46503-52-0

Basic information

• Product Name: 1-(2,4-DICHLOROPHENYL)-2-(1H-IMIDAZOLE-1-YL) ETHANONE
• Synonyms: AURORA KA-666;1-(2,4-DICHLOROPHENYL)-2-(1H-IMIDAZOL-1-YL)ETHANONE;1-(2,4-DICHLOROPHENYL)-2-(1H-IMIDAZOLE-1-YL) ETHANONE;1-(2,4-DICHLOROPHENYL)-2-IMIDAZOL-1-YL-ETHANONE;2',4'-DICHLORO-2-IMIDAZOLYLACETOPHENONE;2'-(1H-IMIDAZOLE-1-YL)-2,4-DICHLOROACETOPHENONE;1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-one;2,4'-Dichloro Phenyl-2-Imidazole-1-Ethanone
• CAS NO: 46503-52-0
• Molecular Formula: C₁₁H₈Cl₂N₂O
• Molecular Weight: 255.1
• EINECS: 256-273-3
• Mol File: 46503-52-0.mol
• Article Data: 38

Chemical Properties

• Melting Point: 76-78 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 441.1 °C at 760 mmHg
• Flash Point: 220.6 °C
• Appearance: Off-white solid
• Density: 1.38 g/cm³
• PKA: 5.97±0.10(Predicted)
• CAS DataBase Reference: 1-(2,4-DICHLOROPHENYL)-2-(1H-IMIDAZOLE-1-YL) ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,4-DICHLOROPHENYL)-2-(1H-IMIDAZOLE-1-YL) ETHANONE(46503-52-0)
• EPA Substance Registry System: 1-(2,4-DICHLOROPHENYL)-2-(1H-IMIDAZOLE-1-YL) ETHANONE(46503-52-0)

Safety Data

• Hazardous Substances Data: 46503-52-0(Hazardous Substances Data)

Usage

General Description

The chemical 1-(2,4-dichlorophenyl)-2-(1H-imidazole-1-yl) ethanone is a white to off-white powder that is used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is a ketone compound that contains a dichlorophenyl group and an imidazole ring. This chemical is often used as a building block in the production of antifungal, antibacterial, and anti-inflammatory drugs. It is also utilized in the development of new chemical entities for various therapeutic applications. Additionally, it may have potential uses as a pesticide and in other industrial applications.

Upstream product

• 288-32-4 1H-imidazole 
• 4252-78-2 2,2',4'-trichloroacetophenone 
• 7732-18-5 water 
• 2234-16-4 1-(2,4-dichlorophenyl)ethan-1-one 
• 541-73-1 1,3-Dichlorobenzene 
• 78344-77-1 2-diazo-1-(2,4-dichlorophenyl)ethanone 
• 2631-72-3 2,4-dichlorophenacyl bromide 

Downstream Products

• 104061-06-5 1-[2-(2,4-dichlorophenyl)-2-(4-phenyl-piperazine)vinyl]-1H-imidazole 
• 78202-26-3 2-(2,4-Dichloro-phenyl)-1-imidazol-1-yl-hex-5-en-2-ol 
• 344318-22-5 2-(2,4-Dichloro-phenyl)-1-imidazol-1-yl-3-methyl-pent-4-en-2-ol 
• 152913-53-6 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethanone, 2,6-dichlorophenylhydrazone, hydrochloride 
• 74544-16-4 2,4-dichlorophenyl (2,3,3-trichloro-4-hydroxy-5-imidazol-1-yl)-pent-5-yl ketone 
• 27646-28-2 (S)-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol 
• 27656-21-9 (R)-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethanol 
• 110232-92-3 1,3-bis(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)-prop-2-en-1-one 
• 1429399-73-4 [CuCl₂₍isoconazole)₂] 
• 27523-40-6 Fazol 
• 47447-58-5 1-(2-(2,4-dichlorophenyl)-2-((4-methoxybenzyl)oxy)ethyl)-1H-imidazole 
• 47447-56-3 1-(2-(2,4-dichlorophenyl)-2-((3-methoxybenzyl)oxy)ethyl)-1H-imidazole 
• 47354-10-9 1-(2-(2,4-dichlorophenyl)-2-((4-fluorobenzyl)oxy)ethyl)-1H-imidazole 

Relevant articles and documents

BuChE-IDO1 inhibitor as well as preparation method and application thereof

The invention relates to the field of medicines, and particularly discloses a BuChE-IDO1 inhibitor as well as a preparation method and application thereof. The 7-chlorine-3-substituted benzothiophene part of sertaconazole is chemically modified, the influence of the 7-chlorine-3-substituted benzothiophene part of sertaconazole on the in-vitro inhibitory activity of AChE, BuChE and IDO1 is explored, the target compound is further optimized, and the technical problems that an existing BuChE-IDO1 inhibitor is poor in pertinence and safety are solved. What is explored is that an appropriate substituent group introduced to a 2-benzothiazole ring can form additional interaction with surrounding amino acids and heme iron, so that the binding affinity of the analogue with BuChE and IDO1 is increased, and a new idea is broadened for more efficient and targeted treatment of advanced AD diseases.

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.

Design and Synthesis of Tetrazole- And Pyridine-Containing Itraconazole Analogs as Potent Angiogenesis Inhibitors

Itraconazole, a widely used antifungal drug, was found to possess antiangiogenic activity and is currently undergoing multiple clinical trials for the treatment of different types of cancer. However, it suffers from extremely low solubility and strong interactions with many drugs through inhibition of CYP3A4, limiting its potential as a new antiangiogenic and anticancer drug. To address these issues, a series of analogs in which the phenyl group is replaced with pyridine or fluorine-substituted benzene was synthesized. Among them the pyridine- and tetrazole-containing compound 24 has significantly improved solubility and reduced CYP3A4 inhibition compared to itraconazole. Similar to itraconazole, compound 24 inhibited the AMPK/mTOR signaling axis and the glycosylation of VEGFR2. It also induced cholesterol accumulation in the endolysosome and demonstrated binding to the sterol-sensing domain of NPC1 in a simulation study. These results suggested that compound 24 may serve as an attractive candidate for the development of a new generation of antiangiogenic drug.