56643-86-8

Basic information

• Product Name: 2-METHYL-1-(4-NITROBENZYL)-1H-IMIDAZOLE
• Synonyms: 2-METHYL-1-(4-NITROBENZYL)-1H-IMIDAZOLE;2-methyl-1-(4-nitrobenzyl)imidazole;2-methyl-1-[(4-nitrophenyl)methyl]imidazole
• CAS NO: 56643-86-8
• Molecular Formula: C₁₁H₁₁N₃O₂
• Molecular Weight: 217.22
• Product Categories: API intermediates
• Mol File: 56643-86-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 96 °C
• Boiling Point: 401.9 °C at 760 mmHg
• Flash Point: 196.9 °C
• Appearance: /
• Density: 1.25 g/cm³
• Vapor Pressure: 2.65E-06mmHg at 25°C
• Refractive Index: 1.619
• PKA: 7.26±0.31(Predicted)
• CAS DataBase Reference: 2-METHYL-1-(4-NITROBENZYL)-1H-IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-1-(4-NITROBENZYL)-1H-IMIDAZOLE(56643-86-8)
• EPA Substance Registry System: 2-METHYL-1-(4-NITROBENZYL)-1H-IMIDAZOLE(56643-86-8)

Safety Data

• Hazardous Substances Data: 56643-86-8(Hazardous Substances Data)

Usage

General Description

2-METHYL-1-(4-NITROBENZYL)-1H-IMIDAZOLE is a chemical compound with the molecular formula C11H10N4O2. It is an imidazole derivative with a methyl group and a 4-nitrobenzyl group attached at the 1-position of the imidazole ring. 2-METHYL-1-(4-NITROBENZYL)-1H-IMIDAZOLE has potential applications in pharmaceutical and chemical research, as well as in the development of new drugs and compounds. The presence of the 4-nitrobenzyl group makes it suitable for use in organic synthesis and as a building block for creating more complex chemical structures. It is important to handle and use this compound with care, as it may present hazards if not handled properly.

InChI:InChI=1/C11H11N3O2/c1-9-12-6-7-13(9)8-10-2-4-11(5-3-10)14(15)16/h2-7H,8H2,1H3

Upstream product

• 693-98-1 2-methylimidazole 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 18994-90-6 1-(4-nitrobenzyl)-1H-imidazole 
• 100-14-1 4-nitrobenzyl chloride 

Downstream Products

• 772311-98-5 4-(2-methyl-imidazol-1-ylmethyl)-phenylamine 
• 152537-12-7 [4-(2-Methyl-imidazol-1-ylmethyl)-phenyl]-hydrazine 
• 125665-48-7 N-[4-(2-Methyl-imidazol-1-ylmethyl)-phenyl]-phthalamic acid 

Relevant articles and documents

Synthesis and biological activity of imidazole group-substituted arylaminopyrimidines (IAAPs) as potent BTK inhibitors against B-cell lymphoma and AML

Bruton's tyrosine kinase (BTK) is a member of the Tec kinase family and plays a key role in the modulation of the B-cell receptor (BCR)-mediated signaling pathway. Inhibition of BTK has been proven to be an effective therapeutic approach for various hemat

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).

Imidazole, triazole and tetrazole derivatives

A class of substituted imidazole, triazole and tetrazole derivatives of formula (I), wherein the broken circle represents two non-adjacent double bonds in any position in the five-membered ring; two, three or four of V,W,X,Y and Z represent nitrogen and the remainder represent carbon provided that, when two of V,W,X,Y and Z represent nitrogen and the remainder represent carbon, then the said nitrogen atoms are in non-adjacent positions within the five-membered ring; E represents a bond or a straight or branched alkylene chain containing from 1 to 4 carbon atoms; F represents a group of formula (lI); U represents nitrogen or C--R2 ; B represents oxygen, sulphur or N--R3 ; are selective agonists of 5--HT1 -like receptors and are therefore useful in the treatment of clinical conditions, in particular migraine and associated disorders, for which a selective agonist of these receptors is indicated.