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    Faropenem

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    MARKET PLACE

    PharmaCompass
    $ API Ref.Price (USD/KG) : 883Xls

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    2D Structure
    Also known as: Fropenem, 106560-14-9, Faropenem sodium, Faropenem sodium hydrate, (5r,6s)-6-[(1r)-1-hydroxyethyl]-7-oxo-3-[(2r)-oxolan-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, (5r,6s)-6-[(1r)-1-hydroxyethyl]-7-oxo-3-[(2r)-tetrahydrofuran-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
    Molecular Formula
    C12H15NO5S
    Molecular Weight
    285.32  g/mol
    InChI Key
    HGGAKXAHAYOLDJ-FHZUQPTBSA-N
    FDA UNII
    F52Y83BGH3
    Faropenem is a penem with a tetrahydrofuran substituent at position C2, with broad-spectrum antibacterial activity against many gram-positive and gram-negative aerobes and anaerobes. Compared with imipenem, faropenem has improved chemical stability and reduced central nervous system effects. In addition, faropenem is resistant to hydrolysis by many beta-lactamases.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (5R,6S)-6-[(1R)-1-hydroxyethyl]-7-oxo-3-[(2R)-oxolan-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
    2.1.2 InChI
    InChI=1S/C12H15NO5S/c1-5(14)7-10(15)13-8(12(16)17)9(19-11(7)13)6-3-2-4-18-6/h5-7,11,14H,2-4H2,1H3,(H,16,17)/t5-,6-,7+,11-/m1/s1
    2.1.3 InChI Key
    HGGAKXAHAYOLDJ-FHZUQPTBSA-N
    2.1.4 Canonical SMILES
    CC(C1C2N(C1=O)C(=C(S2)C3CCCO3)C(=O)O)O
    2.1.5 Isomeric SMILES
    C[C@H]([C@@H]1[C@@H]2N(C1=O)C(=C(S2)[C@H]3CCCO3)C(=O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    F52Y83BGH3
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (5r,6s)-6-(r)-1-hydroxyethyl-7-oxo-3-(r)-2-tetrahydrofuryl-4-thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylate

    2. Fropenem

    2.3.2 Depositor-Supplied Synonyms

    1. Fropenem

    2. 106560-14-9

    3. Faropenem Sodium

    4. Faropenem Sodium Hydrate

    5. (5r,6s)-6-[(1r)-1-hydroxyethyl]-7-oxo-3-[(2r)-oxolan-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid

    6. (5r,6s)-6-[(1r)-1-hydroxyethyl]-7-oxo-3-[(2r)-tetrahydrofuran-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid

    7. Chebi:51257

    8. F52y83bgh3

    9. (+)-(5r,6s)-6-((1r)-1-hydroxyethyl)-7-oxo-3-((2r)-tetrahydro-2-furyl)-4-thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic Acid

    10. 122547-49-3

    11. Ncgc00164546-02

    12. 122547-49-3 (na)

    13. Dsstox_cid_26430

    14. Dsstox_rid_81608

    15. Dsstox_gsid_46430

    16. (5r,6s)-6-((r)-1-hydroxyethyl)-7-oxo-3-((r)-tetrahydrofuran-2-yl)-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid

    17. 6alpha-[(1r)-1-hydroxyethyl]-2-[(2r)-tetrahydrofuran-2-yl]-2,3-didehydropenam-3-carboxylic Acid

    18. 6alpha-[(r)-1-hydroxyethyl]-2-[(r)-tetrahydrofuran-2-yl]pen-2-em-3-carboxylic Acid

    19. Fropenem [inn]

    20. (5r,6s)-6-(1-hydroxyethyl)-7-oxo-3-[(2r)-oxolan-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid

    21. Cas-106560-14-9

    22. Faropenem [usan:inn]

    23. Unii-f52y83bgh3

    24. Ncgc00164546-01

    25. (5r,6s)-6-((1r)-1-hydroxyethyl)-7-oxo-3-((2r)-tetrahydrofuran-2-yl)-4-thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic Acid

    26. Faropenem [inn]

    27. Faropenem [mi]

    28. Faropenem [who-dd]

    29. Schembl239381

    30. Chembl556262

    31. Dtxsid0046430

    32. Gtpl10808

    33. Hy-a0035

    34. Zinc3959242

    35. Tox21_112175

    36. Bdbm50483324

    37. Compound 1 [pmid: 9216830]

    38. Akos015895072

    39. Tox21_112175_1

    40. Db12190

    41. Cs-0006739

    42. H11961

    43. 560f149

    44. A801462

    45. Sr-01000872591

    46. J-001609

    47. Q1397045

    48. Sr-01000872591-1

    49. 4-thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic Acid, 6-((1r)-1-hydroxyethyl)-7-oxo-3-((2r)-tetrahydro-2-furanyl)-,(5r,6s)

    50. 4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid,6-[(1r)-1-hydroxyethyl]-7-oxo-3-[(2r)-tetrahydro-2-furanyl]-, (5r,6s)-

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 285.32 g/mol
    Molecular Formula C12H15NO5S
    XLogP30.3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count3
    Exact Mass285.06709375 g/mol
    Monoisotopic Mass285.06709375 g/mol
    Topological Polar Surface Area112 Ų
    Heavy Atom Count19
    Formal Charge0
    Complexity477
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 ATC Code

    J - Antiinfectives for systemic use

    J01 - Antibacterials for systemic use

    J01D - Other beta-lactam antibacterials

    J01DI - Other cephalosporins and penems

    J01DI03 - Faropenem