Tiamulin
Synonym(s):(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
- CAS NO.:55297-95-5
- Empirical Formula: C28H47NO4S
- Molecular Weight: 493.74
- MDL number: MFCD00864839
- EINECS: 259-580-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-18 14:08:57
What is Tiamulin?
The Uses of Tiamulin
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.
The Uses of Tiamulin
Tiamulin is a derivative of Pleuromutilin. Antibacterial.
What are the applications of Application
Tiamulin is a gram-positive antibiotic
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.
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.
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.
Properties of Tiamulin
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) |
form | Oil |
color | Colourless Sticky |
CAS DataBase Reference | 55297-95-5(CAS DataBase Reference) |
EPA Substance Registry System | Tiamulin (55297-95-5) |
Safety information for Tiamulin
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H413:Hazardous to the aquatic environment, long-term hazard |
Precautionary Statement Codes |
P273:Avoid release to the environment. P501:Dispose of contents/container to..… |
Computed Descriptors for Tiamulin
New Products
(S)-3-Aminobutanenitrile hydrochloride 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL Tert-butyl bis(2-chloroethyl)carbamate 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid 1-Bromo-3,5-Di-Tert-Butylbenzene S-2-CHLORO PROPIONIC ACID ETHYL ISOCYANOACETATE 2-Bromo-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate 4-IODO BENZOIC ACID 3-NITRO-2-METHYL ANILINE 1-(2,4-DICHLOROPHENYL) ETHANAMINE (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 1-(4-(aminomethyl)benzyl)urea hydrochloride 2-aminopropyl benzoate hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
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