6-fluoro-3-hydroxy-1-mercaptoisoquinoline-4-carbonitrile | 1350320-78-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 6-fluoro-3-hydroxy-1-mercaptoisoquinoline-4-carbonitrile
• CAS: 1350320-78-3
• 化学式: C₁₀H₅FN₂OS
• 分子量: 220.227
• InChiKey: SNQXBTDELLCZCM-UHFFFAOYSA-N

物化性质

• 沸点：
  404.0±45.0 °C(predicted)
• 密度：
  1.49±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.24
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.91
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  6-fluoro-3-hydroxy-1-mercaptoisoquinoline-4-carbonitrile 、 2-氯苄溴 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 生成 1-[(2-chlorophenyl)methylsulfanyl]-6-fluoro-3-oxo-2H-isoquinoline-4-carbonitrile
  参考文献：
  名称：

  Discovery of 3-hydroxy-4-cyano-isoquinolines as novel, potent, and selective inhibitors of human 11β-hydroxydehydrogenase 1 (11β-HSD1)

  摘要：

  Derived from the HTS hit 1, a series of hydroxyisoquinolines was discovered as potent and selective 11 beta-HSD1 inhibitors with good cross species activity. Optimization of substituents at the 1 and 4 positions of the isoquinoline group in addition to the core modifications, with a special focus on enhancing metabolic stability and aqueous solubility, resulted in the identification of several compounds as potent advanced leads. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.058
• 作为产物：
  描述：

  在 三氟甲磺酸 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 6-fluoro-3-hydroxy-1-mercaptoisoquinoline-4-carbonitrile
  参考文献：
  名称：

  Discovery of 3-hydroxy-4-cyano-isoquinolines as novel, potent, and selective inhibitors of human 11β-hydroxydehydrogenase 1 (11β-HSD1)

  摘要：

  Derived from the HTS hit 1, a series of hydroxyisoquinolines was discovered as potent and selective 11 beta-HSD1 inhibitors with good cross species activity. Optimization of substituents at the 1 and 4 positions of the isoquinoline group in addition to the core modifications, with a special focus on enhancing metabolic stability and aqueous solubility, resulted in the identification of several compounds as potent advanced leads. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.058