63875-06-9

Usage

Uses

Used in Medicinal Chemistry:
1-Methyl-2-phenyl-4-(trifluoromethyl)-1H-imidazole is used as a pharmaceutical intermediate for the development of drugs targeting various biological processes. Its unique structure, including the trifluoromethyl group, may contribute to the enhancement of pharmacokinetic properties and metabolic stability of the resulting drug molecules.
Used in Drug Discovery:
As a building block for the synthesis of other biologically active molecules, 1-Methyl-2-phenyl-4-(trifluoromethyl)-1H-imidazole is utilized in drug discovery to create novel compounds with potential therapeutic applications. The trifluoromethyl group's influence on improving drug stability and pharmacokinetics can be leveraged to develop more effective and safer medications.
Used in Pharmaceutical Industry:
1-Methyl-2-phenyl-4-(trifluoromethyl)-1H-imidazole is used as a key component in the design and synthesis of new pharmaceuticals, particularly those aimed at treating a variety of diseases and conditions. Its role in enhancing the properties of drug candidates makes it a valuable asset in the pharmaceutical industry's pursuit of innovative and effective treatments.

Upstream product

• 161670-75-3 4-hydroxy-1-methyl-2-phenyl-4-trifluoromethyl-4,5-dihydroimidazole 
• 2568-34-5 N-benzoyl-N-methylglycine 
• 14119-99-4 4-trifluoroacetyl-3-methyl-2-phenyl-1,3-oxazol-3-ium-5-olate 

Relevant academic research and scientific papers

4-trifluoroacetyl-2-phenyloxazol-5-one: Versatile template for syntheses of trifluoromethylsubstituted heterocycles

4-Trifluoroacetyl-2-phenyloxazol-5-one (1) is a versatile template for the synthesis of various trifluoromethyl-substituted heterocycles. Cyclocondesation of 1 with hydroxylamine and hydrazine afforded isoxazole and pyrazole, respectively. Another key protocol involves nucleophilic ring opening of 1 with H2O or MeOH to give a-amido trifluoromethyl ketones which are transformed into trifluoromethyl-substituted thiazoles, oxazoles, imidazoles, pyrazoles, and pyrimidines.

Convenient synthesis of 4-trifluoromethyl-substituted imidazole derivatives

Mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates (1), obtained from the reaction of N-acyl-N-alkylglycines (2) with trifluoroacetic anhydride, react with ammonia to give 4-trifluoromethyl-3,4-dihydroimidazoles (3) in high yields. Dehydration of 3 gives

Convenient synthesis of 5-trifluoroacetylated imidazoles by ring transformation of mesoionic 1,3-oxazolium-5-olates

Mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates (1), obtained from the reaction of N-acyl-N-alkylglycines (2) with trifluoroacetic anhydride, react with amidines to give 5-trifluoroacetylimidazoles (3) in moderate yield. The novel ring transformations of 1 into 3 occur via an initial attack of amidines on the C-2 position of the ring.

AN EFFICIENT SYNTHESIS OF 4-TRIFLUOROMETHYLATED AND 4-PERFLUOROALKYLATED IMIDAZOLES FROM MESOIONIC 1,3-OXAZOLIUM-5-OLATES

4-Trifluoromethyl- and 4-perfluoroalkylimidazoles (4) were conveniently synthesized from mesoionic 4-trifluoroacetyl- or 4-perfluoroacyl-1,3-oxazolium-5-olate (1) via 2-imidazolines (3), which were formed through the regioselective attack of ammonia on the C(2) position of 1.

A Novel Ring Transformation of Mesoionic 1,3-Oxazolium-5-olates into 5-Trifluoroacetylated and 5-Perfluoroacylated Imidazoles by Reaction with Amidines

Treatment of mesoionic 1,3-oxazolium-5-olates with amidines causes a novel ring transformation affording 5-trifluoroacetyl- and 5-perfluoroacyl-imidazoles in moderate yields.

Trifluoromethylimidazoles and a method for their preparation

4(5)-Trifluoromethylimidazoles having optional substituents in the 1 and 2 positions are provided. The novel 4(5)-trifluoromethylimidazoles are prepared by reacting a 1,1-dihalo-3,3,3-trifluoroacetone compound with an appropriate carboxaldehyde and ammoni

2-Pyrazinyl-trifluoromethylimidazoles and a method for their preparation

4(5)-Trifluoromethylimidazoles having optional substituents in the 1 and 2 positions are provided. The novel 4(5)-trifluoromethylimidazoles are prepared by reacting a 1,1-dihalo-3,3,3-trifluoroacetone compound with an appropriate carboxaldehyde and ammoni