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Tiamulin

VETRANAL®, analytical standard

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

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About This Item

Empirical Formula (Hill Notation):
C28H47NO4S
CAS Number:
Molecular Weight:
493.74
EC Number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

Mode of action

enzyme | inhibits

storage temp.

2-8°C

SMILES string

CCN(CC)CCSCC(=O)O[C@@H]1C[C@@](C)(C=C)[C@@H](O)[C@H](C)[C@@]23CC[C@@H](C)C1(C)[C@@H]2C(=O)CC3

InChI

1S/C28H47NO4S/c1-8-26(6)17-22(33-23(31)18-34-16-15-29(9-2)10-3)27(7)19(4)11-13-28(20(5)25(26)32)14-12-21(30)24(27)28/h8,19-20,22,24-25,32H,1,9-18H2,2-7H3/t19-,20+,22-,24+,25+,26-,27+,28+/m1/s1

InChI key

UURAUHCOJAIIRQ-QGLSALSOSA-N

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General description

Chemical structure: macrolide
Tiamulinis a veterinary drug with very low water solubility (0.000524 mg/mL). Its mode of action involves suppressing protein synthesis in bacteria.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
For detailed application information, please see the Frequently Asked Questions (FAQ) section at the bottom of this page.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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"Inhibition of peptide bond formation by pleuromutilins: the structure of the 50S ribosomal subunit from Deinococcus radiodurans in complex with tiamulin?
Schlunzen F, et al.
Molecular Microbiology, 54(05), 1287-1294 (2004)
K M S Islam et al.
Poultry science, 87(12), 2528-2534 (2008-11-29)
In an earlier study, the continuous medication of broiler feed with a combination of tiamulin (TIA; 20 mg/kg), chlortetracycline (CTC; 60 mg/kg), and the ionophore anticoccidial salinomycin (SAL; 60 mg/kg) caused an initial increase in BW and feed efficiency (FE;
Decreased susceptibility of MRSA ST398 to tiamulin.
Joseph E Rubin et al.
Veterinary microbiology, 151(3-4), 422-423 (2011-04-23)
Saad Gharaibeh et al.
Veterinary microbiology, 150(3-4), 379-383 (2011-03-09)
This study compares the antimicrobial susceptibility over time between two groups of Mycoplasma gallisepticum (MG) isolates from the same geographical area. Minimum inhibitory concentration of 13 antimicrobials was determined against two groups of MG isolates from chickens. Group 1 strains
Xun Pan et al.
Journal of environmental sciences (China), 23(10), 1729-1737 (2011-01-01)
This work describes a systematic approach to the development of a method for simultaneous determination of three classes of veterinary antibiotics in the suspended solids (SS) of swine wastewater, including five sulfonamides, three tetracyclines and one macrolide (tiamulin). The entire

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