5-(4-allyloxyphenyl)-3-oxapentanol | 1061302-93-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5-(4-allyloxyphenyl)-3-oxapentanol
• CAS: 1061302-93-9
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: YMMCVDIAPGGJDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-(4-allyloxyphenyl)-3-oxapentanol 、 beta-D-半乳糖五乙酸酯 在 三氟化硼乙醚 作用下， 以 丙腈 为溶剂， 反应 24.0h， 以65%的产率得到5-(4-allyloxyphenyl)-3-oxapentyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside
  参考文献：
  名称：

  Design, synthesis and evaluation of d-galactose-β-cyclodextrin conjugates as drug-carrying molecules

  摘要：

  Several kinds of D-galactose-beta-cyclodextrin conjugates having a phenyl group in the spacers between the D-galactose and beta-cyclodextrin were designed and synthesized as drug-carrying molecules. Their evaluation as drug-carrying molecules was done by measuring the molecular interactions with the anticancer agent, doxorubicin, and with the D-galactose-binding peanut lectin using an SPR optical biosensor. The SPR analyses showed that these conjugates had remarkably high inclusion associations of 10(5) similar to 10(7) M-1 levels for the immobilized doxorubicin. Their association constants for immobilized peanut lectin were at the level of 10(4) similar to 10(5) M-1, as we expected. These conjugates will be useful drug-carrying models which can site-specifically carry doxorubicin to the cells containing D-galactose-binding lectin. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.076
• 作为产物：
  描述：

  2-[6-(4-allyloxyphenyl)-1,4-dioxahexan-1-yl]-tetrahydro-2H-pyran 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以94%的产率得到5-(4-allyloxyphenyl)-3-oxapentanol
  参考文献：
  名称：

  Design, synthesis and evaluation of d-galactose-β-cyclodextrin conjugates as drug-carrying molecules

  摘要：

  Several kinds of D-galactose-beta-cyclodextrin conjugates having a phenyl group in the spacers between the D-galactose and beta-cyclodextrin were designed and synthesized as drug-carrying molecules. Their evaluation as drug-carrying molecules was done by measuring the molecular interactions with the anticancer agent, doxorubicin, and with the D-galactose-binding peanut lectin using an SPR optical biosensor. The SPR analyses showed that these conjugates had remarkably high inclusion associations of 10(5) similar to 10(7) M-1 levels for the immobilized doxorubicin. Their association constants for immobilized peanut lectin were at the level of 10(4) similar to 10(5) M-1, as we expected. These conjugates will be useful drug-carrying models which can site-specifically carry doxorubicin to the cells containing D-galactose-binding lectin. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.076