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WIN-7681



WIN-7681
Systematic (IUPAC) name
ethyl 4-phenyl-1-prop-2-enylpiperidine-4-carboxylate
Identifiers
CAS number 2372-70-5
ATC code  ?
PubChem 16915
Chemical data
Formula C17H23NO2 
Mol. mass 273.37 g/mol
Synonyms WIN-7681
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

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Legal status
Routes  ?

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

Additional recommended knowledge

WIN-7681 is an analogue of pethidine where the N-methyl group has been replaced by allyl.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, pp239. ISBN 0-306-42130-5. 
  3. ^ Stenlake JB (1979). Foundations of Molecular Pharmacology, pp152. ISBN 0-485-11171-3. (online version)
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "WIN-7681". A list of authors is available in Wikipedia.
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