Abstract
Five new pyrazole acetanilides were synthesized by N-alkylation of pyrazole and its derivatives with 4′-propionyl-2-iodoacetanilide. Compounds 1–5 were characterized by 1H NMR, 13C NMR, IR, UV–Vis, MS, and elemental analysis. X-ray structures of representative compounds 1, 3, and 5 established their conformations and solid-state hydrogen bonding preferences. Acute toxicity, local anesthetic, and antiarrhythmic activities were assessed for compounds 1–5 using established protocols. Lower potencies and lower acute toxicities were recorded relative to lidocaine. Enhanced anesthetic activity of compound 3 was attributed to the presence of the propionyl group in the molecule.
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