4-(5-Chloro-2-hydroxy-phenyl)-3-[4-(4-methyl-piperazin-1-yl)-2-oxo-butylsulfanyl]-6-trifluoromethyl-1H-quinolin-2-one | 765955-21-3

• 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)-3-[4-(4-methyl-piperazin-1-yl)-2-oxo-butylsulfanyl]-6-trifluoromethyl-1H-quinolin-2-one
• 英文别名: 4-(5-chloro-2-hydroxyphenyl)-3-[4-(4-methylpiperazin-1-yl)-2-oxobutyl]sulfanyl-6-(trifluoromethyl)-1H-quinolin-2-one
• CAS: 765955-21-3
• 化学式: C₂₅H₂₅ClF₃N₃O₃S
• 分子量: 540.006
• InChiKey: MMCCUBIFCATHKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  98.2
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4-(5-Chloro-2-hydroxy-phenyl)-3-[4-(4-methyl-piperazin-1-yl)-2-oxo-butylsulfanyl]-6-trifluoromethyl-1H-quinolin-2-one 在 sodium cyanoborohydride 作用下， 以 乙醇 为溶剂， 生成 4-(5-chloro-2-hydroxyphenyl)-3-{[2-hydroxy-4-(4-methyl-1-piperazinyl)butyl]thio}-6-(trifluoromethyl)-2(1H)-quinolinone
  参考文献：
  名称：

  3-Thio-quinolinone maxi-K openers for the treatment of erectile dysfunction

  摘要：

  A series of Maxi-K openers for the treatment of erectile dysfunction based on the 3-thio-quinolinone core is described. Significant levels of channel opening (up to 550% of control) are seen in transfected oocytes. Functional activity in rabbit corpus cavernosum tissue strips confirms the potential to effect therapy for ED, the effect being maximal for the 3-amino-2-hydroxy thiol side chain. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.080
• 作为产物：
  描述：

  4-(5-chloro-2-hydroxy-phenyl)-3-mercapto-6-trifluoromethyl-1H-quinolin-2-one 在 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 4-(5-Chloro-2-hydroxy-phenyl)-3-[4-(4-methyl-piperazin-1-yl)-2-oxo-butylsulfanyl]-6-trifluoromethyl-1H-quinolin-2-one
  参考文献：
  名称：

  3-Thio-quinolinone maxi-K openers for the treatment of erectile dysfunction

  摘要：

  A series of Maxi-K openers for the treatment of erectile dysfunction based on the 3-thio-quinolinone core is described. Significant levels of channel opening (up to 550% of control) are seen in transfected oocytes. Functional activity in rabbit corpus cavernosum tissue strips confirms the potential to effect therapy for ED, the effect being maximal for the 3-amino-2-hydroxy thiol side chain. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.080

文献信息

• 3-Thia-4-arylquinolin-2-one derivatives as smooth muscle relaxants
  申请人：Boy M. Kenneth

  公开号：US20050096329A1

  公开（公告）日：2005-05-05

  This invention describes compounds of Formula (I) which are modulators of potassium channels and are useful for treating conditions affected by abnormal potassium channel activity including erectile dysfunction and irritable bowel syndrome.

  这项发明描述了一种化合物，其化学式为（I），可以调节钾通道，并且适用于治疗受异常钾通道活性影响的疾病，包括勃起功能障碍和肠易激综合征。
• US7002015B2
  申请人：——

  公开号：US7002015B2

  公开（公告）日：2006-02-21
• 3-Thio-quinolinone maxi-K openers for the treatment of erectile dysfunction
  作者：Kenneth M. Boy、Jason M. Guernon、Sing-Yuen Sit、Kai Xie、Piyasena Hewawasam、Christopher G. Boissard、Steven I. Dworetzky、Joanne Natale、Valentin K. Gribkoff、Nicholas Lodge、John E. Starrett

  DOI：10.1016/j.bmcl.2004.07.080

  日期：2004.10

  A series of Maxi-K openers for the treatment of erectile dysfunction based on the 3-thio-quinolinone core is described. Significant levels of channel opening (up to 550% of control) are seen in transfected oocytes. Functional activity in rabbit corpus cavernosum tissue strips confirms the potential to effect therapy for ED, the effect being maximal for the 3-amino-2-hydroxy thiol side chain. (C) 2004 Elsevier Ltd. All rights reserved.