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37919

Supelco

Anhydrotetracycline hydrochloride

VETRANAL®, analytical standard

Synonym(s):

(4S,4aS,12aS)-4-(Dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide monohydrochloride

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About This Item

Empirical Formula (Hill Notation):
C22H22N2O7 · HCl
CAS Number:
Molecular Weight:
462.88
Beilstein:
4228856
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

Agency

EPA 1694

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

storage condition

under inert gas

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

clinical testing

format

neat

SMILES string

Cl[H].[H][C@@]12Cc3c(C)c4cccc(O)c4c(O)c3C(=O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C

InChI

1S/C22H22N2O7.ClH/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28;/h4-6,11,16,25-27,31H,7H2,1-3H3,(H2,23,30);1H/t11-,16-,22-;/m0./s1

InChI key

XBSQEFHDCDFNJU-WPJNXPDPSA-N

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General description

Anhydrotetracycline (ATC) is a degradation product of tetracycline hydrochloride, a widely used antibiotic in animal breeding.

Application

The analytical standard can be used as follows:
  • Terahertz (THz) spectroscopy-based temperature-dependent quantitative and qualitative analysis of the antibiotic, tetracycline hydrochloride, and its three major metabolites
  • Simultaneous analysis of tetracycline hydrochloride and its degradation products in a pharmaceutical formulation by Resonance Raman Spectroscopy to study stress-induced stability of the drug
  • Development and validation of a liquid chromatography-tandem mass spectroscopy (LC-MS/MS) method to determine 21 antibiotic residues used as veterinary medicinal products in honey samples
  • Estimation of eight tetracycline antibiotics in various environmental water samples by dispersive liquid-liquid microextraction (DLLME) followed by an ultra-high pressure liquid chromatography (UHPLC)-tunable ultraviolet detection (TUV)

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Susceptibility of Escherichia coli and Enterococcus faecium isolated from pigs and broiler chickens to tetracycline degradation products and distribution of tetracycline resistance determinants in E. coli from food animals
Sengelov G, et al.
Veterinary Microbiology, 95, 91-101 (2003)
Marcus Resch et al.
Nucleic acids research, 36(13), 4390-4401 (2008-07-01)
Today's proteome is the result of innumerous gene duplication, mutagenesis, drift and selection processes. Whereas random mutagenesis introduces predominantly only gradual changes in protein function, a case can be made that an abrupt switch in function caused by single amino
Wenjun Zhang et al.
Journal of the American Chemical Society, 130(19), 6068-6069 (2008-04-22)
The cyclohexenone ring A of tetracyclines exhibits unique structural features not observed among other aromatic polyketides. These substitutions include the C2 primary amide, C4 dimethylamine, and the C12a tertiary alcohol. Here we report the identification and reconstitution of the minimum
Marta Gratacós-Cubarsí et al.
Journal of agricultural and food chemistry, 55(11), 4610-4616 (2007-05-10)
Tetracycline (TC) and 4-epitetracycline (4eTC) degradation, as well as anhydrotetracycline (ATC) and 4-epianhydrotetracycline (4eATC) formation, has been evaluated in thermally treated chicken breast, pig loin, and pig loin with added back-fat. Samples containing TC and 4eTC residues were submitted to
Prasanna Bhomkar et al.
PloS one, 6(11), e27559-e27559 (2011-12-02)
Synthetic biology is an emerging branch of molecular biology that uses synthetic genetic constructs to create man-made cells or organisms that are capable of performing novel and/or useful applications. Using a synthetic chemically sensitive genetic toggle switch to activate appropriate

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