2-Acetylamino-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalen | 13575-85-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-Acetylamino-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalen
• 英文别名: 2-Acetamido-6,7-dimethoxy-1,2,3,4-tetrahydro-naphthalin；N-(6,7-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide
• CAS: 13575-85-4
• 化学式: C₁₄H₁₉NO₃
• 分子量: 249.31
• InChiKey: UJPFNOOTOOSPRZ-UHFFFAOYSA-N

物化性质

• 熔点：
  153 °C
• 沸点：
  452.3±45.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  47.56
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-Acetylamino-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalen 在 diborane(6) 作用下， 生成 N-ethyl-6,7-dimethoxy-1,2,3,4-tetrahydro-2-naphthylamine hydrochloride
  参考文献：
  名称：

  .alpha.-Adrenergic agents. 2. Synthesis and .alpha.1-agonist activity of 2-aminotetralins

  摘要：

  Substituted 2-aminotetralins are potent, selective, direct-acting agonists at postjunctional alpha 1 receptors. Within this series, substituent alterations on the ring, as well as on the nitrogen, change the potency of compounds by over three orders of magnitude (EC50 = 12 to greater than 10 000 nM). It has been demonstrated experimentally that substitution at both the 5 and 8 positions of the aromatic ring produces optimum agonist potency. Removal of either substituent results in a loss of potency and efficacy relative to norepinephrine. Substitution at positions 6 and/or 7 is generally detrimental to activity. Methyl, ethyl, or dimethyl substitution on nitrogen is compatible with high agonist potency, while substitution with larger groups is not. The most potent agonist in this series is 5-(thiomethyl)-8-methoxy-2-aminotetralin, which has an EC50 of 12 nM.

  DOI：

  10.1021/jm00344a009
• 作为产物：
  描述：

  trans-2-Acetamino-6,7-dimethoxy-tetralol-(1) 以65%的产率得到
  参考文献：
  名称：

  SCHROTTER E.; BUENTE B.; SCHICK H.; NIEDRICH H., PHARMAZIE, 1981, 36, NO 2, 88-91

  摘要：

  DOI：

文献信息

• Derivatives of 2-aminoetetralin
  作者：R. I. Thrift

  DOI：10.1039/j39670000288

  日期：——

  Some 2-amino-6,7-dimethoxytetralins have been prepared for pharmacological test. Certain differences in reactivity of 2-amino-1-tetralol and 2-amino-1-indanol compared with the analogues containing methoxyl para to the benzylic group are noted.

  一些2-氨基-6,7-二甲氧基四氢萘已制备用于药理学测试。注意到与含苄基对位甲氧基的类似物相比，2-氨基-1-四氢萘酚和2-氨基-1-吲哚醇的反应性存在某些差异。
• Schrotter; Bunte; Schick, Pharmazie, 1981, vol. 36, # 2, p. 88 - 91
  作者：Schrotter、Bunte、Schick、Niedrich

  DOI：——

  日期：——