Fentanyl azepane explained

Fentanyl azepane (Fentanyl azepane homologue) is an opioid derivative which is a homologue of fentanyl, where the central piperidine ring has been expanded to an azepane ring. It is many times less potent than fentanyl itself, being only slightly stronger than morphine, but is still more potent than the ring-contracted pyrrolidine derivative, as well as other related compounds such as benzylfentanyl and ethoheptazine. The β-hydroxy derivative is slightly more potent again, as with betahydroxyfentanyl.^{[1] [2] [3]}

See also

• 3-Methylfentanyl
• Fentanyl tropane
• Homofentanyl
• Secofentanyl
• Proheptazine
• List of fentanyl analogues

Notes and References

1. Finney ZG, Riley TN . 4-Anilidopiperidine analgesics. 3. 1-Substituted 4-(propananilido)perhydroazepines as ring-expanded analogues . Journal of Medicinal Chemistry . 23 . 8 . 895–9 . August 1980 . 7190616 . 10.1021/jm00182a016 .
2. Deruiter J, Andurkar S, Riley TN, Walters DE, Noggle Jr FT . Investigation of the synthesis and analgesic activity of 1-substituted 4-(propananilido) perhydroazepines. . Journal of Heterocyclic Chemistry . 1992 . 29 . 4 . 779–786 . 10.1002/jhet.5570290417.
3. Vardanyan RS, Hruby VJ . Fentanyl-related compounds and derivatives: current status and future prospects for pharmaceutical applications . Future Medicinal Chemistry . 6 . 4 . 385–412 . March 2014 . 24635521 . 4137794 . 10.4155/fmc.13.215 .