The Copyright for Part 1 of PiHKAL has been reserved in all forms and it may not be distributed. Part 2 of PiHKAL may be distributed for non-commerical reproduction provided that this notice, the cautionary notice and the ordering information are retained.
This is the second half of the book PiHKAL: A Chemical Love Story by Alexander Shulgin and Ann Shulgin. It was originally transcribed into ASCII by Simson Garfinkle (simsong@nextworld.com):
Please forgive any typos or misprints in this file; further, because of ASCII limitations, many of the typographical symbols in the original book could not be properly represented in these files. -- simsong@nextworld.com
This is excerpted from the book:
At the present time, restrictive laws are in force in the United States and it is very difficult for researchers to abide by the regulations which govern efforts to obtain legal approval to do work with these compounds in human beings.... No one who is lacking legal authorization should attempt the synthesis of any of the compounds described in these files, with the intent to give them to man. To do so is to risk legal action which might lead to the tragic ruination of a life. It should also be noted that any person anywhere who experiments on himself, or on another human being, with any of the drugs described herin, without being familiar with that drug's action and aware of the physical and/or mental disturbance or harm it might cause, is acting irresponsibly and immorally, whether or not he is doing so within the bounds of the law. -- Alexander T. Shulgin
The HTML version of PiHKAL has some notable improvements over the ASCII text version. The numerous cross-references in the text will eventually be setup with hypertext links. I've also been attmpting to convert the badly scanned non-ASCII characters into something a little more readable. At some point in the future there are vague ideas about having the chemical structures scanned in as .gif images.
Note: Intermediate chemicals which are used in other syntheses have been written in boldface. This is to make it easier to quickly follow links from one synthesis to another. Unfortunately, it also means that those intermediate chemicals which are used in other syntheses will stand out in boldface for no obviously discernable reason from the immediate context. If someone who is skilled at writing HTML documents knows of a better way to accomplish what i'm trying to do, please drop me a note about it.
PiHKAL was coverted into an HTML document by Lamont Granquist with the permission of the author Alexander Shulgin. Any comments on the HTML version should be sent to me. I can also forward appropriate comments to the author if they are e-mailed to me.
I'd also like to note that if you buy the book you get an extensive commentary on the Shulgin's personal experiences with phenethylamines, the appendicies, diagrams of all the 179 chemicals in book 2, the correct typesettings for the non-ASCII letters and you get a text which is less likely to have typographical errors. Plus if you don't buy it and just leach this copy, your conscience will haunt you till the day you die. BUY IT! BUY IT! BUY IT!!!! ( Dammit, where's my valium? )-- lamontg@u.washington.edu
If you are seriously interested in the chemistry contained in these files, you should order a copy of the book PiHKAL. The book may be purchased for $22.95 ($18.95 + $4.00 postage and handling) from Transform Press, Box 13675, Berkeley, CA 94701. (510)934-4930 (voice), (510)934-5999 (fax). California residents please add $1.38 State sales tax.
This index to the phenethylamines lists the 179 entries that follow in alphebetical order. There is another index sorted by number of hits which is also available. The abbreviation PEA is for phenethylamine, and A is for amphetamine.
7453 total hits since May 27 1995 (updated daily)
# Substance Hits Chemical Name 1 AEM [ 131] alpha-Ethyl-3,4,5-trimethoxy-PEA 2 AL [ 39] 4-Allyloxy-3,5-dimethoxy-PEA 3 ALEPH [ 49] 4-Methylthio-2,5-dimethoxy-A 4 ALEPH-2 [ 38] 4-Ethylthio-2,5-dimethoxy-A 5 ALEPH-4 [ 27] 4-Isopropylthio-2,5-dimethoxy-A 6 ALEPH-6 [ 28] 4-Phenylthio-2,5-dimethoxy-A 7 ALEPH-7 [ 23] 4-Propylthio-2,5-dimethoxy-A 8 ARIADNE [ 80] 2,5-Dimethoxy-alpha-ethyl-4-methyl-PEA 9 ASB [ 28] 3,4-Diethoxy-5-methoxy-PEA 10 B [ 24] 4-Butoxy-3,5-dimethoxy-PEA 11 BEATRICE [ 58] 2,5-Dimethoxy-4,N-dimethyl-A 12 BIS-TOM [ 29] 2,5-Bismethylthio-4-methyl-A 13 BOB [ 86] 4-Bromo-2,5,beta-trimethoxy-PEA 14 BOD [ 30] 2,5,beta-Trimethoxy-4-methyl-PEA 15 BOH [ 23] beta-Methoxy-3,4-methylenedioxy-PEA 16 BOHD [ 26] 2,5-Dimethoxy-beta-hydroxy-4-methyl-PEA 17 BOM [ 24] 3,4,5,beta-Tetramethoxy-PEA 18 4-Br-3,5-DMA [ 27] 4-Bromo-3,5-dimethoxy-A 19 2-Br-4,5-MDA [ 34] 2-Bromo-4,5-methylenedioxy-A 20 2C-B [ 323] 4-Bromo-2,5-dimethoxy-PEA 21 3C-BZ [ 33] 4-Benzyloxy-3,5-dimethoxy-A 22 2C-C [ 31] 4-Chloro-2,5-dimethoxy-PEA 23 2C-D [ 64] 4-Methyl-2,5-dimethoxy-PEA 24 2C-E [ 38] 4-Ethyl-2,5-dimethoxy-PEA 25 3C-E [ 27] 4-Ethoxy-3,5-dimethoxy-A 26 2C-F [ 29] 4-Fluoro-2,5-dimethoxy-PEA 27 2C-G [ 31] 3,4-Dimethyl-2,5-dimethoxy-PEA 28 2C-G-3 [ 28] 3,4-Trimethylene-2,5-dimethoxy-PEA 29 2C-G-4 [ 22] 3,4-Tetramethylene-2,5-dimethoxy-PEA 30 2C-G-5 [ 21] 3,4-Norbornyl-2,5-dimethoxy-PEA 31 2C-G-N [ 25] 1,4-Dimethoxynaphthyl-2-ethylamine 32 2C-H [ 31] 2,5-Dimethoxy-PEA 33 2C-I [ 20] 4-Iodo-2,5-dimethoxy-PEA 34 2C-N [ 30] 4-Nitro-2,5-dimethoxy-PEA 35 2C-O-4 [ 18] 4-Isopropoxy-2,5-dimethoxy-PEA 36 2C-P [ 22] 4-Propyl-2,5-dimethoxy-PEA 37 CPM [ 29] 4-Cyclopropylmethoxy-3,5-dimethoxy-PEA 38 2C-SE [ 22] 4-Methylseleno-2,5-dimethoxy-PEA 39 2C-T [ 28] 4-Methylthio-2,5-dimethoxy-PEA 40 2C-T-2 [ 36] 4-Ethylthio-2,5-dimethoxy-PEA 41 2C-T-4 [ 24] 4-Isopropylthio-2,5-dimethoxy-PEA 42 gamma-2C-T-4 [ 42] 4-Isopropylthio-2,6-dimethoxy-PEA 43 2C-T-7 [ 32] 4-Propylthio-2,5-dimethoxy-PEA 44 2C-T-8 [ 21] 4-Cyclopropylmethylthio-2,5-dimethoxy-PEA 45 2C-T-9 [ 26] 4-(t)-Butylthio-2,5-dimethoxy-PEA 46 2C-T-13 [ 15] 4-(2-Methoxyethylthio-2,5-dimethoxy-PEA 47 2C-T-15 [ 26] 4-Cyclopropylthio-2,5-dimethoxy-PEA 48 2C-T-17 [ 17] 4-(s)-Butylthio-2,5-dimethoxy-PEA 49 2C-T-21 [ 20] 4-(2-Fluoroethylthio)-2,5-dimethoxy-PEA 50 4-D [ 25] 4-Trideuteromethyl-3,5-dimethoxy-PEA 51 beta-D [ 26] beta,beta-Dideutero-3,4,5-trimethoxy-PEA 52 DESOXY [ 32] 4-Me-3,5-Dimethoxy-PEA 53 2,4-DMA [ 31] 2,4-Dimethoxy-A 54 2,5-DMA [ 26] 2,5-Dimethoxy-A 55 3,4-DMA [ 22] 3,4-Dimethoxy-A 56 DMCPA [ 23] 2-(2,5-Dimethoxy-4-methylphenyl)-cyclopropylamine 57 DME [ 29] 3,4-Dimethoxy-beta-hydroxy-PEA 58 DMMDA [ 39] 2,5-Dimethoxy-3,4-methylenedioxy-A 59 DMMDA-2 [ 20] 2,3-Dimethoxy-4,5-methylenedioxy-A 60 DMPEA [ 38] 3,4-Dimethoxy-PEA 61 DOAM [ 30] 4-Amyl-2,5-dimethoxy-A 62 DOB [ 76] 4-Bromo-2,5-dimethoxy-A 63 DOBU [ 20] 4-Butyl-2,5-dimethoxy-A 64 DOC [ 28] 4-Chloro-2,5-dimethoxy-A 65 DOEF [ 18] 4-(2-Fluoroethyl)-2,5-dimethoxy-A 66 DOET [ 24] 4-Ethyl-2,5-dimethoxy-A 67 DOI [ 24] 4-Iodo-2,5-dimethoxy-A 68 DOM [ 133] 4-Methyl-2,5-dimethoxy-A 69 gamma-DOM [ 27] 4-Methyl-2,6-dimethoxy-A 70 DON [ 28] 4-Nitro-2,5-dimethoxy-A 71 DOPR [ 20] 4-Propyl-2,5-dimethoxy-A 72 E [ 51] 4-Ethoxy-3,5-dimethoxy-PEA 73 EEE [ 25] 2,4,5-Triethoxy-A 74 EEM [ 21] 2,4-Diethoxy-5-methoxy-A 75 EME [ 18] 2,5-Diethoxy-4-methoxy-A 76 EMM [ 17] 2-Ethoxy-4,5-dimethoxy-A 77 ETHYL-J [ 24] N,alpha-diethyl-3,4-methylenedioxy-PEA 78 ETHYL-K [ 26] N-Ethyl-alpha-propyl-3,4-methylenedioxy-PEA 79 F-2 [ 16] Benzofuran-2-methyl-5-methoxy-6-(2-aminopropane) 80 F-22 [ 26] Benzofuran-2,2-dimethyl-5-methoxy-6-(2-aminopropane) 81 FLEA [ 40] N-Hydroxy-N-methyl-3,4-methylenedioxy-A 82 G-3 [ 22] 3,4-Trimethylene-2,5-dimethoxy-A 83 G-4 [ 24] 3,4-Tetramethylene-2,5-dimethoxy-A 84 G-5 [ 21] 3,4-Norbornyl-2,5-dimethoxy-A 85 GANESHA [ 58] 3,4-Dimethyl-2,5-dimethoxy-A 86 G-N [ 19] 1,4-Dimethoxynaphthyl-2-isopropylamine 87 HOT-2 [ 28] 2,5-Dimethoxy-N-hydroxy-4-ethylthio-PEA 88 HOT-7 [ 17] 2,5-Dimethoxy-N-hydroxy-4-(n)-propylthio-PEA 89 HOT-17 [ 26] 2,5-Dimethoxy-N-hydroxy-4-(s)-butylthio-PEA 90 IDNNA [ 27] 2,5-Dimethoxy-N,N-dimethyl-4-iodo-A 91 IM [ 25] 2,3,4-Trimethoxy-PEA 92 IP [ 21] 3,5-Dimethoxy-4-isopropoxy-PEA 93 IRIS [ 37] 5-Ethoxy-2-methoxy-4-methyl-A 94 J [ 34] alpha-Ethyl-3,4-methylenedioxy-PEA 95 LOPHOPHINE [ 48] 3-Methoxy-4,5-methylenedioxy-PEA 96 M [ 135] 3,4,5-Trimethoxy-PEA 97 4-MA [ 44] 4-Methoxy-A 98 MADAM-6 [ 39] 2,N-Dimethyl-4,5-methylenedioxy-A 99 MAL [ 32] 3,5-Dimethoxy-4-methallyloxy-PEA 100 MDA [ 296] 3,4-Methylenedioxy-A 101 MDAL [ 35] N-Allyl-3,4-methylenedioxy-A 102 MDBU [ 27] N-Butyl-3,4-methylenedioxy-A 103 MDBZ [ 27] N-Benzyl-3,4-methylenedioxy-A 104 MDCPM [ 30] N-Cyclopropylmethyl-3,4-methylenedioxy-A 105 MDDM [ 45] N,N-Dimethyl-3,4-methylenedioxy-A 106 MDE [ 105] N-Ethyl-3,4-methylenedioxy-A 107 MDHOET [ 48] N-(2-Hydroxyethyl)-3,4-methylenedioxy-A 108 MDIP [ 59] N-Isopropyl-3,4-methylenedioxy-A 109 MDMA [ 733] N-Methyl-3,4-methylenedioxy-A 110 MDMC [ 59] N-Methyl-3,4-ethylenedioxy-A 111 MDMEO [ 43] N-Methoxy-3,4-methylenedioxy-A 112 MDMEOET [ 38] N-(2-Methoxyethyl)-3,4-methylenedioxy-A 113 MDMP [ 60] alpha,alpha,N-Trimethyl-3,4-methylenedioxy-PEA 114 MDOH [ 55] N-Hydroxy-3,4-methylenedioxy-A 115 MDPEA [ 28] 3,4-Methylenedioxy-PEA 116 MDPH [ 36] alpha,alpha-Dimethyl-3,4-methylenedioxy-PEA 117 MDPL [ 18] N-Propargyl-3,4-methylenedioxy-A 118 MDPR [ 27] N-Propyl-3,4-methylenedioxy-A 119 ME [ 27] 3,4-Dimethoxy-5-ethoxy-PEA 120 MEDA [ 27] 3,4-Ethylenedioxy-5-methoxy-A 121 MEE [ 20] 2-Methoxy-4,5-diethoxy-A 122 MEM [ 36] 2,5-Dimethoxy-4-ethoxy-A 123 MEPEA [ 27] 3-Methoxy-4-ethoxy-PEA 124 META-DOB [ 26] 5-Bromo-2,4-dimethoxy-A 125 META-DOT [ 23] 5-Methylthio-2,4-dimethoxy-A 126 METHYL-DMA [ 31] N-Methyl-2,5-dimethoxy-A 127 METHYL-DOB [ 31] 4-Bromo-2,5-dimethoxy-N-methyl-A 128 METHYL-J [ 58] N-Methyl-alpha-ethyl-3,4-methylenedioxy-PEA 129 METHYL-K [ 29] N-Methyl-alpha-propyl-3,4-methylenedioxy-PEA 130 METHYL-MA [ 23] N-Methyl-4-methoxy-A 131 METHYL-MMDA-2 [ 28] N-Methyl-2-methoxy-4,5-methylenedioxy-A 132 MMDA [ 106] 3-Methoxy-4,5-methylenedioxy-A 133 MMDA-2 [ 37] 2-Methoxy-4,5-methylenedioxy-A 134 MMDA-3a [ 52] 2-Methoxy-3,4-methylenedioxy-A 135 MMDA-3b [ 40] 4-Methoxy-2,3-methylenedioxy-A 136 MME [ 21] 2,4-Dimethoxy-5-ethoxy-A 137 MP [ 18] 3,4-Dimethoxy-5-propoxy-PEA 138 MPM [ 18] 2,5-Dimethoxy-4-propoxy-A 139 ORTHO-DOT [ 25] 2-Methylthio-4,5-dimethoxy-A 140 P [ 23] 3,5-Dimethoxy-4-propoxy-PEA 141 PE [ 26] 3,5-Dimethoxy-4-phenethyloxy-PEA 142 PEA [ 157] PEA 143 PROPYNYL [ 32] 4-Propynyloxy-3,5-dimethoxy-PEA 144 SB [ 21] 3,5-Diethoxy-4-methoxy-PEA 145 TA [ 24] 2,3,4,5-Tetramethoxy-A 146 3-TASB [ 23] 4-Ethoxy-3-ethylthio-5-methoxy-PEA 147 4-TASB [ 21] 3-Ethoxy-4-ethylthio-5-methoxy-PEA 148 5-TASB [ 22] 3,4-Diethoxy-5-methylthio-PEA 149 TB [ 15] 4-Thiobutoxy-3,5-dimethoxy-PEA 150 3-TE [ 21] 4-Ethoxy-5-methoxy-3-methylthio-PEA 151 4-TE [ 18] 3,5-Dimethoxy-4-ethylthio-PEA 152 2-TIM [ 16] 2-Methylthio-3,4-dimethoxy-PEA 153 3-TIM [ 17] 3-Methylthio-2,4-dimethoxy-PEA 154 4-TIM [ 24] 4-Methylthio-2,3-dimethoxy-PEA 155 3-TM [ 25] 3-Methylthio-4,5-dimethoxy-PEA 156 4-TM [ 42] 4-Methylthio-3,5-dimethoxy-PEA 157 TMA [ 234] 3,4,5-Trimethoxy-A 158 TMA-2 [ 67] 2,4,5-Trimethoxy-A 159 TMA-3 [ 29] 2,3,4-Trimethoxy-A 160 TMA-4 [ 20] 2,3,5-Trimethoxy-A 161 TMA-5 [ 31] 2,3,6-Trimethoxy-A 162 TMA-6 [ 42] 2,4,6-Trimethoxy-A 163 3-TME [ 24] 4,5-Dimethoxy-3-ethylthio-PEA 164 4-TME [ 16] 3-Ethoxy-5-methoxy-4-methylthio-PEA 165 5-TME [ 17] 3-Ethoxy-4-methoxy-5-methylthio-PEA 166 2T-MMDA-3a [ 21] 2-Methylthio-3,4-methylenedioxy-A 167 4T-MMDA-2 [ 29] 4,5-Thiomethyleneoxy-2-methoxy-A 168 TMPEA [ 29] 2,4,5-Trimethoxy-PEA 169 2-TOET [ 15] 4-Ethyl-5-methoxy-2-methylthio-A 170 5-TOET [ 22] 4-Ethyl-2-methoxy-5-methylthio-A 171 2-TOM [ 27] 5-Methoxy-4-methyl-2-methylthio-A 172 5-TOM [ 20] 2-Methoxy-4-methyl-5-methylthio-A 173 TOMSO [ 35] 2-Methoxy-4-methyl-5-methylsulfinyl-A 174 TP [ 23] 4-Propylthio-3,5-dimethoxy-PEA 175 TRIS [ 42] 3,4,5-Triethoxy-PEA 176 3-TSB [ 18] 3-Ethoxy-5-ethylthio-4-methoxy-PEA 177 4-TSB [ 29] 3,5-Diethoxy-4-methylthio-PEA 178 3-T-TRIS [ 25] 4,5-Diethoxy-3-ethylthio-PEA 179 4-T-TRIS [ 44] 3,5-Diethoxy-4-ethylthio-PEA