3-[4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinyl]-2-propenoic acid, ethyl ester | 275375-59-2

• 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-[4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinyl]-2-propenoic acid, ethyl ester
• 英文别名: 3-[4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinyl]-2-propenoic acid,ethyl ester；ethyl (E)-3-[4-(5-chloro-2-hydroxyphenyl)-2-oxo-6-(trifluoromethyl)-1H-quinolin-3-yl]prop-2-enoate
• CAS: 275375-59-2
• 化学式: C₂₁H₁₅ClF₃NO₄
• 分子量: 437.803
• InChiKey: MJGYVDKXQKZKFO-VMPITWQZSA-N

物化性质

• 沸点：
  599.7±50.0 °C(Predicted)
• 密度：
  1.466±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-[4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinyl]-2-propenoic acid, ethyl ester 生成 4-[4-(5-chloro-2-hydroxyphenyl)-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-Amino-5-trifluoromethyl-phenyl)-(5-chloro-2-hydroxy-phenyl)-methanone 在 吡啶 、 potassium tert-butylate 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-[4-(5-Chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinyl]-2-propenoic acid, ethyl ester
  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

• 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.
• US6184231
  申请人：——

  公开号：——

  公开（公告）日：——