4-[5-(4-hydroxy-3-tricyclo[3.3.1.1(0,0)]dec-1-yl-phenyl)-4,5-dihydro-isoxazol-3-yl]-benzoic acid | 1041437-77-7

• 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: 4-[5-(4-hydroxy-3-tricyclo[3.3.1.1(0,0)]dec-1-yl-phenyl)-4,5-dihydro-isoxazol-3-yl]-benzoic acid
• 英文别名: 4-[5-[3-(1-Adamantyl)-4-hydroxyphenyl]-4,5-dihydro-1,2-oxazol-3-yl]benzoic acid
• CAS: 1041437-77-7
• 化学式: C₂₆H₂₇NO₄
• 分子量: 417.505
• InChiKey: IZBQSQPUQNPIOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  79.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-[5-(4-acetoxy-3-tricyclo[3.3.1.1(0,0)]dec-1-yl-phenyl)-4,5-dihydro-isoxazol-3-yl]-benzoic acid methyl ester 在 lithium hydroxide 、 水 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以94%的产率得到4-[5-(4-hydroxy-3-tricyclo[3.3.1.1(0,0)]dec-1-yl-phenyl)-4,5-dihydro-isoxazol-3-yl]-benzoic acid
  参考文献：
  名称：

  Novel Terphenyls and 3,5-Diaryl Isoxazole Derivatives Endowed with Growth Supporting and Antiapoptotic Properties

  摘要：

  A new study on terphenyl and diaryl-isoxazole and isoxazoline derivatives, maintaining a common 3-adamantyl-4-hydroxyphenyl moiety, has been conducted to find compounds with growth supporting and antiapoptotic properties. Unexpectedly, diphenyisoxazole derivatives bearing a nitro group replacing the carboxylic function have been found with the highest cell protective activity within the series, in complete and in serum-free conditions. Inhibition of apoptosis induced by daunorubicin has also been observed for the most active compound.

  DOI：

  10.1021/jm800388m

文献信息

• Novel Terphenyls and 3,5-Diaryl Isoxazole Derivatives Endowed with Growth Supporting and Antiapoptotic Properties
  作者：Daniele Simoni、Riccardo Rondanin、Riccardo Baruchello、Michele Rizzi、Giuseppina Grisolia、Marco Eleopra、Stefania Grimaudo、Antonietta Di Cristina、Maria Rosaria Pipitone、Maria Rita Bongiorno、Mario Aricò、Francesco Paolo Invidiata、Manlio Tolomeo

  DOI：10.1021/jm800388m

  日期：2008.8.1

  A new study on terphenyl and diaryl-isoxazole and isoxazoline derivatives, maintaining a common 3-adamantyl-4-hydroxyphenyl moiety, has been conducted to find compounds with growth supporting and antiapoptotic properties. Unexpectedly, diphenyisoxazole derivatives bearing a nitro group replacing the carboxylic function have been found with the highest cell protective activity within the series, in complete and in serum-free conditions. Inhibition of apoptosis induced by daunorubicin has also been observed for the most active compound.