3-{[4-(aminosulfonyl)-2,3,5,6-tetrafluorophenyl]thio}propanoic acid | 1428673-24-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-{[4-(aminosulfonyl)-2,3,5,6-tetrafluorophenyl]thio}propanoic acid
• 英文别名: 3-((2,3,5,6-tetrafluoro-4-sulfamoylphenyl)thio)propanoic acid；3-(2,3,5,6-Tetrafluoro-4-sulfamoylphenyl)sulfanylpropanoic acid；3-(2,3,5,6-tetrafluoro-4-sulfamoylphenyl)sulfanylpropanoic acid
• CAS: 1428673-24-8
• 化学式: C₉H₇F₄NO₄S₂
• 分子量: 333.284
• InChiKey: XFZIOQQKZKUFEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  131
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3-{[4-(aminosulfonyl)-2,3,5,6-tetrafluorophenyl]thio}propanoic acid 在 双氧水 、 溶剂黄146 作用下， 生成 3-((2,3,5,6-tetrafluoro-4-sulfamoylphenyl)sulfonyl)propanoic acid
  参考文献：
  名称：

  10.1021/acs.bioconjchem.4c00144

  摘要：

  DOI：

  10.1021/acs.bioconjchem.4c00144
• 作为产物：
  描述：

  2,3,4,5,6-五氟苯磺酰氯 在 ammonium hydroxide 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 8.5h， 生成 3-{[4-(aminosulfonyl)-2,3,5,6-tetrafluorophenyl]thio}propanoic acid
  参考文献：
  名称：

  4-Substituted-2,3,5,6-tetrafluorobenzenesulfonamides as inhibitors of carbonic anhydrases I, II, VII, XII, and XIII

  摘要：

  A series of 4-substituted-2,3,5,6-tetrafluorobenezenesulfonamides were synthesized and their binding potencies as inhibitors of recombinant human carbonic anhydrase isozymes I, II, VII, XII, and XIII were determined by the thermal shift assay, isothermal titration calorimetry, and stop-flow CO2 hydration assay. All fluorinated benzenesulfonamides exhibited nanomolar binding potency toward tested CAs and fluorinated benzenesulfonamides posessed higher binding potency than non-fluorinated compounds. The crystal structures of 4-[(4,6-dimethylpyrimidin-2-yl)thio]-2,3,5,6-tetrafluorobenzenesulfonamide in complex with CA II and CA XII, and 2,3,5,6-tetrafluoro-4-[(2-hydroxyethyl)sulfonyl]benzenesulfonamide in complex with CA XIII were determined. The observed dissociation constants for several fluorinated compounds reached subnanomolar range for CA I isozyme. The affinity and the selectivity of the compounds towards tested isozymes are presented. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.01.008

文献信息

• [EN] FLUORINATED BENZENESULFONAMIDES AS INHIBITORS OF CARBONIC ANHYDRASE<br/>[FR] BENZÈNESULFONAMIDES FLUORÉS À UTILISER EN TANT QU'INHIBITEURS D'ANHYDRASE CARBONIQUE
  申请人：UNIV VILNIUS

  公开号：WO2014062044A1

  公开（公告）日：2014-04-24

  Invention is related to novel compounds - fluorinated benzenesulfonamides of general formula (I). The compounds can be used in biomedicine as active ingredients in pharmaceutical formulations, because they inhibit enzymes which participate in disease progression. ˙

  本发明涉及一种新型化合物 - 一般式(I)的氟化苯磺酰胺。这些化合物可用于生物医学中作为药物配方的活性成分，因为它们抑制参与疾病进展的酶。
• FLUORINATED BENZENESULFONAMIDES AS INHIBITORS OF CARBONIC ANHYDRASE
  申请人：VILNIUS UNIVERSITY

  公开号：US20150266900A1

  公开（公告）日：2015-09-24

  Novel fluorinated benzenesulfonamides compounds of general formula (I) can be used in biomedicine as active ingredients in pharmaceutical formulations, because they inhibit enzymes which participate in disease progression.

  通式（I）的新型氟代苯磺酰胺化合物可以作为药物制剂中的活性成分在生物医学中使用，因为它们可以抑制参与疾病进展的酶。
• CA IX—NIR dyes and their uses
  申请人：On Target Laboratories, LLC

  公开号：US10557854B2

  公开（公告）日：2020-02-11

  The present disclosure relates to compounds that are useful as near-infrared fluorescence probes, wherein the compounds include i) a ligand that binds to the active site of carbonic anhydrase, ii) a dye molecule, and iii) a linker molecule that comprises an amino acid, amide, ureido, or polyethylene glycol derivative thereof. The disclosure further describes methods and compositions for making and using the compounds, methods incorporating the compounds, and kits incorporating the compounds.

  本公开涉及可用作近红外荧光探针的化合物，其中化合物包括 i) 与碳酸酐酶活性位点结合的配体；ii) 染料分子；iii) 由氨基酸、酰胺、脲基或聚乙二醇衍生物组成的连接分子。本公开进一步描述了制造和使用这些化合物的方法和组合物、包含这些化合物的方法以及包含这些化合物的试剂盒。
• CA IX-TARGET NIR DYES AND THEIR USES
  申请人：On Target Laboratories, LLC

  公开号：EP3430383A1

  公开（公告）日：2019-01-23
• CA IX - NIR DYES AND THEIR USES
  申请人：On Target Laboratories, LLC

  公开号：US20170285040A1

  公开（公告）日：2017-10-05

  The present disclosure relates to compounds that are useful as near-infrared fluorescence probes, wherein the compounds include i) a ligand that binds to the active site of carbonic anhydrase, ii) a dye molecule, and iii) a linker molecule that comprises an amino acid, amide, ureido, or polyethylene glycol derivative thereof. The disclosure further describes methods and compositions for making and using the compounds, methods incorporating the compounds, and kits incorporating the compounds.