Chemistry:Ciprefadol
From HandWiki
Short description: Opioid analgesic drug
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| Formula | C19H27NO |
| Molar mass | 285.431 g·mol−1 |
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Ciprefadol is an opioid analgesic that is an isoquinoline derivative most closely related to cyclazocine and picenadol,[1] with a number of other related compounds known.[2][3][4][5] Ciprefadol is a mixed agonist–antagonist at μ-opioid receptors and can partly block the effects of morphine at low doses, though at higher doses it acts more like a full agonist. It is also a potent κ-opioid agonist, unlike the corresponding N-methyl and N-phenethyl derivatives which are reasonably μ-selective agonists.[6]
References
- ↑ Dennis M. Zimmerman et al. N-cycloalkylmethyl decahydroisoquinolines. US Patent 4001248, Jun 7, 1974
- ↑ David R. Brittelli et al. 4a-Aryl-trans-decahydroisoquinolines. US Patent 4419517, Apr 8, 1975
- ↑ Henry Rapoport et al. Synthesis of 4A-aryl-decahydroisoquinolines. US Patent 4189583, Apr 26, 1978
- ↑ "Synthesis, antinociceptive activity, and opioid receptor profiles of substituted trans-3-(decahydro- and octahydro-4a-isoquinolinyl)phenols". Journal of Medicinal Chemistry 35 (1): 48–56. January 1992. doi:10.1021/jm00079a005. PMID 1310115.
- ↑ "N-substituted cis-4a-(3-hydroxyphenyl)-8a-methyloctahydroisoquinolines are opioid receptor pure antagonists". Journal of Medicinal Chemistry 48 (26): 8182–93. December 2005. doi:10.1021/jm058261c. PMID 16366600.
- ↑ "Synthesis and analgesic properties of N-substituted trans-4a-aryldecahydroisoquinolines". Journal of Medicinal Chemistry 31 (3): 555–60. March 1988. doi:10.1021/jm00398a011. PMID 2831363.
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