TiHKAL
Encyclopedia
TiHKAL: The Continuation is a 1997 book written by Alexander Shulgin
Alexander Shulgin
Alexander "Sasha" Theodore Shulgin is an American pharmacologist, chemist, artist, and drug developer.Shulgin is credited with the popularization of MDMA, commonly known as ecstasy, in the late 1970s and early 1980s, especially for psychopharmaceutical use and the treatment of depression and...

 and Ann Shulgin
Ann Shulgin
Ann Shulgin is an American author and the wife of chemist Alexander Shulgin.Ann Shulgin grew up in the village Opicina outside the Italian city Trieste where her father was American Consul for six years before World War II. She has worked as a lay therapist with psychedelic substances such as MDMA...

 about a family of psychoactive drug
Psychoactive drug
A psychoactive drug, psychopharmaceutical, or psychotropic is a chemical substance that crosses the blood–brain barrier and acts primarily upon the central nervous system where it affects brain function, resulting in changes in perception, mood, consciousness, cognition, and behavior...

s known as tryptamine
Tryptamine
Tryptamine is a monoamine alkaloid found in plants, fungi, and animals. It is based around the indole ring structure, and is chemically related to the amino acid tryptophan, from which its name is derived...

s. A sequel to PiHKAL: A Chemical Love Story
PiHKAL
PiHKAL: A Chemical Love Story is a book by Dr. Alexander Shulgin and Ann Shulgin which was published in 1991. The subject of the work is psychoactive phenethylamine chemical derivatives, notably those that act as psychedelics and/or empathogen-entactogens...

, TiHKAL is an acronym that stands for 'Tryptamines I Have Known and Loved'.

Content

TiHKAL, much like its predecessor PiHKAL, is divided into two parts. The first part, for which all rights are reserved, begins with a fictionalized autobiography, continuing where the similar section of PiHKAL left off; it then continues with a collection of essays on topics ranging from psychotherapy
Psychotherapy
Psychotherapy is a general term referring to any form of therapeutic interaction or treatment contracted between a trained professional and a client or patient; family, couple or group...

 and the Jung
Carl Jung
Carl Gustav Jung was a Swiss psychiatrist and the founder of Analytical Psychology. Jung is considered the first modern psychiatrist to view the human psyche as "by nature religious" and make it the focus of exploration. Jung is one of the best known researchers in the field of dream analysis and...

ian mind to the prevalence of DMT
Dimethyltryptamine
N,N-Dimethyltryptamine is a naturally occurring psychedelic compound of the tryptamine family. DMT is found in several plants, and also in trace amounts in humans and other mammals, where it is originally derived from the essential amino acid tryptophan, and ultimately produced by the enzyme INMT...

 in nature, ayahuasca
Ayahuasca
Ayahuasca is any of various psychoactive infusions or decoctions prepared from the Banisteriopsis spp. vine, usually mixed with the leaves of dimethyltryptamine-containing species of shrubs from the Psychotria genus...

 and the War on Drugs
War on Drugs
The War on Drugs is a campaign of prohibition and foreign military aid and military intervention being undertaken by the United States government, with the assistance of participating countries, intended to both define and reduce the illegal drug trade...

. The second part of TiHKAL, which may be conditionally distributed for non-commercial reproduction (see external links below), is a detailed synthesis manual for 55 psychedelic compounds (many discovered by Alexander Shulgin himself), including their chemical structures, dosage recommendations, and qualitative comments.

Like PiHKAL, the Shulgins were motivated to release the synthesis information as a way to protect the public's access to information about psychedelic compounds, a goal Alexander Shulgin has noted many times. Following a raid of his laboratory in 1994 by the United States DEA
Drug Enforcement Administration
The Drug Enforcement Administration is a federal law enforcement agency under the United States Department of Justice, tasked with combating drug smuggling and use within the United States...

, Richard Meyer, spokesman for DEA's San Francisco Field Division, stated that "It is our opinion that those books [referring to the previous work, PiHKAL
PiHKAL
PiHKAL: A Chemical Love Story is a book by Dr. Alexander Shulgin and Ann Shulgin which was published in 1991. The subject of the work is psychoactive phenethylamine chemical derivatives, notably those that act as psychedelics and/or empathogen-entactogens...

] 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."

Tryptamines Listed

Substance Chemical name
1 AL-LAD
AL-LAD
AL-LAD, also known as 6-allyl-6-nor-lysergic acid diethylamide, is a hallucinogenic drug and an analogue of LSD. It is described by Alexander Shulgin in the book TiHKAL ...

6-Allyl-N,N-diethyl-NL
2 DBT
Dibutyltryptamine
Dibutyltryptamine is a psychedelic drug belonging to the tryptamine family. It is found either as its crystalline hydrochloride salt or as an oily or crystalline base. DBT was first synthesized by the chemist Alexander Shulgin and reported in his book TiHKAL ...

N,N-Dibutyl-T
3 DET
Diethyltryptamine
DET, also known under its chemical name N,N-diethyltryptamine and as T-9, is a psychedelic drug closely related to DMT and 4-HO-DET...

N,N-Diethyl-T
4 DiPT N,N-Diisopropyl-T
5 alpha,O-DMS
5-MeO-AMT
5-MeO-AMT or 5-methoxy-α-methyltryptamine, α,O-Dimethylserotonin is a potent psychedelic tryptamine. It is soluble in alcohol.-Pharmacology:...

5-Methyoxy-alpha-methyl-T
6 DMT
Dimethyltryptamine
N,N-Dimethyltryptamine is a naturally occurring psychedelic compound of the tryptamine family. DMT is found in several plants, and also in trace amounts in humans and other mammals, where it is originally derived from the essential amino acid tryptophan, and ultimately produced by the enzyme INMT...

N,N-Dimethyl-T
7 2,alpha-DMT
2,Alpha-DMT
2,alpha-DMT, or 2,α-dimethyltryptamine, is a tryptamine and a lesser-known psychedelic drug. It is the 2,a-dimethyl analog of DMT. 2,α-DMT was first synthesized by Alexander Shulgin. In his book TiHKAL , Shulgin lists the dosage as 300-500 mg, and the duration as 7-10 hours. 2,α-DMT causes...

2,alpha-Dimethyl-T
8 alpha,N-DMT
Alpha,N-DMT
Alpha,N-DMT, or α,N-dimethyltryptamine, is a lesser-known psychedelic drug. It is the α,N-dimethyl analog of DMT. α,N-DMT was first synthesized by Alexander Shulgin. In his book TiHKAL , Shulgin lists the dosage as 50-100 mg, and the duration as 6-8 hours. α,N-DMT causes an unpleasant body load...

alpha,N-Dimethyl-T
9 DPT
Dipropyltryptamine
Dipropyltryptamine is a psychedelic drug belonging to the tryptamine family, first reported in 1973. It is found either as its crystalline hydrochloride salt or as an oily or crystalline base...

N,N-Dipropyl-T
10 EiPT
Ethylisopropyltryptamine
EiPT is a chemical in the tryptamine family, and produces psychedelic and hallucinogenic effects. It was probably first synthesized by Alexander Shulgin.-Chemistry:...

N-Ethyl-N-isopropyl-T
11 AET
Alpha-Ethyltryptamine
α-ethyltryptamine , also known as etryptamine, is a psychedelic, stimulant and entactogen of the tryptamine chemical class.- History :...

alpha-Ethyl-T
12 ETH-LAD
ETH-LAD
ETH-LAD, 6-ethyl-6-nor-lysergic acid diethylamide is an analogue of LSD. It is described by Alexander Shulgin in the book TiHKAL. ETH-LAD is a hallucinogenic drug similar to LSD, and is slightly more potent than LSD itself, with an active dose reported at between 40 and 150 micrograms...

6,N,N-Triethyl-NL
13 Harmaline
Harmaline
Harmaline is a fluorescent psychoactive indole alkaloid from the group of harmala alkaloids and beta-carbolines. It is the reduced hydrogenated form of harmine.-Occurrence in nature:...

3,4-Dihydro-7-methoxy-1-methyl-C
14 Harmine
Harmine
Harmine is a fluorescent harmala alkaloid belonging to the beta-carboline family of compounds. It occurs in a number of different plants, most notably the Middle Eastern plant harmal or Syrian rue and the South American vine Banisteriopsis caapi...

7-Methyoxy-1-methyl-C
15 4-HO-DBT
4-HO-DBT
4-Hydroxydibutyltryptamine is a psychedelic drug belonging to the tryptamine family. It is found either as its crystalline hydrochloride salt or as an oily or crystalline base. 4-HO-DBT was first made by the chemist Alexander Shulgin and reported in his book TiHKAL. Shulgin reported a dosage of...

N,N-Dibutyl-4-hydroxy-T
16 4-HO-DET
4-HO-DET
4-HO-DET, also known as 4-hydroxy-diethyl-tryptamine, CZ-74, or ethocin, is a hallucinogenic drug and psychedelic compound of moderate duration. 4-HO-DET is a substituted tryptamine, structurally related to psilocin and 4-HO-DIPT.-Analogs:...

N,N-Diethyl-4-hydroxy-T
17 4-HO-DiPT
4-HO-DIPT
4-Hydroxy-di-isopropyl-tryptamine is a synthetic hallucinogen. It is a close structural analogue of psilocin and classified as a tryptamine derivative.-Effects:...

N,N-Diisopropyl-4-hydroxy-T
18 4-HO-DMT N,N-Dimethyl-4-hydroxy-T
19 5-HO-DMT
Bufotenin
Bufotenin , or 5-hydroxy-dimethyltryptamine , is a tryptamine related to the neurotransmitter serotonin...

N,N-Dimethyl-5-hydroxy-T
20 4-HO-DPT
4-HO-DPT
4-HO-DPT, or 4-hydroxy-N,N-dipropyltryptamine, is a lesser-known psychedelic drug. It is the 4-hydroxyl analog of DPT. 4-HO-DPT was first synthesized by Alexander Shulgin. In his book TiHKAL , neither the minimum dosage nor the duration are known. 4-HO-DPT produces few to no effects...

N,N-Dipropyl-4-hydroxy-T
21 4-HO-MET
4-HO-MET
4-HO-MET, or 4-hydroxy-N-methyl-N-ethyltryptamine, also known as metocin, is a lesser-known psychedelic drug. It is a structural− and functional analog of psilocin as well the 4-hydroxyl analog of MET. 4-HO-MET was first synthesized by Alexander Shulgin...

N-Ethyl-4-hydroxy-N-methyl-T
22 4-HO-MiPT 4-Hydroxy-N-isopropyl-N-methyl-T
23 4-HO-MPT
4-HO-MPT
4-HO-MPT, or 4-hydroxy-N-methyl-N-propyltryptamine, is a lesser-known psychedelic drug. It is the 4-hydroxyl analog of MPT. 4-HO-MPT was first synthesized by Alexander Shulgin. In his book TiHKAL , the minimum dosage is listed as 10-20 mg, and the duration listed as 4–6 hours...

4-Hydroxy-N-methyl-N-propyl-T
24 4-HO-pyr-T
4-HO-pyr-T
4-HO-pyr-T, or 4-hydroxy-N,N-tetramethylenetryptamine, is a lesser-known psychedelic drug. It is the 4-hydroxyl analog of pyr-T. 4-HO-pyr-T was first synthesized by Alexander Shulgin. In his book TiHKAL , neither the dosage nor the duration are known. 4-HO-pyr-T produces few to no effects...

4-Hydroxy-N,N-tetramethylene-T
25 Ibogaine
Ibogaine
Ibogaine is a naturally occurring psychoactive substance found in a number of plants, principally in a member of the Apocynaceae family known as Iboga . A hallucinogen with both psychedelic and dissociative properties, the substance is banned in some countries; in other countries it is being used...

A complexly substituted-T
26 LSD
LSD
Lysergic acid diethylamide, abbreviated LSD or LSD-25, also known as lysergide and colloquially as acid, is a semisynthetic psychedelic drug of the ergoline family, well known for its psychological effects which can include altered thinking processes, closed and open eye visuals, synaesthesia, an...

N,N-Diethyl-L
27 MBT
MBT
-Arts and Entertainment:*The Monster Ball Tour 2009-2011 Lady GaGa world tour.*Mount Baker Theatre*MBT, an Avalon Hill board game-Business:*Tech Mahindra *Massachusetts business trust*Master of Business & Technology...

N-Butyl-N-methyl-T
28 4,5-MDO-DiPT
4,5-MDO-DiPT
4,5-MDO-DiPT, or 4,5-methylenedioxy-N,N-diisopropyltryptamine, is a lesser-known psychedelic drug. It is the 4,5-methylenedioxy analog of DiPT. 4,5-MDO-DiPT was first synthesized by Alexander Shulgin. In his book TiHKAL , 4,5-MDO-DiPT produces slight LSD-like effects after several hours...

N,N-Diisopropyl-4,5-methylenedioxy-T
29 5,6-MDO-DiPT
5,6-MDO-DiPT
5,6-MDO-DiPT, or 5,6-methylenedioxy-N,N-diisopropyltryptamine, is a lesser-known psychedelic drug. It is the 5,6-methylenedioxy analog of DiPT. 5,6-MDO-DiPT was first synthesized by Alexander Shulgin. It is mentioned in his book TiHKAL , but 5,6-MDO-DiPT was never tested to determine what effects...

N,N-Diisopropyl-5,6-methylenedioxy-T
30 4,5-MDO-DMT
4,5-MDO-DMT
4,5-MDO-DMT, or 4,5-methylenedioxy-N,N-dimethyltryptamine, is a lesser-known psychedelic drug. It is the 4,5-methylenedioxy analog of DMT. 4,5-MDO-DMT was first synthesized by Alexander Shulgin, though in his book TiHKAL , 4,5-MDO-DMT was not tested to determine its psychoactive effects...

N,N-Dimethyl-4,5-methylenedioxy-T
31 5,6-MDO-DMT
5,6-MDO-DMT
5,6-MDO-DMT, or 5,6-methylenedioxy-N,N-dimethyltryptamine, is a lesser-known psychedelic drug. It is the 5,6-methylenedioxy analog of DMT. 5,6-MDO-DMT was first synthesized by Alexander Shulgin. In his book TiHKAL , 5,6-MDO-DMT produces no noticeable psychoactive effects, although it was only...

N,N-Dimethyl-5,6-methylenedioxy-T
32 5,6-MDO-MiPT
5,6-MDO-MiPT
5,6-MDO-MiPT, or 5,6-methylenedioxy-N-methyl-N-isopropyltryptamine, is a lesser-known psychedelic drug. It is the 5,6-methylenedioxy analog of MiPT. 5,6-MDO-MiPT was first synthesized by Alexander Shulgin. In his book TiHKAL , 5,6-MDO-MiPT produces slight paresthesia at low doses...

N-Isopropyl-N-methyl-5,6-methylenedioxy-T
33 2-Me-DET
2-Me-DET
2-Me-DET, or 2-methyl-diethyltryptamine, is a lesser-known psychedelic drug. It is the 2-methyl analog of DET. 2-Me-DET was first synthesized by Alexander Shulgin. In his book TiHKAL , the minimum dosage is listed as 80-120 mg, and the duration listed as 6–8 hours. 2-Me-DET produces pitch...

N,N-Diethyl-2-methyl-T
34 2-Me-DMT
2,N,N-TMT
2,N,N-Trimethyltryptamine, 2,N,N-TMT, or 2-Me-DMT is a tryptamine derivative that is a hallucinogenic drug. It was invented by Alexander Shulgin and reported in his book TiHKAL...

2,N,N-Trimethyl-T
35 Melatonin
Melatonin
Melatonin , also known chemically as N-acetyl-5-methoxytryptamine, is a naturally occurring compound found in animals, plants, and microbes...

N-Acetyl-5-methoxy-T
36 5-MeO-DET
5-MeO-DET
5-MeO-DET or 5-methoxy-N,N-diethyltryptamine is a hallucinogenic tryptamine.-Effects:Low dosages are reported to produce a relaxing body high and mild entheogenic effects. Shulgin reports in TiHKAL that higher dosages can produce very unpleasant reactions.-External links:**...

N,N-Diethyl-5-methoxy-T
37 5-MeO-DiPT
5-MeO-DIPT
5-methoxy-diisopropyltryptamine is a tryptamine psychedelic used as a recreational drug under the street names "foxy" and "foxy methoxy". 5-MeO-DiPT is orally active, and dosages between 6–20 mg are commonly reported. Many users note an unpleasant body load accompanies higher dosages...

N,N-Diisopropyl-5-methoxy-T
38 5-MeO-DMT
5-MeO-DMT
5-MeO-DMT is a powerful psychedelic tryptamine. It is found in a wide variety of plant and psychoactive toad species and, like its close relatives DMT and bufotenin , it has been used as an entheogen by South American shamans for thousands of years.-Chemistry:5-MeO-DMT was first synthesized in...

5-Methoxy-N,N-dimethyl-T
39 4-MeO-MiPT
4-MeO-MiPT
4-MeO-MiPT, or 4-methoxy-N-methyl-N-isopropyltryptamine, is a lesser-known psychedelic drug. It is the 4-methoxy analog of MiPT. 4-MeO-MiPT was first synthesized by Alexander Shulgin. In his book TiHKAL , the minimum dosage is listed as 20-30 mg, and the duration listed as 4–6 hours...

N-Isopropyl-4-methoxy-N-methyl-T
40 5-MeO-MiPT
5-MeO-MIPT
5-MeO-MiPT is a psychedelic and hallucinogenic drug, used by some as an entheogen. It has structural and pharmacodynamic properties similar to the drugs 5-MeO-DiPT, DiPT, and MiPT...

N-Isopropyl-5-methoxy-N-methyl-T
41 5,6-MeO-MiPT
5,6-MeO-MiPT
5,6-MeO-MiPT, or 5,6-dimethoxy-N-methyl-N-isopropyltryptamine, is a lesser-known psychedelic drug. It is the 5,6-dimethoxy analog of MiPT. 5,6-MeO-MiPT was first synthesized by Alexander Shulgin. In his book TiHKAL , 5,6-MeO-MiPT produces no noticeable psychoactive effects...

5,6-Dimethoxy-N-isopropyl-N-methyl-T
42 5-MeO-NMT
5-MeO-NMT
5-MeO-NMT, or 5-methoxy-N-methyltryptamine, is a lesser-known psychedelic drug. It is the 5-methoxy analog of NMT. 5-MeO-NMT was first synthesized by Alexander Shulgin. In his book TiHKAL , the neither the dosage nor the duration are known. 5-MeO-NMT produces few to no effects...

5-Methoxy-N-methyl-T
43 5-MeO-pyr-T
5-MeO-pyr-T
5-MeO-pyr-T, or 5-methoxy-N,N-tetramethylenetryptamine, is a lesser-known psychedelic drug. It is the 5-methoxy analog of pyr-T. 5-MeO-pyr-T was first synthesized by Alexander Shulgin. In his book TiHKAL , neither the dosage nor the duration are known. 5-MeO-pyr-T causes tinnitus, vomiting, and a...

5-Methoxy-N,N-tetramethylene-T
44 6-MeO-THH
6-MeO-THH
6-MeO-THH, or 6-methoxy-1,2,3,4-tetrahydroharman, is a tryptoline derivative and a structural isomer of leptaflorine . 6-MeO-THH is mentioned in Alexander Shulgin's book TiHKAL , stating that 6-MeO-THH is very similar to the other carbolines, such as pynoline and tryptoline, and notes that this...

6-Methoxy-1-methyl-1,2,3,4-tetrahydro-C
45 5-MeO-TMT 5-Methoxy-2,N,N-trimethyl-T
46 5-MeS-DMT
5-MeS-DMT
5-MeS-DMT, or 5-methylthio-N,N-dimethyltryptamine, is a lesser-known psychedelic drug. It is the 5-methylthio analog of DMT. 5-MeS-DMT was first synthesized by Alexander Shulgin. In his book TiHKAL , the minimum dosage is listed as 15-30 mg. The duration listed as very short , just like its...

N,N-Dimethyl-5-methylthio-T
47 MiPT
MIPT
- Institutes :* Moscow Institute of Physics and Technology * National Memorial Institute for the Prevention of Terrorism...

N-Isopropyl-N-methyl-T
48 alpha-MT alpha-Methyl-T
49 NET
N-Ethyltryptamine
N-Ethyltryptamine , or merely ethyltryptamine, is a psychedelic drug, a tryptamine that is structurally related to N-methyltryptamine and the psychedelic drugs N,N-dimethyltryptamine and N,N-diethyltryptamine .- See also :* N-Methyltryptamine * N,N,-Dimethyltryptamine - External links :* *...

N-Ethyl-T
50 NMT
N-Methyltryptamine
N-Methyltryptamine , or methyltryptamine, is a member of the tryptamine chemical class. It is an alkaloid, probably derived from L-tryptophan, that has been found in the bark, shoots and leaves of several plant species, including Virola, Acacia, Mimosa and Desmanthus often together with the...

N-Methyl-T
51 PRO-LAD
PRO-LAD
PRO-LAD is an analogue of LSD. It is described by Alexander Shulgin in the book TiHKAL. PRO-LAD is a hallucinogenic drug similar to LSD, and is around as potent as LSD itself with an active dose reported at between 100 and 200 micrograms....

6-Propyl-NL
52 pyr-T
Pyr-T
Pyr-T, or N,N-tetramethylenetryptamine, is a lesser-known psychedelic drug. Pyr-T was first synthesized by Alexander Shulgin. In his book TiHKAL , neither the dosage nor the duration are known. Pyr-T produces few to no effects...

N,N-Tetramethylene-T
53 T
Tryptamine
Tryptamine is a monoamine alkaloid found in plants, fungi, and animals. It is based around the indole ring structure, and is chemically related to the amino acid tryptophan, from which its name is derived...

Tryptamine
54 Tetrahydroharmine 7-Methoxy-1-methyl-1,2,3,4-tetrahydro-C
55 alpha,N,O-TMS
Alpha,N,O-TMS
Alpha,N,O-TMS, or α,N-dimethyl-5-methoxytryptamine, is a lesser-known psychedelic drug. Its abbreviated nomenclature is derived from its structure, as it is α,N,O-trimethyl serotonin. α,N,O-TMS was first synthesized by Alexander Shulgin...

alpha,N-Dimethyl-5-methoxy-T

External links

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