tert-butyl (7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)carbamate | 1380434-68-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: tert-butyl (7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)carbamate
• CAS: 1380434-68-3
• 化学式: C₂₃H₂₉N₃O₅S
• 分子量: 459.566
• InChiKey: RWYRLKAGUFGSRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.23
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  83.32
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)carbamate 在 盐酸 、 四丁基氟化铵 、 三乙酰氧基硼氢化钠 、 sodium hydride 作用下， 以 四氢呋喃 、 溶剂黄146 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 1-(((7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)((tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)cyclopropanol
  参考文献：
  名称：

  Synthesis and Structure–Activity Relationships of Pyrazolo[1,5-a]pyridine Derivatives: Potent and Orally Active Antagonists of Corticotropin-Releasing Factor 1 Receptor

  摘要：

  Design, synthesis, and structure activity relationships of a series of 3-dialkylamino-7-phenyl pyrazolo[1,5-a]pyridines (I) as selective antagonists of the corticotropin-releasing factor 1 (CRF1) receptor are described. The most prominent compound to emerge from this work, 46 (E2508), exhibits potent in vitro activity, excellent drug-like properties, and robust oral efficacy in animal models of stress-related disorders. It has advanced into clinical trials.

  DOI：

  10.1021/jm300259r
• 作为产物：
  描述：

  tert-butyl [2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl]carbamate 在 四(三苯基膦)钯 、 正丁基锂 、 barium hydroxide octahydrate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 正己烷 、 水 为溶剂， 反应 5.17h， 生成 tert-butyl (7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)carbamate
  参考文献：
  名称：

  Synthesis and Structure–Activity Relationships of Pyrazolo[1,5-a]pyridine Derivatives: Potent and Orally Active Antagonists of Corticotropin-Releasing Factor 1 Receptor

  摘要：

  Design, synthesis, and structure activity relationships of a series of 3-dialkylamino-7-phenyl pyrazolo[1,5-a]pyridines (I) as selective antagonists of the corticotropin-releasing factor 1 (CRF1) receptor are described. The most prominent compound to emerge from this work, 46 (E2508), exhibits potent in vitro activity, excellent drug-like properties, and robust oral efficacy in animal models of stress-related disorders. It has advanced into clinical trials.

  DOI：

  10.1021/jm300259r