1-(2-hydroxy-2-methyl-n-propyl)-3-methylimidazolium mesylate | 1006900-57-7

• 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-hydroxy-2-methyl-n-propyl)-3-methylimidazolium mesylate
• 英文别名: 1-(2-hydroxy-2-methylpropyl)-3-methylimidazolium mesylate；[mim-tOH][OMs]；1-(2-Hydroxy-2-methylpropyl)-3-methyl-1H-imidazol-3-ium methanesulfonate；methanesulfonate;2-methyl-1-(3-methylimidazol-3-ium-1-yl)propan-2-ol
• CAS: 1006900-57-7
• 化学式: CH₃O₃S*C₈H₁₅N₂O
• 分子量: 250.319
• InChiKey: YUFMWBPAPIWJNH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.76
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  94.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  甲磺酸甲酯 、 1-(2-hydroxy-2-methyl-n-propyl)-3-methylimidazole 以 乙腈 为溶剂， 反应 24.0h， 生成 1-(2-hydroxy-2-methyl-n-propyl)-3-methylimidazolium mesylate
  参考文献：
  名称：

  Antibiofilm activity of tert-BuOH functionalized ionic liquids with methylsulfonate counteranions

  摘要：

  经过tert-BuOH功能化和含有十二烷基链的咪唑离子液体[C₁₂-^tOHim][OMs]显著地防止了S. epidermidis的生物膜形成，并显示出潜在的抗微生物活性。

  DOI：

  10.1039/c5ra12854d
• 作为试剂：
  描述：

  2-溴苯乙酮 在 sodium azide 、 1-(2-hydroxy-2-methyl-n-propyl)-3-methylimidazolium mesylate 作用下， 以 丙酮 为溶剂， 反应 5.0h， 以98%的产率得到2-azido-1-phenylethan-1-one
  参考文献：
  名称：

  叔醇官能化咪唑鎓离子液体：室温下轻度亲核取代反应的催化剂

  摘要：

  在亲核氟化作用的协同作用的鼓励下，甲磺酸咪唑鎓盐（1a）在一个分子中具有两种不同的溶剂特性（叔醇和离子液体）被用于各种亲核取代反应中。通过与1-正丁基-3-甲基咪唑鎓离子液体的比较研究，即使在室温条件下，1a也已被证明是一种更好的相转移催化剂。它已成功应用于其他亲核取代反应，例如氟化，氯化，溴化，碘化，乙酰氧基化，叠氮化和氰化。

  DOI：

  10.1016/j.tetlet.2009.09.064

文献信息

• Antibiofilm activity of tert-BuOH functionalized ionic liquids with methylsulfonate counteranions
  作者：Govinda R. Navale、Mahesh S. Dharne、Sandip S. Shinde

  DOI：10.1039/c5ra12854d

  日期：——

  Thetert-BuOH functionalized and dodecyl alkyl chain bearing imidazolium ionic liquid [C₁₂-^tOHim][OMs] significantly prevented biofilm formation ofS. epidermidisand showed potential antimicrobial activity.

  经过tert-BuOH功能化和含有十二烷基链的咪唑离子液体[C₁₂-^tOHim][OMs]显著地防止了S. epidermidis的生物膜形成，并显示出潜在的抗微生物活性。

• Synergistic Effect of Two Solvents, <i>tert</i>-Alcohol and Ionic Liquid, in One Molecule in Nucleophilic Fluorination
  作者：Sandip S. Shinde、Byoung Se Lee、Dae Yoon Chi

  DOI：10.1021/ol702679d

  日期：2008.3.1

  We have demonstrated the synergistic effect in nucleophilic fluorination when we combined two solvents--ionic liquid (IL) and tert-alcohol--into one molecule. Consequently, these functionalized ILs not only increase the nucleophilic reactivities of the fluoride anion but also remarkably reduce the olefin byproduct. Although the mechanism of this synergistic effect remains to be elucidated, we have

  当我们将两种溶剂-离子液体（IL）和叔醇-结合到一个分子中时，我们已经证明了亲核氟化作用的协同作用。因此，这些官能化的IL不仅增加了氟阴离子的亲核反应性，而且显着降低了烯烃副产物。尽管尚需阐明这种协同作用的机制，但我们已经说明了溶剂工程用于特定反应的可能性。
• Effect of tert-alcohol functional imidazolium salts on oligomerization and fibrillization of amyloid β (1–42) peptide
  作者：Madhukar S. Said、Govinda R. Navale、Ashok Yadav、Nilesh Khonde、Sandip S. Shinde、Anjali Jha

  DOI：10.1016/j.bpc.2020.106480

  日期：2020.12

  Imidazolium based IL's has gained vast interest in developing biological applications. Oligomerization and fibrillization of amyloid β (1-42) peptide are mainly responsible for the extra-neuronal deposition of amyloid fibrils in neurodegenerative disorders like Alzheimer's disease (AD). Here, we report an effect of tert-BuOH-functional imidazolium ILs on oligomerization and fibrillization of amyloid β (1-42) Peptide in vitro. In this study, a series of these [alkyl-^tOHim][OMs] ILs with methyl sulphonate counter anion by varying alkyl chains were used. Among the seven protic ILs, four showed strong binding and inhibition activity for the formation of amyloid β (1-42) aggregation by using Thioflavin T fluorescence binding assay. The secondary structural analysis of the peptide, pre-incubated with active ILs shows the loss of ordered β-sheet amyloid structure. The longer alkyl chain ILs showed that an increased in amyloid binding and hence an inhibition effect on amyloid aggregation was enhanced. Thus, we propose that ILs could be presented as potential candidates for therapeutic intervention against Alzheimer's disease (AD).