4-[3-(3-adamantan-1-yl-4-methoxy-phenyl)-isoxazol-5-yl]benzoic acid | 680574-64-5

• 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-[3-(3-adamantan-1-yl-4-methoxy-phenyl)-isoxazol-5-yl]benzoic acid
• 英文别名: 4-[3-(4-methoxy-3-tricyclo[3.3.1.1(0,0)]dec-1-yl-phenyl)-isoxazol-5-yl]-benzoic acid；4-[3-[3-(1-Adamantyl)-4-methoxyphenyl]-1,2-oxazol-5-yl]benzoic acid
• CAS: 680574-64-5
• 化学式: C₂₇H₂₇NO₄
• 分子量: 429.516
• InChiKey: LDGIRRYAIRSTJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  72.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-[3-(4-methoxy-3-tricyclo[3.3.1.1(0,0)]dec-1-yl-phenyl)-isoxazol-5-yl]benzoic acid methyl ester 在 lithium hydroxide 、 水 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以98%的产率得到4-[3-(3-adamantan-1-yl-4-methoxy-phenyl)-isoxazol-5-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 COMPOUNDS, SYNTHESIS METHOD THEREOF AND USE OF SAME IN MEDICINE AND IN COSMETICS
  申请人：GALDERMA RESEARCH & DEVELOPMENT

  公开号：US20170342040A1

  公开（公告）日：2017-11-30

  Novel compounds, synthesis methods and use of the same in medicine and in cosmetics are disclosed. Also disclosed, are novel compounds and ligands that modulate RARs.

  小说化合物、合成方法以及在医学和化妆品中使用这些化合物的方法被披露。还披露了调节RARs的新化合物和配体。
• Compounds, synthesis method thereof and use of same in medicine and in cosmetics
  申请人：GALDERMA RESEARCH & DEVELOPMENT

  公开号：US10647688B2

  公开（公告）日：2020-05-12

  Novel compounds, synthesis methods and use of the same in medicine and in cosmetics are disclosed. Also disclosed, are novel compounds and ligands that modulate RARs.

  公开了新型化合物、合成方法及其在医药和化妆品中的用途。还公开了可调节 RARs 的新型化合物和配体。
• COMPOSÉS HÉTÉROCYCLIQUES, LEUR PROCÉDÉ DE SYNTHÈSE ET LEUR UTILISATION EN MÉDECINE AINSI QU'EN COSMÉTIQUE
  申请人：Galderma Research & Development

  公开号：EP3233806B1

  公开（公告）日：2021-10-27
• 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.