4-甲氧基-N-甲基-3-氨基苯乙酰胺 | 93565-16-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-甲氧基-N-甲基-3-氨基苯乙酰胺
• 英文名称: 4-methoxy-N-methyl-3-aminobenzeneacetamide
• 英文别名: 2-(3-amino-4-methoxyphenyl)-N-methylacetamide
• CAS: 93565-16-3
• 化学式: C₁₀H₁₄N₂O₂
• 分子量: 194.233
• InChiKey: QSTZSSVBCQBMNX-UHFFFAOYSA-N

物化性质

• 沸点：
  435.3±35.0 °C(Predicted)
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-甲氧基-N-甲基-3-氨基苯乙酰胺 在 吡啶 、 diborane(6) 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 N-<2-methoxy-5-<2-(methylamino)ethyl>phenyl>methanesulfonamide
  参考文献：
  名称：

  N-[2-hydroxy-5-[2-(methylamino)ethyl]phenyl]methanesulfonamide. A potent agonist which releases intracellular calcium by activation of .alpha.1-adrenoceptors

  摘要：

  N-[2-Hydroxy-5-[2-(methylamino)ethyl]phenyl]methanesulfonamide (SK&F 102652) has been prepared and characterized pharmacologically. It is a potent agonist with an EC50 of 25 nM at alpha 1-adrenoceptors as determined in the isolated perfused rabbit ear artery. On the presynaptic alpha 2-adrenoceptors of the guinea pig atrium it was considerably weaker, demonstrating an EC50 for inhibition of neurotransmission of 1200 nM and thus an overall alpha 1/alpha 2 selectivity ratio of greater than or equal to 48. In the vascular smooth muscle of the canine saphenous vein an EC100 concentration of this agonist in the presence of zero external Ca2+ induced 37.9 +/- 1.4% of the maximal contractile response due to this agent while the endogenous ligand norepinephrine evoked only 14.5 +/- 0.4% of the maximum. In the presence of low (1 microM) external calcium, this agent produced 78.3 +/- 5.3% of maximum while norepinephrine gave 45.3 +/- 7.4%. This agent produces alpha 1-adrenoceptor-mediated contraction primarily by release of intracellular Ca2+ and should provide a useful tool for characterizing alpha 1-receptor subtypes.

  DOI：

  10.1021/jm00380a017
• 作为产物：
  描述：

  4-羟基-3-硝基苯乙酸 在 platinum(IV) oxide 氯化亚砜 、 氢气 、 potassium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 25.0~70.0 ℃ 、344.73 kPa 条件下， 反应 8.0h， 生成 4-甲氧基-N-甲基-3-氨基苯乙酰胺
  参考文献：
  名称：

  N-[2-hydroxy-5-[2-(methylamino)ethyl]phenyl]methanesulfonamide. A potent agonist which releases intracellular calcium by activation of .alpha.1-adrenoceptors

  摘要：

  N-[2-Hydroxy-5-[2-(methylamino)ethyl]phenyl]methanesulfonamide (SK&F 102652) has been prepared and characterized pharmacologically. It is a potent agonist with an EC50 of 25 nM at alpha 1-adrenoceptors as determined in the isolated perfused rabbit ear artery. On the presynaptic alpha 2-adrenoceptors of the guinea pig atrium it was considerably weaker, demonstrating an EC50 for inhibition of neurotransmission of 1200 nM and thus an overall alpha 1/alpha 2 selectivity ratio of greater than or equal to 48. In the vascular smooth muscle of the canine saphenous vein an EC100 concentration of this agonist in the presence of zero external Ca2+ induced 37.9 +/- 1.4% of the maximal contractile response due to this agent while the endogenous ligand norepinephrine evoked only 14.5 +/- 0.4% of the maximum. In the presence of low (1 microM) external calcium, this agent produced 78.3 +/- 5.3% of maximum while norepinephrine gave 45.3 +/- 7.4%. This agent produces alpha 1-adrenoceptor-mediated contraction primarily by release of intracellular Ca2+ and should provide a useful tool for characterizing alpha 1-receptor subtypes.

  DOI：

  10.1021/jm00380a017

文献信息

• DEMARINIS, R. M.;LAVANCHY, P.;HIEBLE, J. P.;JIM, K. F.;MATTHEWS, W. D., J. MED. CHEM., 1985, 28, N 2, 245-248
  作者：DEMARINIS, R. M.、LAVANCHY, P.、HIEBLE, J. P.、JIM, K. F.、MATTHEWS, W. D.

  DOI：——

  日期：——