3-[3-(4-Chloro-phenyl)-isoxazol-4-yl]-propan-1-ol | 158611-67-7

• 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-[3-(4-Chloro-phenyl)-isoxazol-4-yl]-propan-1-ol
• 英文别名: 3-[3-(4-Chlorophenyl)-1,2-oxazol-4-yl]propan-1-ol
• CAS: 158611-67-7
• 化学式: C₁₂H₁₂ClNO₂
• 分子量: 237.686
• InChiKey: RIBJBYGVPJYLNS-UHFFFAOYSA-N

物化性质

• 沸点：
  428.4±40.0 °C(predicted)
• 密度：
  1.254±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dihydroartemisinin 、 3-[3-(4-Chloro-phenyl)-isoxazol-4-yl]-propan-1-ol 在 三氟化硼乙醚 作用下， 以 氯仿 为溶剂， 反应 0.25h， 以63%的产率得到3-(4-chlorophenyl)-4-[3-[[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]propyl]-1,2-oxazole
  参考文献：
  名称：

  Antimalarial activity of new ethers and thioethers of dihydroartemisinin

  摘要：

  Various ethers and thioethers of dihydroartemisinin were prepared by treating dihydroartemisinin with hydroxy alkyl, substituted phenol, hydroxy aralkyl, hydroxy alkynyl and hydroxy heteroalkyl or thiols in the presence of BF(3)Et(2)O. The thioethers 64 and 65 were further oxidised to the respective sulfoxides. These derivatives were tested in the Plasmodium berghei K-173-infected mice and some active compounds were tested in chloroquine-resistant P yoelii nigeriensis (NS)-infected mice. Initially the compounds were administered subcutaneously and subsequently by the oral route. The antimalarial activity of the compounds 22, 23, 36, 66 and 79 were found to be comparable to that of arteether when tested in the K-173-infected mice. These compounds also showed activity in the P y nigeriensis (NS)-infected mice.

  DOI：

  10.1016/0223-5234(96)88287-0
• 作为产物：
  描述：

  Alpha,4-二氯苯甲醛肟 在 盐酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 3-[3-(4-Chloro-phenyl)-isoxazol-4-yl]-propan-1-ol
  参考文献：
  名称：

  Venugopalan, B.; Shinde, S.; Karnik, P. J., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1994, vol. 33, # 8, p. 767 - 768

  摘要：

  DOI：

文献信息

• Antimalarial activity of new ethers and thioethers of dihydroartemisinin
  作者：B Venugopalan、PJ Karnik、CP Bapat、DK Chatterjee、N Iyer、D Lepcha

  DOI：10.1016/0223-5234(96)88287-0

  日期：1995.1

  Various ethers and thioethers of dihydroartemisinin were prepared by treating dihydroartemisinin with hydroxy alkyl, substituted phenol, hydroxy aralkyl, hydroxy alkynyl and hydroxy heteroalkyl or thiols in the presence of BF(3)Et(2)O. The thioethers 64 and 65 were further oxidised to the respective sulfoxides. These derivatives were tested in the Plasmodium berghei K-173-infected mice and some active compounds were tested in chloroquine-resistant P yoelii nigeriensis (NS)-infected mice. Initially the compounds were administered subcutaneously and subsequently by the oral route. The antimalarial activity of the compounds 22, 23, 36, 66 and 79 were found to be comparable to that of arteether when tested in the K-173-infected mice. These compounds also showed activity in the P y nigeriensis (NS)-infected mice.
• Venugopalan, B.; Shinde, S.; Karnik, P. J., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1994, vol. 33, # 8, p. 767 - 768
  作者：Venugopalan, B.、Shinde, S.、Karnik, P. J.

  DOI：——

  日期：——