4-(5-chloro-2-methoxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinecarboxaldehyde | 275375-53-6

• 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-methoxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinecarboxaldehyde
• 英文别名: 4-(5-chloro-2-methoxyphenyl)-2-oxo-6-(trifluoromethyl)-1H-quinoline-3-carbaldehyde
• CAS: 275375-53-6
• 化学式: C₁₈H₁₁ClF₃NO₃
• 分子量: 381.738
• InChiKey: YNMNYKRICDZMSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 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：
  55.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(5-chloro-2-methoxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinecarboxaldehyde 生成 4-[4-(5-Chloro-2-methoxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)quinolin-3-yl]-3-buten-2-one
  参考文献：
  名称：

  US6184231

  摘要：

  公开号：
• 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 、 manganese(IV) oxide 、 dimethyl sulfide borane 、 氢溴酸 、 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-methoxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinecarboxaldehyde
  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。
• 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
• 4-Aryl-3-(hydroxyalkyl)quinolin-2-ones:  Novel Maxi-K Channel Opening Relaxants of Corporal Smooth Muscle Targeted for Erectile Dysfunction
  作者：Piyasena Hewawasam、Wenhong Fan、Min Ding、Kim Flint、Deborah Cook、Gregory D. Goggins、Robert A. Myers、Valentin K. Gribkoff、Christopher G. Boissard、Steven I. Dworetzky、John E. Starrett,、Nicholas J. Lodge

  DOI：10.1021/jm030005h

  日期：2003.7.1

  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.