3-(2-chloro-4-(4-phenylbutoxy)phenyl)acrylaldehyde | 1314759-71-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(2-chloro-4-(4-phenylbutoxy)phenyl)acrylaldehyde
• CAS: 1314759-71-1
• 化学式: C₁₉H₁₉ClO₂
• 分子量: 314.812
• InChiKey: AWAMDOKBFMWCGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.95
• 重原子数：
  22.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-(2-chloro-4-(4-phenylbutoxy)phenyl)acrylaldehyde 在 盐酸 、 sodium tetrahydroborate 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 生成 3-[3-[2-chloro-4-(4-phenylbutoxy)phenyl]prop-2-enylamino]propanoic acid;hydrochloride
  参考文献：
  名称：

  Discovery of S1P agonists with a dihydronaphthalene scaffold

  摘要：

  Structure-activity relationship of sphingosine-1-phosphate receptor agonists was examined. Cinnamyl derivative 1 was modified to improve S1P(1) agonistic activity as well as selectivity over S1P(3) agonistic activity. Dihydronaphthalene derivative 10d was identified as a potent S1P(1) receptor agonist with high selectivity against S1P(3) and enhanced efficacy in lowering peripheral lymphocyte counts in mice. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.029
• 作为产物：
  描述：

  2-氯-4-羟基苯甲醛 在 sodium hydride 、 二异丁基氢化铝 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 3-(2-chloro-4-(4-phenylbutoxy)phenyl)acrylaldehyde
  参考文献：
  名称：

  Discovery of S1P agonists with a dihydronaphthalene scaffold

  摘要：

  Structure-activity relationship of sphingosine-1-phosphate receptor agonists was examined. Cinnamyl derivative 1 was modified to improve S1P(1) agonistic activity as well as selectivity over S1P(3) agonistic activity. Dihydronaphthalene derivative 10d was identified as a potent S1P(1) receptor agonist with high selectivity against S1P(3) and enhanced efficacy in lowering peripheral lymphocyte counts in mice. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.029