WIN-7681

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WIN-7681
WIN-7681.svg
Clinical data
SynonymsWIN-7681
Identifiers
CAS Number
PubChem CID
E number{{#property:P628}}
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Chemical and physical data
FormulaC17H23NO2
Molar mass273.37 g/mol

WIN-7681 (Allylnorpethidine) is a 4-phenylpiperidine derivative that is related to the opioid analgesic drug pethidine (meperidine).

WIN-7681 is an analogue of pethidine where the N-methyl group has been replaced by allyl. In many other opioid derivatives, placing an allyl substituent on the nitrogen instead of a methyl will reverse the normal opioid effects, to produce μ-opioid antagonists which among other things reverse the respiratory depression caused by opioid agonists such as morphine. This is not true with WIN-7681, as while it does partially reverse the respiratory depression produced by morphine[1] it is actually an active analgesic and has no antagonistic properties[2][3] when administered alone, so is instead a partial agonist.


References

  1. Costa PJ, Bonnycastle DD. The Effect of Levallorphan Tartrate, Nalorphine HCl, and WIN 7681 (1-allyl-4-phenyl-4-carboethoxypiperidine) on Respiratory Depression and Analgesia Induced by some active Analgetics. Journal of Pharmacology and Experimental Therapeutics. 1955; 113(3):310-318.
  2. Casy AF, Parfitt RT (1986). Opioid Analgesics: Chemistry and Receptors. pp. pp239. ISBN 0-306-42130-5.
  3. Stenlake JB (1979). Foundations of Molecular Pharmacology. pp. pp152. ISBN 0-485-11171-3.(online version)

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