TiHKAL

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Template:Short description Template:Distinguish Template:Use American English Template:Use mdy dates Template:Infobox book

TiHKAL: The Continuation, also known as Tryptamines I Have Known and Loved, is a 1997 book written by Alexander Shulgin and Ann Shulgin.<ref name="Sessa2015">Template:Cite book</ref><ref name="TiHKAL1997">Template:Cite book</ref> It is about a family of psychoactive drugs known as tryptamines, which includes psychedelics, other hallucinogens, and entactogens.<ref name="Sessa2015" /><ref name="TiHKAL1997" /> The book has two halves, and the second part of the book contains detailed entries on 55Template:Nbsptryptamines.<ref name="TiHKAL1997" /> TiHKAL is a sequel to PiHKAL: A Chemical Love Story (Phenethylamines I Have Known and Loved) (1991).<ref name="Sessa2015" /><ref name="TiHKAL1997" />

Content

TiHKAL, much like its predecessor PiHKAL, is divided into two parts.<ref name="TiHKAL1997" /> 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.<ref name="TiHKAL1997" />

The second part of TiHKAL, which may be conditionally distributed for non-commercial reproduction Template:See below, is a detailed synthesis manual for 55Template:Nbsptryptamines (many discovered by Alexander Shulgin himself), including their chemical structures, doses, durations, and commentary.<ref name="TiHKAL1997" /> 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.<ref name="TiHKAL1997" /> Whereas PiHKAL had 179Template:Nbspentries on phenethylamines, TiHKAL has only 55Template:Nbspentries.<ref name="PiHKAL">Template:CitePiHKAL</ref><ref name="TiHKAL1997" /> 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.<ref name="BLTC2021">Template:Cite AV media</ref><ref name="PassieBrandt2018">Template:Cite journal</ref>

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.<ref name="nyt"> Template:Cite news</ref> Following a raid of his laboratory in 1994 by the United States DEA,<ref> Template:Cite web</ref> 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 illegal 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.<ref name="TiHKAL1997" />

Tryptamines listed

Template:Sticky

# Substance Chemical name Group Dosea Duration Link
1 AL-LAD (6-allyl-6-nor-LSD) 6-Allyl-N,N-diethyl-NL Lysergamide 80–160 μg 6–8 hours [1]
2 DBT (dibutyltryptamine) N,N-Dibutyl-T Tryptamine Unknown Unknown [2]
3 DET (diethyltryptamine) N,N-Diethyl-T Tryptamine 50–100 mg 2–4 hours [3]
4 DiPT (diisopropyltryptamine) N,N-Diisopropyl-T Tryptamine 25–100 mg 6–8 hours [4]
5 α,O-DMS (5-MeO-AMT) 5-Methoxy-α-methyl-T α-Alkyltryptamine 2.5–4.5 mg 12–18 hours [5]
6 DMT (dimethyltryptamine) N,N-Dimethyl-T Tryptamine Variousb Up to 1 hour [6]
7 2,α-DMT (2-methyl-AMT) 2,α-Dimethyl-T α-Alkyltryptamine 300–500 mg 7–10 hours [7]
8 α,N-DMT (N-methyl-AMT) α,N-Dimethyl-T α-Alkyltryptamine 50–100 mg 6–8 hours [8]
9 DPT (dipropyltryptamine) N,N-Dipropyl-T Tryptamine 100–250 mg 2–4 hours [9]
10 EiPT (ethylisopropyltryptamine) N-Ethyl-N-isopropyl-T Tryptamine 24–40 mg 4–6 hours [10]
11 α-ET (AET; α-ethyltryptamine) α-Ethyl-T α-Alkyltryptamine 100–150 mg 6–8 hours [11]
12 ETH-LAD (6-ethyl-6-nor-LSD) 6,N,N-Triethyl-NL Lysergamide 40–150 μg 8–12 hours [12]
13 Harmaline (dihydroharmine) 3,4-Dihydro-7-methoxy-1-methyl-BC β-Carboline 150–300 mg 5–8 hours [13]
14 Harmine 7-Methyoxy-1-methyl-BC β-Carboline >300 mg Unknown [14]
15 4-HO-DBT N,N-Dibutyl-4-hydroxy-T 4-Hydroxytryptamine >20 mg Unknown [15]
16 4-HO-DET N,N-Diethyl-4-hydroxy-T 4-Hydroxytryptamine 10–25 mg 4–6 hours [16]
17 4-HO-DiPT N,N-Diisopropyl-4-hydroxy-T 4-Hydroxytryptamine 15–20 mg 2–3 hours [17]
18 4-HO-DMT (psilocin) N,N-Dimethyl-4-hydroxy-T 4-Hydroxytryptamine 10–20 mg 3–6 hours [18]
19 5-HO-DMT (bufotenin) N,N-Dimethyl-5-hydroxy-T 5-Hydroxytryptamine 8–16 mg Template:Abbr 1–2 hours [19]
20 4-HO-DPT N,N-Dipropyl-4-hydroxy-T 4-Hydroxytryptamine Unknown Unknown [20]
21 4-HO-MET N-Ethyl-4-hydroxy-N-methyl-T 4-Hydroxytryptamine 10–20 mg 4–6 hours [21]
22 4-HO-MiPT 4-Hydroxy-N-isopropyl-N-methyl-T 4-Hydroxytryptamine 12–25 mg 4–6 hours [22]
23 4-HO-MPT 4-Hydroxy-N-methyl-N-propyl-T 4-Hydroxytryptamine Unknown Unknown [23]
24 4-HO-pyr-T 4-Hydroxy-N,N-tetramethylene-T Pyrrolidinylethylindole >20 mg Unknown [24]
25 Ibogaine A complexly substituted-T Azepinoindole Variousc "Quite long" [25]
26 LSD (METH-LAD) N,N-Diethyl-L Lysergamide 60–200 μg 8–12 hours [26]
27 MBT (methylbutyltryptamine) N-Butyl-N-methyl-T Tryptamine 250–400 mg 4–6 hours [27]
28 4,5-MDO-DiPT N,N-Diisopropyl-4,5-methylenedioxy-T Other >25 mg Unknown [28]
29 5,6-MDO-DiPT N,N-Diisopropyl-5,6-methylenedioxy-T Other Unknown Unknown [29]
30 4,5-MDO-DMT N,N-Dimethyl-4,5-methylenedioxy-T Other Unknown Unknown [30]
31 5,6-MDO-DMT N,N-Dimethyl-5,6-methylenedioxy-T Other >5 mg Unknown [31]
32 5,6-MDO-MiPT N-Isopropyl-N-methyl-5,6-methylenedioxy-T Other >50 mg Unknown [32]
33 2-Me-DET (2-methyl-DET) N,N-Diethyl-2-methyl-T Other 80–120 mg 6–8 hours [33]
34 2-Me-DMT (2-methyl-DMT) 2,N,N-Trimethyl-T Other 50–100 mg 4–6 hours [34]
35 Melatonin (5-MeO-NAcT) N-Acetyl-5-methoxy-T N-Acetyltryptamine 1–10 mg "A few hours" [35]
36 5-MeO-DET N,N-Diethyl-5-methoxy-T 5-Methoxytryptamine 1–3 mg 3–4 hours [36]
37 5-MeO-DiPT N,N-Diisopropyl-5-methoxy-T 5-Methoxytryptamine 6–12 mg 4–8 hours [37]
38 5-MeO-DMT 5-Methoxy-N,N-dimethyl-T 5-Methoxytryptamine Variousd 1–2 hours [38]
39 4-MeO-MiPT N-Isopropyl-4-methoxy-N-methyl-T Other 20–30 mg 4–6 hours [39]
40 5-MeO-MiPT N-Isopropyl-5-methoxy-N-methyl-T 5-Methoxytryptamine 4–6 mge 4–6 hours [40]
41 5,6-MeO-MiPT 5,6-Dimethoxy-N-isopropyl-N-methyl-T Other >75 mg Unknown [41]
42 5-MeO-NMT 5-Methoxy-N-methyl-T 5-Methoxytryptamine Unknown Unknown [42]
43 5-MeO-pyr-T 5-Methoxy-N,N-tetramethylene-T Pyrrolidinylethylindole 0.5–2 mg "Several hours" [43]
44 6-MeO-THH 6-Methoxy-1-methyl-1,2,3,4-tetrahydro-BC β-Carboline Unknown Unknown [44]
45 5-MeO-TMT 5-Methoxy-2,N,N-trimethyl-T Other 75–150 mg 5–10 hours [45]
46 5-MeS-DMT N,N-Dimethyl-5-methylthio-T Other 15–30 mg Template:Abbr <1 hour [46]
47 MiPT (methylisopropyltryptamine) N-Isopropyl-N-methyl-T Tryptamine 10–25 mg 3–4 hours [47]
48 α-MT (AMT; α-methyltryptamine) α-Methyl-T α-Alkyltryptamine 15–30 mgf 12–16 hours [48]
49 NET (N-ethyltryptamine) N-Ethyl-T Tryptamine Unknown Unknown [49]
50 NMT (N-methyltryptamine) N-Methyl-T Tryptamine Unknown Unknown [50]
51 PRO-LAD (6-propyl-6-nor-LSD) 6-Propyl-NL Lysergamide 100–200 μg 6–8 hours [51]
52 pyr-T (pyrrolidinyltryptamine) N,N-Tetramethylene-T Pyrrolidinylethylindole Unknown Unknown [52]
53 T (tryptamine) Tryptamine Tryptamine 250 mg Template:Abbr "Very short" [53]
54 Tetrahydroharmine (THH) 7-Methoxy-1-methyl-1,2,3,4-tetrahydro-BC β-Carboline 300 mg Unknown [54]
55 α,N,O-TMS (5-MeO-α,N-DMT) α,N-Dimethyl-5-methoxy-T α-Alkyltryptamine 10–20 mg 6–8 hours [55]
56 5-MeO-DALTg 5-Methoxy-N,N-diallyl-T 5-Methoxytryptamine 12–20 mg 2–4 hours [56] [57]
57 DALT (diallyltryptamine)g N,N-Diallyl-T Tryptamine >40 mg Unknown [58]
Footnotes: a = Dose and duration are orally unless otherwise specified. b = DMT doses are >350Template:Nbspmg orally, 60–100Template:Nbspmg intramuscularly, subcutaneously, or smoked, and 4–30Template:Nbspmg intravenously. c = Ibogaine dose is "from hundreds of [mg] up to [1Template:Nbspg] or more". d = 5-MeO-DMT doses are 6–20Template:Nbspmg smoked and 2–3 mg intravenously. e = 5-MeO-MiPT doses are 4–6Template:Nbspmg orally and 12–20Template:Nbspmg 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.<ref name="MorrisSmith2010">Template:Cite web</ref>

See also

References

Template:Reflist

Template:Tryptamines Template:Psychedelics Template:Chemical classes of psychoactive drugs

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