2-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-N-phenyl-1,2-thiazinane-6-carboxamide 1,1-dioxide | 1612842-36-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-N-phenyl-1,2-thiazinane-6-carboxamide 1,1-dioxide
• 英文别名: 2-[4-(2-amino-3-chloropyridin-4-yl)oxy-3-fluorophenyl]-1,1-dioxo-N-phenylthiazinane-6-carboxamide
• CAS: 1612842-36-0
• 化学式: C₂₂H₂₀ClFN₄O₄S
• 分子量: 490.943
• InChiKey: IPXNAVIIYNCYIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-氯乙酰苯胺 在 potassium phosphate 、 碘苯二乙酸 、 N,N-二异丙基乙胺 、 sodium sulfite 作用下， 以 四氢呋喃 、 乙醇 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 3.0h， 生成 2-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-N-phenyl-1,2-thiazinane-6-carboxamide 1,1-dioxide
  参考文献：
  名称：

  Discovery of novel type II c-Met inhibitors based on BMS-777607

  摘要：

  Twenty-two new analogs based on the structure of BMS-777607 were designed, synthesized, and evaluated to determine their biological activities. Compounds bearing a cyclic sulfonamide or α-chloropiperidone scaffold exhibited good activity, which may provide a new basis for further structural optimization. Quinoline-containing analogs exhibited better results than did their counterparts with an aminopyrimidine, aminopyridine, or pyrrolopyridine unit. Two analogs, 22d and 22e, stood out as the most potent c-Met inhibitors with IC50s of 0.9 and 1.7 nM, respectively. These two compounds were more potent than BMS-777607 in enzymatic inhibition and cell proliferation studies.

  DOI：

  10.1016/j.ejmech.2014.04.056

文献信息

• Discovery of novel type II c-Met inhibitors based on BMS-777607
  作者：Wei Zhang、Jing Ai、Dakuo Shi、Xia Peng、Yinchun Ji、Jian Liu、Meiyu Geng、Yingxia Li

  DOI：10.1016/j.ejmech.2014.04.056

  日期：2014.6

  Twenty-two new analogs based on the structure of BMS-777607 were designed, synthesized, and evaluated to determine their biological activities. Compounds bearing a cyclic sulfonamide or α-chloropiperidone scaffold exhibited good activity, which may provide a new basis for further structural optimization. Quinoline-containing analogs exhibited better results than did their counterparts with an aminopyrimidine, aminopyridine, or pyrrolopyridine unit. Two analogs, 22d and 22e, stood out as the most potent c-Met inhibitors with IC50s of 0.9 and 1.7 nM, respectively. These two compounds were more potent than BMS-777607 in enzymatic inhibition and cell proliferation studies.