317815-83-1

Thiencarbazone is a herbicide, as well as metabolite of relevant pesticides.

ChEBI: Thiencarbazone-methyl is an N-sulfonylurea in which the sulfur atom is attached to a 4-(methoxycarbonyl)-2-methylthiophen-3-yl group and in which the non-sulfonated nitrogen is substituted by a 3-methoxy-4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl group. It is a herbicide used for the selective control of grasses and broadleaf weeds primarily in corn. It has a role as an EC 2.2.1.6 (acetolactate synthase) inhibitor, a herbicide and an agrochemical. It is a member of thiophenes, a methyl ester, a member of triazoles, a N-sulfonylurea and an ether. It is functionally related to a thiencarbazone.

Thiencarbazone-methyl is commercially synthesised by coupling a methyl ester of thiophene carboxylic acid with a triazolone-based sulfonamide. The production begins with the preparation of methyl 5-methylthiophene-3-carboxylate, which is functionalised at the 4-position with a sulfonamide group derived from 4,5-dihydro-3-methoxy-4-methyl-5-oxo-1H-1,2,4-triazole. This coupling forms the active molecule, thiencarbazone-methyl.

ALS inhibitor, systemic, absorbed by roots and leaves, contact and residual action

Herbicide