2-Chloro-5-oxo-[1,3]benzothiazolo[3,2-a][1,8]naphthyridine-6-carbonitrile | 1042720-79-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-Chloro-5-oxo-[1,3]benzothiazolo[3,2-a][1,8]naphthyridine-6-carbonitrile
• CAS: 1042720-79-5
• 化学式: C₁₅H₆ClN₃OS
• 分子量: 311.751
• InChiKey: OLKBJIYWQDEIAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-甲基哌嗪 、 2-Chloro-5-oxo-[1,3]benzothiazolo[3,2-a][1,8]naphthyridine-6-carbonitrile 以 乙腈 为溶剂， 反应 0.17h， 生成 2-(4-Methylpiperazin-1-yl)-5-oxo-[1,3]benzothiazolo[3,2-a][1,8]naphthyridine-6-carbonitrile
  参考文献：
  名称：

  QUINOLONE ANALOGS AND METHODS RELATED THERETO

  摘要：

  本发明提供了新型喹诺酮化合物及其药物组合物，可以抑制细胞增殖和/或诱导细胞凋亡。本发明还提供了制备这种化合物和组合物的方法，以及制备和使用它们的方法。

  公开号：

  US20090093455A1
• 作为产物：
  描述：

  2-(benzo[d]thiazol-2-yl)-3-(2,6-dichloropyridin-3-yl)-3-oxopropanenitrile 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以90%的产率得到2-Chloro-5-oxo-[1,3]benzothiazolo[3,2-a][1,8]naphthyridine-6-carbonitrile
  参考文献：
  名称：

  A novel and efficient synthesis of 3-carboxy-4-oxo-1,8-naphthyridines using magnesium chloride

  摘要：

  A novel and efficient synthesis of 5-oxo-6-carboxy-naphthyridines is reported in this Letter along with a discussion of scope and limitations. Activated 3-nicotinic acids readily acylate the magnesium anion of 2-(benzothiazol-2-yl) or 2-(benzimidazol-2-yl) acetates. The corresponding product can then undergo cyclization spontaneously or under very mild conditions to give the desired naphthyridine products. Only near stoichiometric ratios of reactants are required for this approach and the products are isolated in pure form after a trituration making this an efficient process. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.005

文献信息

• US7928100B2
  申请人：——

  公开号：US7928100B2

  公开（公告）日：2011-04-19
• US8853234B2
  申请人：——

  公开号：US8853234B2

  公开（公告）日：2014-10-07
• QUINOLONE ANALOGS AND METHODS RELATED THERETO
  申请人：NAGASAWA Johnny Yasuo

  公开号：US20090093455A1

  公开（公告）日：2009-04-09

  The present invention provides novel quinolone compounds and pharmaceutical composition thereof which may inhibit cell proliferation and/or induce cell apoptosis. The present invention also provides methods of preparing such compounds and compositions, and methods of making and using the same.

  本发明提供了新型喹诺酮化合物及其药物组合物，可以抑制细胞增殖和/或诱导细胞凋亡。本发明还提供了制备这种化合物和组合物的方法，以及制备和使用它们的方法。
• A novel and efficient synthesis of 3-carboxy-4-oxo-1,8-naphthyridines using magnesium chloride
  作者：Peter C. Chua、Johnny Y. Nagasawa、Fabrice Pierre、Michael K. Schwaebe、Anne Vialettes、Jeffrey P. Whitten

  DOI：10.1016/j.tetlet.2008.05.005

  日期：2008.7

  A novel and efficient synthesis of 5-oxo-6-carboxy-naphthyridines is reported in this Letter along with a discussion of scope and limitations. Activated 3-nicotinic acids readily acylate the magnesium anion of 2-(benzothiazol-2-yl) or 2-(benzimidazol-2-yl) acetates. The corresponding product can then undergo cyclization spontaneously or under very mild conditions to give the desired naphthyridine products. Only near stoichiometric ratios of reactants are required for this approach and the products are isolated in pure form after a trituration making this an efficient process. (c) 2008 Elsevier Ltd. All rights reserved.