NDLI: Design, synthesis, and pharmacological studies of some new Mannich bases and S-alkylated analogs of pyrazole integrated 1,3,4-oxadiazole

Content Provider	Springer Nature Link
Author	Viveka, Shivapura Shama, Prasanna Nagaraja, Gundibasappa Karikannar Deepa, Nagaraju Sreenivasa, Marikunte Yanjarappa
Copyright Year	2015
Abstract	A facile and convenient synthesis of Mannich bases 5a–f and S-alkylated derivatives 6a–f and 7a–f has been carried out from the key intermediate 5-(5-methyl-1-phenyl-1H-pyrazol-4-yl)-1,3,4-oxadiazole-2(3H)-thione (4). Intermediate 4 was obtained from one-pot reaction of ethyl acetoacetate, phenylhydrazine, and N,N-dimethylformamide dimethyl acetal (DMF-DMA) followed by reaction with hydrazine hydrate and carbon disulfide. The structure of the newly synthesized compounds was established on the basis of elemental analysis, infrared (IR), $^{1}$H nuclear magnetic resonance (NMR), $^{13}$C NMR, and mass spectroscopic data. All synthesized compounds were screened for in vivo antiinflammatory, in vivo analgesic, and in vitro antimicrobial activity. From the activity studies, it was concluded that, among all the derivatives, compounds 5c, 5e, 5f, 6c, 7b, and 7c showed potent antiinflammatory activity, whereas 5b, 5c, 5e, 5f, 6c, 6f, 7b, 7c, and 7e exhibited good analgesic activity. Compounds 6a, 6c, 7b, 7c, and 7d showed maximum activity against the bacterial strains. Efforts were also made to establish structure–activity relationships among the tested compounds.
Starting Page	2597
Ending Page	2617
Page Count	21
File Format	PDF
ISSN	09226168
Journal	Research on Chemical Intermediates
Volume Number	42
Issue Number	3
e-ISSN	15685675
Language	English
Publisher	Springer Netherlands
Publisher Date	2015-07-19
Publisher Place	Dordrecht
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Pyrazole Mannich bases S-alkylation Antimicrobial Antiinflammatory Analgesic activity Catalysis Physical Chemistry Inorganic Chemistry
Content Type	Text
Resource Type	Article
Subject	Chemistry

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