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HomeProduct name listTiamulin

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: 2024-08-21 22:41:43
Tiamulin Structural

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)
ghs
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

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