Tert-butyl 4-[5,6-dichloro-1-(2-methoxy-2-oxoethyl)benzimidazol-2-yl]piperidine-1-carboxylate | 578709-56-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Tert-butyl 4-[5,6-dichloro-1-(2-methoxy-2-oxoethyl)benzimidazol-2-yl]piperidine-1-carboxylate
• CAS: 578709-56-5
• 化学式: C₂₀H₂₅Cl₂N₃O₄
• 分子量: 442.342
• InChiKey: DYLXHUAYUSCFJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  73.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Tert-butyl 4-[5,6-dichloro-1-(2-methoxy-2-oxoethyl)benzimidazol-2-yl]piperidine-1-carboxylate 在 肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以98%的产率得到Tert-butyl 4-[5,6-dichloro-1-(2-hydrazinyl-2-oxoethyl)benzimidazol-2-yl]piperidine-1-carboxylate
  参考文献：
  名称：

  Synthesis and biological evaluations of novel benzimidazoles as potential antibacterial agents

  摘要：

  A series of novel benzimidazole derivatives were synthesized via parallel solution-phase chemistry. Many of these compounds were found to inhibit the growth of Staphylococcus aureus and Escherichia coli. Several analogues exhibited low micromolar minimal inhibitory concentrations (MIC) against both Gram-positive and Gram-negative bacteria of clinical relevance and could serve as leads for further optimizations for antibacterial research. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.051
• 作为产物：
  描述：

  在 sodium hydroxide 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.5h， 生成 Tert-butyl 4-[5,6-dichloro-1-(2-methoxy-2-oxoethyl)benzimidazol-2-yl]piperidine-1-carboxylate
  参考文献：
  名称：

  Synthesis and biological evaluations of novel benzimidazoles as potential antibacterial agents

  摘要：

  A series of novel benzimidazole derivatives were synthesized via parallel solution-phase chemistry. Many of these compounds were found to inhibit the growth of Staphylococcus aureus and Escherichia coli. Several analogues exhibited low micromolar minimal inhibitory concentrations (MIC) against both Gram-positive and Gram-negative bacteria of clinical relevance and could serve as leads for further optimizations for antibacterial research. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.051

文献信息

• US7244847B2
  申请人：——

  公开号：US7244847B2

  公开（公告）日：2007-07-17
• Synthesis and biological evaluations of novel benzimidazoles as potential antibacterial agents
  作者：Yun He、Jun Yang、Baogen Wu、Lisa Risen、Eric E Swayze

  DOI：10.1016/j.bmcl.2003.12.051

  日期：2004.3

  A series of novel benzimidazole derivatives were synthesized via parallel solution-phase chemistry. Many of these compounds were found to inhibit the growth of Staphylococcus aureus and Escherichia coli. Several analogues exhibited low micromolar minimal inhibitory concentrations (MIC) against both Gram-positive and Gram-negative bacteria of clinical relevance and could serve as leads for further optimizations for antibacterial research. (C) 2003 Elsevier Ltd. All rights reserved.