N-(2-羟乙基)-2,4-二甲氧基苯胺 | 850311-51-2

• 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: N-(2-羟乙基)-2,4-二甲氧基苯胺
• 英文名称: N-(2-hydroxyethyl)-2,4-dimethoxyaniline
• 英文别名: 2-((2,4-dimethoxyphenyl)amino)ethanol；2-((2,4-dimethoxyphenyl)amino)ethan-1-ol；2-(2,4-dimethoxyanilino)ethanol
• CAS: 850311-51-2
• 化学式: C₁₀H₁₅NO₃
• 分子量: 197.234
• InChiKey: GWKUTEFGQBMPSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  50.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-羟乙基)-2,4-二甲氧基苯胺 在 四丁基溴化铵 、 三苯基膦 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以44%的产率得到N-(2-bromoethyl)-2,4-dimethoxyaniline
  参考文献：
  名称：

  Development of Unsymmetrical Dyads As Potent Noncarbohydrate-Based Inhibitors against Human β-N-Acetyl-d-hexosaminidase

  摘要：

  Human beta-N-acetyl-D-hexosaminidase has gained much attention due to its roles in several pathological processes and been considered as potential targets for disease therapy. A novel and efficient skeleton, which was an unsymmetrical dyad containing naphthalimide and methoxyphenyl moieties with an alkylamine spacer linkage as a noncarbohydrate-based inhibitor, was synthesized, and the activities were valuated against human beta-N-acetyl-D-hexosaminidase. The most potent inhibitor exhibits high inhibitory activity with K-i values of 0.63 mu M. The straightforward synthetic manner of these unsymmetrical dyads and understanding of the binding model cold be advantageous for further structure optimization and development of new therapeutic agents for Hex-related diseases.

  DOI：

  10.1021/ml300475m
• 作为产物：
  描述：

  2,4-二甲氧基溴苯 在 copper(l) iodide potassium carbonate 、 L-脯氨酸 作用下， 以 二甲基亚砜 为溶剂， 反应 40.0h， 以93%的产率得到N-(2-羟乙基)-2,4-二甲氧基苯胺
  参考文献：
  名称：

  氨基酸促进乌尔曼型偶联反应制备N-芳基化合物

  摘要：

  N-芳基α-或β-氨基酸、芳基胺、N-芳基吡咯、N-芳基吲哚、N-芳基咪唑、N-芳基吡唑和芳基叠氮化物通过使用氨基酸的芳基卤化物与相应氮源的CuI催化偶联反应制备作为发起人。

  DOI：

  10.1055/s-2004-831196

文献信息

• Catalytic Enantioselective Synthesis of Morpholinones Enabled by Aza-Benzilic Ester Rearrangement
  作者：Yu-Ping He、Hua Wu、Qian Wang、Jieping Zhu

  DOI：10.1021/jacs.1c03915

  日期：2021.5.19

  building block in organic synthesis and a pharmacophore in medicinal chemistry. However, catalytic enantioselective methods for the construction of this N,O-heterocycle remain scarce. We report herein a chiral phosphoric acid-catalyzed enantioselective synthesis of C3-substituted morpholinones from aryl/alkylglyoxals and 2-(arylamino)ethan-1-ols. The reaction proceeds through a domino [4 + 2] heteroannulation

  手性吗啉酮是有机合成中的重要组成部分，也是药物化学中的药效团。然而，用于构建这种N , O -杂环的催化对映选择性方法仍然很少。我们在此报告了一种手性磷酸催化的 C3 取代的吗啉酮从芳基/烷基乙二醛和 2-(芳基氨基)ethan-1-ols 的对映选择性合成。该反应通过多米诺 [4 + 2] 杂环化进行，然后是所得环状 α-亚胺鎓半缩醛的 1,2-芳基/烷基位移。它正式代表了前所未有的不对称氮杂-苄基酯重排反应。L-742,694（一种神经激肽-1 受体拮抗剂）的简明合成被记录在案。
• Dyes for keratin fibres containing 1,3-diamino-4-heteroarylbenzene derivatives and novel 1,3-diamino-4-heteroarylbenzene derivatives
  申请人：——

  公开号：US20030093867A1

  公开（公告）日：2003-05-22

  Colorants for keratin fibers containing 1,3-diamino-4-heteroarylbenzene derivatives of general formula (I) or the physiologically tolerated salts thereof 1 as well as novel 1,3-diamino-4-heteroarylbenzene derivatives.

  含有通式(I)或其生理耐受盐的1,3-二氨基-4-杂环芳基苯衍生物的角蛋白纤维染料，以及新的1,3-二氨基-4-杂环芳基苯衍生物。
• Use of silanes on cosmetic agents and methods for treating hair
  申请人：Koehler Sabine

  公开号：US20060110351A1

  公开（公告）日：2006-05-25

  The cosmetic agent contains from 0.01 to 10 percent by weight of at least one silane of formula R m SiX 4-m , wherein m=0 to 4, R is a nonhydrolyzable organic group and X is a hydrolysable group, or a salt thereof. The method for improving the condition of hair, particularly in terms of protection, hardening, strengthening, sealing, restructuring, repairing, stabilizing, enhancing the luster, facilitating the combability and shortening the hair-drying time, includes bringing the aforesaid cosmetic agent into contact with the hair for a period of 10 seconds to 60 minutes at a temperature between 20° C. and 60° C.

  化妆品剂含有 0.01%至 10%（按重量计）的至少一种式 R 的硅烷。 m SiX 4-m 其中m=0至4，R为不可水解有机基团，X为可水解基团，或其盐。改善头发状况的方法，特别是在保护、硬化、强化、密封、重组、修复、稳定、增 强光泽、促进梳理和缩短头发干燥时间方面，包括在 20° C 至 60° C 的温度下，使上述化 妆剂与头发接触 10 秒至 60 分钟。
• Amino Acid Promoted CuI-Catalyzed C−N Bond Formation between Aryl Halides and Amines or N-Containing Heterocycles
  作者：Hui Zhang、Qian Cai、Dawei Ma

  DOI：10.1021/jo0504464

  日期：2005.6.1

  CuI-catalyzed coupling reaction of electron-deficient aryl iodides with aliphatic primary amines occurs at 40 degrees C under the promotion of N-methylglycine. Using L-proline as the promoter, coupling reaction of aryl iodides or aryl bromides with aliphatic primary amines, aliphatic cyclic secondary amines, or electron-rich primary arylamines proceeds at 60-90 degrees C; an intramolecular coupling reaction between aryl chloride and primary amine moieties gives indoline at 70 degrees C; coupling reaction of aryl iodides with indole, pyrrole, carbazole, imidazole, or pyrazole can be carried out at 75-90 degrees C; and coupling reaction of electron-deficient aryl bromides with imidazole or pyrazole occurs at 60-90 degrees C to provide the corresponding N-aryl products in good to excellent yields. In addition, N,N-dimethylglycine promotes the coupling reaction of electron-rich aryl bromides with imidazole or pyrazole to afford the corresponding N-aryl imidazoles or pyrazoles at 110 degrees C. The possible action of amino acids in these coupling reactions is discussed.
• WO2007/31265
  申请人：——

  公开号：——

  公开（公告）日：——