(2-Chloro-ethyl)-carbamic acid pentafluorophenyl ester | 80354-56-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-Chloro-ethyl)-carbamic acid pentafluorophenyl ester
• 英文别名: (2,3,4,5,6-pentafluorophenyl) N-(2-chloroethyl)carbamate
• CAS: 80354-56-9
• 化学式: C₉H₅ClF₅NO₂
• 分子量: 289.589
• InChiKey: UEJJBFREVIAMAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2-Chloro-ethyl)-carbamic acid pentafluorophenyl ester 在 吡啶 、 亚硝酰氯 作用下， 反应 0.5h， 生成 五氟苯基N-(2-氯乙基)-N-亚硝基氨基甲酸酯
  参考文献：
  名称：

  Activated N-nitrosocarbamates for regioselective synthesis of N-nitrosoureas

  摘要：

  A practical and convenient method for synthesizing antitumor compounds, N-alkyl-N-nitrosoureas, regioselectively nitrosated on the nitrogen atom bearing the alkyl group is proposed. N-Alkyl-N-nitrosocarbamates are interesting intermediates in these syntheses and yield, by reaction with amino compounds, the regioselectively nitrosated N-alkyl-N-nitrosoureas. As an interesting example, N,N'-bis[(2-chloroethyl)nitrosocarbamoyl]cystamine, a new attractive oncostatic derivative, has been prepared. The cytotoxic activity of these various compounds were tested on L1210 leukemia.

  DOI：

  10.1021/jm00344a017
• 作为产物：
  描述：

  氯乙基异氰酸酯 、 五氟苯酚 在 吡啶 作用下， 反应 24.0h， 生成 (2-Chloro-ethyl)-carbamic acid pentafluorophenyl ester
  参考文献：
  名称：

  Activated N-nitrosocarbamates for regioselective synthesis of N-nitrosoureas

  摘要：

  A practical and convenient method for synthesizing antitumor compounds, N-alkyl-N-nitrosoureas, regioselectively nitrosated on the nitrogen atom bearing the alkyl group is proposed. N-Alkyl-N-nitrosocarbamates are interesting intermediates in these syntheses and yield, by reaction with amino compounds, the regioselectively nitrosated N-alkyl-N-nitrosoureas. As an interesting example, N,N'-bis[(2-chloroethyl)nitrosocarbamoyl]cystamine, a new attractive oncostatic derivative, has been prepared. The cytotoxic activity of these various compounds were tested on L1210 leukemia.

  DOI：

  10.1021/jm00344a017

文献信息

• IMBACH, J. L.;MARTINEZ, J.;OIRY, J.;BOURUT, CH.;CHENU, E.;MARAL, R.;MATHE+, NITROSOUREAS CANCER TREAT. PROC. INT. SYMP., MONTPELLIER, 26-27 JAN., 198+
  作者：IMBACH, J. L.、MARTINEZ, J.、OIRY, J.、BOURUT, CH.、CHENU, E.、MARAL, R.、MATHE+

  DOI：——

  日期：——
• Activated N-nitrosocarbamates for regioselective synthesis of N-nitrosoureas
  作者：Jean Martinez、Joel Oiry、Jean Louis Imbach、Francois Winternitz

  DOI：10.1021/jm00344a017

  日期：1982.2

  A practical and convenient method for synthesizing antitumor compounds, N-alkyl-N-nitrosoureas, regioselectively nitrosated on the nitrogen atom bearing the alkyl group is proposed. N-Alkyl-N-nitrosocarbamates are interesting intermediates in these syntheses and yield, by reaction with amino compounds, the regioselectively nitrosated N-alkyl-N-nitrosoureas. As an interesting example, N,N'-bis[(2-chloroethyl)nitrosocarbamoyl]cystamine, a new attractive oncostatic derivative, has been prepared. The cytotoxic activity of these various compounds were tested on L1210 leukemia.