N-乙基-4-甲基-N-亚硝基苯磺酰胺 | 33469-50-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-乙基-4-甲基-N-亚硝基苯磺酰胺
• 英文名称: N-ethyl-N-nitroso-toluene-p-sulphonamide
• 英文别名: N-Nitroso-N-ethyl-p-toluenesulfonamide；N-Ethyl-N-nitroso-p-toluolsulfonamid；N-ethyl-N-nitroso-toluene-4-sulfonamide；N-Aethyl-N-nitroso-toluol-4-sulfonamid；N-Ethyl-4-methyl-N-nitrosobenzene-1-sulfonamide；N-ethyl-4-methyl-N-nitrosobenzenesulfonamide
• CAS: 33469-50-0
• 化学式: C₉H₁₂N₂O₃S
• 分子量: 228.272
• InChiKey: UJYOMMDIHAGTPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  75.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-乙基-4-甲基-N-亚硝基苯磺酰胺 在 potassium ethoxide 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 (Z)-potassium ethanediazotate
  参考文献：
  名称：

  Mutagenicity of isomeric alkanediazotates, precursors for ultimate alkylating species of carcinogenic N-nitroso compounds

  摘要：

  Alkanediazohydroxides are common key intermediates in carcinogenesis and mutagenesis of N-nitroso compounds, which are widely found in human environment. Mutagenicity of (E)- and (Z)-potassium alkanediazotates, as precursors of corresponding alkanediazohydroxides were evaluated to investigate the effect of geometric isomerism and also the effect of alkyl groups on their biological activity. Mutagenicity of N-nitroso-N-alkylureas which spontaneously produce alkanediazohydroxides after non-enzymatic hydrolysis were also tested in comparison to that of the corresponding diazotates and other activated chemical species of N-nitrosamines. When the mutagenicity was assayed in three microbial strains, Salmonella typhimurium TA1535, and Escherichia coli WP2 and WP2 wrA, the order of mutagenic potency of the compounds with the same alkyl group was as follows; (E)-diazotates > (Z)-diazotates > nitrosoureas. The effect of alkyl groups on the mutagenic potency was different in Salmonella strain and in E. coli strains, and this result could be explained by the efficiency of O-6-alkylguanine-DNA alkyltransferase. In each bacterial strain, this effect of alkyl groups was similar in mutagenicity induced by (E)- and (Z)-diazotates, N-nitroso-N-alkylureas and other activated N-nitrosodialkylamines such as alpha-hydroxy nitrosamines. The geometrical isomerism affected the mutagenicity of (E)- and (Z)-potassium alkanediazotates, and the result suggested that alkanediazohydroxides react through diazonium ions in a cage rather than through free alkyldiazonium ions which have no geometrical isomerism. Our results confirmed that (E)-potassium alkanediazotates, (Z)-potassium alkanediazotates and N-nitroso-N-alkylureas all decomposed through diazohydroxides, and that alkanediazohydroxides are the active alkylating species of N-nitroso compounds, and also that the geometrical isomerism is important for carcinogenic N-nitroso compounds to show their biological activity. (C) 1998 Elsevier Science B.V.

  DOI：

  10.1016/s1383-5718(97)00180-0
• 作为产物：
  描述：

  N-乙基对甲苯磺酰胺 、 正丁基锂 以45%的产率得到
  参考文献：
  名称：

  SIMPSON J. M., SYNTHESIS, 1979, NO 2, 100-102

  摘要：

  DOI：

文献信息

• Paryzek, Zdzislaw; Martynow, Jacek, Journal of the Chemical Society. Perkin transactions I, 1991, # 2, p. 243 - 247
  作者：Paryzek, Zdzislaw、Martynow, Jacek

  DOI：——

  日期：——
• PARYZEK, ZDZISLAW;MARTYNOW, JACEK, J. CHEM. SOC. PERKIN TRANS. PT 1,(1991) N, C. 243-247
  作者：PARYZEK, ZDZISLAW、MARTYNOW, JACEK

  DOI：——

  日期：——
• CONTINUOUS PRODUCTION AND REACTION OF A DIAZO COMPOUND
  申请人：DSM IP Assets B.V.

  公开号：EP2635548A2

  公开（公告）日：2013-09-11
• US9249088B2
  申请人：——

  公开号：US9249088B2

  公开（公告）日：2016-02-02
• [EN] CONTINUOUS PRODUCTION AND REACTION OF A DIAZO COMPOUND<br/>[FR] PRODUCTION ET RÉACTION EN CONTINU D'UN COMPOSÉ DIAZO
  申请人：DSM IP ASSETS BV

  公开号：WO2012059485A2

  公开（公告）日：2012-05-10

  A process for producing a reaction product of a diazo compound, which process comprises: a. continuously supplying to a first reactor a precursor of a diazo compound; a water-miscible solvent; a base and water; b. mixing the precursor of a diazo compound; the water-miscible solvent; the base and water to generate a diazo compound; c. continuously removing from the first reactor, through a hydrophobic membrane, into a second reactor the formed diazo compound; d. continuously removing from the first reactor all reaction products that have not passed into the second reactor; e. continuously supplying to the second reactor a substrate in a non-water-miscible solvent; f. mixing the above components to generate a reaction product of a diazo compound; and g. continuously removing from the second reactor the non-water-miscible solvent and the reaction product of the diazo compound, and apparatus suitable for carrying out such a process.