2-(2-Chloro-5-fluoro-4-methoxyphenyl)acetonitrile | 853569-70-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2-Chloro-5-fluoro-4-methoxyphenyl)acetonitrile
• CAS: 853569-70-7
• 化学式: C₉H₇ClFNO
• 分子量: 199.612
• InChiKey: KIKPDDDMOVCBCW-UHFFFAOYSA-N

物化性质

• 沸点：
  302.7±37.0 °C(Predicted)
• 密度：
  1.281±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-Chloro-5-fluoro-4-methoxyphenyl)acetonitrile 、 乙酸乙酯 在 sodium 作用下， 生成 2-(2-Chloro-5-fluoro-4-methoxyphenyl)-3-oxobutanenitrile
  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

文献信息

• Processes for the preparation of pyrazolo[1,5-a]-1,3,5-triazines and intermediates thereof
  申请人：Sherbine P. James

  公开号：US20050143380A1

  公开（公告）日：2005-06-30

  The present invention provides novel processes and intermediates for preparing corticotropin releasing factor (CRF) receptor antagonists having the structure below which are useful in treating CRF-related disorders such as anxiety and depression.

  本发明提供了一种制备下面结构的促肾上腺皮质激素释放因子（CRF）受体拮抗剂的新型工艺和中间体，这些拮抗剂在治疗CRF相关疾病如焦虑和抑郁症方面有用。
• Process for the preparation of pyrazolo[1,5-a]-1,3,5-triazines and intermediates thereof
  申请人：Sherbine P. James

  公开号：US20070161790A1

  公开（公告）日：2007-07-12

  The present invention provides novel processes and intermediates for preparing corticotropin releasing factor (CRF) receptor antagonists having the structure below which are useful in treating CRF-related disorders such as anxiety and depression.

  本发明提供了一种制备皮质释放激素受体拮抗剂的新工艺和中间体，该拮抗剂具有以下结构，可用于治疗与皮质释放激素相关的疾病，如焦虑和抑郁症。
• PROCESSES FOR THE PREPARATION OF PYRAZOLO[1,5- A] -1,3,5-TRIAZINES AND INTERMEDIATES THEREOF
  申请人：Bristol-Myers Squibb Pharma Company

  公开号：EP1706408A2

  公开（公告）日：2006-10-04
• US7208596B2
  申请人：——

  公开号：US7208596B2

  公开（公告）日：2007-04-24
• US7442792B2
  申请人：——

  公开号：US7442792B2

  公开（公告）日：2008-10-28