title: Synthesis and fungicidal activity of tubulin polymerisation promoters. Part 2: pyridazines.
abstract: Special tetrasubstituted pyridazines are potent fungicides by promoting the tubulin polymerisation, hereby disrupting the microtubule dynamics in the fungus. They are monocyclic analogs of similar substituted triazolopyrimidines and pyridopyrazines with the same mode of action. The fungicidal activity of these pyridazines was evaluated against the plant pathogens Botrytis cinerea (grey mould), Mycosphaerella graminicola (wheat leaf blotch) and Alternaria solani (potato and tomato early blight). Structure-activity relationship studies revealed the importance of a methyl and a chlorine substituent next to both ring nitrogen atoms and two aryl or heteroaryl groups in the other two pyridazine positions.
authors.affiliation: Syngenta Crop Protection AG, Crop Protection Research, Schaffhauserstr. 101, CH-4332 Stein, Switzerland. clemens.lamberth@syngenta.com
authors.forename: Clemens
authors.initials: C
authors.lastname: Lamberth
authors.forename: Stephan
authors.initials: S
authors.lastname: Trah
authors.forename: Sebastian
authors.initials: S
authors.lastname: Wendeborn
authors.forename: Raphael
authors.initials: R
authors.lastname: Dumeunier
authors.forename: Mikael
authors.initials: M
authors.lastname: Courbot
authors.forename: Jeremy
authors.initials: J
authors.lastname: Godwin
authors.forename: Peter
authors.initials: P
authors.lastname: Schneiter
mesh_terms: D000818:Animals; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001203:Ascomycota / Q000187:drug effects*; D020171:Botrytis / Q000187:drug effects*; D011724:Pyridazines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013552:Swine; D050257:Tubulin Modulators / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000935:Antifungal Agents; D011724:Pyridazines; D050257:Tubulin Modulators