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

Downstream Products

• 114372-39-3 trans-5-<(4-chlorophenoxy)methyl>-3-(4-chlorophenyl)-3-<(1H-imidazol-1-yl)methyl>-2-methylisoxazolidine 
• 114372-38-2 cis-5-<(4-chlorophenoxy)methyl>-3-(4-chlorophenyl)-3-<(1H-imidazol-1-yl)methyl>-2-methylisoxazolidine 
• 119393-45-2 1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)-N-methylethanimine N-oxide 
• 115797-11-0 1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)-N-(4-methoxybenzyl)ethanimine N-oxide 
• 104080-58-2 cis- and trans-2-(4-Chlorophenyl)-2-<(1H-imidazol-1-yl)methyl>-1,3-dioxolane-4-methanol 
• 178172-70-8 (±)-1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)ethanol 

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.

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.

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.