3'-phenyl-4'-(4-methoxyphenyl)-4'H-spiro[thiochromene-3,5'-isoxazol]-4(1H)-one | 1369589-07-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3'-phenyl-4'-(4-methoxyphenyl)-4'H-spiro[thiochromene-3,5'-isoxazol]-4(1H)-one
• 英文别名: 4'-(4-methoxyphenyl)-3'-phenylspiro[2H-thiochromene-3,5'-4H-1,2-oxazole]-4-one
• CAS: 1369589-07-0
• 化学式: C₂₄H₁₉NO₃S
• 分子量: 401.486
• InChiKey: ALLFBYZEWBKUOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  73.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯甲醛肟 在 sodium hypochlorite 作用下， 以 氯仿 为溶剂， 生成 3'-phenyl-4'-(4-methoxyphenyl)-4'H-spiro[thiochromene-3,5'-isoxazol]-4(1H)-one
  参考文献：
  名称：

  Molecular drug design, synthesis and pharmacophore site identification of spiroheterocyclic compounds: Trypanosoma crusi inhibiting studies

  摘要：

  Synthesis and evaluation of the bioactivity of spiroheterocycles (STC) against Trypanosoma cruzi are described. Selectivity indices were improved for two compounds versus the leads 17 and 20, the spiro-thiochromanone (STC) derivatives 17-26, thus increasing the therapeutic interest of our family. As our previous studies conducted on the structure of pharmacophore sites of our compounds made us hypothesize the existence of original sites, STC can be considered as promising tools further anti-trypanosoma studies, as probes for affinity chemotherapy. Compounds 17 and 20 are more potent and more selective than benznidazole and nifurtimox.

  DOI：

  10.1007/s00044-012-0010-5

文献信息

• Molecular drug design, synthesis and pharmacophore site identification of spiroheterocyclic compounds: Trypanosoma crusi inhibiting studies
  作者：Taibi Ben Hadda、Abdelali Kerbal、Brahim Bennani、Ghali Al Houari、Maria Daoudi、Ana C. L. Leite、Vijay H. Masand、Rahul D. Jawarkar、Zoubida Charrouf

  DOI：10.1007/s00044-012-0010-5

  日期：2013.1

  Synthesis and evaluation of the bioactivity of spiroheterocycles (STC) against Trypanosoma cruzi are described. Selectivity indices were improved for two compounds versus the leads 17 and 20, the spiro-thiochromanone (STC) derivatives 17-26, thus increasing the therapeutic interest of our family. As our previous studies conducted on the structure of pharmacophore sites of our compounds made us hypothesize the existence of original sites, STC can be considered as promising tools further anti-trypanosoma studies, as probes for affinity chemotherapy. Compounds 17 and 20 are more potent and more selective than benznidazole and nifurtimox.