1,2-Bis(methylsulfonyl)-1-(2-chloroethyl)-2-(phenoxycarbonyl)hydrazine | 217320-08-6

• 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: 1,2-Bis(methylsulfonyl)-1-(2-chloroethyl)-2-(phenoxycarbonyl)hydrazine
• 英文别名: phenyl N-[2-chloroethyl(methylsulfonyl)amino]-N-methylsulfonylcarbamate
• CAS: 217320-08-6
• 化学式: C₁₁H₁₅ClN₂O₆S₂
• 分子量: 370.835
• InChiKey: JXLINWWMBJAHHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  氯甲酸对甲苯 、 1,2-Bis(methylsulfonyl)-1-(2-chloroethyl)-2-(phenoxycarbonyl)hydrazine 以31.2% by weight.的产率得到1,2-Bis(methylsulfonyl)-1-(2-chloroethyl)-2-[(4-tolyloxy)carbonyl]hydrazine
  参考文献：
  名称：

  N,n-bis(sulfonyl)hydrazines useful as antineoplastic agents

  摘要：

  本发明涉及一种化合物，其化学式如下：其中R.sup.1和R.sup.2选自具有1-6个碳原子的低烷基基团，取代或未取代的芳基团，以及具有1-6个碳原子的不饱和烷基基团；R.sup.3是取代或未取代的具有1-6个碳原子的低烷基基团；R.sup.4选自具有1-6个碳原子的取代或未取代的低烷基基团，取代或未取代的芳基团，以及具有1-6个碳原子的不饱和烷基基团。本发明还涉及包含上述化合物的药物组合物，以及使用该化合物治疗肿瘤细胞的方法。

  公开号：

  US06040338A1
• 作为产物：
  描述：

  1,2-双(甲基磺酰基)-1-(2-氯乙基)肼 、 氯甲酸苯酯 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以27%的产率得到1,2-Bis(methylsulfonyl)-1-(2-chloroethyl)-2-(phenoxycarbonyl)hydrazine
  参考文献：
  名称：

  Thiolysable prodrugs of 1,2-bis(methylsulfonyl)-1-(2-chloroethyl)hydrazine with antineoplastic activity

  摘要：

  Several 2-alkoxycarbonyl- and 2-aryloxycarbonyl-1,2-bis(methylsulfony1)-1- (2-chloroethyl)hydrazines, conceived as thiolysable prodrugs of 1,2-bis(methylsulfonyl)-1-(2-chloroethyl)hydrazine, were synthesized and their antineoplastic activity evaluated against the L1210 leukemia in mice. In addition to producing 'cures' of mice bearing this tumor, many of the analogues were preferentially activated by glutathione (GSH) and/or glutathione S-transferase (GST), making them potentially useful in the treatment of multidrug resistant tumors with increased intracellular levels of GSH and/or GST. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80019-6

文献信息

• N,N'-BIS(SULFONYL)HYDRAZINES USEFUL AS ANTINEOPLASTIC AGENTS
  申请人：Yale University

  公开号：EP1028721B1

  公开（公告）日：2003-06-04
• US6040338A
  申请人：——

  公开号：US6040338A

  公开（公告）日：2000-03-21
• Thiolysable prodrugs of 1,2-bis(methylsulfonyl)-1-(2-chloroethyl)hydrazine with antineoplastic activity
  作者：Krishnamurthy Shyam、Philip G. Penketh、Regina H. Loomis、Alan C. Sartorelli

  DOI：10.1016/s0223-5234(98)80019-6

  日期：1998.7

  Several 2-alkoxycarbonyl- and 2-aryloxycarbonyl-1,2-bis(methylsulfony1)-1- (2-chloroethyl)hydrazines, conceived as thiolysable prodrugs of 1,2-bis(methylsulfonyl)-1-(2-chloroethyl)hydrazine, were synthesized and their antineoplastic activity evaluated against the L1210 leukemia in mice. In addition to producing 'cures' of mice bearing this tumor, many of the analogues were preferentially activated by glutathione (GSH) and/or glutathione S-transferase (GST), making them potentially useful in the treatment of multidrug resistant tumors with increased intracellular levels of GSH and/or GST. (C) Elsevier, Paris.
• N,n-bis(sulfonyl)hydrazines useful as antineoplastic agents
  申请人：Yale University

  公开号：US06040338A1

  公开（公告）日：2000-03-21

  The present invention relates to a compound of the formula wherein R.sup.1 and R.sup.2 are selected from lower alkyl groups having 1-6 carbon atoms, substituted or unsubstituted aryl groups, and unsaturated alkyl groups having 1-6 carbon atoms; R.sup.3 is a substituted or unsubstituted lower alkyl group having 1-6 carbons; and R.sup.4 is selected from substituted or unsubstituted lower alkyl groups having 1-6 carbon atoms, substituted or unsubstituted aryl groups, and unsaturated alkyl groups having 1-6 carbon atoms. The present invention also relates to a pharmaceutical composition comprising the above compound, as well as a method of treating tumor cells with the compound.

  本发明涉及一种化合物，其化学式如下：其中R.sup.1和R.sup.2选自具有1-6个碳原子的低烷基基团，取代或未取代的芳基团，以及具有1-6个碳原子的不饱和烷基基团；R.sup.3是取代或未取代的具有1-6个碳原子的低烷基基团；R.sup.4选自具有1-6个碳原子的取代或未取代的低烷基基团，取代或未取代的芳基团，以及具有1-6个碳原子的不饱和烷基基团。本发明还涉及包含上述化合物的药物组合物，以及使用该化合物治疗肿瘤细胞的方法。