13739-48-5

Basic information

• Product Name: 2-Methyl-4-phenyl-1H-imidazole
• Synonyms: 2-METHYL-4-PHENYL-1H-IMIDAZOLE;1H-imidazole, 2-methyl-4-phenyl-;2-methyl-4-phenyl-1H-imidazole(SALTDATA: FREE);4-(2-Methyl Phenyl)IMidazole;2-Methyl-5-phenyliMidazole;2-methyl-4-phenyl-3H-imidazole;2-methyl-5-phenyl-1H-imidazole
• CAS NO: 13739-48-5
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.2
• Product Categories: Imidazoles & Benzimidazoles
• Mol File: 13739-48-5.mol

Chemical Properties

• Melting Point: 159-160.5 °C
• Boiling Point: 396.2 °C at 760 mmHg
• Flash Point: 220.1 °C
• Appearance: /
• Density: 1.109 g/cm³
• Vapor Pressure: 3.98E-06mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.13±0.10(Predicted)
• CAS DataBase Reference: 2-Methyl-4-phenyl-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-4-phenyl-1H-imidazole(13739-48-5)
• EPA Substance Registry System: 2-Methyl-4-phenyl-1H-imidazole(13739-48-5)

Safety Data

• Statements: 36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 13739-48-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Methyl-4-phenyl-1H-imidazole is used as a building block for the synthesis of pharmaceuticals. Its chemical structure allows it to be a key component in the development of new drugs, contributing to the advancement of medicine.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Methyl-4-phenyl-1H-imidazole is utilized as a starting material for the creation of agrochemicals. Its properties make it suitable for the formulation of products that can protect crops and enhance agricultural yields.
Used in Coordination Chemistry:
2-Methyl-4-phenyl-1H-imidazole is used as a potential ligand for metal complexes in coordination chemistry. Its ability to form stable complexes with metals opens up possibilities for applications in materials science and the development of new catalysts.
Used in Antifungal Applications:
2-Methyl-4-phenyl-1H-imidazole has been studied for its anti-fungal properties, making it a potential candidate for use in antifungal agents. This could be beneficial in treating fungal infections and controlling fungal growth in various settings.
Used in Anticancer Research:
2-Methyl-4-phenyl-1H-imidazole has also been investigated for its potential anti-cancer properties. Its presence in the development of new cancer treatments could lead to more effective therapies and improved patient outcomes.

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

Upstream product

• 20662-90-2 2-methyl-4-phenyloxazole 
• 77287-34-4 formamide 
• 532-27-4 1-chloroacetophenone 
• 1135539-10-4 1-(methylsulfonyl)-4-phenyl-1H-1,2,3-triazole 
• 536-74-3 phenylacetylene 
• 73746-45-9 4⁽⁵⁾-iodo-2-methyl-1H-imidazole 
• 98-80-6 phenylboronic acid 
• 16265-11-5 5-bromo-2-methyl-1H-imidazole 
• 64-19-7 acetic acid 
• 70-11-1 α-bromoacetophenone 
• 88346-56-9 1-cyano-2-methyl-5-phenylimidazole 
• 124-42-5 acetamidine hydrochloride 
• 60-35-5 acetamide 
• 451-50-3 N-(2-(4-fluorophenyl)-2-oxoethyl)acetamide 

Downstream Products

• 131013-50-8 2-methyl-5-phenyl-1⁽³⁾H-imidazole-4-carboxylic acid anilide 
• 117043-83-1 4-cyclohexyl-2-methyl-1⁽³⁾H-imidazole 
• 1195774-63-0 C₁₈H₁₇N₃OS 
• 1323403-62-8 3-{4-[4-(2-Methyl-4-phenyl-imidazol-1-ylmethyl)-benzyloxy]-1-oxo-1,3-dihydro-isoindol-2-yl}-piperidine-2,6-dione 
• 93115-69-6 2-methyl-5-phenyl-1⁽³⁾H-imidazol-4-ylamine 
• 23572-07-8 3-benzoyl-5-methyl-1,2,4-oxadiazole 

Relevant articles and documents

FERROPORTIN INHIBITORS AND METHODS OF USE

The subject matter described herein is directed to Ferroportin inhibitor compounds of Formula I and pharmaceutical salts thereof, methods of preparing the compounds, pharmaceutical compositions comprising the compounds and methods of administering the compounds for prophylaxis and/or treatment of diseases caused by a lack of hepcidin or iron metabolism disorders, particularly iron overload states, such as thalassemia, sickle cell disease and hemochromatosis.

Metal-free synthesis of imidazole by BF3·Et2O promoted denitrogenative transannulation of N-sulfonyl-1,2,3-triazole

BF3·Et2O promoted metal-free denitrogenative transannulation of N-sulfonyl-1,2,3-triazole was reported. Rather than transition metals, BF3·Et2O was employed for the first time to promote the formation of α-diazoimines from N-sulfonyl-1,2,3-triazoles in nitriles, leading to the synthesis of various imidazoles. The protocol tolerates a broad range of functional groups and could also be applied to the late-stage modification of bioactive molecules, demonstrating the potential of this protocol in organic synthesis. A plausible mechanism was proposed.

Suzuki-Miyaura cross-coupling reactions of unprotected haloimidazoles

An efficient protocol for the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of unprotected haloimidazoles is reported. The relatively mild reaction conditions allow for ready access to a wide array of functionalized imidazole derivatives in good to excellent yields. The synthetic utility of this method is demonstrated by the total synthesis of nortopsentin D.

One-pot synthesis of 2-alkyl-4(5)-aryl-1H-imidazoles from 1-aryl-2-bromoethanones, ammonium carbonate and aliphatic carboxylic acids

A simple and efficient protocol for the preparation of 2-alkyl-4(5)-aryl- 1H-imidazoles starting from α-bromo aryl methyl ketones and aliphatic carboxylic acids in the presence of ammonium carbonate has been developed.

SMALL MOLECULE INHIBITORS OF PLASMODIUM FALCIPARUM DIHYDROOROTATE DEHYDROGENASE

Inhibitors of dihydroorotate dehydrogenase (DHODH) for the Plasmodium enzyme have been identified and characterized. The inhibitors have high specificity, submicromolar efficacy against cultured parasite strains, exhibit drug-like properties, and are not overtly cytotoxic.

HYDROXAMID ACID DERIVATIVES AS HISTONE DEACETYLASE (HDAC) INHIBITORS

A compound having the following formula (I): wherein R?1? is N-containing heterocyclic ring optionally substituted with one or more suitable substituent(s), R?2? is hydroxyamino, R?3? is hydrogen or a suitable substituent, L?1? is -(CH?2#191)?n#191- (wherein n is an integer of 0 to 6) optionally substituted with one or more suitable substituent(s), wherein one or more methylene(s) may be replaced with suitable heteroatom(s), and L?2? is lower alkenylene, or a salt thereof. The compound is useful as a histone deacetylase inhibitor.

HDAC inhibitor

A compound having the following formula (I): wherein R1 is N-containing heterocyclic ring optionally substituted with one or more suitable substituent(s), R2 is hydroxyamino, R3 is hydrogen or a suitable substituent, L1 is —(CH2)n— (wherein n is an integer of 0 to 6) optionally substituted with one or more suitable substituent(s), wherein one or more methylene(s) may be replaced with suitable heteroatom(s), and L2 is lower alkenylene, or a salt thereof. The compound is useful as a histone deacetylase inhibitor.

Hypervalent iodine in synthesis 81: A one-pot procedure for the synthesis of 1H-imidazole derivatives by cyclocondensation of ketones with [Hydroxy(tosyloxy)iodo]benzene and amidines

Tosyloxylation of ketones with [hydroxy(tosyloxy)iodo]benzene (HTIB), followed by treatment with amidines provides a one-pot procedure for the synthesis of 1H-imidazole derivatives with good yields.

3a,6-Dihydro-3H-imidazotetrazoles from 1- and 4-Phenacyl-1H-tetrazolium Salts and Ammonia

Treatment of the tetrazolium salts 1 with aqueous ammonia affords the novel ring system 2 (in certain cases along with the ylides 3).The structure of 2 has been confirmed by an X-ray analysis of 2a. Key Words: 3H-Imidazotetrazoles, 3a,6-dihydro-, /