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Synthesis, antibacterial and antifungal activity of pyrazolyl-quinazolin-4(3H)-one derivatives

Navin B. Patel, Jaymin C. Patel, Sarvil D. Patel, Gaman G. Barat

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Abstract

A series of pyrazolyl-quinazolin-4(3H)-ones 6a-m have been synthesized from 2-[2-(phenylamino)phenyl]acetic acid by using efficient methods. An acid chloride of 2-[2-(phenylamino)phenyl]acetic acid on cyclization reaction with 5-iodo anthranilic acid yielded benzoxazinone 2, which on condensation reaction with hydrazine hydrate afforded quinazolin-4(3H)-one 3. Acetylation of compound 3 and then condensation with aromatic aldehydes led to the formation of chalcones 5a-m which on subjected to reaction with phenyl hydrazine yielded the disired compounds 6a-m. All the synthesized componds have been characterized by elemental analyses, IR and NMR spectra data. The title compounds have been screened against bacterial as well as fungal microorganisms. The potency of these compounds was calculated and compared with standard drugs i.e. Penicillin-G and Fluconazole. Some of the compounds showed very good antimicrobial activity.

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A series of pyrazolyl-quinazolin-4(3H)-ones 6a-m have been synthesized from 2-[2-(phenylamino)phenyl]acetic acid by using efficient methods. An acid chloride of 2-[2-(phenylamino)phenyl]acetic acid on cyclization reaction with 5-iodo anthranilic acid yielded benzoxazinone 2, which on condensation reaction with hydrazine hydrate afforded quinazolin-4(3H)-one 3. Acetylation of compound 3 and then condensation with aromatic aldehydes led to the formation of chalcones 5a-m which on subjected to reaction with phenyl hydrazine yielded the disired compounds 6a-m. All the synthesized componds have been characterized by elemental analyses, IR and NMR spectra data. The title compounds have been screened against bacterial as well as fungal microorganisms. The potency of these compounds was calculated and compared with standard drugs i.e. Penicillin-G and Fluconazole. Some of the compounds showed very good antimicrobial activity.

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Available abstract

A series of pyrazolyl-quinazolin-4(3H)-ones 6a-m have been synthesized from 2-[2-(phenylamino)phenyl]acetic acid by using efficient methods. An acid chloride of 2-[2-(phenylamino)phenyl]acetic acid on cyclization reaction with 5-iodo anthranilic acid yielded benzoxazinone 2, which on condensation reaction with hydrazine hydrate afforded quinazolin-4(3H)-one 3. Acetylation of compound 3 and then condensation with aromatic aldehydes led to the formation of chalcones 5a-m which on subjected to reaction with phenyl hydrazine yielded the disired compounds 6a-m. All the synthesized componds have been characterized by elemental analyses, IR and NMR spectra data. The title compounds have been screened against bacterial as well as fungal microorganisms. The potency of these compounds was calculated and compared with standard drugs i.e. Penicillin-G and Fluconazole. Some of the compounds showed very good antimicrobial activity.

Key concepts: Antifungal, Chemistry, Combinatorial chemistry, Stereochemistry, Microbiology, Biology

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