3-Amino-4-(5-chloro-2-methoxyphenyl)-8-(trifluoromethyl)quinolin-2(1H)-one | 221112-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-Amino-4-(5-chloro-2-methoxyphenyl)-8-(trifluoromethyl)quinolin-2(1H)-one
• 英文别名: 3-amino-4-(5-chloro-2-methoxyphenyl)-8-(trifluoromethyl)-1H-quinolin-2-one
• CAS: 221112-73-8
• 化学式: C₁₇H₁₂ClF₃N₂O₂
• 分子量: 368.743
• InChiKey: ASQUBCPABLANFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-Amino-4-(5-chloro-2-methoxyphenyl)-8-(trifluoromethyl)quinolin-2(1H)-one 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 3-amino-4-(5-chloro-2-hydroxyphenyl)-8-(trifluoromethyl)-1H-quinolin-2-one
  参考文献：
  名称：

  The synthesis and structure–activity relationships of 4-aryl-3-aminoquinolin-2-ones: a new class of calcium-Dependent, large conductance, potassium (maxi-K) channel openers targeted for post-stroke neuroprotection

  摘要：

  A series of 4-aryl-3-aminoquinoline-2-one derivatives was synthesized and evaluated as activators of the cloned maxi-K channel mSlo (hSlo) expressed in Xenopus laevis oocytes using electrophysiological methods. A brain penetrable activator of maxi-K channels was identified and shown to be significantly active in the MCAO model of stroke. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00240-8
• 作为产物：
  描述：

  5-氯-2-甲氧基苯甲酸甲酯 在 吡啶 、 盐酸 、 叔丁基锂 、 一水合肼 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 生成 3-Amino-4-(5-chloro-2-methoxyphenyl)-8-(trifluoromethyl)quinolin-2(1H)-one
  参考文献：
  名称：

  The synthesis and structure–activity relationships of 4-aryl-3-aminoquinolin-2-ones: a new class of calcium-Dependent, large conductance, potassium (maxi-K) channel openers targeted for post-stroke neuroprotection

  摘要：

  A series of 4-aryl-3-aminoquinoline-2-one derivatives was synthesized and evaluated as activators of the cloned maxi-K channel mSlo (hSlo) expressed in Xenopus laevis oocytes using electrophysiological methods. A brain penetrable activator of maxi-K channels was identified and shown to be significantly active in the MCAO model of stroke. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00240-8

文献信息

• 4-ARYL-3-AMINOQUINOLINE-2-ONE DERIVATIVES AS POTASSIUM CHANNEL MODULATORS
  申请人：Bristol-Myers Squibb Company

  公开号：EP1011677A1

  公开（公告）日：2000-06-28
• EP1011677A4
  申请人：——

  公开号：EP1011677A4

  公开（公告）日：2002-03-20
• US5972961A
  申请人：——

  公开号：US5972961A

  公开（公告）日：1999-10-26
• [EN] 4-ARYL-3-AMINOQUINOLINE-2-ONE DERIVATIVES AS POTASSIUM CHANNEL MODULATORS<br/>[FR] DERIVES DE 4-ARYL-3-AMINOQUINOLEINE-2-ONE COMME MODULATEURS DE CANAL POTASSIUM
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：WO1999009983A1

  公开（公告）日：1999-03-04

  (EN) The present invention provides novel 4-aryl-3-aminoquinolin-2-one derivatives having general formula (I), wherein R, R1, R2, R3, R4, R5 and R6 are as defined herein, or a non-toxic pharmaceutically acceptable salt thereof which are modulators of the large conductance calcium-activated K+ channels and are useful in the treatment of disorders which are responsive to the opening of the potassium channels.(FR) La présente invention concerne de nouveaux dérivés de 4-aryl-3-aminoquinoleïne-2-one de la formule générale (I) dans laquelle R, R1, R?2, R3, R4, R5 et R6 sont comme définis ici; ou alors un sel de ces dérivés non toxique et acceptable du point de vue pharmaceutique. Les dérivés selon la présente invention sont des modulateurs des canaux K+ à calcium activé à grande conductance et s'utilisent dans le traitement de troubles réceptifs à l'ouverture des canaux potassium.
• The synthesis and structure–activity relationships of 4-aryl-3-aminoquinolin-2-ones: a new class of calcium-Dependent, large conductance, potassium (maxi-K) channel openers targeted for post-stroke neuroprotection
  作者：Piyasena Hewawasam、Wenhong Fan、Jay Knipe、Sandra L Moon、Christopher G Boissard、Valentin K Gribkoff、John E Starrett

  DOI：10.1016/s0960-894x(02)00240-8

  日期：2002.7

  A series of 4-aryl-3-aminoquinoline-2-one derivatives was synthesized and evaluated as activators of the cloned maxi-K channel mSlo (hSlo) expressed in Xenopus laevis oocytes using electrophysiological methods. A brain penetrable activator of maxi-K channels was identified and shown to be significantly active in the MCAO model of stroke. (C) 2002 Elsevier Science Ltd. All rights reserved.