4-(5-chloro-2-hydroxyphenyl)-3-(3-hydroxy-1-propenyl)-6-(trifluoromethyl)-2(1H)-quinolinone

• 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-hydroxyphenyl)-3-(3-hydroxy-1-propenyl)-6-(trifluoromethyl)-2(1H)-quinolinone
• 英文别名: 4-(5-chloro-2-hydroxyphenyl)-3-[(E)-3-hydroxyprop-1-enyl]-6-(trifluoromethyl)-1H-quinolin-2-one
• 化学式: C₁₉H₁₃ClF₃NO₃
• 分子量: 395.765
• InChiKey: ASNIIFWROCXGTM-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 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：
  69.6
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-chloro-6,8-dihydro-6-hydroxy-11-(trifluoromethyl)-7H-[1]benzopyrano[3,4-c]quinolin-7-one 在 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-(5-chloro-2-hydroxyphenyl)-3-(3-hydroxy-1-propenyl)-6-(trifluoromethyl)-2(1H)-quinolinone
  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

• US6184231
  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
• 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.