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PHR1377

Allopurinol

Name: Allopurinol
Brand: SIAL

Pharmaceutical Secondary Standard; Certified Reference Material

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Synonym(s):

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

Empirical Formula (Hill Notation):

C₅H₄N₄O

CAS Number:

315-30-0

Molecular Weight:

136.11

EC Number:

206-250-9

MDL number:

MFCD00599413

PubChem Substance ID:

329823354

NACRES:

NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

300

Agency

traceable to BP 870
traceable to Ph. Eur. A0350000
traceable to USP 1013002

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

SMILES string

O=C1NC=Nc2[nH]ncc12

InChI

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

InChI key

OFCNXPDARWKPPY-UHFFFAOYSA-N

Gene Information

human ... XDH(7498)

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Related Categories

Analytical Reference Standards

Sigma-Aldrich

Certified Reference Materials

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

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

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

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, EP (PhEur) and BP 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.

Footnote

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.

related product

Product No.

Description

Pricing

1013035

1013046

1013013

1013024

1013068

1013079

BP870

Allopurinol, British Pharmacopoeia (BP) Reference Standard

PHR2005

PHR2006

PHR2007

PHR2008

PHR2009

BP832

Allopurinol impurity B, British Pharmacopoeia (BP) Reference Standard

BP844

Allopurinol impurity D, British Pharmacopoeia (BP) Reference Standard

BP845

Allopurinol impurity E, British Pharmacopoeia (BP) Reference Standard

BP843

Allopurinol impurity C, British Pharmacopoeia (BP) Reference Standard

Pictograms

GHS06

Signal Word

Danger

Hazard Statements

H301 - H317

Precautionary Statements

P280 - P301 + P310 + P330 - P302 + P352

Hazard Classifications

Acute Tox. 3 Oral - Skin Sens. 1

Storage Class Code

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

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Spectrophotometric determination of Allopurinol in tablet formulation.

Khayoon WShakir, et al.

Journal of Physical Science, 19(2), 23-30 (2008)

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)

Allopurinol and xanthine oxidase inhibition in liver ischemia reperfusion.

Stephanie Peglow et al.

Journal of hepato-biliary-pancreatic sciences, 18(2), 137-146 (2010-09-30)

Allopurinol was first introduced, in 1963, as a xanthine oxidase inhibitor when it was investigated for concomitant use with cancer chemotherapy drugs. Today it is used in gout and hyperuricemia. Due to its additive benefit in preventing oxidative damage, attention

Allopurinol in dermatology.

Tsen-Fang Tsai et al.

American journal of clinical dermatology, 11(4), 225-232 (2010-06-01)

Off-label use is common in dermatology, and is inevitable for rare cutaneous diseases such as perforating dermatosis. Allopurinol is traditionally considered to be a drug for hyperuricemia only, but the recent demonstration of its efficacy in congestive heart failure has

Allopurinol reduces brachial and central blood pressure, and carotid intima-media thickness progression after ischaemic stroke and transient ischaemic attack: a randomised controlled trial.

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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