New selective carbonic anhydrase IX inhibitors: Synthesis and pharmacological evaluation of diarylpyrazole-benzenesulfonamides

Bioorganic and Medicinal Chemistry

Volumn 21, Issue 6, 2013, Pages 1451-1464

  Rogez Florent, Tiphaine ^a,b   Meignan, Samuel ^a,c   Foulon, Catherine ^a   Six, Perrine ^a,b   Gros, Abigaëlle ^a,c   Bal Mahieu, Christine ^a,c   Supuran, Claudiu T ^d   Scozzafava, Andrea ^d   Frédérick, Raphaël ^e   Masereel, Bernard ^e   Depreux, Patrick ^a,b   Lansiaux, Amélie ^a,c   Goossens, Jean François ^a   Gluszok, Sébastien ^a,b   Goossens, Laurence ^a,b  

^a UNIV LILLE   (France)

^b Faculté des Sciences Pharmaceutiques et Biologiques Université de Lille   (France)

^c CENTRE OSCAR LAMBRET   (France)

^d UNIVERSITY OF FLORENCE   (Italy)

^e UNIVERSITY OF NAMUR   (Belgium)

Author keywords

Aryl sulfonamide inhibitors; Breast cancer; Carbonic anhydrase; Doxorubicin; Hypoxia; Pyrazole

Indexed keywords

1 (3 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 (6 METHOXY 2 NAPHTHALENYL) 1H PYRAZOLE; 1 (3 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 NAPHTHYL 1H PYRAZOLE; 1 (3 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 PHENYL 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 3 HYDROXYETHYL 5 PHENYL 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 (1 NAPHTHYL) 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 (2 METHOXYPHENYL) 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 (2 NAPHTHYL) 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 (2 PHENANTRYL) 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 (3 METHOXYPHENYL) 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 (4 BROMOPHENYL) 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 (4 METHOXYPHENYL) 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 (4 TOLYL) 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 (5 BROMO 6 METHOXYNAPHTALEN 2 YL) 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 (6 METHOXYNAPHTALEN 2 YL) 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 PHENYL 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 3 HYDROXYMETHYL 5 PYRIDINYL 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 4 HYDROXYMETHYL 5 (2 NAPHTHYL) 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 4 HYDROXYMETHYL 5 (6 METHOXY 2 NAPHTALENYL) 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 4 HYDROXYMETHYL 5 PHENYL 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 5 HYDROXYMETHYL 3 (2 NAPHTHYL) 1H PYRAZOLE; 1 (4 AMINOSULFONYLPHENYL) 5 HYDROXYMETHYL 3 PHENYL 1H PYRAZOLE; 4 (5 ARYL 2 HYDROXYMETHYL PYRAZOL 1 YL)BENZENESULFONAMIDE; CARBONATE DEHYDRATASE INHIBITOR; CARBONATE DEHYDRATASE IX; CARBONATE DEHYDRATASE IX INHIBITOR; DOXORUBICIN; SULFONAMIDE; UNCLASSIFIED DRUG;

ANTIPROLIFERATIVE ACTIVITY; ARTICLE; BINDING KINETICS; BREAST CANCER; CELL LINE; CELL STRAIN MDA MB 231; DRUG BINDING; DRUG CYTOTOXICITY; DRUG POTENCY; DRUG SCREENING; DRUG SELECTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME ACTIVE SITE; ENZYME INHIBITION; HYPOXIA; MOLECULAR MODEL; SIMULATION;

ANTIGENS, NEOPLASM; BINDING SITES; CARBONIC ANHYDRASE INHIBITORS; CARBONIC ANHYDRASES; CATALYTIC DOMAIN; CELL LINE, TUMOR; CELL PROLIFERATION; HUMANS; KINETICS; MOLECULAR DOCKING SIMULATION; PROTEIN BINDING; PYRAZOLES; STRUCTURE-ACTIVITY RELATIONSHIP; SULFONAMIDES;

EID: 84874529763     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.10.029     Document Type: Article

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