453548-59-9

Basic information

• Product Name: Ethanone, 1-imidazo[1,2-a]pyrimidin-3-yl- (9CI)
• Synonyms: Ethanone, 1-imidazo[1,2-a]pyrimidin-3-yl- (9CI);1-Imidazo[1,2-a]pyrimidin-3-yl- thanone;1-(Imidazo[1,2-a]pyrimidin-3-yl)ethanone
• CAS NO: 453548-59-9
• Molecular Formula: C8H7N3O
• Molecular Weight: 161.16068
• Product Categories: ACETYLGROUP;AMINETERTIARY
• Mol File: 453548-59-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.333 g/cm³
• CAS DataBase Reference: Ethanone, 1-imidazo[1,2-a]pyrimidin-3-yl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-imidazo[1,2-a]pyrimidin-3-yl- (9CI)(453548-59-9)
• EPA Substance Registry System: Ethanone, 1-imidazo[1,2-a]pyrimidin-3-yl- (9CI)(453548-59-9)

Safety Data

• Hazardous Substances Data: 453548-59-9(Hazardous Substances Data)

Usage

General Description

Ethanone, 1-imidazo[1,2-a]pyrimidin-3-yl- (9CI) is a chemical compound with the molecular formula C7H6N4O. It is a heterocyclic compound containing an imidazole ring fused to a pyrimidine ring, and a ketone functional group. The chemical is often used in pharmaceutical research and drug development due to its potential biological activities. Its structure and properties make it suitable for exploring its potential as a drug candidate for various medicinal applications, including as a potential antiviral, antifungal, or antitumor agent. The compound's specific pharmacological activity and potential therapeutic uses are the subject of ongoing research and scientific exploration.

Upstream product

• 78-95-5 chloroacetone 
• 109-12-6 2-aminopyrimidine 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 

Downstream Products

• 1417564-73-8 C₁₈H₁₄N₆O₂ 
• 1417564-66-9 C₂₄H₂₀N₈O 
• 1417564-79-4 C₁₉H₁₆N₆O₂ 
• 1417564-71-6 C₂₅H₂₂N₈O 

Relevant articles and documents

Nocarimidazoles C and D, antimicrobial alkanoylimidazoles from a coral-derived actinomycete Kocuria sp.: Application of 1JC,H coupling constants for the unequivocal determination of substituted imidazoles and stereochemical diversity of anteisoalkyl chains in microbial metabolites

Chemical investigation of secondary metabolites from a marine-derived actinomycete strain of the genus Kocuria, isolated from a stony coral Mycedium sp., led to the identification of two new alkanoylimidazoles, nocarimidazoles C (1) and D (2) as well as three known congeners, nocarimidazoles A (3) and B (4) and bulbimidazole A (5). Structure analysis of 1 and 2 by NMR and MS revealed that both are 4-alkanoyl-5-aminoimidazoles with a 6-methyloctanoyl or decanoyl chain, respectively. Two possible positions of the amino group on the imidazole rings (C-2 and C-5) posed a challenge in the structure study, which was settled by the measurement of 1JC,H coupling constants for comparison with those of synthetically prepared model imidazoles. The absolute configurations of the anteisoalkanoyl group present in 1, 4, and 5 were determined by low-temperature HPLC analysis of the degradation products labeled with a chiral anthracene reagent, which revealed that 1 is a mixture of the R- and S-enantiomers with a ratio of 73:27, 4 is the pure (S)-enantiomer, and 5 is the (S)-enantiomer with 98% ee. The present study illustrates the diversity in the stereochemistry of anteiso branching in bacterial metabolites. Compounds 1-4 were moderately antimicrobial against Gram-positive bacteria and fungi, with MIC ranges of 6.25-25 μg/mL.

Therapeutic compounds

The invention provides a compound of formula I: or a salt thereof, wherein R2-R4 and p have any of the values described in the specification, as well as compositions comprising a compound of formula I. The compounds are useful as ant