dimethyl 6-hydroxy-6-methyl-4-methylamino-2-(4-trifluoromethylphenyl)-cyclohex-3-ene-1,3-dicarboxylate | 176541-81-4

• 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: dimethyl 6-hydroxy-6-methyl-4-methylamino-2-(4-trifluoromethylphenyl)-cyclohex-3-ene-1,3-dicarboxylate
• 英文别名: dimethyl 6-hydroxy-6-methyl-4-(methylamino)-2-[4-(trifluoromethyl)phenyl]cyclohex-3-ene-1,3-dicarboxylate
• CAS: 176541-81-4
• 化学式: C₁₉H₂₂F₃NO₅
• 分子量: 401.383
• InChiKey: QQJIFYSJJABVRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  dimethyl 6-hydroxy-6-methyl-4-methylamino-2-(4-trifluoromethylphenyl)-cyclohex-3-ene-1,3-dicarboxylate 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 Dimethyl 6-methyl-4-methylamino-2-(4-trifluoromethyl-phenyl)cyclohexa-3,5-diene-1,3-dicarboxylate 、 Dimethyl 4-methyl-6-methylamino-2-(4-trifluoromethyl-phenyl)cyclohexa-3,6-diene-1,3dicarboxylate
  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：

  甲胺 、 4,6-Dihydroxy-6-methyl-2-(4-trifluoromethyl-phenyl)-cyclohex-3-ene-1,3-dicarboxylic acid dimethyl ester 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 dimethyl 6-hydroxy-6-methyl-4-methylamino-2-(4-trifluoromethylphenyl)-cyclohex-3-ene-1,3-dicarboxylate
  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

文献信息

• Cyclohexadiene derivatives
  申请人：Bayer Aktiengesellschaft

  公开号：US05530014A1

  公开（公告）日：1996-06-25

  The cyclohexadiene derivatives are prepared by reaction of cyclohexanones with amines and subsequent dehydration. The compounds are suitable as active compounds in medicaments on account of their property of being selective modulators of calcium channel-dependent potassium channels.

  环己二烯衍生物是通过环己酮与胺反应后脱水制备的。这些化合物由于具有选择性调节钙通道依赖性钾通道的特性，适用作为药物中的活性成分。
• Cyclohexadiene derivatives useful in the treatment of depression
  申请人：Bayer Aktiengesellschaft

  公开号：US05652264A1

  公开（公告）日：1997-07-29

  The cyclohexadiene derivatives are prepared by reaction of cyclohexanones with amines and subsequent dehydration. The compounds are effective in the treatment of depression on account of their property of being selective modulators of calcium channel-dependent potassium channels.

  环己二烯衍生物是通过环己酮与胺的反应以及随后的脱水反应制备的。这些化合物由于其选择性调节钙通道依赖性钾通道的特性，在抑郁症治疗中具有有效性。
• US5530014A
  申请人：——

  公开号：US5530014A

  公开（公告）日：1996-06-25
• US5652264A
  申请人：——

  公开号：US5652264A

  公开（公告）日：1997-07-29
• IKCa-channel blockers. Part 2: Discovery of cyclohexadienes
  作者：Klaus Urbahns、Siegfried Goldmann、Jochen Krüger、Ervin Horváth、Joachim Schuhmacher、Rolf Grosser、Volker Hinz、Frank Mauler

  DOI：10.1016/j.bmcl.2004.10.063

  日期：2005.1

  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.