2,3,4,5-Tetrahydro-1,5-methano-1H-3-benzazepine

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2,3,4,5-tetrahydro-1,5-methano-1H-3-benzazepine
Legal status
Legal status
  • In general: uncontrolled
Identifiers
  • 2,3,4,5-tetrahydro-1,5-methano-1H-3-benzazepine
JSmol)
  • c13ccccc3C2CC1CNC2
  • InChI=1S/C11H13N/c1-2-4-11-9-5-8(6-12-7-9)10(11)3-1/h1-4,8-9,12H,5-7H2 checkY
  • Key:COMHUAMOJSTCMM-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

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