N-乙基-p-甲氧基-alpha-甲基苯乙胺 | 14367-46-5

• 物质功能分类: 有机原料 - 氨基化合物
• 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: N-乙基-p-甲氧基-alpha-甲基苯乙胺
• 中文别名: N-乙基-4-甲氧基-α-甲基-苯乙胺；N-乙基-1-(4-甲氧基苯基)丙-2-胺；N-乙基-1-(4-甲氧基苯基)丙基-2-胺；N-乙基-p-甲氧基-α-甲基苯乙胺
• 英文名称: N-ethyl-p-methoxy-a-methyl-Phenethylamine
• 英文别名: ethyl-[2-(4-methoxy-phenyl)-1-methyl-ethyl]-amine；Aethyl-[2-(4-methoxy-phenyl)-1-methyl-aethyl]-amin；2-Aethylamino-1-(4-methoxy-phenyl)-propan；N-ethyl-p-methoxy-α-methylphenethylamine；N-ethyl-[1-methyl-2-(4-methoxyphenyl)]-ethylamine；N-ethyl-3-(4-methoxyphenyl)-2-propylamine；N-Ethyl-p-methoxy-alpha-methylphenethylamine；N-ethyl-1-(4-methoxyphenyl)propan-2-amine
• CAS: 14367-46-5
• 化学式: C₁₂H₁₉NO
• mdl: MFCD00236007
• 分子量: 193.289
• InChiKey: USBWBBAUWVUJLA-UHFFFAOYSA-N

物化性质

• 沸点：
  269.89℃[at 101 325 Pa]
• 密度：
  0.943[at 20℃]
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）
• LogP：
  2.6-2.79 at 25℃

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-乙基-p-甲氧基-alpha-甲基苯乙胺 在 CYP₂D₆ 作用下， 以 phosphate buffer 为溶剂， 反应 2.0h， 生成 4-Hydroxy-Phenethylamine
  参考文献：
  名称：

  Involvement of CYP2D6 in the in vitro metabolism of amphetamine, two N-alkylamphetamines and their 4-methoxylated derivatives

  摘要：

  1. Amphetamine (AM) and five amphetamine derivatives, N-ethylamphetamine (NEA), N-butylamphetamine (NBA), 4-methoxyamphetamine (RI-AM), 4-methoxy-N-ethylamphetamine (M-NEA) and 4-methoxy-N-butylamphetamine (M-NBA) were incubated with microsomal preparations from cells expressing human CYP2D6 to determine whether the enzyme was capable of catalyzing the direct ring oxidation of all substrates; the N-dealkylation of NEA, NEA, M-NEA and M-NBA; and the O-demethylation of M-AM, M-NEA and M-NBA.2. None of the six compounds examined was N-dealkylated to any extent.3. The only metabolites produced from,AM, NEA and NEA were the corresponding ring 4-hydroxylated compounds, and the rates of formation were low.4. All ring l-methoxylated substrates were efficiently O-demethylated by CYP2D6 to their corresponding phenols. The size of the N-alkyl group influenced the rates of formation of these phenolamines. In contrast to reported findings with 2- and 3-methoxyamphetamines, none of the 4-methoxyamphetamines was ring-oxidized in the CYP2D6 enzyme system to 2- or 3-hydroxy-4-methoxyamphetamines or to dihydroxy-amphetamines.

  DOI：

  10.1080/004982599238344
• 作为产物：
  描述：

  对甲氧基苯乙酸 在 乙醇 、 水 、 sodium acetate 、 氢化铝 作用下， 生成 N-乙基-p-甲氧基-alpha-甲基苯乙胺
  参考文献：
  名称：

  Fusco; Caggianelli, Il Farmaco, scienza e tecnica, 1948, vol. 3, p. 125,133

  摘要：

  DOI：

文献信息

• AMPHETAMINE CONTROLLED RELEASE, PRODRUG, AND ABUSE-DETERRENT DOSAGE FORMS
  申请人：CHEMAPOTHECA, LLC

  公开号：US20180243241A1

  公开（公告）日：2018-08-30

  The invention also relates to pharmaceutical compositions comprising highly pure amphetamine and amphetamine-class compounds resulting from the synthesis of chiral and racemic amphetamine derivatives by stereospecific, regioselective cuprate addition reaction with aziridine phosphoramidate compounds, and to methods of manufacturing, delivering, and using the amphetamine compounds resulting from the synthesis of chiral and racemic amphetamine derivatives by stereospecific, regioselective cuprate addition reaction with aziridine phosphoramidate compounds.

  这项发明还涉及包含高纯度苯丙胺和苯丙胺类化合物的药物组合物，这些化合物是通过对手性和消旋苯丙胺衍生物进行立体特异性、区域选择性的杯酸盐加成反应与环氧乙烷磷酰胺化合物合成而得到的，并且涉及通过对手性和消旋苯丙胺衍生物进行立体特异性、区域选择性的杯酸盐加成反应与环氧乙烷磷酰胺化合物合成而得到的苯丙胺化合物的制造、输送和使用方法。
• [EN] AMPHETAMINE CONTROLLED RELEASE, PRODRUG, AND ABUSE DETERRENT DOSAGE FORMS<br/>[FR] LIBÉRATION CONTRÔLÉE DE L'AMPHÉTAMINE, PROMÉDICAMENT ET FORMES POSOLOGIQUES DISSUASIVES DU MÉSUSAGE
  申请人：CHEMAPOTHECA LLC

  公开号：WO2017147375A1

  公开（公告）日：2017-08-31

  The invention also relates to pharmaceutical compositions comprising highly pure amphetamine and amphetamine-class compounds resulting from the synthesis of chiral and racemic amphetamine derivatives by stereospecific, regioselective cuprate addition reaction with aziridine phosphoramidate compounds, and to methods of manufacturing, delivering, and using the amphetamine compounds resulting from the synthesis of chiral and racemic amphetamine derivatives by stereospecific, regioselective cuprate addition reaction with aziridine phosphoramidate compounds.

  这项发明还涉及包含高纯度苯丙胺和苯丙胺类化合物的药物组合物，这些化合物是通过对手性和消旋苯丙胺衍生物进行立体特异性、区域选择性的杯酸盐加成反应与环氧乙烷磷酰胺化合物合成的，以及通过对手性和消旋苯丙胺衍生物进行立体特异性、区域选择性的杯酸盐加成反应与环氧乙烷磷酰胺化合物合成的苯丙胺化合物的制造、输送和使用方法。
• [EN] AMIDE LINKER PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR MODULATORS<br/>[FR] MODULATEURS DE RECEPTEUR ACTIVE DE LA PROLIFERATION DES PEROXISOMES A LIEUR AMIDE
  申请人：LILLY CO ELI

  公开号：WO2004000789A1

  公开（公告）日：2003-12-31

  The present invention is directed to compounds, compositions, and use of compounds the structural Formula (I).

  本发明涉及结构式(I)的化合物、组合物及其使用。
• Ind2TiMe2-Catalyzed Addition of Methyl- and Ethylamine to Alkynes
  作者：Klaudia Marcseková、Bernd Wegener、Sven Doye

  DOI：10.1002/ejoc.200500458

  日期：2005.11

  simple hydrogenation-like experimental protocol for the addition of gaseous methyl- and ethylamine to alkynes in the presence of Ind2TiMe2 as the catalyst. For efficient hydroamination reactions it is sufficient to stir a mixture of the alkyne and the catalyst in toluene at temperatures between 80 °C (terminal alkynes) and 105 °C (internal alkynes) under a constant pressure of 1 atm of the corresponding

  我们描述了一个非常简单的类似氢化的实验方案，用于在 Ind2TiMe2 作为催化剂的情况下将气态甲基和乙胺添加到炔烃中。对于有效的加氢胺化反应，在 1 个大气压的相应胺的恒定压力下，在 80 °C（末端炔烃）和 105 °C（内部炔烃）之间的温度下搅拌炔烃和催化剂在甲苯中的混合物就足够了。在最初形成的亚胺随后还原后，甲基和乙胺衍生物是所述一锅反应序列的最终产物。在 2-烷基-1-苯基炔烃作为起始材料的情况下，新的反应方案很容易获得在 N 原子上具有小的甲基或乙基取代基的生物学上有趣的 2-苯基乙胺衍生物。(© Wiley-VCH Verlag GmbH & Co.
• Aralkylamino sulfones having spasmolytic activities
  申请人：U.S. Philips Corporation

  公开号：US04034103A1

  公开（公告）日：1977-07-05

  An aralkylamino sulfone such as 4- [n-ethyl -[1-methyl-2-(4-methoxy-phenyl)] ethylamino] -butyl sulfone is useful as a spasmolytic for the smooth muscle system.

  阿拉基胺磺酮（如4- [N-乙基-[1-甲基-2-(4-甲氧基苯基)] 乙胺基] -丁基磺酮）可用作平滑肌系统的解痉药。

表征谱图