5-硝基-1,2-苯并异噻唑-3(2H)-酮 1,1-二氧化物 | 22952-20-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: 5-硝基-1,2-苯并异噻唑-3(2H)-酮 1,1-二氧化物
• 中文别名: 5-硝基-1,2-苯并异噻唑-3(2H)-酮1,1-二氧化物
• 英文名称: 5-nitro-1,1-dioxo-1,2-benzothiazol-3-one
• 英文别名: 1,2-Benzisothiazol-3(2H)-one, 5-nitro-, 1,1-dioxide
• CAS: 22952-20-1
• 化学式: C₇H₄N₂O₅S
• mdl: MFCD09842513
• 分子量: 228.185
• InChiKey: KABUZPWVPGUDIR-UHFFFAOYSA-N

物化性质

• 熔点：
  212-214 °C
• 密度：
  1.762±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2934100090
• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  5-硝基-1,2-苯并异噻唑-3(2H)-酮 1,1-二氧化物 在 ammonium hydroxide 、 sodium dithionite 、 五氯化磷 作用下， 以 1,4-二氧六环 、 丙酮 为溶剂， 反应 8.0h， 生成 3-N-(4-methylphenyl)-1,1-dioxo-1,2-benzothiazole-3,5-diamine
  参考文献：
  名称：

  Structure-based design and synthesis of novel pseudosaccharine derivatives as antiproliferative agents and kinase inhibitors

  摘要：

  This study is concerned with the implementation of structure-based techniques for the design of new heterocyclic compounds based on pseudosaccharine scaffold with protein kinase inhibition activity. This nucleus was exploited based on the well-known quinazoline core and its interactions with several protein kinases. Two series of compounds employing this new scaffold were synthesized and evaluated at enzymatic and cellular levels. Compound 9b displayed broad spectrum antiproliferative activity on NCI 60-cell lines panel with mean GI(50) of 5.4 mu M. Investigation of the molecular mechanism showed probable inhibitory activity against Src kinase. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.09.039
• 作为产物：
  描述：

  4-硝基-2-甲苯胺 在 chromium(VI) oxide 、 盐酸 、 硫酸 、 碳酸氢铵 、 sodium nitrite 作用下， 反应 74.0h， 生成 5-硝基-1,2-苯并异噻唑-3(2H)-酮 1,1-二氧化物
  参考文献：
  名称：

  Structure-based design and synthesis of novel pseudosaccharine derivatives as antiproliferative agents and kinase inhibitors

  摘要：

  This study is concerned with the implementation of structure-based techniques for the design of new heterocyclic compounds based on pseudosaccharine scaffold with protein kinase inhibition activity. This nucleus was exploited based on the well-known quinazoline core and its interactions with several protein kinases. Two series of compounds employing this new scaffold were synthesized and evaluated at enzymatic and cellular levels. Compound 9b displayed broad spectrum antiproliferative activity on NCI 60-cell lines panel with mean GI(50) of 5.4 mu M. Investigation of the molecular mechanism showed probable inhibitory activity against Src kinase. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.09.039

文献信息

• A convenient synthesis of nitro-substituted 1,2-benzisothiazol-3(2<i>H</i>)-one 1,1-dioxides (nitrosaccharins)
  作者：Walfred S. Saari、John E. Schwering

  DOI：10.1002/jhet.5570230456

  日期：1986.7

  Nitro-substituted 1,2-benzisothiazol-3(2H)-one 1,1-dioxides (nitrosaccharins) have been synthesized by amminolysis of nitro 2-chlorosulfonylbenzoate esters. This method appears to have advantages over the original procedure of oxidation of an ortho-toluenesulfonamide.

  硝基取代的1，2-苯并噻唑-3（2 H）-1，1，1-二氧化物（亚硝基糖精）是通过对2-氯磺酰基苯甲酸硝基酯进行氨解而合成的。该方法似乎具有优于邻甲苯磺酰胺氧化的原始方法的优点。
• ＹＡＰ/ＴＡＺ-ＴＥＡＤ 상호작용의 억제제인 신규 화합물 및 악성 중피종의 치료에서의 이들의 용도
  申请人：INVENTIVA 엥방티바(520140524752)

  公开号：KR20190137803A

  公开（公告）日：2019-12-11

  본 발명은 화학식: 의 화합물에 관한 것이며, 여기서 R 내지 R은 설명부에 정의된 바와 같다. 이들 화합물은 YAP/TAZ-TEAD 상호작용의 억제제로서 유용하다.

  本发明涉及化学式中的化合物，其中R至R如描述部分中所定义。这些化合物对YAP/TAZ-TEAD相互作用的抑制剂具有用处。
• Saccharin Derivatives V. Synthesis of 5-Aminosaccharin and Related Compounds
  作者：Alton Warren、Glenn H. Hamor

  DOI：10.1002/jps.2600500723

  日期：1961.7

  The synthesis of the following compounds is reported: 5-nitrosaccharin, 5-aminosaccharin, 5-acetamidosaccharin, 2-methyl-5-nitrosaccharin, and 2-ethyl-5-nitrosaccharin. These substances lacked a sweet taste, being either bitter or tasteless.

  报告了以下化合物的合成：5-亚硝基糖精，5-氨基糖精，5-乙酰氨基糖精，2-甲基-5-亚精糖和2-乙基-5-亚精糖。这些物质缺乏苦味或无味的甜味。
• [EN] MEK INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE MEK ET LEURS UTILISATIONS
  申请人：IKENA ONCOLOGY INC

  公开号：WO2022221866A1

  公开（公告）日：2022-10-20

  The present invention provides MEK inhibitors of formula (I'), compositions thereof, and methods of using the same.

  本发明提供了式(I')的MEK抑制剂，其组成物以及使用它们的方法。
• HYDRAZONE DERIVATIVE
  申请人：Mitsubishi Tanabe Pharma Corporation

  公开号：EP2105435A1

  公开（公告）日：2009-09-30

  A hydrazone derivative of formula [I]: wherein Ring A is aryl or heteroaryl, Ring T is heteroaryl or heterocycle, R1 and R2 are independently hydrogen atom, halogen atom, cycloalkylsulfonyl, etc., R3 and R4 combine each other together with the adjacent nitrogen atom to form substituted or unsubstituted heterocycle, R5 is hydrogen atom, halogen atom, cyano, nitro, tetrazolyl, etc., and R6 is hydrogen atom, etc.; or a pharmaceutically acceptable salt thereof is useful as a gluokinase activation agent.

  式 [I] 的腙衍生物： 其中环 A 为芳基或杂芳基，环 T 为杂芳基或杂环，R1 和 R2 独立地为氢原子、卤素原子、环烷基磺酰基等，R3 和 R4 与相邻的氮原子相互结合形成取代或未取代的杂环，R5 为氢原子、卤素原子、氰基、硝基、四唑基等，R6 为氢原子等；或其药学上可接受的盐可用作糖激酶活化剂。