benzyl N-[2-(4-chloroanilino)ethyl]carbamate | 938163-87-2

• 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: benzyl N-[2-(4-chloroanilino)ethyl]carbamate
• CAS: 938163-87-2
• 化学式: C₁₆H₁₇ClN₂O₂
• 分子量: 304.776
• InChiKey: PZDFFPROANRMGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzyl N-[2-(4-chloroanilino)ethyl]carbamate 在 氯化锆(IV) 盐酸 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 生成 N-(2-chloropropyl)-N-4-chlorophenylethylenediamine hydrochloride
  参考文献：
  名称：

  Novel Nitrogen Mustard-Armed Combi-Molecules for the Selective Targeting of Epidermal Growth Factor Receptor Overexperessing Solid Tumors:  Discovery of an Unusual Structure−Activity Relationship

  摘要：

  To enhance the potency of "combi-molecules", we designed 6a-d and 18 to release an inhibitor of EGFR TK and a bifunctional alkylator. The combi-molecules blocked EGFR TK with potency increasing with the basicity of the mustard moiety. They selectively killed cells transfected with EGFR and were potent against the DU145 prostate cancer cells. Combi-molecule 6a blocked EGFR phosphorylation in an irreversible manner, induced DNA-cross-links, and arrested the cells in mid-S.

  DOI：

  10.1021/jm070144p
• 作为产物：
  描述：

  氯甲酸苄酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 benzyl N-[2-(4-chloroanilino)ethyl]carbamate
  参考文献：
  名称：

  Novel Nitrogen Mustard-Armed Combi-Molecules for the Selective Targeting of Epidermal Growth Factor Receptor Overexperessing Solid Tumors:  Discovery of an Unusual Structure−Activity Relationship

  摘要：

  To enhance the potency of "combi-molecules", we designed 6a-d and 18 to release an inhibitor of EGFR TK and a bifunctional alkylator. The combi-molecules blocked EGFR TK with potency increasing with the basicity of the mustard moiety. They selectively killed cells transfected with EGFR and were potent against the DU145 prostate cancer cells. Combi-molecule 6a blocked EGFR phosphorylation in an irreversible manner, induced DNA-cross-links, and arrested the cells in mid-S.

  DOI：

  10.1021/jm070144p