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ravuconazole

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ravuconazole

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Ravuconazole (codenamed BMS-207147 and ER-30346) is a potent triazole antifungal, the development of which was discontinued in 2007. The drug has shown to have a similar spectrum of activity to voriconazole, with an increased half-life. However, ravuconazole has limited activity against species of Fusarium, Scedosporium, and Zygomycetes.

Chemical data

Formula
C22H17F2N5OS
Molecular weight
437.5 g/mol
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
SMILES
C[C@@H](C1=NC(=CS1)C2=CC=C(C=C2)C#N)[C@](CN3C=NC=N3)(C4=C(C=C(C=C4)F)F)O
InChIKey
OPAHEYNNJWPQPX-RCDICMHDSA-N
XLogP
3.5
Polar surface area
116 Ų
H-bond donors
1
H-bond acceptors
8
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule
Indications
fungal infectious disease

via ChEMBL · EBI

Wikidata facts

Mass
437.112
Show 4 more facts
chemical formula
C₂₂H₁₇F₂N₅OS
canonical SMILES
CC(C1=NC(=CS1)C2=CC=C(C=C2)C#N)C(CN3C=NC=N3)(C4=C(C=C(C=C4)F)F)O
isomeric SMILES
C[C@@H](C1=NC(=CS1)C2=CC=C(C=C2)C#N)[C@](CN3C=NC=N3)(C4=C(C=C(C=C4)F)F)O
Commons category
Ravuconazole
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

3 sections
Contents
  • See also
  • References
  • External links

Ravuconazole (codenamed BMS-207147 and ER-30346) is a potent triazole antifungal, the development of which was discontinued in 2007. The drug has shown to have a similar spectrum of activity to voriconazole, with an increased half-life. However, ravuconazole has limited activity against species of Fusarium, Scedosporium, and Zygomycetes.

== See also == Albaconazole Fosravuconazole, a prodrug of ravuconazole Isavuconazole

Excerpted from Wikipedia’s “ravuconazole” article, available under the CC BY-SA 4.0 licence.

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