2,6-dichloro-3-(5-methyl-1H-pyrazol-3-yl)-4-phenylquinoline | 1024606-37-8

• 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: 2,6-dichloro-3-(5-methyl-1H-pyrazol-3-yl)-4-phenylquinoline
• CAS: 1024606-37-8
• 化学式: C₁₉H₁₃Cl₂N₃
• 分子量: 354.238
• InChiKey: AIGBVGDEJYYTSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.91
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  41.57
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2,6-dichloro-3-(5-methyl-1H-pyrazol-3-yl)-4-phenylquinoline 在 乙酸铵 、 溶剂黄146 作用下， 生成 6-chloro-3-(5-methyl-2H-pyrazol-3-yl)-4-phenyl-1H-quinolin-2-one
  参考文献：
  名称：

  Synthesis and evaluation of novel 3,4,6-substituted 2-quinolones as FMS kinase inhibitors

  摘要：

  A series of 3,4,6-substituted 2-quinolones has been synthesized and evaluated as inhibitors of the kinase domain of macrophage colony-stimulating factor-1 receptor (FMS). The fully optimized compound, 4-(4-ethyl-phenyl)-3-(2-methyl-3H-imidazol-4yl)-2-quinolone-6-carbonitrile 21b, has an IC50 of 2.5 nM in an in vitro assay and 5.0 nM in a bone marrow-derived macrophage cellular assay. Inhibition of FMS signaling in vivo was also demonstrated in a mouse pharmacodynamic model. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.088
• 作为产物：
  描述：

  3-methyl-5-pyrazoleacetic acid 、 2-氨基-5-氯二苯甲酮 在 三氯氧磷 作用下， 生成 2,6-dichloro-3-(5-methyl-1H-pyrazol-3-yl)-4-phenylquinoline
  参考文献：
  名称：

  Synthesis and evaluation of novel 3,4,6-substituted 2-quinolones as FMS kinase inhibitors

  摘要：

  A series of 3,4,6-substituted 2-quinolones has been synthesized and evaluated as inhibitors of the kinase domain of macrophage colony-stimulating factor-1 receptor (FMS). The fully optimized compound, 4-(4-ethyl-phenyl)-3-(2-methyl-3H-imidazol-4yl)-2-quinolone-6-carbonitrile 21b, has an IC50 of 2.5 nM in an in vitro assay and 5.0 nM in a bone marrow-derived macrophage cellular assay. Inhibition of FMS signaling in vivo was also demonstrated in a mouse pharmacodynamic model. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.088