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    28798-28-9

    Catalog No. EBD55149

    CAS 28798-28-9

    Name S-Acetamidomethyl-L-cysteine hydrochloride

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    Basic Information

    Synonyms: S-Acetamidomethyl-L-cysteinehydrochloride S-(acetamidomethyl)-L-cysteinemonohydrochloride H-Cys(Acm)-OH·HCl

    Molecular Formula: C6H13ClN2O3S

    Molecular Weight: 228.7

    MDL Number: MFCD00077080

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Other Pharmaceutical Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

    Product Description:
    S-Acetyl-L-cysteine hydrochloride is a hydrochloride salt derivative of N-acetyl-L-cysteine (NAC). It is a white to off-white crystalline powder. The compound features a protected thiol group in the form of an acetyl moiety, which can be deprotected in situ to generate the free thiol of cysteine. This derivative is primarily used as a key intermediate in the synthesis of various pharmaceuticals and bioactive peptides. Its main advantage over free cysteine or NAC is enhanced stability and handling properties, as the acetyl group protects the reactive thiol during synthetic processes. It serves as a crucial building block for introducing the L-cysteine moiety into target molecules, particularly in the production of certain drugs and in peptide chemistry. Beyond its role as a synthetic intermediate, S-acetylcysteine itself is a prodrug of cysteine and a precursor to glutathione, which underpins its investigation in research related to oxidative stress and as a mucolytic agent. The hydrochloride salt form improves its solubility and crystallinity for purification and formulation purposes.
    Physical Properties

    Melting Point: ~165 °C (dec.)

    Boiling Point: 442.3 °C at 760 mmHg

    Flash Point: 221.3 °C

    Density: 1.315 g/cm3

    mg g kg ml l t