N-(2-羟乙基)-N-(2-甲氧基苄基)甲胺 | 100054-98-6

• 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-(2-羟乙基)-N-(2-甲氧基苄基)甲胺
• 英文名称: N-(2-hydroxyethyl)-N-(2-methoxylbenzyl)methylamine
• 英文别名: 2-[(2-methoxy-benzyl)-methyl-amino]-ethanol；2-[(2-Methoxy-benzyl)-methyl-amino]-aethanol；N-(2-methoxybenzyl)-N-methylethanolamine；2-[(2-methoxyphenyl)methyl-methylamino]ethanol
• CAS: 100054-98-6
• 化学式: C₁₁H₁₇NO₂
• mdl: MFCD14646031
• 分子量: 195.261
• InChiKey: IRCVWAUYLSQYCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-羟乙基)-N-(2-甲氧基苄基)甲胺 在 氨 、 镍 作用下， 生成 [2-(3-amino-propoxy)-ethyl]-(2-methoxy-benzyl)-methyl-amine
  参考文献：
  名称：

  The Synthesis of Bis-quaternary Salts of Some 1,7-Phenanthroline Derivatives

  摘要：

  DOI：

  10.1021/ja01648a046
• 作为产物：
  描述：

  2-(2-甲氧基苯基)-3-甲基-1,3-恶唑烷 在 氢化钾 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 N-(2-羟乙基)-N-(2-甲氧基苄基)甲胺
  参考文献：
  名称：

  Reductive cleavage of N-substituted 2-aryl-1,3-oxazolidines: generation of .alpha.-amino-substituted carbanions

  摘要：

  The behavior of several N-substituted 2-aryl-1,3-oxazolidines has been investigated under conditions of electron transfer from alkali metals in aprotic solvents. The reduction led to the regioselective cleavage of the benzylic carbon-oxygen bond, with formation of the corresponding N-substituted benzylamino alcohols in good yields. Investigation of the mechanism of this reductive cleavage, with the aid of labeling experiments, showed the intermediate formation of alpha-tertiary amino-substituted carbanions.

  DOI：

  10.1021/jo00076a033

文献信息

• Resolution of nitrogen-centered chiral tetraalkylammonium salts: application to [1,2] Stevens rearrangements with N-to-C chirality transmission
  作者：Eiji Tayama、Seijun Otoyama、Hiroyuki Tanaka

  DOI：10.1016/j.tetasy.2009.10.025

  日期：2009.11

  The resolution of N-chiral, amino acid-derived quaternary ammonium salts is demonstrated by using chiral BINOL as a complexing agent. Determination of the enantiopurities and absolute configurations of the resolved N-chiral tetraalkylammonium salts are described. The [1,2] Stevens rearrangement of N-chiral ammonium salts is shown to proceed with N-to-C chirality transmission to afford optically active

  的分辨率Ñ -手性，氨基酸衍生的季铵盐是通过使用手性BINOL作为络合剂证实。描述了确定的N-手性四烷基铵盐的对映体纯度和绝对构型。的[1,2]史蒂文斯重排ñ -手性铵盐被示出具有进行ñ -到- Ç手性传输，得到光学活性的3-取代的吗啉-2-酮衍生物。
• 2-(aminoalkoxy) phenylalkylamines with antiinflammatory activity
  申请人：Knoll Aktiengesellschaft

  公开号：US05736568A1

  公开（公告）日：1998-04-07

  Compounds of the formula I ##STR1## including pharmaceutically acceptable salts thereof are disclosed in which R.sub.1, R.sub.2, R.sub.3, and R.sub.4 independently represent hydrogen, hydroxy, halo, halogenated alkyl, halogenated alkoxy, alkyl, alkoxy, cyano, a carbamoyl group, carbonyl group, or R.sub.1 and R.sub.2 together with the phenyl ring represent a naphthalene ring (optionally substituted); L.sub.1 represents C.sub.2-6 alkylene; R.sub.5 represents hydrogen or alkyl, R.sub.6 represents hydrogen or alkyl, phenylalkyl (optionally substituted) or R.sub.5 and R.sub.6 together with the nitrogen atom to which they are attached represent a saturated 3-7 membered heterocyclic ring; L.sub.2 represents a C.sub.1-6 alkylene chain; and R.sub.7 and R.sub.8 independently represent hydrogen or alkyl or R.sub.7 and R.sub.8 together with the nitrogen atom to which they are attached represent a saturated 3-7 membered heterocyclic ring. The compounds are anti-inflammatory and/or anti-allergic agents and/or immunomodulants useful in treating rheumatic diseases and/or neurological damage. Compositions containing these compounds and processes to make then are also disclosed.

  本文披露了式I的化合物##STR1##，包括其药学上可接受的盐，其中R.sub.1、R.sub.2、R.sub.3和R.sub.4分别独立地表示氢、羟基、卤、卤代烷基、卤代烷氧基、烷基、烷氧基、氰基、羰基基团或R.sub.1和R.sub.2与苯环一起表示萘环（可选地取代）；L.sub.1表示C.sub.2-6烷基；R.sub.5表示氢或烷基，R.sub.6表示氢或烷基、苯基烷基（可选地取代）或R.sub.5和R.sub.6与它们连接的氮原子一起表示饱和的3-7成员杂环；L.sub.2表示C.sub.1-6烷基链；R.sub.7和R.sub.8独立地表示氢或烷基，或R.sub.7和R.sub.8与它们连接的氮原子一起表示饱和的3-7成员杂环。这些化合物是抗炎和/或抗过敏剂和/或免疫调节剂，可用于治疗风湿性疾病和/或神经损伤。还披露了含有这些化合物的组合物和制备它们的方法。
• US5736568A
  申请人：——

  公开号：US5736568A

  公开（公告）日：1998-04-07
• The Synthesis of Bis-quaternary Salts of Some 1,7-Phenanthroline Derivatives
  作者：Alexander R. Surrey、Arthur J. Olivet、James O. Hoppe

  DOI：10.1021/ja01648a046

  日期：1954.10
• Reductive cleavage of N-substituted 2-aryl-1,3-oxazolidines: generation of .alpha.-amino-substituted carbanions
  作者：Ugo Azzena、Giovanni Melloni、Cristina Nigra

  DOI：10.1021/jo00076a033

  日期：1993.11

  The behavior of several N-substituted 2-aryl-1,3-oxazolidines has been investigated under conditions of electron transfer from alkali metals in aprotic solvents. The reduction led to the regioselective cleavage of the benzylic carbon-oxygen bond, with formation of the corresponding N-substituted benzylamino alcohols in good yields. Investigation of the mechanism of this reductive cleavage, with the aid of labeling experiments, showed the intermediate formation of alpha-tertiary amino-substituted carbanions.