[4-(5-Chloro-2-hydroxy-phenyl)-2-oxo-6-trifluoromethyl-1,2-dihydro-quinolin-3-yl]-acetic acid | 275376-03-9

• 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: [4-(5-Chloro-2-hydroxy-phenyl)-2-oxo-6-trifluoromethyl-1,2-dihydro-quinolin-3-yl]-acetic acid
• 英文别名: 4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolineacetic acid；2-[4-(5-chloro-2-hydroxyphenyl)-2-oxo-6-(trifluoromethyl)-1H-quinolin-3-yl]acetic acid
• CAS: 275376-03-9
• 化学式: C₁₈H₁₁ClF₃NO₄
• 分子量: 397.738
• InChiKey: YJRVNACJKKIQRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [4-(5-Chloro-2-hydroxy-phenyl)-2-oxo-6-trifluoromethyl-1,2-dihydro-quinolin-3-yl]-acetic acid 在 dimethyl sulfide borane 作用下， 以 四氢呋喃 为溶剂， 生成 BMS-223131
  参考文献：
  名称：

  4-Aryl-3-(hydroxyalkyl)quinolin-2-ones:  Novel Maxi-K Channel Opening Relaxants of Corporal Smooth Muscle Targeted for Erectile Dysfunction

  摘要：

  Novel 4-aryl-3-(hydroxyalkyl)quinoline-2-one derivatives were prepared and evaluated as openers of the cloned maxi-K channel hSlo expressed in Xenopus laevis oocytes by utilizing electrophysiological methods. The effect of these maxi-K openers on corporal smooth muscle was studied in vitro using isolated rabbit corpus cavernosum. From this study, a potent maxi-K opener was identified as an effective relaxant of rabbit corporal smooth muscle and shown to be active in an in vivo animal model of male erectile function.

  DOI：

  10.1021/jm030005h
• 作为产物：
  描述：

  (2-氨基-5-三氟甲基-苯基)-(5-氯-2-甲氧基-苯基)-甲酮 在 吡啶 、 氢溴酸 、 吡啶盐酸盐 、 双(三甲基硅烷基)氨基钾 、 溶剂黄146 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 [4-(5-Chloro-2-hydroxy-phenyl)-2-oxo-6-trifluoromethyl-1,2-dihydro-quinolin-3-yl]-acetic acid
  参考文献：
  名称：

  4-Aryl-3-(hydroxyalkyl)quinolin-2-ones:  Novel Maxi-K Channel Opening Relaxants of Corporal Smooth Muscle Targeted for Erectile Dysfunction

  摘要：

  Novel 4-aryl-3-(hydroxyalkyl)quinoline-2-one derivatives were prepared and evaluated as openers of the cloned maxi-K channel hSlo expressed in Xenopus laevis oocytes by utilizing electrophysiological methods. The effect of these maxi-K openers on corporal smooth muscle was studied in vitro using isolated rabbit corpus cavernosum. From this study, a potent maxi-K opener was identified as an effective relaxant of rabbit corporal smooth muscle and shown to be active in an in vivo animal model of male erectile function.

  DOI：

  10.1021/jm030005h

文献信息

• [EN] 3-SUBSTITUTED-4-ARYLQUINOLIN-2-ONE DERIVATIVES AS POTASSIUM CHANNEL MODULATORS<br/>[FR] DERIVES 3-SUBSTITUES DE 4-ARYLQUINOLIN-2-ONE UTILISES COMME MODULATEURS DES CANAUX POTASSIQUES
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2000034244A1

  公开（公告）日：2000-06-15

  The present invention provides novel 3-substituted-4-arylquinolin-2-one derivatives having general formula (I) wherein R, R?1, R2, R3, R4, R5, R6 and R7¿ are as defined herein, or a nontoxic 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.

  本发明提供了一种新型的3-取代-4-芳基喹啉-2-酮衍生物，其具有通式（I），其中R，R?1，R2，R3，R4，R5，R6和R7¿如本文所定义，或其无毒的药学上可接受的盐，它们是大电导钙激活K+通道的调节剂，并且在治疗对钾通道开放有反应的疾病方面很有用。
• US06184231B2
  申请人：——

  公开号：——

  公开（公告）日：——
• 3-SUBSTITUTED-4-ARYLQUINOLIN-2-ONE DERIVATIVES AS POTASSIUM CHANNEL MODULATORS
  申请人：Bristol-Myers Squibb Company

  公开号：EP1133474B1

  公开（公告）日：2007-02-21
• EP1133474A4
  申请人：——

  公开号：EP1133474A4

  公开（公告）日：2005-02-16
• US6184231B1
  申请人：——

  公开号：US6184231B1

  公开（公告）日：2001-02-06