Synthesis and biological activity of novel sulfone derivatives containing a [1, 2, 4]triazolo[4, 3-a]pyridine moiety. (3rd July 2017)

• Record Type: Journal Article
• Authors: Xu, Fang-Zhou; Wang, Yan-Yan; Zhu, Yun-Ying; Shao, Jia-Hui; Yu, Gang; Xue, Wei; Wu, Jian; Wu, Hui-Bing; Shi, Jun
• Is Part Of: Phosphorus, sulfur, and silicon and the related elements. Volume 192:Number 7(2017)
• Page Start: 850
• Page End: 855
• Publication Date: 2017-07-03
• Subjects: Sulfone -- [1, 2, 4]triazolo[4, 3-a]pyridine -- synthesis -- antifungal activity -- insecticidal activity; Sulfur compounds -- Periodicals; Organosulfur compounds -- Periodicals; Phosphorus compounds -- Periodicals; Organophosphorus compounds -- Periodicals; Silicon compounds -- Periodicals; Organosilicon compounds -- Periodicals; 546
• DOI: 10.1080/10426507.2017.1288626
• Languages: English
• ISSNs: 1042-6507

Abstract

GRAPHICAL ABSTRACT: ABSTRACT: A series of novel sulfone derivatives containing a [1, 2, 4]triazolo[4, 3-a]pyridine moiety was synthesized and characterized via 1 H NMR, 13 C NMR, IR, and elemental analyses. Bioassay results indicated some of the derivatives displayed good antifungal activities and insecticidal activity. The inhibition rates of 8-chloro-3-((2, 6-difluorobenzyl)sulfonyl)-[1, 2, 4]triazolo[4, 3-a]pyridine against Rhizotonia erealis and Helminthosporium maydis were 78.6% and 76.4% activities at 50 μg mL −1, respectively. And compound 8-chloro-3-(((6-chloropyridin-3-yl)methyl)sulfonyl)-[1, 2, 4]triazolo[4, 3-a]pyridine showed >95% mortality at 500 μg mL −1 and >65% mortality at 200 μg mL −1 against Plutella xylostella, respectively. As well as 8-chloro-3-(((6-chloropyridin-3-yl)methyl)sulfonyl)-[1, 2, 4]triazolo[4, 3-a]pyridine displayed >90% mortality at 500 μg mL −1 against Helicoverpa armigera. A preliminary structure activity relationship (SAR) is discussed.