Detail of "35704-19-9"

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The fate of 4-cyano-N,N-dimethylaniline in rats; a novel involvement of glutathione in the metabolism of anilines

The fate of 4-cyano-N,N-dimethylaniline in rats; a novel involvement of glutathione in the metabolism of anilines. Hutson, D. H.; Lakeman, S. K.; Logan, C. J. (Sittingbourne Res. Cent., Shell Res. Ltd., Sittingbourne ME9 8AG, UK). Xenobiotica, 14(12), 925-34 (English) 1984. CODEN: XENOBH. ISSN: 0049-8254. DOCUMENT TYPE: Journal CA Section: 4 (Toxicology) 4-Cyano-N,N-dimethylaniline (CDA)(I) [1197-19-9], when administered to rats as a single oral dose (18.5 mg/kg), was rapidly absorbed and eliminated as a mixt. of metabolites in the urine (86% dose after 24 h). Residues in tissues after 48 h, expressed as mg equiv. of CDA, were: liver, 0.35; kidney, 0.28; testes, 0.08; fat 0.06; bone marrow, 0.15; and blood, 0.32. Absorption, metab., and elimination following 4 consecutive daily doses of CDA (65 mg/kg) were similar to those at the lower dose. The major metabolite was 2-amino-5-cyanophenyl sulfate (II) [95774-25-7] with its mono- [95774-26-8] and di-N-methyl-II [95774-27-9] analogs as minor metabolites. 4-Cyanoaniline (III) [873-74-5], N-acetyl-III [35704-19-9], and an unstable deriv. were also found as metabolites. Three S-contg. metabolites (IV) [95774-28-0], (V) [92510-57-1], and (VI) [92510-56-0] were identified, the latter accounting for 10.3% and 4.1% of the low and high doses, resp. The S-contg. metabolites indicate the involvement of glutathione [70-18-8] in metab. at the N-acetyl group. This implies the generation of an electrophilic intermediate, possibly the sulfate conjugate of a N-glucolylaniline, in the metab. of CDA.