TiHKAL

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

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

TiHKAL

Content

Response

Notable compounds

Tryptamines listed

See also

External links