6-氨基-4-(3-氯-4-氟苯氧基)喹啉-3-甲腈 | 928779-56-0

• 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
• 中文名称: 6-氨基-4-(3-氯-4-氟苯氧基)喹啉-3-甲腈
• 英文名称: 6-Amino-4-(3-chloro-4-fluoro-phenoxy)-quinoline-3-carbonitrile
• 英文别名: 6-Amino-4-(3-chloro-4-fluorophenoxy)quinoline-3-carbonitrile；6-amino-4-(3-chloro-4-fluorophenoxy)quinoline-3-carbonitrile
• CAS: 928779-56-0
• 化学式: C₁₆H₉ClFN₃O
• 分子量: 313.718
• InChiKey: MCJIGFQTVAPUKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-氨基-4-(3-氯-4-氟苯氧基)喹啉-3-甲腈 、 吗啉-4-乙醛水合物盐酸盐 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 4-(3-chloro-4-fluorophenoxy)-6-[(2-morpholin-4-ylethyl)amino]quinoline-3-carbonitrile
  参考文献：
  名称：

  Inhibition of Tpl2 kinase and TNFα production with quinoline-3-carbonitriles for the treatment of rheumatoid arthritis

  摘要：

  The synthesis and structure-activity studies of a series of quinoline-3-carbonitriles as inhibitors of Tpl2 kinase are described. Potent inhibitors of Tpl2 kinase with selectivity against a panel of selected kinases in enzymatic assays and specificity in cell-based phosphorylation assays in LPS-treated human monocytes were identified. Selected inhibitors with moderate activity in human whole blood assay effectively inhibited LPS/D-Gal induced TNFalpha release when administered intraperitoneally in mice.

  DOI：

  10.1016/j.bmcl.2006.08.102
• 作为产物：
  描述：

  4-氯-6-硝基喹啉-3-甲腈 在 氢氧化钾 作用下， 反应 2.0h， 生成 6-氨基-4-(3-氯-4-氟苯氧基)喹啉-3-甲腈
  参考文献：
  名称：

  Inhibition of Tpl2 kinase and TNFα production with quinoline-3-carbonitriles for the treatment of rheumatoid arthritis

  摘要：

  The synthesis and structure-activity studies of a series of quinoline-3-carbonitriles as inhibitors of Tpl2 kinase are described. Potent inhibitors of Tpl2 kinase with selectivity against a panel of selected kinases in enzymatic assays and specificity in cell-based phosphorylation assays in LPS-treated human monocytes were identified. Selected inhibitors with moderate activity in human whole blood assay effectively inhibited LPS/D-Gal induced TNFalpha release when administered intraperitoneally in mice.

  DOI：

  10.1016/j.bmcl.2006.08.102

文献信息

• Inhibition of Tpl2 kinase and TNFα production with quinoline-3-carbonitriles for the treatment of rheumatoid arthritis
  作者：Yonghan Hu、Neal Green、Lori K. Gavrin、Kristin Janz、Neelu Kaila、Huan-Qiu Li、Jennifer R. Thomason、John W. Cuozzo、J. Perry Hall、Sang Hsu、Cheryl Nickerson-Nutter、Jean-Baptiste Telliez、Lih-Ling Lin、Steve Tam

  DOI：10.1016/j.bmcl.2006.08.102

  日期：2006.12

  The synthesis and structure-activity studies of a series of quinoline-3-carbonitriles as inhibitors of Tpl2 kinase are described. Potent inhibitors of Tpl2 kinase with selectivity against a panel of selected kinases in enzymatic assays and specificity in cell-based phosphorylation assays in LPS-treated human monocytes were identified. Selected inhibitors with moderate activity in human whole blood assay effectively inhibited LPS/D-Gal induced TNFalpha release when administered intraperitoneally in mice.