Design, Synthesis and Fungicidal Activity of Novel 2‐aryl‐thiazole Derivatives Containing Saccharin Motif. Issue 42 (16th November 2020)

• Record Type: Journal Article
• Authors: Huang, Danling; Liao, Min; Zhang, Tianyuan; You, Shuyan; Zhou, Yun‐Feng; Cheng, Yong‐Xian
• Is Part Of: ChemistrySelect. Volume 5:Issue 42(2020)
• Page Start: 13179
• Page End: 13182
• Publication Date: 2020-11-16
• Subjects: Antifungal agents -- Molecular hybridization -- Saccharin -- Structure-activity relationship -- Thiazole; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.202003616
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A series of novel 2‐aryl‐thiazole derivatives containing saccharin were designed and synthesized by a facile method, and their structures were characterized by 1 H NMR, 13 C NMR and HMRS. Biological tests indicated that the parts of 2‐aryl‐thiazole derivatives possess potent fungicidal activities against Sclerotinia sclerotiorum, Botrytis cinerea, and Alternaria altanata . Especially, N ‐((2‐(4‐chlorophenyl)thiazol‐4‐yl)methyl)‐4‐(1, 1‐dioxido‐3‐oxobenzo[d]isothia‐zol‐2(3H)‐yl)butanamide (7 p ) displays inhibition rates of 49.2 % and 41.9 % at a concentration of 10 mg/L against S. sclerotiorum and B. cinerea respectively, while 2‐(1, 1‐dioxido‐3‐oxobenzo[d]isothiazol‐2(3H)‐yl)‐ N ‐((2‐(4‐methoxyphenyl)thiazol‐4‐yl)methyl)acetamide (7 f) shows an inhibition rate of 53.3 % at a concentration of 10 mg/L against A. altanata . Furthermore, the structure‐activity relationship was discussed. It suggested that the 2‐aryl‐thiazole group can be considered as a precursor structure for further design of fungicides. Abstract : A series of novel 2‐aryl‐thiazole derivatives containing saccharin fragment were designed and synthesized. Bioactivities assay of all tittle compounds were carried out. N‐((2‐(4‐chlorophenyl)thiazol‐4‐yl)methyl)‐4‐(1, 1‐dioxido‐3‐oxobenzo[d]isothia‐zol‐2(3H)‐yl)butanamide (7 p) displays satisfied fungicidal activity against S. sclerotiorum and B. cincerea . 2‐(1, 1‐dioxido‐3‐oxobenzo[d]isothiazol‐2(3H)‐yl)‐ N ‐((2‐(4‐methoxyphenyl)thiazol‐4‐yl)methyl)acetamide (7 f) displays satisfied fungicidal activity against A. altanata .