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    Chemistry

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    Also known as: 182760-06-1, Er-30346, Bms-207147, Er 30346, Bms 207147, Ravuconazole [inn]
    Molecular Formula
    C22H17F2N5OS
    Molecular Weight
    437.5  g/mol
    InChI Key
    OPAHEYNNJWPQPX-RCDICMHDSA-N
    FDA UNII
    95YH599JWV
    Ravuconazole
    Ravuconazole is a triazole with antifungal activity. Ravuconazole inhibits 14a demethylase, an enzyme involved in sterol synthesis, resulting in lysis of the fungal cell wall and fungal cell death. (NCI04)
    1 2D Structure

    Ravuconazole

    2 Identification
    2.1 Computed Descriptors
    2.1.1 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
    2.1.2 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
    2.1.3 InChI Key
    OPAHEYNNJWPQPX-RCDICMHDSA-N
    2.1.4 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
    2.1.5 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
    2.2 Other Identifiers
    2.2.1 UNII
    95YH599JWV
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 3-(4-(4-cyanophenyl)thiazol-2-yl)-2-(2,4-difluorophenyl)-1-(1h-1,2,4-triazol-1-yl)-2-butanol

    2. Bms-207147

    3. Er 30346

    4. Er-30346

    2.3.2 Depositor-Supplied Synonyms

    1. 182760-06-1

    2. Er-30346

    3. Bms-207147

    4. Er 30346

    5. Bms 207147

    6. Ravuconazole [inn]

    7. 95yh599jwv

    8. 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

    9. 194798-96-4

    10. P-(2-((alphar,betar)-2,4-difluoro-beta-hydroxy-alpha-methyl-beta-(1h-1,2,4-triazol-1-ylmethyl)phenethyl)-4-thiazolyl)benzonitrile

    11. Rcz

    12. 4-(2-((2r,3r)-rel-3-(2,4-difluorophenyl)-3-hydroxy-4-(1h-1,2,4-triazol-1-yl)butan-2-yl)thiazol-4-yl)benzonitrile

    13. 4-[2-[(1r,2r)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1,2,4-triazol-1-yl)propyl]thiazol-4-yl]benzonitrile

    14. Benzonitrile, 4-[2-[(1r,2r)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1h-1,2,4-triazol-1-yl)propyl]-4-thiazolyl]-

    15. Ravuconazol

    16. Ravuconazolum

    17. Unii-95yh599jwv

    18. Benzonitrile, 4-(2-((1r,2r)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1h-1,2,4-triazol-1-yl)propyl)-4-thiazolyl)-

    19. Ravuconazole (prop.inn)

    20. Ravuconazole [mi]

    21. Bms-207147/ravuconazole

    22. Ravuconazole [mart.]

    23. Ravuconazole [who-dd]

    24. Schembl939026

    25. Chembl294029

    26. Dtxsid40171329

    27. Chebi:143825

    28. Zinc600547

    29. Bcp05803

    30. Ex-a3369

    31. Bdbm50011476

    32. Bms-20714

    33. Mfcd00941002

    34. Akos015962202

    35. Bcp9000424

    36. Cs-6927

    37. Db06440

    38. Bms-207,147

    39. 3-(4-(4-cyanophenyl)thiazol-2-yl)-2-(2,4-difluorophenyl)-1-(1h-1,2,4-triazol-1-yl)-2-butanol

    40. 4-[2-[(1r,2r)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1h-1,2,4-triazol-1-yl)propyl]-4-thiazolyl]benzonitrile

    41. Hy-14272

    42. D02556

    43. A855884

    44. Q7296826

    45. Bms 207147;er 30346;bms207147;er30346;bms-207147;er-30346

    46. (1r,2r)-4-[2-[2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]thiazol-4-yl]benzonitrile

    47. (2r,3r)-3-[4-(4-cyanophenyl)thiazol-2-yl]-1-(1h-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-butan-2-ol

    48. (2r,3r)-3-[4-(4-cyanophenyl)thiazol-2-yl]-2-(2,4-difluorophenyl)-1-(1h-1,2,4-triazol-1-yl)butan-2-ol

    49. 4-(2-((2r,3r)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1h-1,2,4-triazol-1-yl)butan-2-yl)thiazol-4-yl)benzonitrile

    50. 4-[2-[(2r,3r)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)b Utan-2-yl]-1,3-thiazol-4-yl]benzonitrile

    51. Benzonitrile, 4-[2-[(1r,2r)-2-(2,4-difluro-phenyl)-2-hydroxy-1-methyl-3-(1h-1,2,4-triazol-1-yl)propyl]-4-thiazolyl]-

    52. Benzonitrile, 4-[2-[2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1h-1,2,4-triazol-1-yl)propyl]-4-thiazolyl]-, [r-(r*,r*)]-

    2.4 Create Date
    2005-08-01
    3 Chemical and Physical Properties
    Molecular Weight 437.5 g/mol
    Molecular Formula C22H17F2N5OS
    XLogP33.5
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count6
    Exact Mass437.11218768 g/mol
    Monoisotopic Mass437.11218768 g/mol
    Topological Polar Surface Area116 Ų
    Heavy Atom Count31
    Formal Charge0
    Complexity657
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Investigated for use/treatment in fungal infections, aspergillosis, candidiasis, and onychomycosis.

    API Reference Price

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    06-Apr-2021
    23-Mar-2023
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