25373-61-9

Usage

Chemical class

Imidazole compounds

Molecular weight

249.16 g/mol

Structure

Nitro derivative of 4-(trifluoromethyl)phenyl-imidazole

Applications

Pharmaceutical and agrochemical industries

Building block

Synthesis of various organic compounds

Biological activity

Potential antifungal, antibacterial, and antiparasitic agent

Additional study

Potential use as a photoinitiator in polymerization processes

Fields of application

Medicine, agriculture, and material science

Upstream product

• 288-32-4 1H-imidazole 
• 121-17-5 2-chloro-3-nitro-5-trifluoromethylbenzene 
• 367-86-2 1-fluoro-2-nitro-4-trifluoromethyl-benzene 

Downstream Products

• 1315610-14-0 ethyl 2-{1-[2-nitro-4-(trifluoromethyl)phenyl]-1H-imidazol-2-yl}-2-oxoacetate 
• 1060673-62-2 3-({1-[3-(4-methoxyphenyl)-1H-pyrazol-5-yl]-7-(trifluoromethyl)imidazo[1,2-a]quinoxalin-4-yl}amino)propan-1-ol 
• 1060673-28-0 N-{3-[4-(3-Hydroxy-propylamino)-7-trifluoromethyl-imidazo[1,2-a]quinoxalin-1-yl]-phenyl}-acetamide 
• 1060673-29-1 3-{4-[(3-hydroxypropyl)amino]-7-(trifluoromethyl)imidazo[1,2-a]quinoxalin-1-yl}benzenesulfonamide 
• 1060673-31-5 3-{[1-(4-methoxyphenyl)-7-(trifluoromethyl)imidazo[1,2-a]quinoxalin-4-yl]amino}propan-1-ol 
• 380420-01-9 5-(4-chlorobenzoyl)-4-morpholino-4-thioxo-7-trifluoromethyl-4,5-dihydrobenzo[e]imidazo[2,1-c][1,4,2]diazaphosphinine 
• 420849-29-2 5-(4-chlorobenzoyl)-4-phenyl-7-trifluoromethyl-4,5-dihydrobenzo[e]imidazo[2,1-c][1,4,2]diazaphosphinine 
• 420849-27-0 5-(4-chlorobenzoyl)-4-bromo-7-trifluoromethyl-4,5-dihydrobenzo[e]imidazo[2,1-c][1,4,2]diazaphosphinine 
• 380389-65-1 1-(4-chlorophenylcarboxamido)-2-(1H-1-imidazolyl)-5-trifluoromethylbenzene 

Relevant academic research and scientific papers

A catalytic intramolecular nitrene insertion into a copper(i)-N-heterocyclic carbene bond yielding fused nitrogen heterocycles

N-(2-Azidophenyl)azolium salts were easily prepared and reacted with copper(i) under conditions allowing the formation of NHC complexes. Under these conditions, the formation of benzimidazo-fused heterocycles occurred under catalytic, efficient and very mild conditions. This reaction is proposed to proceed via dinitrogen elimination and imido/nitrene-NHC cyclization.

Facile cuI-catalyzed arylation of azoles and amides using simple enaminones as efficient ligands

(E)-3-(Dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one was found to be an excellent ligand for copper-catalyzed N-arylation of azoles and amides with aryl halides under mild conditions. The reaction took place at 82 C in MeCN with broad functional-group compatibility. A combination of the ligand and CuI proved to be an efficient catalytic system to promote the coupling reactions of aryl halides with azoles and amides.

PYRIDO[2,3-B]PYRAZINE-8-SUBSTITUTED COMPOUNDS AND THEIR USE

The present invention pertains generally to the field of therapeutic compounds for treating proliferative disorders, cancer, etc., and more specifically to certain pyrido[2,3-b]pyrazin-8-substituted compounds, as described herein, which, inter alia, inhibit RAF (e.g., B RAF) activity. The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit RAF (e.g., BRAF) activity, to inhibit receptor tyrosine kinase (RTK) activity, to inhibit cell proliferation, and in the treatment of diseases and disorders that are ameliorated by the inhibition of RAF, RTK, etc., proliferative disorders such as cancer (e.g., colorectal cancer, melanoma), etc.

N,N′-(Phenylmethylene)diacetamide analogues as economical and efficient ligands in copper-catalyzed arylation of aromatic nitrogen-containing heterocycles

N,N′-(Phenylmethylene)diacetamide analogues which were simply prepared from the condensation reaction of an aldehyde with an amide or urea were found to be efficient ligands in copper-catalyzed coupling reaction of aryl halides with various azole nucleophiles. The newly developed ligand showed broad application scope in this conversion. Compounds including imidazoles, benzoimidazoles, pyrrole, indole, and benzotriazole were successfully arylated with diversified aromatic halides to give corresponding products in moderate to excellent yields. Georg Thieme Verlag Stuttgart.

New imidazolo-heteroaryl derivatives with antibacterial properties

The invention relates to Imidazolo-heteroaryl derivatives of formula (I) The compounds inhibit the activity of the Dlta enzyme of Gram-positive bacteria and are useful to treat Gram-positive bacterial infections. Furthermore the application discloses method for assessing the Dlta inhibitory activity of tested molecules and a method for measuring the efficacy of molecules in inhibiting bacteria proliferation in vitro.

Synthesis and properties of 4,5-dihydrobenzo[e]imidazo[2,1-c][1,4,2]diazaphosphinine derivatives

A number of 4,5-dihydrobenzo[e]imidazo[2,1-c][1,4,2]diazaphosphinine derivatives were prepared by the direct phosphorylation of 1-(4-Chloro-phenylcarboxamido)-2-(1H-1-imidazolyl)-5-trifluoromethylbenzene in basic medium with phosphorus(III) bromide and dibromophenylphosphine. The amide was reacted with phosphorus(III) bromide to yield the tricyclic compound. The tricyclic compound with a trivalent phosphorus atom went through the diazaphosphine ring opening upon treatment with secondary amines in the presence of sulphur.