3-(4-amino-phenylsulfanyl)-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one | 765955-46-2

• 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-amino-phenylsulfanyl)-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one
• 英文别名: 3-[(4-aminophenyl)-thio]-4-(5-chloro-2-hydroxyphenyl)-6-(trifluoromethyl)-2(1H)-quinolinone；3-[(4-aminophenyl)thio]-4-(5-chloro-2-hydroxyphenyl)-6-(trifluoromethyl)-2(1H)-quinolinone；3-(4-aminophenyl)sulfanyl-4-(5-chloro-2-hydroxyphenyl)-6-(trifluoromethyl)-1H-quinolin-2-one
• CAS: 765955-46-2
• 化学式: C₂₂H₁₄ClF₃N₂O₂S
• 分子量: 462.88
• InChiKey: KUAXIQRWSLTTNX-UHFFFAOYSA-N

物化性质

• 沸点：
  658.4±55.0 °C(Predicted)
• 密度：
  1.57±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  101
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-(4-amino-phenylsulfanyl)-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one 在 三乙胺 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 N-[4-[[4-(5-chloro-2-hydroxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolinyl]thio]phenyl]-[1,4'-bipiperidine]-1'-butanamide
  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：

  (2-氨基-5-三氟甲基-苯基)-(5-氯-2-甲氧基-苯基)-甲酮 在 三溴化硼 、 sodium hydride 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 生成 3-(4-amino-phenylsulfanyl)-4-(5-chloro-2-hydroxy-phenyl)-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
  申请人：Boy M. Kenneth

  公开号：US20050080079A1

  公开（公告）日：2005-04-14

  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.

  这项发明描述了式（I）化合物，它们是钾通道调节剂，可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。
• Potassium channel modulators
  申请人：Hewawasam Piyasena

  公开号：US20050080082A1

  公开（公告）日：2005-04-14

  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Formula (I)的化合物，这些化合物是钾通道的调节剂，可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。
• Compounds for the treatment of male erectile dysfunction
  申请人：Boy M. Kenneth

  公开号：US20050124611A1

  公开（公告）日：2005-06-09

  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.

  这项发明描述了化合物式(I)，它们是钾通道的调节剂，可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。
• 3-thia-4-arylquinolin-2-one derivatives
  申请人：Bristol-Myers Squibb Company

  公开号：US07145013B2

  公开（公告）日：2006-12-05

  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

  本发明描述了式（I）的化合物，它们是钾通道调节剂，可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。
• US7132542B2
  申请人：——

  公开号：US7132542B2

  公开（公告）日：2006-11-07