Synthesis, X‐ray crystal structure determination and antiinflammatory activity of the regioisomers: 5‐phenyl‐6‐(4‐pyridyl)‐2,3‐dihydroimidazo[2,1‐<i>b</i>]thiazole and 6‐phenyl‐5‐(4‐pyridyl)‐2,3‐dihydroimidazo[2,1‐<i>b</i>]thiazole. A structural reassignment

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<jats:title>Abstract</jats:title><jats:p>A regiospecific synthesis of 6‐phenyl‐5‐(4‐pyridyl)‐2,3‐dihydroimidazo[2,1‐<jats:italic>b</jats:italic>]thiazole (<jats:bold>2</jats:bold>) was accomplished by treatment of 6‐phenyl‐2,3‐dihydroimidazo[2,1‐<jats:italic>b</jats:italic>]thiazole (<jats:bold>10</jats:bold>) with the reactive complex of pyridine and ethyl chloroformate followed by oxidation with chromium(VI) oxide. Reaction of 4‐phenyl‐5‐(4‐pyridyl)imidazole‐2‐thione (<jats:bold>12</jats:bold>) with 1,2‐dibromoethane in the presence of base also gave <jats:bold>2</jats:bold> together with its regioisomer <jats:bold>3</jats:bold>. The structures of <jats:bold>2</jats:bold> and <jats:bold>3</jats:bold> were confirmed by X‐ray crystallography. Evaluation, on oral administration, in a one hour arachidonic acid‐induced mouse ear inflammation assay, showed the inhibition of edema by <jats:bold>2</jats:bold> (48%) and <jats:bold>3</jats:bold> (34%) to be less than that of the 6‐(4‐fluorophenyl) analog <jats:bold>1</jats:bold> (SK&/F 86002) (69%), a known antiinflammatory agent.</jats:p>

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