2-硼苯磺酰胺 | 193753-37-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-硼苯磺酰胺
• 中文别名: 2-(氨基磺酰基)苯硼酸
• 英文名称: 2-sulfamoylphenylboronic acid
• 英文别名: (2-Sulfamoylphenyl)boronic acid
• CAS: 193753-37-6
• 化学式: C₆H₈BNO₄S
• 分子量: 201.011
• InChiKey: XFORZWBCSDBOGL-UHFFFAOYSA-N

物化性质

• 沸点：
  487.2±55.0 °C(Predicted)
• 密度：
  1.53

计算性质

• 辛醇/水分配系数(LogP)：
  -1.99
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-溴-2-甲基苯甲酸甲酯 、 2-硼苯磺酰胺 在 sodium hydroxide 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 生成 3-Methyl-2'-sulfamoyl-biphenyl-4-carboxylic acid
  参考文献：
  名称：

  Biaryl substituted alkylboronate esters as thrombin inhibitors

  摘要：

  Thrombin is a serine protease that plays an important role in the blood coagulation cascade, and is a target enzyme for new therapeutic agents. Ac-(D)-Phe-Pro-boroArg-OH (DuP714) was found to be a highly effective thrombin inhibitor. In order to reduce the peptidic nature of DuP 714, we have designed a series of novel biaryl substituted alkylboronate esters as potent thrombin inhibitors. The most potent compounds have subnanomolar affinity for thrombin. (C) 1997 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00254-0

文献信息

• New P2X3 receptor antagonists. Part 2: Identification and SAR of quinazolinones
  作者：Gábor Szántó、Attila Makó、István Vágó、Tamás Hergert、Imre Bata、Bence Farkas、Sándor Kolok、Mónika Vastag

  DOI：10.1016/j.bmcl.2016.07.013

  日期：2016.8

  Numerous potent P2X3 antagonists have been discovered and the therapeutic potential of P2X3 antagonism already comprises proof-of-concept data obtained in clinical trials with the most advanced compound. We have lately reported the discovery and optimization of thia-triaza-tricycle compounds with potent P2X3 antagonistic properties. This Letter describes the SAR of a back-up series containing a 4-oxo-quinazoline

  已经发现了许多有效的P2X3拮抗剂，P2X3拮抗作用的治疗潜力已经包括在最先进的化合物的临床试验中获得的概念验证数据。我们最近报道了具有有效P2X3拮抗特性的硫代-三氮杂-三环化合物的发现和优化。这封信描述了一个含有4-氧-喹唑啉中心环的备用序列的SAR。提出了高效化合物51的发现。
• Inhibitory Kappa B Kinase α (IKKα) Inhibitors That Recapitulate Their Selectivity in Cells against Isoform-Related Biomarkers
  作者：Nahoum G. Anthony、Jessica Baiget、Giacomo Berretta、Marie Boyd、David Breen、Joanne Edwards、Carly Gamble、Alexander I. Gray、Alan L. Harvey、Sophia Hatziieremia、Ka Ho Ho、Judith K. Huggan、Stuart Lang、Sabin Llona-Minguez、Jia Lin Luo、Kathryn McIntosh、Andrew Paul、Robin J. Plevin、Murray N. Robertson、Rebecca Scott、Colin J. Suckling、Oliver B. Sutcliffe、Louise C. Young、Simon P. Mackay

  DOI：10.1021/acs.jmedchem.7b00484

  日期：2017.8.24

  IKK beta plays a central role in the canonical NF-kB pathway, which has been extensively characterized. The role of IKK alpha in the noncanonical NF-kB pathway, and indeed in the canonical pathway as a complex with IKK beta, is less well understood. One major reason for this is the absence of chemical tools designed as selective inhibitors for IKK alpha over IKK beta. Herein, we report for the first time a series of novel, potent, and selective inhibitors of IKK alpha. We demonstrate effective target engagement and selectivity with IKK alpha in U2OS cells through inhibition of IKK alpha-driven p100 phosphorylation in the noncanonical NF-kB pathway without affecting IKK beta-dependent IKapp-B alpha loss in the canonical pathway. These compounds represent the first chemical tools that can be used to further characterize the role of IKK alpha a in cellular signaling, to dissect this from IKK beta and to validate it in its own right as a target in inflammatory diseases.