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TiHKAL

1997 book by Alexander Shulgin and Ann Shulgin


1997 book by Alexander Shulgin and Ann Shulgin

FieldValue
nameTiHKAL: The Continuation
imageTihkal.jpg
image_size200px
captionCover of TiHKAL, 1st ed.
authorAlexander and Ann Shulgin
countryUnited States
subjectPharmacology, Autobiography, Psychedelic drugs
publisherTransform Press
release_date1997
media_typePaperback
pagesxxviii, 804 p.
isbn0-9630096-9-9
oclc38503252
preceded_byPiHKAL (1991)

TiHKAL: The Continuation, also known as Tryptamines I Have Known and Loved, is a 1997 book written by Alexander Shulgin and Ann Shulgin. It is about a family of psychoactive drugs known as tryptamines, which includes psychedelics, other hallucinogens, and entactogens. The book has two halves, and the second part of the book contains detailed entries on 55tryptamines. TiHKAL is a sequel to PiHKAL: A Chemical Love Story (Phenethylamines I Have Known and Loved) (1991).

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, picking up where the similar section of PiHKAL left off; it then continues with a collection of essays on topics ranging from psychotherapy and the Jungian mind to the prevalence of DMT in nature, ayahuasca and the war on drugs.

The second part of TiHKAL, which may be conditionally distributed for non-commercial reproduction , is a detailed synthesis manual for 55tryptamines (many discovered by Alexander Shulgin himself), including their chemical structures, doses, durations, and commentary. It includes entries on compounds including simple tryptamines like dimethyltryptamine (DMT), psilocin, and 5-MeO-DMT, α-alkyltryptamines like α-methyltryptamine (AMT), β-carbolines or harmala alkaloids like harmaline, the iboga alkaloid ibogaine, and lysergamides like LSD. Whereas PiHKAL had 179entries on phenethylamines, TiHKAL has only 55entries. Shulgin has made the second part freely available on Erowid while the first part is available only in the printed text.

Members of Shulgin's research who contributed to the experience reports included Shulgin himself, Ann Shulgin, Myron Stolaroff, and Jean Stolaroff, among others.

Response

As with 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, 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 are pretty much cookbooks on how to make ‘controlled drugs’. Agents tell me that in clandestine labs that they have raided, they have found copies of those books."

Notable compounds

Some compounds in TiHKAL, including [dimethyltryptamine (DMT), psilocybin (4-PO-DMT), psilocin (4-HO-DMT), bufotenin (5-HO-DMT), 5-MeO-DMT, α-methyltryptamine (AMT), lysergic acid diethylamide (LSD), harmaline, and ibogaine, are widely known and/or used hallucinogens.

Tryptamines listed

#SubstanceChemical nameGroupDoseaDurationLink
1AL-LAD (6-allyl-6-nor-LSD)6-Allyl-N,N-diethyl-NLLysergamide80–160 μg6–8 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal01.shtml
2DBT (dibutyltryptamine)N,N-Dibutyl-TTryptamineUnknownUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal02.shtml
3DET (diethyltryptamine)N,N-Diethyl-TTryptamine50–100 mg2–4 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal03.shtml
4DiPT (diisopropyltryptamine)N,N-Diisopropyl-TTryptamine25–100 mg6–8 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal04.shtml
5α,*O*-DMS (5-MeO-AMT)5-Methoxy-α-methyl-Tα-Alkyltryptamine2.5–4.5 mg12–18 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal05.shtml
6DMT (dimethyltryptamine)N,N-Dimethyl-TTryptamineVariousbUp to 1 hourhttps://www.erowid.org/library/books_online/tihkal/tihkal06.shtml
72,α-DMT (2-methyl-AMT)2,α-Dimethyl-Tα-Alkyltryptamine300–500 mg7–10 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal07.shtml
8α,N-DMT (N-methyl-AMT)α,N-Dimethyl-Tα-Alkyltryptamine50–100 mg6–8 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal08.shtml
9DPT (dipropyltryptamine)N,N-Dipropyl-TTryptamine100–250 mg2–4 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal09.shtml
10EiPT (ethylisopropyltryptamine)N-Ethyl-N-isopropyl-TTryptamine24–40 mg4–6 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal10.shtml
11α-ET (AET; α-ethyltryptamine)α-Ethyl-Tα-Alkyltryptamine100–150 mg6–8 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal11.shtml
12ETH-LAD (6-ethyl-6-nor-LSD)6,N,N-Triethyl-NLLysergamide40–150 μg8–12 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal12.shtml
13Harmaline (dihydroharmine)3,4-Dihydro-7-methoxy-1-methyl-BCβ-Carboline150–300 mg5–8 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal13.shtml
14Harmine7-Methoxy-1-methyl-BCβ-Carboline300 mgUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal14.shtml
154-HO-DBTN,N-Dibutyl-4-hydroxy-T4-Hydroxytryptamine20 mgUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal15.shtml
164-HO-DETN,N-Diethyl-4-hydroxy-T4-Hydroxytryptamine10–25 mg4–6 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal16.shtml
174-HO-DiPTN,N-Diisopropyl-4-hydroxy-T4-Hydroxytryptamine15–20 mg2–3 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal17.shtml
184-HO-DMT (psilocin)N,N-Dimethyl-4-hydroxy-T4-Hydroxytryptamine10–20 mg3–6 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal18.shtml
195-HO-DMT (bufotenin)N,N-Dimethyl-5-hydroxy-T5-Hydroxytryptamine8–16 mg i.v.1–2 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal19.shtml
204-HO-DPTN,N-Dipropyl-4-hydroxy-T4-HydroxytryptamineUnknownUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal20.shtml
214-HO-METN-Ethyl-4-hydroxy-N-methyl-T4-Hydroxytryptamine10–20 mg4–6 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal21.shtml
224-HO-MiPT4-Hydroxy-N-isopropyl-N-methyl-T4-Hydroxytryptamine12–25 mg4–6 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal22.shtml
234-HO-MPT4-Hydroxy-N-methyl-N-propyl-T4-HydroxytryptamineUnknownUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal23.shtml
244-HO-pyr-T4-Hydroxy-N,N-tetramethylene-TPyrrolidinylethylindole20 mgUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal24.shtml
25IbogaineA complexly substituted-TAzepinoindoleVariousc"Quite long"https://www.erowid.org/library/books_online/tihkal/tihkal25.shtml
26LSD (METH-LAD)N,N-Diethyl-LLysergamide60–200 μg8–12 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal26.shtml
27MBT (methylbutyltryptamine)N-Butyl-N-methyl-TTryptamine250–400 mg4–6 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal27.shtml
284,5-MDO-DiPTN,N-Diisopropyl-4,5-methylenedioxy-TOther25 mgUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal28.shtml
295,6-MDO-DiPTN,N-Diisopropyl-5,6-methylenedioxy-TOtherUnknownUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal29.shtml
304,5-MDO-DMTN,N-Dimethyl-4,5-methylenedioxy-TOtherUnknownUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal30.shtml
315,6-MDO-DMTN,N-Dimethyl-5,6-methylenedioxy-TOther5 mgUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal31.shtml
325,6-MDO-MiPTN-Isopropyl-N-methyl-5,6-methylenedioxy-TOther50 mgUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal32.shtml
332-Me-DET (2-methyl-DET)N,N-Diethyl-2-methyl-TOther80–120 mg6–8 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal33.shtml
342-Me-DMT (2-methyl-DMT)2,N,N-Trimethyl-TOther50–100 mg4–6 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal34.shtml
35Melatonin (5-MeO-NAcT)N-Acetyl-5-methoxy-TN-Acetyltryptamine1–10 mg"A few hours"https://www.erowid.org/library/books_online/tihkal/tihkal35.shtml
365-MeO-DETN,N-Diethyl-5-methoxy-T5-Methoxytryptamine1–3 mg3–4 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal36.shtml
375-MeO-DiPTN,N-Diisopropyl-5-methoxy-T5-Methoxytryptamine6–12 mg4–8 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal37.shtml
385-MeO-DMT5-Methoxy-N,N-dimethyl-T5-MethoxytryptamineVariousd1–2 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal38.shtml
394-MeO-MiPTN-Isopropyl-4-methoxy-N-methyl-TOther20–30 mg4–6 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal39.shtml
405-MeO-MiPTN-Isopropyl-5-methoxy-N-methyl-T5-Methoxytryptamine4–6 mge4–6 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal40.shtml
415,6-MeO-MiPT5,6-Dimethoxy-N-isopropyl-N-methyl-TOther75 mgUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal41.shtml
425-MeO-NMT5-Methoxy-N-methyl-T5-MethoxytryptamineUnknownUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal42.shtml
435-MeO-pyr-T5-Methoxy-N,N-tetramethylene-TPyrrolidinylethylindole0.5–2 mg"Several hours"https://www.erowid.org/library/books_online/tihkal/tihkal43.shtml
446-MeO-THH6-Methoxy-1-methyl-1,2,3,4-tetrahydro-BCβ-CarbolineUnknownUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal44.shtml
455-MeO-TMT5-Methoxy-2,N,N-trimethyl-TOther75–150 mg5–10 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal45.shtml
465-MeS-DMTN,N-Dimethyl-5-methylthio-TOther15–30 mg sm.https://www.erowid.org/library/books_online/tihkal/tihkal46.shtml
47MiPT (methylisopropyltryptamine)N-Isopropyl-N-methyl-TTryptamine10–25 mg3–4 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal47.shtml
48α-MT (AMT; α-methyltryptamine)α-Methyl-Tα-Alkyltryptamine15–30 mgf12–16 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal48.shtml
49NET (N-ethyltryptamine)N-Ethyl-TTryptamineUnknownUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal49.shtml
50NMT (N-methyltryptamine)N-Methyl-TTryptamineUnknownUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal50.shtml
51PRO-LAD (6-propyl-6-nor-LSD)6-Propyl-NLLysergamide100–200 μg6–8 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal51.shtml
52pyr-T (pyrrolidinyltryptamine)N,N-Tetramethylene-TPyrrolidinylethylindoleUnknownUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal52.shtml
53T (tryptamine)TryptamineTryptamine250 mg i.v."Very short"https://www.erowid.org/library/books_online/tihkal/tihkal53.shtml
54Tetrahydroharmine (THH)7-Methoxy-1-methyl-1,2,3,4-tetrahydro-BCβ-Carboline300 mgUnknownhttps://www.erowid.org/library/books_online/tihkal/tihkal54.shtml
55α,N,O-TMS (5-MeO-α,N-DMT)α,N-Dimethyl-5-methoxy-Tα-Alkyltryptamine10–20 mg6–8 hourshttps://www.erowid.org/library/books_online/tihkal/tihkal55.shtml
565-MeO-DALTg5-Methoxy-N,N-diallyl-T5-Methoxytryptamine12–20 mg2–4 hourshttps://www.erowid.org/chemicals/5meo_dalt/5meo_dalt_info1.shtml https://isomerdesign.com/pihkal/read/tk/56
57DALT (diallyltryptamine)gN,N-Diallyl-TTryptamine40 mgUnknownhttps://isomerdesign.com/pihkal/read/tk/57
Acronyms (in chemical names): T = tryptamine; BC = β-carboline; L = lysergamide; NL = 6-norlysergamide. Footnotes: a = Dose and duration for compounds are orally unless otherwise specified. b = DMT doses are 350mg orally, 60–100mg intramuscularly, subcutaneously, or smoked, and 4–30mg intravenously. c = Ibogaine dose is "from hundreds of [mg] up to [1g] or more". d = 5-MeO-DMT doses are 6–20mg smoked and 2–3 mg intravenously. e = 5-MeO-MiPT doses are 4–6mg orally and 12–20mg smoked. f = AMT doses are 15–30 mg orally and 5–20 mg smoked. g = The 5-MeO-DALT (#56) and DALT (#57) entries were not included in the published version of TiHKAL and were subsequently released in 2004.

In addition to TiHKAL, Shulgin has also described the properties of psychedelic tryptamines in humans in literature reviews.

References

References

  1. Ben Sessa. (2015). "The Psychedelic Policy Quagmire: Health, Law, Freedom, and Society". Bloomsbury Publishing.
  2. (1997). "TiHKAL: The Continuation". [[Transform Press]].
  3. {{CitePiHKAL
  4. (2021). "Better Living Through Chemistry". Better Living Through Film, Incorporated.
  5. (2018). "Self-Experiments with Psychoactive Substances: A Historical Perspective". Handb Exp Pharmacol.
  6. Bennett, Drake. (2005-01-30). "Dr. Ecstasy". New York Times Magazine.
  7. (2004-01-08). "DEA Raid of Shulgin's Laboratory". Erowid.
  8. (2010-05-02). "The Last Interview With Alexander Shulgin".
  9. (1994). "Hallucinogens: An Update". National Institute on Drug Abuse.
  10. (2003). "Hallucinogens: A Forensic Drug Handbook". Elsevier Science.
  11. Shulgin, Alexander T.. (1978). "Stimulants". Springer US.
  12. (1980). "Burger's Medicinal Chemistry". Wiley.
  13. (1982). "Psychotropic Agents, Part III: Alcohol and Psychotomimetics, Psychotropic Effects of Central Acting Drugs". Springer Berlin Heidelberg.
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