2-Chloro-1-(2,4-dichlorophenyl)-3-(1H-imidazol-1-yl)-2-phenylpropan-1-one hydrochloride, a novel, nonmutagenic antibacterial with specific activity against anaerobic bacteria
| Autor: | Jon P. Dickens, G. J. Ellames, Nigel J. Hare, Kevin Robert Lawson, Anthony M. S. Pope, Anthony P. Metters, Peter L. Myers, William R. McKay, Roger Munro Upton |
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| Rok vydání: | 1991 |
| Předmět: |
Ketone
Magnetic Resonance Spectroscopy Chemical Phenomena Stereochemistry Hydrochloride Alkenes Chlorobenzenes Chemical synthesis chemistry.chemical_compound Bacteria Anaerobic Metronidazole Drug Discovery Prodrugs Ferredoxin Chromatography High Pressure Liquid Antibacterial agent chemistry.chemical_classification Mutagenicity Tests Imidazoles Biological activity Haloketone Anti-Bacterial Agents Chemistry chemistry Molecular Medicine Anaerobic bacteria |
| Zdroj: | Journal of medicinal chemistry. 34(8) |
| ISSN: | 0022-2623 |
| Popis: | 1-(2,4-Dichlorophenyl)-2-phenylpropen-1-one (2) is identified as a potent antibacterial agent. A compound, 2-chloro-1-(2,4-dichlorophenyl)-3-(1H-imidazol-1-yl)-2-phenylpropan++ +-1-one (5) has been designed with the intention of its acting as a pro-drug, liberating the lethal species 2 specifically within the target anaerobic bacterial cell following bioreduction by bacterial ferredoxin or related electron transfer proteins. The synthesis and biological activity of 5 is described and compared with the activities of the analogous alpha-bromo ketone 6 and alpha-fluoro ketone 7. Synthesis of 6, 7, and the corresponding alpha-hydroxy ketone 11 is also described. |
| Databáze: | OpenAIRE |
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