46720-41-6

Basic information

• Product Name: Ethanone, 2-(1H-imidazol-1-yl)-1-(4-methoxyphenyl)-
• CAS NO: 46720-41-6
• Molecular Formula: C12H12N2O2
• Molecular Weight: 216.239
• Mol File: 46720-41-6.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Ethanone, 2-(1H-imidazol-1-yl)-1-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2-(1H-imidazol-1-yl)-1-(4-methoxyphenyl)-(46720-41-6)
• EPA Substance Registry System: Ethanone, 2-(1H-imidazol-1-yl)-1-(4-methoxyphenyl)-(46720-41-6)

Safety Data

• Hazardous Substances Data: 46720-41-6(Hazardous Substances Data)

Upstream product

• 288-32-4 1H-imidazole 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 6832-17-3 2-diazo-1-(4-methoxyphenyl)ethanone 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 1226569-88-5 C₁₈H₁₈N₄O 
• 113614-44-1 cis-3,5-bis(4-methoxyophenyl)-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidine 
• 82071-04-3 1-(4-methoxyphenyl)-2-(1H-imidazol-1-yl)ethan-1-ol 
• 119393-47-4 2-(1H-imidazol-1-yl)-1-(4-methoxyphenyl)-N-methylethanimine N-oxide 
• 80168-57-6 1-(4-methoxyphenyl)-2-(1H-imidazol-1-yl) ethanone, 2,4-dichlorophenylhydrazone, hydrochloride 
• 1620824-00-1 imidazo[2,1-a]isoquinolin-5-yl(4-methoxyphenyl)methanone 

Relevant articles and documents

Imidazolylacetophenone oxime-based multifunctional neuroprotective agents: Discovery and structure-activity relationships

Alzheimer's disease (AD) possesses a complex pathogenetic mechanism. Nowadays, multitarget agents are considered to have potential in effectively treating AD via triggering molecules in functionally complementary pathways at the same time. Here, based on the screening (～1400 compounds) against neuroinflammation, an imidazolylacetophenone oxime ether (IOE) was discovered as a novel hit. In order to obtain SARs, a series of imidazolylacetophenone oxime derivatives were constructed, and their C=N bonds were confirmed as the Z configuration by single crystals. These derivatives exhibited potential multifunctional neuroprotective effects including anti-neuroin?ammatory, antioxidative damage, metal-chelating, inhibition of acetylcholinesterase (AChE) properties. Among these derivatives, compound 12i displayed the most potent inhibitory activity against nitric oxide (NO) production with EC50 value of 0.57 μM 12i can dose-dependently suppress the expression of iNOS and COX-2 but not change the expression of HO-1 protein. Moreover, 12i exhibited evidently neuroprotective effects on H2O2-induced PC12 cells damage and ferroptosis without cytotoxicity at 10 μM, as well as selectively metal chelating properties via chelating Cu2+. In addition, 12i showed a mixed-type inhibitory effect on AChE in vitro. The structure-activity relationships (SARs) analysis indicated that dioxolane groups on benzene ring and rigid oxime ester can improve the activity. Parallel artificial membrane permeation assay (PAMPA) also verified that 12i can overcome the blood-brain barrier (BBB). Overall, this is the ?rst report on imidazolylacetophenone oxime-based multifunctional neuroprotective effects, suggesting that this type of compounds might be novel multifunctional agents against AD.

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).

Synthesis and antifungal activity of phenacyl azoles

A new N-(4-methoxyphenacyl)imidazole and three new substituted N-(phenacyl)triazoles were prepared by reaction of the heterocycle with a phenacyl halide. The former ketone and one example of the latter were reduced to the corresponding alcohols. All six compounds were screened in vitro for antifungal activity against two pathogenic fungal strains, Candida albicans (fluconazole-resistant) and Aspergillus fumigatus. The results revealed that most of the compounds showed activity against both strains at 100 μg mL-1and 80 μg mL-1, some comparable with control compound fluconazole. The alcohols were less active than the corresponding ketones.