Discovery and development of the covalent hydrates of trifluoromethylated pyrazoles as riboflavin synthase inhibitors with antibiotic activity against Mycobacterium tuberculosis

Journal of Organic Chemistry

Volumn 74, Issue 15, 2009, Pages 5297-5303

  Zhao, Yujie ^a   Bacher, Adelbert ^b   Illarionov, Boris ^c   Fischer, Markus ^c   Georg, Gunda ^d   Ye, Qi Zhuang ^d   Fanwick, Phillip E ^e   Franzblau, Scott G ^f   Wan, Baojie ^f   Cushman, Mark ^a  

^a PURDUE UNIVERSITY   (United States)

^b Ikosatec GmbH   (Germany)

^c UNIVERSITY OF HAMBURG   (Germany)

^d UNIVERSITY OF KANSAS   (United States)

^e PURDUE UNIVERSITY   (United States)

^f UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVE SITE; ANTIBIOTIC ACTIVITY; BENZENE RING; CHEMICAL EQUATIONS; HIGH-THROUGHPUT SCREENING; INHIBITOR MOLECULES; M. TUBERCULOSIS; METHANONE; MINIMUM INHIBITORY CONCENTRATION; MOLECULAR MODELING STUDIES; MYCOBACTERIUM TUBERCULOSIS; PYRAZOLES; SYNTHASE; SYNTHASE INHIBITOR; SYNTHASES; TRIFLUOROMETHYL;

ANTIBIOTICS; BENZENE; BINDING SITES; CHEMICAL REACTIONS; ELECTRIC BATTERIES; ESCHERICHIA COLI; FOOD ADDITIVES; HIGH TEMPERATURE SUPERCONDUCTORS; HYDRATES;

ENZYMES;

[3 (4 CHLOROPHENYL) 5 HYDROXY 5 (TRIFLUOROMETHYL) 4,5 DIHYDRO 1H PYRAZOL 1 YL](2 TOLYL)METHANONE; [3 (4 CHLOROPHENYL) 5 HYDROXY 5 (TRIFLUOROMETHYL) 4,5 DIHYDRO 1H PYRAZOL 1 YL](3 TOLYL)METHANONE; [3 (4 CHLOROPHENYL) 5 HYDROXY 5 (TRIFLUOROMETHYL) 4,5 DIHYDRO 1H PYRAZOL 1 YL](4 TOLYL)METHANONE; [5 (4 CHLOROPHENYL) 5 HYDROXY 3 (TRIFLUOROMETHYL) 4,5 DIHYDRO 1H PYRAZOL 1 YL](2 TOLYL)METHANONE; [5 (4 CHLOROPHENYL) 5 HYDROXY 3 (TRIFLUOROMETHYL) 4,5 DIHYDRO 1H PYRAZOL 1 YL](3 TOLYL)METHANONE; [5 (4 CHLOROPHENYL) 5 HYDROXY 3 (TRIFLUOROMETHYL) 4,5 DIHYDRO 1H PYRAZOL 1 YL](4 TOLYL)METHANONE; BENZENE; ENZYME INHIBITOR; FLUOROFORM; ISONIAZID; NITROIMIDAZOPYRAN; PYRAZOLE DERIVATIVE; RIBOFLAVIN SYNTHASE; RIFAMPICIN; TUBERCULOSTATIC AGENT; UNCLASSIFIED DRUG;

ANTIMICROBIAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG BINDING; DRUG POTENCY; DRUG SYNTHESIS; ENZYME INHIBITION; ESCHERICHIA COLI; HIGH THROUGHPUT SCREENING; HYDRATION; MINIMUM INHIBITORY CONCENTRATION; MOLECULAR MODEL; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; PHENOTYPE;

ANTI-BACTERIAL AGENTS; BINDING SITES; ENZYME INHIBITORS; HYDROCARBONS, FLUORINATED; HYDROGEN BONDING; MICROBIAL SENSITIVITY TESTS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; MYCOBACTERIUM TUBERCULOSIS; PYRAZOLES; RIBOFLAVIN SYNTHASE; STRUCTURE-ACTIVITY RELATIONSHIP; WATER;

EID: 68049092045     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo900768c     Document Type: Article

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