acetic acid 4-(2-benzyloxycarbonylamino-1-(R)-methoxyethyl)phenyl ester | 851714-35-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: acetic acid 4-(2-benzyloxycarbonylamino-1-(R)-methoxyethyl)phenyl ester
• 英文别名: acetic acid 4-(2-benzyloxycarbonylamino-1-(R)-methoxy-ethyl)-phenyl ester；[4-[(1R)-1-methoxy-2-(phenylmethoxycarbonylamino)ethyl]phenyl] acetate
• CAS: 851714-35-7
• 化学式: C₁₉H₂₁NO₅
• 分子量: 343.379
• InChiKey: UGWPQIMMSIKVFT-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  acetic acid 4-(2-benzyloxycarbonylamino-1-(R)-methoxyethyl)phenyl ester 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以92%的产率得到[2-(4-hydroxy-phenyl)-2-(R)-methoxy-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
• 作为产物：
  描述：

  三氟甲烷磺酸甲酯 、 [(R)-2-hydroxy-2-(4-acetoxy-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72%的产率得到acetic acid 4-(2-benzyloxycarbonylamino-1-(R)-methoxyethyl)phenyl 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

• [EN] COMPOUNDS AND METHODS FOR TREATMENT OF CANCER AND MODULATION OF PROGRAMMED CELL DEATH FOR MELANOMA AND OTHER CANCER CELLS<br/>[FR] COMPOSES ET PROCEDES DE TRAITEMENT DU CANCER ET MODULATION DE LA MORT CELLULAIRE PROGRAMMEE DE MELANOMES ET D'AUTRES CELLULES CANCEREUSES
  申请人：UNIV ALABAMA

  公开号：WO2005044191A3

  公开（公告）日：2005-10-20
• US7632972B2
  申请人：——

  公开号：US7632972B2

  公开（公告）日：2009-12-15