Metabolism of the dyestuff intermediate 2,4-diaminoanisole in the rat.

  title={Metabolism of the dyestuff intermediate 2,4-diaminoanisole in the rat.},
  author={P. H. Grantham and T. Benjamin and L. C. Tahan and P. Roller and J. R. Miller and E. Weisburger},
  journal={Xenobiotica; the fate of foreign compounds in biological systems},
  volume={9 6},
1. 2,4-Diamino[ring-U-14C]anisole.2HCl administered intraperitoneally to rats is excreted chiefly via the urine (79 and 85% of the dose in 24 and 48 h, respectively). The isotope in the faeces was 2.1 and 8.9% of the dose at 24 and 48 h. 2. The major metabolic pathway was acetylation of the amine groups(s), resulting in 4-acetylamino-2-aminoanisole and 2,4-diacetylaminoanisole. 3. Oxidate pathways yielded 2,4-diacetylaminophenol (O-demethylation), 5-hydroxy-2,4-diacetylaminoanisole (ring… Expand
9 Citations
Mutagenicity of urine from rats after administration of 2,4-diaminoanisole: the effect of microsomal enzyme inducers.
The mutagenicity pattern for urine in vitro was shown to be similar with liver S9 from rats induced either with Aroclor 1254 or with MC, and the number of revertants was almost doubled in the presence of an activating system. Expand
Promoting effect of 2,4-diaminoanisole sulfate on rat thyroid carcinogenesis.
Investigation of the effects of 2,4-diaminoanisole sulfate on thyroid function and carcinogenesis in male Wistar rats found brown pigment was usually observed within follicular epithelial cells in non-tumorous regions, but not in the tumors themselves. Expand
Phenytoin sodium Chem. Abstr. Serv. Reg. No.: 630-93-3 Deleted CAS Reg. Nos: 143-75-9; 1421-15-4; 8017-52-5 Chem. Abstr. Name: 5,5-Diphenyl-2,4-imidazolidinedione, monosodium salt ¡UPAC SystematicExpand
Construction of a CYP2E1-template system for prediction of the metabolism on both site and preference order
An in silico system for the prediction of CYP2E1-mediated reaction using a two-dimensional template derived from substrate structures to predict the relative abundance as well as the regioselectivity of human CYP 2E1 reactions with high fidelities is constructed. Expand
Metabolism and activation of chemical carcinogens
  • E. Weisburger
  • Chemistry, Medicine
  • Molecular and Cellular Biochemistry
  • 2004
The action of the host on the carcinogen represents one approach — to determine what metabolic products may be involved, and meshing of these two approaches increases the potential to discover the detailed mechanisms involved. Expand
Relationships between structure and mutagenic activity of environmental chemicals.
  • M. Shahin
  • Chemistry, Medicine
  • Mutation research
  • 1987
This review analyzes relationships between chemical structure and biological activity for several series of compounds. Its focus is on mutagenicity and carcinogenicity and the predictability of theseExpand


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The metabolic pathways of some related glycolanilides and oxanilic acids included N-deacylation, and in the glycol anilides, oxidation of the glycollic group. Expand
Oxidation of acetanilides to glycolanilides and oxanilic acids in rabbits.
In the urine of rabbits injected with various acetanilide, the corresponding glycolanilides were found and the effect of various substituents in 4-position on the bio-chemical hydroxylation of acetic acid in acetanILides is discussed. Expand
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In connection with the known fact that some aromatic amines are metabolized and excreted in urine as glucuronic acid conjugates, the N-glucosyluronates of primary aromatic amines, such as aniline,Expand
Hepatic microsomal N-glucuronidation and nucleic acid binding of N-hydroxy arylamines in relation to urinary bladder carcinogenesis.
The hydrolysis of the glucuronides to N-hydroxy arylamines and the conversion of the latter derivatives to highly reactive electrophilic arylnitrenium ions in the normally acidic urine of dogs and humans may be critical reactions for tumor induction in the urinary bladder. Expand
Hair dyes are mutagenic: identification of a variety of mutagenic ingredients.
It is shown here that 89% (150/169) of commercial oxidative-type (hydrogen peroxide) hair dye formulations are mutagenic in this test, a sensitive bacterial test for detecting carcinogens as mutagens. Expand
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Ccinoma of the liver with invasion and metastases has been observed in rats fed diets containing 0.1 or 0.06 percent m-toluylenediamine, and hepatocellular carcinomas closely resembling those following the administration of other hepatic chemical carcinogens. Expand
The metabolic activation of carcinogenic aromatic amines and amides.
The photolysis of methylcobalamin.