| Identification | Back Directory | [Name]
picarbutrazox | [CAS]
500207-04-5 | [Synonyms]
picarbutrazox
tert-butyl N-[6-({[(Z)-[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)(phenyl)methylidene]amino]oxy}methyl)pyridin-2-yl]carbamate
Carbamic acid, N-[6-[[[(Z)-[(1-methyl-1H-tetrazol-5-yl)phenylmethylene]amino]oxy]methyl]-2-pyridinyl]-, 1,1-dimethylethyl ester | [Molecular Formula]
C20H23N7O3 | [MDL Number]
MFCD32655083 | [MOL File]
500207-04-5.mol | [Molecular Weight]
409.44 |
| Hazard Information | Back Directory | [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is the (Z)-oxime derivative of 1-methyl-1H-tetrazol-5-yl phenyl ketone in which the hydrogen of the hydroxy group has been replaced by the N-tert-butoxycarbonyl derivative of a [6-(Boc-amino)pyridin-2-yl]methyl group.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. | [Pesticide Type]
Fungicide |
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