4-(4-methoxy-2,3-dimethylphenyl)-5-methyl-1H-pyrazol-3-amine | 1150233-89-8

• 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-(4-methoxy-2,3-dimethylphenyl)-5-methyl-1H-pyrazol-3-amine
• CAS: 1150233-89-8
• 化学式: C₁₃H₁₇N₃O
• 分子量: 231.297
• InChiKey: QMSDVIRSANSBIL-UHFFFAOYSA-N

物化性质

• 沸点：
  397.3±42.0 °C(predicted)
• 密度：
  1.148±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  63.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-methoxy-2,3-dimethylphenyl)-5-methyl-1H-pyrazol-3-amine 、 1-乙氧基乙基亚基氯化铵 在 溶剂黄146 作用下， 以 乙腈 为溶剂， 反应 20.0h， 生成 N'-[4-(4-methoxy-2,3-dimethylphenyl)-5-methyl-1H-pyrazol-3-yl]ethanimidamide
  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
• 作为产物：
  描述：

  2-(4-Methoxy-2,3-dimethylphenyl)-3-oxobutanenitrile 在 一水合肼 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 18.0h， 生成 4-(4-methoxy-2,3-dimethylphenyl)-5-methyl-1H-pyrazol-3-amine
  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