N-新戊基-N-亚硝基脲 | 22429-25-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 中文名称: N-新戊基-N-亚硝基脲
• 英文名称: N-neopentyl-N-nitrosourea
• 英文别名: 1-(2,2-dimethylpropyl)-1-nitrosourea
• CAS: 22429-25-0
• 化学式: C₆H₁₃N₃O₂
• mdl: MFCD02752285
• 分子量: 159.188
• InChiKey: LDVHWWSAJLYWRV-UHFFFAOYSA-N

物化性质

• 沸点：
  222.9±23.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  75.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  N-新戊基-N-亚硝基脲 在 水 作用下， 以 丙酮 为溶剂， 反应 48.0h， 以100%的产率得到2-甲基-2-丁醇
  参考文献：
  名称：

  Studies on chemical carcinogens and mutagens. XXVII alkylating property of mutagenic N-trimethylsilylmethyl-N-nitrosourea, a silicon-analogue of N-neopentyl-N-nitrosourea, in aqueous media

  摘要：

  DOI：

  10.1016/s0040-4039(01)81686-5

文献信息

• Studies on chemical carcinogens and mutagens. XXXIX Effects of silicon and germanium substitutions on physicochemical properties and cytotoxicity of N-alkyl-N-nitrosoureas.
  作者：SHIN-ICHI NINOMIYA、FEN-ZHI LIU、HIROAKI NAKAGAWA、KOHFUKU KOHDA、YUTAKA KAWAZOE、YOSHIRO SATO

  DOI：10.1248/cpb.34.3273

  日期：——

  N-Trialkylsilymethyl- and N-trialkylgermylmethyl-N-nitrosoureas, which are analogues of N-neopentyl-N-nitrosourea, were synthesized and tested for cytotoxicity to leukemia L1210 cells. Rates, activation energies, and entropies of activation of the hydrolytic activation of these derivatives were determined. The chemoselectivity and partition properties were also determined in terms of the Swain-Scott's substrate constant and logk', respectively. In aqueous media, all the Si- and Ge-containing nitrosoureas examined underwent hydrolysis accompanied by the ready cleavage of the Si-C or Ge-C bond to give methanol. From these nitrosoureas, the corresponding diazoalkanes were synthesized and reacted with a carboxylic acid in benzene containing alcohols. The results indicated that the Ge-C bond is more susceptible to hydrolysis than the Si-C bond. More lipophilic dimethylphenylsilyl and -germyl derivatives were more toxic to L-1210 than the crresponding trimethyl derivatives.

  N-三烷基硅甲基和N-三烷基锗甲基-N-硝唑脲的合成与N-新戊基-N-硝唑脲类似，并测试了其对白血病L1210细胞的细胞毒性。这些衍生物的水解活化速率、活化能和活化熵得到了确定。化学选择性和分配特性也分别通过Swain-Scott基底常数和logk'进行测定。在水介质中，所有检验的含硅和含锗的硝唑脲都发生了水解，伴随Si-C或Ge-C键的断裂，生成甲醇。从这些硝唑脲中合成了相应的二氮烷，并与含醇的苯中羧酸反应。结果表明，Ge-C键比Si-C键更容易发生水解。更具脂溶性的二甲基苯基硅和锗衍生物的毒性比相应的三甲基衍生物对L-1210细胞更强。
• Studies on chemical carcinogens and mutagens. XXVII alkylating property of mutagenic N-trimethylsilylmethyl-N-nitrosourea, a silicon-analogue of N-neopentyl-N-nitrosourea, in aqueous media
  作者：Shin-ichi Ninomiya、Masakazu Ebie、Atsushi Hakura、Kohfuku Kohda、Yutaka Kawazoe、Takayuki Shioiri

  DOI：10.1016/s0040-4039(01)81686-5

  日期：1984.1