2,''N,N''-Trimethyltryptamine (2,''N,N''-TMT), also known as 2-methyl-''N'',''N''-dimethyltryptamine (2-Me-DMT), is a

tryptamine Tryptamine is an indolamine metabolite of the essential amino acid tryptophan. The chemical structure is defined by an indole—a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom, with the firs ...

derivative In mathematics, the derivative is a fundamental tool that quantifies the sensitivity to change of a function's output with respect to its input. The derivative of a function of a single variable at a chosen input value, when it exists, is t ...

. It is not a

psychedelic Psychedelics are a subclass of hallucinogenic drugs whose primary effect is to trigger non-ordinary mental states (known as psychedelic experiences or "trips") and a perceived "expansion of consciousness". Also referred to as classic halluci ...

, but instead produces tactile enhancement and auditory distortion. The drug was invented by

Alexander Shulgin Alexander Theodore "Sasha" Shulgin (June 17, 1925 – June 2, 2014) was an American biochemist, broad researcher of synthetic psychoactive compounds, and author of works regarding these, who independently explored the organic chemistry and ph ...

and reported in his book

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 "Trypt ...

(#34).

Effects

2-Me-DMT is claimed to show

psychoactive A psychoactive drug, psychopharmaceutical, mind-altering drug, consciousness-altering drug, psychoactive substance, or psychotropic substance is a chemical substance that alters psychological functioning by modulating central nervous system acti ...

effects at a dosage of 50–100 mg orally, but these are relatively mild compared to other similar drugs. This suggests that while the 2-methyl group has blocked the binding of metabolic enzymes, it is also interfering with binding to the 5-HT_2A receptor target that mediates the hallucinogenic effects of these drugs. The specific effects produced by 2-Me-DMT included tingling, mild stomach rumbling, mild relaxation, skin "alerting" especially on the head and neck, bodily/tactile activation and heightened sensitivity, auditory distortion, and altered tonal

perception Perception () is the organization, identification, and interpretation of sensory information in order to represent and understand the presented information or environment. All perception involves signals that go through the nervous syste ...

. There were no

visual The visual system is the physiological basis of visual perception (the ability to detect and process light). The system detects, transduces and interprets information concerning light within the visible range to construct an image and buil ...

s, no cloudiness of thought processes, no motor impairment, but

sexual activity Human sexual activity, human sexual practice or human sexual behaviour is the manner in which humans experience and express their sexuality. People engage in a variety of sexual acts, ranging from activities done alone (e.g., masturbation) t ...

was said to be enhanced. There were no changes in

appetite Appetite is the desire to eat food items, usually due to hunger. Appealing foods can stimulate appetite even when hunger is absent, although appetite can be greatly reduced by satiety. Appetite exists in all higher life-forms, and serves to reg ...

, no

gastrointestinal problem Gastrointestinal diseases (abbrev. GI diseases or GI illnesses) refer to diseases involving the gastrointestinal tract, namely the esophagus, stomach, small intestine, large intestine and rectum; and the accessory organs of digestion, the liver, ...

s, and no

after-effect A hangover is the experience of various unpleasant physiological and psychological effects usually following the consumption of alcohol (beverage), alcohol, such as wine, beer, and liquor. Hangovers can last for several hours or for more than ...

s the next day. The drug was described as not being a

psychostimulant Stimulants (also known as central nervous system stimulants, or psychostimulants, or colloquially as uppers) are a class of drugs that increase alertness. They are used for various purposes, such as enhancing attention, motivation, cognition ...

, but instead being a specific " tactile stimulant" and sexual enhancer.

Pharmacology

Its affinities (K_i) for the

serotonin Serotonin (), also known as 5-hydroxytryptamine (5-HT), is a monoamine neurotransmitter with a wide range of functions in both the central nervous system (CNS) and also peripheral tissues. It is involved in mood, cognition, reward, learning, ...

5-HT_1A and 5-HT_2A receptor were 4,598nM and 15,037nM, respectively. These affinities were dramatically lower than those of

dimethyltryptamine Dimethyltryptamine (DMT), also known as ''N'',''N''-dimethyltryptamine (''N'',''N''-DMT), is a Psychedelic drug, serotonergic hallucinogen and Investigational New Drug, investigational drug of the substituted tryptamine, tryptamine family tha ...

(DMT) in the same study, which were 87nM and 1,513nM, respectively. Hence, 2-Me-DMT appears to show approximately 53- and 10-fold lower affinities for the serotonin 5-HT_1A and 5-HT_2A receptors compared to DMT. In addition, unlike DMT, 2-Me-DMT failed to activate the serotonin 5-HT_1A and 5-HT_2A receptors. Despite the preceding findings however, 2-Me-DMT induces the

head-twitch response The head-twitch response (HTR), also sometimes known as wet dog shakes (WDS) in rats, is a rapid side-to-side head movement that occurs in mice and rats in association with serotonin 5-HT2A receptor activation. Serotonergic psychedelics like lys ...

, a behavioral proxy of psychedelic effects, in rodents, and does so to a similar magnitude as

5-MeO-DMT 5-MeO-DMT (5-methoxy-''N'',''N''-dimethyltryptamine), also known as ''O''-methylbufotenin or mebufotenin (), is a naturally occurring psychedelic of the tryptamine family. It is found in a wide variety of plant species, and is also secreted by ...

. In studies of other 2-methyltryptamines, specifically 2-methyl-5-MeO-DALT and 2-methyl-5-F-DALT, these compounds had variably reduced affinities for

serotonin receptor 5-HT receptors, 5-hydroxytryptamine receptors, or serotonin receptors, are a group of G protein-coupled receptor and ligand-gated ion channels found in multiple tissues including the central and peripheral nervous systems. They mediate both ex ...

s and, in contrast to 2-Me-DMT, did not produce the head-twitch response.

Legal status

Sweden's public health agency suggested classifying 2-Me-DMT as a hazardous substance, on May 15, 2019.

References

External links

2-Me-DMT - TiHKAL - Erowid

2-Me-DMT - TiHKAL - Isomer Design
{{DEFAULTSORT:TMT, 2, N, N- 2-Alkyltryptamines N,N-Dialkyltryptamines Dimethylamino compounds Psychedelic tryptamines Serotonin receptor modulators

Effects

Pharmacology

Legal status

See also

References

External links