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Supelco

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:
55297-95-5
Molecular Weight:
493.74
EC Number:
259-580-0
UNSPSC Code:
41116107
PubChem Substance ID:
24860813
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

H413

Precautionary Statements

P273 - P501

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCH0386
BCCC8469
BCBZ9202
BCBV0817
SZBF238XV

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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)
Petra Reinhold et al.
Veterinary journal (London, England : 1997), 187(3), 405-407 (2010-08-31)
The effect of short-term antimicrobial treatment on natural excretion of Chlamydia suis in rectal swabs and C. suis and Chlamydophila psittaci in nasal swabs was investigated in 47 clinically normal piglets by quantitative real-time PCR. Pigs were treated IM with
Harold M J F van der Heijden et al.
Tijdschrift voor diergeneeskunde, 136(6), 410-416 (2011-06-28)
Histomonosis, a parasitic disease of galliformes and sporadically of other birds caused by Histomonas meleagridis, can result in very high mortality, especially in turkeys. The ban on the last antihistomonal drug prompted an urgent search for alternative prevention and treatment
K M S Islam et al.
Poultry science, 88(11), 2353-2359 (2009-10-17)
Tiamulin hydrogen fumarate is a semisynthetic derivative of the diterpene antibiotic pleuromutilin used in poultry medicine to treat mainly Mycoplasma- and Brachyspira-related diseases. Its use over 30 yr has not generally increased the development of resistance to these pathogens but
Andrew Pridmore et al.
Veterinary microbiology, 151(3-4), 409-412 (2011-04-19)
Tiamulin activity was measured against 19 UK field isolates of Actinobacillus pleuropneumoniae collected between 2003 and 2009 and the type strain ATCC 27090 as a control, with the intention of comparing broth with serum as growth media. Broth microdilution MIC/MBC
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