5-{5-[2,6-dichloro-4-(4-oxazolyl)phenoxy]pentyl}-3-methylisoxazole | 124811-39-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-{5-[2,6-dichloro-4-(4-oxazolyl)phenoxy]pentyl}-3-methylisoxazole
• 英文别名: 5-[5-(2,6-Dichloro-4-oxazol-5-yl-phenoxy)pentyl]-3-methyl-isoxazole；5-[5-[2,6-dichloro-4-(1,3-oxazol-5-yl)phenoxy]pentyl]-3-methyl-1,2-oxazole
• CAS: 124811-39-8
• 化学式: C₁₈H₁₈Cl₂N₂O₃
• 分子量: 381.259
• InChiKey: LVXSVYLLZXVYJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  61.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-(5-溴戊基)-3-甲基异恶唑 在 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 5-{5-[2,6-dichloro-4-(4-oxazolyl)phenoxy]pentyl}-3-methylisoxazole
  参考文献：
  名称：

  A model for compounds active against human rhinovirus-14 based on x-ray crystallography data

  摘要：

  A number of (oxazolinylphenyl)isoxazoles have been synthesized and tested against human rhinovirus-14 (HRV-14). Several of the more active compounds have been examined by X-ray crystallography and their orientation in the compound binding site on the capsid protein of HRV-14 has been determined. Based on the minimum inhibitory concentration against HRV-14 and the X-ray conformation of the compounds, a model has been developed which distinguishes between the space-filling properties of the active and inactive compounds in this series. The model was generated by overlaying composite structures and comparing the van der Waals generated volume maps. The results of this study indicate that inactive compounds display areas of excessive bulk particularly around the phenyl ring, while the active compounds occupy space below the pore area of the compound binding site.

  DOI：

  10.1021/jm00167a006

文献信息

• US4843087A
  申请人：——

  公开号：US4843087A

  公开（公告）日：1989-06-27
• US4939267A
  申请人：——

  公开号：US4939267A

  公开（公告）日：1990-07-03
• US5002960A
  申请人：——

  公开号：US5002960A

  公开（公告）日：1991-03-26
• A model for compounds active against human rhinovirus-14 based on x-ray crystallography data
  作者：Guy D. Diana、Adi M. Treasurywala、Thomas R. Bailey、Richard C. Oglesby、Daniel C. Pevear、Frank J. Dutko

  DOI：10.1021/jm00167a006

  日期：1990.5

  A number of (oxazolinylphenyl)isoxazoles have been synthesized and tested against human rhinovirus-14 (HRV-14). Several of the more active compounds have been examined by X-ray crystallography and their orientation in the compound binding site on the capsid protein of HRV-14 has been determined. Based on the minimum inhibitory concentration against HRV-14 and the X-ray conformation of the compounds, a model has been developed which distinguishes between the space-filling properties of the active and inactive compounds in this series. The model was generated by overlaying composite structures and comparing the van der Waals generated volume maps. The results of this study indicate that inactive compounds display areas of excessive bulk particularly around the phenyl ring, while the active compounds occupy space below the pore area of the compound binding site.