7-chloro-6-iodo-2-(1-methyl-1H-imidazol-5-yl)quinoline-4-carboxylic acid | 1265568-39-5

• 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: 7-chloro-6-iodo-2-(1-methyl-1H-imidazol-5-yl)quinoline-4-carboxylic acid
• CAS: 1265568-39-5
• 化学式: C₁₄H₉ClIN₃O₂
• 分子量: 413.602
• InChiKey: KQNPEZWNOCKOKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  68.01
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 7-chloro-6-iodo-2-(1-methyl-1H-imidazol-5-yl)quinoline-4-carboxylic acid 在 硫酸 作用下， 以80%的产率得到Methyl 7-chloro-6-iodo-2-(3-methylimidazol-4-yl)quinoline-4-carboxylate
  参考文献：
  名称：

  A novel series of IKKβ inhibitors part II: Description of a potent and pharmacologically active series of analogs

  摘要：

  A novel series of (E)-1-((2-(1-methyl-1H-imidazol-5-yl) quinolin-4-yl) methylene) thiosemicarbazides was discovered as potent inhibitors of IKK beta. In this Letter we document our efforts at further optimization of this series, culminating in 2 with submicromolar potency in a HWB assay and efficacy in a CIA mouse model. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.125
• 作为产物：
  描述：

  6-chloro-5-iodo-isatin 、 1-(2-(tert-butyldimethylsilyl)-1-methyl-1H-imidazol-5-yl)ethanone 在 potassium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以60%的产率得到7-chloro-6-iodo-2-(1-methyl-1H-imidazol-5-yl)quinoline-4-carboxylic acid
  参考文献：
  名称：

  A novel series of IKKβ inhibitors part II: Description of a potent and pharmacologically active series of analogs

  摘要：

  A novel series of (E)-1-((2-(1-methyl-1H-imidazol-5-yl) quinolin-4-yl) methylene) thiosemicarbazides was discovered as potent inhibitors of IKK beta. In this Letter we document our efforts at further optimization of this series, culminating in 2 with submicromolar potency in a HWB assay and efficacy in a CIA mouse model. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.125