l-1,2,3,4-tetrahydro-8-methoxy-5-(methylthio)-2-naphthalenamine | 86238-71-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: l-1,2,3,4-tetrahydro-8-methoxy-5-(methylthio)-2-naphthalenamine
• 英文别名: (-)-SKF 89748；(2S)-8-methoxy-5-methylsulfanyl-1,2,3,4-tetrahydronaphthalen-2-amine
• CAS: 86238-71-3
• 化学式: C₁₂H₁₇NOS
• 分子量: 223.339
• InChiKey: YCSXMTWSPWKFIE-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  60.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基-8-甲氧基-1,2,3,4-四氢萘盐酸盐 在 copper(I) oxide 、 sodium hydroxide 、 碘 、 silver trifluoroacetate 、 苯甲醚 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 l-1,2,3,4-tetrahydro-8-methoxy-5-(methylthio)-2-naphthalenamine
  参考文献：
  名称：

  l-1,2,3,4-Tetrahydro-8-methoxy-5-(methylthio)-2-naphthalenamine: a potent and selective agonist at .alpha.1-adrenoceptors

  摘要：

  1,2,3,4-Tetrahydro-8-methoxy-5-(methylthio)-2-naphthalenamine (SK&F-89748) has been resolved into d and l enantiomers and characterized pharmacologically. The more active isomer is the l, which has the S configuration as established by single-crystal X-ray diffraction studies. This compound is a potent and selective alpha 1-agonist with an EC50 in the isolated perfused rabbit ear artery of 9 +/- 2 nM. In several preparations, it has shown an alpha 1/alpha 2 selectivity ratio of over 100 and will be a useful tool for characterizing receptor subtypes.

  DOI：

  10.1021/jm00363a002

文献信息

• l-1,2,3,4-Tetrahydro-8-methoxy-5-(methylthio)-2-naphthalenamine: a potent and selective agonist at .alpha.1-adrenoceptors
  作者：Robert M. DeMarinis、J. Paul Hieble

  DOI：10.1021/jm00363a002

  日期：1983.9

  1,2,3,4-Tetrahydro-8-methoxy-5-(methylthio)-2-naphthalenamine (SK&F-89748) has been resolved into d and l enantiomers and characterized pharmacologically. The more active isomer is the l, which has the S configuration as established by single-crystal X-ray diffraction studies. This compound is a potent and selective alpha 1-agonist with an EC50 in the isolated perfused rabbit ear artery of 9 +/- 2 nM. In several preparations, it has shown an alpha 1/alpha 2 selectivity ratio of over 100 and will be a useful tool for characterizing receptor subtypes.