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    125224-64-8

    Catalog No. EBD3047502

    CAS 125224-64-8

    Name (1R)-2-METHYL-2,5-DIAZABICYCLO[2.2.1]HEPTANE DIHYDROBROMIDE

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    Basic Information

    Synonyms: (1R,4R)-5-METHYL-2,5-DIAZ... (1R)-2-METHYL-2,5-DIAZABICYCLO[2.2.1]HEPTANEDIHYDROBROMIDE (1S,4S)-2-METHYL-2,5-DIAZABICYCLO2.2.1HEPTANEDIHYDROBROMIDE (1R,4R)-2-methyl-2,5-diazabicyclo[2.2.1]heptanedihydrobromide (1R,4R)-5-Methyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide

    Molecular Formula: C6H14Br2N2

    Molecular Weight: 274.0

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    (1S,4S)-2-Methyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide is a chiral, bicyclic diamine compound supplied as a dihydrobromide salt. Its structure features a rigid [2.2.1] bicyclic framework containing two nitrogen atoms, one of which is a tertiary amine (methylated) and the other is a secondary amine (protonated as part of the salt). The (1S,4S) stereochemistry indicates a specific, defined spatial arrangement of the atoms. This compound is a crucial chiral building block and intermediate in pharmaceutical synthesis. Its primary and well-documented application is in the preparation of varenicline, a widely used smoking cessation drug (marketed as Chantix®). The rigid, chiral scaffold of this diamine serves as the core structure of varenicline, acting as a partial agonist at the α4β2 nicotinic acetylcholine receptor. Its synthesis and use are predominantly within the context of advanced medicinal chemistry for central nervous system (CNS) active agents. As a high-value chiral synthon, it is not a commodity chemical but a specialized intermediate. The dihydrobromide salt form enhances its stability and handling properties for synthetic operations. Handling requires standard precautions for amine salts and bromides.
    Physical Properties

    Melting Point: 220-225 ºC

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