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Merck

PHR1145

Doxycycline hyclate

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

Doxycycline hydrochloride hemiethanolate hemihydrate

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About This Item

Empirical Formula (Hill Notation):
C22H24N2O8 · HCl · 0.5H2O · 0.5C2H6O
CAS Number:
24390-14-5
Molecular Weight:
512.94
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329823165
MDL number:
MFCD07357237
Beilstein/REAXYS Number:
5702728

Key Documents

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SMILES string

Cl[H].Cl[H].[H]O[H].CCO.C[C@@H]1C2[C@H](O)C3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C2C(=O)c4c(O)cccc14.C[C@@H]5C6[C@H](O)C7[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]7(O)C(O)=C6C(=O)c8c(O)cccc58

InChI key

HALQELOKLVRWRI-ZVACAFRPSA-N

InChI

1S/2C22H24N2O8.C2H6O.2ClH.H2O/c2*1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29;1-2-3;;;/h2*4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31);3H,2H2,1H3;2*1H;1H2/t2*7-,10?,14?,15-,17-,22-;;;;/m00..../s1

grade

certified reference material, pharmaceutical secondary standard

agency

traceable to Ph. Eur. D3000000, traceable to USP 1226003

API family

doxycycline

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

-10 to -25°C

Quality Level

300

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General description

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.
Doxycycline, the semi-synthetic analog of tetracycline, is a broad-spectrum antibiotic employed in medicine and veterinary applications, is known for its action against a huge range of gram positive and gram negative bacteria. It is prescribed against infections spread by rickettsiae, mycoplasmas and chlamydiae.

Application

Doxycycline hyclate may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations and biological samples by various chromatography and spectrophotometric techniques.
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.

Biochem/physiol Actions

Mode of Action: Doxycycline hyclate inhibits the inflammatory response to the Lyme Disease Spirochete Borrelia burgdorferi.

Activity Spectrum: Effective against a broad spectrum inhibitor of matrix metalloproteinases in vivo.

Analysis Note

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

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
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 LRAC0269 in the slot below. This is an example certificate only and may not be the lot that you receive.
Values of analytes vary lot to lot.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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Pharmacokinetics of a peroral single dose of two long-acting formulations and an aqueous formulation of doxycycline hyclate in horses
Zozaya H, et al.
Acta Veterinaria Scandinavica, 55(1), 21-21 (2013)
Thin-layer and column-chromatographic methods for simultaneous analysis of ambroxol hydrochloride and doxycycline hyclate in a binary mixture
Mohammad M and Zawilla N
JPC-Journal of Planar Chromatography-Modern TLC, 22(3), 201-206 (2009)
Simple UV and visible spectrophotometric methods for the determination of doxycycline hyclate in pharmaceuticals
Ramesh P, et al.
Journal of Analytical Chemistry, 66(5), 482-489 (2011)
Determination of doxycycline in pharmaceuticals based on its degradation by Cu (II)/H2O2 reagent in aqueous solution
Sunaric SM. et al.
Journal of Analytical Chemistry, 64(3), 231-237 (2009)
Xuefeng Wu et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(38), 13870-13875 (2014-09-06)
Metastatic spread is the leading cause of cancer mortality. Breast cancer (BCa) metastatic recurrence can happen years after removal of the primary tumor. Here we show that Ubc13, an E2 enzyme that catalyzes K63-linked protein polyubiquitination, is largely dispensable for
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