1-(4-fluoro-3-(oxazolo[4,5-b]pyridin-2-yl)phenyl)-3-methylurea | 1533398-85-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-fluoro-3-(oxazolo[4,5-b]pyridin-2-yl)phenyl)-3-methylurea
• 英文别名: 1-[4-Fluoro-3-([1,3]oxazolo[4,5-b]pyridin-2-yl)phenyl]-3-methylurea；1-[4-fluoro-3-([1,3]oxazolo[4,5-b]pyridin-2-yl)phenyl]-3-methylurea
• CAS: 1533398-85-4
• 化学式: C₁₄H₁₁FN₄O₂
• 分子量: 286.265
• InChiKey: UPBHQYXDYMPODD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  80
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基-3-羟基吡啶 在 4-二甲氨基吡啶 、 tin(II) chloride dihdyrate 作用下， 以 吡啶 、 乙酸乙酯 为溶剂， 反应 5.0h， 生成 1-(4-fluoro-3-(oxazolo[4,5-b]pyridin-2-yl)phenyl)-3-methylurea
  参考文献：
  名称：

  Substituted 2-Phenylimidazopyridines: A New Class of Drug Leads for Human African Trypanosomiasis

  摘要：

  A phenotypic screen of a compound library for antiparasitic activity on Trypanosoma brucei, the causative agent of human African trypanosomiasis, led to the identification of substituted 2-(3-aminophenyl)oxazolopyridines as a starting point for hit-to-lead medicinal chemistry. A total of 110 analogues were prepared, which led to the identification of 64, a substituted 2-(3-aminophenyl)imidazopyridine. This compound showed antiparasitic activity in vitro with an EC50 of 2 nM and displayed reasonable druglike properties when tested in a number of in vitro assays. The compound was orally bioavailable and displayed good plasma and brain exposure in mice. Compound 64 cured mice infected with Trypanosorna brucei when dosed orally down to 2.5 mg/kg. Given its potent antiparasitic properties and its ease of synthesis, compound 64 represents a new lead for the development of drugs to treat human African trypanosomiasis.

  DOI：

  10.1021/jm401178t