| Identification | More | [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 Properties | Back Directory | [Melting point ]
147.5°C | [Boiling point ]
563.0±50.0 °C(Predicted) | [density ]
1.0160 (rough estimate) | [refractive index ]
1.6550 (estimate) | [storage temp. ]
-20°C Freezer | [solubility ]
Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
14.65±0.70(Predicted) | [color ]
Colourless | [Major Application]
forensics and toxicology
pharmaceutical (small molecule) | [InChIKey]
UURAUHCOJAIIRQ-QGLSALSOSA-N | [SMILES]
C(O[C@@H]1C[C@](C=C)(C)[C@@H](O)[C@H](C)[C@@]23CC[C@@H](C)[C@]1(C)[C@]2([H])C(=O)CC3)(=O)CSCCN(CC)CC | [CAS DataBase Reference]
55297-95-5(CAS DataBase Reference) | [EPA Substance Registry System]
Tiamulin (55297-95-5) |
| Safety Data | Back Directory | [WGK Germany ]
2 | [RTECS ]
AG9552000 | [HS Code ]
2941906000 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Aquatic Chronic 4 | [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 Information | Back 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. | [General Description]
Tiamulin has been developed by that company in collaboration with E.R. Squibb & Sons for use against animal infec tions. Tiamulin is used against dysentery and Mycoplasma infections in sheep, swine, cattle, and chickens. | [Synthesis]
Tiamulin was synthesized by Sandoz Co. in 1973, starting from pleuromutilin produced by Pleurotus mutilus. | [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. |
|
| Company Name: |
Simagchem Corp.
|
| Telephone: |
86 592 2680277 |
| Website: |
www.simagchem.com |
|