Design, Synthesis, and Biological Evaluation of 1-[(Biarylmethyl)methylamino]-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ols as Potent Antifungal Agents: New Insights into Structure-Activity Relationships

ChemMedChem

Volumn 6, Issue 10, 2011, Pages 1806-1815

  Guillon, Rémi ^a   Pagniez, Fabrice ^a   Rambaud, Charlotte ^a   Picot, Carine ^a   Duflos, Muriel ^a   Logé, Cédric ^a   LePape, Patrice ^a  

^a UNIVERSITÉ DE NANTES   (France)

Author keywords

Antifungal agents; Azoles; Candida albicans; CYP51 inhibitors; Structure activity relationships

Indexed keywords

1 [[3 (4 CYANOPHENYL)BENZYL]METHYLAMINO] 2 (2,4 DIFLUOROPHENYL) 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; 1 [[4 (4 CYANOPHENYL)BENZYL]METHYLAMINO] 2 (2,4 DIFLUOROPHENYL) 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; 1 [[4 (4 TRIFLUOROMETHYLPHENYL)BENZYL]METHYLAMINO] 2 (2,4 DIFLUOROPHENYL) 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; 1 [[4 (6 AMINOPYRIDIN 3 YL)BENZYL]METHYLAMINO] 2 (2,4 DIFLUOROPHENYL) 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; 1 [[4 (6 BROMOPYRIDIN 3 YL)BENZYL]METHYLAMINO] 2 (2,4 DIFLUOROPHENYL) 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; 2 (2,4 DIFLUOROPHENYL) 1 [(BIPHENYL 3 YLMETHYL)METHYLAMINO] 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; 2 (2,4 DIFLUOROPHENYL) 1 [(BIPHENYL 4 YLMETHYL)METHYLAMINO] 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; 2 (2,4 DIFLUOROPHENYL) 1 [[3 (PYRIDIN 3 YL)BENZYL]METHYLAMINO] 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; 2 (2,4 DIFLUOROPHENYL) 1 [[4 (1 METHYLPYRAZOL 4 YL)BENZYL]METHYLAMINO] 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; 2 (2,4 DIFLUOROPHENYL) 1 [[4 (4 METHOXYPHENYL)BENZYL]METHYLAMINO] 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; 2 (2,4 DIFLUOROPHENYL) 1 [[4 (4 NITROPHENYL)BENZYL]METHYLAMINO] 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; 2 (2,4 DIFLUOROPHENYL) 1 [[4 (6 MORPHOLIN 4 YLPYRIDIN 3 YL)BENZYL]METHYLAMINO] 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; 2 (2,4 DIFLUOROPHENYL) 1 [[4 (PYRIDIN 3 YL)BENZYL]METHYLAMINO] 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; 2 (2,4 DIFLUOROPHENYL) 1 [[4 (PYRIDIN 4 YL)BENZYL]METHYLAMINO] 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; 2 (2,4 DIFLUOROPHENYL) 1 [[4 [6 (DIPHENYLMETHYLIDENEAMINO)PYRIDIN 3 3 YL]BENZYL]METHYLAMINO] 3 (1H 1,2,4 TRIAZOL 1 YL)PROPAN 2 OL; ANTIFUNGAL AGENT; BENZYLAMINE DERIVATIVE; FLUCONAZOLE; ITRACONAZOLE; N [5 [4 [[[2 (2,4 DIFLUOROPHENYL) 2 HYDROXY 3 (1H 1,2,4 TRIAZOL 1 YL)PROPYL]METHYLAMINO]METHYL]PHENYL]PYRIDIN 2 YL]BENZENESULFONAMIDE; N [5 [4 [[[2 (2,4 DIFLUOROPHENYL) 2 HYDROXY 3 (1H 1,2,4 TRIAZOL 1 YL)PROPYL]METHYLAMINO]METHYL]PHENYL]PYRIDIN 2 YL]METHANESULFONAMIDE; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG; VORICONAZOLE;

ANTIFUNGAL ACTIVITY; ANTIFUNGAL RESISTANCE; ANTIFUNGAL SUSCEPTIBILITY; ARTICLE; ASPERGILLUS FUMIGATUS; CANDIDA ALBICANS; CANDIDA GLABRATA; CANDIDA KRUSEI; CANDIDA PARAPSILOSIS; CONTROLLED STUDY; DRUG BIOAVAILABILITY; DRUG DESIGN; DRUG SYNTHESIS; GENE OVEREXPRESSION; IN VITRO STUDY; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; POINT MUTATION; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION;

ANTIFUNGAL AGENTS; ASPERGILLUS FUMIGATUS; BINDING SITES; CANDIDA ALBICANS; CATALYTIC DOMAIN; COMPUTER SIMULATION; DRUG DESIGN; FLUCONAZOLE; HYDROGEN BONDING; MICROBIAL SENSITIVITY TESTS; PROPANOLS; STEROL 14-DEMETHYLASE; STRUCTURE-ACTIVITY RELATIONSHIP; TRIAZOLES;

EID: 80053404739     PISSN: 18607179     EISSN: 18607187     Source Type: Journal    
DOI: 10.1002/cmdc.201100262     Document Type: Article

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