SYNTHESIS OF OXIME ETHER DERIVATIVES OF BETA-ARYLPROPIOPHENONES AND 2-P-METHOXYBENZYLINDAN-1-ONE AS POTENTIAL ANTIINFLAMMATORY AND ANTIULCER AGENTS

Condensation of the epoxypropyl ethers 7-9 and 29, obtained by epoxypr opylation of beta-arylpropiophenone oximes (4-6) and p-methoxybenzylin danone oxime (28), with sodium azide or amines furnishes 3-azido or am ino-2-hydroxypropyl ethers (10-22 and 30-32). Treatment of the oxime 8 with sodium methoxide gives 3-methoxy-2-hydroxypropyl ether (26). Alk ylation of 4, 5 and 28 with pyrrolidinoethyl/phenylpiperazinylpropyl c hlorides affords the corresponding omega-aminoalkyloximino derivatives (13-25, 33 and 34). Amongst the compounds tested, 30 and 31 show 80% and 50% antiulcer activity respectively at 10 mg/kg dose and compounds 13-16 and 21 exhibit antiinflammatory activity in rats against the ca rrageenin-induced oedema.