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N-Nitroso-N-methylurea (NMU) is a highly reliable carcinogen, mutagen, and teratogen. NMU is an alkylating agent, and exhibits its toxicity by transferring its methyl group to nucleobases in nucleic acids, which can lead to AT:GC transition mutations. NMU is teratogenic and embryotoxic, resulting in craniofacial (cleft palate) and skeletal defects, fetal growth retardation, and increased fetal resorption. Exposure to NMU during pre-implantation, post-implantation, organogenesis, or by paternal exposure can result in these effects.

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  • N-Methyl-N-nitrosoharnstoff ist ein instabiles N-Nitrosoderivat des Harnstoffs, welches zur Gruppe der Nitrosoharnstoffe gehört. (de)
  • N-Nitroso-N-methylurea (NMU) is a highly reliable carcinogen, mutagen, and teratogen. NMU is an alkylating agent, and exhibits its toxicity by transferring its methyl group to nucleobases in nucleic acids, which can lead to AT:GC transition mutations. NMU is the traditional precursor in the synthesis of diazomethane. It has the potentially advantageous property that the stoichiometric byproducts formed are water, carbon dioxide, and ammonia, which are innocuous or easily removed. However, because it is unstable at temperatures beyond 20 °C and somewhat shock-sensitive, it has become obsolete for this purpose and replaced by other N-nitroso compounds: (N-methyl)nitrosamides and nitrosamines. Most chemical supply houses have stopped carrying it. Acute exposure to NMU in humans can result in skin and eye irritation, headache, nausea, and vomiting. NMU is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity in experimental animals (IARC 1972, 1978, 1987). Various cancers induced in animal models include: squamous cell carcinomas of the forestomach, sarcomas and gliomas of the brain, adenocarcinomas of the pancreas, mammary carcinomas, leukemia, and lymphomas. However, the actual potential for human exposure is quite limited, as the chemical is not produced or used in large quantities NMU is teratogenic and embryotoxic, resulting in craniofacial (cleft palate) and skeletal defects, fetal growth retardation, and increased fetal resorption. Exposure to NMU during pre-implantation, post-implantation, organogenesis, or by paternal exposure can result in these effects. (en)
  • La N-méthyl-N-nitrosourée, ou N-nitroso-N-méthylurée, est un composé chimique de formule H3C–N(NO)–CONH2. C'est un cancérogène mutagène et tératogène dont la toxicité provient de ce qu'il transfère son groupe méthyle aux bases des acides nucléiques. C'était un précurseur traditionnel dans la synthèse du diazométhane, mais son usage à cette fin est à présent obsolète du fait de sa trop grande instabilité au-dessus de 20 °C et de sa sensibilité aux chocs. (fr)
  • N-Нитрозо-N-Метилмочевина — бесцветные кристаллы, растворимые в воде, этаноле и диэтиловом эфире. Используется как канцероген в лабораторной практике при моделировании канцерогенеза на животных. Ранее использовалась как цитостатическое противоопухолевое химиотерапевтическое лекарственное средство алкилирующего типа действия. Производное нитрозомочевины. (ru)
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  • 1-Methyl-1-nitrosourea (en)
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  • N-Methyl-N-nitrosourea (en)
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  • N-Nitroso-N-methylurea.svg (en)
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  • N-nitroso-N-methylurea-from-xtal-3D-balls.png (en)
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  • Skeletal formula of N-nitroso-N-methylurea (en)
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  • Ball and stick model of N-nitroso-N-methylurea (en)
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  • Spacefill model of N-nitroso-N-methylurea (en)
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  • N-Methyl-N-nitrosourea (en)
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  • N-Methyl-N-nitrosoharnstoff ist ein instabiles N-Nitrosoderivat des Harnstoffs, welches zur Gruppe der Nitrosoharnstoffe gehört. (de)
  • La N-méthyl-N-nitrosourée, ou N-nitroso-N-méthylurée, est un composé chimique de formule H3C–N(NO)–CONH2. C'est un cancérogène mutagène et tératogène dont la toxicité provient de ce qu'il transfère son groupe méthyle aux bases des acides nucléiques. C'était un précurseur traditionnel dans la synthèse du diazométhane, mais son usage à cette fin est à présent obsolète du fait de sa trop grande instabilité au-dessus de 20 °C et de sa sensibilité aux chocs. (fr)
  • N-Нитрозо-N-Метилмочевина — бесцветные кристаллы, растворимые в воде, этаноле и диэтиловом эфире. Используется как канцероген в лабораторной практике при моделировании канцерогенеза на животных. Ранее использовалась как цитостатическое противоопухолевое химиотерапевтическое лекарственное средство алкилирующего типа действия. Производное нитрозомочевины. (ru)
  • N-Nitroso-N-methylurea (NMU) is a highly reliable carcinogen, mutagen, and teratogen. NMU is an alkylating agent, and exhibits its toxicity by transferring its methyl group to nucleobases in nucleic acids, which can lead to AT:GC transition mutations. NMU is teratogenic and embryotoxic, resulting in craniofacial (cleft palate) and skeletal defects, fetal growth retardation, and increased fetal resorption. Exposure to NMU during pre-implantation, post-implantation, organogenesis, or by paternal exposure can result in these effects. (en)
rdfs:label
  • N-Methyl-N-nitrosoharnstoff (de)
  • N-Méthyl-N-nitrosourée (fr)
  • N-Nitroso-N-methylurea (en)
  • N-Нитрозо-N-метилмочевина (ru)
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  • N-Nitroso-N-methylurea (en)
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