1-{4-[3-(5-chlorothiophen-2-yl)-4,5-dihydro-1H-pyrazol-5-yl]phenyl}piperidine | 1353877-79-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-{4-[3-(5-chlorothiophen-2-yl)-4,5-dihydro-1H-pyrazol-5-yl]phenyl}piperidine
• 英文别名: 1-[4-[3-(5-chlorothiophen-2-yl)-4,5-dihydro-1H-pyrazol-5-yl]phenyl]piperidine
• CAS: 1353877-79-8
• 化学式: C₁₈H₂₀ClN₃S
• 分子量: 345.896
• InChiKey: OTMXWEBSYOQBTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  55.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2E)-1-(5-chlorothiophen-2-yl)-3-(4-piperidin-1-ylphenyl)prop-2-en-1-one 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 以80%的产率得到1-{4-[3-(5-chlorothiophen-2-yl)-4,5-dihydro-1H-pyrazol-5-yl]phenyl}piperidine
  参考文献：
  名称：

  Anti-HIV-1 and cytotoxicity studies of piperidyl-thienyl chalcones and their 2-pyrazoline derivatives

  摘要：

  A series of 12 new pyrazoline derivatives was prepared from piperidyl chalcones, which in turn were synthesized by condensing 4-piperidin-1-ylbenzaldehyde with diverse acetylthiophenes. The target compounds were characterized by spectroscopic techniques (NMR, IR, MS) and elemental analysis. All the compounds were screened for cytotoxic and anti-HIV-1 activities. Compounds 1c, 1g, 1j, 2a, 2c, 2e, 2g, and 2k demonstrated potential anti-HIV activity but were cytotoxic except for 2e and 2k, which displayed no cytotoxicity in primary human cells. Bioassay results show that the type and positions of the substituents seem to be critical for their cytotoxic and anti-HIV-1 activities.

  DOI：

  10.1007/s00044-011-9912-x

文献信息

• Anti-HIV-1 and cytotoxicity studies of piperidyl-thienyl chalcones and their 2-pyrazoline derivatives
  作者：Syed Umar Farooq Rizvi、Hamid Latif Siddiqui、Melissa Johns、Mervi Detorio、Raymond F. Schinazi

  DOI：10.1007/s00044-011-9912-x

  日期：2012.11

  A series of 12 new pyrazoline derivatives was prepared from piperidyl chalcones, which in turn were synthesized by condensing 4-piperidin-1-ylbenzaldehyde with diverse acetylthiophenes. The target compounds were characterized by spectroscopic techniques (NMR, IR, MS) and elemental analysis. All the compounds were screened for cytotoxic and anti-HIV-1 activities. Compounds 1c, 1g, 1j, 2a, 2c, 2e, 2g, and 2k demonstrated potential anti-HIV activity but were cytotoxic except for 2e and 2k, which displayed no cytotoxicity in primary human cells. Bioassay results show that the type and positions of the substituents seem to be critical for their cytotoxic and anti-HIV-1 activities.