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Synthesis and x‐ray crystal structures of isonipecotinamide derivatives as reverse amide analogues of fentanyl
Author(s) -
Borne Ronald F.,
Gatchell Catherine L.,
Klein Cheryl L.,
Harris John,
Ellis Portia
Publication year - 1990
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.5570270251
Subject(s) - chemistry , amide , fentanyl , combinatorial chemistry , stereochemistry , organic chemistry , pharmacology , medicine
Several isonipecotinamide derivatives which represent reverse amide derivatives of the potent analgetic agent fentanyl were prepared and evaluated for analgetic activity. The synthetic approaches utilized and stereochemical assignments are discussed. The most potent compound, 3 , displayed much weaker analgetic activity than fentanyl itself.