5-fluoro-2-methyl-N-[(3R)-1-[[4-(2-methylpropyl)phenyl]methyl]pyrrolidin-3-yl]benzenesulfonamide | 1000592-51-7

• 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: 5-fluoro-2-methyl-N-[(3R)-1-[[4-(2-methylpropyl)phenyl]methyl]pyrrolidin-3-yl]benzenesulfonamide
• CAS: 1000592-51-7
• 化学式: C₂₂H₂₉FN₂O₂S
• 分子量: 404.549
• InChiKey: CTIUWAMAQKFYBW-OAQYLSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-Fluoro-2-methyl-N-(3R)-3-pyrrolidinylbenzenesulfonamide 、 4-异丁基苯甲醛 在 三乙酰氧基硼氢化钠 作用下， 以87%的产率得到5-fluoro-2-methyl-N-[(3R)-1-[[4-(2-methylpropyl)phenyl]methyl]pyrrolidin-3-yl]benzenesulfonamide
  参考文献：
  名称：

  N-Benzyl-3-sulfonamidopyrrolidines as novel inhibitors of cell division in E. coli

  摘要：

  A new small molecule inhibitor of bacterial cell division has been discovered using a high-throughput screen in Escherichia coli. Although the lead screening hit (534F6) exhibited modest inhibition of the GTPase activity of FtsZ (20 +/- 5% at 100 mu M of compound), a primary target for bacterial cell division inhibitors, several analogs caused potent bacterial growth inhibition with negligible antagonism of FtsZ GTPase activity. A library of analogs has been prepared and several alkyne-tagged photo-affinity probes have been synthesized for use in experiments to elucidate the primary target of this compound. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.010

文献信息

• [EN] INHIBITORS OF BACTERIAL DNA GYRASE WITH EFFICACY AGAINST GRAM-NEGATIVE BACTERIA<br/>[FR] INHIBITEURS DE L'ADN GYRASE BACTÉRIEN, EFFICACES CONTRE LES BACTÉRIES GRAM-NÉGATIF
  申请人：UNIV CALIFORNIA

  公开号：WO2015175704A1

  公开（公告）日：2015-11-19

  The present invention provides N-benzyl-3-sulfonamidopyrrolidines and related compounds, as well as pharmaceutical compositions and sanitizing compositions containing the same. The compounds and compositions are useful as antibiotic agents. Methods for making and using the compounds and compositions are also described. The present application describes compounds that arc useful, for example, as antibiotic inhibitors of bacterial DNA gyrase. The present application also describes methods of making and using these compounds.

  本发明提供了N-苄基-3-磺酰胺吡咯烷及其相关化合物，以及含有这些化合物的制药组合物和消毒组合物。这些化合物和组合物可用作抗生素剂。本发明还描述了制备和使用这些化合物和组合物的方法。本申请描述的化合物可用作细菌DNA酶抑制剂，例如抗生素。本申请还描述了制备和使用这些化合物的方法。
• INHIBITORS OF BACTERIAL DNA GYRASE WITH EFFICACY AGAINST GRAM-NEGATIVE BACTERIA
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US20170197981A1

  公开（公告）日：2017-07-13

  The present invention provides N-benzyl-3-sulfonamidopyrrolidines and related compounds, as well as pharmaceutical compositions and sanitizing compositions containing the same. The compounds and compositions are useful as antibiotic agents. Methods for making and using the compounds and compositions are also described.
• N-Benzyl-3-sulfonamidopyrrolidines as novel inhibitors of cell division in E. coli
  作者：Shubhasish Mukherjee、Carolyn A. Robinson、Andrew G. Howe、Tali Mazor、Peter A. Wood、Sameer Urgaonkar、Alan M. Hebert、Debabrata RayChaudhuri、Jared T. Shaw

  DOI：10.1016/j.bmcl.2007.09.010

  日期：2007.12

  A new small molecule inhibitor of bacterial cell division has been discovered using a high-throughput screen in Escherichia coli. Although the lead screening hit (534F6) exhibited modest inhibition of the GTPase activity of FtsZ (20 +/- 5% at 100 mu M of compound), a primary target for bacterial cell division inhibitors, several analogs caused potent bacterial growth inhibition with negligible antagonism of FtsZ GTPase activity. A library of analogs has been prepared and several alkyne-tagged photo-affinity probes have been synthesized for use in experiments to elucidate the primary target of this compound. (c) 2007 Elsevier Ltd. All rights reserved.