4-Chloro-8-(4-methoxy-2,6-dimethylphenyl)-2,7-dimethylpyrazolo[1,5-a][1,3,5]triazine | 332179-47-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-Chloro-8-(4-methoxy-2,6-dimethylphenyl)-2,7-dimethylpyrazolo[1,5-a][1,3,5]triazine
• CAS: 332179-47-2
• 化学式: C₁₆H₁₇ClN₄O
• 分子量: 316.79
• InChiKey: FPZYDPJABNTBTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  52.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  8-(4-methoxy-2,6-dimethylphenyl)-2,7-dimethyl-3H-pyrazolo[1,5-a][1,3,5]triazin-4-one 在 N,N-二乙基苯胺 、 三氯氧磷 作用下， 以 甲苯 为溶剂， 反应 42.0h， 生成 4-Chloro-8-(4-methoxy-2,6-dimethylphenyl)-2,7-dimethylpyrazolo[1,5-a][1,3,5]triazine
  参考文献：
  名称：

  8-(4-Methoxyphenyl)pyrazolo[1,5-a]-1,3,5-triazines: Selective and Centrally Active Corticotropin-Releasing Factor Receptor-1 (CRF₁) Antagonists

  摘要：

  This report describes the syntheses and structure-activity relationships of 8-(4-methoxyphenyl)pyrazolo[1,5-a]-1,3,5-triazine corticotropin releasing factor receptor-1 (CRF1) receptor antagonists. CRF1 receptor antagonists may be potential anxiolytic or antidepressant drugs. This research culminated in the discovery of analogue 12-3. which is a potent, selective CRF1 antagonist (hCRF(1) IC50 = 4.7 +/- 2.0 nM) with weak affinity for the CRF-binding protein and biogenic amine receptors. This compound also has a good pharmacokinetic profile in dogs. Analogue 12-3 is orally effective in two rat models of anxiety: the defensive withdrawal (situational anxiety) model and the elevated plus maze test. Analogue 12-3 has been advanced to clinical trials.

  DOI：

  10.1021/jm9000242