NDLI: Application of novel precursors derived from carbazolo condensed azepinones to the direct single step synthesis of corresponding isoxazole and pyrazole annulated analogues of medicinal importance

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Oriental Pharmacy and Experimental Medicine : Volume 12, Issue 1, March 2012

Oriental Pharmacy and Experimental Medicine : Volume 11

Application of novel precursors derived from carbazolo condensed azepinones to the direct single step synthesis of corresponding isoxazole and pyrazole annulated analogues of medicinal importance

Content Provider	Springer Nature Link
Author	Agrawal, Meenakshi Jain, Sonika Agarwal, Anshu Dwivedi, Jaya Sharma, Swapnil Kishore, D.
Copyright Year	2012
Abstract	Exceedingly facile protocols based on the reactivity of corresponding oxoketenedithioacetal (4), 2-(dimethylaminomethylene) ketone (5), β-oxoenolether (6) and α, β-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$_{6}$H$_{5}$CHO 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.
Starting Page	141
Ending Page	150
Page Count	10
File Format	PDF
ISSN	15982386
Journal	Oriental Pharmacy and Experimental Medicine
Volume Number	12
Issue Number	2
e-ISSN	22111069
Language	English
Publisher	Springer Netherlands
Publisher Date	2012-03-07
Publisher Place	Dordrecht
Access Restriction	Subscribed
Subject Keyword	Friedel-Crafts acylations 3-amino-9-ethyl carbazole Ethyl ester of succinyl chloride Oxoketnedithioacetal 2-(dimethylaminomethylene) ketone Dimethyl formamide dimethyl acetal Oxoenolether Chalcone Isoxazole Pyrazole Pharmacy Biomedicine general
Content Type	Text
Resource Type	Article
Subject	Complementary and Alternative Medicine

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