7-(4-cyanobutyloxy)-2-hydroxynaphthalene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7-(4-cyanobutyloxy)-2-hydroxynaphthalene
• 英文别名: 5-(7-Hydroxynaphthalen-2-yl)oxypentanenitrile
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: SBEXALWRBCLKLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 3-(diethylamino)-3-oxopropanoate 、 7-(4-cyanobutyloxy)-2-hydroxynaphthalene 在 三氯氧磷 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 5.0h， 以48.1%的产率得到5-[3-(diethylamino)-1-oxobenzo[f]chromen-9-yl]oxypentanenitrile
  参考文献：
  名称：

  Properties of Naphtho[2,1-B]pyrans Covalently Linked to Oligonucleotides

  摘要：

  Two naphtho[2,1-b]pyrans (benzocoumarin 1 and benzochromone 2) were covalently linked to a 7-mer ODN. Purification and hydrophobicity studies of the resulting conjugates 1* and 2* were performed by HPLC. Benzochromone conjugate 2* was more hydrophobic than benzocoumarin conjugate 1*. Preliminary data on thermal stability and interaction with HIV reverse transcriptase showed that 1* is slightly more efficient than 2*. This is probably due to the steric hindrance of the 3-diethylamino group in 2.

  DOI：

  10.1080/07328319808004727
• 作为产物：
  描述：

  5-氯戊腈 、 2,7-二羟基萘 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以71%的产率得到7-(4-cyanobutyloxy)-2-hydroxynaphthalene
  参考文献：
  名称：

  Properties of Naphtho[2,1-B]pyrans Covalently Linked to Oligonucleotides

  摘要：

  Two naphtho[2,1-b]pyrans (benzocoumarin 1 and benzochromone 2) were covalently linked to a 7-mer ODN. Purification and hydrophobicity studies of the resulting conjugates 1* and 2* were performed by HPLC. Benzochromone conjugate 2* was more hydrophobic than benzocoumarin conjugate 1*. Preliminary data on thermal stability and interaction with HIV reverse transcriptase showed that 1* is slightly more efficient than 2*. This is probably due to the steric hindrance of the 3-diethylamino group in 2.

  DOI：

  10.1080/07328319808004727

文献信息

• Properties of Naphtho[2,1-B]pyrans Covalently Linked to Oligonucleotides
  作者：M. Mazzei、E. Sottofattori、M. Ibrahim、A. Balbi

  DOI：10.1080/07328319808004727

  日期：1998.9

  Two naphtho[2,1-b]pyrans (benzocoumarin 1 and benzochromone 2) were covalently linked to a 7-mer ODN. Purification and hydrophobicity studies of the resulting conjugates 1* and 2* were performed by HPLC. Benzochromone conjugate 2* was more hydrophobic than benzocoumarin conjugate 1*. Preliminary data on thermal stability and interaction with HIV reverse transcriptase showed that 1* is slightly more efficient than 2*. This is probably due to the steric hindrance of the 3-diethylamino group in 2.