# 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. 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[1,2-b;4,5-b']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-tetrahydrobenzo[1,2-b:4,5-b']difuran-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 (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-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-(Benzo[1,2-b:4,5-b']difuran-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-dimethoxycyclopropylamine |
| 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 | 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 | 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-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 | 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) | 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 | 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 (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 | 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 |