N-[4-(1-ethylpiperidin-4-yl)phenyl]-N'-methyl-pyrimidine-4,6-diamine | 943189-37-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-[4-(1-ethylpiperidin-4-yl)phenyl]-N'-methyl-pyrimidine-4,6-diamine
• 英文别名: N-[4-(1-ethyl-piperidin-4-yl)-phenyl]-N'-methyl-pyrimidine-4,6-diamine
• CAS: 943189-37-5
• 化学式: C₁₈H₂₅N₅
• 分子量: 311.43
• InChiKey: GXIUSULBZHFXEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  53.08
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,4-dichloro-3-isocyanato-1,5-dimethoxybenzene 、 N-[4-(1-ethylpiperidin-4-yl)phenyl]-N'-methyl-pyrimidine-4,6-diamine 以 甲苯 为溶剂， 反应 0.75h， 以43%的产率得到3-(2,6-dichloro-3,5-dimethoxyphenyl)-1-{6-[4-(1-ethylpiperidin-4-yl)phenylamino]pyrimidin-4-yl}-1-methylurea
  参考文献：
  名称：

  Discovery of 3-(2,6-Dichloro-3,5-dimethoxy-phenyl)-1-{6-[4-(4-ethyl-piperazin-1-yl)-phenylamino]-pyrimidin-4-yl}-1-methyl-urea (NVP-BGJ398), A Potent and Selective Inhibitor of the Fibroblast Growth Factor Receptor Family of Receptor Tyrosine Kinase

  摘要：

  A novel series of N-aryl-N'-pyrimidin-4-yl ureas has been optimized to afford potent and selective inhibitors of the fibroblast growth factor receptor tyrosine kinases 1, 2, and 3 by rationally designing the substitution pattern of the aryl ring. On the basis of its in vitro profile, compound 1h (NVP-BGJ398) was selected for in vivo evaluation and showed significant antitumor activity in RT112 bladder cancer xenografts models overexpressing wild-type FGFR3. These results support the potential therapeutic use of 1h as a new anticancer agent.

  DOI：

  10.1021/jm2006222
• 作为产物：
  描述：

  4-苯基哌啶 在 硫酸 、 palladium 10% on activated carbon 、 氢气 、 硝酸 、 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 20.0h， 生成 N-[4-(1-ethylpiperidin-4-yl)phenyl]-N'-methyl-pyrimidine-4,6-diamine
  参考文献：
  名称：

  Discovery of 3-(2,6-Dichloro-3,5-dimethoxy-phenyl)-1-{6-[4-(4-ethyl-piperazin-1-yl)-phenylamino]-pyrimidin-4-yl}-1-methyl-urea (NVP-BGJ398), A Potent and Selective Inhibitor of the Fibroblast Growth Factor Receptor Family of Receptor Tyrosine Kinase

  摘要：

  A novel series of N-aryl-N'-pyrimidin-4-yl ureas has been optimized to afford potent and selective inhibitors of the fibroblast growth factor receptor tyrosine kinases 1, 2, and 3 by rationally designing the substitution pattern of the aryl ring. On the basis of its in vitro profile, compound 1h (NVP-BGJ398) was selected for in vivo evaluation and showed significant antitumor activity in RT112 bladder cancer xenografts models overexpressing wild-type FGFR3. These results support the potential therapeutic use of 1h as a new anticancer agent.

  DOI：

  10.1021/jm2006222