Ethyl-2-trifluoromethyl-3,6,7,8-tetrahydro-9-oxa-1,3-diaza-cyclopenta[a]-naphthalene-8-carboxylate | 440635-74-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: Ethyl-2-trifluoromethyl-3,6,7,8-tetrahydro-9-oxa-1,3-diaza-cyclopenta[a]-naphthalene-8-carboxylate
• 英文别名: 2-(Trifluoromethyl)-3,6,7,8-tetrahydropyrano[2,3-e]benzimidazole-8-carboxylic acid ethyl ester；ethyl 2-(trifluoromethyl)-3,6,7,8-tetrahydropyrano[2,3-e]benzimidazole-8-carboxylate
• CAS: 440635-74-5
• 化学式: C₁₄H₁₃F₃N₂O₃
• 分子量: 314.264
• InChiKey: GAQNAOHREJGODF-UHFFFAOYSA-N

物化性质

• 沸点：
  429.5±45.0 °C(Predicted)
• 密度：
  1.424±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  64.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Ethyl-2-trifluoromethyl-3,6,7,8-tetrahydro-9-oxa-1,3-diaza-cyclopenta[a]-naphthalene-8-carboxylate 在 吡啶 、 锂硼氢 作用下， 以 四氢呋喃 为溶剂， 生成 toluene-4-sulfonic acid 2-trifluoromethyl-3,6,7,8-tetrahydro-9-oxa-1,3-diaza-cyclopenta[a]naphthalen-8-ylmethyl ester
  参考文献：
  名称：

  New Generation Dopaminergic Agents. Part 8: Heterocyclic Bioisosteres that Exploit the 7-OH-2-(aminomethyl)chroman D2 Template

  摘要：

  Based on the 7-OH-2-(aminomethyl)chroman dopamine D-2 template (2) is described the preparation and resolution of two bioisosteric analogues. The benzimidazol-2-one derivative (6) had similar affinity to the known indolone derivative (4). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00778-8
• 作为产物：
  描述：

  ethyl-7-benzylamino-8-nitro-4-oxo-4H-chromene-2-carboxylate 在 palladium on activated charcoal 盐酸 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 Ethyl-2-trifluoromethyl-3,6,7,8-tetrahydro-9-oxa-1,3-diaza-cyclopenta[a]-naphthalene-8-carboxylate
  参考文献：
  名称：

  New Generation Dopaminergic Agents. Part 8: Heterocyclic Bioisosteres that Exploit the 7-OH-2-(aminomethyl)chroman D2 Template

  摘要：

  Based on the 7-OH-2-(aminomethyl)chroman dopamine D-2 template (2) is described the preparation and resolution of two bioisosteric analogues. The benzimidazol-2-one derivative (6) had similar affinity to the known indolone derivative (4). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00778-8

文献信息

• 2-(AMINOMETHYL)-TETRAHYDRO-9-OXA-1,3-DIAZA-CYCLOPENTA[A]-NAPHTHALENYL DERIVATIVES WITH ANTIPSYCHOTIC ACTIVITY
  申请人：wyeth

  公开号：US20030037701A1

  公开（公告）日：2003-02-27

  Compounds of the Formula (I): 1 are useful in the treatment of disorders associated with brain dopamine dysregulation.

  公式为(I)的化合物1可用于治疗与大脑多巴胺失调相关的疾病。
• 2-(aminomethyl)-tetrahydro-9-oxa-1,3-diaza-cyclopenta[a]-naphthalenyl derivatives with antipsychotic activity
  申请人：Wyeth

  公开号：US06541501B2

  公开（公告）日：2003-04-01

  Compounds of the Formula (I): are useful in the treatment of disorders associated with brain dopamine dysregulation.

  公式（I）的化合物在治疗与大脑多巴胺失调相关的疾病方面非常有用。
• 2-(AMINOMETHYL)-TETRAHYDRO-9-OXA-1,3-DIAZA-CYCLOPENTA A]NAPHTHALENYL DERIVATIVES WITH ANTIPSYCHOTIC ACTIVITY
  申请人：Wyeth

  公开号：EP1409490A1

  公开（公告）日：2004-04-21
• 2-(AMINOMETHYL)-TETRAHYDRO-9-OXA-1,3-DIAZA-CYCLOPENTA A|NAPHTHALENYL DERIVATIVES WITH ANTIPSYCHOTIC ACTIVITY
  申请人：Wyeth

  公开号：EP1409490B1

  公开（公告）日：2006-09-06
• 2-(AMINOMETHYL)-TETRAHYDRO-9-OXA-1,3-DIAZA-CYCLOPENTA a|NAPHTHALENYL DERIVATIVES WITH ANTIPSYCHOTIC ACTIVITY
  申请人：Wyeth

  公开号：EP1421086B1

  公开（公告）日：2006-08-30