Abstract

Objective: The present study aims to synthesis and evaluation of antimicrobial activity of quinazolinone derivatives.
 Methods: Methyl anthranilate react with acetyl chloride in ethanol gives methyl-2 acetamido benzoate (1) which on reaction with hydrazine hydrate gives 3-amino-2 methyl 4-(3H)-quinazolinone.(2) The amino group of synthesized quinazolinone with substituted acid chloride which gives 3-Chloroacetyl amino-2-methyl-4-quinazolinone (3) which on condensation with various primary amines gives 2-(2-methyl-4-oxo-4H-quinazoline-3yl-amino)-N-substituted acetamide (4a-4j).
 Results: The reaction sequence involves microwave-induced preparation of methyl-2 acetamido benzoate (1) from reaction of Methyl anthranilate react with acetyl chloride in ethanol. Further reaction with hydrazine hydrate gives 3-amino-2 methyl 4-(3H)-quinazolinone. (2) The amino group of synthesized quinazolinone with substituted acid chloride which gives 3-Chloroacetyl amino-2-methyl-4-quinazolinone (3) which on condensation with various primary amines gives 2-(2-methyl-4-oxo-4H-quinazoline-3yl-amino)-N-substituted acetamide (4a-4j).
 Which were characterized by IR and 1HNMR spectral data.
 Conclusion: All the synthesized compounds were screened for antimicrobial activity by Broth dilution method. Most of the derivatives showed good antimicrobial activity against Gram-Positive and Gram-negative bacteria.

Highlights

  • Quinazolinone is a heterocyclic aromatic organic compound

  • All the synthesized compounds were screened for antimicrobial activity by Broth dilution method

  • Quinazolinone derivatives were reported to possess analgesic and antiinflammatory activity [1], antimicrobial [2, 3], anticancer [4], anticonvulsant [5], antiviral [6], antioxidant [7], antihypertensive [8], anti-tubercular [9], anthelmintic [10], proton pump inhibitor activity [11]. In this present study Quinazolinone derivatives of Schiff bases containing various primary amine have been synthesized. These synthesized compounds were screened for antibacterial activity by broth dilution method

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Summary

Introduction

Quinazolinone is a heterocyclic aromatic organic compound It is an important pharmacophore and a privileged structure in medicinal chemistry. Quinazolinone derivatives were reported to possess analgesic and antiinflammatory activity [1], antimicrobial [2, 3], anticancer [4], anticonvulsant [5], antiviral [6], antioxidant [7], antihypertensive [8], anti-tubercular [9], anthelmintic [10], proton pump inhibitor activity [11] In this present study Quinazolinone derivatives of Schiff bases containing various primary amine have been synthesized. These synthesized compounds were screened for antibacterial activity by broth dilution method

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