A pleuromutilin antibiotic
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Tiamulin (fumarate)

Item No. 21216

Technical Information
Formal Name
2-[[2-(diethylamino)ethyl]thio]-acetic acid, (3aS,4R,5S,6S,8R,9S,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester, 2E-butenedioate
CAS Number
55297-96-6
Synonyms
  • 81723 Hfu
  • SQ 22,947
Molecular Formula
C28H47NO4S • C4H4O4
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMSO: 15 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
208 nm
SMILES
O=C1CC[C@@]2(CC[C@H]3C)[C@@H](C)[C@H](O)[C@@](C=C)(C)C[C@@H](OC(CSCCN(CC)CC)=O)[C@@]3(C)[C@@]21[H].OC(/C=C/C(O)=O)=O
InChi Code
InChI=1S/C28H47NO4S.C4H4O4/c1-8-26(6)17-22(33-23(31)18-34-16-15-29(9-2)10-3)27(7)19(4)11-13-28(20(5)25(26)32)14-12-21(30)24(27)28;5-3(6)1-2-4(7)8/h8,19-20,22,24-25,32H,1,9-18H2,2-7H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t19-,20+,22-,24+,25+,26-,27+,28+;/m1./s1
InChi Key
YXQXDXAHCSEVSD-GCYNEOGWSA-N
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Tiamulin is a pleuromutilin antibiotic.1 It is active against M. gallisepticum, M. synoviae, M. iowae, M. hyopneumoniae, M. hyosynoviae, M. hyorhinis, M. bovis, and M. agalactiae (MICs = 0.0025-0.25 µg/ml). Tiamulin is also active against various Gram-positive bacteria, including methicillin-resistant S. aureus (MRSA).2 Tiamulin binds to the peptidyl transferase in the 50S ribosomal subunit to inhibit protein synthesis. Formulations containing tiamulin have been used in the treatment of veterinary enteric diseases and enzootic pneumonia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hannan, P.C.T., Windsor, G.D., de Jong, A., et alComparative susceptibilities of various animal-pathogenic mycoplasmas to fluoroquinolones. Antimicrob. Agents Chemother. 41(9), 2037-2040 (1997).

    2. Wilson, D.N. The A-Z of bacterial translation inhibitors. Crit. Rev. Biochem. Mol. Biol. 44(6), 393-433 (2009).