Allopurinol

Cayman Chemical Item Number 10012597

(CAS 315-30-0)

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Description

Xanthine oxidoreductase mediates the successive oxidation of hypoxanthine and xanthine to produce uric acid. The enzyme can interconvert between xanthine dehydrogenase and xanthine oxidase activities through reversible sulfhydryl oxidation on specific cysteine residues. Both forms oxidize hypoxanthine and xanthine to uric acid. However the dehydrogenase simultaneously reduces nicotinamide adenine dinucleotide while the oxidase reduces oxygen to superoxide. Allopurinol is an isomer of hypoxanthine that inhibits xanthine oxidoreductase (IC50 values between 0.2 and 50 μM, depending on assay and cell type).1,2 In vivo, allopurinol has been reported to effectively and safely lower serum and urinary uric acid levels and is also reported to be effective in the treatment of gout and hyperuricemia. Allopurinol is rapidly metabolized in vivo to the xanthine analog oxypurinol, which is a metabolite that clearly augments the therapeutic effect of allopurinol.3

1. Fujimoto, Y., Sakuma, S., Tagami, T., et al. N-ethylmaleimide inhibits xanthine oxidase activity with no detectable change in xanthine dehydrogenase activity in rabbit liver. Life Sci 68 517-524 (2000).

2. Pacher, P., Nivorozhkin, A., and Szabó, C. Therapeutic effects of xanthine oxidase inhibitors: Renaissance half a century after the discovery of allopurinol. Pharmacol Rev 58(1) 87-114 (2006).

3. Day, R.O., Graham, G.G., Hicks, M., et al. Clinical pharmacokinetics and pharmacodynamics of allopurinol and oxypurinol. Clin Pharmacokinet 46(8) 623-644 (2007).

Formal Name 1,​5-​dihydro-​4H-​pyrazolo[3,​4-​d]pyrimidin-​4-​one
CAS Number 315-30-0
Molecular Formula C5H4N4O
Formula Weight 136.1
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=c1nc[nH]​c2[nH]​ncc12
InCHI Code
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​1S/C5H4N4O/c10-5-3-1-8-9-4(3)​6-2-7-5/h1-2H,(H2,6,7,8,9,10)​
InCHI Key
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OFCNXPDARWKPPY-UHFFFAOYSA-N

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Size Price Quantity Subtotal
25 g $25.00 $0.00
50 g $48.00 $0.00
100 g $90.00 $0.00
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Cart Total $0.00

Pricing updated 2015-08-05. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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Ann Arbor, Michigan 48108 USA

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