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1-Propyl-5-MeO-AMT, also known as 1-propyl-5-methoxy-α-methyltryptamine, 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 ...
,
α-alkyltryptamine Substituted tryptamines, or simply tryptamines, also known as serotonin analogues (i.e., 5-hydroxytryptamine analogues), are organic compounds which may be thought of as being derived from tryptamine itself. The molecular structures of all trypt ...
, and
5-methoxytryptamine 5-Methoxytryptamine (5-MT, 5-MeO-T, or 5-OMe-T), also known as serotonin methyl ether or ''O''-methylserotonin and as mexamine, is a tryptamine derivative closely related to the neurotransmitters serotonin and melatonin. It has been shown to oc ...
families. It is the 1-
propyl In organic chemistry, a propyl group is a three-carbon alkyl substituent with chemical formula for the linear form. This substituent form is obtained by removing one hydrogen atom attached to the terminal carbon of propane. A propyl 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 ...
of 5-methoxy-α-methyltryptamine (5-MeO-AMT). Whereas most tryptamines are highly non-selective in terms of binding to
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, 1-propyl-5-MeO-AMT shows
selectivity Selectivity may refer to: Psychology and behaviour * Choice, making a selection among options * Discrimination, the ability to recognize differences * Socioemotional selectivity theory, in social psychology Engineering * Selectivity (radio), a ...
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-HT2A receptor. Its affinities (Ki) for serotonin receptors were 12nM for the serotonin 5-HT2A receptor, 120nM for the serotonin 5-HT2C receptor, 5,000nM for the serotonin 5-HT1B receptor, 7,100nM for the serotonin 5-HT1A receptor, and >10,000nM for the serotonin 5-HT1D receptor, whereas other serotonin receptors were not reported. Its capacity and
potency Potency may refer to: * Potency (pharmacology), a measure of the activity of a drug in a biological system * Virility * Cell potency, a measure of the differentiation potential of stem cells * In homeopathic dilutions, potency is a measure of ho ...
in activating the serotonin receptors was also not reported. The drug was developed by
Richard Glennon Richard A. Glennon is an American medicinal chemist who studies psychedelics, stimulants, entactogens, and other psychoactive drugs. He has been an important pioneer of the use of animal drug discrimination tests in scientific research for studyi ...
and colleagues and was first described in 1990. At the time, it was described as the most 5-HT2A receptor-selective tryptamine known to date.


See also

*
1-Methyltryptamine 1-Methyltryptamine (1-methyl-T, 1-MT or 1-Me-T; code name PAL-637) is a serotonin receptor agonist and monoamine releasing agent of the substituted tryptamine, tryptamine family. It is the 1-methyl group, methyl chemical derivative, derivative of ...
* 1-Methylpsilocin (1-methyl-4-HO-DMT) *
Lespedamine Lespedamine, also known as 1-methoxy-''N'',''N''-dimethyltryptamine (1-methoxy-DMT or 1-MeO-DMT), is an indole alkaloid and substituted tryptamine present in the plant ''Lespedeza bicolor''. The alkaloid bears a close structural resemblance to the ...
(1-methoxy-DMT) * O-4310 (1-isopropyl-6-fluoro-4-HO-DMT) * MLD-41 (1-methyl-LSD) *
Methysergide Methysergide, sold under the brand names Deseril and Sansert, is a monoaminergic medication of the ergoline and lysergamide groups which is used in the prophylaxis and treatment of migraine and cluster headaches. It has been withdrawn from th ...
(1-methylmethylergometrine)


References


External links


1-Propyl-5-MeO-AMT - Isomer Design
{{DEFAULTSORT:Propyl-5-MeO-AMT, 1- 1-Alkyltryptamines Alpha-Alkyltryptamines 5-Methoxytryptamines Propyl compounds Serotonin receptor modulators