Buy 5-MeO-NMT Cas 2009-03-2
Buy 5-MeO-NMT Cas 2009-03-2
5-MeO-NMT, also known as 5-methoxy-N-methyltryptamine, is an tryptamine alkaloid, being the 5-methoxy analogue of N-methyltryptamine (NMT). It was first isolated from Phalaris arundinacea (reed canary grass) and also occurs in other species such as Virola species and Bufo alvarius skin.[1][2] The compound has been synthesized by Alexander Shulgin and reported in his book TiHKAL (Tryptamines I Have Known and Loved).[1]
Use and effects
Alexander Shulgin included 5-MeO-NMT as an entry in his book TiHKAL (Tryptamines I Have Known and Loved).[1] However, he does not appear to have tested it and states that the dose and duration of the compound are unknown.[1] In any case, Shulgin stated that it would be expected to be rapidly metabolized by monoamine oxidase and that it would likely only be active parenterally.[1]
Pharmacology
Pharmacodynamics
| Target | Affinity (Ki, nM) |
|---|---|
| 5-HT1A | 7.9 (Ki) 1.1–220 (EC50Tooltip half-maximal effective concentration) 72–111% (EmaxTooltip maximal efficacy) |
| 5-HT1B | 23 |
| 5-HT1D | 3 |
| 5-HT1E | 212 |
| 5-HT2A | 79 (Ki) 3.8–6.4 (EC50) 84–113% (Emax) |
| 5-HT2B | 11 (Ki) 8.8–12 (EC50) 94% (Emax) |
| 5-HT2C | 116 (Ki) 1.2–13 (EC50) 104% (Emax) |
| 5-HT3 | IA |
| 5-HT5A | 60 |
| 5-HT6 | 25 |
| 5-HT7 | 7 |
| α2A | 1,543 |
| D4 | 885 |
| SERT | 1,114a (EC50) |
| NETTooltip Norepinephrine transporter | >10,000a (EC50) |
| DATTooltip Dopamine transporter | >10,000a (EC50) |
| Notes: The smaller the value, the more avidly the drug interacts with the site. Footnotes: a = Neurotransmitter release. Sources: [3][4] | |
5-MeO-NMT is a potent agonist of the serotonin 5-HT1A, 5-HT2A, 5-HT2B, and 5-HT2C receptors.[4] It is a full agonist or near-full agonist of all of these receptors except for the serotonin 5-HT1A receptor, where it is a partial agonist.[4] It additionally displays a high affinity for multiple other serotonin receptors.[4] The drug is also a very weak serotonin releasing agent and has sub micromolar affinity for dopamine D4 receptor.[3][4]
There is conflicting data on its effects in mammals. In a study in 1964, Taborsky and McIsaac found 5-methoxy-NMT to have a ‘moderately disruptive effect on conditioned behavior’ in rats.[5] Another study found it does not produce the head-twitch response, a behavioral proxy of psychedelic effects, in rodents, and in some cases even reduced total HTRs.[4] On the other hand, it does induce serotonin 5-HT1A receptor-mediated hypothermia and hypolocomotion.[4] Earlier reports had stated that 5-MeO-NMT and its N-demethylated analogue 5-methoxytryptamine were inactive, but this proved not to be the case.[6]
Chemistry
Synthesis
The chemical synthesis of 5-MeO-NMT has been described.[1]
Analogues
Notable analogues of 5-MeO-NMT include NMT, 5-MeO-NET, 5-MeO-NiPT, norpsilocin (4-HO-NMT), baeocystin (4-PO-NMT), 4-HO-NALT, and 5-MeO-NBpBrT, among others.[4][3][1] 5-MeO-NMT is the N-monodemethylated analogue of 5-MeO-DMT.[1]
Society and culture
Legal status
United States
In the United States, this substance is a Schedule 1 analogue of bufotenin.[citation needed]
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