methyl 2-hydroxy-4-[[4-[(Z)-(4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)methyl]phenyl]methoxy]-3-propylbenzoate | 183013-27-6

• 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: methyl 2-hydroxy-4-[[4-[(Z)-(4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)methyl]phenyl]methoxy]-3-propylbenzoate
• CAS: 183013-27-6
• 化学式: C₂₂H₂₁NO₅S₂
• 分子量: 443.544
• InChiKey: AQCCFGROGKZPKI-WQRHYEAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  142
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 2-hydroxy-4-[[4-[(Z)-(4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)methyl]phenyl]methoxy]-3-propylbenzoate 以29%的产率得到2-hydroxy-4-[[4-[(Z)-(4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)methyl]phenyl]methoxy]-3-propylbenzoic 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：

  2,4-dihydroxy-3-propylbenzoic acid methyl ester 在 sodium acetate 、 potassium carbonate 、 溶剂黄146 作用下， 以 丁酮 为溶剂， 生成 methyl 2-hydroxy-4-[[4-[(Z)-(4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)methyl]phenyl]methoxy]-3-propylbenzoate
  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

文献信息

• Synthesis and structure-activity relationships of benzophenones as inhibitors of cathepsin D
  作者：Celia A. Whitesitt、Richard L. Simon、Jon K. Reel、Sandra K. Sigmund、Michael L. Phillips、J. Kevin Shadle、Lawrence J. Heinz、Gary A. Koppel、David C. Hunden、Sherryl L. Lifer、Dennis Berry、Judy Ray、Sheila P Little、Xiadong Liu、Winston S. Marshall、Jill A. Panetta

  DOI：10.1016/0960-894x(96)00393-9

  日期：1996.9

  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