N-Methyltryptamine: Difference between revisions

Latest revision as of 12:09, 15 February 2025

N-Methyltryptamine[edit]

N-Methyltryptamine (NMT) is a naturally occurring tryptamine alkaloid. It is a derivative of tryptamine with a methyl group attached to the nitrogen atom of the indole ring. NMT is structurally related to the more well-known compound N,N-Dimethyltryptamine (DMT), differing by the presence of only one methyl group on the nitrogen atom.

Chemical Properties[edit]

N-Methyltryptamine is a member of the tryptamine family, which are compounds based on the indole structure with a side chain of an ethylamine group. The chemical formula of NMT is C11H14N2, and it has a molecular weight of 174.24 g/mol. The presence of the methyl group on the nitrogen atom makes it a secondary amine.

Occurrence[edit]

NMT is found in various plant species and is believed to be a trace alkaloid in some psychoactive plants. It is also present in the human body as a trace amine, although its physiological role is not well understood.

Pharmacology[edit]

The pharmacological properties of N-Methyltryptamine are not as well studied as those of its close relative, DMT. However, it is thought to interact with serotonin receptors in the brain, similar to other tryptamines. The psychoactive effects of NMT are not well documented, and it is not known to be used recreationally to the same extent as DMT.

Biosynthesis[edit]

In plants, NMT is synthesized from tryptophan through a series of enzymatic reactions. The initial step involves the decarboxylation of tryptophan to form tryptamine, which is then methylated to produce NMT. This process is similar to the biosynthesis of other tryptamine derivatives.

Related Compounds[edit]

N-Methyltryptamine is closely related to several other tryptamines, including:

These compounds share a common indole structure and are known for their psychoactive properties.

Related Pages[edit]

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-'''N-Methyltryptamine''' ('''NMT''') is a member of the [[tryptamine]] chemical class and a natural product which is biosynthesized in organisms as diverse as plants, fungi, and animals. It is a common component of human [[urine]] and has been found in trace amounts in the [[brain]] tissue of mammals.
+{{DISPLAYTITLE:N-Methyltryptamine}}
-==Chemistry==
+== N-Methyltryptamine ==
+[[File:NMT_structure.svg|thumb|right|Chemical structure of N-Methyltryptamine]]
+'''N-Methyltryptamine''' (NMT) is a naturally occurring [[tryptamine]] alkaloid. It is a derivative of [[tryptamine]] with a [[methyl group]] attached to the nitrogen atom of the [[indole]] ring. NMT is structurally related to the more well-known compound [[N,N-Dimethyltryptamine]] (DMT), differing by the presence of only one methyl group on the nitrogen atom.
-N-Methyltryptamine is a [[tryptamine]] derivative closely related to the neurotransmitter [[serotonin]] and the psychedelic [[Dimethyltryptamine|DMT]]. It is a mono-methylated tryptamine, structurally similar to other mono-methylated tryptamines such as [[bufotenin]] and [[5-MeO-DMT]].
+== Chemical Properties ==
+N-Methyltryptamine is a member of the [[tryptamine]] family, which are compounds based on the [[indole]] structure with a side chain of an [[ethylamine]] group. The chemical formula of NMT is C11H14N2, and it has a molecular weight of 174.24 g/mol. The presence of the methyl group on the nitrogen atom makes it a secondary amine.
-==Biosynthesis==
+== Occurrence ==
+NMT is found in various plant species and is believed to be a trace [[alkaloid]] in some [[psychoactive]] plants. It is also present in the human body as a trace [[amine]], although its physiological role is not well understood.
-N-Methyltryptamine is biosynthesized via the action of the enzyme [[tryptamine N-methyltransferase]] on [[tryptamine]]. This is the first step in the biosynthesis of [[dimethyltryptamine]] (DMT) in certain organisms.
+== Pharmacology ==
+The pharmacological properties of N-Methyltryptamine are not as well studied as those of its close relative, [[DMT]]. However, it is thought to interact with [[serotonin receptors]] in the brain, similar to other tryptamines. The psychoactive effects of NMT are not well documented, and it is not known to be used recreationally to the same extent as DMT.
-==Pharmacology==
+== Biosynthesis ==
+In plants, NMT is synthesized from [[tryptophan]] through a series of enzymatic reactions. The initial step involves the decarboxylation of tryptophan to form tryptamine, which is then methylated to produce NMT. This process is similar to the biosynthesis of other tryptamine derivatives.
-The pharmacology of N-methyltryptamine is not well studied. It is known to act as a non-selective [[serotonin receptor]] agonist, and also affects the levels of [[monoamine neurotransmitters]] by inhibiting [[monoamine oxidase]] (MAO) and promoting neurotransmitter release.
+== Related Compounds ==
+N-Methyltryptamine is closely related to several other tryptamines, including:
+* [[N,N-Dimethyltryptamine]] (DMT)
+* [[5-MeO-DMT]]
+* [[Bufotenin]]
-==See also==
+These compounds share a common indole structure and are known for their psychoactive properties.
+== See Also ==
 * [[Tryptamine]]
-* [[Dimethyltryptamine]]
+* [[Psychoactive plants]]
 * [[Serotonin]]
-* [[Monoamine neurotransmitters]]
-==References==
+== Related Pages ==
+* [[N,N-Dimethyltryptamine]]
+* [[Tryptophan]]
+* [[Indole]]
-<references />
+[[Category:Tryptamines]]
+[[Category:Alkaloids]]
-[[Category:Psychedelic tryptamines]]
+[[Category:Psychoactive drugs]]
-[[Category:Serotonin receptor agonists]]
-[[Category:Monoamine oxidase inhibitors]]
-[[Category:Neurotransmitter release promoters]]
-{{stub}}