{2-chloro-6-methyl-4-[3-(2-pyridinyl)-1H-pyrazol-1-yl]-3-pyridinyl}acetaldehyde | 727993-56-8

• 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: {2-chloro-6-methyl-4-[3-(2-pyridinyl)-1H-pyrazol-1-yl]-3-pyridinyl}acetaldehyde
• 英文别名: 2-[2-Chloro-6-methyl-4-(3-pyridin-2-ylpyrazol-1-yl)pyridin-3-yl]acetaldehyde
• CAS: 727993-56-8
• 化学式: C₁₆H₁₃ClN₄O
• 分子量: 312.758
• InChiKey: JJTGXDQHGUWRQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  60.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  {2-chloro-6-methyl-4-[3-(2-pyridinyl)-1H-pyrazol-1-yl]-3-pyridinyl}acetaldehyde 在 sodium tetrahydroborate 、 cerium(III) chloride 作用下， 以 甲醇 为溶剂， 反应 0.08h， 生成 2-{2-chloro-6-methyl-4-[3-(2-pyridinyl)-1H-pyrazol-1-yl]-3-pyridinyl}ethanol
  参考文献：
  名称：

  Dihydropyrrole[2,3-d]pyridine Derivatives as Novel Corticotropin-Releasing Factor-1 Antagonists: Mapping of the Receptor Binding Pocket by in Silico Docking Studies

  摘要：

  In an effort to discover novel CRF-1 receptor antagonists exhibiting improved physicochemical properties, a dihydropirrole[2,3]pyridine scaffold was designed and explored in terms of the SAR of the substitution at the pendent phenyl ring and the nature of the heterocyclic moieties present in the upper region of the molecule. Selective and potent compounds have been discovered endowed with reduced ClogP with respect to compounds known in the literature. Of particular relevance was the finding that the in vitro affinity of the series was maintained by reducing the overall lipophilicity. The results achieved by this exploration enabled the formulation of a novel hypothesis on the nature of the receptor binding pocket of this class of CRF-1 receptor antagonists, making use of in silico docking studies of the putative nonpeptidic antagonist binding site set up in house by homology modeling techniques.

  DOI：

  10.1021/jm800743q
• 作为产物：
  描述：

  2-Chloro-3-(2-methoxyethenyl)-6-methyl-4-(3-pyridin-2-ylpyrazol-1-yl)pyridine 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 生成 {2-chloro-6-methyl-4-[3-(2-pyridinyl)-1H-pyrazol-1-yl]-3-pyridinyl}acetaldehyde
  参考文献：
  名称：

  Dihydropyrrole[2,3-d]pyridine Derivatives as Novel Corticotropin-Releasing Factor-1 Antagonists: Mapping of the Receptor Binding Pocket by in Silico Docking Studies

  摘要：

  In an effort to discover novel CRF-1 receptor antagonists exhibiting improved physicochemical properties, a dihydropirrole[2,3]pyridine scaffold was designed and explored in terms of the SAR of the substitution at the pendent phenyl ring and the nature of the heterocyclic moieties present in the upper region of the molecule. Selective and potent compounds have been discovered endowed with reduced ClogP with respect to compounds known in the literature. Of particular relevance was the finding that the in vitro affinity of the series was maintained by reducing the overall lipophilicity. The results achieved by this exploration enabled the formulation of a novel hypothesis on the nature of the receptor binding pocket of this class of CRF-1 receptor antagonists, making use of in silico docking studies of the putative nonpeptidic antagonist binding site set up in house by homology modeling techniques.

  DOI：

  10.1021/jm800743q

文献信息

• Heteroaryl-substituted pyrrolo'2,3-b1 pyridine derivatives as crf receptor antagonists
  申请人：Castiglioni Emiliano

  公开号：US20070066640A1

  公开（公告）日：2007-03-22

  The present invention provides compounds of formula (I) including stereoisomers, prodrugs and pharmaceutically acceptable salts or solvates thereof, to processes for their preparation, to pharmaceutical compositions containing them and to their use in the treatment of conditions mediated by corticotropin-releasing factor (CRF).

  本发明提供公式（I）的化合物，包括立体异构体、前药和其药学上可接受的盐或溶剂化物，以及其制备过程、含有它们的制药组合物和它们在治疗由促肾上腺皮质激素释放因子（CRF）介导的疾病中的用途。