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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:
13803-65-1
Molecular Weight:
462.88
Beilstein/REAXYS Number:
4228856
MDL number:
MFCD00151453
UNSPSC Code:
41116107
PubChem Substance ID:
329755727
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL9210
BCCK3339
BCCJ1168
BCCG9640
BCCF4540

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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)
Wurihan Wurihan et al.
Pathogens and disease, 77(9) (2020-02-06)
Chlamydiae are common, important pathogens for humans and animals alike. Despite recent advancement in genetics, scientists are still searching for efficient tools to knock out or knock down the expression of chromosomal genes. We attempted to adopt a dCas9-based CRISPR
James M Murithi et al.
Science translational medicine, 13(603) (2021-07-23)
The emergence and spread of Plasmodium falciparum resistance to first-line antimalarials creates an imperative to identify and develop potent preclinical candidates with distinct modes of action. Here, we report the identification of MMV688533, an acylguanidine that was developed following a
Francesca Boldrin et al.
Nucleic acids research, 38(12), e134-e134 (2010-04-22)
Tightly regulated gene expression systems represent invaluable tools for studying gene function and for the validation of drug targets in bacteria. While several regulated bacterial promoters have been characterized, few of them have been successfully used in mycobacteria. In this
Christine R Whetstine et al.
Applied and environmental microbiology, 75(20), 6553-6558 (2009-08-25)
We developed a single-plasmid-based regulatable protein expression system for Borrelia burgdorferi. Expression of a target gene is driven by P(ost), a hybrid B. burgdorferi ospA-tetO promoter, from a recombinant B. burgdorferi plasmid constitutively expressing TetR. The system was tested using
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