6-chloro-N-(2-methoxyphenyl)nicotinamide | 224817-10-1

• 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: 6-chloro-N-(2-methoxyphenyl)nicotinamide
• 英文别名: 6-chloro-N-(2-methoxyphenyl)pyridine-3-carboxamide
• CAS: 224817-10-1
• 化学式: C₁₃H₁₁ClN₂O₂
• mdl: MFCD07818845
• 分子量: 262.696
• InChiKey: DWSOLIXBLJQSID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-chloro-N-(2-methoxyphenyl)nicotinamide 在 sodium hydride 作用下， 以 四氢呋喃 、 异丙醇 、 mineral oil 为溶剂， 反应 53.0h， 生成 6-(3,4-dihydro-1H-isoquinoline-2-yl)-N-methyl-N-(2-methoxyphenyl)nicotinamide
  参考文献：
  名称：

  SAR Based Design of Nicotinamides as a Novel Class of Androgen Receptor Antagonists for Prostate Cancer

  摘要：

  Molecular knowledge of pure antagonism and systematic SAR study offered a direction for structural optimization of DIMN to provide nicotinamides as a novel series of AR antagonists. Nicotinamides with extended linear scaffold bearing sterically bulky alkoxy groups on isoquinoline end were synthesized for H12 displacement AR binding affinity and molecular basis of antiandrogenic effect establish the optimized derivatives, 7au and 7bb, as promising candidates of second generation AR antagonists for advanced prostate cancer.

  DOI：

  10.1021/jm3014103
• 作为产物：
  描述：

  6-氯烟酸 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 6-chloro-N-(2-methoxyphenyl)nicotinamide
  参考文献：
  名称：

  SAR Based Design of Nicotinamides as a Novel Class of Androgen Receptor Antagonists for Prostate Cancer

  摘要：

  Molecular knowledge of pure antagonism and systematic SAR study offered a direction for structural optimization of DIMN to provide nicotinamides as a novel series of AR antagonists. Nicotinamides with extended linear scaffold bearing sterically bulky alkoxy groups on isoquinoline end were synthesized for H12 displacement AR binding affinity and molecular basis of antiandrogenic effect establish the optimized derivatives, 7au and 7bb, as promising candidates of second generation AR antagonists for advanced prostate cancer.

  DOI：

  10.1021/jm3014103

文献信息

• Substituted pyridine compounds and methods of use
  申请人：Amgen Inc.

  公开号：US20020035094A1

  公开（公告）日：2002-03-21

  Selected novel substituted pyridine compounds are effective for prophylaxis and treatment of diseases, such as TNF-&agr;, IL-1&bgr;, IL-6 and/or IL-8 mediated diseases, and other maladies, such as pain and diabetes. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving inflammation, pain, diabetes, cancer and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  选定的新型取代吡啶化合物对于预防和治疗疾病，例如TNF-α、IL-1β、IL-6和/或IL-8介导的疾病以及其他疾病，例如疼痛和糖尿病具有有效性。本发明涵盖了新型化合物、类似物、前药和其药学上可接受的盐、制备药物组合物以及用于预防和治疗涉及炎症、疼痛、糖尿病、癌症等疾病和其他不适症状或情况的方法。本发明还涉及制备这种化合物的过程以及在这些过程中有用的中间体。
• SUBSTITUTED PYRIDINE COMPOUNDS AS ANTI-INFLAMMATORY AGENTS
  申请人：AMGEN INC.

  公开号：EP1028945B9

  公开（公告）日：2007-11-28
• US6022884A
  申请人：——

  公开号：US6022884A

  公开（公告）日：2000-02-08
• US6184237B1
  申请人：——

  公开号：US6184237B1

  公开（公告）日：2001-02-06
• US6333341B1
  申请人：——

  公开号：US6333341B1

  公开（公告）日：2001-12-25