1-(2-hydroxyethyl)-4,5-dimethyl-1H-imidazole | 26860-62-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2-hydroxyethyl)-4,5-dimethyl-1H-imidazole
• 英文别名: 2-(4,5-dimethylimidazol-1-yl)ethan-1-ol；2-(4,5-Dimethylimidazol-1-yl)ethanol
• CAS: 26860-62-8
• 化学式: C₇H₁₂N₂O
• 分子量: 140.185
• InChiKey: CWYXAZZHVRDSTN-UHFFFAOYSA-N

物化性质

• 熔点：
  94-98 °C
• 沸点：
  335.7±30.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  38
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  正溴丁烷 、 1-(2-hydroxyethyl)-4,5-dimethyl-1H-imidazole 以 苯 为溶剂， 反应 6.0h， 以97%的产率得到3-butyl-4,5-dimethyl-1-(2-hydroxyethyl)imidazolium bromide
  参考文献：
  名称：

  Exploration of 4,5-dimethyl-1H-imidazole N-oxide derivatives in the synthesis of new achiral and chiral ionic liquids

  摘要：

  New 1-alkoxy-3-alkyl-4,5-dimethylimidazolium bromides were synthesized by alkylation of the corresponding 1-alkylimidazole 3-oxides, which were conveniently prepared via condensation of alpha-(hydroxyimino)ketones, primary aliphatic amines, and formaldehyde. By using enantiomerically pure chiral amines, optically active imidazolium Salts were obtained. Treatment with sodium tetrafluoroborate in acetone yielded the corresponding imidazolium tetrafluoroborates. All these compounds, with only one exception, were obtained as oils, which are considered as potential ionic liquids and 'chiral ionic liquids'. The reduction of the chiral or non-chiral 1-alkylimidazole 3-oxides with Raney-Ni, followed by alkylation with alkyl bromides and subsequent ion exchange to tetra fluoroborates, gave the corresponding 1,3-dialkylimidazolium salts, most of them showing properties of ionic liquids. The alkylation of 1-butyl-4,5-dimethylimidazole 3-oxide and the corresponding imidazole, respectively, with 1,3-dibromopropane led to the first bis-imidazolium dibromides and bis-tetrafluoroborates. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.053
• 作为产物：
  描述：

  4,5-dimethyl-1H-imidazole-1-ethanol 3-oxide 在 镍 作用下， 以 乙醇 为溶剂， 以74%的产率得到1-(2-hydroxyethyl)-4,5-dimethyl-1H-imidazole
  参考文献：
  名称：

  Exploration of 4,5-dimethyl-1H-imidazole N-oxide derivatives in the synthesis of new achiral and chiral ionic liquids

  摘要：

  New 1-alkoxy-3-alkyl-4,5-dimethylimidazolium bromides were synthesized by alkylation of the corresponding 1-alkylimidazole 3-oxides, which were conveniently prepared via condensation of alpha-(hydroxyimino)ketones, primary aliphatic amines, and formaldehyde. By using enantiomerically pure chiral amines, optically active imidazolium Salts were obtained. Treatment with sodium tetrafluoroborate in acetone yielded the corresponding imidazolium tetrafluoroborates. All these compounds, with only one exception, were obtained as oils, which are considered as potential ionic liquids and 'chiral ionic liquids'. The reduction of the chiral or non-chiral 1-alkylimidazole 3-oxides with Raney-Ni, followed by alkylation with alkyl bromides and subsequent ion exchange to tetra fluoroborates, gave the corresponding 1,3-dialkylimidazolium salts, most of them showing properties of ionic liquids. The alkylation of 1-butyl-4,5-dimethylimidazole 3-oxide and the corresponding imidazole, respectively, with 1,3-dibromopropane led to the first bis-imidazolium dibromides and bis-tetrafluoroborates. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.053

文献信息

• Syntheses of polyalkylated imidazoles
  作者：Sigvart Evjen、Anne Fiksdahl

  DOI：10.1080/00397911.2017.1330416

  日期：2017.8.3

  ABSTRACT We have developed improved general simple methods for large-scale preparation of polyalkylated imidazoles by improved multicomponent synthesis from commercially available starting materials. A large range of NH- and N-alkyl-polyalkylimidazoles (40 in total, including novel compounds) has been synthesized. GRAPHICAL ABSTRACT

  摘要我们已经开发了改进的通用简单方法，通过改进的多组分合成从市售原料大规模制备聚烷基化咪唑。已经合成了多种 NH-和 N-烷基-聚烷基咪唑（共 40 种，包括新型化合物）。图形概要
• [EN] TRICYCLIC COMPOUND AND USE THEREOF<br/>[FR] COMPOSÉ TRICYCLIQUE ET SON UTILISATION<br/>[ZH] 三环类化合物及用途
  申请人：JIANGSU SIMCERE PHARM CO LTD

  公开号：WO2022143864A1

  公开（公告）日：2022-07-07

  提供了式(I)所示化合物或其药学上可接受的盐、其药物组合物及其制备方法，以及其作为MAT2A抑制剂的用途。式(I)中的环A、环Q、X、Y、X1、X2、L和R1如说明书中所定义。
• Imidazole derivatives as prodrugs of diclofenac
  申请人：Larsen Claus Selch

  公开号：US10266499B2

  公开（公告）日：2019-04-23

  The present invention relates to a compound of formula (I): wherein R1 is R3—IPU and R2 is the acyloxy residue of diclofenac, and specified by the following structures: wherein OH—R3—IPU is selected from and R4 and R5 may be the same or different selected from H and CH3 and salts, solvates and hydrates thereof.

  本发明涉及一种式 (I) 的化合物： 其中 R1 是 R3-IPU，R2 是双氯芬酸的酰氧基残基、 并由以下结构指明： 其中 OH-R3-IPU 选自 R4 和 R5 可以相同或不同，选自 H 和 CH3 及其盐类、溶液和水合物。
• IMIDAZOLE DERIVATIVES AS PRODRUGS OF DICLOFENAC
  申请人：Larsen Claus Selch

  公开号：US20170334862A1

  公开（公告）日：2017-11-23

  The present invention relates to a compound of formula (I): wherein R 1 is R 3 -IPU and R 2 is the acyloxy residue of diclofenac, and specified by the following structures: wherein OH—R 3 -IPU is selected from and R 4 and R 5 may be the same or different selected from H and CH 3 and salts, solvates and hydrates thereof.