CasNo: 61-54-1
Molecular Formula: C10H12N2
Appearance: White to orange crystalline powder
Description |
2-(1H-indol-3-yl)ethanamine, commonly known as tryptamine, is a monoamine alkaloid with a structure derived from the amino acid tryptophan. |
Synthesis |
2-(1H-indol-3-yl)ethanamine can be synthesized by the decarboxylation of the amino acid tryptophan. |
Natural Sources |
2-(1H-indol-3-yl)ethanamine is found in various living organisms, including fungi, plants, Amphibia, animals, and microbes. |
Biosynthesis |
In plants, 2-(1H-indol-3-yl)ethanamine plays a role in a biosynthetic pathway leading to the plant hormone indole-3-acetic acid. |
Neurotransmitter and Neuromodulator |
2-(1H-indol-3-yl)ethanamine is present in small amounts in the mammalian brain, where it acts as a modulator or neurotransmitter. It is involved in the release of serotonin agents and enhances serotonergic activity. |
Psychedelic Properties |
2-(1H-indol-3-yl)ethanamine is known for its psychedelic effects, and it is associated with alterations in cognition, sleep, temperature regulation, memory, and behavior. |
Mammalian Brain |
The compound is naturally found in the mammalian brain in trace amounts. |
Traditional Use |
Indigenous Amazonian tribes have traditionally used tryptamine-containing brews for therapeutic purposes, addressing physical maladies and substance abuse disorders. |
2-(1H-indol-3-yl)ethanamine synthesized by decarboxylation of l-tryptophan occurs as an endogenous constituent of mammalian brain albeit at very low concentrations (low ng/g range). It is primarily metabolized by oxidative deamination by MAO and possesses an extremely rapid turnover and half-life.
A series of N-skatyltryptamines was synt...
We previously identified a spiro [piperi...
Most of the previous syntheses of the ma...
naproxen
Trp
tryptamine
quinolin-4-ol
Conditions | Yield |
---|---|
With Saccharomyces cerevisiae wild type strain V328; for 0.333333h; UV-irradiation;
|
methylene blue
Trp
tryptamine
quinolin-4-ol
2-amino-4-(2-formamidophenyl)-4-oxo-butanoic acid
Kynurenine
Conditions | Yield |
---|---|
With Saccharomyces cerevisiae wild type strain V328; for 0.333333h; UV-irradiation;
|
indole-3-acetonitrile
3-(2-bromoethyl)-1H-indole
3-indolylacetamide
3-[(E)-2-nitroeth-1-enyl]-1H-indole
N-[2-(3-indolyl)ethyl]nicotinamide
15,16,17,18,19,20-hexahydroyohimban-21-one
9H-benzo[c]indolo[3,2,1-ij][1,5]naphthyridin-9-one
N-phthalimidotryptamine