Buy N-Methyltryptamine (NMT) Cas 61-49-4

Buy N-Methyltryptamine (NMT) Cas 61-49-4

N-Methyltryptamine (NMT), also known as monomethyltryptamine, is a chemical compound of the tryptamine family and a naturally occurring compound found in the human body and certain plants.

It is biosynthesized in humans from tryptamine by certain N-methyltransferase enzymes, such as indolethylamine N-methyltransferase.^[4][5] It is a known component in human urine.^[6] NMT is an alkaloid derived from L-tryptophan that has been found in the bark, shoots and leaves of several plant genera, including Virola, Acacia, Mimosa, and Desmanthus—often together with the related compounds N,N-dimethyltryptamine (DMT) and 5-methoxy-N,N-dimethyltryptamine (5-MeO-DMT).^[7]

NMT acts as a serotonin receptor agonist and serotonin releasing agent^[8] and is said to produce hallucinogenic effects in humans.^[1][2][3]

Orally administered NMT appears to produce no psychoactive effects, likely as a result of extensive first-pass metabolism.^[9]

According to Roger W. Brimblecombe and colleagues, NMT is inactive in humans, with few details provided.^[10] On the other hand, according to reports given to Alexander Shulgin and by others, NMT is active via non-oral routes.^[1][2][3] It has been said to produce psychedelic effects at doses of 50 to 120 mg by smoking or vaporization, with a duration of seconds to minutes.^[1][2][3] Based on preliminary reports, NMT is reported to produce visuals, but its effects are described as primarily spatial in nature, among other effects.^[1][2][3]

NMT has also been reported to be orally active in combination with a monoamine oxidase inhibitor (MAOI).^[2][3]

NMT activities

Target	Affinity (Ki, nM)
5-HT1A	IA
5-HT2A	51 (EC50Tooltip half-maximal effective concentration) 96% (EmaxTooltip maximal efficacy)
SERT	22a (EC50)
NETTooltip Norepinephrine transporter	733a (EC50)
DATTooltip Dopamine transporter	321a (EC50)
Notes: The smaller the value, the more avidly the drug interacts with the site. Footnotes: a = Neurotransmitter release. Sources: [8]

NMT is known to act as a potent serotonin 5-HT_2A receptor full agonist.^[8] It has been reported to be inactive in activating the β-arrestin2 pathway of the receptor and hence appears to be a biased agonist of the serotonin 5-HT_2A receptor.^[8][11] The drug does not seem to be an agonist of the serotonin 5-HT_1A receptor.^[8]

In addition to its serotonin 5-HT_2A receptor agonism, NMT is a potent serotonin releasing agent.^[8] It also releases dopamine and norepinephrine much more weakly (14- and 33-fold less than for serotonin, respectively).^[8]

NMT has also been evaluated for binding affinity at the sigma σ₁ and sigma σ₂ receptors.^[12] It’s affinity towards both sigma receptors is intermediate between the unmethylated tryptamine and the fully dimethylated DMT.^[12]

NMT undergoes oxidative deamination by monoamine oxidase (MAO), particularly MAO-A, which preferentially metabolizes serotonin and tryptamine derivatives. The intermediate methylation state of NMT makes it a substrate for further N-methylation to DMT by amine N-methyltransferase (INMT).

The chemical synthesis of NMT has been described.^[1]

Analogues of NMT include N-ethyltryptamine (NET), methylethyltryptamine (MET), and dimethyltryptamine (DMT), among others.^[1]

NMT is naturally occurring in Acacia species like Acacia confusa (1.63%; Buchanan et al., 2007), Acacia obtusifolia (up to two-thirds of total alkaloid content), and Acacia simplicifolia (A. simplex; 1.44% in bark, 0.29% twigs; Pouet et al., 1976) and Desmanthus illinoensis (major component seasonally).

NMT was encountered as a novel designer drug by 2014.^[13]

NMT is not a controlled substance in Canada.^[14]

In the United States, NMT is considered a schedule 1 controlled substance as an positional isomer of α-methyltryptamine (AMT).^[15]