3,9-dibenzyl-1,5,7,11-tetrakishydroxymethyl-6,12-bis(4-methoxyphenyl)-3,9-diazahexacyclo[6.4.0.0(2.7).0(4.11).0(5.10)]dodecane | 227318-26-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3,9-dibenzyl-1,5,7,11-tetrakishydroxymethyl-6,12-bis(4-methoxyphenyl)-3,9-diazahexacyclo[6.4.0.0(2.7).0(4.11).0(5.10)]dodecane
• 英文别名: [3,9-Dibenzyl-5,7,11-tris(hydroxymethyl)-6,12-bis(4-methoxyphenyl)-3,9-diazapentacyclo[6.4.0.02,7.04,11.05,10]dodecan-1-yl]methanol
• CAS: 227318-26-5
• 化学式: C₄₂H₄₆N₂O₆
• 分子量: 674.837
• InChiKey: KHINCBPWOGOUFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  50
• 可旋转键数：
  12
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  106
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  tetraethyl 3,9-dibenzyl-6,12-bis(4-methoxyphenyl)-3,9-diazahexacyclo[6.4.0.0(2.7).0(4.11).0(5.10)]dodecane-1,5,7,11-tetracarboxylate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以87%的产率得到3,9-dibenzyl-1,5,7,11-tetrakishydroxymethyl-6,12-bis(4-methoxyphenyl)-3,9-diazahexacyclo[6.4.0.0(2.7).0(4.11).0(5.10)]dodecane
  参考文献：
  名称：

  Novel Insight in Structure−Activity Relationship and Bioanalysis of P-Glycoprotein Targeting Highly Potent Tetrakishydroxymethyl Substituted 3,9-Diazatetraasteranes

  摘要：

  Novel 3,9-diazatetraasteranes have been synthesized with varied aromatic substitution patterns and evaluated as P-glycoprotein (P-gp) inhibitors. Structure-activity relationships (SAR) are discussed in relation to determined physicochemical properties. The potential to induce P-gp expression has been evaluated in cancer cell lines. The bioanalytical results indicate favorable noninducing properties compared to P-gp inducing drug standard.

  DOI：

  10.1021/jm800480y

文献信息

• Novel Insight in Structure−Activity Relationship and Bioanalysis of P-Glycoprotein Targeting Highly Potent Tetrakishydroxymethyl Substituted 3,9-Diazatetraasteranes
  作者：Claudius Coburger、Jörg Wollmann、Christiane Baumert、Martin Krug、Josef Molnár、Hermann Lage、Andreas Hilgeroth

  DOI：10.1021/jm800480y

  日期：2008.9.25

  Novel 3,9-diazatetraasteranes have been synthesized with varied aromatic substitution patterns and evaluated as P-glycoprotein (P-gp) inhibitors. Structure-activity relationships (SAR) are discussed in relation to determined physicochemical properties. The potential to induce P-gp expression has been evaluated in cancer cell lines. The bioanalytical results indicate favorable noninducing properties compared to P-gp inducing drug standard.