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    114248-23-6

    Catalog No. EBD2202079

    CAS 114248-23-6

    Name 2',2'-Difluoro-2'-deoxyuridine

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    Basic Information

    Synonyms: 2',2'-Difluoro-2'-deoxyuridine 2'-Deoxy-2,2'difluorouridine 2'-Deoxy-2',2'-difluoro-D-uridine 2',2'-Difluorodeoxyuridine

    Molecular Formula: C9H10F2N2O5

    Molecular Weight: 264.18

    Categories: Medicinal Chemistry > APIs and Their Salts > Antineoplastic Agents Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates

    Product Description:
    2'-Deoxy-2',2'-difluorouridine is a nucleoside analog and a key intermediate in the synthesis of the widely used chemotherapeutic agent Gemcitabine (Gemzar®). Its chemical structure features a uracil base attached to a 2'-deoxyribose sugar where the 2'-hydroxyl groups are replaced by fluorine atoms, a modification crucial for its biological activity. This compound serves as the direct precursor to Gemcitabine hydrochloride. Gemcitabine is a deoxycytidine analog antimetabolite that inhibits DNA synthesis. After intracellular phosphorylation to its active diphosphate and triphosphate forms, it incorporates into DNA, leading to masked chain termination and inhibition of DNA polymerase, ultimately resulting in apoptosis of rapidly dividing cells. It is a first-line treatment for various cancers, including pancreatic, non-small cell lung, breast, ovarian, and bladder cancers. As a critical synthetic building block, the production and purity control of 2'-deoxy-2',2'-difluorouridine are of paramount importance in the pharmaceutical manufacturing process of Gemcitabine API. Its synthesis and subsequent phosphorylation steps are central to the commercial production of this vital anticancer drug.
    Physical Properties

    Melting Point: 147-149°C

    mg g kg ml l t