Synthesis, fungicidal activity, and QSAR of pyridazinonethiadiazoles.
A series of novel 5-[1-aryl-1,4-dihydro-6-methylpyridazin-4-one-3-yl]-2-arylamino-1,3,4-thiadiazoles, related to the fungicidal activity, were synthesized and tested in vivo against wheat leaf rust, Puccinia recondita. The preliminary bioassay indicated that they exhibited fungicidal activity and the activity was influenced by the nature of the substituents. A quantitative structure-activity relationship study showed that the hydrophobicity (Sigma(pi)) is a major positive parameter in affecting the activity; the electronic parameters (Sigmasigma, SigmaF) are the major negative parameters in affecting the activity. Especially, introducing an ortho substituent with an inductively electron-donating property is favorable to the activity.
Zou
Xia Juan
XJ
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, People's Republic of China. zouxj@mdl.ipc.pku.edu.cn
Jin
Gui Yu
GY
Zhang
Zu Xing
ZX
D055598:Chemical Phenomena; D002627:Chemistry, Physical; D005659:Fungicides, Industrial / Q000494:pharmacology*; D011724:Pyridazines / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013830:Thiadiazoles / Q000737:chemistry* / Q000494:pharmacology*
D005659:Fungicides, Industrial; D011724:Pyridazines; D013830:Thiadiazoles