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Thenoyltrifluoroacetone

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Origin: China

Cas No: 326-91-0

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 80 mt/month

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  • Products Specification
  • Product Description

  • Property

    CAS No.: 326-91-0 Formula: C8H5F3O2S Molecular Weight: 222.18400

    Description

    Thenoyltrifluoroacetone, C8H5F3O2S, is a chemical compound used pharmacologically as a chelating agent. It is an inhibitor of cellular respiration by blocking the respiratory chain at complex II.
    Perhaps the first report of TTFA as an inhibitor of respiration was by A. L. Tappel in 1960. Tappel had the (erroneous) idea that inhibitors like antimycin and alkyl hydroxyquinoline-N-oxide might work by chelating iron in the hydrophobic milieu of respiratory membrane proteins, so he tested a series of hydrophobic chelating agents. TTFA was a potent inhibitor, but not because of its chelating ability. TTFA binds at the quinone reduction site in Complex II, preventing ubiquinone from binding. The first x-ray structure of Complex II showing how TTFA binds, 1ZP0, was published in 2005 .

    Basic Info

    Chemical Name Thenoyltrifluoroacetone
    Synonyms

    TTFA;
    1,3-Butanedione, 4,4,4-trifluoro-1-(2-thienyl)-;
    4,4,4-Trifluoro-1-(2-thienyl)-1,3-butanedione,TTA,extractant);
    4,4,4-Trifluoro-1-(2-thienyl)-1,3-butanedione;
    2-thenoyltriflouroacetone;
    Theonyltrifluoroacetone;
    2-TENOYL-TRIFLUOROACETONE;
    Thenoyltrifluoroacet;
    2-THENOYLTRIFLUOROACETONE;

    CAS No. 326-91-0
    Molecular Formula C8H5F3O2S
    Molecular Weight 222.18400
    PSA 62.38000
    LogP 2.45230

    Properties

    Appearance & Physical State Light yellow solid
    Boiling Point 96-98ºC (8 mmHg)
    Melting Point 40-44ºC
    Flash Point 111ºC
    Refractive Index 1.326
    Water Solubility INSOLUBLE
    Stability Stable at room temperature in closed containers under normal storage and handling conditions. Air sensitive
    Storage Condition 2-8ºC

    Safety Info

    Safety Statements S26-S37/39
    HS Code 29349990
    WGK Germany 3
    Risk Statements R22; R36/37/38
    Hazard Codes Xn

    Synthesis Route

    2-Acetylthiophene+Ethyl trifluoroacetate→Thenoyltrifluoroacetone
    4,4,4-trifluoro-1-(2-thienyl)-1,3-butanedione enol→Thenoyltrifluoroacetone
    4,4,4-trifluoro-1-(2-thienyl)-1,3-butanedione enol+4-thenoyl-2,2,2-trifluoroacetone→Thenoyltrifluoroacetone

    Precursor

    Ethyl trifluoroacetate
    4,4,4-trifluoro-1-(2-thienyl)-1,3-butanedione enol
    4-thenoyl-2,2,2-trifluoroacetone
    2-Acetylthiophene

    Downstream Product

    2-cyano-5-oxo-3-phenyl-5-(2-thienyl)valeronitrile
    2-Acetylthiophene
    trifluoroacetic acid
    2-methylsulfanyl-4-thiophen-2-yl-6-(trifluoromethyl)pyrimidine

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