2-chloro-N-((5-chloro-8-hydroxyquinolin-7-yl)(3-nitrophenyl)methyl)acetamide | 1009843-13-3

• 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: 2-chloro-N-((5-chloro-8-hydroxyquinolin-7-yl)(3-nitrophenyl)methyl)acetamide
• CAS: 1009843-13-3
• 化学式: C₁₈H₁₃Cl₂N₃O₄
• 分子量: 406.225
• InChiKey: HCAJKEYUSLEMMQ-UHFFFAOYSA-N

物化性质

• 沸点：
  678.7±55.0 °C(Predicted)
• 密度：
  1.507±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  105.36
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-氯-3-甲基苯酚 、 2-chloro-N-((5-chloro-8-hydroxyquinolin-7-yl)(3-nitrophenyl)methyl)acetamide 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-[(5-chloro-8-hydroxyquinolin-7-yl)(3-nitrophenyl)methyl]-2-(4-chloro-3-methylphenoxy)acetamide
  参考文献：
  名称：

  N-((8-Hydroxy-5-substituted-quinolin-7-yl)(phenyl)methyl)-2-phenyloxy/amino-acetamide inhibitors of ADAMTS-5 (Aggrecanase-2)

  摘要：

  N-((8-Hydroxy-5-substituted-quinolin-7-yl)(phenyl)methyl)-2-phenyloxy/amino-acetamide inhibitors of ADAMTS-5 (Aggrecanase-2) have been prepared. Selected compounds 10, 14, 25, and 53 show sub-mu M ADAMTS-5 potency and good selectivity over the related metalloproteases ADAMTS-4 (Aggrecanase-1), MMP-13, and MMP-12. Compound 53 shows a good balance of potent ADAMTS-5 inhibition, moderate CYP3A4 inhibition and good rat liver microsome stability. This series of compounds represents progress towards selective ADAMTS-5 inhibitors as disease modifying osteoarthritis agents. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.065
• 作为产物：
  描述：

  间硝基苯甲醛 、 5-氯-8-羟基喹啉 、 氯乙酰胺 生成 2-chloro-N-((5-chloro-8-hydroxyquinolin-7-yl)(3-nitrophenyl)methyl)acetamide
  参考文献：
  名称：

  N-((8-Hydroxy-5-substituted-quinolin-7-yl)(phenyl)methyl)-2-phenyloxy/amino-acetamide inhibitors of ADAMTS-5 (Aggrecanase-2)

  摘要：

  N-((8-Hydroxy-5-substituted-quinolin-7-yl)(phenyl)methyl)-2-phenyloxy/amino-acetamide inhibitors of ADAMTS-5 (Aggrecanase-2) have been prepared. Selected compounds 10, 14, 25, and 53 show sub-mu M ADAMTS-5 potency and good selectivity over the related metalloproteases ADAMTS-4 (Aggrecanase-1), MMP-13, and MMP-12. Compound 53 shows a good balance of potent ADAMTS-5 inhibition, moderate CYP3A4 inhibition and good rat liver microsome stability. This series of compounds represents progress towards selective ADAMTS-5 inhibitors as disease modifying osteoarthritis agents. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.065