5-amino-2-methylisoquinoline | 23486-49-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 5-amino-2-methylisoquinoline
• 英文别名: 2-Methyl-5-amino-decahydroisochinolin；2-methyl-decahydro-isoquinolin-5-ylamine；2-Methyl-decahydroisoquinolin-5-amine；2-methyl-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-5-amine
• CAS: 23486-49-9
• 化学式: C₁₀H₂₀N₂
• 分子量: 168.282
• InChiKey: ZLNQAUZIIMMMAO-UHFFFAOYSA-N

物化性质

• 沸点：
  217.7±8.0 °C(Predicted)
• 密度：
  0.950±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-amino-2-methylisoquinoline 、 亚硝酸 以91%的产率得到
  参考文献：
  名称：

  MATHISON I. W.; PENNINGTON R. J., J. MED. CHEM., 1980, 23, NO 2, 206-209

  摘要：

  DOI：
• 作为产物：
  描述：

  5-nitro-2-methyldecahydroisiquinoline p-toluenesulfonate 在 platinum(IV) oxide 氢气 作用下， 生成 5-amino-2-methylisoquinoline
  参考文献：
  名称：

  Synthesis and antiarrhythmic properties of some 5-benzamido-2-methyl-trans-decahydroisoquinolines

  摘要：

  An efficient synthetic route to produce exclusively 5-amino-2-methyl-trans-decahydroisoquinoline is described. The preparation of ten 5-benzamido-2-methyl-trans-decahydroisoquinolines from this precursor has been accomplished, and each has been screened for both antiarrhythmic potency and toxicity. The selection of structures for synthesis was based on our previous report of the significant antiarrhythmic potency of 5-(3,4,5-trimethoxybenzamido)-2-methyl-trans-decahydroisoquinoline (15). Molecular modifications of this single structure were made in order to ascertain structure-activity relationships in this group of compounds. All the compounds synthesized showed significant antiarrhythmic potency. The lipophilicity of the benzamide moiety appears to play a significant role in developing optimal antiarrhythmic potency. Interestingly and surprisingly, the most potent compound of the present study was 15, a compound described in our original work. Structure-activity relationships of the series are described.

  DOI：

  10.1021/jm00176a018

文献信息

• ANTIMICROBIAL COMPOUNDS, COMPOSITIONS, AND USES THEREOF
  申请人：Lakewood Amedex, Inc.

  公开号：US20210139522A1

  公开（公告）日：2021-05-13

  Antimicrobial compounds and compositions of Formulas (I) to (III) and methods of use are disclosed. Another aspect of the present disclosure provides a pharmaceutical composition comprising a compound according to Formula (I) to (III), or a pharmaceutically acceptable salt thereof, and one or more pharmaceutically acceptable carriers, excipients, or diluents. Another aspect of the present disclosure provides a method of treating a bacterial infection in a patient in need thereof, the method of comprising administering an effective amount of a compound according to Formula (I) to (III), or a pharmaceutically acceptable salt thereof, to the patient.