24155-32-6

Basic information

• Product Name: 1-(4-CHLOROPHENYL)-2-(1H-IMIDAZOL-1-YL)-1-ETHANONE
• Synonyms: 1-(4-CHLOROPHENYL)-2-(1H-IMIDAZOL-1-YL)-1-ETHANONE;1-(4-CHLOROPHENYL)-2-(1H-IMIDAZOL-1-YL)-ETHANONE;1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-one;1-(4-CHLOROPHENYL)-2-(1H-IMIDAZOL-1-YL)-1-ETHANONE(WXG02313)
• CAS NO: 24155-32-6
• Molecular Formula: C₁₁H₉ClN₂O
• Molecular Weight: 220.65
• EINECS: 246-040-4
• Mol File: 24155-32-6.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 442.7 °C at 760 mmHg
• Flash Point: 221.6 °C
• Appearance: /
• Density: 1.26 g/cm³
• Vapor Pressure: 4.9E-08mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 1-(4-CHLOROPHENYL)-2-(1H-IMIDAZOL-1-YL)-1-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-CHLOROPHENYL)-2-(1H-IMIDAZOL-1-YL)-1-ETHANONE(24155-32-6)
• EPA Substance Registry System: 1-(4-CHLOROPHENYL)-2-(1H-IMIDAZOL-1-YL)-1-ETHANONE(24155-32-6)

Safety Data

• Hazardous Substances Data: 24155-32-6(Hazardous Substances Data)

Usage

General Description

1-(4-Chlorophenyl)-2-(1H-imidazol-1-yl)-1-ethanone, also known as Clotrimazole, is an antifungal medication commonly used to treat various fungal infections such as yeast infections, ringworm, jock itch, and athlete's foot. It works by disrupting the synthesis of ergosterol, a vital component of the fungal cell membrane, leading to the weakening and ultimately the death of the fungus. Clotrimazole belongs to the imidazole class of antifungal agents and is available in various forms including creams, ointments, and troches for oral use. It is generally well-tolerated, with common side effects including skin irritation and burning sensation at the site of application. Overall, Clotrimazole is a widely used and effective medication for the treatment of fungal infections.

InChI:InChI=1/C11H9ClN2O/c12-10-3-1-9(2-4-10)11(15)7-14-6-5-13-8-14/h1-6,8H,7H2

Upstream product

• 288-32-4 1H-imidazole 
• 99-91-2 para-chloroacetophenone 
• 937-20-2 p-chlorophenacyl chloride 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 176382-47-1 1-(4-chlorophenyl)-2-(2-imidazolyl)-1-ethanone 

Relevant articles and documents

New Anti-Seizure (Arylalkyl)azole Derivatives: Synthesis, In Vivo and In Silico Studies

(Arylalkyl)azoles are a class of antiepileptic compounds including nafimidone, denzimol, and loreclezole (LRZ). Nafimidone and denzimol are thought to inhibit voltage-gated sodium channels (VGSCs) and enhance γ-aminobutyric acid (GABA)-mediated response. LRZ, a positive allosteric modulator of A-type GABA receptors (GABAARs), was reported to be sensitive to Asn265 of the β2/β3 subunit. Here, we report new N-[1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)ethylidene]hydroxylamine esters showing anticonvulsant activity in animal models, including the 6-Hz psychomotor seizure test, a model for therapy-resistant partial seizure. We performed molecular docking studies for our active compounds using GABAAR and VGSC homology models. They predicted high affinity to the benzodiazepine binding site of GABAAR in line with the experimental results. Also, the binding mode and interactions of LRZ in its putative allosteric binding site of GABAAR is elucidated.

Novel BuChE-IDO1 inhibitors from sertaconazole: Virtual screening, chemical optimization and molecular modeling studies

In our effort towards the identification of novel BuChE-IDO1 dual-targeted inhibitor for the treatment of Alzheimer's disease (AD), sertaconazole was identified through a combination of structure-based virtual screening followed by MM-GBSA rescoring. Preliminary chemical optimization was performed to develop more potent and selective sertaconazole analogues. In consideration of the selectivity and the inhibitory activity against target proteins, compounds 5c and 5d were selected for the next study. Further modification of compound 5c led to the generation of compound 10g with notably improved selectivity towards BuChE versus AChE. The present study provided us with a good starting point to further design potent and selective BuChE-IDO1 inhibitors, which may benefit the treatment of late stage AD.

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.