2-(6-benzothiazole)-1H-isoindole-1,3(2H)-dione | 1417444-78-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(6-benzothiazole)-1H-isoindole-1,3(2H)-dione
• 英文别名: 2-(1,3-Benzothiazol-6-yl)isoindole-1,3-dione；2-(1,3-benzothiazol-6-yl)isoindole-1,3-dione
• CAS: 1417444-78-0
• 化学式: C₁₅H₈N₂O₂S
• 分子量: 280.307
• InChiKey: INQSZJLFICRQBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-氨基苯并噻唑 、 苯酐 反应 4.0h， 以83.9%的产率得到2-(6-benzothiazole)-1H-isoindole-1,3(2H)-dione
  参考文献：
  名称：

  Synthesis and anti-angiogenic activity of benzothiazole, benzimidazole containing phthalimide derivatives

  摘要：

  Benzothiazole and benzimidazole containing phthalimide derivatives (NK037, NK041, NK042, NK0139A and NK0148) have been synthesized and their anti-angiogenic activity was evaluated using ex vivo egg yolk angiogenesis model. A comparative study with pure thalidomide (NKTA) has also been performed to describe the efficacy of these derivatives in blocking angiogenesis. NK037, NK041 and NK042 were equally potent in blocking egg yolk angiogenesis and the anti-angiogenesis effect was higher than NKTA suggesting the efficacy of these three derivatives in blocking angiogenesis when compare to control. Other two derivatives NK0139A and NK0148 showed effect less than NKTA and stronger than control in ex vivo angiogenesis. (c) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.10.106

文献信息

• Direct synthesis of phthalimides <i>via</i> palladium-catalysed double carbonylation of <i>o</i>-dihaloarenes with nitroarenes
  作者：Chenwei Liu、Tongshun An、Weiheng Yuan、Huiying Dai、Xiaolan Liang、Zhiping Yin

  DOI：10.1039/d3cc04126c

  日期：——

  The direct carbonylation of readily available nitro compounds is more attractive and straightforward than the use of traditional amines as nucleophiles. Herein, a practical palladium-catalysed double carbonylation of nitroarenes with o-dihaloarenes has been developed for the construction of various N-aryl phthalimides. Key to the success of this transformation is the use of Mo(CO)6, which acts as both

  容易获得的硝基化合物的直接羰基化比使用传统的胺作为亲核试剂更有吸引力和更简单。在此，开发了一种实用的钯催化硝基芳烃与邻二卤代芳烃的双羰基化反应，用于构建各种N-芳基邻苯二甲酰亚胺。这种转化成功的关键是 Mo(CO) 6的使用，它既充当还原剂又充当固体羰基源。多种硝基芳烃、邻二卤代芳烃以及邻碘苯甲酸可以顺利反应生成邻苯二甲酰亚胺，产率 27-94%。
• Synthesis and anti-angiogenic activity of benzothiazole, benzimidazole containing phthalimide derivatives
  作者：Shunmugam Nagarajan、Syamantak Majumder、Upendra Sharma、Saranya Rajendran、Neeraj Kumar、Suvro Chatterjee、Bikram Singh

  DOI：10.1016/j.bmcl.2012.10.106

  日期：2013.1

  Benzothiazole and benzimidazole containing phthalimide derivatives (NK037, NK041, NK042, NK0139A and NK0148) have been synthesized and their anti-angiogenic activity was evaluated using ex vivo egg yolk angiogenesis model. A comparative study with pure thalidomide (NKTA) has also been performed to describe the efficacy of these derivatives in blocking angiogenesis. NK037, NK041 and NK042 were equally potent in blocking egg yolk angiogenesis and the anti-angiogenesis effect was higher than NKTA suggesting the efficacy of these three derivatives in blocking angiogenesis when compare to control. Other two derivatives NK0139A and NK0148 showed effect less than NKTA and stronger than control in ex vivo angiogenesis. (c) 2012 Published by Elsevier Ltd.