Document Detail

Imidazo- and triazoloquinolones as antibacterial agents. Synthesis and structure-activity relationships.
MedLine Citation:
PMID:  8582014     Owner:  NLM     Status:  MEDLINE    
4,5-Disubstituted 6-cyclopropyl-6,9-dihydro-9-oxo-1H-imidazo (30-32) and triazolo[4,5-f]quinoline-8-carboxylic acids (33-35) were synthesized starting from 5,6-diaminoquinolones 25. The imidazoquinolones 30-32 were equal or superior to the corresponding triazoloquinolone analogues 33-35 in in vitro antibacterial activity. As for the C-5 substituents, a fluorine atom was the most favorable of the three groups, H, F, and Cl. Among the compounds prepared, 4-(cyclic amino)-5-fluoro-imidazoquinolones 31 a-d showed potent and well-balanced antibacterial activity against both gram-positive and gram-negative bacteria. Structure-activity relationships for the C-4 substituents (cyclic amino groups) were also examined in detail.
M Fujita; H Egawa; M Kataoka; T Miyamoto; J Nakano; J Matsumoto
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Chemical & pharmaceutical bulletin     Volume:  43     ISSN:  0009-2363     ISO Abbreviation:  Chem. Pharm. Bull.     Publication Date:  1995 Dec 
Date Detail:
Created Date:  1996-03-21     Completed Date:  1996-03-21     Revised Date:  2003-11-14    
Medline Journal Info:
Nlm Unique ID:  0377775     Medline TA:  Chem Pharm Bull (Tokyo)     Country:  JAPAN    
Other Details:
Languages:  eng     Pagination:  2123-32     Citation Subset:  IM    
Exploratory Research Laboratories, Dainippon Pharmaceutical Company, Osaka, Japan.
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MeSH Terms
Anti-Infective Agents / chemical synthesis*,  pharmacology
Bacteria / drug effects*
Gram-Negative Bacteria / drug effects
Gram-Positive Bacteria / drug effects
Imidazoles / chemical synthesis*,  pharmacology
Mice, Inbred Strains
Microbial Sensitivity Tests
Pseudomonas Infections / drug therapy
Quinolones / chemical synthesis*,  pharmacology
Structure-Activity Relationship
Triazoles / chemical synthesis*,  pharmacology
Reg. No./Substance:
0/Anti-Infective Agents; 0/Imidazoles; 0/Quinolones; 0/Triazoles

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