Synthesis of the metabolites of oxapadol, a new non‐narcotic analgesic agent | Zendy

Guerret Patrick | Zendy; Ancher JeanFrançois | Zendy; Langlois Michel | Zendy

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Synthesis of the metabolites of oxapadol, a new non‐narcotic analgesic agent

Author(s) -

Guerret Patrick,

Ancher JeanFrançois,

Langlois Michel

Publication year - 1983

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570200618

Subject(s) - chemistry , dioxolane , moiety , hydrolysis , hydroxymethyl , analgesic , organic chemistry , glycerol , carboxylic acid , narcotic antagonists , medicinal chemistry , biochemistry , pharmacology , medicine , (+) naloxone , receptor , opioid

Different metabolites (2‐7) of oxapadol 1 were carried out from 3 by known methods. Their acidic hydrolysis provided compounds 4 in which the dioxolane moiety was opened. The reaction of glycerol with compounds 3 gave the dioxolane derivatives 5 which have a hydroxymethyl group and which (R = H) gave by oxidation the carboxylic acid 7. From 3 (R = H), the hydroxy acid 6 has been also prepared.

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