Novel 3-alkyl-2-aryl-3H- naphth [1,2-d]imidazoles were synthesized and evaluated as antiinflammatory agents in the carrageenin-induced paw edema, cotton pellet induced granuloma, and adjuvant-induced polyarthritis assays in rats. The analgesic, antipyretic, and gastroulcerogenic effects were also tested. Structure-activity relationships are discussed. One of the compounds, 3-(1-methylethyl)-2-(4-methoxyphenyl)-3H- naphth [1,2-d]imidazole (35), was selected for clinical trials as a nonacidic antiinflammatory and analgesic agent.

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Die Darstellung der Amino‐propiophenone (I) wird beschrieben.

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Bei der Reaktion von p‐Fluorbenzoylpropionsäure (I) mit Formaldehyd und Alkali erhält man neben der Fluorbenzoylbutensäure (II) das Fluorbenzoyl‐furanon (III), welches zum Fluor‐indanon (IV) cyclisiert werden kann.