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O6881

Sigma-Aldrich

Oxypurinol

≥98% (HPLC)

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100 MG
CHF 303.00
500 MG
CHF 1’130.00

About This Item

Empirische Formel (Hill-System):
C5H4N4O2
CAS-Nummer:
Molekulargewicht:
152.11
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
41106305
PubChem Substanz-ID:
NACRES:
NA.51

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Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Löslichkeit

1 M NaOH: 49.00-51.00 mg/mL, clear to slightly hazy, colorless to yellow (heated NaOH)

SMILES String

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

InChI

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

InChIKey

HXNFUBHNUDHIGC-UHFFFAOYSA-N

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Anwendung

Oxypurinol has been used as a xanthine oxidase inhibitor, to evaluate its effects on hepatocellular carcinoma cell proliferation.[1] It has also been used as a xanthine inhibitor to elucidate its contribution in the induction of hpv16 late gene expression.[2]
Oxypurinol, an allopurinol metabolite, is used as an inhibitor to study the specificity and kinetics of of xanthine oxidase(s). Oxypurinol is also used as an anti-inflammatory agent via inhibition of xanthine oxidase.

Biochem./physiol. Wirkung

An allopurinol metabolite.
Oxypurinol has the ability to stimulate osteoblast differentiation and enhance the formation of bone. It is used to treat gout and hyperuricemia. Oxypurinol is considered as a strong antioxidant. It can prevent the actions of xanthine oxidase (XO) in osteoblasts.[3]

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Allopurinol and oxypurinol promote osteoblast differentiation and increase bone formation
Orriss I R, et al.
Experimental Cell Research, 342(2), 166-174 (2016)
Umair Z Malik et al.
Free radical biology & medicine, 51(1), 179-184 (2011-05-11)
Xanthine oxidase (XO) is a critical source of reactive oxygen species (ROS) that contribute to vascular inflammation. Binding of XO to vascular endothelial cell glycosaminoglycans (GAGs) results in significant resistance to inhibition by traditional pyrazolopyrimidine-based inhibitors such as allopurinol. Therefore
Xanthine dehydrogenase downregulation promotes TGF beta signaling and cancer stem cell-related gene expression in hepatocellular carcinoma
Chen GL, et al.
Oncogenesis, 6(9), e382-e382 (2017)
Sophie L Stocker et al.
The Journal of rheumatology, 38(5), 904-910 (2011-02-03)
To investigate the pharmacokinetic and pharmacodynamic interaction between probenecid and oxypurinol (the active metabolite of allopurinol) in patients with gout. This was an open-label observational clinical study. Blood and urine samples were collected to measure oxypurinol and urate concentrations. We
Sophie L Stocker et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 878(25), 2363-2368 (2010-08-13)
Oxypurinol is the active metabolite of allopurinol which is used to treat hyperuricaemia associated with gout. Both oxypurinol and allopurinol inhibit xanthine oxidase which forms uric acid from xanthine and hypoxanthine. Plasma oxypurinol concentrations vary substantially between individuals and the

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