2-<4-(6-heptyn-1-yloxy)phenyl>-4,5-dihydrooxazole | 126297-08-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-<4-(6-heptyn-1-yloxy)phenyl>-4,5-dihydrooxazole
• CAS: 126297-08-3
• 化学式: C₁₆H₁₉NO₂
• 分子量: 257.332
• InChiKey: NNILEZCWRUEXQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  19.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  30.82
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-硝基丁烷 、 2-<4-(6-heptyn-1-yloxy)phenyl>-4,5-dihydrooxazole 在 sodium methylate 、 乙酰氯 作用下， 以 甲醇 为溶剂， 生成 5-[5-[4-(4,5-Dihydrooxazol-2-yl)phenoxy]pentyl]-3-propyl-isoxazole
  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
• 作为产物：
  描述：

  4-(4,5-二氢-2-噁唑)苯酚 、 6-庚炔醇 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 二氯甲烷 为溶剂， 以83%的产率得到2-<4-(6-heptyn-1-yloxy)phenyl>-4,5-dihydrooxazole
  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