6-chloro-1H-indene-2-carboxylic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 6-chloro-1H-indene-2-carboxylic acid
• 化学式: C₁₀H₇ClO₂
• 分子量: 194.617
• InChiKey: CHJHXGYXDMSXCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-chloro-1H-indene-2-carboxylic acid 、 三甲基硅烷化重氮甲烷 以 甲醇 、 正己烷 、 甲苯 为溶剂， 反应 3.0h， 生成 6-chloro-1H-indene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and structure–activity relationships of second-generation hydroxamate botulinum neurotoxin A protease inhibitors

  摘要：

  Botulinum neurotoxins are the most toxic proteins currently known. Based on a recently identified potent lead structure, 2,4-dichlorocinnamic acid hydroxamate, herein we report on the structure- activity relationship of a series of hydroxamate BoNT/A inhibitors. Among them, 2-bromo-4-chlorocinnamic acid hydroxamate, 2-methyl-4-chlorocinnamic acid hydroxamate, and 2-trifluoromethyl-4-chlorocinnamic acid hydroxamate displayed comparable inhibitory activity to that of the lead structure. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.103
• 作为产物：
  描述：

  草酰溴 、 6-chloro-1H-indene 在 sodium carbonate 作用下， 反应 5.0h， 以11%的产率得到6-chloro-1H-indene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and structure–activity relationships of second-generation hydroxamate botulinum neurotoxin A protease inhibitors

  摘要：

  Botulinum neurotoxins are the most toxic proteins currently known. Based on a recently identified potent lead structure, 2,4-dichlorocinnamic acid hydroxamate, herein we report on the structure- activity relationship of a series of hydroxamate BoNT/A inhibitors. Among them, 2-bromo-4-chlorocinnamic acid hydroxamate, 2-methyl-4-chlorocinnamic acid hydroxamate, and 2-trifluoromethyl-4-chlorocinnamic acid hydroxamate displayed comparable inhibitory activity to that of the lead structure. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.103