2-(2,4,5-三甲氧基-3-甲基苯基)乙胺 | 84018-46-2

• 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: 2-(2,4,5-三甲氧基-3-甲基苯基)乙胺
• 英文名称: 2-(2,4,5-Trimethoxy-3-methylphenyl)ethylamine
• 英文别名: 3-methyl-2,4,5-trimethoxyphenethylamine；2-(2,4,5-Trimethoxy-3-methylphenyl)ethanamine
• CAS: 84018-46-2
• 化学式: C₁₂H₁₉NO₃
• 分子量: 225.288
• InChiKey: WHSIBBGTBQJYTA-UHFFFAOYSA-N

物化性质

• 沸点：
  329.2±37.0 °C(Predicted)
• 密度：
  1.051±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 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：
  53.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2,4,5-三甲氧基-3-甲基苯基)乙胺 在 palladium on activated charcoal 二氯乙酸 、 氢气 、 四氯苯醌 、 二异丁基氢化铝 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 、 xylene 为溶剂， 生成 1-Hydroxymethyl-6-methyl-5,7,8-trimethoxyisoquinoline
  参考文献：
  名称：

  肾上腺素的全合成

  摘要：

  描述了分子内Ben-Ishai反应的使用。

  DOI：

  10.1016/0040-4039(80)80148-1
• 作为产物：
  描述：

  1-chloromethyl-2,4,5-trimethoxy-3-methylbenzene 在 硼烷四氢呋喃络合物 作用下， 以 二甲基亚砜 为溶剂， 生成 2-(2,4,5-三甲氧基-3-甲基苯基)乙胺
  参考文献：
  名称：

  肾上腺素的全合成

  摘要：

  描述了分子内Ben-Ishai反应的使用。

  DOI：

  10.1016/0040-4039(80)80148-1

文献信息

• TOTAL SYNTHESIS OF MIMOCIN
  作者：Keizo Matsuo、Masao Okumura、Kuniyoshi Tanaka

  DOI：10.1246/cl.1982.1339

  日期：1982.9.5

  Mimocin (1), an isoquinolinequinone antibiotic, is synthesized in ten steps starting from 2,3,6-trimethoxytoluene.

  Mimocin (1)，一种异喹啉醌抗生素，从2,3,6-三甲氧基甲苯出发经过十个步骤合成。
• Total synthesis of mimocin, an isoquinolinequinone antibiotic.
  作者：KEIZO MATSUO、MASAO OKUMURA、KUNIYOSHI TANAKA

  DOI：10.1248/cpb.30.4170

  日期：——

  Mimocin, which is an isoquinolinequinone antibiotic, was synthesized starting from 2, 3, 6-trimethoxytoluene.

  Mimocin是一种异喹啉酮类抗生素，合成是以2, 3, 6-三甲氧基甲苯为起始材料。
• A Facile Synthesis of 1,2,3,4-Tetrahydroisoquinolines Through Cyclization of<i>O,N</i>-Acetals
  作者：Akinori Kubo、Naoki Saito、Nanko Kawakami、Yasuo Matsuyama、Teruyo Miwa

  DOI：10.1055/s-1987-28089

  日期：——

  A mild and efficient method for the synthesis of 1,2,3, 4-tetrahydroisoquinolines by a modified Pictet-Spengler reaction involving Lewis acid-mediated cyclization of O,N-acetals is described.

  本论文介绍了一种通过改良的 Pictet-Spengler 反应合成 1,2,3,4-四氢异喹啉的温和而高效的方法，该反应涉及路易斯酸介导的 O,N-乙醛环化。
• Catechol O-methyltransferase. 9. Mechanism of inactivation by 6-hydroxydopamine
  作者：R. T. Borchardt、J. R. Reid、D. R. Thakker、Y. O. Liang、R. W. Wightman、R. N. Adams

  DOI：10.1021/jm00232a007

  日期：1976.10

  A series of methylated analogues of 6-hydroxydopamine (6-OHDA) has been synthesized and evaluated as irreversible inhibitors of catechol O-methyltransferase (COMT). These analogues have been prepared in an effort to elucidate the mechanism involved in the inactivation of this enzyme by 6-OHDA. The analogues prepared had methyl groups incorporated in the 2 and/or 5 positions of 6-OHDA so as to block nucleophilic attakc at these positions in the corresponding oxidation products [6-hydroxydopamine-p-quinone (6-OHDAQ), aminochromes I and II]. Such 2- and/or 5-methylated 6-OHDA analogues were found to be inhibitors of COMT with the inactivation apparently resulting from modification of an essential amino acid residue at the active site of the enzyme. The activity of these analogues as inhibitors of COMT argues against a mechanism involving a 1,4 Michael addition reaction by a protein nucleophile at the 2 or 5 positions on 6-OHDAQ or on the corresponding aminochromes. Instead, an alternative mechanism is proposed to explain these data, which involves attack of a protein nucleophile at the carbonyl group in the 6 position of 6-OHDAQ or at the imine functionality on aminochromes I and II. The results of the present experiments have provided insight into the mechanism involved in inactivation of COMT by 6-OHDA. In addition, this study has provided considerable insight into the chemical reactivity of the electrophilic species generated after oxidation of 6-OHDA.
• KUBO, AKINORI;SAITO, NAOKI;KAWAKAMI, NANKO;MATSUYAMA, YASUO;MIWA, TERUYO, SYNTHESIS,(1987) N 9, 824-827
  作者：KUBO, AKINORI、SAITO, NAOKI、KAWAKAMI, NANKO、MATSUYAMA, YASUO、MIWA, TERUYO

  DOI：——

  日期：——