| Identification | More | [Name]
Tiamulin fumarate | [CAS]
55297-96-6 | [Synonyms]
((2-(DIETHYLAMINO)ETHYL)THIO)ACETIC ACID 8-ESTER WITH (3AS,4R,5S,6S,8R,9R,9AR,10R)-OCTAHYDRO-5,8-DIHYDROXY-4,6,9,10-TETRAMETHYL-6-VINYL-3A,9-PROPANO-3AH-CYCLOPENTACYCLOOCTEN-1(4H)-ONE FUMARATE
DENAGARD
STAMULIN
TIAMULIN FUMARATE
TIAMULIN FUMERATE
TIAMULIN HYDROGEN FUMARATE
,10-tetramethyl-1-oxo-3-alpha,9-propano-3-alpha-h-cyclopentacycloocten-8-yles
14-deoxy-14-((2-diethylaminoethyl)-mercaptoacetoxy)-mutilinhydrogenfumarate
14-desossi-14-((2-dietilaminoetil)mercapto-acetossi)mutilinidrogenofumarato
81723hfu
dynamutilin
sandoz81723hfu
sq22947
ter,(e)-2-butenedioate(1:1)(salt)
thiamutilinfumarate
TIAMULIN FUMARATE VETRANAL, 100 MG
Acetic acid, 2-(diethylamino)ethylthio-, (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)-2-butenedioate (1:1) (salt)
[[2-(Diethylamino)ethyl]thio]-acetic acid 6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester (E)-2-butenedioate | [EINECS(EC#)]
259-581-6 | [Molecular Formula]
C32H51NO8S | [MDL Number]
MFCD00145407 | [Molecular Weight]
609.81 | [MOL File]
55297-96-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
147-148°C | [Boiling point ]
563℃ | [Fp ]
>110°(230°F) | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly) | [form ]
neat | [color ]
White | [Water Solubility ]
Soluble in water | [Merck ]
13,9495 | [InChIKey]
YXQXDXAHCSEVSD-IHAONTCTSA-N | [SMILES]
C(/C(=O)O)=C\C(=O)O.C[C@H]1[C@@H]([C@](C[C@@H](OC(=O)CSCCN(CC)CC)C2([C@H](C)CCC31CCC(=O)[C@]32[H])C)(C)C=C)O |&1:9,10,11,13,27,36,r| | [CAS DataBase Reference]
55297-96-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S36:Wear suitable protective clothing . | [RIDADR ]
UN2811 6.1/PG 3 | [WGK Germany ]
3 | [RTECS ]
AG9560000 | [HS Code ]
29419090 |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
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. The hemi-fumarate provides a stable salt with improved 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 of inhibiting protein synthesis by binding to domain V of 23S rRNA. | [Application]
Tiamulin is a semi–synthetic analogue of pleuromutilin in which the hydroxyacetyl side chain is replaced with a larger diethylaminoethylthioacetyl moiety, providing greater hydrophobicity. The hemi-fumarate provides a stable salt with improved 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 of inhibiting protein synthesis by binding to domain V of 23S rRNA. | [Indications]
Tiamulin fumarate is mainly used for Mycoplasma suis pneumonia, Haemophilus parasuis, infectious pleuropneumonia and dysentery caused by Treponema swine, and also for chronic respiratory tract of poultry, Mycoplasma pneumonia, infectious rhinitis, Escherichia coli, duck Infectious serositis. | [General Description]
Sigma-Aldrich offers tiamulin fumarate for a variety of applications that include, but are not limited to, environmental, food and beverage, forensics, petrochemical and pharmaceutical analyses. Purity of the chemical is about 99% unless otherwise stated. | [Health Hazard]
Inhalation may irritate (cough, short breathing, difficulty in breathing). Headache.
It may cause moderate irritation, including a burning sensation, tearing, redness, or swelling. Itching.
Causes serious eye irritation. Redness, itching, tears. Stinging.
It may cause irritation to the digestive tract. Abdominal pain, nausea.
| [storage]
Store at -20°C | [Mode of action]
Tiamulin fumarate is a bacteriostatic antibiotic belonging to the pleuromutilin class, which 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. |
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