ChemicalBook--->CAS DataBase List--->55297-95-5

55297-95-5

55297-95-5 Structure

55297-95-5 Structure
IdentificationMore
[Name]

Tiamulin
[CAS]

55297-95-5
[Synonyms]

(1S,2R,3S,4S,6R,7S,14R)-6-[(2-DIETHYLAMINOETHYLTHIO)ACETOXY]-3-HYDROXY-2,4,7,14-TETRAMETHYL-4-VINYLTRICYCLO[5,4,3,01.8]TETRADECAN-9-ONE
5-hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl hydroxyacetate
drosophilin b
TIAMULIN
,10-tetramethyl-1-oxo-3a,9-propano-3ah-cyclopentacycloocten-8-ylester,(3as-(
14-deoxy-14-((2-diethylaminoethyl-thio)-acetoxy)mutiline
4-beta,5-alpha,6-alpha,8-beta,9-beta,10s*))-3a-alph
aceticacid,((2-(diethylamino)ethyl)thio)-,6-ethenyldecahydro-5-hydroxy-4,6,9
sq14055
thiamutilin
tiamulina
tiavetp
Tiamutin
Acetic acid, 2-(diethylamino)ethylthio-, (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester
(1s,2r,3s,4s,6r,7s,14r)-6-[(2-diethylaminoethylthio)acetoxy]-3-hydroxy-2,4,7,14-tetramethyl-4-vinyltricyclo[5,4,3,01.8]tetradecan-9-one
TIAMILIN
(3aS,4R,5S,6S,8R,9R,9aR,10R)-Decahydro-8-[[2-(diethylamino)ethyl]thio]acetyloxy-5-hydroxy-4,6,9,10-tetramethyl-6-vinyl-3a,9-propano-3aH-cyclopentacycloocten-1-one
[[2-(Diethylamino)ethyl]thio]acetic acid [(3aS,10R,9aβ)-6α-ethenyldecahydro-5α-hydroxy-4β,6,9,10-tetramethyl-1-oxo-3aα,9α-propano-3aH-cyclopentacycloocten]-8β-yl ester
[[2-(Diethylamino)ethyl]thio]acetic acid [(3aS,9aβ,10R)-6α-ethenyldecahydro-5α-hydroxy-4β,6,9,10-tetramethyl-1-oxo-3aα,9α-propano-3aH-cyclopentacycloocten]-8β-yl ester
[2-(Diethylamino)ethylthio]acetic acid [(3aS,9aβ,10R)-6α-ethenyldecahydro-5α-hydroxy-4β,6,9,10-tetramethyl-1-oxo-3aα,9α-propano-3aH-cyclopentacycloocten]-8β-yl ester
[EINECS(EC#)]

259-580-0
[Molecular Formula]

C28H47NO4S
[MDL Number]

MFCD01672098
[Molecular Weight]

493.74
[MOL File]

55297-95-5.mol
Chemical PropertiesBack Directory
[Melting point ]

147.5°C
[Boiling point ]

563.0±50.0 °C(Predicted)
[density ]

1.0160 (rough estimate)
[refractive index ]

1.6550 (estimate)
[form ]

neat
[pka]

14.65±0.70(Predicted)
[CAS DataBase Reference]

55297-95-5(CAS DataBase Reference)
[EPA Substance Registry System]

Tiamulin (55297-95-5)
Safety DataBack Directory
[WGK Germany ]

2
[RTECS ]

AG9552000
[HS Code ]

2941906000
[Safety Profile]

Poison by intramuscular and intravenous routes. Moderately toxic by ingestion and subcutaneous routes. When heated to decomposition it emits toxic fumes of SOx and NOx. See also MERCAPTANS.
[Hazardous Substances Data]

55297-95-5(Hazardous Substances Data)
Hazard InformationBack Directory
[Uses]

Tiamulin is a derivative of Pleuromutilin. Antibacterial.
[Uses]

Tiamulin is a semi–synthetic analogue of pleuromutilin in which the hydroxyacetyl side chain is replaced with a larger diethylaminoethylthioacetyl moiety, providing greater hydrophobicity and an ionisable group for salt formation and greater water solubility. Tiamulin is a potent and highly selective antibiotic active against a range of Gram positive bacteria, with no cross resistance to existing antibiotic classes due to its unique mode of action. Like pleuromutilin, it inhibits protein synthesis by binding to domain V of 23S rRNA.
[Definition]

ChEBI: A carbotricyclic compound that is pleuromutilin in which the hydroxyacetate group is replaced by a 2-{[2-(diethylamino)ethyl]sulfanyl}acetate group. An antibacterial drug, tiamulin is used in veterinary medicine (generally as its hydrogen fumarate salt) fo the treatment of swine dysentery caused by Serpulina hyodysenteriae.
[Veterinary Drugs and Treatments]

Tiamulin is approved for use in swine to treat pneumonia caused by susceptible strains of Haemophilus pleuropneumoniae and swine dysentery caused by Treponema hyodysenteriae. As a feed additive, it is used to cause increased weight gain in swine.
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

55297-95-5(sigmaaldrich)
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