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Merck
CN

42688

Oxypurinol

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C5H4N4O2
CAS Number:
2465-59-0
Molecular Weight:
152.11
NACRES:
NA.24
PubChem Substance ID:
329756257
UNSPSC Code:
77101502
EC Number:
219-570-9
MDL number:
MFCD00056934

Key Documents

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Product Name

Oxypurinol, analytical standard

InChI key

HXNFUBHNUDHIGC-UHFFFAOYSA-N

InChI

1S/C5H4N4O2/c10-4-2-1-6-9-3(2)7-5(11)8-4/h1H,(H3,6,7,8,9,10,11)

SMILES string

O=C1NC(=O)c2cn[nH]c2N1

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

An allopurinol metabolite.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH7531
BCCC1918
BCBX7131
BCBS2722V

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Richard O Day et al.
Clinical pharmacokinetics, 46(8), 623-644 (2007-07-28)
Allopurinol is the drug most widely used to lower the blood concentrations of urate and, therefore, to decrease the number of repeated attacks of gout. Allopurinol is rapidly and extensively metabolised to oxypurinol (oxipurinol), and the hypouricaemic efficacy of allopurinol
Drugs in R&D, 5(3), 171-175 (2004-05-14)
Oxipurinol [alloxanthine, Oxyprim, oxypurinol] is the active metabolite of the only commercially available xanthine oxidase inhibitor, allopurinol. Oxipurinol is also a xanthine oxidase inhibitor. Oxipurinol is currently being developed by Cardiome Pharma. It is waiting for approval in the US
James Yun et al.
Journal of immunology (Baltimore, Md. : 1950), 192(7), 2984-2993 (2014-03-05)
Allopurinol (ALP) hypersensitivity is a major cause of severe cutaneous adverse reactions and is strongly associated with the HLA-B*58:01 allele. However, it can occur in the absence of this allele with identical clinical manifestations. The immune mechanism of ALP-induced severe
C C Wen et al.
Clinical pharmacology and therapeutics, 97(5), 518-525 (2015-02-14)
The first-line treatment of hyperuricemia, which causes gout, is allopurinol. The allopurinol response is highly variable, with many users failing to achieve target serum uric acid (SUA) levels. No genome-wide association study (GWAS) has examined the genetic factors affecting allopurinol
Lisa K Stamp et al.
Rheumatology (Oxford, England), 53(11), 1958-1965 (2014-06-06)
The aims of this study were to establish whether, in patients with gout, MPO is released from neutrophils and urate is oxidized to allantoin and if these effects are attenuated by allopurinol. MPO, urate, allantoin and oxypurinol were measured in
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