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TiHKAL
''TIHKAL: The Continuation'' is a 1997 book written by Alexander Shulgin and Ann Shulgin about a family of psychoactive drugs known as tryptamines. A sequel to '' PIHKAL: A Chemical Love Story'', ''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, 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 (see external links An internal link is a type of hyperlink on a web page to another page or resource, such as an image or document, on the same website or domain. Hyperlinks are considered eit ...
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Dibutyltryptamine
''N,N''-Dibutyltryptamine (DBT) 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 (Tryptamines i Have Known And Loved)''. Shulgin did not test DBT himself, but reports a human dosage of "1 mg/kg i.m." being active, but less so than DMT or DET. This suggests that an active dosage of DBT will be in the 100 mg range. This compound has been sold as a "research chemical" and has been confirmed to be an active hallucinogen although somewhat weaker than other similar tryptamine derivatives. It produces a head-twitch response in mice. There are four symmetrical isomers of DBT which can be made, or ten isomers in total if unsymmetrical substitution is used. Of these only the n-butyl analogue DBT is known to be active in humans; the isobutyl, sec-butyl, and tert-butyl isomers DIBT, DSBT and ...
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Alexander Shulgin
Alexander Theodore "Sasha" Shulgin (June 17, 1925 – June 2, 2014) was an American medicinal chemist, biochemist, organic chemist, pharmacologist, psychopharmacologist, and author. He is credited with introducing 3,4-methylenedioxymethamphetamine (MDMA, commonly known as "ecstasy") to psychologists in the late 1970s for psychopharmaceutical use and for the discovery, synthesis and personal bioassay of over 230 psychoactive compounds for their psychedelic and entactogenic potential. In 1991 and 1997, he and his wife Ann Shulgin compiled the books '' PiHKAL'' and ''TiHKAL'' (standing for ''Phenethylamines'' and ''Tryptamines I Have Known And Loved''), from notebooks that extensively described their work and personal experiences with these two classes of psychoactive drugs. Shulgin performed seminal work into the descriptive synthesis of many of these compounds. Some of Shulgin's noteworthy discoveries include compounds of the 2C* family (such as 2C-B) and compounds of t ...
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AL-LAD
AL-LAD, also known as 6-allyl-6-''nor''-LSD, is a psychedelic drug and an analog of lysergic acid diethylamide (LSD). It is described by Alexander Shulgin in the book '' TiHKAL'' (''Tryptamines i Have Known And Loved''). It is synthesized starting from nor-LSD as a precursor, using allyl bromide as a reactant. Effects in humans While AL-LAD has subtly different effects than LSD, and appears to be slightly shorter lasting, their potencies are similar; an active dose of AL-LAD is reported to be between 50 and 150 micrograms. AL-LAD has a known but short and highly uncommon history of recreational human use, which originated in Ireland and the UK, but spread internationally. Chemistry AL-LAD does not cause a color change with the Marquis, Mecke or Mandelin reagents, but does cause the Ehrlich's reagent to turn purple because of the presence of the indole moiety in its structure. Legal status AL-LAD is not scheduled by the United Nations' Convention on Psychotropic Substanc ...
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Ethylisopropyltryptamine
EiPT is a chemical in the tryptamine family, and produces psychedelic and hallucinogenic effects. It was probably first synthesized by Alexander Shulgin. Chemistry EiPT is short for ''N''- ethyl-''N''-isopropyl-tryptamine. The full chemical name of this structure is N-ethyl-N- -(1H-indol-3-yl)ethylropan-2-amine. EiPT is a tryptamine, which all belong to a larger family of compounds known as indolethylamines. EiPT is closely related to the compounds diethyltryptamine (DET) and DIPT. Dosage In his book ''TiHKAL'', Alexander Shulgin lists a dosage for EiPT as being 24-40 mg taken orally. Effects Very little is known about the psychopharmacological properties of EiPT, but reports suggest it produces psychedelic effects that can last 4–6 hours. According to Shulgin, this compound tends to produce nausea, dysphoria, and other unpleasant side-effects. It also lacks the hallucinatory and visual properties usually associated with psychedelic drugs. Dangers There have be ...
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Alpha,N-DMT
Alpha,''N''-DMT, or α,''N''-di methyltryptamine, is a lesser-known psychedelic drug. It is the α,''N''-di methyl analog of DMT. α,''N''-DMT was first synthesized by Alexander Shulgin. In his book ''TiHKAL'' (''Tryptamines I Have Known and Loved''), Shulgin lists the dosage as 50-100 mg, and the duration as 6–8 hours. α,''N''-DMT causes an unpleasant body load Body load is the specific physical or tactile sensations brought on by psychoactive drugs, especially psychedelics. Generally, body load is an unpleasant physical sensation that is difficult to describe objectively either in terms of other sensation .... Very little data exists about the pharmacological properties, metabolism, and toxicity of α,''N''-DMT. References External links α,N-DMT Entry in ''TIHKAL''α,''N''-DMT Entry in TiHKAL • info Psychedelic tryptamines {{Psychoactive-stub ...
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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. However, despite its structural similarity to DMT, its activity is induced by an oral dose of around 50–100 mg, without the aid of MAO inhibitors, and the effects last for about 2–4 hours. Chemistry DET is an analogue of the common tryptamine hallucinogen N,N-Dimethyltryptamine or DMT. Pharmacology The mechanism of action is thought to be serotonin receptor agonism, much like other classic psychedelics. DET is sometimes preferred over DMT because it can be taken orally, whereas DMT cannot. This is because the enzyme monoamine oxidase degrades DMT into an inactive compound before it is absorbed. To overcome this, it must be administered in a different manner, i.e. intravenously, intramuscularly, by inhalation, by insufflation, rectally, or ingested along with an inhibitor of monoamine oxidase. Because DET has ethyl groups atta ...
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Harmine
Harmine is a beta-carboline and a harmala alkaloid. It occurs in a number of different plants, most notably the Syrian rue and ''Banisteriopsis caapi''. Harmine reversibly inhibits monoamine oxidase A (MAO-A), an enzyme which breaks down monoamines, making it a Reversible inhibitor of monoamine oxidase A (RIMA). Harmine does not inhibit MAO-B. Harmine is also known as banisterin, banisterine, telopathin, telepathine, leucoharmine and yagin, yageine. Biosynthesis The coincident occurrence of β-carboline alkaloids and serotonin in ''Peganum harmala'' indicates the presence of two very similar, interrelated biosynthetic pathways, which makes it difficult to definitively identify whether free tryptamine or L-tryptophan is the precursor in the biosynthesis of harmine. However, it is postulated that L-tryptophan is the most likely precursor, with tryptamine existing as an intermediate in the pathway. The following figure shows the proposed biosynthetic scheme for harmine. The Shiki ...
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Substituted Tryptamine
Substituted tryptamines, or serotonin analogues, are organic compounds which may be thought of as being derived from tryptamine itself. The molecular structures of all tryptamines contain an indole ring, joined to an amino group, amino (NH2) group via an ethyl (−CH2–CH2−) side chain, sidechain. In substituted tryptamines, the indole ring, sidechain, and/or amino group are modified by substituting another group for one of the hydrogen (H) atoms. Well-known tryptamines include serotonin, an important neurotransmitter, and melatonin, a hormone involved in regulating the sleep-wake cycle. Tryptamine alkaloids are found in fungi, plants and animals; and sometimes used by humans for the neurological or psychotropic effects of the substance. Prominent examples of tryptamine alkaloids include psilocybin (from "psilocybin mushrooms") and dimethyltryptamine, DMT. In South America, dimethyltryptamine is obtained from numerous plant sources, like chacruna, and it is often used in ayahuas ...
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Dipropyltryptamine
''N,N''-Dipropyltryptamine (DPT) is a psychedelic entheogen belonging to the tryptamine family. Use as a designer drug has been documented by law enforcement officials since as early as 1968. However, potential therapeutic use was not investigated until the 1970s. It is found either as a crystalline hydrochloride salt or as an oily or crystalline base. It has not been found to occur endogenously. It is a close structural homologue of dimethyltryptamine and diethyltryptamine. Frequent physical effects are nausea, numbness of the tongue or throat, and pupil dilation. Pharmacology Studies on rodents have found that the effectiveness with which a selective 5-HT2A receptor antagonist blocks the behavioral actions of this compound strongly suggest that the 5-HT2A receptor is an important site of action for DPT, but the modulatory actions of a 5-HT1A receptor antagonist also imply a 5-HT1A-mediated component to the actions of DPT. Chemistry DPT changes Ehrlich's reagent vi ...
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DiPT
Diisopropyltryptamine (; also known as ''N,N''-diisopropyltryptamine or DiPT) is a psychedelic hallucinogenic drug of the tryptamine family that has a unique effect. While the majority of hallucinogens affect the visual sense, DiPT is primarily aural. Hallucinogenic properties DiPT's effects are primarily aural. At lower doses, Alexander Shulgin reported effects similar to a flanging or a phase shift. At medium and higher dosages, the effect of DiPT is typically a radical shift downward in perceived pitch. This shift tends to be nonlinear, in that the shift downwards varies in relation to the initial pitch. This can produce bizarre sounds and render music disharmonious. There has been an experiment involving subjects with perfect pitch, the goal of which was to determine whether the pitch difference is truly distortive or linear, the results of which indicated that there is no clear relationship between perceived pitch and actual pitch. Aside from these, the most prevalent non ...
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Psychedelic Drug
Psychedelics are a subclass of hallucinogenic drugs whose primary effect is to trigger non-ordinary states of consciousness (known as psychedelic experiences or "trips").Pollan, Michael (2018). ''How to Change Your Mind: What the New Science of Psychedelics Teaches Us About Consciousness, Dying, Addiction, Depression, and Transcendence'' Sometimes, they are called classic hallucinogens, serotonergic hallucinogens, or serotonergic psychedelics, and the term ''psychedelics'' is used more broadly to include all hallucinogens; this article uses the narrower definition of ''psychedelics''. Psychedelics cause specific psychological, visual, and auditory changes, and often a substantially altered state of consciousness.Leary, Timothy; Metzner, Ralph (1964). ''The Psychedelic Experience: A Manual Based on The Tibetan Book of the Dead'' Psychedelic states are often compared to meditative, psychodynamic or transcendental types of alterations of mind. The "classical" psychedelics, the psy ...
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ETH-LAD
ETH-LAD, 6-ethyl-6-''nor''-lysergic acid diethylamide is an analogue of LSD. Its human psychopharmacology was first described by Alexander Shulgin in the book TiHKAL. ETH-LAD is a psychedelic drug similar to LSD, and is slightly more potent than LSD itself, with an active dose reported at between 20 and 150 micrograms. ETH-LAD has subtly different effects to LSD, described as less demanding. Legality On June 10, 2014 the UK Advisory Council on the Misuse of Drugs (ACMD) recommended that ETH-LAD be specifically named in the UK Misuse of Drugs Act as a class A drug despite not identifying it as ever having been sold or any harm associated with its use. The UK Home office accepted this advice and announced a ban of the substance to be enacted on 6 January 2015. ETH-LAD is illegal in Switzerland as of December 2015. See also * Lysergic acid diethylamide (LSD) * 1cP-LSD * 1B-LSD * 1P-LSD * 1V-LSD * ALD-52 * 1cP-AL-LAD * AL-LAD * 1P-ETH-LAD * PRO-LAD * LSM-775 * LSZ * O-Ac ...
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