5-[4-(4-Formyl-benzyloxy)-2-hydroxy-3-propyl-benzoyl]-nicotinic acid | 183013-75-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-[4-(4-Formyl-benzyloxy)-2-hydroxy-3-propyl-benzoyl]-nicotinic acid
• CAS: 183013-75-4
• 化学式: C₂₄H₂₁NO₆
• 分子量: 419.434
• InChiKey: JEQHSTNAAPVNKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  31.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  113.79
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  罗丹宁 、 5-[4-(4-Formyl-benzyloxy)-2-hydroxy-3-propyl-benzoyl]-nicotinic acid 在 sodium acetate 、 溶剂黄146 作用下， 以87%的产率得到5-[2-hydroxy-4-[[4-[(Z)-(4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)methyl]phenyl]methoxy]-3-propylbenzoyl]pyridine-3-carboxylic acid
  参考文献：
  名称：

  Synthesis and structure-activity relationships of benzophenones as inhibitors of cathepsin D

  摘要：

  Non peptide inhibitors of cathepsin D, an aspartyl protease that has been implicated in many disease states including Alzheimer's disease, were prepared and evaluated. The most potent inhibitor of cathepsin D in this series was found to be (Z)-5-[[4-(4-benzoyl-3-hydroxy-2-propylphenoxy)methylphenyl]methylene]-2-thioxo-4-thiazolidinone (3f, IC50 = 210 nM). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00393-9
• 作为产物：
  描述：

  3,5-吡啶二甲酸 3-甲酯 在 三氯化铝 、 potassium carbonate 、 potassium iodide 作用下， 以 二氯甲烷 、 丁酮 为溶剂， 生成 5-[4-(4-Formyl-benzyloxy)-2-hydroxy-3-propyl-benzoyl]-nicotinic acid
  参考文献：
  名称：

  Synthesis and structure-activity relationships of benzophenones as inhibitors of cathepsin D

  摘要：

  Non peptide inhibitors of cathepsin D, an aspartyl protease that has been implicated in many disease states including Alzheimer's disease, were prepared and evaluated. The most potent inhibitor of cathepsin D in this series was found to be (Z)-5-[[4-(4-benzoyl-3-hydroxy-2-propylphenoxy)methylphenyl]methylene]-2-thioxo-4-thiazolidinone (3f, IC50 = 210 nM). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00393-9