''N''-Benzyltryptamine, also known as T-NB or NB-T, is a

serotonin receptor modulator 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 ...

of the

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 ...

family. It is the ''N''-

benzyl In organic chemistry, benzyl is the substituent or molecular fragment possessing the structure . Benzyl features a benzene ring () attached to a methylene group (). Nomenclature In IUPAC nomenclature, the prefix benzyl refers to a substituent ...

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 ...

. The drug shows

affinity Affinity may refer to: Commerce, finance and law * Affinity (law), kinship by marriage * Affinity analysis, a market research and business management technique * Affinity Credit Union, a Saskatchewan-based credit union * Affinity Equity Pa ...

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-HT₂ receptors. Its affinities (K_i) were 245nM for the serotonin 5-HT_2A receptor, 100nM for the serotonin 5-HT_2B receptor, and 186nM for the serotonin 5-HT_2C receptor. In terms of activational activities, specifically

calcium Calcium is a chemical element; it has symbol Ca and atomic number 20. As an alkaline earth metal, calcium is a reactive metal that forms a dark oxide-nitride layer when exposed to air. Its physical and chemical properties are most similar to it ...

mobilization, ''N''-benzyltryptamine's () values were 162nM (62%) at the serotonin 5-HT_2A receptor and 50nM (121%) at the serotonin 5-HT_2C receptor. At the serotonin 5-HT_2A receptor, it had higher affinity than tryptamine, but lower activational potency in comparison. In other studies, at the rat serotonin 5-HT_2A receptor, ''N''-benzyltryptamine's was 407nM and its was 26%. The drug has been reported to produce

serotonergic 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 ...

-like effects in early studies in animals. This included

hyperthermia Hyperthermia, also known as overheating, is a condition in which an individual's body temperature is elevated beyond normal due to failed thermoregulation. The person's body produces or absorbs more heat than it dissipates. When extreme te ...

and behavioral changes in the open field test. However, ''N''-benzyltryptamine is not known to have been tested in humans, and it is unknown whether it may produce

hallucinogen Hallucinogens, also known as psychedelics, entheogens, or historically as psychotomimetics, are a large and diverse class of psychoactive drugs that can produce altered states of consciousness characterized by major alterations in thought, mo ...

ic effects in humans. ''N''-Benzyltryptamine was first described in the

scientific literature Scientific literature encompasses a vast body of academic papers that spans various disciplines within the natural and social sciences. It primarily consists of academic papers that present original empirical research and theoretical ...

by Roger W. Brimblecombe and colleagues by at least 1964.

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 ...

s of ''N''-benzyltryptamine, such as

5-MeO-T-NBOMe 5-MeO-T-NBOMe, also known as 5MT-NBOMe or NBOMe-5-MeO-T, is a psychedelic of the tryptamine family related to the 25-NB (NBOMe) drugs. It has been sold online as a designer drug. Pharmacology 5-MeO-T-NBOMe is a serotonin 5-HT2 receptor agonist ...

, have subsequently been described as well.

References

External links

T-NB - Isomer Design
5-HT2A agonists 5-HT2C agonists Benzyl compounds N-Monoalkyltryptamines Serotonin receptor modulators {{Hallucinogen-stub

See also

References

External links