7-bromobenzo[b]thiophene 1,1-dioxide | 1071682-55-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 7-bromobenzo[b]thiophene 1,1-dioxide
• 英文别名: 7-bromo-1λ-benzothiophene-1,1-dione；7-Bromo-1lambda6-benzothiophene-1,1-dione；7-bromo-1-benzothiophene 1,1-dioxide
• CAS: 1071682-55-7
• 化学式: C₈H₅BrO₂S
• 分子量: 245.096
• InChiKey: QGPOQHKRMFGASB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 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：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-bromobenzo[b]thiophene 1,1-dioxide 在 sodium tetrahydroborate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 4.0h， 生成 7-({5-[(1S,3R)-3-{[dimethyl(2-methylprop-2-yl)silyl]oxy}cyclopentyl]-2-(2-methylprop-2-yl)pyrazol-3-yl}amino)-2,3-dihydro-1λ6-benzothiophene-1,1-dione
  参考文献：
  名称：

  ANILINO-PYRAZOLE DERIVATIVES, COMPOSITIONS AND METHODS THEREOF

  摘要：

  The invention provides novel anilino-pyrazole derivatives as a cyclin-dependent kinase 2 (CDK2) inhibitors. The invention also provides pharmaceutical compositions comprising the compounds and methods thereof for treating various conditions, diseases and disorders associated with or related to CDK2 activities, or associated with abnormal cell growth, such as tumor growth and cancer.

  公开号：

  WO2023244710A1
• 作为产物：
  描述：

  7-溴-1-苯并噻吩-2-羧酸甲酯 在 溶剂黄146 、 间氯过氧苯甲酸 、 silver carbonate 、 potassium hydroxide 作用下， 以 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 反应 19.0h， 生成 7-bromobenzo[b]thiophene 1,1-dioxide
  参考文献：
  名称：

  Antagonizing STAT3 activation with benzo[b]thiophene 1, 1-dioxide based small molecules

  摘要：

  STAT3 is an attractive therapeutic target for cancer therapy. However, due to low potency or poor druggability, none of its inhibitors are clinically available. Herein, a series of aminobenzo[b]thiophene 1, 1-dioxides with good drug-likeness properties were designed, synthesized and evaluated as STAT3 inhibitors. Most of them exhibited higher antitumor activity than the small-molecule STAT3 inhibitor, Stattic. Compound 15 was the most potent and had an IC50 range in 0.33-0.75 mu M in various cancer cell lines. The overexpressed and IL-6 induced phosphorylation levels of STAT3 were both inhibited by 15 without influencing the phosphorylation levels of the upstream kinases Src and Jak2. 15 also suppressed the expressions of STAT3 downstream gene, Bcl-2. 15 effectively increased the ROS levels of cancer cells, induced cancer cell apoptosis and abolished the colony formation ability of cancer cells without affecting bypass kinase p-Erk. Furthermore, 15 in vivo induced significant antitumor responses, and exhibited less toxicity than Doxorubicin. Together, this study described a class of new STAT3 inhibitors as antitumor agents. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.09.068

文献信息

• 一种热激活延迟荧光材料及包含其的有机发 光显示装置
  申请人：上海天马有机发光显示技术有限公司

  公开号：CN109134446B

  公开（公告）日：2021-03-05

  本发明涉及一种热激活延迟荧光材料及包含其的有机发光显示装置，所述热激活延迟荧光材料为具有式(I)结构的化合物中的任意1种或至少2种的组合。所述有机发光显示装置包括阳极、阴极以及位于阳极和阴极之间的至少1层有机薄膜层，所述有机薄膜层包括发光层，以及空穴传输层、空穴注入层、电子阻挡层、空穴阻挡层、电子传输层、电子注入层中的任意1种或至少2种的组合。本发明提供的热激活延迟荧光材料的ΔEst≤0.30eV，甚至ΔEst≤0.15eV，使包含其的有机发光显示装置具有较高的发光效率。
• Highly Efficient and Diastereoselective Construction of Tricyclic Pyrrolidine‐Fused Benzo[ <i>b</i> ]thiophene 1,1‐dioxide Derivatives <i>via</i> 1,3‐Dipolar [3 + 2] Cycloaddition
  作者：Kai‐Kai Wang、Yan‐Li Li、Guo‐Yang Ma、Meng‐Hao Yi、Bao‐Ku Zhu

  DOI：10.1002/jhet.3591

  日期：2019.8

  efficient 1,3‐dipolar [3 + 2] cycloaddition of nonstabilized azomethine ylides generated in situ with benzo[b]thiophene 1,1‐dioxides as the dipolarophiles has been developed. The efficient method affords tricyclic pyrrolidine‐fused benzo[b]thiophene 1,1‐dioxide derivatives in high to excellent yields (up to 99%) with excellent diastereoselectivities (up to >25:1 dr) under mild reaction conditions. The structure

  已经开发出一种快速高效的非稳定的偶氮甲胺碘化物的1,3-偶极[3 + 2]环加成反应，该反应是用苯并[ b ]噻吩1,1-二氧化物作为偶极亲和剂而就地产生的。这种有效的方法在温和的反应条件下，以高至极好的收率（高达99％）和极好的非对映选择性（高达> 25：1 dr）提供了三环吡咯烷稠合的苯并[ b ]噻吩1,1-二氧化物衍生物。X射线晶体学证实了典型产品的结构。
• Copper-Catalyzed Umpolung of <i>N</i>-2,2,2-Trifluoroethylisatin Ketimines for the Enantioselective 1,3-Dipolar Cycloaddition with Benzo[<i>b</i>]thiophene Sulfones
  作者：Wei-Cheng Yuan、Lei Yang、Jian-Qiang Zhao、Hong-Yan Du、Zhen-Hua Wang、Yong You、Yan-Ping Zhang、Jiabin Liu、Wenjing Zhang、Ming-Qiang Zhou

  DOI：10.1021/acs.orglett.2c01716

  日期：2022.7.1

  A copper-catalyzed umpolung of N-2,2,2-trifluoroethylisatin ketimines for the enantioselective 1,3-dipolar cycloaddition with benzo[b]thiophene sulfones was developed. Using a catalyst system consisting of an (S,Sp)-tBu-Phosferrox ligand, Cu(OTf)2, and Cs2CO3, a range of pentacyclic spirooxindoles containing pyrrolidine and benzo[b]sulfolane subunits were obtained in high efficiency with excellent

  开发了一种铜催化的N -2,2,2-三氟乙基靛红酮亚胺与苯并[ b ]噻吩砜的对映选择性 1,3-偶极环加成反应。使用由 ( S , S p )- t Bu-Phosferrox 配体、Cu(OTf) 2和 Cs 2 CO 3组成的催化剂体系，以高浓度获得了一系列含有吡咯烷和苯并[ b ]环丁砜亚基的五环螺氧吲哚。在温和条件下具有出色的区域选择性、非对映选择性和对映选择性。也证明了该反应的实用性和多功能性。
• 手性3-螺环氧化吲哚并苯并噻吩砜类衍生物、其制备方法及用途
  申请人：成都大学

  公开号：CN114573602A

  公开（公告）日：2022-06-03

  本发明公开了一类手性3‑螺环氧化吲哚并苯并噻吩砜类衍生物，属于有机化学合成技术领域，并公开了其制备方法为：氩气保护下，将金属铜盐与手性配体L溶解在有机溶剂中搅拌0.5‑1 h后，加入
• Electrochemical Reduction of Benzo[<i>b</i>]thiophene 1,<scp>1‐Dioxides</scp> with <scp>HFIP</scp> as Hydrogen Donor^†
  作者：Ming‐Zhong Guo、Mei‐Jin Mou、Zhuo Chen、Shao‐Fei Ni、Ming Li、Li‐Rong Wen、Lin‐Bao Zhang

  DOI：10.1002/cjoc.202300527

  日期：2024.3.15

  A straightforward electrochemical reduction of benzo[b]thiophene 1,1-dioxides with HFIP as the hydrogen donor has been reported in an undivided cell under metal-free conditions. Moreover, the tolerance of various functional groups and scaled-up experiments showed the practicability and potential applications of this methodology.

  据报道，在无金属条件下，在未分割的电池中，以 HFIP 作为氢供体，可以直接电化学还原苯并[ b ]噻吩 1,1-二氧化物。此外，各种官能团的耐受性和放大实验表明了该方法的实用性和潜在应用。