500207-04-5

Picarbutrazox is a potent pesticide and fungicide. Picarbutrazox can be used for corn and soybean to control Pythium and Phytophthora. Picarbutrazox can be used in agricultural production and control[1][2].

ChEBI: Picarbutrazox is an oxime O-ether that is the (Z)-oxime derivative of 1-methyl-1H-tetrazol-5-yl phenyl ketone in which the hydrogen of the hydroxy group has been replaced by the N-tert-butoxycarbonyl derivative of a [6-(Boc-amino)pyridin-2-yl]methyl group. It is a novel fungicide developed for use on cereals. It has a role as an antifungal agrochemical. It is a carbamate ester, a member of tetrazoles, a member of pyridines, an oxime O-ether and a carbamate fungicide.

Picarbutrazox is produced through a multi step synthesis that builds its heteroaromatic core and carboxamide functionality. The process begins with preparation of a substituted thiazole intermediate, which is then coupled with a benzyl or aryl precursor under controlled conditions to introduce the phenyl substituent. Subsequent acylation with a carboxylic acid chloride or activated ester yields the carboxamide linkage, forming the active picarbutrazox molecule.

Affects the biosynthesis of phospholipids, distrupting the normal function of the pathogen's cellular membrane

[1] Umetsu N, Shirai Y. Development of novel pesticides in the 21st century. J Pestic Sci. 2020 May 20;45(2):54-74. DOI:10.1584/jpestics.D20-201
[2] Gilberto Olaya, et al. Picarbutrazox sensitivity of different Pythium species. 2018.

Fungicide