Uses
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].
Definition
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is the (Z)-oxime derivative of 1-methyl-1H-tetrazol-5-yl phenyl ketone in which the hydrogen of the hydroxy group has been replaced by the N-tert-butoxycarbonyl derivative of a [6-(Boc-amino)pyridin-2-yl]methyl group.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.
Production Methods
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.
Mechanism of action
Affects the biosynthesis of phospholipids, distrupting the normal function of the pathogen's cellular membrane
References
[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.
