3-氨乙基-1-金刚烷醇盐酸盐 | 128487-57-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-氨乙基-1-金刚烷醇盐酸盐
• 英文名称: 3-(1-aminoethyl)-1-hydroxyadamantane hydrochloride
• 英文别名: 1-(1-aminoethyl)-3-adamantanol hydrochloride；3-(1-aminoethyl)adamantan-1-ol hydrochloride；3-(1-aminoethyl)adamantan-1-ol;hydrochloride
• CAS: 128487-57-0
• 化学式: C₁₂H₂₁NO*ClH
• 分子量: 231.766
• InChiKey: UXMQOOWYJIKUKR-UHFFFAOYSA-N

物化性质

• 溶解度：
  可溶于氯仿（轻微）、甲醇（非常轻微）

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-氨乙基-1-金刚烷醇盐酸盐 在 sodium methylate 、 sodium thiosulfate 作用下， 以 甲醇 、 水 为溶剂， 反应 2.75h， 生成 Thiosulfuric acid, S-(2-((1-(3-hydroxytricyclo(3.3.1.1(sup 3,7))dec-1-yl)ethyl)amino)-2-iminoethyl) ester, dihydrate
  参考文献：
  名称：

  Synthesis and biological activity of some 1-hydroxy-3-aminoalkyladamantanes and their derivatives

  摘要：

  DOI：

  10.1007/bf00769383
• 作为产物：
  描述：

  1-acetyl-3-adamantanol oxime 在 sodium 作用下， 以 various solvent(s) 为溶剂， 生成 3-氨乙基-1-金刚烷醇盐酸盐
  参考文献：
  名称：

  摘要：

  A general procedure was proposed for synthesizing 3-R-1-adamantyl methyl ketones from the corresponding adamantanecarbonyl chlorides and dimethyl malonate in toluene (benzene) in the presence of sodium hydroxide. Intermediate dimethyl (3-R-1-adamantylcarbonyl)malonates can also be isolated. The resulting ketones were brought into reactions with hydroxylamine and formamide in the presence of formic acid to obtain the corresponding oximes and 1-(3-R-1-adamantyl)ethylamines. Dimethyl (3-R-1-adamantylcarbonyl)malonates reacted with phenylhydrazine to give adamantyl-substituted 4,5-dihydropyrazol-5-one derivatives.

  DOI：

  10.1023/a:1013154831862

文献信息

• Synthesis of 3-(1-aminoethyl)adamantan-1-ol by hydroxylation of 1-(1-adamantyl)ethanamine hydrochloride (rimantadine)
  作者：R. I. Khusnutdinov、N. A. Shchadneva、L. F. Khisamova、U. M. Dzhemilev

  DOI：10.1134/s1070428015010042

  日期：2015.1

  A procedure has been developed for the selective synthesis of 3-(1-aminoethyl)adamantan-1-ol by hydroxylation of 1-(1-adamantyl)ethanamine hydrochloride with the system H2O-CBrCl3 in the presence of W(CO)(6) activated by pyridine.
• LAVROVA, L. N.;INDULEN, M. K.;RYAZANTSEVA, G. M.;KORYTNYJ, V. S.;YASHUNSK+, XIM.-FARMATS. ZH., 24,(1990) N, S. 29-31
  作者：LAVROVA, L. N.、INDULEN, M. K.、RYAZANTSEVA, G. M.、KORYTNYJ, V. S.、YASHUNSK+

  DOI：——

  日期：——
• MANCHAND, PERCY S.;CERRUTI, RICHARD L.;MARTIN, JOSEPH A.;HILL, CHRISTOPHE+, J. MED. CHEM., 33,(1990) N, C. 1992-1995
  作者：MANCHAND, PERCY S.、CERRUTI, RICHARD L.、MARTIN, JOSEPH A.、HILL, CHRISTOPHE+

  DOI：——

  日期：——
• Synthesis and biological activity of some 1-hydroxy-3-aminoalkyladamantanes and their derivatives
  作者：L. N. Lavrova、M. K. Indulen、G. M. Ryazantseva、V. S. Korytnyi、V. G. Yashunskii

  DOI：10.1007/bf00769383

  日期：1990.1
• ——
  作者：V. V. Pozdnyakov、N. V. Makarova、I. K. Moiseev

  DOI：10.1023/a:1013154831862

  日期：——

  A general procedure was proposed for synthesizing 3-R-1-adamantyl methyl ketones from the corresponding adamantanecarbonyl chlorides and dimethyl malonate in toluene (benzene) in the presence of sodium hydroxide. Intermediate dimethyl (3-R-1-adamantylcarbonyl)malonates can also be isolated. The resulting ketones were brought into reactions with hydroxylamine and formamide in the presence of formic acid to obtain the corresponding oximes and 1-(3-R-1-adamantyl)ethylamines. Dimethyl (3-R-1-adamantylcarbonyl)malonates reacted with phenylhydrazine to give adamantyl-substituted 4,5-dihydropyrazol-5-one derivatives.