SKU: T029  / 
    CAS Number: 55297-96-6

    Tiamulin Fumarate

    $90.65 - $278.36

    Tiamulin fumarate is a pleuromutilin antibiotic and is soluble in aqueous solution.

    Mechanism of ActionPleuromutilin antibiotics inhibit protein synthesis by targeting the 50S bacterial ribosomal subunit and binding to peptidyl transferase, the enzyme responsible for forming peptide bonds between amino acids.
    SpectrumTiamulin targets primarily gram positive bacteria as well as a few Mycoplasma species.
    Impurity ProfileImpurity A| (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-Ethenyl-5,8-dihydroxy-4,6,9,10-tetramethyl-octahydro-3a,9-propano-3aH-cyclopentacyclo-octen-1(4H)-one (Mutilin)|6040-37-5|C20H32O3|320.5| Impurity B| 2-(Benzylsulphanyl)-N,N-diethylethanamine Hydrochloride||C13H21NS|223.38| Impurity C| 2,2'-(Disulphane-1,2-diyl)bis(N,N-diethylethanamine) Dihydrochloride||C12H30Cl2N2S2|336.12| Impurity E| (3aS,4R,6S,8R,9R,9aR,10R)-6-Ethenyl-4,6,9,10-tetramethyl-1,5-dioxodeca-hydro-3a,9-propano-3aH-cyclopentacyclo-octen-8-yl [[2-(Diethylamino)ethyl]sulph|||| Impurity G| (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-Ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-decahydro-3a,9-propano-3aH-cyclopentacyclo-octen-8-yl Hydroxyacetate (Pleuomutilin)|125-65-5|C22H34O5|378.50| Impurity J| (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-Ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-decahydro-3a,9-propano-3aH-cyclopentacyclo-octen-8-yl Acetate (Mutilin 14- acetate)|||| Impurity K| (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyl-8-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propano-3aH-cyclopentacycloocten-5-yl acetate (mutilin 11-acetate)|||| Impurity L| (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propano-3aH-cyclopentacycloocten-8-yl [[(4-methylphenyl)sulfonyl]oxy]acetate (pleuromutilin 22-tosylate|||| Impurity M| (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyl-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propano-3aH-cyclopentacycloocten-5,8-diyl diacetate (mutilin 11,14-diacetate)|||| Impurity N| (2E)-4-[2-[[(3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propano-3aH-cyclopentacycloocten-8-yl]oxy]-2-oxoethoxy]-4-oxobut-2-enoic acid (pleuromutilin 22-fumarate)|||| Impurity O| 2-(diethylamino)ethanethiol|13242-44-9|(CH3)2NCH2CH2SH﹞HCl|141.66| Impurity P| (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propano-3aH-cyclopentacycloocten-8-yl [(phenylsulfonyl)oxy]acetate|||| Impurity Q| (3aS,4R,5S,6S,8R,9R,10R)-6-ethenyl-2,5-dihydroxy-4,6,9,10-tetramethyl-2,3,4,5,6,7,8,9-octahydro-3a,9-propano-3aH-cyclopentacycloocten-8-yl [[2-(diethylamino)ethyl]sulfanyl]acetate (3,4-didehydro-2-hydroxytiamulin)|||| Impurity T| (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propano-3aH-cyclopentacycloocten-8-yl [[2-[[2-(diethylamino)ethyl]sulfanyl]ethyl]sulfanyl]acetate|||| Impurity R| N-benzyl-N,N-dibutylbutan-1-aminium|23616-79-7|C19H34ClN|311.933| Impurity S| (1RS,3aR,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyl-1-ethyl-1,5-dihydroxy-4,6,9,10,12,12-hexamethyldecahydro-3a,9-propano-3aH-cyclopentacycloocten-8-yl [[2-(diethylamino)ethyl]sulfanyl]acetate||||
    Microbiology ApplicationsTiamulin fumarate is commonly used in clinical in vitro microbiological antimicrobial susceptibility tests (panels, discs, and MIC strips) against gram positive and Mycoplasma microbial isolates. Medical microbiologists use AST results to recommend antibiotic treatment options for infected patients. Representative MIC values include:
    • Mycoplasma hyorhinis 0.024 µg/mL – 0.097 µg/mL
    • Mycoplasma synoviae 0.006 µg/mL - 1 µg/mL
    • For a complete list of tiamulin MIC values, click here.
    References

    Bosling, Jacob, and et al. "Resistance to the Peptidyl Transferase Inhibitor Tiamulin Caused by Mutation of Ribosomal Protein L3." Antimicrobial Agents and Chemotherapy 47.9 (2003): 2892-896. www.ncbi.gov. Web. 10 Sept. 2012.

    MICBordetella bronchiseptica| 16 - 256|| Brachyspira hyodysenteriae| <0.016 - >128|| Brachyspira spp.| 1.25|| Clostridium difficile| 0.125 - 256|| Clostridium spiroforme| 0.12 - 128|| Escherichia coli| 0.25 - 128|| Haemophilus parasuis| 1 - 128|| Lactobacillus reuteri| 300|| Lawsonia intracellularis| 1 - 20|| Mycoplasma gallisepticum| 0.0039 - >256|| Mycoplasma hyopneumoniae| ≤0.015 - 5.8|| Mycoplasma hyorhinis| 0.024 - 5.8|| Mycoplasma hyosynoviae| 0.0025 - ≤0.25|| Mycoplasma iowae| 0.006 - 10|| Mycoplasma meleagridis| 0.025 - 3.13|| Mycoplasma synoviae | ≤0.004 - 1|| Pasteurella multocida| 1.2 - 1240|| Salmonella| 4 - 32|| Salmonella enterica| 128 - 512|| Staphylococcus aureus| 0.125 - >64|| Staphylococcus auricularis| ≤0.25 - 2|| Staphylococcus capitis| ≤0.25 - 2|| Staphylococcus epidermidis| ≤0.25 - 2|| Staphylococcus haemolyticus| ≤0.25 - 1|| Staphylococcus hominis| ≤0.25 - 2|| Staphylococcus intermedius| ≤0.25 - 1|| Staphylococcus lugdunensis| ≤0.25 - 2|| Staphylococcus pyogenes| ≤0.25|| Staphylococcus saprophyticus| ≤0.25 - 1|| Staphylococcus simulans| ≤0.25 - 2|| Staphylococcus warneri| ≤0.25 - 2|| Streptococcus equi| 128|| Streptococcus pneumonia| 4|| Treponema hyodysenteriae | 0.04 - 1|| Treponema innocens| 0.04 - 0.08||