1-[4-(7-aminopyrazolo[1,5-α]pyrimidin-6-yl)phenyl]-3-m-tolyl-thiourea | 1039364-98-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-[4-(7-aminopyrazolo[1,5-α]pyrimidin-6-yl)phenyl]-3-m-tolyl-thiourea
• 英文别名: 1-[4-(7-Amino-pyrazolo[1,5-a]pyrimidin-6-yl)-phenyl]-3-m-tolyl-thiourea；1-[4-(7-aminopyrazolo[1,5-a]pyrimidin-6-yl)phenyl]-3-(3-methylphenyl)thiourea
• CAS: 1039364-98-1
• 化学式: C₂₀H₁₈N₆S
• 分子量: 374.469
• InChiKey: MFMNPOIVJWIMGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-(4-aminophenyl)pyrazolo[1,-α]pyrimidin-7-ylamine hydrochloride 、 间甲苯异硫氰酸酯 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-[4-(7-aminopyrazolo[1,5-α]pyrimidin-6-yl)phenyl]-3-m-tolyl-thiourea
  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

文献信息

• 7-Aminopyrazolo[1,5-<i>a</i>]pyrimidines as Potent Multitargeted Receptor Tyrosine Kinase Inhibitors
  作者：Robin R. Frey、Michael L. Curtin、Daniel H. Albert、Keith B. Glaser、Lori J. Pease、Niru B. Soni、Jennifer J. Bouska、David Reuter、Kent D. Stewart、Patrick Marcotte、Gail Bukofzer、Junling Li、Steven K. Davidsen、Michael R. Michaelides

  DOI：10.1021/jm701397k

  日期：2008.7

  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).