14-Cinnamoyloxycodeinone
14-Cinnamoyloxycodeinone is the most potent example in a series of opiate analgesic drugs discovered in the 1960s, with > ×100 times the potency of morphine.[1] It is a derivative of hydroxycodeinone, being the 14-cinnamate ester.[2] In another paper, Buckett assigns the potency as 177 with a range (depending on animal and test) of ×101 - ×310.[3] It may be of interest to researchers that the allyl group in this compound and in allylprodine overlay very closely.
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| Formula | C27H25NO5 |
| Molar mass | 443.499 g·mol−1 |
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See also
References
- Lien EJ, Tong GL, Srulevitch DB, Dias C (1978). "QSAR of narcotic analgetic agents" (PDF). NIDA Research Monograph. 1978 (22): 186–96. PMID 30907. Archived from the original (PDF) on 2011-10-15. Retrieved 2011-06-01.
- Buckett WR (November 1965). "Some pharmacological studies with 14-cinnamoyloxycodeinone". The Journal of Pharmacy and Pharmacology. 17 (11): 759–60. doi:10.1111/j.2042-7158.1965.tb07602.x. PMID 4379812. S2CID 40424914.
- Buckett WR (December 1964). "The relationship between analgesic activity, acute toxicity and chemical structure in esters of 14-hydroxycodeinone". The Journal of Pharmacy and Pharmacology. 16: SUPPL:68–71T. doi:10.1111/j.2042-7158.1964.tb07539.x. PMID 14265944. S2CID 23049905.
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