IDENTIFICATION OF METABOLITES OF BROMACIL IN RAT URINE

The predominant metabolic compound isolated from the urine of rats fed bromacil at a dietary level of 1250 p.p.m. for one month was 5-bromo-3-sec-butyl-6-hydroxymethyluracil. Structural assignment was based on thin-layer chromatographic, infrared spectrophotometric, mass spectrometric, and nuclear magnetic resonance analyses of the material actually isolated from the urine. An authentic sample of this metabolite was synthesized chemically for comparison, and a quantitative analytical method developed to detect it in urine. Five of six minor metabolites of bromacil found in rat urine have been identified by similar analytical techniques. No 5-bromouracil was detected as a metabolite of bromacil by a selective gas chromatographic analysis. © 1969, American Chemical Society. All rights reserved.