Metabolism of trifluralin in rats

Journal Article · · J. Agric. Food Chem.; (United States)

DOI:https://doi.org/10.1021/jf00066a012· OSTI ID:6831041

Erkog, F U; Menzer, R E

The metabolism of the dinitroaniline herbicide trifluraline, ..cap alpha..,..cap alpha cap alpha..-trifluoro-2,6-dinitro-N, N-dipropyl-p-toluidine, was investigated in rats using (/sup 14/CF/sub 3/)-labeled trifluralin at two dosage levels, 1 and 10 mg/kg, and in a continuous feeding experiment. Rats excreted the herbicide rapidly in both the urine and especially feces. Residual radiocarbon in tissues was low. Seven trifluralin metabolites were positively identified from rat urine and six from feces. The major metabolic routes or trifluralin involve N-dealkylation, nitro reduction, hydroxylation, cyclization, and conjugation. Unchanged trifluralin was detected in the feces, comprising approximately 10% of the dose. Metabolites resulting from a combination of nitro reduction and N-dealkylations of one or both propyl groups represented the highest percentage of the dose. Products of cyclization reactions giving 2-ethylbenzimidazoles and 2-methylbenzimidazoles were abundant. Metabolites with one or both propyl groups removed were detected mostly in the feces. Aglycones found after ..beta..-glucuronidase treatment of rat urine were compounds with a hydroxylated propyl group and a 2-methyl-substituted benzimidazole.

• Research Organization: Univ. of Maryland, College Park
• OSTI ID: 6831041
• Journal Information: J. Agric. Food Chem.; (United States), Journal Name: J. Agric. Food Chem.; (United States) Vol. 33:6; ISSN JAFCA
• Country of Publication: United States
• Language: English

Related Subjects

550501* -- Metabolism-- Tracer Techniques
59 BASIC BIOLOGICAL SCIENCES
AMINES
ANILINE
ANIMALS
AROMATICS
BIOLOGICAL MATERIALS
BIOLOGICAL PATHWAYS
BIOLOGICAL WASTES
BODY FLUIDS
CARBON 14 COMPOUNDS
FECES
HERBICIDES
ISOTOPE APPLICATIONS
LABELLED COMPOUNDS
MAMMALS
MATERIALS
METABOLISM
METABOLITES
NITRO COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PESTICIDES
RATS
RODENTS
TRACER TECHNIQUES
URINE
VERTEBRATES
WASTES