3-(4-aminophenyl)-3-(1-methyl-1H-pyrazl-4-yl)pyrazolo[1,5-α]pyrimidin-7-amine | 1039364-94-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(4-aminophenyl)-3-(1-methyl-1H-pyrazl-4-yl)pyrazolo[1,5-α]pyrimidin-7-amine
• CAS: 1039364-94-7
• 化学式: C₁₆H₁₅N₇
• 分子量: 305.342
• InChiKey: WANOEBUYMMULGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  100.05
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-(4-aminophenyl)-3-(1-methyl-1H-pyrazl-4-yl)pyrazolo[1,5-α]pyrimidin-7-amine 、 异氰酸- 4-氟-3-(三氟甲基)苯酯 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-{4-[7-amino-3-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-α]pyrimidin-6-yl]phenyl}-3-(4-fluoro-3-trifluoromethylphenyl)urea
  参考文献：
  名称：

  7-Aminopyrazolo[1,5-a]pyrimidines as Potent Multitargeted Receptor Tyrosine Kinase Inhibitors

  摘要：

  7-Aminopyrazolo[1,5-a]pyrimidine urea receptor tyrosine kinase inhibitors have been discovered. Investigation of structure-activity relationships of the pyrazolo[1,5-a]pyrimidine nucleus led to a series of 6-(4-N,N'-diphenyl)ureas that potently inhibited a panel of vascular endothelial growth factor receptor (VEGFR) and platelet-derived growth factor receptor (PDGFR) kinases. Several of these compounds, such as 34a, are potent inhibitors of kinase insert domain-containing receptor tyrosine kinase (KDR) both enzymatically (< 10 nM) and cellularly (< 10 nM). In addition, compound 34a possesses a favorable pharmacokinetic profile and demonstrates efficacy in the estradiol-induced murine uterine edema (UE) model (ED(50) = 1.4 mg/kg).

  DOI：

  10.1021/jm701397k
• 作为产物：
  描述：

  在 盐酸 、 tin(ll) chloride 作用下， 以 水 为溶剂， 以300 mg的产率得到3-(4-aminophenyl)-3-(1-methyl-1H-pyrazl-4-yl)pyrazolo[1,5-α]pyrimidin-7-amine
  参考文献：
  名称：

  7-Aminopyrazolo[1,5-a]pyrimidines as Potent Multitargeted Receptor Tyrosine Kinase Inhibitors

  摘要：

  7-Aminopyrazolo[1,5-a]pyrimidine urea receptor tyrosine kinase inhibitors have been discovered. Investigation of structure-activity relationships of the pyrazolo[1,5-a]pyrimidine nucleus led to a series of 6-(4-N,N'-diphenyl)ureas that potently inhibited a panel of vascular endothelial growth factor receptor (VEGFR) and platelet-derived growth factor receptor (PDGFR) kinases. Several of these compounds, such as 34a, are potent inhibitors of kinase insert domain-containing receptor tyrosine kinase (KDR) both enzymatically (< 10 nM) and cellularly (< 10 nM). In addition, compound 34a possesses a favorable pharmacokinetic profile and demonstrates efficacy in the estradiol-induced murine uterine edema (UE) model (ED(50) = 1.4 mg/kg).

  DOI：

  10.1021/jm701397k