Reference

Formation of dimethylnitrosamine from pesticides carrying methylated tertiary aminogroups in the presence of nitrite at pH 3

Formation of dimethylnitrosamine from pesticides carrying methylated tertiary aminogroups in the presence of nitrite at pH 3. Egert, G.; Greim, H. (Abt. Toxikol., Univ. Tuebingen, Tuebingen, Ger.). Food Cosmet. Toxicol., 14(3), 193-5 (English) 1976. CODEN: FCTXAV. DOCUMENT TYPE: Journal CA Section: 4 (Toxicology) The tertiary amine pesticides, cycluron (I) [2163-69-1], chloroxuron (II) [1982-47-4], thiram [137-26-8], and dimefox [115-26-4] were incubated for 4 hr at 37.degree. in the presence of excess Na nitrite [7632-00-0] at pH 3. The reaction products were extd. with dichloromethane and were analyzed qual. and quant. by ir spectrophotometry, NMR spectrometry, gas chromatog.-mass spectrometry and light spectrophotometry. All 4 pesticides formed carcinogenic dimethylnitrosamine [62-75-9], the yields obtained being cycluron 4%, chloroxuron 3%, thiram 9%, and dimefox 22%.

Formation of mutagenic N-nitroso compounds from the pesticides Prometryne, Dodine and carbaryl in the presence of nitrite at pH1

Formation of mutagenic N-nitroso compounds from the pesticides Prometryne, Dodine and carbaryl in the presence of nitrite at pH1. Egert, Gundolf; Greim, Helmut (Abt. Toxikol., Ges. Strahlen- Umweltforsch. Muenchen, Munich, Ger.). Mutat. Res., 37(2-3), 179-86 (English) 1976. CODEN: MUREAV. DOCUMENT TYPE: Journal CA Section: 4 (Toxicology) Environmental chems. including pesticides carrying secondary and tertiary amino groups are suggested to be a health hazard to man since potentially carcinogenic nitroso compds. may be formed in the presence of nitrite at low pH values resembling conditions in the human stomach. Nitrosation of the isopropylamino-triazine Prometryne (I) [7287-19-6], the n-dodecyl guanidine Dodine [2439-10-3] and the N-methylcarbamate carbaryl [63-25-2] was investigated in the presence of HCl and acetic acid at pH 1 and excess Na nitrite [7632-00-0] for 4 hr at 37.degree.. The reaction products wwere extd. with CCl4 and were analyzed qual. and quant. by ir spectroscopy, nuclear-resonance spectrometry, gas chromatog./mass spectrometry and by spectrophotometry. All compds. investigated formed N-nitroso derivs. in the following yields: carbaryl 67%, Dodine 12% and I 14%. The N-nitroso derivs. per se were not or only slightly mutagenic to Escherichia coli K12 or Salmonella typhimurium TA 1538. However, significantly increased mutation frequencies were seen after metabolic activation by mouse-liver microsomes. These results add to the observations that among environmental chems. not only those contg. Me- or Et-substituted amino groups form potentially carcinogenic nitroso derivs. but also those with iso-propylamino groups as well as alkyl-substituted guanidine derivs.