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SYNTHESIS OF SOME NOVEL QUINAZOLIN-4(3H)-ONES AS POTENT ANTIMICROBIAL AGENTS

Vanita Prajapati, Hansa Parikh, Vijayalakshmi Gudaparthi, Arun Parikh

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Abstract

Quinazolin-4(3H)-ones are the most important class of heterocyclic compounds. A number of substituted quinazolin-4(3H)-ones are known for their biological importance like antimicrobial, anti-inflammatory, analgesic etc. The present investigation comprises study on the synthesis and antimicrobial activity of some novel quinazolin-4(3H)-one derivatives. In the current investigation, anthranillic acid was condensed with acetic anhydride to give 2-methyl-3,1-benzoxazin-4-one which on reaction with paminoacetophenone produces 3-(4-acetophenyl)-2-methylquinazolin-4(3H)-one.This compound on further reaction with KCN, glacial acetic acid, ethanol and different substituted arylamines gave 2-substituted arylamino-2-(4-(2-methyl-4-oxoquinazolin3(4H)-yl)phenyl)propanenitriles. Later these compounds on reaction with 95% H 2 SO 4 afforded 2-substituted arylamino-2-(4-(2-methyl-4-oxoquinazolin-3(4H)-yl)phenyl) propanamides. The structure of these compounds have been established on the basis of their analytical and spectral data (IR, 1 HNMR & Mass). These compounds were tested for in-vitro antibacterial activity against B.cereus, S.aureus, E.coli, and antifungal activity against Candida albicans by standard methods. The synthesized compounds have shown moderate to good antibacterial as well as antifungal activity.

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What this paper is about

Quinazolin-4(3H)-ones are the most important class of heterocyclic compounds. A number of substituted quinazolin-4(3H)-ones are known for their biological importance like antimicrobial, anti-inflammatory, analgesic etc. The present investigation comprises study on the synthesis and antimicrobial activity of some novel quinazolin-4(3H)-one derivatives. In the current investigation, anthranillic acid was condensed with acetic anhydride to give 2-methyl-3,1-benzoxazin-4-one which on reaction with paminoacetophenone produces 3-(4-acetophenyl)-2-methylquinazolin-4(3H)-one.This compound on further reaction with KCN, glacial acetic acid, ethanol and different substituted arylamines gave 2-substituted arylamino-2-(4-(2-methyl-4-oxoquinazolin3(4H)-yl)phenyl)propanenitriles. Later these compounds on reaction with 95% H 2 SO 4 afforded 2-substituted arylamino-2-(4-(2-methyl-4-oxoquinazolin-3(4H)-yl)phenyl) propanamides. The structure of these compounds have been established on the basis of their analytical and spectral data (IR, 1 HNMR & Mass). These compounds were tested for in-vitro antibacterial activity against B.cereus, S.aureus, E.coli, and antifungal activity against Candida albicans by standard methods. The synthesized compounds have shown moderate to good antibacterial as well as antifungal activity.

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Available abstract

Quinazolin-4(3H)-ones are the most important class of heterocyclic compounds. A number of substituted quinazolin-4(3H)-ones are known for their biological importance like antimicrobial, anti-inflammatory, analgesic etc. The present investigation comprises study on the synthesis and antimicrobial activity of some novel quinazolin-4(3H)-one derivatives. In the current investigation, anthranillic acid was condensed with acetic anhydride to give 2-methyl-3,1-benzoxazin-4-one which on reaction with paminoacetophenone produces 3-(4-acetophenyl)-2-methylquinazolin-4(3H)-one.This compound on further reaction with KCN, glacial acetic acid, ethanol and different substituted arylamines gave 2-substituted arylamino-2-(4-(2-methyl-4-oxoquinazolin3(4H)-yl)phenyl)propanenitriles. Later these compounds on reaction with 95% H 2 SO 4 afforded 2-substituted arylamino-2-(4-(2-methyl-4-oxoquinazolin-3(4H)-yl)phenyl) propanamides. The structure of these compounds have been established on the basis of their analytical and spectral data (IR, 1 HNMR & Mass). These compounds were tested for in-vitro antibacterial activity against B.cereus, S.aureus, E.coli, and antifungal activity against Candida albicans by standard methods. The synthesized compounds have shown moderate to good antibacterial as well as antifungal activity.

Key concepts: Chemistry, Antimicrobial, Acetic acid, Acetic anhydride, Candida albicans, Antibacterial activity, Antifungal, Ethanol

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SYNTHESIS OF SOME NOVEL QUINAZOLIN-4(3H)-ONES AS POTENT ANTIMICROBIAL AGENTS — Research Paper | ScholarLens