4-(5-chloro-2-hydroxy-phenyl)-3-mercapto-6-trifluoromethyl-1H-quinolin-2-one | 761442-96-0

• 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-mercapto-6-trifluoromethyl-1H-quinolin-2-one
• 英文别名: 4-(5-chloro-2-hydroxyphenyl)-3-mercapto-6-trifluoromethyl-1H-quinolin-2-one；4-(5-chloro-2-hydroxyphenyl)-3-sulfanyl-6-(trifluoromethyl)-1H-quinolin-2-one
• CAS: 761442-96-0
• 化学式: C₁₆H₉ClF₃NO₂S
• 分子量: 371.767
• InChiKey: LBWCJPOMUSUYBQ-UHFFFAOYSA-N

物化性质

• 沸点：
  533.2±50.0 °C(Predicted)
• 密度：
  1.60±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  50.3
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  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-hydroxyphenyl)-3-[[5-(3-methyl-1-piperidinyl)-2-oxopentyl]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：

  (2-氨基-5-三氟甲基-苯基)-(5-氯-2-甲氧基-苯基)-甲酮 在 吡啶 、 三溴化硼 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-(5-chloro-2-hydroxy-phenyl)-3-mercapto-6-trifluoromethyl-1H-quinolin-2-one
  参考文献：
  名称：

  4-Aryl-3-(mercapto)quinolin-2-ones: novel maxi-K channel opening relaxants of corporal smooth muscle

  摘要：

  A novel series of 4-aryl-3-(mercapto)quinolin-2-one derivatives was 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. In vivo efficacy has been demonstrated with a selective maxi-K opening relaxant in a rat model of erectile function. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.051

文献信息

• 3-thia-4-arylquinolin-2-one derivatives
  申请人：Boy M. Kenneth

  公开号：US20050080105A1

  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。
• 3-Thia-4-arylquinolin-2-one potassium channel modulators
  申请人：Boy M. Kenneth

  公开号：US20050176763A1

  公开（公告）日：2005-08-11

  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。
• 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
• US7049309B2
  申请人：——

  公开号：US7049309B2

  公开（公告）日：2006-05-23