Synthesis of novel 3, 5-disubstituted-4,5-dihydroisoxazoles and 3,4,5-trisubstituted isoxazoles and their biological activity

1,3-Dipolar cycloaddition of nitrile oxide generated from substituted pyridinyloxy benzaldoximes with styrene or alpha,beta-unsaturated ketones produces a series of 3,5-disubstituted-4,5-dihydroisoxazoles and 3,4,5-trisubstituted isoxazoles. On the other hand. C-chlorooxime reacts with alpha,beta-un...

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Published inIndian journal of chemistry. Sect. B. Organic chemistry, including medicinal chemistry Vol. 50; no. 2; pp. 214 - 222
Main Authors Shailaja, M., Manjula, A., Rao, B. Vittal, Praseeda, B., Reddy, B. Madhava
Format Journal Article
LanguageEnglish
Published NEW DELHI Natl Inst Science Communication & Information Resources-Niscair 01.02.2011
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
3,5-DISUBSTITUTED ISOXAZOLES
1,3-Dipolar cycloaddition
ELECTROPHILIC CYCLIZATION
VALDECOXIB
ANALOGS
isoxazoles
chloramine-T
POTENT
dihydroisoxazoles
halopyridines
alpha,beta-unsaturated ketones
AGENTS
ANTAGONISTS
INHIBITOR
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Summary:1,3-Dipolar cycloaddition of nitrile oxide generated from substituted pyridinyloxy benzaldoximes with styrene or alpha,beta-unsaturated ketones produces a series of 3,5-disubstituted-4,5-dihydroisoxazoles and 3,4,5-trisubstituted isoxazoles. On the other hand. C-chlorooxime reacts with alpha,beta-unsaturated ketones yielding 3,4,5-trisubstituted isoxazoles. All the compounds are evaluated for their antimicrobial and antifungal activity and action on isolated frog heart. Aldoxime derivatives 2e. 2f have been found to show good inhibitiory activity where as compounds 4g, 4h show better inhibition of sodium calcium exchange ion on isolated frog heart studies.
ISSN:0376-4699
0019-5103