14-Cinnamoyloxycodeinone
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Systematic (IUPAC) name | |
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7,8-didehydro-4,5α-epoxy-14-cinnamoyl-3-methoxy-17-methylmorphinan-6-one
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Identifiers | |
CAS Number | 751-01-9 |
PubChem | CID: 6438241 |
ChemSpider | 4942728 |
Chemical data | |
Formula | C27H25NO5 |
Molecular mass | 443.490 g/mol |
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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.
See also
- 14-Phenylpropoxymetopon
- 7-PET
- N-Phenethylnormorphine
- N-Phenethyl-14-ethoxymetopon
- Phenomorphan
- RAM-378
- Ro4-1539
References
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- ↑ 'The relationship between analgesic activity, acute toxicity and chemical structure in esters of 14-hydroxycodeinone' W.R.Buckett J. Pharm. Pharmacol., 1964, 16, Suppl., 68T-71T
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