6-formyl-2-oxo-2H-benzo[h]chromene-3-carboxylic acid ethyl ester | 1207761-97-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 6-formyl-2-oxo-2H-benzo[h]chromene-3-carboxylic acid ethyl ester
• 英文别名: ethyl 6-formyl-2-oxo-2H-benzo[h]chromene-3-carboxylate；Ethyl 6-formyl-2-oxobenzo[h]chromene-3-carboxylate
• CAS: 1207761-97-4
• 化学式: C₁₇H₁₂O₅
• 分子量: 296.279
• InChiKey: BVHRZNXKDSOQIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-formyl-2-oxo-2H-benzo[h]chromene-3-carboxylic acid ethyl ester 、 甲胺 以 乙醇 为溶剂， 以75%的产率得到3-((methylamino)methylene)-4-oxo-3,4-dihydronaphthalene-1-carbaldehyde
  参考文献：
  名称：

  6-甲酰基-2-氧代-2H-苯并[h]色烯-3-羧酸乙酯与脂肪胺的异常反应

  摘要：

  描述了当暴露于脂肪胺时香豆酮系统的不寻常反应。这些化合物的稳定性和形成就其对位取代基进行了讨论，发现对位取代基没有任何作用。

  DOI：

  10.1080/00397910902916056
• 作为产物：
  描述：

  4-hydroxynaphthalene-1,3-dicarbaldehyde 、 丙二酸二乙酯 在 吡啶 作用下， 反应 12.0h， 以55%的产率得到6-formyl-2-oxo-2H-benzo[h]chromene-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  6-甲酰基-2-氧代-2H-苯并[h]色烯-3-羧酸乙酯与脂肪胺的异常反应

  摘要：

  描述了当暴露于脂肪胺时香豆酮系统的不寻常反应。这些化合物的稳定性和形成就其对位取代基进行了讨论，发现对位取代基没有任何作用。

  DOI：

  10.1080/00397910902916056

文献信息

• Synthesis and in vitro evaluation of novel coumarin–chalcone hybrids as potential anticancer agents
  作者：Koneni V. Sashidhara、Abdhesh Kumar、Manoj Kumar、Jayanta Sarkar、Sudhir Sinha

  DOI：10.1016/j.bmcl.2010.10.116

  日期：2010.12

  A series of coumarin-chalcone hybrids have been synthesized and evaluated for their in vitro cytotoxicity against a panel of four human cancer cell lines and normal fibroblasts (NIH3T3). Among 21 compounds screened, three compounds (23, 25 and 26) showed IC50 range from 3.59 to 8.12 mu M. The most promising compound 26 showed around 30-fold more selectivity towards C33A (cervical carcinoma) cells over normal fibroblast NIH3T3 cells with an IC50 value of 3.59 mu M. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis and antihyperlipidemic activity of novel coumarin bisindole derivatives
  作者：Koneni V. Sashidhara、Abdhesh Kumar、Manoj Kumar、Anuj Srivastava、Anju Puri

  DOI：10.1016/j.bmcl.2010.09.055

  日期：2010.11

  A series of novel coumarin bisindole heterocycles were synthesized following an uncommon method and evaluated for their antihyperlipidemic activity in hyperlipidemic hamster model. Among 12 compounds tested, the compound 5e showed potent antihyperlipidemic activity and was found to decrease the plasma triglyceride levels (TG) by 55%, total cholesterol (TC) by 20%, accompanied by an increase in HDL-C/TC ratio by 42% in hyperlipidemic rats to a greater degree than some of the reference statins. (C) 2010 Elsevier Ltd. All rights reserved.
• Unusual Reaction of 6-Formyl-2-oxo-2H-benzo[h]chromene-3-carboxylic Acid Ethyl Ester with Aliphatic Amines
  作者：Koneni V. Sashidhara、Jammikuntla N. Rosaiah、Abdhesh Kumar

  DOI：10.1080/00397910902916056

  日期：2009.12.15

  The unusual reaction of coumarone systems when exposed to aliphatic amines is described. The stability and formation of these compounds is discussed with respect to its substituents at para position, and it was found that the para substituents have no role to play.

  描述了当暴露于脂肪胺时香豆酮系统的不寻常反应。这些化合物的稳定性和形成就其对位取代基进行了讨论，发现对位取代基没有任何作用。