3-(4-hydroxy-3-methoxy-phenyl)-N-(2-hydroxy-2-phenylethyl)acrylamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(4-hydroxy-3-methoxy-phenyl)-N-(2-hydroxy-2-phenylethyl)acrylamide
• 英文别名: 3-(4-hydroxy-3-methoxy-phenyl)-N-(2-hydroxy-2-phenyl-ethyl)-acrylamide；(E)-3-(4-hydroxy-3-methoxyphenyl)-N-[(2S)-2-hydroxy-2-phenylethyl]prop-2-enamide
• 化学式: C₁₈H₁₉NO₄
• 分子量: 313.353
• InChiKey: RBLBSSHDXWNSMC-XAVKZTDYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  78.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (S)-(+)-(2-hydroxy-2-phenyl-ethyl)-carbamic acid benzyl ester 在 palladium on activated charcoal 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0~22.0 ℃ 、101.33 kPa 条件下， 反应 18.0h， 生成 3-(4-hydroxy-3-methoxy-phenyl)-N-(2-hydroxy-2-phenylethyl)acrylamide
  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