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    74682-62-5

    Catalog No. EBD3318206

    CAS 74682-62-5

    Name  4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-carboxy-2-(3-thienyl)acetyl]amino]-3,3-dimethyl-7-oxo-, sodium salt (1:1), (2S,5R,6R)-

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    Basic Information

    Molecular Formula: C15H16N2O6S2

    Molecular Weight: 384.43

    Categories: Medicinal Chemistry > APIs and Their Salts > Anti-infectives Medicinal Chemistry > Drug Impurities and Reference Standards > Impurity Standards

    Product Description:
    This compound is the sodium salt of (2S,5R,6R)-6-[[(2R)-2-carboxy-2-(3-thienyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid. It is a key derivative and the sodium salt form of Ticarcillin, a semisynthetic beta-lactam antibiotic belonging to the carboxypenicillin subclass. The structure features the characteristic beta-lactam ring fused to a thiazolidine ring, with a carboxyphenylthiophene side chain, which is crucial for its antibacterial activity. Ticarcillin sodium is primarily used as an active pharmaceutical ingredient (API) in injectable formulations. It exhibits broad-spectrum antibacterial activity, particularly effective against Gram-negative bacteria, including Pseudomonas aeruginosa. Its mechanism of action involves inhibiting bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs). It is often used in combination with a beta-lactamase inhibitor, such as clavulanate, to overcome bacterial resistance. This compound is also significant in pharmaceutical quality control and research. It serves as a reference standard or impurity standard in the analysis of Ticarcillin drug substances and finished products, ensuring their purity, potency, and compliance with pharmacopoeial specifications (e.g., USP, EP).
    Physical Properties

    Boiling Point: 768.3 °C at 760 mmHg

    Flash Point: 418.4 °C

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