2,6-Dimethoxy-1-hydroxymethylnaphthalen | 55218-09-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,6-Dimethoxy-1-hydroxymethylnaphthalen
• 英文别名: 1-Hydroxymethyl-2,6-dimethoxy-naphthalin；(2,6-Dimethoxynaphthalen-1-yl)methanol
• CAS: 55218-09-2
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: OZOMEPWTTKHDEM-UHFFFAOYSA-N

物化性质

• 熔点：
  124-125 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  384.8±27.0 °C(Predicted)
• 密度：
  1.177±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-Dimethoxy-1-hydroxymethylnaphthalen 在 sodium ethanolate 、 三溴化磷 作用下， 生成 β-(2.6-Dimethoxy-1-naphthyl)-propionsaeure
  参考文献：
  名称：

  613.有机反应中的氢化物离子。第二部分。在酸存在下，通过苯乙酮与醌反应制备苯乙铵盐

  摘要：

  DOI：

  10.1039/jr9630003295
• 作为产物：
  描述：

  2,6-dimethoxy-1-naphthalenecarbaldehyde 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 2,6-Dimethoxy-1-hydroxymethylnaphthalen
  参考文献：
  名称：

  Synthesis and pharmacology of some 2-aminotetralins. Dopamine receptor agonists

  摘要：

  A series of 2-amino-1,2,3,4-tetrahydronaphthalene compounds bearing substituents on the nitrogen and in the aromatic ring was synthesized from beta-tetralone intermediates. Compounds were screened in vivo for dopaminergic activity using tests in which apomorphine was especially active. It was found that apparent dopaminergic activity is inherent in 2-dialkylaminotetralins, the dipropylamine substitution being the most consistently productive amine group studies. Activity was greatly enhanced by proper substitution in the aromatic ring. The 5,6-dihydroxy group was the best potentiating group found. These data support the idea that the extended conformation for the phenylethylamine moiety of ampmorphine and dopamine is favorable for dopaminergic agonist activity. They also suggest that an unetherified catechol group may not be essential for such activity.

  DOI：

  10.1021/jm00238a008