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. 2016 Nov 20;41(4):171-174.
doi: 10.1584/jpestics.D16-053.

Synthesis and biological activity of arylsulfonamide derivatives containing 2-arylamino-4(3 H)-quinazolinone

Zhigang Zeng  1   2 , Tao Gao  1   2 , Yan Li  1   2 , Xiang Wang  3 , Xuhong Yang  1   2 , Minghu Wu  1   2
Affiliations

Synthesis and biological activity of arylsulfonamide derivatives containing 2-arylamino-4(3 H)-quinazolinone

Zhigang Zeng et al. J Pestic Sci. .

Abstract

Twenty arylsulfonamide derivatives containing 2-arylamino-4(3H)-quinazolinone were synthesized and evaluated for their bioactivities. 4-Fluoro-N-(2-(4-oxo-2-(4-(trifluoromethoxy)phenyl)amino)quinazolin-3(4H)-yl)ethyl benzenesulfonamide, showed excellent activity both against Ralstonia solanacearum and Gibberella zeae with the inhibition rates of 100% (200 mg/L) and 95% (100 mg/L), and 69% (50 mg/L), respectively, exceeding that of the assigned commercial bactericide (thiodiazole-copper) and fungicide (hymexazol). The preliminary structure activity relationships (SAR) showed that both benzene rings of arylamino and arylsulfonamido moieties containing electron-withdrawing substitutes may be preferable for improving the bioactivity of target compounds.

Keywords: 2-arylamino-4(3H)-quinazolinone; antibacterial activity; antifungal activity; sulfonamides; synthesis.

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Figures

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Scheme 1. Synthetic route of the intermediates (1a–1d).
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Scheme 2. Synthetic procedure for synthesis of the target compounds (3a–3t).
See this image and copyright information in PMC

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