2-chloro-N,N'-dihydroxy-fumaramide | 62409-17-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 2-chloro-N,N'-dihydroxy-fumaramide
• 英文别名: Chlorfumardihydroxamsaeure；Fumarohydroxamic acid, 2-chloro-；(Z)-2-chloro-N,N'-dihydroxybut-2-enediamide
• CAS: 62409-17-0
• 化学式: C₄H₅ClN₂O₄
• 分子量: 180.548
• InChiKey: XOZVOYGMLCVCGN-UPHRSURJSA-N

物化性质

• 熔点：
  156-157 °C (decomp)
• 密度：
  1.699±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  98.7
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chloro-N,N'-dihydroxy-fumaramide 在 sodium hydroxide 作用下， 生成 2,3-二氢-N-羟基-3-氧代-5-异恶唑甲酰胺
  参考文献：
  名称：

  3-Hydroxyisoxazole-5-hydroxamic acid

  摘要：

  The synthesis of the title compound, 3-hydroxyisoxazole-5-hydroxamic acid (4b), by two procedures is described. The first, involving the treatment of dimethyl acetylenedicarboxylate with hydroxylamine, had previously been reported to give the 3-hydroxyisoxazole-5-carboxylic acid (4a). In the second, treatment of chlorofumaroyl dichloride with hydroxylamine also gave the intermediate chlorofumarodihydroxamic acid (6). Compound 6 was found to have some activity against P388 lymphocytic leukemia.

  DOI：

  10.1021/jm00217a023
• 作为产物：
  描述：

  chlorofumaryl chloride 在 sodium hydroxide 、 盐酸羟胺 作用下， 以 乙二醇二甲醚 为溶剂， 生成 2-chloro-N,N'-dihydroxy-fumaramide
  参考文献：
  名称：

  3-Hydroxyisoxazole-5-hydroxamic acid

  摘要：

  The synthesis of the title compound, 3-hydroxyisoxazole-5-hydroxamic acid (4b), by two procedures is described. The first, involving the treatment of dimethyl acetylenedicarboxylate with hydroxylamine, had previously been reported to give the 3-hydroxyisoxazole-5-carboxylic acid (4a). In the second, treatment of chlorofumaroyl dichloride with hydroxylamine also gave the intermediate chlorofumarodihydroxamic acid (6). Compound 6 was found to have some activity against P388 lymphocytic leukemia.

  DOI：

  10.1021/jm00217a023

文献信息

• HINES JR. J. W.; STAMMER C. H., J. MED. CHEM. <JMCM-AR>, 1977, 20, NO 7, 965-967
  作者：HINES JR. J. W.、 STAMMER C. H.

  DOI：——

  日期：——
• 3-Hydroxyisoxazole-5-hydroxamic acid
  作者：John W. Hines、Charles H. Stammer

  DOI：10.1021/jm00217a023

  日期：1977.7

  The synthesis of the title compound, 3-hydroxyisoxazole-5-hydroxamic acid (4b), by two procedures is described. The first, involving the treatment of dimethyl acetylenedicarboxylate with hydroxylamine, had previously been reported to give the 3-hydroxyisoxazole-5-carboxylic acid (4a). In the second, treatment of chlorofumaroyl dichloride with hydroxylamine also gave the intermediate chlorofumarodihydroxamic acid (6). Compound 6 was found to have some activity against P388 lymphocytic leukemia.