MeO-PCPr 3-MeO-PCPy 4-MeO-PCP BDPC Dieticyclidine (PCDE) Eticyclidine (PCE) PCPr Phencyclidine (PCP) Rolicyclidine (PCPy) Tenocyclidine (TCP)
Others	BTCP Gacyclidine PRE-084

Adamantanes

Diarylethylamines

Morphinans

Others

Deliriants
(mAChR
antagonists)

Others

Cannabinoids
(CB₁ agonists)

Natural

Synthetic

AM-x	AM-087 AM-251 AM-279 AM-281 AM-356 AM-374 AM-381 AM-404 AM-411 AM-630 AM-661 AM-678 AM-679 AM-694 AM-735 AM-855 AM-881 AM-883 AM-905 AM-906 AM-919 AM-926 AM-938 AM-1116 AM-1172 AM-1220 AM-1221 AM-1235 AM-1241 AM-1248 AM-1710 AM-1714 AM-1902 AM-2201 AM-2212 AM-2213 AM-2232 AM-2233 AM-2389 AM-3102 AM-4030 AM-4054 AM-4056 AM-4113 AM-6545
CP x	CP 47,497 CP 55,244 CP 55,940 (±)-CP 55,940 (+)-CP 55,940 (-)-CP 55,940
HU-x	HU-210 HU-211 HU-239 HU-243 HU-308 HU-320 HU-331 HU-336 HU-345
JWH-x	JWH-007 JWH-015 JWH-018 JWH-019 JWH-030 JWH-047 JWH-048 JWH-051 JWH-057 JWH-073 JWH-081 JWH-098 JWH-116 JWH-120 JWH-122 JWH-133 JWH-139 JWH-147 JWH-148 JWH-149 JWH-149 JWH-161 JWH-164 JWH-166 JWH-167 JWH-171 JWH-175 JWH-176 JWH-181 JWH-182 JWH-184 JWH-185 JWH-192 JWH-193 JWH-194 JWH-195 JWH-196 JWH-197 JWH-198 JWH-199 JWH-200 JWH-203 JWH-205 JWH-210 JWH-210 JWH-213 JWH-220 JWH-229 JWH-234 JWH-249 JWH-250 JWH-251 JWH-253 JWH-258 JWH-300 JWH-302 JWH-307 JWH-336 JWH-350 JWH-359 JWH-387 JWH-398 JWH-424
Misc. designer cannabinoids	4-HTMPIPO 5F-AB-FUPPYCA 5F-AB-PINACA 5F-ADB 5F-ADB-PINACA 5F-ADBICA 5F-AMB 5F-APINACA 5F-CUMYL-PINACA 5F-NNE1 5F-PB-22 5F-SDB-006 A-796,260 A-836,339 AB-001 AB-005 AB-CHFUPYCA AB-CHMINACA AB-FUBINACA AB-PINACA ADAMANTYL-THPINACA ADB-CHMINACA ADB-FUBINACA ADB-PINACA ADBICA ADSB-FUB-187 AMB-FUBINACA APICA APINACA APP-FUBINACA CB-13 CUMYL-PICA CUMYL-PINACA CUMYL-THPINACA DMHP EAM-2201 FAB-144 FDU-PB-22 FUB-144 FUB-APINACA FUB-JWH-018 FUB-PB-22 FUBIMINA JTE 7-31 JTE-907 Levonantradol MDMB-CHMICA MDMB-CHMINACA MDMB-FUBINACA MEPIRAPIM MAM-2201 MDA-19 MN-18 MN-25 NESS-0327 NESS-040C5 Nabilone Nabitan NM-2201 NNE1 Org 28611 Parahexyl PTI-1 PTI-2 PX-1 PX-2 PX-3 QUCHIC QUPIC RCS-4 RCS-8 SDB-005 SDB-006 STS-135 THC-O-acetate THC-O-phosphate THJ-018 THJ-2201 UR-144 WIN 55,212-2 XLR-11

D₂ agonists

Apomorphine
Aporphine
Bromocriptine
Cabergoline
Lisuride
LSD
Memantine
Nuciferine
Pergolide
Phenethylamine
Piribedil
Pramipexole
Ropinirole
Rotigotine
Salvinorin A
Also indirect D₂ agonists, such as dopamine reuptake inhibitors (cocaine, methylphenidate), releasing agents (amphetamine, methamphetamine), and precursors (levodopa).

GABA_A
enhancers

Inhalants
(Mixed MOA)

κOR agonists

Oneirogens

Others

v t e Empathogens/entactogens
Phenylalkyl- amines (other than cathinones)	Unfused benzene ring: 3-CMA 4-CAB 4-FA 4-MA 4-MMA 4-FMA 4-MTA 4,4'-DMAR Ariadne Metaescaline MMA PMA PMEA PMMA mMMA Benzodioxine: EDMA Benzodioxoles: Phenethylamine: { Lophophine } Amphetamines: { 2-Methyl-MDA 2,3-MDA 3,4-MDA (tenamfetamine) 5-Methyl-MDA 6-Methyl-MDA DFMDA DMMDA DMMDA-2 EIDA Lys-MDA MDEA MDMA (midomafetamine) (R)-MDMA MDMOH MDOH MMDA MMDA-2 MMDMA N-t-BOC-MDMA } 1-Phenylbutan-2-amines: { BDB EBDB MBDB } Phentermines: { MDMP MDPH } Benzofurans, dihydrobenzofurans and benzothiophenes: 2-MAPB 5-APB 5-APDB 5-EAPB 5-MAPB 5-MAPDB 5-MAPBT 5-MBPB 6-APB 6-APDB 6-EAPB 6-MAPB 6-MAPDB IBF5MAP Indanes: 5-APDI 5-MAPDI Indoles: 5-IT 6-API Naphthalenes: Methamnetamine Naphthylaminopropane Tetralin: 6-APT
Cyclized phenyl- alkylamines	Aminoindanes: 5-IAI AMMI BFAI ETAI MDAI MDMAI MMAI MEAI NM-2-AI TAI Aminotetralins: 6-CAT MDAT MDMAT
Cathinones	3-CMC 3-MMC 4-EMC BK-5-MAPB Brephedrone Butylone Dimethylone Ethylone Eutylone Flephedrone Mephedrone Methedrone Methylone TH-PVP
Tryptamines	4-Methyl-αET αET αMT
Chemical classes	Substituted amphetamine Sub. benzofuran Sub. cathinone Sub. MDPEA Sub. PEA Sub. tryptamine

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