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

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, the second volume would be finished in the "near future", but there have been no updates since.

Compounds listed

# Name Chemical Name Link 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

See also Bibliography of Alexander Shulgin List of psychedelic literature PiHKAL (Phenethylamines I Have Known and Loved) (1991) TiHKAL (Tryptamines I Have Known and Loved) (1997) The Simple Plant Isoquinolines (2002) Substituted phenethylamine (PEA) Substituted amphetamine (AMPH) Substituted methylenedioxyphenethylamine (MDxx) Substituted methoxyphenethylamine 2C, DOx, 4C, scaline, 3C, Ψ-PEA, 25-NB, FLY

References

External links The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds - Internet Archive (PDF) The Shulgin Index: Volume One: Psychedelic Phenethylamines and Related Compounds - Erowid Library/Bookstore - Erowid Shulgin Index Volume 2: Psychedelic tryptamines and related compounds (August 20, 2021) (update about The Shulgin Index, Volume 2) - Bluelight Shulgin Index Volume 2: Psychedelic tryptamines and related compounds (December 22, 2022) (update about The Shulgin Index, Volume 2) - r/HamiltonMorris - Reddit Shulgin Farm and the Future of Psychedelic Drug Development (Featuring: Paul F. Daley, Ph.D.) (2 April 2024) - Psychedelics Today