Allylnorpethidine

Allylnorpethidine

Clinical data
Synonyms	Allylnorpethidine, WIN-7681
Identifiers
IUPAC name ethyl 4-phenyl-1-prop-2-enylpiperidine-4-carboxylate
CAS Number	2372-70-5
PubChem CID	16915
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C17H23NO2
Molar mass	273.37 g/mol

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

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Overview

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

Allylnorpethidine is an analogue of pethidine where the N-methyl group has been replaced by allyl.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 allylnorpethidine, as while it does partially reverse the respiratory depression produced by morphine it is actually an active analgesic and has no antagonistic properties when administered alone, so is instead a partial agonist.