2154-38-3

Basic information

• Product Name: 1-METHYL-5-PHENYL-1H-IMIDAZOLE
• Synonyms: 1-METHYL-5-PHENYL-1H-IMIDAZOLE
• CAS NO: 2154-38-3
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.2
• Mol File: 2154-38-3.mol
• Article Data: 29

Chemical Properties

• Melting Point: 92-93 °C
• Boiling Point: 350.8°C at 760 mmHg
• Flash Point: 166°C
• Appearance: /
• Density: 1.04g/cm³
• Vapor Pressure: 8.68E-05mmHg at 25°C
• Refractive Index: 1.581
• Storage Temp.: 2-8°C
• PKA: 6.63±0.10(Predicted)
• CAS DataBase Reference: 1-METHYL-5-PHENYL-1H-IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-5-PHENYL-1H-IMIDAZOLE(2154-38-3)
• EPA Substance Registry System: 1-METHYL-5-PHENYL-1H-IMIDAZOLE(2154-38-3)

Safety Data

• Hazardous Substances Data: 2154-38-3(Hazardous Substances Data)

Usage

General Description

1-Methyl-5-phenyl-1H-imidazole is a chemical compound with the molecular formula C10H10N2. It is an imidazole derivative with a methyl group attached to the first carbon atom and a phenyl group attached to the fifth carbon atom of the imidazole ring. 1-METHYL-5-PHENYL-1H-IMIDAZOLE is often used as an intermediate in the production of organic synthesis and pharmaceuticals. It has been found to exhibit biological activities, including antimicrobial and antifungal properties, making it a potential candidate for drug development. Additionally, 1-Methyl-5-phenyl-1H-imidazole has also been studied for its potential use in materials science, such as in the construction of conducting polymers and as a corrosion inhibitor.

InChI:InChI=1/C10H10N2/c1-12-8-11-7-10(12)9-5-3-2-4-6-9/h2-8H,1H3

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 591-50-4 iodobenzene 
• 108-90-7 chlorobenzene 
• 1003-21-0 5-bromo-N-methylimidazole 
• 98-80-6 phenylboronic acid 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 100-52-7 benzaldehyde 
• 74-89-5 methylamine 
• 670-95-1 4-phenyl-1H-imidazole 
• 333-27-7 methyl trifluoromethanesulfonate 
• 108-86-1 bromobenzene 
• 38036-86-1 N-acetyl-4⁽⁵⁾-phenylimidazole 
• 74-88-4 methyl iodide 
• 119826-05-0 (Z)-Methyl 3-bromo-2-isocyano-3-phenylacrylate 

Downstream Products

• 1111266-98-8 4-bromo-1-methyl-5-phenyl-1H-imidazole 
• 1278587-32-8 1-methyl-2-(2-pyridyl)-5-phenyl-1H-imidazole 
• 1278587-51-1 1-methyl-2,5-diphenyl-4-(1-naphthyl)-1H-imidazole 
• 36783-83-2 1-methyl-2,5-diphenyl-4-(4-nitrophenyl)-1H-imidazole 
• 22397-44-0 1-methyl-2,4,5-triphenyl-1H-imidazole 
• 15994-89-5 1-methyl-2,5-diphenyl-1H-imidazole 
• 1278587-34-0 1-methyl-2-(2-methoxyphenyl)-5-phenyl-1H-imidazole 
• 1278587-33-9 1-methyl-2-(1-naphthyl)-5-phenyl-1H-imidazole 
• 1278587-24-8 1-methyl-2-(4-methoxyphenyl)-5-phenyl-1H-imidazole 
• 1312713-38-4 C₂₄H₂₂N₂O₂ 
• 1278587-43-1 1-methyl-2-(4-methoxyphenyl)-4-(4-trifluoromethylphenyl)-5-phenyl-1H-imidazole 
• 1278587-26-0 1-methyl-2-(4-trifluoromethylphenyl)-5-phenyl-1H-imidazole 
• 1312713-40-8 C₂₄H₁₆F₆N₂ 
• 1278587-44-2 1-methyl-2-(4-trifluoromethylphenyl)-4-(4-methoxyphenyl)-5-phenyl-1H-imidazole 

Relevant articles and documents

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Azole-Based Indoleamine 2,3-Dioxygenase 1 (IDO1) Inhibitors

The heme enzyme indoleamine 2,3-dioxygenase 1 (IDO1) plays an essential role in immunity, neuronal function, and aging through catalysis of the rate-limiting step in the kynurenine pathway of tryptophan metabolism. Many IDO1 inhibitors with different chemotypes have been developed, mainly targeted for use in anti-cancer immunotherapy. Lead optimization of direct heme iron-binding inhibitors has proven difficult due to the remarkable selectivity and sensitivity of the heme-ligand interactions. Here, we present experimental data for a set of closely related small azole compounds with more than 4 orders of magnitude differences in their inhibitory activities, ranging from millimolar to nanomolar levels. We investigate and rationalize their activities based on structural data, molecular dynamics simulations, and density functional theory calculations. Our results not only expand the presently known four confirmed chemotypes of sub-micromolar heme binding IDO1 inhibitors by two additional scaffolds but also provide a model to predict the activities of novel scaffolds.

Palladium-Based Catalysts Supported by Unsymmetrical XYC–1 Type Pincer Ligands: C5 Arylation of Imidazoles and Synthesis of Octinoxate Utilizing the Mizoroki–Heck Reaction

A series of new unsymmetrical (XYC–1 type) palladacycles (C1–C4) were designed and synthesized with simple anchoring ligands L1–4H (L1H = 2-((2-(4-methoxybenzylidene)-1-phenylhydrazinyl)methyl)pyridine, L2H = N,N-dimethyl-4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazono)methyl)aniline, L3H = N,N-diethyl-4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazono)methyl) aniline and L4H = 4-(4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazono) methyl)phenyl)morpholine H = dissociable proton). Molecular structure of catalysts (C1–C4) were further established by single X-ray crystallographic studies. The catalytic performance of palladacycles (C1–C4) was explored with the direct Csp2–H arylation of imidazoles with aryl halide derivatives. These palladacycles were also applied for investigating of Mizoroki–Heck reactions with aryl halides and acrylate derivatives. During catalytic cycle in situ generated Pd(0) nanoparticles were characterized by XPS, SEM and TEM analysis and possible reaction pathways were proposed. The catalyst was employed as a pre-catalyst for the gram-scale synthesis of octinoxate, which is utilized as a UV-B sunscreen agent.