methyl cis-4-hydroxy-2-methylene-3-phenylpentanoate

• 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: methyl cis-4-hydroxy-2-methylene-3-phenylpentanoate
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: NIZVSWPWBSPEBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.88
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  (Z)-methyl 2-(bromomethyl)-3-phenylacrylate 、 乙醛 在 indium 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 17.0h， 以80%的产率得到methyl cis-4-hydroxy-2-methylene-3-phenylpentanoate
  参考文献：
  名称：

  Factors influencing the cytotoxicity of α-methylene-γ-hydroxy esters against pancreatic cancer

  摘要：

  A systematic study to identify the factors influencing the cytotoxicity of a-methylene-c-hydroxy esters against three pancreatic cancer cell lines (Panc-1, MIA-PaCa-2, and BxPC-3) has established that, in addition to Michael acceptor abilities, the possibility to lactonize to alpha-methylene-gamma-butyrolactones is as important. The substitution pattern and the number of carbons between the hydroxy and ester moieties also influence the bio-activity. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.07.087

文献信息

• Factors influencing the cytotoxicity of α-methylene-γ-hydroxy esters against pancreatic cancer
  作者：P. Veeraraghavan Ramachandran、Matthew A. Helppi、Arlie L. Lehmkuhler、Jennifer M. Marchi、C. Max Schmidt、Michele T. Yip-Schneider

  DOI：10.1016/j.bmcl.2015.07.087

  日期：2015.10

  A systematic study to identify the factors influencing the cytotoxicity of a-methylene-c-hydroxy esters against three pancreatic cancer cell lines (Panc-1, MIA-PaCa-2, and BxPC-3) has established that, in addition to Michael acceptor abilities, the possibility to lactonize to alpha-methylene-gamma-butyrolactones is as important. The substitution pattern and the number of carbons between the hydroxy and ester moieties also influence the bio-activity. (C) 2015 Elsevier Ltd. All rights reserved.