7-(propylthio)naphthalen-2-ol | 945263-74-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7-(propylthio)naphthalen-2-ol
• CAS: 945263-74-1
• 化学式: C₁₃H₁₄OS
• 分子量: 218.32
• InChiKey: WEHHSHKXDUPCBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  7-(propylthio)naphthalen-2-ol 在 氨 、 sodium 作用下， 以 乙醚 为溶剂， 反应 0.5h， 生成 7-hydroxy-2-mercaptonaphthalene
  参考文献：
  名称：

  Effects of oxygen–sulfur substitution on glycosaminoglycan-priming naphthoxylosides

  摘要：

  Three series of sulfur-containing analogs to the selectively antiproliferative 2-(6-hydroxynaphthyl) beta-D-xylopyranoside were synthesized and their biological properties investigated. A short, general route to hydroxynaphthyl disulfides from dihydroxy-naphthalenes was developed to utilize the disulfide bond as a sulfur-selective protecting group to enable the orthogonal protection of hydroxyls and thiols. The results indicate that hydrophobic, uncharged oxygen-sulfur substituted naphthoxylosides are taken up by calls and initiate priming of GAG chains to a greater extent compared to the oxygen analogs. No correlation between priming ability and antiproliferative activity was observed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.05.008
• 作为产物：
  描述：

  丙烷-1-硫醇 、 2,7-二羟基萘 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以61%的产率得到7-(propylthio)naphthalen-2-ol
  参考文献：
  名称：

  Effects of oxygen–sulfur substitution on glycosaminoglycan-priming naphthoxylosides

  摘要：

  Three series of sulfur-containing analogs to the selectively antiproliferative 2-(6-hydroxynaphthyl) beta-D-xylopyranoside were synthesized and their biological properties investigated. A short, general route to hydroxynaphthyl disulfides from dihydroxy-naphthalenes was developed to utilize the disulfide bond as a sulfur-selective protecting group to enable the orthogonal protection of hydroxyls and thiols. The results indicate that hydrophobic, uncharged oxygen-sulfur substituted naphthoxylosides are taken up by calls and initiate priming of GAG chains to a greater extent compared to the oxygen analogs. No correlation between priming ability and antiproliferative activity was observed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.05.008