6-oxo-2,3,3a,4,5,6-hexahydro-1H-indene-5-carboxylic acid ethyl ester | 857764-19-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-oxo-2,3,3a,4,5,6-hexahydro-1H-indene-5-carboxylic acid ethyl ester
• 英文别名: 6-oxo-2,3,3a,4,5,6-hexahydro-indene-5-carboxylic acid ethyl ester；Opt.-inakt. 6-Oxo-3a.4.5.6-tetrahydro-indan-carbonsaeure-(5)-aethylester；6-Oxo-2,3,3a,4,5,6-hexahydro-inden-5-carbonsaeure-aethylester
• CAS: 857764-19-3
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: POXPOBHVADDKLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.86
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6-oxo-2,3,3a,4,5,6-hexahydro-1H-indene-5-carboxylic acid ethyl ester 在 palladium on activated charcoal ammonium formate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 1.51h， 生成 6-oxo-2,3,3a,6,7,7a-hexahydro-1H-indene-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  Tridemethylisovelleral, a potent cytotoxic agent

  摘要：

  The synthesis and in vitro cytotoxicity toward various tumor cell lines of (+/-)-tridemethylisovelleral, an analogue of the bioactive fungal sesquiterpene (+)-isovelleral retaining the bicyclo[4,1,0]hept-2-en-1,2-dicarbaidehyde system but lacking the three methyl groups, is reported. The cytotoxicity of tridemethylisovelleral toward several tumor cell lines was found to be comparable with those of established antitumor drugs, and significantly higher than that of isovelleral. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.06.035
• 作为产物：
  描述：

  1,2,3,6,7,7a-hexahydro-5H-inden-5-one 、 氰基甲酸乙酯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.33h， 以90%的产率得到6-oxo-2,3,3a,4,5,6-hexahydro-1H-indene-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  Tridemethylisovelleral, a potent cytotoxic agent

  摘要：

  The synthesis and in vitro cytotoxicity toward various tumor cell lines of (+/-)-tridemethylisovelleral, an analogue of the bioactive fungal sesquiterpene (+)-isovelleral retaining the bicyclo[4,1,0]hept-2-en-1,2-dicarbaidehyde system but lacking the three methyl groups, is reported. The cytotoxicity of tridemethylisovelleral toward several tumor cell lines was found to be comparable with those of established antitumor drugs, and significantly higher than that of isovelleral. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.06.035

文献信息

• 178. Cyclic conjugated polyenes. Part I. 1 : 2-Benzazulene
  作者：J. R. Nunn、W. S. Rapson

  DOI：10.1039/jr9490000825

  日期：——