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Ravuconazole

CAS No.:
182760-06-1
Catalog Number:
AG00244E
Molecular Formula:
C22H17F2N5OS
Molecular Weight:
437.4651
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$105
- +
2mg
99%
1 week
United States
$140
- +
5mg
≥98%
1 week
United States
$179
- +
10mg
≥98%
1 week
United States
$276
- +
25mg
≥98%
1 week
United States
$543
- +
50mg
99%
1 week
United States
$940
- +
Product Description
Catalog Number:
AG00244E
Chemical Name:
Ravuconazole
CAS Number:
182760-06-1
Molecular Formula:
C22H17F2N5OS
Molecular Weight:
437.4651
MDL Number:
MFCD00941002
IUPAC Name:
4-[2-[(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]-1,3-thiazol-4-yl]benzonitrile
InChI:
InChI=1S/C22H17F2N5OS/c1-14(21-28-20(10-31-21)16-4-2-15(9-25)3-5-16)22(30,11-29-13-26-12-27-29)18-7-6-17(23)8-19(18)24/h2-8,10,12-14,30H,11H2,1H3/t14-,22+/m0/s1
InChI Key:
OPAHEYNNJWPQPX-RCDICMHDSA-N
SMILES:
N#Cc1ccc(cc1)c1csc(n1)[C@@H]([C@@](c1ccc(cc1F)F)(Cn1cncn1)O)C
UNII:
95YH599JWV
Properties
Complexity:
657  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
437.112g/mol
Formal Charge:
0
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
437.469g/mol
Monoisotopic Mass:
437.112g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
116A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.5  
Literature
Title Journal
Design, synthesis, and structure-activity relationship studies of novel fused heterocycles-linked triazoles with good activity and water solubility. Journal of medicinal chemistry 20140508
Hybrids of ravuconazole: synthesis and biological evaluation. European journal of medicinal chemistry 20120801
Newer antifungal agents. Expert review of anti-infective therapy 20110301
In vitro and in vivo antifungal susceptibilities of the Mucoralean fungus Cunninghamella. Antimicrobial agents and chemotherapy 20101101
[Recent advances in the study of new antifungal lead compounds]. Yao xue xue bao = Acta pharmaceutica Sinica 20100801
Antifungal susceptibility profile of human-pathogenic species of Lichtheimia. Antimicrobial agents and chemotherapy 20100701
Onychomycosis. Clinics in dermatology 20100304
Novel triazole antifungal drugs: focus on isavuconazole, ravuconazole and albaconazole. Current opinion in investigational drugs (London, England : 2000) 20100201
In vitro interactions between antifungals and immunosuppressive drugs against zygomycetes. Antimicrobial agents and chemotherapy 20090801
Activity of posaconazole and other antifungal agents against Mucorales strains identified by sequencing of internal transcribed spacers. Antimicrobial agents and chemotherapy 20090401
Trends in species distribution and susceptibility of bloodstream isolates of Candida collected in Monterrey, Mexico, to seven antifungal agents: results of a 3-year (2004 to 2007) surveillance study. Journal of clinical microbiology 20080901
In vitro antifungal susceptibility and molecular characterization of clinical isolates of Fusarium verticillioides (F. moniliforme) and Fusarium thapsinum. Antimicrobial agents and chemotherapy 20080601
Discovery of novel indazole-linked triazoles as antifungal agents. Bioorganic & medicinal chemistry letters 20070615
Antifungal susceptibilities of the species of the Pseudallescheria boydii complex. Antimicrobial agents and chemotherapy 20061201
Multi-azole resistance in Aspergillus fumigatus. International journal of antimicrobial agents 20061101
Triazole-polyene antagonism in experimental invasive pulmonary aspergillosis: in vitro and in vivo correlation. The Journal of infectious diseases 20061001
Newer triazole antifungal agents: pharmacology, spectrum, clinical efficacy and limitations. Expert opinion on investigational drugs 20060601
In vitro activities of new and conventional antimycotics against fluconazole-susceptible and non-susceptible Brazilian Candida spp. isolates. Mycoses 20060501
The effect of ravuconazole on the pharmacokinetics of nelfinavir in healthy male volunteers. Journal of clinical pharmacology 20060201
In vitro activity of ravuconazole against 923 clinical isolates of nondermatophyte filamentous fungi. Antimicrobial agents and chemotherapy 20051201
Compartmental pharmacokinetics and tissue distribution of the antifungal triazole ravuconazole following intravenous administration of its di-lysine phosphoester prodrug (BMS-379224) in rabbits. The Journal of antimicrobial chemotherapy 20051101
Advances in antifungal therapy. The Pediatric infectious disease journal 20051001
Antifungal agents in children. Pediatric clinics of North America 20050601
In vitro activities of new and established triazoles against opportunistic filamentous and dimorphic fungi. Medical mycology 20050501
In vitro activities of posaconazole, ravuconazole, terbinafine, itraconazole and fluconazole against dermatophyte, yeast and non-dermatophyte species. Medical mycology 20050301
Clinical evaluation of the Sensititre YeastOne colorimetric antifungal plate for antifungal susceptibility testing of the new triazoles voriconazole, posaconazole, and ravuconazole. Journal of clinical microbiology 20041001
Effects of several antifungal drug combinations against clinical and environmental isolates of Cryptococcus neoformans from China. Mycoses 20040801
In vitro susceptibilities of rare Candida bloodstream isolates to ravuconazole and three comparative antifungal agents. Diagnostic microbiology and infectious disease 20040201
In vitro interactions of licensed and novel antifungal drugs against Fusarium spp. Diagnostic microbiology and infectious disease 20040101
In vitro activity of ravuconazole against Zygomycetes, Scedosporium and Fusarium isolates. Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases 20031201
Phosphonooxymethyl prodrugs of the broad spectrum antifungal azole, ravuconazole: synthesis and biological properties. Bioorganic & medicinal chemistry letters 20031103
Activities of caspofungin, itraconazole, posaconazole, ravuconazole, voriconazole, and amphotericin B against 448 recent clinical isolates of filamentous fungi. Journal of clinical microbiology 20030801
New antifungal agents. Dermatologic clinics 20030701
Combination therapy in treatment of experimental pulmonary aspergillosis: synergistic interaction between an antifungal triazole and an echinocandin. The Journal of infectious diseases 20030615
In vivo pharmacodynamics of a new triazole, ravuconazole, in a murine candidiasis model. Antimicrobial agents and chemotherapy 20030401
In vitro and in vivo activities of ravuconazole on Trypanosoma cruzi, the causative agent of Chagas disease. International journal of antimicrobial agents 20030101
[Present status and future prospects of azole antifungal agents in Japan]. The Japanese journal of antibiotics 20021201
Laboratory evaluation of new antifungal agents against rare and refractory mycoses. Current opinion in infectious diseases 20021201
Synthesis of novel water soluble benzylazolium prodrugs of lipophilic azole antifungals. Bioorganic & medicinal chemistry letters 20021007
In vitro activity of three new triazoles and one echinocandin against Candida bloodstream isolates from cancer patients. The Journal of antimicrobial chemotherapy 20020701
In vitro activities of ravuconazole and voriconazole compared with those of four approved systemic antifungal agents against 6,970 clinical isolates of Candida spp. Antimicrobial agents and chemotherapy 20020601
Clinical evaluation of a frozen commercially prepared microdilution panel for antifungal susceptibility testing of seven antifungal agents, including the new triazoles posaconazole, ravuconazole, and voriconazole. Journal of clinical microbiology 20020501
Antifungal activities of posaconazole, ravuconazole, and voriconazole compared to those of itraconazole and amphotericin B against 239 clinical isolates of Aspergillus spp. and other filamentous fungi: report from SENTRY Antimicrobial Surveillance Program, 2000. Antimicrobial agents and chemotherapy 20020401
Ravuconazole Eisai/Bristol-Myers Squibb. Current opinion in investigational drugs (London, England : 2000) 20020401
Efficacy of ravuconazole in treatment of systemic murine histoplasmosis. Antimicrobial agents and chemotherapy 20020301
Penetration of ravuconazole, a new triazole antifungal, into rat tissues. Chemotherapy 20020301
Efficacy of ravuconazole (BMS-207147) in a guinea pig model of disseminated aspergillosis. The Journal of antimicrobial chemotherapy 20020201
Antifungals: what's in the pipeline. Current opinion in microbiology 20011001
In vitro activities of four novel triazoles against Scedosporium spp. Antimicrobial agents and chemotherapy 20010701
Effect of ravuconazole, a new triazole antifungal, in a rat intraabdominal abscess model. Chemotherapy 20010101
Efficacies of two new antifungal agents, the triazole ravuconazole and the echinocandin LY-303366, in an experimental model of invasive aspergillosis. Antimicrobial agents and chemotherapy 20001201
In vitro activity of the new triazole BMS-207147 against Aspergillus species in comparison with itraconazole and amphotericin B. Antimicrobial agents and chemotherapy 20000201
In vitro antifungal activity of BMS-207147 and itraconazole against yeast strains that are non-susceptible to fluconazole. Diagnostic microbiology and infectious disease 19991001
In vitro susceptibilities of Candida bloodstream isolates to the new triazole antifungal agents BMS-207147, Sch 56592, and voriconazole. Antimicrobial agents and chemotherapy 19981201
New azole antifungals. 2. Synthesis and antifungal activity of heterocyclecarboxamide derivatives of 3-amino-2-aryl-1-azolyl-2-butanol. Journal of medicinal chemistry 19980521
New azole antifungals. 3. Synthesis and antifungal activity of 3-substituted-4(3H)-quinazolinones. Journal of medicinal chemistry 19980521
In vitro activity of a new oral triazole, BMS-207147 (ER-30346). Antimicrobial agents and chemotherapy 19980201
In vitro and in vivo antifungal activities of ER-30346, a novel oral triazole with a broad antifungal spectrum. Antimicrobial agents and chemotherapy 19961001
Efficacy of ER-30346, a novel oral triazole antifungal agent, in experimental models of aspergillosis, candidiasis, and cryptococcosis. Antimicrobial agents and chemotherapy 19961001
Properties