N-Methyl-N-(2-hydroxy-aethyl)-2-amino-tetralin | 55218-55-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: N-Methyl-N-(2-hydroxy-aethyl)-2-amino-tetralin
• 英文别名: N-<2-Hydroxy-aethyl>-N-methyl-1,2,3,4-tetrahydro-2-naphthylamin；N-Methyl-N-tetralyl-β-aminoaethanol；2-[Methyl(1,2,3,4-tetrahydronaphthalen-2-yl)amino]ethanol
• CAS: 55218-55-8
• 化学式: C₁₃H₁₉NO
• 分子量: 205.3
• InChiKey: AFXQDTJVAITREL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-甲基-2-羟基乙胺 、 β-四氢萘酮 生成 N-Methyl-N-(2-hydroxy-aethyl)-2-amino-tetralin
  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

文献信息

• Triazole Derivative or Salt Thereof
  申请人：Murakami Takeshi

  公开号：US20070259854A1

  公开（公告）日：2007-11-08

  [Problem] There is provided a compound which can be used for therapy of diseases in which 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) participates, in particular diabetes, insulin resistance. [Means for Solution] It has been found that a triazole derivative wherein the triazole ring is substituted with a trisubstituted methyl group in the 2-position or a pharmaceutically acceptable salt thereof has a strong 11β-HSD1 inhibitory activity. Moreover, the triazole derivative of the invention exhibits an excellent blood-glucose level-lowering action and hence can be used for therapy of diabetes, insulin resistance.

  [问题] 提供了一种化合物，可用于治疗11β-羟基类固醇脱氢酶1型（11β-HSD1）参与的疾病，特别是糖尿病，胰岛素抵抗。[解决方案的手段] 发现一种三唑衍生物，其中三唑环在2位被三取代甲基基团取代，或其药学上可接受的盐具有强大的11β-HSD1抑制活性。此外，本发明的三唑衍生物表现出优异的降低血糖水平的作用，因此可用于治疗糖尿病，胰岛素抵抗。
• TRIAZOLE DERIVATIVE OR SALT THEREOF
  申请人：Astellas Pharma Inc.

  公开号：EP1790641A1

  公开（公告）日：2007-05-30

  [Problem] There is provided a compound which can be used for therapy of diseases in which 11 β-hydroxysteroid dehydrogenase type 1(11β-HSD1) participates, in particular diabetes, insulin resistance. [Means for Solution] It has been found that a triazole derivative wherein the triazole ring is substituted with a trisubstituted methyl group in the 2-position or a pharmaceutically acceptable salt thereof has a strong 11β-HSD1 inhibitory activity. Moreover, the triazole derivative of the invention exhibits an excellent blood-glucose level-lowering action and hence can be used for therapy of diabetes, insulin resistance.

  [问题]提供了一种化合物，该化合物可用于治疗 11 β-羟类固醇脱氢酶 1 型(11β-HSD1)参与的疾病，特别是糖尿病、胰岛素抵抗。 [解决方法]研究发现，一种三唑衍生物（其中三唑环在 2 位被三取代甲基取代）或其药学上可接受的盐具有很强的 11β-HSD1 抑制活性。此外，本发明的三唑衍生物具有良好的降低血糖水平的作用，因此可用于治疗糖尿病、胰岛素抵抗。
• Voigtlaender,W., Pharmazie, 1960, vol. 15, p. 156 - 158
  作者：Voigtlaender,W.

  DOI：——

  日期：——
• US7776897B2
  申请人：——

  公开号：US7776897B2

  公开（公告）日：2010-08-17
• Synthesis and pharmacology of some 2-aminotetralins. Dopamine receptor agonists
  作者：John D. McDermed、Gerald M. McKenzie、Arthur P. Phillips

  DOI：10.1021/jm00238a008

  日期：1975.4

  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.