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    26016-99-9

    Catalog No. EBD2197770

    CAS 26016-99-9

    Name Sodium ((2S,3R)-3-methyloxiran-2-yl)phosphonate

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    Basic Information

    Synonyms: Sodium((2S,3R)-3-methyloxiran-2-yl)phosphonate phosphomycindisodiumsalt Fosfomycindisodiumsalt (3-methyloxiran-2-yl)phosphonicacid disodium[(2R,3S)-3-methyloxiran-2-yl]phosphonate Disodiumphosphonomycin phosphomycindisodium

    Molecular Formula: C3H5Na2O4P

    Molecular Weight: 182.02

    MDL Number: MFCD00056853

    Categories: Medicinal Chemistry > APIs and Their Salts > Anti-infectives Medicinal Chemistry > Biochemicals and Life Science Reagents > Other Biochemicals and Life Science Reagents

    Product Description:
    Sodium ((2S,3R)-3-methyloxiran-2-yl)phosphonate, commonly known as fosfomycin sodium, is a broad-spectrum antibiotic. It is the sodium salt of fosfomycin, a small molecule characterized by a unique phosphonic acid epoxide structure. This salt form enhances its water solubility, making it suitable for parenteral administration, particularly intravenous infusion. Fosfomycin sodium is primarily used as an active pharmaceutical ingredient (API) in the treatment of serious systemic infections caused by susceptible bacteria, including multidrug-resistant strains. Its mechanism of action involves the irreversible inhibition of the enzyme MurA (UDP-N-acetylglucosamine enolpyruvyl transferase), which is essential for the first committed step in bacterial cell wall biosynthesis. This bactericidal action makes it effective against both Gram-positive and Gram-negative pathogens. It is a critical agent in the clinical arsenal, especially for combating complicated urinary tract infections (cUTIs) and infections where other antibiotics have failed. Due to its distinct mechanism and low cross-resistance, it is often reserved for targeted therapy. As a biologically active compound, it also serves as a key reference standard and tool in microbiological and biochemical research related to antibiotic resistance and cell wall synthesis pathways.
    Physical Properties

    Melting Point: >300°C

    Solubility: H2O: 50 mg/mL, clear, colorless

    Storage: 2-8°C

    Analytical Data

    Appearance: white solid

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