Literature DB >> 153066

[Change of toxicity and carcinogenicity of n-methyl-n-nitrosobenzylamine in rats by methylsubstitution at the c-atoms adjacent to nitrogen (author's transl)].

F Schweinsberg, M Kouros, K Manncke, K Rieth.   

Abstract

Substitution with a methyl group at the C-atoms adjacent to nitrogen of N-nitroso-N-methylbenzylamine (NMBA) results in a considerable reduction LD 50: N-nitroso-N-methylbenzylamine : 18 mg/kg (Druckrey et al., 1967) N-nitroso-N-methyl-(1-phenyl)-ethylamine (I) : 600 mg/kg N-nitroso-N-methyl-2-(2-phenyl)-propylamine (II) : 2100 mg/kg N-nitroso-N-ethyl-benzylamine (III) : 250 mg/kg Substitution with a methyl group at the methylene of the moiety of NMBA (NMPEA I) reduces also the carcinogenic activity, but it produces in all animals carcinomas of the oesophagus and the pharynx; the replacement of both H-atoms by methyl groups (NMPPA, II) causes under the condition chosen no development of tumors, because for the activation step no proton is available. The exchange of N-methyl by N-ethyl of NMBA (NEBA, III) however produces no change in the carcinogenicity.

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Year:  1978        PMID: 153066     DOI: 10.1007/bf00461646

Source DB:  PubMed          Journal:  Z Krebsforsch Klin Onkol Cancer Res Clin Oncol        ISSN: 0084-5353


  6 in total

1.  [Organotropic carcinogenic effects of 65 various N-nitroso- compounds on BD rats].

Authors:  H Druckrey; R Preussmann; S Ivankovic; D Schmähl
Journal:  Z Krebsforsch       Date:  1967

2.  Protection by a small dose of carbon tetrachloride against the toxic effects of dimethylnitrosamine in rats.

Authors:  A W Pound; T A Lawson
Journal:  Br J Exp Pathol       Date:  1974-04

3.  Effects of diet and microsomal enzyme induction on the toxicity of dimethyl nitrosamine.

Authors:  A E McLean; H G Verschuuren
Journal:  Br J Exp Pathol       Date:  1969-02

4.  The mutagenicity of methylbenzylnitrosamine and its alpha-acetoxy derivatives.

Authors:  S R Tannenbaum; P Kraft; J Baldwin; S Branz
Journal:  Cancer Lett       Date:  1977-05       Impact factor: 8.679

5.  Cellular injury and carcinogenesis. Inhibition of metabolism of dimethylnitrosamine by aminoacetonitrile.

Authors:  L Fiume; G Campadelli-Fiume; P N Magee; J Holsman
Journal:  Biochem J       Date:  1970-12       Impact factor: 3.857

6.  [Change of toxicity and carcinogenicity of N-methyl-N-nitrosobenzylamine in rats by methylsubstitution in the phenylresidue].

Authors:  F Schweinsberg; P Schott-Kollat; G Bürkle
Journal:  Z Krebsforsch Klin Onkol Cancer Res Clin Oncol       Date:  1977
  6 in total

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