6-ethyl-5-methyl-4,6-di(thiophen-2-yl)cyclohexa-1,3-dienecarbaldehyde | 1071780-37-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 6-ethyl-5-methyl-4,6-di(thiophen-2-yl)cyclohexa-1,3-dienecarbaldehyde
• 英文别名: 6-Ethyl-5-methyl-4,6-dithiophen-2-ylcyclohexa-1,3-diene-1-carbaldehyde
• CAS: 1071780-37-4
• 化学式: C₁₈H₁₈OS₂
• 分子量: 314.472
• InChiKey: VKJSOKDBZKSIOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(thiophen-2-yl)pent-2-enal 、 3-(4-dimethylamino-phenyl)-propenal 在 L-脯氨酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以50%的产率得到6-(4-(dimethylamino)phenyl)-5-methyl-4-(thiophen-2-yl)cyclohexa-1,3-dienecarbaldehyde
  参考文献：
  名称：

  Synthesis and cellular effects of cycloterpenals: Cyclohexadienal-based activators of neurite outgrowth

  摘要：

  An unusual class of diterpenoid natural products, 'cycloterpenals' ( with a central cyclohexadienal core), that arise in nature by condensation of retinoids and other isoprenes, have been isolated from a variety of organisms including marine sponges as well as from the human eye. A milk whey protein has also demonstrated the formation of a cycloterpenal derived from beta-ionylidineacetaldehyde. Here, we generate a synthetic library of these molecules where we detail reaction conditions required to effect cross condensation of alpha,beta-unsaturated aldehydes as opposed to homodimerization. The ability of this class of molecules to activate neurite outgrowth activity is reported. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.030