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PiHKAL

Phenethylamines I Have Known And Loved:

A Chemical Love Story

By Alexander and Ann Shulgin



phen-ethyl-amine    \fen-'eth-al-a-,men\    n. [phenyl fr. F. phène, fr. Gk. phainein, to show (from its occurrence in illuminating gas)+ ethyl ( + yl) + amine fr. NL ammonia]    1: A naturally occurring compound found in both the animal and plant kingdoms. It is an endogenous component of the human brain.    2: Any of a series of compounds containing the phenethylamine skeleton, and modified by chemical constituents at appropriate positions in the molecule.


COPYRIGHT NOTICE

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 the introductory information, copyright notice, cautionary notice and ordering information remain attached.


CAUTIONARY NOTE: READ BEFORE PROCEEDING

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


ABOUT THIS HTML VERSION OF PiHKAL

This is the online version of the second half of the book "PiHKAL: A Chemical Love Story" by Alexander and Ann Shulgin. It is presented with the express permission of the authors in order to spread the factual information as widely as possible and make it permanently available in the public domain. It was originally transcribed into ASCII by Simson Garfinkle and was coverted into HTML by Lamont Granquist. Any comments or corrections about the HTML version should be sent to Erowid. We can also forward serious and appropriate comments to the author if they are e-mailed to us.


ORDERING INFORMATION

The first half of PiHKAL is an excellent commentary on the Shulgin's personal experiences with phenethylamines. It is highly recommended and well worth purchasing the book. Purchasing the book also gets you a far more complete cross-index into the chemicals described in the second half. If you are seriously interested in the chemistry contained in these files, you should order a copy. The book may be ordered through Transform Press, for $22.95 ($18.95 + $4 p&h U.S., $8 p&h overseas). Box 13675, Berkeley, CA 94701. (510)934-4930 (voice), (510)934-5999 (fax). California residents please add $1.56 State sales tax.




INDEX TO THE PHENETHYLAMINES

#SUBSTANCECHEMICAL NAME
1AEMalpha-Ethyl-3,4,5-trimethoxy-PEA
2AL4-Allyloxy-3,5-dimethoxy-PEA
3ALEPH4-Methylthio-2,5-dimethoxy-A
4ALEPH-24-Ethylthio-2,5-dimethoxy-A
5ALEPH-44-Isopropylthio-2,5-dimethoxy-A
6ALEPH-64-Phenylthio-2,5-dimethoxy-A
7ALEPH-74-Propylthio-2,5-dimethoxy-A
8ARIADNE2,5-Dimethoxy-alpha-ethyl-4-methyl-PEA
9ASB3,4-Diethoxy-5-methoxy-PEA
10B4-Butoxy-3,5-dimethoxy-PEA
11BEATRICE2,5-Dimethoxy-4,N-dimethyl-A
12BIS-TOM2,5-Bismethylthio-4-methyl-A
13BOB4-Bromo-2,5,beta-trimethoxy-PEA
14BOD2,5,beta-Trimethoxy-4-methyl-PEA
15BOHbeta-Methoxy-3,4-methylenedioxy-PEA
16BOHD2,5-Dimethoxy-beta-hydroxy-4-methyl-PEA
17BOM3,4,5,beta-Tetramethoxy-PEA
184-Br-3,5-DMA4-Bromo-3,5-dimethoxy-A
192-Br-4,5-MDA2-Bromo-4,5-methylenedioxy-A
202C-B4-Bromo-2,5-dimethoxy-PEA
213C-BZ4-Benzyloxy-3,5-dimethoxy-A
222C-C4-Chloro-2,5-dimethoxy-PEA
232C-D4-Methyl-2,5-dimethoxy-PEA
242C-E4-Ethyl-2,5-dimethoxy-PEA
253C-E4-Ethoxy-3,5-dimethoxy-A
262C-F4-Fluoro-2,5-dimethoxy-PEA
272C-G3,4-Dimethyl-2,5-dimethoxy-PEA
282C-G-33,4-Trimethylene-2,5-dimethoxy-PEA
292C-G-43,4-Tetramethylene-2,5-dimethoxy-PEA
302C-G-53,4-Norbornyl-2,5-dimethoxy-PEA
312C-G-N1,4-Dimethoxynaphthyl-2-ethylamine
322C-H2,5-Dimethoxy-PEA
332C-I4-Iodo-2,5-dimethoxy-PEA
342C-N4-Nitro-2,5-dimethoxy-PEA
352C-O-44-Isopropoxy-2,5-dimethoxy-PEA
362C-P4-Propyl-2,5-dimethoxy-PEA
37CPM4-Cyclopropylmethoxy-3,5-dimethoxy-PEA
382C-SE4-Methylseleno-2,5-dimethoxy-PEA
392C-T4-Methylthio-2,5-dimethoxy-PEA
402C-T-24-Ethylthio-2,5-dimethoxy-PEA
412C-T-44-Isopropylthio-2,5-dimethoxy-PEA
42psi-2C-T-44-Isopropylthio-2,6-dimethoxy-PEA
432C-T-74-Propylthio-2,5-dimethoxy-PEA
442C-T-84-Cyclopropylmethylthio-2,5-dimethoxy-PEA
452C-T-94-(t)-Butylthio-2,5-dimethoxy-PEA
462C-T-134-(2-Methoxyethylthio)-2,5-dimethoxy-PEA
472C-T-154-Cyclopropylthio-2,5-dimethoxy-PEA
482C-T-174-(s)-Butylthio-2,5-dimethoxy-PEA
492C-T-214-(2-Fluoroethylthio)-2,5-dimethoxy-PEA
504-D4-Trideuteromethyl-3,5-dimethoxy-PEA
51beta-Dbeta,beta-Dideutero-3,4,5-trimethoxy-PEA
52DESOXY4-Methyl-3,5-Dimethoxy-PEA
532,4-DMA2,4-Dimethoxy-A
542,5-DMA2,5-Dimethoxy-A
553,4-DMA3,4-Dimethoxy-A
56DMCPA2-(2,5-Dimethoxy-4-methylphenyl)-cyclopropylamine
57DME3,4-Dimethoxy-beta-hydroxy-PEA
58DMMDA2,5-Dimethoxy-3,4-methylenedioxy-A
59DMMDA-22,3-Dimethoxy-4,5-methylenedioxy-A
60DMPEA3,4-Dimethoxy-PEA
61DOAM4-Amyl-2,5-dimethoxy-A
62DOB4-Bromo-2,5-dimethoxy-A
63DOBU4-Butyl-2,5-dimethoxy-A
64DOC4-Chloro-2,5-dimethoxy-A
65DOEF4-(2-Fluoroethyl)-2,5-dimethoxy-A
66DOET4-Ethyl-2,5-dimethoxy-A
67DOI4-Iodo-2,5-dimethoxy-A
68DOM (STP)4-Methyl-2,5-dimethoxy-A
69psi-DOM4-Methyl-2,6-dimethoxy-A
70DON4-Nitro-2,5-dimethoxy-A
71DOPR4-Propyl-2,5-dimethoxy-A
72E4-Ethoxy-3,5-dimethoxy-PEA
73EEE2,4,5-Triethoxy-A
74EEM2,4-Diethoxy-5-methoxy-A
75EME2,5-Diethoxy-4-methoxy-A
76EMM2-Ethoxy-4,5-dimethoxy-A
77ETHYL-JN,alpha-diethyl-3,4-methylenedioxy-PEA
78ETHYL-KN-Ethyl-alpha-propyl-3,4-methylenedioxy-PEA
79F-2Benzofuran-2-methyl-5-methoxy-6-(2-aminopropane)
80F-22Benzofuran-2,2-dimethyl-5-methoxy-6-(2-aminopropane)
81FLEAN-Hydroxy-N-methyl-3,4-methylenedioxy-A
82G-33,4-Trimethylene-2,5-dimethoxy-A
83G-43,4-Tetramethylene-2,5-dimethoxy-A
84G-53,4-Norbornyl-2,5-dimethoxy-A
85GANESHA3,4-Dimethyl-2,5-dimethoxy-A
86G-N1,4-Dimethoxynaphthyl-2-isopropylamine
87HOT-22,5-Dimethoxy-N-hydroxy-4-ethylthio-PEA
88HOT-72,5-Dimethoxy-N-hydroxy-4-(n)-propylthio-PEA
89HOT-172,5-Dimethoxy-N-hydroxy-4-(s)-butylthio-PEA
90IDNNA2,5-Dimethoxy-N,N-dimethyl-4-iodo-A
91IM2,3,4-Trimethoxy-PEA
92IP3,5-Dimethoxy-4-isopropoxy-PEA
93IRIS5-Ethoxy-2-methoxy-4-methyl-A
94Jalpha-Ethyl-3,4-methylenedioxy-PEA
95LOPHOPHINE3-Methoxy-4,5-methylenedioxy-PEA
96M3,4,5-Trimethoxy-PEA
974-MA4-Methoxy-A
98MADAM-62,N-Dimethyl-4,5-methylenedioxy-A
99MAL3,5-Dimethoxy-4-methallyloxy-PEA
100MDA3,4-Methylenedioxy-A
101MDALN-Allyl-3,4-methylenedioxy-A
102MDBUN-Butyl-3,4-methylenedioxy-A
103MDBZN-Benzyl-3,4-methylenedioxy-A
104MDCPMN-Cyclopropylmethyl-3,4-methylenedioxy-A
105MDDMN,N-Dimethyl-3,4-methylenedioxy-A
106MDEN-Ethyl-3,4-methylenedioxy-A
107MDHOETN-(2-Hydroxyethyl)-3,4-methylenedioxy-A
108MDIPN-Isopropyl-3,4-methylenedioxy-A
109MDMAN-Methyl-3,4-methylenedioxy-A
110MDMCN-Methyl-3,4-ethylenedioxy-A
111MDMEON-Methoxy-3,4-methylenedioxy-A
112MDMEOETN-(2-Methoxyethyl)-3,4-methylenedioxy-A
113MDMPalpha,alpha,N-Trimethyl-3,4-methylenedioxy-PEA
114MDOHN-Hydroxy-3,4-methylenedioxy-A
115MDPEA3,4-Methylenedioxy-PEA
116MDPHalpha,alpha-Dimethyl-3,4-methylenedioxy-PEA
117MDPLN-Propargyl-3,4-methylenedioxy-A
118MDPRN-Propyl-3,4-methylenedioxy-A
119ME3,4-Dimethoxy-5-ethoxy-PEA
120MEDA3-methoxy-4,5-Ethylenedioxy-A [Erowid corrected]
121MEE2-Methoxy-4,5-diethoxy-A
122MEM2,5-Dimethoxy-4-ethoxy-A
123MEPEA3-Methoxy-4-ethoxy-PEA
124META-DOB5-Bromo-2,4-dimethoxy-A
125META-DOT5-Methylthio-2,4-dimethoxy-A
126METHYL-DMAN-Methyl-2,5-dimethoxy-A
127METHYL-DOB4-Bromo-2,5-dimethoxy-N-methyl-A
128METHYL-JN-Methyl-alpha-ethyl-3,4-methylenedioxy-PEA
129METHYL-KN-Methyl-alpha-propyl-3,4-methylenedioxy-PEA
130METHYL-MAN-Methyl-4-methoxy-A
131METHYL-MMDA-2N-Methyl-2-methoxy-4,5-methylenedioxy-A
132MMDA3-Methoxy-4,5-methylenedioxy-A
133MMDA-22-Methoxy-4,5-methylenedioxy-A
134MMDA-3a2-Methoxy-3,4-methylenedioxy-A
135MMDA-3b4-Methoxy-2,3-methylenedioxy-A
136MME2,4-Dimethoxy-5-ethoxy-A
137MP3,4-Dimethoxy-5-propoxy-PEA
138MPM2,5-Dimethoxy-4-propoxy-A
139ORTHO-DOT2-Methylthio-4,5-dimethoxy-A
140P3,5-Dimethoxy-4-propoxy-PEA
141PE3,5-Dimethoxy-4-phenethyloxy-PEA
142PEAPEA
143PROPYNYL4-Propynyloxy-3,5-dimethoxy-PEA
144SB3,5-Diethoxy-4-methoxy-PEA
145TA2,3,4,5-Tetramethoxy-A
1463-TASB4-Ethoxy-3-ethylthio-5-methoxy-PEA
1474-TASB3-Ethoxy-4-ethylthio-5-methoxy-PEA
1485-TASB3,4-Diethoxy-5-methylthio-PEA
149TB4-Thiobutoxy-3,5-dimethoxy-PEA
1503-TE4-Ethoxy-5-methoxy-3-methylthio-PEA
1514-TE3,5-Dimethoxy-4-ethylthio-PEA
1522-TIM2-Methylthio-3,4-dimethoxy-PEA
1533-TIM3-Methylthio-2,4-dimethoxy-PEA
1544-TIM4-Methylthio-2,3-dimethoxy-PEA
1553-TM3-Methylthio-4,5-dimethoxy-PEA
1564-TM4-Methylthio-3,5-dimethoxy-PEA
157TMA3,4,5-Trimethoxy-A
158TMA-22,4,5-Trimethoxy-A
159TMA-32,3,4-Trimethoxy-A
160TMA-42,3,5-Trimethoxy-A
161TMA-52,3,6-Trimethoxy-A
162TMA-62,4,6-Trimethoxy-A
1633-TME4,5-Dimethoxy-3-ethylthio-PEA
1644-TME3-Ethoxy-5-methoxy-4-methylthio-PEA
1655-TME3-Ethoxy-4-methoxy-5-methylthio-PEA
1662T-MMDA-3a2-Methylthio-3,4-methylenedioxy-A
1674T-MMDA-24,5-Thiomethyleneoxy-2-methoxy-A
168TMPEA2,4,5-Trimethoxy-PEA
1692-TOET4-Ethyl-5-methoxy-2-methylthio-A
1705-TOET4-Ethyl-2-methoxy-5-methylthio-A
1712-TOM5-Methoxy-4-methyl-2-methylthio-A
1725-TOM2-Methoxy-4-methyl-5-methylthio-A
173TOMSO2-Methoxy-4-methyl-5-methylsulfinyl-A
174TP4-Propylthio-3,5-dimethoxy-PEA
175TRIS3,4,5-Triethoxy-PEA
1763-TSB3-Ethoxy-5-ethylthio-4-methoxy-PEA
1774-TSB3,5-Diethoxy-4-methylthio-PEA
1783-T-TRIS4,5-Diethoxy-3-ethylthio-PEA
1794-T-TRIS3,5-Diethoxy-4-ethylthio-PEA
Appendix B: Glossary



OTHER PiHKAL RELATED FILES





Last Modified - Thu, Mar 11, 2010 Used by Erowid with permission of author

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