N-(2H3)methyl-3,4-dimethoxyphenethylamine | 152561-88-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2H3)methyl-3,4-dimethoxyphenethylamine
• 英文别名: 2-(3,4-Dimethoxyphenyl)-N-methyl-d3-ethylamine；2-(3,4-dimethoxyphenyl)-N-(trideuteriomethyl)ethanamine
• CAS: 152561-88-1
• 化学式: C₁₁H₁₇NO₂
• 分子量: 198.238
• InChiKey: HNJWKRMESUMDQE-FIBGUPNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3,4-二甲氧基苯基)-2-甲基-6-氧代己烷-3-甲腈 、 N-(2H3)methyl-3,4-dimethoxyphenethylamine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以92%的产率得到2-(3,4-dimethoxyphenyl)-2-isopropyl-5-valeronitrile
  参考文献：
  名称：

  Deuterated analogs of verapamil and nifedipine. Synthesis and biological activity

  摘要：

  The preparations of various deuterium analogs of verapamil and nifedipine have been described. Deuterium is incorporated at specific positions in the molecules in 97% isotopic purity. The deuterated analogs 1d of verapamil and 2d of nifedipine lowered blood pressure in spontaneously hypertensive rats with a profile that was, for the most part. similar to the parent compounds. It was therefore concluded that deuterium substitutions fail to significantly alter the metabolism of verapamil or nifedipine in vivo.

  DOI：

  10.1016/0223-5234(93)90142-2
• 作为产物：
  描述：

  N-[2-(3,4-二甲氧基苯基)乙基]-2,2,2-三氟乙酰胺 在 ammonium hydroxide 、 12-冠醚-4 、 sodium hydride 作用下， 以 甲醇 为溶剂， 反应 54.0h， 生成 N-(2H3)methyl-3,4-dimethoxyphenethylamine
  参考文献：
  名称：

  Deuterated analogs of verapamil and nifedipine. Synthesis and biological activity

  摘要：

  The preparations of various deuterium analogs of verapamil and nifedipine have been described. Deuterium is incorporated at specific positions in the molecules in 97% isotopic purity. The deuterated analogs 1d of verapamil and 2d of nifedipine lowered blood pressure in spontaneously hypertensive rats with a profile that was, for the most part. similar to the parent compounds. It was therefore concluded that deuterium substitutions fail to significantly alter the metabolism of verapamil or nifedipine in vivo.

  DOI：

  10.1016/0223-5234(93)90142-2

文献信息

• Manganese‐Catalyzed Mono‐<i>N</i>‐Methylation of Aliphatic Primary Amines without the Requirement of External High‐Hydrogen Pressure
  作者：Jiale Ji、Yinghao Huo、Zhaowen Dai、Zhening Chen、Tao Tu

  DOI：10.1002/anie.202318763

  日期：2024.3.22

  A synergistic strategy enables the selective synthesis of mono-N-methylated aliphatic primary amines, including deuterium-labelled drugs. This innovative approach combines an earth-abundant manganese catalyst with a weak base, resulting in a practical and sustainable protocol for mono-N-methylation. By effectively inhibiting the formation of formamide byproducts, it eliminates the need for external

  协同策略能够选择性合成单N-甲基化脂肪族伯胺，包括氘标记的药物。这种创新方法将地球上丰富的锰催化剂与弱碱相结合，形成了实用且可持续的单N-甲基化方案。通过有效抑制甲酰胺副产物的形成，无需外部高压氢气。
• Deuterated analogs of verapamil and nifedipine. Synthesis and biological activity
  作者：D Rampe、PW Hake、B Børretzen、KH Holm、L Skattebøl

  DOI：10.1016/0223-5234(93)90142-2

  日期：1993.1

  The preparations of various deuterium analogs of verapamil and nifedipine have been described. Deuterium is incorporated at specific positions in the molecules in 97% isotopic purity. The deuterated analogs 1d of verapamil and 2d of nifedipine lowered blood pressure in spontaneously hypertensive rats with a profile that was, for the most part. similar to the parent compounds. It was therefore concluded that deuterium substitutions fail to significantly alter the metabolism of verapamil or nifedipine in vivo.