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Merck

PHR1691

4-Epianhydrotetracycline hydrochloride

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

4-Epianhydrotetracycline hydrochloride, (4R,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:
4465-65-0
Molecular Weight:
462.88
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329823559
MDL number:
MFCD00151455
Beilstein/REAXYS Number:
3840711

Key Documents

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Product Name

4-Epianhydrotetracycline hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

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

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 key

XBSQEFHDCDFNJU-MOMXNFOMSA-N

grade

certified reference material
pharmaceutical secondary standard

agency

traceable to Ph. Eur. E0400000
traceable to USP 1236506

API family

chlortetracycline, tetracycline

CofA

current certificate can be downloaded

packaging

pkg of 500 mg

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

Quality Level

300

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Analysis Note

These secondary standards offer multi-traceability to the USP and EP primary standards, where they are available.

Application

4-Epianhydrotetracycline hydrochloride may be used as a pharmaceutical reference standard for the determination of the analyte in commercial bulk and pharmaceutical products by high performance liquid chromatography (HPLC).
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

General description

4-Epianhydrotetracycline hydrochloride is a degradation product of tetracyclines which are used as veterinary medicines.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAA6863 in the slot below. This is an example certificate only and may not be the lot that you receive.

Storage Class

11 - Combustible Solids

wgk

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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4-Epianhydrotetracycline
USP43-NF38: United States Pharmacopeia and National Formulary
United States Pharmacopeia/National Formulary, 6636-6636 (2013)
A high performance liquid chromatographic system for the analysis of tetracycline drug standards, analogs, degradation products and other impurities
Mack GD and Ashworth RB
Journal of Chromatographic Science, 16(3), 93-101 (1978)
Emad M Hussien
Biomedical chromatography : BMC, 28(9), 1278-1283 (2014-03-13)
A novel reversed-phase HPLC method was developed and validated for the assay of tetracycline hydrochloride and the limit of 4-epianhydrotetracycline hydrochloride impurity in tetracycline hydrochloride commercial bulk and pharmaceutical products. The method employed L1 (3 µm, 150 × 4.6 mm) columns, a mobile phase

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