Aryl Rings Are Part of the Darpone Pharmacophore

Abstract

In order to investigate structure‐activity relationships in the antiproliferative darpone series, the derivatives 8a and 8b lacking the aryl substituents in either 2‐ or 4‐position were synthesized and evaluated for cancer cell growth inhibition. Since both 8a and 8b were devoid of noteworthy antiproliferative activity, both aryl substituents can be considered as part of the darpone pharmacophore.

Synthesis, Cyclooxygenase Inhibition, Anti‐Inflammatory Evaluation, and Ulcerogenic Liability of New 1,3,5‐Triarylpyrazoline Derivatives Possessing a Methanesulfonyl Pharmacophore

“…The propen‐1‐one derivatives ( 11a–l ) were prepared via base catalyzed condensation of the appropriate aromatic aldehyde and the corresponding ketone in methanol using reported procedures . Cyclocondensation of the appropriate chalcone ( 11a–l ) with 4‐methanesulfonylphenylhydrazinehydrochloride ( 12 ) in aqueous ethanol afforded the respective triarylpyrazolines ( 13a–l ) as racemic mixtures in good yields (62–88%) (Scheme ).…”

“…All other reagents, purchased from the Acros Chemical Company, were used without further purification. The propen‐1‐one derivatives ( 11a–l ) and 4‐methanesulfonylphenylhydrazine hydrochloride ( 12 ) were prepared according to reported procedures.…”