Alexander Shulgin

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Alexander "Shura" Shulgin (born June 17, 1925 in Berkeley, California) is an American pharmacologist, chemist and drug developer of Russian descent.

Shulgin is credited with the popularizing of MDMA in the late 1970s and early 1980s, especially for psychopharmaceutical use and the treatment of depression and Post-traumatic stress disorder. In subsequent years, Shulgin discovered, synthesized, and bioassayed over 230 psychoactive compounds. In 1991 and 1997, he and his wife Ann Shulgin authored the books PiHKAL and TiHKAL on the topic of psychoactive drugs. Shulgin discovered many noteworthy phenethylamines including the 2C* family of which 2C-T-2, 2C-T-7, 2C-I, and 2C-B are most well known. Additionally, Shulgin performed seminal work into the descriptive synthesis of compounds based on the organic compound tryptamine.

He is currently continuing his work at home in Lafayette, CA, and is writing a new comprehensive psychedelic drug index.

Contents 1 Early career 2 Independent research 3 Bibliography 3.1 Books 3.2 Other notable publications 4 Notes 5 External links

[edit] Early career

Shulgin began studying organic chemistry as a Harvard University scholarship student. At the age of 19, he dropped out of school, and joined the U.S. Navy, where he eventually became interested in pharmacology.^[1] After serving in the Navy, he returned to Berkeley, California, and in 1954, earned his Ph.D. in Biochemistry from the University of California, Berkeley. Through the late 50's, Shulgin completed post-doctoral work in the fields of psychiatry and pharmacology at University of California, San Francisco. After working at BioRad Laboratories as a research director for a brief period, he began work at Dow Chemical Company as a senior research chemist.^[1]

It was at this time that he experienced a series of psychedelic experiences that helped to shape his further goals and research, beginning with an experience with mescaline.^[2]

I first explored mescaline in the late '50s, Three-hundred-fifty to 400 milligrams. I learned there was a great deal inside me.

– Alexander Shulgin, LA Times, 1995^[2]

He would later write that everything he saw and thought "had been brought about by a fraction of a gram of a white solid, but that in no way whatsoever could it be argued that these memories had been contained within the white solid... I understood that our entire universe is contained in the mind and the spirit. We may choose not to find access to it, we may even deny its existence, but it is indeed there inside us, and there are chemicals that can catalyze its availability."

Shulgin's professional activities continued to lean in the direction of psychopharmacology, furthered by his personal experiences with psychedelics, but he was able to do little independent research. His opportunity for further research came with his development of Zectran, the first biodegradeable pesticide, and a highly profitable product. Dow Chemical Company, in return for the valuable patent, gave Shulgin great freedom in his research. During this time, he patented drugs he created when Dow asked, and published findings on others in journals such as Nature and Journal of Organic Chemistry. Eventually, Dow Chemical requested that he no longer use their name on his publications.^[1]

In 1965, Shulgin left Dow to pursue his own interests, and became a private consultant, also frequently teaching classes in the local universities and at the San Francisco General Hospital. Through his friend Bob Sager, head of the U.S. DEA's Western Laboratories, Shulgin formed a relationship with the DEA and began holding pharmacology seminars for the agents, supplying the DEA with samples of various compounds, and occasionally serving as an expert witness in court. He also authored a definitive law enforcement reference book on controlled substances^[3] and received several awards from the DEA.

[edit] Independent research

Through his work with the DEA, Shulgin obtained a DEA Schedule I license, allowing him to possess and synthesize any otherwise illicit drug. Shulgin set up a chemical synthesis laboratory in a small building behind his house, which gave him a great deal of career autonomy. Shulgin used this freedom to synthesize and test the effects of psychoactive drugs.

In 1967, Shulgin was introduced to MDMA (ecstasy) by a student at University of California, San Francisco. MDMA had been synthesized and patented by Merck in 1912 as a byproduct of another synthesis, but was considered useless, and was never explored. Shulgin went on to develop a new synthesis method, and in 1976, introduced the chemical to Leo Zeff, a psychologist from Oakland, California. Zeff used the substance in his practice in small doses as an aid to talk therapy. Zeff introduced the substance to hundreds of psychologists around the nation, including Ann Shulgin, whom Alexander Shulgin met in 1979, and married in 1981.^[1]

After judicious self-experiments, Shulgin enlisted a small group of friends with whom he regularly tested his creations. They developed a systematic way of ranking the effects of the various drugs, known as the Shulgin Rating Scale, with a vocabulary to describe the visual, auditory and physical sensations. He personally tested hundreds of drugs, mainly analogues of various phenethylamines (family containing MDMA, and mescaline), and tryptamines (family containing DMT and psilocybin). There are a seemingly infinite number of slight chemical variations, all of which produce variations in effect--some pleasant and some unpleasant--and all of which are meticulously recorded in Shulgin's books.^[1]

In 1994, two years after the publication of PiHKAL, the DEA raided his lab; finding problems with his record keeping, the DEA requested that Shulgin turn over his license for violating the license's terms, and he was fined US$25,000 for possession of anonymous samples sent to him for quality testing. Two earlier, unannounced reviews during the 15 years in which Shulgin held his license, both before the publication of PiHKAL, had failed to find any irregularities.^[4] Richard Meyer, spokesman for DEA's San Francisco Field Division, has stated that "It is our opinion that those books are pretty much cookbooks on how to make illegal drugs. Agents tell me that in clandestine labs that they have raided, they have found copies of those books," suggesting to many that the publication of PiHKAL and the termination of Shulgin's license were related.^[1]

[edit] Bibliography

[edit] Books

• with Wendy Perry. The Simple Plant Isoquinolines. Berkeley: Transform Press, 2002. [ISBN 0-9630096-2-1]
• with Ann Shulgin. "A New Vocabulary". In Robert Forte (ed.), Entheogens and the Future of Religion, Berkeley: Council on Spiritual Practices, 1997. [ISBN 1-889725-01-3]
• with Ann Shulgin. Tihkal: The Continuation. Berkeley: Transform Press, 1997. [ISBN 0-9630096-9-9]
• with Ann Shulgin. Pihkal: A Chemical Love Story. Berkeley: Transform Press, 1991. [ISBN 0-9630096-0-5]
• Controlled Substances: Chemical & Legal Guide to Federal Drug Laws, Berkeley: Ronin Publishing, 1988. [ISBN 0-914171-50-X]

[edit] Other notable publications

• 1963. "Psychotomimetic agents related to mescaline". Experientia 19: 127. 19
• 1963. "Composition of the myristicin fraction from oil of nutmeg". Nature 197: 379. 20
• 1963. "Concerning the pharmacology of nutmeg". Mind 1: 299-302. 23
• 1964. "3-methoxy-4,5-methylenedioxy amphetamine, a new psychotomimetic agent". Nature 201: 1120-1121. 29
• 1964. "Psychotomimetic amphetamines: methoxy 3,4-dialkoxyamphetamines". Experientia 20: 366. 30
• 1964. with H. O. Kerlinger. "Isolation of methoxyeugenol and trans-isoelemicin from oil of nutmeg". Naturwissenschaften 15: 360-361. 31
• 1965. "Synthesis of the trimethoxyphenylpropenes". Can. J. Chem. 43: 3437-3440. 43
• 1966. "Possible implication of myristicin as a psychotropic substance". Nature 210: 380-384. 45
• 1966. "The six trimethoxyphenylisopropylamines (trimethoxyamphetamines)". J. Med. Chem. 9: 445-446. 46
• 1966. with T. Sargent, and C. Naranjo. "Role of 3,4-dimethoxyphenethylamin in schizophrenia". Nature 212: 1606-1607. 48
• 1967. with T. Sargent, and C. Naranjo. "The chemistry and psychopharmacology of nutmeg and of several related phenylisopropylamines". In D. H. Efron [ed.]: Ethnopharmacologic search for psychoactive drugs. U. S. Dept. of H. E. W., Public Health Service Publication No. 1645. Pp. 202-214. Discussion: ibid. pp. 223-229. 49
• 1967. with T. Sargent. "Psychotropic phenylisopropylamines derived from apiole and dillapiole". Nature 215: 1494-1495. 50
• 1967. with Sargent, T. W., D. M. Israelstam, S. A. Landaw, and N. N. Finley. "A note concerning the fate of the 4-methoxyl group in 3,4-dimethoxyphenethylamine (DMPEA)". Biochem. Biophys. Res. Commun. 29: 126-130. 52
• 1967. with Naranjo, C. and T. Sargent. "Evaluation of 3,4-methylenedioxyamphetamine (MDA) as an adjunct to psychotherapy". Med. Pharmacol. Exp. 17: 359-364. 53
• 1968. "The ethyl homologs of 2,4,5-trimethoxyphenylisopropylamine". J. Med. Chem. 11: 186-187. 54
• 1969. with T. Sargent and C. Naranjo. "Structure activity relationships of one-ring psychotomimetics". Nature 221: 537-541. 57
• 1969. "Recent developments in cannabis chemistry". J. Psyched. Drugs 2: 15-29. 58
• 1969. "Psychotomimetic agents related to the catecholamines". J. Psyched. Drugs 2(2): 12-26. 59
• 1970. "Chemistry and structure-activity relationships of the psychotomimetics". In D. H. Efron [ed.]. "Psychotomimetic Drugs". Raven Press, New York. Pp. 21-41. 60
• 1970. "The mode of action of psychotomimetic drugs; some qualitative properties of the psychotomimetics". Neur. Res. Prog. Bull. 8: 72-78. 61
• 1970. "4-alkyl-dialkoxy-alpha-methyl-phenethylamines and their pharmacologically-acceptable salts". U. S. Patent 3,547,999, issued Dec. 15, 1970. 63
• 1971. with T. Sargent and C. Naranjo. "4-bromo-2,5-dimethoxyphenylisopropylamine, a new centrally active amphetamine analog". Pharmacology 5: 103-107. 64
• 1971. "Chemistry and sources". In S. S. Epstein [ed]. "Drugs of abuse: their genetic and other chronic nonpsychiatric hazards". The MIT Press, Cambridge, Mass. Pp 3-26. 65
• 1971. "Preliminary studies of the synthesis of nitrogen analogs of Delta1-THC". Acta Pharm. Suec. 8: 680-681. 66
• 1972. "Hallucinogens, CNS stimulants, and cannabis. In S. J. Mulé and H. Brill [eds.]: Chemical and biological aspects of drug dependence". CRC Press, Cleveland, Ohio. Pp. 163-175. 67
• 1973. "Stereospecific requirements for hallucinogenesis". J. Pharm. Pharmac. 25: 271-272. 68
• 1973. "Mescaline: the chemistry and pharmacology of its analogs". Lloydia 36: 46-58. 69
• 1973. "The narcotic pepper - the chemistry and pharmacology of Piper methysticum and related species". Bull. Narc. 25: 59-1974. "Le poivre stupéfiant - chemie et pharmacologie du Piper methysticum et des espéces apparentées". Bull. Stupéfiants 25: 61-77. 70
• 1973. with T. Sargent and C. Naranjo. "Animal pharmacology and human psychopharmacology of 3-methoxy-4,5-methylenedioxyphenylisopropylamine (MMDA)". Pharmacology 10: 12-18. 71
• 1974. with Kalbhen, D. A., T. Sargent, G. Braun, H. Stauffer, N. Kusubov, and M. L. Nohr. "Human pharmacodynamics of the psychodysleptic 4-bromo-2,5-dimethoxyphenylisopropylamine labelled with [82]Br". IRCS (Int. Res. Comm. Sys.) 2: 1091. 73
• 1975. with Sargent, T., D. A. Kalbhen, H. Stauffer, and N. Kusubov. "A potential new brain-scanning agent: 4-[77]Br-2,5-dimethoxyphenylisopropylamine (4-Br-DPIA)". J. Nucl. Med. 16: 243-245. 74
• 1975. with M. F. Carter. "Centrally active phenethylamines". Psychopharm. Commun. 1: 93-98. 75
• 1975. with Sargent, T., D. A. Kalbhen, G. Braun, H. Stauffer, and N. Kusubov. "In vivo human pharmacodynamics of the psychodysleptic 4-Br-2,5-dimethoxyphenylisopropylamine labelled with [82]Br or [77]Br". Neuropharmacology 14: 165-174. 76
• 1975. "The chemical catalysis of altered states of consciousness. Altered states of consciousness, current views and research problems". The drug abuse council, Washington, D. C. Pp. 123-134. 77
• 1975. "Drug use and anti-drug legislation". The PharmChem Newsletter 4 (#8). 79
• 1975. with D. C. Dyer. "Psychotomimetic phenylisopropylamines. 5. 4-alkyl-2,5-dimethoxyphenylisopropylamines". J. Med. Chem. 18: 1201-1204. 80
• 1975. with C. Helisten. "Differentiation of PCP, TCP, and a contaminating precursor PCC, by thin layer chromatography". Microgram 8: 171-172. 81
• 1975. with Helisten, C. "The detection of 1-piperidinodydlohexanecarbonitrile contamination in illicit preparations of 1-(1-phenylcyclohexyl)piperidine and 1-(1-(2-thienyl)cyclohexyl)piperidine". J. Chrom. 117: 232-235. 82
• 1976. "Psychotomimetic agents". In M. Gordon [ed.] "Psychopharmacological agents", Vol. 4. Academic Press, New York. Pp. 59-146. 83
• 1976. "Abuse of the term 'amphetamines'". Clin. Tox. 9: 351-352. 84
• 1976. "Profiles of psychedelic drugs. 1. DMT". J. Psychedelic Drugs 8: 167-168. 85
• 1976. "Profiles of psychedelic drugs. 2. TMA-2". J. Psychedelic Drugs 8: 169. 86
• 1976. with D. E. MacLean. "Illicit synthesis of phencyclidine (PCP) and several of its analogs". Clin. Tox. 9: 553-560. 87
• 1976. with Nichols, D. E. "Sulfur analogs of psychotomimetic amines". J. Pharm. Sci. 65: 1554-1556. 89
• 1976. with Sargent, T. and N. Kusubov. "Quantitative measurement of demethylation of [14]C-methoxyl labeled DMPEA and TMA-2 in rats". Psychopharm. Commun. 2: 199-206. 90
• 1976. with Standridge, R. T., H. G. Howell, J. A. Gylys, R. A. Partyka. "Phenylalkylamines with potential psychotherapeutic utility. 1. 2-amino-1-(2,5,-dimethoxy-4-methylphenyl)butane". J. Med. Chem. 19: 1400-1404. 91
• 1976. "Profiles of psychedelic drugs. 3. MMDA". J. Psychedelic Drugs 8: 331. 92
• 1977. "Profiles of psychedelic drugs. 4. Harmaline". J. Psychedelic Drugs 9: 79-80. 93
• 1977. "Profiles of psychedelic drugs. 5. STP". J. Psychedelic Drugs 9: 171-172. 94
• 1977. with Nichols, D. E., and D. C. Dyer. "Directional lipophilic character in a series of psychotomimetic phenethylamine derivatives". Life Sciences 21: 569-576. 95
• 1977. with Jacob, P. III, G. Anderson III, C. K. Meshul, and N. Castagnoli Jr. "Mononethylthio analogues of 1-(2,4,5-trimethoxyphenyl)2-aminopropane". J. Med. Chem. 20: 1235-1239. 96

[edit] Notes

[edit] External links

• Erowid Character Vaults : Alexander Shulgin
• His 'Ask Dr. Shulgin' Blog
• Dr. Ecstasy: a New York Times Magazine profile of ShulginHTML-RSS version
• 2C-T-7's Bad Trip and Profile on Shulgin
• Altered Statesman