Design, synthesis and structure–activity relationship of novel diphenylamine derivatives. Issue 3 (1st February 2016)

• Record Type: Journal Article
• Authors: Li, Huichao; Guan, Aiying; Huang, Guang; Liu, Chang-Ling; Li, Zhinian; Xie, Yong; Lan, Jie
• Is Part Of: Bioorganic & medicinal chemistry. Volume 24:Issue 3(2016)
• Page Start: 453
• Page End: 461
• Publication Date: 2016-02-01
• Subjects: Diphenylamine derivatives -- Intermediate Derivatization Methods -- Fungicidal activity -- Structure–activity relationship; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2015.09.032
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Abstract: Diphenylamine derivatives have been reported with good fungicidal, insecticidal, acaricidal, rodenticidal and/or herbicidal activities. To find new lead compound of this kind, a series of novel diphenylamine derivatives were designed and synthesized by the approach of Intermediate Derivatization Methods. All compounds were identified by 1 H NMR and elemental analysis. Bioassays demonstrated that some compounds substituted at 2, 4, 6-positions or 2, 4, 5-positions of phenyl ringB exhibited excellent fungicidal activities. The optimal compoundsP30 andP33 showed 80% and 85% control respectively against cucumber downy mildew at 12.5 mg L −1, both 100% control against rice blast at 0.3 mg L −1 and both 100% control against cucumber gray mold at 0.9 mg L −1 . The relationship between structure and fungicidal activities was discussed as well.