Chemistry:14-Cinnamoyloxycodeinone

From HandWiki
Short description: Opioid analgesic drug
14-Cinnamoyloxycodeinone
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC27H25NO5
Molar mass443.499 g·mol−1
3D model (JSmol)
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14-Cinnamoyloxycodeinone is the most potent example in a series of opiate analgesic drugs discovered in the 1960s, with over 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

References

  1. ↑ "QSAR of narcotic analgetic agents". NIDA Research Monograph 1978 (22): 186–96. 1978. PMID 30907. http://archives.drugabuse.gov/pdf/monographs/22.pdf. Retrieved 2011-06-01. 
  2. ↑ "Some pharmacological studies with 14-cinnamoyloxycodeinone". The Journal of Pharmacy and Pharmacology 17 (11): 759–60. November 1965. doi:10.1111/j.2042-7158.1965.tb07602.x. PMID 4379812. 
  3. ↑ "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. December 1964. doi:10.1111/j.2042-7158.1964.tb07539.x. PMID 14265944.