N-(cyclopropylmethyl)-2-ethyl-N-[(tetrahydro-2H-pyran-4-yl)methyl]-7-(2,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyridin-3-amine | 1380434-16-1

• 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: N-(cyclopropylmethyl)-2-ethyl-N-[(tetrahydro-2H-pyran-4-yl)methyl]-7-(2,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyridin-3-amine
• 英文别名: N-(cyclopropylmethyl)-2-ethyl-N-(oxan-4-ylmethyl)-7-(2,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyridin-3-amine
• CAS: 1380434-16-1
• 化学式: C₂₈H₃₇N₃O₄
• 分子量: 479.619
• InChiKey: XTHKWPSCQRKQAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  57.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  7-bromo-2-ethylpyrazolo[1,5-a]pyridine 在 盐酸 、 四(三苯基膦)钯 、 nitronium tetrafluoborate 、 barium hydroxide octahydrate 、 三乙酰氧基硼氢化钠 、 sodium hydride 、 溶剂黄146 、 三乙胺 、 锌 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 22.83h， 生成 N-(cyclopropylmethyl)-2-ethyl-N-[(tetrahydro-2H-pyran-4-yl)methyl]-7-(2,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyridin-3-amine
  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

文献信息

• Synthesis and Structure–Activity Relationships of Pyrazolo[1,5-<i>a</i>]pyridine Derivatives: Potent and Orally Active Antagonists of Corticotropin-Releasing Factor 1 Receptor
  作者：Yoshinori Takahashi、Shigeki Hibi、Yorihisa Hoshino、Koichi Kikuchi、Kogyoku Shin、Kaoru Murata-Tai、Masae Fujisawa、Mitsuhiro Ino、Hisashi Shibata、Masahiro Yonaga

  DOI：10.1021/jm300259r

  日期：2012.6.14

  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.