(4-hydroxy-3-propyl-phenyl)-phenyl-methanone | 183013-50-5

• 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-hydroxy-3-propyl-phenyl)-phenyl-methanone
• 英文别名: (4-Hydroxy-3-propylphenyl)-phenylmethanone
• CAS: 183013-50-5
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: YZUDWPBYBKFHBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4-hydroxy-3-propyl-phenyl)-phenyl-methanone 在 sodium acetate 、 potassium carbonate 、 溶剂黄146 作用下， 以 丁酮 为溶剂， 生成 5-[1-[4-(4-Benzoyl-2-propyl-phenoxymethyl)-phenyl]-meth-(Z)-ylidene]-2-thioxo-thiazolidin-4-one
  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：

  4-(烯丙氧基)二苯甲酮 在 氢气 作用下， 生成 (4-hydroxy-3-propyl-phenyl)-phenyl-methanone
  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

• Design and Structural Analysis of Novel Pharmacophores for Potent and Selective Peroxisome Proliferator-activated Receptor γ Agonists
  作者：Chia-Hui Lin、Yi-Hui Peng、Mohane Selvaraj Coumar、Santhosh Kumar Chittimalla、Chun-Chen Liao、Ping-Chiang Lyn、Chin-Chieh Huang、Tzu-Wen Lien、Wen-Hsing Lin、John T.-A. Hsu、Jai-Hong Cheng、Xin Chen、Jian-Sung Wu、Yu-Sheng Chao、Hwei-Jen Lee、Chiun-Gung Juo、Su-Ying Wu、Hsing-Pang Hsieh

  DOI：10.1021/jm801594x

  日期：2009.4.23

  Utilizing medicinal chemistry design strategies such as benzo splitting and ring expansion, we converted PPARalpha/gamma dual agonist 1 to selective PPARgamma agonists 19 and 20. Compounds 19 and 20 were 2- to 4-fold better than rosiglitazone at PPARgamma receptor, with 80- to 100-fold PPARgamma selectivity over PPARalpha receptor. X-ray cocrystal studies in PPARgamma and modeling studies in PPARalpha give molecular insights for the improved PPARgamma potency and selectivity for 19 when compared to 1.
• EP0888278A4
  申请人：——

  公开号：EP0888278A4

  公开（公告）日：1999-06-30
• ANTIDIABETIC AGENTS
  申请人：MERCK & CO., INC.

  公开号：EP0888278A1

  公开（公告）日：1999-01-07
• [EN] ANTIDIABETIC AGENTS<br/>[FR] AGENTS ANTI-DIABETE
  申请人：MERCK & CO., INC.

  公开号：WO1997028115A1

  公开（公告）日：1997-08-07

  (EN) The instant invention is concerned with acetylphenols which are useful as antiobesity and antidiabetic compounds. Compositions and methods for the use of the compounds in the treatment of diabetes and obesity and for lowering or modulating triglyceride levels and cholesterol levels or raising high density lipoprotein levels or for increasing gut motility or for treating atherosclerosis are also disclosed.(FR) L'invention concerne des acétylphénols utiles comme composés anti-obésité et anti-diabète. Sont également décrites des compositions et des méthodes d'utilisation de ces composés destinées au traitement du diabète et de l'obésité, servant à abaisser ou à moduler les taux de triglycérides et de cholestérol ou à élever les taux de lipoprotéines haute densité ou à accélérer le transit intestinal, ou à traiter l'athérosclérose.
• 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