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.
The isonipecotinamide derivatives (II), (VIII) and (IX) (obtained similarly to (VIII)), which represent reverse amide derivatives of the potent analgetic fentanyl (III), are evaluated for analgetic activity.
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