2-(4-Chloro-3-trifluoromethyl-phenyl)-4,6-dimethyl-cyclohexa-3,6-diene-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester | 840499-94-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-Chloro-3-trifluoromethyl-phenyl)-4,6-dimethyl-cyclohexa-3,6-diene-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester
• 英文别名: 1-O-tert-butyl 3-O-methyl 2-[4-chloro-3-(trifluoromethyl)phenyl]-4,6-dimethylcyclohexa-3,6-diene-1,3-dicarboxylate
• CAS: 840499-94-7
• 化学式: C₂₂H₂₄ClF₃O₄
• 分子量: 444.878
• InChiKey: SOAQEOCZZKZZSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(4-Chloro-3-trifluoromethyl-phenyl)-4,6-dimethyl-cyclohexa-3,6-diene-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester 在 ammonium hydroxide 、 氯化亚砜 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 5-Carbamoyl-6-(4-chloro-3-trifluoromethyl-phenyl)-2,4-dimethyl-cyclohexa-1,4-dienecarboxylic acid methyl ester
  参考文献：
  名称：

  IKCa-channel blockers. Part 2: Discovery of cyclohexadienes

  摘要：

  Novel cyclohexadienes have been identified as potent and specific IKCa-channel blockers. In this communication we describe their synthesis as well as their chemical and biological properties. A selected derivative is being enriched in rat brain and reduces the infarct volume, intracranial pressure as well as the water content in a rat subdural hematoma model of traumatic brain injury after iv administration. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.063
• 作为产物：
  描述：

  (E)-3-Methyl-4-(triphenyl-λ⁵-phosphanylidene)-but-2-enoic acid methyl ester 、 2-[1-(4-Chloro-3-trifluoromethyl-phenyl)-meth-(Z)-ylidene]-3-oxo-butyric acid tert-butyl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 2-(4-Chloro-3-trifluoromethyl-phenyl)-4,6-dimethyl-cyclohexa-3,6-diene-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester
  参考文献：
  名称：

  IKCa-channel blockers. Part 2: Discovery of cyclohexadienes

  摘要：

  Novel cyclohexadienes have been identified as potent and specific IKCa-channel blockers. In this communication we describe their synthesis as well as their chemical and biological properties. A selected derivative is being enriched in rat brain and reduces the infarct volume, intracranial pressure as well as the water content in a rat subdural hematoma model of traumatic brain injury after iv administration. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.063