Exceedingly facile protocols based on the reactivity of corresponding oxoketenedithioacetal (4), 2-(dimethylaminomethylene) ketone (5), ${eta}$-oxoenolether (6) and ${alpha}$, ${eta}$-unsaturated ketone (7) resulted from 7-ethyl-3,4 dihydroazepino[3,2-b] carbazole-2,5 (1H,7H)-dione (3) on its reaction with base catalyzed condensation of (a) $CS_2+$ MeI (b) DMF-DMA (c) H-COOEt and (IV) $C_6H_5CHO$ respectively, has been explored to provide an easy access of their isoxazole and pyrazole annulated analogues (8-13) of medicinal interest. The key compound 3 from which, the synthesis proceeded was in turn realized on the reaction of commercial 3-amino-9-ethyl carbazole (1) with ethyl succinyl chloride, under the conditions of Friedel-Crafts acylation followed by cyclocondensation of the resulting intermediate 2 with PPA. Isoxazolo and pyrazolo annulated analogues of carbazolo condensed azepinone derivatives (8-13) were screened for their in-vitro antimicrobial potential against various bacterial and fungal species. Besides this pyrazole derivative (8) was also evaluated for its CNS depressant potential in mice using photoactometer.