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

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.

• Authors: F Schweinsberg, M Kouros, K Manncke, K Rieth
• Journal: Zeitschrift fur Krebsforschung und klinische Onkologie. Cancer research and clinical oncology (Z Krebsforsch Klin Onkol Cancer Res Clin Oncol) Vol. 92 Issue 3 Pg. 235-41 (Oct 30 1978) ISSN: 0084-5353 [Print] Germany
• Vernacular Title: Veränderung der Toxicität und Carcinogenität von N-Nitroso-N-methyl-benzylamin durch Methylsubstitution an den Stickstoff benachbarten C-Atomen bei Ratten.
• PMID: 153066 (Publication Type: English Abstract, Journal Article)

Chemical References

• Carcinogens
• Nitrosamines
• Carbon
• Nitrogen

Topics

• Animals
• Carbon
• Carcinogens
• Chemistry, Organic
• Female
• Methylation
• Nitrogen
• Nitrosamines (toxicity)
• Organic Chemistry Phenomena
• Rats