5,6-Dichloro-2-piperidin-4-yl-1H-benzoimidazole | 578708-01-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5,6-Dichloro-2-piperidin-4-yl-1H-benzoimidazole
• 英文别名: 5,6-dichloro-2-piperidin-4-yl-1H-benzimidazole
• CAS: 578708-01-7
• 化学式: C₁₂H₁₃Cl₂N₃
• mdl: MFCD11577325
• 分子量: 270.161
• InChiKey: RLULJFAFKCOCFR-UHFFFAOYSA-N

物化性质

• 沸点：
  500.5±50.0 °C(Predicted)
• 密度：
  1.376±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  40.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  氯甲酸对甲苯 、 5,6-Dichloro-2-piperidin-4-yl-1H-benzoimidazole 在 imidazolecarbonyl-deriv. Wang resin 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 5,6-Dichloro-2-piperidin-4-yl-benzoimidazole-1-carboxylic acid p-tolyl ester
  参考文献：
  名称：

  Synthesis and evaluation of novel bacterial rRNA-binding benzimidazoles by mass spectrometry

  摘要：

  A series of novel benzimidazoles were efficiently synthesized using both solution- and solid-phase chemistry. These compounds were found to bind to the bacterial 16S ribosomal RNA A-site with micromolar affinities using unique mass spectrometry-based assays. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.031
• 作为产物：
  描述：

  4-(5,6-Dichloro-1H-benzoimidazol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 生成 5,6-Dichloro-2-piperidin-4-yl-1H-benzoimidazole
  参考文献：
  名称：

  2-Piperidin-4-yl-benzimidazoles with broad spectrum antibacterial activities

  摘要：

  A series of 2-piperidin-4-yl-benzimidazoles were synthesized and evaluated for antibacterial activities. Certain compounds inhibit bacterial growth with low micromolar minimal inhibitory concentration (MIC). These benzimidazoles arc effective against both Gram-positive and Gram-negative bacteria of clinical importance, particularly entercococci, and represent a new class of potential antibacterial agents. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00661-9

文献信息

• [EN] NOVEL BENZIMIDAZOLE COMPOUNDS<br/>[FR] NOUVEAUX COMPOSES DE BENZIMIDAZOLE
  申请人：ISIS PHARMACEUTICALS INC

  公开号：WO2003066622A1

  公开（公告）日：2003-08-14

  The present invention is directed to novel benzimidazole derivatives that possess antibacterial activity. The invention also is directed to compositions including the benzimidazole derivatives, and methods for using the same.

  本发明涉及具有抗菌活性的新型苯并咪唑衍生物。该发明还涉及包括苯并咪唑衍生物的组合物和使用它们的方法。
• Novel benzimidazole compounds
  申请人：——

  公开号：US20030187258A1

  公开（公告）日：2003-10-02

  The present invention is directed to novel benzimidazole derivatives that possess antibacterial activity. The invention also is directed to compositions including the benzimidazole derivatives, and methods for using the same.

  本发明涉及具有抗菌活性的新型苯并咪唑衍生物。本发明还涉及包括苯并咪唑衍生物的组合物以及使用它们的方法。
• US7244847B2
  申请人：——

  公开号：US7244847B2

  公开（公告）日：2007-07-17
• [EN] BENZIMIDAZOLES AND ANALOGS THEREOF AS ANTIBACTERIALS<br/>[FR] BENZIMIDAZOLES ET ANALOGUES DE CEUX-CI UTILISES COMME AGENTS ANTI-BACTERIENS
  申请人：ISIS PHARMACEUTICALS INC

  公开号：WO2004047769A2

  公开（公告）日：2004-06-10

  The invention is drawn to indolyl piperidines, benzimidazolyl piperidines, benzimidazolyl dimer and pyridylindolyl piperidines which have antibacterial actibities.
• Synthesis and evaluation of novel bacterial rRNA-binding benzimidazoles by mass spectrometry
  作者：Yun He、Jun Yang、Baogen Wu、Dale Robinson、Kelly Sprankle、Pei-Pei Kung、Kristin Lowery、V. Mohan、Steve Hofstadler、Eric E. Swayze、Rich Griffey

  DOI：10.1016/j.bmcl.2003.11.031

  日期：2004.2

  A series of novel benzimidazoles were efficiently synthesized using both solution- and solid-phase chemistry. These compounds were found to bind to the bacterial 16S ribosomal RNA A-site with micromolar affinities using unique mass spectrometry-based assays. (C) 2003 Elsevier Ltd. All rights reserved.