2-(4-bromo-3-chlorophenyl)thiophene | 1195961-09-1

• 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: 2-(4-bromo-3-chlorophenyl)thiophene
• CAS: 1195961-09-1
• 化学式: C₁₀H₆BrClS
• 分子量: 273.581
• InChiKey: UKFGADOZTLTDTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4-bromo-3-chlorophenyl)thiophene 在 溶剂黄146 、 β-丙氨酸 、 三氯氧磷 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 17.83h， 生成 2-(4-((5-(4-bromo-3-chlorophenyl)thiophen-2-yl)methylene)-5-oxo-2-thioxoimidazolidin-1-yl)-3-phenylpropanoic acid
  参考文献：
  名称：

  Discovery of Novel Putative Inhibitors of UDP-GlcNAc 2-Epimerase as Potent Antibacterial Agents

  摘要：

  We present the discovery and optimization of a novel series of inhibitors of bacterial UDP-N-acetylglucosamine 2-epimerase (called 2-epimerase in this letter). Starting from virtual screening hits, the activity of various inhibitory molecules was optimized using a combination of structure-based and rational design approaches. We successfully designed and identified a 2-epimerase inhibitor (compound 12-ES-Na, that we named Epimerox), which blocked the growth of methicillin-resistant Staphylococcus aureus (MRSA) at 3.9 mu M MIC (minimum inhibitory concentration) and showed potent broad range activity against all Gram-positive bacteria that were tested. Additionally a microplate coupled assay was performed to further confirm that the 2-epimerase inhibition of Epimerox was through a target specific mechanism. Furthermore, Epimerox demonstrated in vivo efficacy and had a pharmacokinetic profile that is consonant with it being developed into a promising new antibiotic agent for treatment of infections caused by Gram-positive bacteria.

  DOI：

  10.1021/ml4001936
• 作为产物：
  描述：

  2-三丁基甲锡烷基噻吩 、 4-溴-3-氯碘苯 在 四(三苯基膦)钯 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 以70%的产率得到2-(4-bromo-3-chlorophenyl)thiophene
  参考文献：
  名称：

  Oxo-Imidazolyl Compounds

  摘要：

  由化学式I和II代表的化合物，或其药用可接受的盐：抑制细菌2-表皮酶，是有用的抗感染剂。

  公开号：

  US20090298900A1

文献信息

• Oxo-Imidazolyl Compounds
  申请人：Bearss David J.

  公开号：US20090298900A1

  公开（公告）日：2009-12-03

  Compounds represented by Formula I and II, or pharmaceutically acceptable salts thereof: inhibit bacterial 2-epimerase and are useful anti-infective agents.

  由化学式I和II代表的化合物，或其药用可接受的盐：抑制细菌2-表皮酶，是有用的抗感染剂。
• Oxo-imidazolyl compounds
  申请人：Bearss David J.

  公开号：US08759384B2

  公开（公告）日：2014-06-24

  Compounds represented by Formula I and II, or pharmaceutically acceptable salts thereof: inhibit bacterial 2-epimerase and are useful anti-infective agents.

  公式I和II所代表的化合物，或其药学上可接受的盐：抑制细菌2-表异构酶并且是有用的抗感染剂。
• OXO-IMIDAZOLYL COMPOUNDS HAVING ANTIBACTERIAL ACTIVITY
  申请人：Astex Pharmaceuticals, Inc.

  公开号：EP2285802B1

  公开（公告）日：2015-11-11
• US8759384B2
  申请人：——

  公开号：US8759384B2

  公开（公告）日：2014-06-24
• [EN] OXO-IMIDAZOLYL COMPOUNDS HAVING ANTIBACTERIAL ACTIVITY<br/>[FR] COMPOSÉS OXO-IMIDAZOLYLES PRÉSENTANT UNE ACTIVITÉ ANTIBACTÉRIENNE
  申请人：SUPERGEN INC

  公开号：WO2009139870A1

  公开（公告）日：2009-11-19

  Compounds represented by Formula I and II, or pharmaceutically acceptable salts thereof: inhibit bacterial 2-epimerase and are useful anti- infective agents.