The Shulgin Index

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.^[1]^[2]^[3] It is about psychedelic substituted phenethylamines and related compounds and their chemistry and pharmacology.^[1]^[2]^[3] The book discusses 126 main compounds from this family as well as 1,300 compounds discussed in total.^[1]^[3] It followed the earlier books PiHKAL: A Chemical Love Story (1991) and TiHKAL: The Continuation (1997) by Shulgin and his wife Ann Shulgin.^[1]^[2]^[4]^[5]

AuthorAlexander Shulgin, Tania Manning, and Paul F. Daley

LanguageEnglish

SubjectPharmacology; Chemistry; Psychoactive drugs; Phenethylamines; Psychedelics

PublisherTransform Press

Quick facts Author, Language ...

The Shulgin Index, Volume One

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 at Internet Archive
Website	https://transformpress.com/publications/

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A second volume on substituted tryptamines was being prepared but was never completed due to Shulgin's death in 2014.^[1]^[6]^[7] According to the Multidisciplinary Association for Psychedelic Studies (MAPS) in 2014, the second volume would be finished in the "near future", but there have been no updates since.^[7]

Compounds listed

More information #, Name ...

#	Name	Chemical Name
1	AEM (α-ethylmescaline)	α-Ethyl-1-(3,4,5-trimethoxyphenyl)ethylamine
2	AL (allylescaline)	4-Allyloxy-3,5-dimethoxyphenethylamine
3	ALEPH (DOT, para-DOT)	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 (4C-D; Dimoxamine)	2,5-Dimethoxy-4-methyl-α-ethylphenethylamine
8	ASB (asymbescaline)	3,4-Diethoxy-5-methoxyphenethylamine
9	BDB (J)	α-Ethyl-3,4-methylenedioxyphenethylamine
10	B-DFLY (Bromo-DragonFLY, DOB-Dragonfly)	1-(8-Bromobenzo[1,2-b;4,5-b']difuran-4-yl)-2-aminopropane
11	BEATRICE (N-methyl-DOM)	2,5-Dimethoxy-N,4-dimethylamphetamine
12	B-FLY (DOB-FLY)	1-(8-Bromo-2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b']difuran-4-yl)-2-aminopropane
13	BOB (β-methoxy-2C-B)	4-Bromo-β,2,5-trimethoxyphenethylamine
14	BOD (β-methoxy-2C-D)	4-Methyl-2,5,β-trimethoxyphenethylamine
15	BOH (β-methoxy-MDPEA)	β-Methoxy-3,4-methylenedioxyphenethylamine
16	BOM (β-methoxymescaline)	β,3,4,5-Tetramethoxyphenethylamine
17	B-SF (bromo-semi-fly)	1-(7-Bromo-5-methoxy-2,3-dihydrobenzofuran-4-yl)-2-aminopropane
18	2C-B	2,5-Dimethoxy-4-bromophenethylamine
19	2C-C	2,5-Dimethoxy-4-chlorophenethylamine
20	2C-D	2,5-Dimethoxy-4-methylphenethylamine
21	2C-E	2,5-Dimethoxy-4-ethylphenethylamine
22	2C-H (2,5-DMPEA)	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, H-DFLY)	1-(Benzo[1,2-b:4,5-b']difuran-4-yl)-2-aminopropane
33	DHA (3,4-DHA; α-methyldopamine)	3,4-Dihydroxyamphetamine
34	2,3-DMA	2,3-Dimethoxyamphetamine
35	2,4-DMA	2,4-Dimethoxyamphetamine
36	2,5-DMA (DOH)	2,5-Dimethoxyamphetamine
37	2,6-DMA	2,6-Dimethoxyamphetamine
38	DMA (3,4-DMA)	3,4-Dimethoxyamphetamine
39	3,5-DMA	3,5-Dimethoxyamphetamine
40	DMAP (metamfepramone, dimethylpropion)	2-Dimethylaminopropiophenone
41	DMCPA	4-Methyl-2,5-dimethoxycyclopropylamine
42	DMeA (3,4-DMeA; xylopropamine)	3,4-Dimethylamphetamine
43	DMePEA (3,4-DMePEA)	3,4-Dimethylphenethylamine
44	DMMDA (2,5-dimethoxy-MDA)	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-DMPEA)	3,4-Dimethoxyphenethylamine
50	3,5-DMPEA	3,5-Dimethoxyphenethylamine
51	DOAM	2,5-Dimethoxy-4-amylamphetamine
52	DOB	2,5-Dimethoxy-4-bromoamphetamine
53	DOBU	2,5-Dimethoxy-4-butylamphetamine
54	DOC	2,5-Dimethoxy-4-chloroamphetamine
55	DOCN	2,5-Dimethoxy-4-cyanoamphetamine
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 (E)	3,5-Dimethoxy-4-ethoxyphenethylamine
65	EDA	3,4-Ethylenedioxyamphetamine
66	F	1-(5-Methoxy-2,3-dihydrobenzofuran-6-yl)-2-aminopropane
67	FEA (furylethylamine)	2-Furylethylamine
68	FLY (DOH-FLY, H-FLY)	1-(2,3,6,7-Tetrahydrobenzo[1,2-b:4,5-b']difuran-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 (MMDPEA)	3-Methoxy-4,5-methylenedioxyphenethylamine
74	2-MA (OMA)	2-Methoxyamphetamine
75	3-MA (MMA)	3-Methoxyamphetamine
76	MBDB (methyl-J)	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)	3,4-Methylenedioxy-N-ethylamphetamine
82	MDMA	3,4-Methylenedioxy-N-methylamphetamine
83	homo-MDMA	N-Methyl-1-(3,4-methylenedioxyphenyl)-3-isobutylamine
84	MDOH	3,4-Methylenedioxy-N-hydroxyamphetamine
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 (M; 3,4,5-TMPEA)	3,4,5-Trimethoxyphenethylamine
92	METHCATH (methcathinone)	β-Keto-N-methylamphetamine
93	Methylone (bk-MDMA)	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 (5-methoxy-MDA)	3-Methoxy-4,5-methylenedioxyamphetamine
98	MMDA-2 (6-methoxy-MDA)	2-Methoxy-4,5-methylenedioxyamphetamine
99	MMDA-3a (2-methoxy-MDA)	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 (P)	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 (4-HA; norpholedrine)	4-Hydroxyamphetamine
110	PMA (4-MA)	4-Methoxyamphetamine
111	PMeA (4-MeA)	4-Methylamphetamine
112	PMMA (4-MMA)	4-Methoxy-N-methylamphetamine
113	TeMA (2,3,4,5-TeMA)	2,3,4,5-Tetramethoxyamphetamine
114	TeMPEA (2,3,4,5-TeMPEA)	2,3,4,5-Tetramethoxyphenethylamine
115	TeMPEA-3 (2,3,5,6-TeMPEA)	2,3,5,6-Tetramethoxyphenethylamine
116	mTFMPP (TFMPP)	1-(3-(Trifluoromethyl)phenyl)piperazine
117	TMA (3,4,5-TMA; α-methylmescaline)	3,4,5-Trimethoxyamphetamine
118	TMA-2 (2,4,5-TMA; DOMeO)	2,4,5-Trimethoxyamphetamine
119	TMA-3 (2,3,4-TMA)	2,3,4-Trimethoxyamphetamine
120	TMA-4 (2,3,5-TMA)	2,3,5-Trimethoxyamphetamine
121	TMA-5 (2,3,6-TMA)	2,3,6-Trimethoxyamphetamine
122	TMA-6 (2,4,6-TMA; ψ-TMA-2)	2,4,6-Trimethoxyamphetamine
123	TMePEA (3,4,5-TMePEA)	3,4,5-Trimethylphenethylamine
124	TMPEA-2 (2,4,5-TeMPEA)	2,4,5-Trimethoxyphenethylamine
125	Trichocereine (N,N-dimethylmescaline)	N,N-Dimethyl-3,4,5-trimethoxyphenethylamine
126	Tyramine (4-HPEA)	4-Hydroxyphenethylamine

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References

[1]
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[25] and TIHKAL[26] 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,[119] providing a focused, fully referenced examination of the chemistry and pharmacology of 126 compounds, many of them new.
[2]
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. [Novel psychoactive substance (NPS)] development and manufacturing efforts are aided by those with scientific training who develop or scan research literature for novel structures or derivatives [59]. 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 [101,102]. The Shulgin Index, cataloguing psychedelic phenethylamines, amphetamines, phenylpiperazines, and others, including synthesis and pharmacological properties, was released in 2011 [103].
[3]
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.
[4]
Shulgin, A.T.; Shulgin, A. (1991). PiHKAL: A Chemical Love Story. Transform Press. ISBN 978-0-9630096-0-9. Retrieved 2 November 2024.
[5]
Shulgin, A. (1997). TiHKAL: The Continuation. Transform Press. ISBN 978-0-9630096-9-2. Retrieved 2 November 2024.
[6]
Weber, Bruce (7 June 2014). "Alexander Shulgin, Psychedelia Researcher, Dies at 88". The New York Times. Retrieved 3 November 2024.
[7]
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.

The Shulgin Index

Compounds listed

See also

References

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