Benoxacor

Uses

Benoxacor is a herbicide used as a part of pesticidal compositions.

Uses

Herbicide safener.

Definition

ChEBI: Benoxacor is a benzoxazine.

Flammability and Explosibility

Non flammable

Synthesis

The commercial production of benoxacor involves a multi-step synthetic process. A common method for its synthesis is detailed in U.S. Patent 6,977,299 B2. The process involves the synthesis of an o-nitrophenoxyketone, followed by hydrogenation to form a benzoxazine, which is then acylated to yield benoxacor.

Metabolic pathway

In cell suspension cultures of corn (Zea mays) with 14C-benoxacor, benoxacor is rapidly metabolized to six detectable metabolites within 0.5 h. Twelve metabolites are detected in extracts from the treated cells for 24 h. Of the three predominant metabolites present, two metabolites are the catabolic formylcarboxamide and carboxycarboxamide derivatives of benoxacor. The third one is the mono glutathione conjugate of benoxacor. This metabolite consists of a single glutathione molecule linked via the cysteinyl sulfhydryl group to the N-dichloroacetyl a- carbon of benoxacor. A catabolic a-hydroxyacetamide derivative is detected as well as its amino acid conjugates either containing glutathione residue or presumably derived from the glutathione residue. A disaccharide conjugate is identified as S-(O-diglycoside)glutathione conjugate.