4-{1-(3-Chloro-phenyl)-5-[(E)-2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine-1-carboxylic acid tert-butyl ester | 721428-85-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-{1-(3-Chloro-phenyl)-5-[(E)-2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine-1-carboxylic acid tert-butyl ester
• CAS: 721428-85-9
• 化学式: C₂₇H₂₈Cl₃N₃O₂
• 分子量: 532.897
• InChiKey: KKUURWYBXYGUHT-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.12
• 重原子数：
  35.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  47.36
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-{1-(3-Chloro-phenyl)-5-[(E)-2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine-1-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 4-{1-(3-Chloro-phenyl)-5-[(E)-2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine
  参考文献：
  名称：

  Synthesis and Antibacterial Activity of a Novel Series of Potent DNA Gyrase Inhibitors. Pyrazole Derivatives

  摘要：

  We have previously found that a pyrazole derivative 1 possesses antibacterial activity and inhibitory activity against DNA gyrase and topoisomerase TV. Here, we synthesized new pyrazole derivatives and found that 5-[(E)-2-(5-chloroindol-3-yl)vinyl]pyrazole 16 possesses potent antibacterial activity and selective inhibitory activity against bacterial topoisomerases. Many of the synthesized pyrazole derivatives were potent against clinically isolated quinolone- or coumarin-resistant Gram-positive strains and had minimal inhibitory concentration values against these strains equivalent to those against susceptible strains.

  DOI：

  10.1021/jm030394f
• 作为产物：
  描述：

  4-[(E)-5-(2,6-dichlorophenyl)-3-oxopent-4-enoyl]piperidine-1-carboxylic acid tert-butyl ester 在 吡啶 、 copper diacetate 、 一水合肼 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 36.0h， 生成 4-{1-(3-Chloro-phenyl)-5-[(E)-2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and Antibacterial Activity of a Novel Series of Potent DNA Gyrase Inhibitors. Pyrazole Derivatives

  摘要：

  We have previously found that a pyrazole derivative 1 possesses antibacterial activity and inhibitory activity against DNA gyrase and topoisomerase TV. Here, we synthesized new pyrazole derivatives and found that 5-[(E)-2-(5-chloroindol-3-yl)vinyl]pyrazole 16 possesses potent antibacterial activity and selective inhibitory activity against bacterial topoisomerases. Many of the synthesized pyrazole derivatives were potent against clinically isolated quinolone- or coumarin-resistant Gram-positive strains and had minimal inhibitory concentration values against these strains equivalent to those against susceptible strains.

  DOI：

  10.1021/jm030394f