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salicylhydroxamic acid

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Origin: China

Cas No: 89-73-6

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 50 mt/month

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  • Products Specification
  • Product Description
  • Property

    CAS No.: 89-73-6 Formula: C7H7NO3 Molecular Weight: 153.13500

    Description

    Salicylhydroxamic acid (SHA or SHAM) is a drug that is a potent and irreversible inhibitor of bacterial and plant urease usually used for urinary tract infections. The molecule is similar to urea but is not hydrolyzable by the urease enzyme. It is also a trypanocidal agent. When administered orally, it is metabolized to salicylamide which exerts analgesic, antipyretic and antiinflammatory effects.
    Salicylhydroxamic acid is also a common ligand utilized in the synthesis of metallacrowns.
    In plants, some fungi and some protists with the alternative oxidase (AOX) enzyme in the mitochondrial electron transport chain system, salicylhdroxamic acid acts as an inhibitor of the enzyme, blocking the largely uninhibited flow of electrons through AOX. AOX acts as a "short circuit" of the normal electron chain, dissipating electrons with a much-decreased translocation of protons, and therefore diminished production of ATP by oxidative phosphorylation. When AOX is blocked by SHAM, electrons are forced through the cytochrome pathway and through cytochrome IV, allowing observation of the operation of the cytochrome pathway without AOX activity. The AOX pathway is found to be the exclusive electron transport pathway in Trypanosoma brucei, the organism that causes African Sleeping Sickness, meaning that SHAM completely shuts down oxygen consumption by this organism.

    Basic Info

    Chemical Name salicylhydroxamic acid
    Synonyms

    N,2-dihydroxybenzamide;
    Salicylhydroxamic acid;
    Benzamide, N,2-dihydroxy-;

    CAS No. 89-73-6
    Molecular Formula C7H7NO3
    Molecular Weight 153.13500
    PSA 69.56000
    LogP 0.90210

    Properties

    Appearance & Physical State brownish crystalline powder
    Density 1.402g/cm3
    Melting Point 177-185ºC
    Flash Point 248.9ºC
    Refractive Index 1.626
    Stability Stable. Incompatible with strong bases, strong oxidizing agents. Combustible.
    Storage Condition Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

    Safety Info

    RTECS VO6870000
    Safety Statements S24/25
    HS Code 2924299090
    WGK Germany 3
    Risk Statements R40
    Hazard Codes Xn

    Synthesis Route

    methyl salicylatesalicylhydroxamic acid
    N-(benzyloxy)-2-hydroxybenzamidesalicylhydroxamic acid
    Hydroxylamine hydrochloride+Ethyl 2-hydroxybenzoatesalicylhydroxamic acid

    Precursor

    Hydroxylamine hydrochloride
    methyl salicylate
    N-(benzyloxy)-2-hydroxybenzamide
    Ethyl 2-hydroxybenzoate

    Downstream Product

    4-nitrophenolate
    O-Acetylsalicylhydroxamic Acid
    2-Benzoxazolinone
    salicylamide

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