107700-98-1

Basic information

• Product Name: 4-(2-METHYL-IMIDAZOL-1-YLMETHYL)-PHENOL
• Synonyms: 4-(2-METHYL-IMIDAZOL-1-YLMETHYL)-PHENOL;1-(4-hydroxybenzyl)-2-methylimidazole
• CAS NO: 107700-98-1
• Molecular Formula: C₁₁H₁₂N₂O
• Molecular Weight: 188.22578
• Mol File: 107700-98-1.mol

Chemical Properties

• Boiling Point: 372.9°Cat760mmHg
• Flash Point: 179.3°C
• Appearance: /
• Density: 1.14g/cm³
• Vapor Pressure: 4.33E-06mmHg at 25°C
• Refractive Index: 1.593
• PKA: 9.90±0.15(Predicted)
• CAS DataBase Reference: 4-(2-METHYL-IMIDAZOL-1-YLMETHYL)-PHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-METHYL-IMIDAZOL-1-YLMETHYL)-PHENOL(107700-98-1)
• EPA Substance Registry System: 4-(2-METHYL-IMIDAZOL-1-YLMETHYL)-PHENOL(107700-98-1)

Safety Data

• Hazardous Substances Data: 107700-98-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H12N2O/c1-9-12-6-7-13(9)8-10-2-4-11(14)5-3-10/h2-7,14H,8H2,1H3

Upstream product

• 693-98-1 2-methylimidazole 
• 623-05-2 (4-hydroxyphenyl)methanol 

Relevant articles and documents

Synthesis and investigation of inhibitory activities of imidazole derivatives against the metallo-β-lactamase IMP-1

Mutations in bacteria can result in antibiotic resistance due to the overuse or abuse of β-lactam antibiotics. One strategy which bacteria can become resistance toward antibiotics is secreting of metallo β-lactamase enzymes that can open the lactam ring of the β-lactam antibiotic and inactivate them. This issue is a threat for human health and one strategy to overcome this situation is co-administration of β-lactam antibiotics with an inhibitor. So far, no clinically available inhibitors of metallo β-lactamases (MBLs) reported and the clinically inhibitors of serine β-lactamase are useless for MBLs. Accordingly, finding a potent inhibitor of the MBLs being very important. In this study, imidazole derivatives primarily were synthesized and their inhibitory activity were measured. Later in silico binding model was used to predict the configuration and conformation of the ligands into the active site of enzyme. Two molecules demonstrated with IC50 of 39 μM and 46 μM against MBL (IMP-1).

Design of ionic phosphites for catalytic hydrocyanation reaction of 3-pentenenitrile in ionic liquids

The synthesis and characterization of a novel class of ionic phosphites bearing either a single cationic group obtained by quaternization of aminophosphites or three cationic groups prepared by reaction of phosphorus trichloride with imidazolium phenols are reported. The catalytic hydrocyanation reaction of 3-pentenenitrile (3PN) into adiponitrile has been performed in the presence of Ni(0) with ionic phosphite ligands, and a Lewis acid in biphasic ionic liquid/organic solvent system. The screening of several original cationic phosphites was performed and the experimental conditions were optimized for the tricationic phosphite tris-4-[(2,3-dimethylimidazol-1-yl) methyl]phenyl phosphite tris[bis(trifluoromethylsulfonyl)amide]. It is possible to obtain performance similar to molecular systems and the catalyst and the Lewis acid were immobilized in the ionic phase.