3-(5-allyl-2-methoxyphenyl)-5-((4-benzylpiperazin-1-yl)methyl)isoxazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(5-allyl-2-methoxyphenyl)-5-((4-benzylpiperazin-1-yl)methyl)isoxazole
• 英文别名: 5-[(4-Benzylpiperazin-1-yl)methyl]-3-(2-methoxy-5-prop-2-enylphenyl)-1,2-oxazole；5-[(4-benzylpiperazin-1-yl)methyl]-3-(2-methoxy-5-prop-2-enylphenyl)-1,2-oxazole
• 化学式: C₂₅H₂₉N₃O₂
• 分子量: 403.524
• InChiKey: BCVJPXPADFMVGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  41.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(2-丙炔)哌嗪-1-羧酸叔丁酯 在 N-氯代丁二酰亚胺 、 四(三苯基膦)钯 、 sodium hydride 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 甲苯 为溶剂， 反应 3.0h， 生成 3-(5-allyl-2-methoxyphenyl)-5-((4-benzylpiperazin-1-yl)methyl)isoxazole
  参考文献：
  名称：

  Synthesis and anti-neuroinflammatory activity of N-heterocyclic analogs based on natural biphenyl-neolignan honokiol

  摘要：

  Novel isoxazole and pyrazole analogs based on natural biphenyl-neolignan honokiol were synthesized and evaluated for their inhibitory activities against nitric oxide production in lipopolysaccharide-activated BV-2 microglial cells. The isoxazole skeleton was constructed via nitrile oxide cycloaddition from oxime 3 and pyrazole was generated by condensation of 4-chromone and alkylhydrazine. Among the analogs, 13b and 14a showed stronger inhibitory activities with IC50 values of 8.9 and 1.2 mu M, respectively, than honokiol.

  DOI：

  10.1016/j.bmcl.2018.11.014

文献信息

• Synthesis and anti-neuroinflammatory activity of N-heterocyclic analogs based on natural biphenyl-neolignan honokiol
  作者：Yue Yuan、Lalita Subedi、Daesung Lim、Jae-Kyung Jung、Sun Yeou Kim、Seung-Yong Seo

  DOI：10.1016/j.bmcl.2018.11.014

  日期：2019.1

  Novel isoxazole and pyrazole analogs based on natural biphenyl-neolignan honokiol were synthesized and evaluated for their inhibitory activities against nitric oxide production in lipopolysaccharide-activated BV-2 microglial cells. The isoxazole skeleton was constructed via nitrile oxide cycloaddition from oxime 3 and pyrazole was generated by condensation of 4-chromone and alkylhydrazine. Among the analogs, 13b and 14a showed stronger inhibitory activities with IC50 values of 8.9 and 1.2 mu M, respectively, than honokiol.