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Safety Information

34044

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
MDL number:
MFCD00864839
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

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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

Regulatory Information

监管及禁止进口产品

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCM4270
BCCL6936
BCCH0386
BCCC8469
BCBZ9202

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the best way to remove a portion of the material from the vial, in order to prepare a standard from Product 34044, Tiamulin?

    Tiamulin is a viscous liquid at room temperature, so it is a little difficult to work with. The kind of vial that is used for Product 34044-100MG-R is what Sigma-Aldrich Germany typically uses for amounts of about 10 mg to 100 mg. Tiamulin does not have a good chromophore, so we don't have an extinction coefficient for it; that is, if there were a chromophore, one might be able to quantitate it by measuring the UV absorbance of a solution.Here are our recommendations:1. Heat the vial up to 50-60°C. This will significantly reduce the viscosity of the Tiamulin.2. If there is material visible in the cap of the vial, spin it down using a small benchtop centrifuge for a few seconds. Briefly warm back up to 50-60°C if the vial cools down significantly during centrifugation.3. Using a pipetter, carefully transfer about 10 microliters of the warm liquid into a tared vial on a balance.4. Obtain an accurate weight, and use that in your calculations.As the material is needed, the vial can be heated several times to 50-60°C, without harming it. The 100 mg is roughly 100 microliters, so following the recommendations above, you should be able to obtain about 10 samples from the vial of 34044-100MG-R.

  6. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

"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
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
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
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