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    5718-83-2

    Catalog No. EBD9408

    CAS 5718-83-2

    Name Rhodanine-3-acetic acid

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    Basic Information

    Synonyms: 4-Oxo-2-thioxo-3-thiazolidinylaceticacid N-(2-thioxo-4-oxothiazolidine)aceticacid 2-Thioxo-4-thiazolidinone-3-aceticacid (4-oxo-2-thioxo-1,3-thiazolidin-3-yl)aceticacid (4-oxo-2-thioxo-1,3-thiazolidin-3-yl)acetate Rhodanine-N-aceticacid Rhodanine-3-aceticacid

    Molecular Formula: C5H5NO3S2

    Molecular Weight: 191.23

    MDL Number: MFCD00005491

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates

    Product Description:
    Rhodanine-3-acetic acid is a heterocyclic organic compound featuring a rhodanine core (a 2-thioxothiazolidin-4-one ring) substituted at the 3-position with an acetic acid group. This structure makes it a versatile and important building block in medicinal chemistry. Its primary and most significant application is as a privileged scaffold in the design and synthesis of novel bioactive molecules, particularly in drug discovery. The rhodanine-3-acetic acid moiety is a key pharmacophore found in numerous compounds with diverse biological activities. It serves as a crucial intermediate for developing inhibitors targeting various enzymes, such as aldose reductase, bacterial peptide deformylase, and protein tyrosine phosphatases. Consequently, it is extensively used in the research and development of potential therapeutic agents for conditions like diabetes, cancer, and infectious diseases. While its main utility lies in pharmaceutical research, its well-defined heterocyclic-acid structure also qualifies it as a specialized organic synthesis building block for constructing more complex molecular architectures in synthetic chemistry laboratories.
    Physical Properties

    Melting Point: 145-148 °C(lit.)

    Boiling Point: 375.4 °C at 760 mmHg

    Flash Point: 180.8 °C

    Density: 1.72 g/cm3

    Analytical Data

    Appearance: pale yellow fine crystaline powder

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