[4-(2-hydroxy-3-morpholine-4-ylpropoxy)phenyl]phenylmethanone | 701219-37-6

• 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: [4-(2-hydroxy-3-morpholine-4-ylpropoxy)phenyl]phenylmethanone
• 英文别名: [4-(2-hydroxy-3-morpholin-4-ylpropoxy)phenyl]-phenylmethanone
• CAS: 701219-37-6
• 化学式: C₂₀H₂₃NO₄
• 分子量: 341.407
• InChiKey: BCPQCLLMYITYLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [4-(2-hydroxy-3-morpholine-4-ylpropoxy)phenyl]phenylmethanone 、 甲基丙烯酰氯 在 三异丙基-胺 作用下， 以 1,2-二氯乙烷 为溶剂， 以80 %的产率得到1-(4-benzoylphenoxy)-3-morpholinopropyl 2-methacrylate
  参考文献：
  名称：

  CN116813489

  摘要：

  公开号：
• 作为产物：
  描述：

  4-羟基-二苯甲酮 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 [4-(2-hydroxy-3-morpholine-4-ylpropoxy)phenyl]phenylmethanone
  参考文献：
  名称：

  Structure–Activity Relationships, Ligand Efficiency, and Lipophilic Efficiency Profiles of Benzophenone-Type Inhibitors of the Multidrug Transporter P-Glycoprotein

  摘要：

  The drug efflux pump P-glycoprotein (P-gp) has been shown to promote multidrug resistance (MDR) in tumors as well as to influence ADME properties of drug candidates. Here we synthesized and tested a series of benzophenone derivatives structurally analogous to propafenone-type inhibitors of P-gp. Some of the compounds showed ligand efficiency and lipophilic efficiency (LipE) values in the range of compounds which entered clinical trials as MDR modulators. Interestingly, although lipophilicity plays a dominant role for P-gp inhibitors, all compounds investigated showed LipE values below the threshold for promising drug candidates. Docking studies of selected analogues into a homology model of P-glycoprotein suggest that benzophenones show an interaction pattern similar to that previously identified for propafenone-type inhibitors.

  DOI：

  10.1021/jm201705f

文献信息

• Structure–Activity Relationships, Ligand Efficiency, and Lipophilic Efficiency Profiles of Benzophenone-Type Inhibitors of the Multidrug Transporter P-Glycoprotein
  作者：Ishrat Jabeen、Karin Pleban、Uwe Rinner、Peter Chiba、Gerhard F. Ecker

  DOI：10.1021/jm201705f

  日期：2012.4.12

  The drug efflux pump P-glycoprotein (P-gp) has been shown to promote multidrug resistance (MDR) in tumors as well as to influence ADME properties of drug candidates. Here we synthesized and tested a series of benzophenone derivatives structurally analogous to propafenone-type inhibitors of P-gp. Some of the compounds showed ligand efficiency and lipophilic efficiency (LipE) values in the range of compounds which entered clinical trials as MDR modulators. Interestingly, although lipophilicity plays a dominant role for P-gp inhibitors, all compounds investigated showed LipE values below the threshold for promising drug candidates. Docking studies of selected analogues into a homology model of P-glycoprotein suggest that benzophenones show an interaction pattern similar to that previously identified for propafenone-type inhibitors.
• CN116813489
  申请人：——

  公开号：——

  公开（公告）日：——