1,2-bis(4-tert-butylbenzyloxy)benzene

• 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: 1,2-bis(4-tert-butylbenzyloxy)benzene
• 英文别名: 1,2-Bis[(4-tert-butylphenyl)methoxy]benzene
• 化学式: C₂₈H₃₄O₂
• 分子量: 402.577
• InChiKey: LNAZVVCTXPVUIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  邻苯二酚 、 4-叔丁基苄溴 在 氢氧化钾 、 甲基三辛基氯化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以88%的产率得到1,2-bis(4-tert-butylbenzyloxy)benzene
  参考文献：
  名称：

  Hydroxyphthalocyanines as Potential Photodynamic Agents for Cancer Therapy

  摘要：

  A series of benzyl-substituted phthalonitriles, substituted at the 3-, 4-, and 4,5-positions, underwent varied condensations with phthalonitrile to give a series of protected (monohydroxy- and polyhydroxyphthalocyaninato)zinc(II) derivatives which were readily cleaved to give several hydroxyphthalocyanines (ZnPc) (phthalocyanine phenol analogues). Their efficacy as sensitizers for the photodynamic therapy (PDT) of cancer was evaluated on the EMT-B mammary tumor cell line. In vitro, the 2-hydroxy ZnPc (32) was the most active, followed by the 2,3- and 2,9-dihydroxy ZnPc (39 and 45), with the 2,9,16-trihydroxy ZnPc (33) exhibiting the least activity. In vivo, the monohydroxy derivative 32 and the 2,3-dihydroxy derivative 39 were both efficient in inducing tumor necrosis at 1 mu mol kg(-1), but complete tumor regression was poor, even at 2 mu mol/kg. In contrast, the 2,9-dihydroxy isomer 45, at 2 mu mol kg(-1), induced tumor necrosis in all animals treated, with 75% complete regression. These results underline the importance of the position of the substituents on the Pc macrocycle to optimize tumor response and confirm the PDT potential of the unsymmetrical Pcs bearing functional groups on adjacent benzene rings.

  DOI：

  10.1021/jm970336s