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    109838-85-9

    Catalog No. EBD17449

    CAS 109838-85-9

    Name (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

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    Basic Information

    Synonyms: (R)-2,5-dihydro-3,6-dimethoxy-2-iso-propylpyrazine (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine (2R)-3,6-dimethoxy-2-(propan-2-yl)-2,5-dihydropyrazine (R)-2,5-Dimethoxy-3-isopropyl-3,6-dihydropyrazine (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

    Molecular Formula: C9H16N2O2

    Molecular Weight: 184.24

    MDL Number: MFCD00040565

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

    Product Description:
    (R)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine is a chiral, non-racemic heterocyclic compound featuring a 2,5-dihydropyrazine core substituted with methoxy and isopropyl groups. Its specific (R)-configuration is crucial for its intended biological activity. This compound is a key chiral intermediate in the synthesis of complex pharmaceutical agents. Its primary and well-documented application is in the production of the potent anti-cancer drug candidate **OSI-7904 (also known as GW1843 or TLK286)**. OSI-7904 is a glutathione analog prodrug designed to be activated by glutathione S-transferase P1-1 (GSTP1-1), an enzyme often overexpressed in tumors, leading to the release of a cytotoxic moiety. The (R)-configured dihydropyrazine unit is an essential structural component of this prodrug platform. The synthesis and use of this specific enantiomer highlight its role in advanced medicinal chemistry for developing targeted therapies, particularly in oncology. Handling requires standard precautions for laboratory chemicals.
    Physical Properties

    Boiling Point: 245.2 °C at 760 mmHg

    Flash Point: 85 °C

    Density: 1.028 g/mL at 20 °C(lit.)

    Safety Information

    Packing Level: III

    Hazard Category: /

    Transport Codes: 1993

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