5-MeO-NBnT
Pharmaceutical compound
From Wikipedia, the free encyclopedia
5-MeO-NBnT, also known as N-benzyl-5-methoxytryptamine or as 5-MeO-T-NB, is a serotonin receptor agonist of the tryptamine and 5-methoxytryptamine families related to 5-MeO-NMT.[1][2][3][4]
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| Other names | 5-MeO-T-NB; N-Benzyl-5-methoxytryptamine; 3-(2'-Benzylaminoethyl)-5-methoxyindol |
| Drug class | Non-selective serotonin receptor agonist; Serotonin 5-HT2A receptor agonist |
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| Formula | C18H20N2O |
| Molar mass | 280.371 g·mol−1 |
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Pharmacology
Pharmacodynamics
5-MeO-NBnT binds to the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors (Ki = 5.3–55 nM, 16.6 nM, and 95.5–370 nM, respectively).[2][4] It was assessed and found to be a potent partial agonist of the serotonin 5-HT2A receptor (EC50 = 20.4–100 nM; Emax = 30–63%) and full agonist of the serotonin 5-HT2C receptor (EC50 = 14.5 nM; Emax = 113%).[3][5][6][4] The drug was not evaluated in terms of effects in animals.[2][3][4]
Chemistry
Synthesis
The chemical synthesis of 5-MeO-NBnT has been described.[3]
Analogues
Analogues of 5-MeO-NBnT include N-benzyltryptamine (NBnT), 4-HO-NBnT, 5-MeO-NBOMeT, and 5-MeO-NB3OMeT, among others. It is also analogous to N-benzylphenethylamines, for instance 25-NB (NBOMe), 25B-NB (N-benzyl-2C-B), and 25I-NBOMe.
History
5-MeO-NBnT was first described in the scientific literature by Keijiro Takagi and colleagues by 1969.[1]