3-[2-(4-adamantan-1-ylphenoxy)acetylamino]-4-hydroxybenzoic acid 2-trimethylsilylethyl ester | 934593-91-6

• 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-[2-(4-adamantan-1-ylphenoxy)acetylamino]-4-hydroxybenzoic acid 2-trimethylsilylethyl ester
• 英文别名: 2-Trimethylsilylethyl 3-[[2-[4-(1-adamantyl)phenoxy]acetyl]amino]-4-hydroxybenzoate
• CAS: 934593-91-6
• 化学式: C₃₀H₃₉NO₅Si
• 分子量: 521.729
• InChiKey: AOLHFWXVOYRMAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.37
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[2-(4-adamantan-1-ylphenoxy)acetylamino]-4-hydroxybenzoic acid 2-trimethylsilylethyl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以79.1%的产率得到AC1-001
  参考文献：
  名称：

  (Aryloxyacetylamino)benzoic Acid Analogues:  A New Class of Hypoxia-Inducible Factor-1 Inhibitors

  摘要：

  Structural modification of a compound discovered during screening using an HRE-dependent reporter assay has revealed a novel class of HIF-1 inhibitors, which potently inhibit the HIF-1 alpha protein accumulation and its target gene expression under hypoxic conditions in human hepatocellular carcinoma Hep3B cells.

  DOI：

  10.1021/jm0610292
• 作为产物：
  描述：

  4-羟基-3-硝基苯甲酸 在 palladium on activated charcoal 氢气 、 potassium carbonate 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 20.0~50.0 ℃ 、6.9 kPa 条件下， 反应 3.0h， 生成 3-[2-(4-adamantan-1-ylphenoxy)acetylamino]-4-hydroxybenzoic acid 2-trimethylsilylethyl ester
  参考文献：
  名称：

  (Aryloxyacetylamino)benzoic Acid Analogues:  A New Class of Hypoxia-Inducible Factor-1 Inhibitors

  摘要：

  Structural modification of a compound discovered during screening using an HRE-dependent reporter assay has revealed a novel class of HIF-1 inhibitors, which potently inhibit the HIF-1 alpha protein accumulation and its target gene expression under hypoxic conditions in human hepatocellular carcinoma Hep3B cells.

  DOI：

  10.1021/jm0610292

文献信息

• (Aryloxyacetylamino)benzoic Acid Analogues:  A New Class of Hypoxia-Inducible Factor-1 Inhibitors
  作者：Kyeong Lee、Jeong Hyung Lee、Shanthaveerappa K. Boovanahalli、Yinglan Jin、Mijeoung Lee、Xuejun Jin、Jin Hwan Kim、Young-Soo Hong、Jung Joon Lee

  DOI：10.1021/jm0610292

  日期：2007.4.1

  Structural modification of a compound discovered during screening using an HRE-dependent reporter assay has revealed a novel class of HIF-1 inhibitors, which potently inhibit the HIF-1 alpha protein accumulation and its target gene expression under hypoxic conditions in human hepatocellular carcinoma Hep3B cells.