The reaction of quinolinic anhydride (2) with α-(or ɣ-) picoline yielded 6-(2-pyridinyl) cyclopentylbpyridine-5,7-dione (3) or 6-(4- pyridinyl) analogue 4 Compounds 3 and 4 were changed into the chloro derivatives 5 and 6 respectively by using mixture of phosphorus pentachloride and phosphorus oxychloride. The chloro compounds (5 and 6) underwent nucleophilic substitution condensed with different amines to produce compound 7 and 8 respectively. The hydrazino derivatives 7_i and 8_i respectively were with different aromatic aldehydes to produce 9 and 10 respectively.
Compounds  8_g and 10_f, which showed a significant antiinflammatory action compared to Indomethacine. Also compounds 8_h and 9_h were  active as anticoagulant as phenindione. Finally, 9_f, and 9_c. showed antimicrobial activity especially against Staphlococoue aureus and Escherichica coli.