4-[3-(4-哌啶基)-1H-吡唑-5-基]-苯甲醚 | 103660-47-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-[3-(4-哌啶基)-1H-吡唑-5-基]-苯甲醚
• 英文名称: 4-(5-(4-methoxyphenyl)-1H-pyrazol-3-yl)piperidine
• 英文别名: 4-[3-(4-methoxyphenyl)-1H-pyrazol-5-yl]piperidine
• CAS: 103660-47-5
• 化学式: C₁₅H₁₉N₃O
• 分子量: 257.335
• InChiKey: COIYXFVVNCSMKH-UHFFFAOYSA-N

物化性质

• 熔点：
  181-183°
• 沸点：
  481.3±45.0 °C(Predicted)
• 密度：
  1.131±0.06 g/cm3(Predicted)
• 溶解度：
  14.5 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  49.9
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  1-Boc-4-哌啶甲酸 在 一水合肼 、 三氟乙酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 30.5h， 生成 4-[3-(4-哌啶基)-1H-吡唑-5-基]-苯甲醚
  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

文献信息

• Synthesis and Pharmacological Evaluation of Novel Pyrazolyl Piperidine Derivatives as Effective Antiplatelet Agents
  作者：Jigar Y. Soni、Riyaj S. Tamboli、Rajani Giridhar、Mange Ram Yadav、Sonal Thakore

  DOI：10.1002/jhet.2703

  日期：2017.3

  The synthesis and antiplatelet activity of substituted pyrazolyl piperidine derivatives (3a–n) are described. These compounds were synthesized by an improved ring opening reaction of 2‐arylidene quinuclidinone using hydrazine hydrate under mild conditions. They were characterized and screened for their in vitro antiplatelet profile in human platelet aggregation using adenosine diphosphate as agonist

  描述了取代的吡唑基哌啶衍生物（3a–n）的合成和抗血小板活性。这些化合物是通过在温和的条件下使用水合肼通过改进的2-亚芳基奎宁环酮的开环反应来合成的。使用二磷酸腺苷作为激动剂，对它们进行了表征并筛选了其在人血小板聚集中的体外抗血小板谱。结构活动关系的调查显示有趣的结果。在这些合成的衍生物（3a–n）中，化合物3a，3c，3j和3l表现出优异的活性，而3c是最有效的衍生物。基于IC在50值下，观察到大多数化合物具有优于参考药物阿司匹林的抗血小板聚集活性。
• Synthesis, structure, and properties of pyrazolo[4,3-b]quinuclidine derivatives
  作者：K. F. Turchin、A. D. Yanina、T. Ya. Filipenko、E. E. Mikhlina、Yu. N. Sheinker、L. N. Yakhontov

  DOI：10.1007/bf00515032

  日期：1985.9
• Synthesis and Antibacterial Activity of a Novel Series of Potent DNA Gyrase Inhibitors. Pyrazole Derivatives
  作者：Akihiko Tanitame、Yoshihiro Oyamada、Keiko Ofuji、Mika Fujimoto、Noritaka Iwai、Yoichi Hiyama、Kenji Suzuki、Hideaki Ito、Hideo Terauchi、Motoji Kawasaki、Kazuo Nagai、Masaaki Wachi、Jun-ichi Yamagishi

  DOI：10.1021/jm030394f

  日期：2004.7.1

  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.