8-Carboxamidocyclazocine
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Formula | C19H26N2O |
Molar mass | 298.430 g·mol−1 |
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8-Carboxamidocyclazocine (8-CAC) is an opioid analgesic drug related to cyclazocine, discovered by medicinal chemist Mark P. Wentland and co-workers in Cogswell Laboratory at Rensselaer Polytechnic Institute.[1] Similarly to cyclazocine, 8-CAC acts as an agonist at both the
See also
- Tianeptine – an atypical, selective
μ -opioid receptor (MOR) full-agonist licensed for major depression since 1989. - Samidorphan – an opioid preferring the MOR, which is under development for major depression.
References
- ^ US Patent 6784187 8-carboxamido-2,6-methano-3-benzazocines
- ^ Wentland MP, Lou R, Ye Y, Cohen DJ, Richardson GP, Bidlack JM (March 2001). "8-Carboxamidocyclazocine analogues: redefining the structure-activity relationships of 2,6-methano-3-benzazocines". Bioorganic & Medicinal Chemistry Letters. 11 (5): 623–6. doi:10.1016/S0960-894X(01)00014-2. PMID 11266156.
- ^ Bidlack JM, Cohen DJ, McLaughlin JP, Lou R, Ye Y, Wentland MP (July 2002). "8-Carboxamidocyclazocine: a long-acting, novel benzomorphan". The Journal of Pharmacology and Experimental Therapeutics. 302 (1): 374–80. doi:10.1124/jpet.302.1.374. PMID 12065740. S2CID 15864569.
- ^ Stevenson GW, Wentland MP, Bidlack JM, Mello NK, Negus SS (December 2004). "Effects of the mixed-action kappa/mu opioid agonist 8-carboxamidocyclazocine on cocaine- and food-maintained responding in rhesus monkeys". European Journal of Pharmacology. 506 (2): 133–41. doi:10.1016/j.ejphar.2004.10.051. PMID 15588733.
- ^ Wentland MP, VanAlstine M, Kucejko R, Lou R, Cohen DJ, Parkhill AL, Bidlack JM (September 2006). "Redefining the structure-activity relationships of 2,6-methano-3-benzazocines. 4. Opioid receptor binding properties of 8-[N-(4'-phenyl)-phenethyl)carboxamido] analogues of cyclazocine and ethylketocycalzocine". Journal of Medicinal Chemistry. 49 (18): 5635–9. doi:10.1021/jm060278n. PMID 16942039.
- ^ VanAlstine MA, Wentland MP, Cohen DJ, Bidlack JM (December 2007). "Redefining the structure-activity relationships of 2,6-methano-3-benzazocines. 5. Opioid receptor binding properties of N-((4'-phenyl)-phenethyl) analogues of 8-CAC". Bioorganic & Medicinal Chemistry Letters. 17 (23): 6516–20. doi:10.1016/j.bmcl.2007.09.082. PMC 2137165. PMID 17935988.
- ^ Wentland MP, Sun X, Cohen DJ, Bidlack JM (May 2008). "Redefining the structure-activity relationships of 2,6-methano-3-benzazocines. Part 6: Opioid receptor binding properties of cyclic variants of 8-carboxamidocyclazocine". Bioorganic & Medicinal Chemistry. 16 (10): 5653–64. doi:10.1016/j.bmc.2008.03.066. PMC 2441872. PMID 18417347.
- ^ Wentland MP, Lu Q, Ganorkar R, Zhang SZ, Jo S, Cohen DJ, Bidlack JM (January 2009). "Redefining the structure-activity relationships of 2,6-methano-3-benzazocines. Part 7: syntheses and opioid receptor properties of cyclic variants of cyclazocine". Bioorganic & Medicinal Chemistry Letters. 19 (2): 365–8. doi:10.1016/j.bmcl.2008.11.076. PMID 19091564.
- ^ Wentland MP, Lou R, Lu Q, Bu Y, Denhardt C, Jin J, et al. (April 2009). "Syntheses of novel high affinity ligands for opioid receptors". Bioorganic & Medicinal Chemistry Letters. 19 (8): 2289–94. doi:10.1016/j.bmcl.2009.02.078. PMC 2791460. PMID 19282177.
- ^ Prisinzano TE, Tidgewell K, Harding WW (October 2005). "Kappa opioids as potential treatments for stimulant dependence". The AAPS Journal. 7 (3): E592-9. doi:10.1208/aapsj070361. PMC 2751263. PMID 16353938.
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- Synthetic opioids
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