24155-34-8

Usage

Class

Aryl-ketones

Appearance

White to yellow crystalline powder

Solubility

Soluble in organic solvents

Odor

Mild, characteristic

Uses

Building block in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds

Structure and properties

Versatile and useful intermediate in organic chemistry

Upstream product

• 288-32-4 1H-imidazole 
• 70-11-1 α-bromoacetophenone 
• 2142-69-0 2-bromophenyl methyl ketone 
• 98-86-2 acetophenone 
• 27126-76-7 [hydroxy(tosyloxy)iodo]benzene 
• 100-42-5 styrene 
• 3282-32-4 2-diazo-acetophenone 

Downstream Products

• 24155-47-3 1-phenyl-2-(1-imidazolyl)ethanol 
• 119393-49-6 2-(1H-imidazol-1-yl)-1-(3-methoxyphenyl)-N-methylethanimine N-oxide 
• 110232-83-2 2-(1H-imidazol-1-yl)-1,3-diphenylprop-2-en-1-one 
• 288-32-4 1H-imidazole 
• 27656-18-4 (R)-2-imidazol-1-yl-1-phenyl-ethanol 
• 1226569-87-4 C₁₇H₁₆N₄ 
• 1353720-25-8 2-(imidazol-1-yl)-1-phenylethanone* (m-nitrobenzoic acid) 
• 1058142-86-1 2-(imidazol-1-yl)-1-phenylethanone*(2,4,6-trinitrophenol) 
• 1353720-26-9 2-(imidazol-1-yl)-1-phenylethanone* (5-nitrosalicylic acid) 
• 1206880-90-1 3-(1H-imidazo-1-yl)-2-phenyl-1H-indole 
• 1206880-82-1 N-[2-(1H-imidazol-1-yl)-1-phenylethylidene]-N'-phenylhydrazine 
• 113614-60-1 cis-3-(1H-imidazol-1-ylmethyl)-5-(3,4-dimethoxyphenyl)-2-methyl-3-phenylisoxazolidine 
• 113614-46-3 cis-3,5-diphenyl-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidine 

Relevant academic research and scientific papers

An efficient catalytic asymmetric route to 1-aryl-2-imidazol-1-yl-ethanols

The asymmetric hydrogenation of 1-aryl-2-imidazol-1-yl-ethanones offers a concise route to homochiral 1-aryl-2-imidazol-1-yl-ethanols. Catalytic asymmetric transfer hydrogenation with formic acid using [(R,R)-TsDPEN] Ru(Cymene)Cl as precatalyst was shown to be effective in this transformation. Preliminary process development showed that the hydrogenation could be carried out under mild conditions at a molar substrate-to-catalyst (S/C) ratio of 1000-2000.

Reactivity of functionally substituted azoles towards electrophiles. Novel synthesis of thienylazoles and phenylazoles

Phenacyl bromide reacted with imidazole 1a and 1,2,4-triazole 1b to yield the respective azolylacetophenones 1c,d. These reacted with phenyl isothiocyanate and phenacyl bromide yielding thienylazoles 4a,b. Reaction of 1c,d with dimethylformamide dimethyla

Asymmetric transfer hydrogenation of heterocycle-containing acetophenone derivatives using N-functionalised [(benzene)Ru(II)(TsDPEN)] complexes

The application of enantiomerically-pure ruthenium(II) catalysts containing N - functionalised TsDPEN ligand to the asymmetric transfer hydrogenation of 15 examples of α-heterocyclic acetophenone derivatives is reported. Products of up to 99% ee were formed.

Synthesis of aliphatic α-ketoamides from α-substituted methyl ketones: Via a Cu-catalyzed aerobic oxidative amidation

α-Ketoamides are an important key functional group and have been used as versatile and valuable intermediates and synthons in a variety of functional group transformations. Synthetic methods for making aryl α-ketoamides as drug candidates have been greatly improved through metal-catalyzed aerobic oxidative amidations. However, the preparation of alkyl α-ketoamides through metal-catalyzed aerobic oxidative amidations has not been reported because generating α-ketoamides from aliphatic ketones with two α-carbons theoretically provides two distinct α-ketoamides. Our strategy is to activate the α-carbon by introducing an N-substituent at one of the two α-positions. The key to this strategy is how heterocyclic compounds such as triazoles and imidazoles affect the selectivity of the synthesis of the alkyl α-ketoamides. From this basic concept, and by optimizing the reaction and elucidating the mechanism of the synthesis of aryl α-ketoamides via a copper-catalyzed aerobic oxidative amidation, we prepared fourteen aliphatic α-ketoamides in high yields (48-84%). This journal is

One pot synthesis of α-N-heteroaryl ketone derivatives from aryl ketones using aqueous NaICl2

A simple and efficient method for the synthesis of α-heteroaryl ketones from aryl ketones and amine using aqueous sodium dichloroiodate is established. This method is mild, operationally simple, has a short reaction time, and easy workup procedure to afford the corresponding α-N-heteroaryl ketone derivatives in moderate to good yield.

Diaryl-containing imidazole compound and preparation method and medical application thereof

The invention discloses a diaryl-containing imidazole compound. The invention further discloses application of the diaryl-containing imidazole compound to preparation of drugs for preventing or treating Alzheimer's disease. The inventor screens butyrylcholine esterase and IDO1 as carriers for inhibiting the activity to evaluate the effect of the diaryl imidazole compound to treat Alzheimer's disease, and finds that the diaryl imidazole compound has good in vitro activity, and can be further developed as a precursor substance for performing the Alzheimer's disease resistant effect by inhibitingthe activity of cholinesterase. (The formula is shown in the description).

α-N-Heteroarylation and α-Azidation of Ketones via Enolonium Species

Enolonium species, resulting from the umpolung of ketone enolates by Koser's hypervalent iodine reagents activated by boron trifluoride, react with a variety of nitrogen heterocycles to form α-aminated ketones. The reactions are mild and complete in 4-5 h. Additionally, α-azidation of the enolonium species takes place using trimethylsilyl azide as a convenient source of azide nucleophile.

New azole derivatives showing antimicrobial effects and their mechanism of antifungal activity by molecular modeling studies

Azole antifungals are potent inhibitors of fungal lanosterol 14α demethylase (CYP51) and have been used for eradication of systemic candidiasis clinically. Herein we report the design, synthesis, and biological evaluation of a series of 1-phenyl/1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)ethanol esters. Many of these derivatives showed fungal growth inhibition at very low concentrations. Minimal inhibition concentration (MIC) value of 15 was 0.125?μg/mL against Candida albicans. Additionally, some of our compounds, such as 19 (MIC: 0.25?μg/mL), were potent against resistant C.?glabrata, a fungal strain less susceptible to some first-line antifungal drugs. We confirmed their antifungal efficacy by antibiofilm test and their safety against human monocytes by cytotoxicity assay. To rationalize their mechanism of action, we performed computational analysis utilizing molecular docking and dynamics simulations on the C.?albicans and C.?glabrata CYP51 (CACYP51 and CGCYP51) homology models we built. Leu130 and T131 emerged as possible key residues for inhibition of CGCYP51 by 19.

A METAL FREE PROCESS FOR THE PREPARATION OF ALPHA-SUBSTITUTED CARBONYL COMPOUNDS FROM ALKENES

The present invention discloses a novel metal free process for the regioselective synthesis of α-substituted carbonyl compounds of formula I from alkene, X is selected from the following compounds (A, B).

Substituted imidazole-1-vinyl compound and use thereof

The invention relates to a substituted imidazole-1-ethylene compound as well as a preparation and an application thereof. The substituted imidazole-1-ethylene compound is a compound shown as a formula I, or salts thereof formed with medicinal acids or bases. According to the antifungal activity test performed on eight clinical fungi by the compound provided in the invention, a good fungus killing effect is achieved. The compound can serve as a novel broad-spectrum antifungal activity compound and is developed into antifungal medicines, disinfectants or feed additives.