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Merck

PHR1377

Allopurinol

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

Allopurinol, 1H-Pyrazolo(3,4-d)pyrimidin-4-ol, 4-Hydroxypyrazolo(3,4-d)pyrimidine, 4-Hydroxypyrazolo[3,4-d]pyrimidine, HPP

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About This Item

Empirical Formula (Hill Notation):
C5H4N4O
CAS Number:
315-30-0
Molecular Weight:
136.11
NACRES:
NA.24
PubChem Substance ID:
329823354
UNSPSC Code:
41116107
EC Number:
206-250-9
MDL number:
MFCD00599413

Key Documents

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InChI key

OFCNXPDARWKPPY-UHFFFAOYSA-N

InChI

1S/C5H4N4O/c10-5-3-1-8-9-4(3)6-2-7-5/h1-2H,(H2,6,7,8,9,10)

SMILES string

O=C1NC=Nc2[nH]ncc12

grade

certified reference material, pharmaceutical secondary standard

agency

USP 1013002, traceable to Ph. Eur. A0350000

API family

allopurinol

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

>300 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-30°C

Quality Level

300

Gene Information

human ... XDH(7498)

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Related Categories

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.
Allopurinol is a drug used in the treatment of chronic gout or hyperuricaemia. Its mode of action involves inhibition of xanthine oxidase, an important enzyme catalyzing the hydroxylation of hypoxanthine to xanthine and xanthine to uric acid.

Application

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.
Allopurinol may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by spectrophotometry.

Biochem/physiol Actions

Inhibitor of xanthine oxidase and de novo pyrimidine biosynthesis. A classical agent in treatment of hyperuricemia and gout.

Analysis Note

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

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 LRAA1633 in the slot below. This is an example certificate only and may not be the lot that you receive.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H317

Hazard Classifications

Acute Tox. 3 Oral - Skin Sens. 1

Storage Class

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

wgk

WGK 2

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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Spectrophotometric determination of allopurinol drug in tablets: Spectroscopic characterization of the solid CT complexes.
Refat MS, et al.
Bull. Korean Chem. Soc., 31(6), 1535-1542 (2010)
Spectrophotometric determination of Allopurinol in tablet formulation.
Khayoon WShakir, et al.
Journal of Physical Science, 19(2), 23-30 (2008)
Sheena N Ramasamy et al.
Drug safety, 36(10), 953-980 (2013-07-23)
Allopurinol is the primary therapy for the management of chronic gout. Utilization of allopurinol has increased in tandem with the growing prevalence of gout globally. This exposes more patients to the risk of allopurinol hypersensitivity (AH), a rare adverse reaction
Vikram Agarwal et al.
Journal of clinical hypertension (Greenwich, Conn.), 15(6), 435-442 (2013-06-05)
Allopurinol is a potent xanthine oxidase inhibitor that is used in hyperuricemic patients to prevent gout. It has also been shown to decrease cardiovascular complications in a myriad of cardiovascular conditions. However, studies have reported conflicting evidence on its effects
P Higgins et al.
Heart (British Cardiac Society), 100(14), 1085-1092 (2014-05-03)
Central blood pressure (CBP) and carotid intima-media thickness (CIMT) are surrogate measures of cardiovascular risk. Allopurinol reduces serum uric acid and oxidative stress and improves endothelial function and may therefore reduce CBP and CIMT progression. This study sought to ascertain
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