Chemistry:2,3,4,5-Tetrahydro-1,5-methano-1H-3-benzazepine
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| Formula | C11H13N |
| Molar mass | 159.232 g·mol−1 |
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2,3,4,5-Tetrahydro-1,5-methano-1H-3-benzazepine is a drug originally researched as a potential opioid analgesic, but was found to be inactive in this assay, and relatively toxic to mice.[1] Subsequently it was found to possess activity as an agonist at nicotinic acetylcholine receptors during the course of work that ultimately led to the discovery of the anti-smoking drug varenicline.[2][3]
More recently this chemical compound is claimed to have been sold as a designer drug under the name A3A,[citation needed] but since the anecdotally reported effects of the product sold under this name do not seem to bear any resemblance to the known pharmacology of genuine 2,3,4,5-tetrahydro-1,5-methano-1H-3-benzazepine, it seems unlikely that this is actually the compound being sold.
See also
References
- ↑ "Synthesis and pharmacological activity of 2,3,4,5,-tetrahydro-1,5-methano-1H-3-benzazepines". Journal of Medicinal Chemistry 22 (4): 455–457. April 1979. doi:10.1021/jm00190a020. PMID 430484.
- ↑ "Synthesis of 2,3,4,5-Tetrahydro-1,5-methano-1H-3-benzazepine via Oxidative Cleavage and Reductive Amination Strategies". Synthesis 2004 (11): 1755–1758. 2004. doi:10.1055/s-2004-829135.
- ↑ "Varenicline: an alpha4beta2 nicotinic receptor partial agonist for smoking cessation". Journal of Medicinal Chemistry 48 (10): 3474–3477. May 2005. doi:10.1021/jm050069n. PMID 15887955.
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