[2-methoxy-2-(4-methoxy-phenyl)ethyl]carbamic acid benzyl ester

• 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-methoxy-2-(4-methoxy-phenyl)ethyl]carbamic acid benzyl ester
• 英文别名: [2-methoxy-2-(4-methoxy-phenyl)-ethyl]-carbamic acid benzyl ester；benzyl N-[(2S)-2-methoxy-2-(4-methoxyphenyl)ethyl]carbamate
• 化学式: C₁₈H₂₁NO₄
• 分子量: 315.369
• InChiKey: ALYIUZQINUDRJY-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [2-methoxy-2-(4-methoxy-phenyl)ethyl]carbamic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 8.0h， 以94%的产率得到(S)-1-(2-amino-1-methoxy)ethyl-4-methoxybenzene
  参考文献：
  名称：

  Identification from a Combinatorial Library of a Small Molecule that Selectively Induces Apoptosis in Cancer Cells

  摘要：

  The selective induction of death in cancer cells is a major challenge in modern medicine. In this communication we describe the synthesis of an 88-membered combinatorial library, and the subsequent evaluation of these compounds for their ability to selectively induce apoptosis in cancerous cells. A compound was identified from the library that induces apoptosis in U-937 and HL-60 cell lines. This compound is a remarkably selective pro-apoptotic agent for these cancer cell lines, as it does not induce significant death in noncancerous white blood cells, even at concentrations as high as 1000 muM.

  DOI：

  10.1021/ja038043d
• 作为产物：
  描述：

  三氟甲烷磺酸甲酯 、 (S)-(+)-[2-hydroxy-2-(4-methoxy-phenyl)-ethyl]-carbamic acid benzyl ester 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.52h， 以90%的产率得到[2-methoxy-2-(4-methoxy-phenyl)ethyl]carbamic acid benzyl ester
  参考文献：
  名称：

  Identification from a Combinatorial Library of a Small Molecule that Selectively Induces Apoptosis in Cancer Cells

  摘要：

  The selective induction of death in cancer cells is a major challenge in modern medicine. In this communication we describe the synthesis of an 88-membered combinatorial library, and the subsequent evaluation of these compounds for their ability to selectively induce apoptosis in cancerous cells. A compound was identified from the library that induces apoptosis in U-937 and HL-60 cell lines. This compound is a remarkably selective pro-apoptotic agent for these cancer cell lines, as it does not induce significant death in noncancerous white blood cells, even at concentrations as high as 1000 muM.

  DOI：

  10.1021/ja038043d

文献信息

• US7632972B2
  申请人：——

  公开号：US7632972B2

  公开（公告）日：2009-12-15
• Identification from a Combinatorial Library of a Small Molecule that Selectively Induces Apoptosis in Cancer Cells
  作者：Vitaliy Nesterenko、Karson S. Putt、Paul J. Hergenrother

  DOI：10.1021/ja038043d

  日期：2003.12.1

  The selective induction of death in cancer cells is a major challenge in modern medicine. In this communication we describe the synthesis of an 88-membered combinatorial library, and the subsequent evaluation of these compounds for their ability to selectively induce apoptosis in cancerous cells. A compound was identified from the library that induces apoptosis in U-937 and HL-60 cell lines. This compound is a remarkably selective pro-apoptotic agent for these cancer cell lines, as it does not induce significant death in noncancerous white blood cells, even at concentrations as high as 1000 muM.