An internal standard for the quantification of deferiprone
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Unlabeled Version(s)
20387Deferiprone
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Deferiprone-d3

Item No. 28702

Technical Information
Formal Name
3-hydroxy-2-methyl-1-(methyl-d3)-4(1H)-pyridinone
CAS Number
1346601-82-8
Molecular Formula
C7H6D3NO2
Formula Weight
Purity
≥99% deuterated forms (d1-d3)
A solid
SMILES
O=C1C(O)=C(C)N(C([2H])([2H])[2H])C=C1
InChi Code
InChI=1S/C7H9NO2/c1-5-7(10)6(9)3-4-8(5)2/h3-4,10H,1-2H3/i2D3
InChi Key
TZXKOCQBRNJULO-BMSJAHLVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Deferiprone-d3 is intended for use as an internal standard for the quantification of deferiprone (Item No. 20387) by GC- or LC-MS. Deferiprone is an iron chelator that binds to iron in a 3:1 (ligand:iron) ratio and has antioxidant and neuroprotective activities.1 It reverses ferroptosis induced by erastin (Item No. 17754) in HT-1080 fibrosarcoma cells when used at a concentration of 100 µM as well as reduces levels of intracellular iron and inhibits lipid peroxidation in primary rat hepatocytes at 200 and 50 µM, respectively.2,3 Deferiprone reduces cholesterol diet-induced increases in the levels of amyloid-β (1-42) (Aβ42), Aβ40, and the phosphorylation of tau and glycogen synthase kinase-3β (GSK-3β) in the rabbit hippocampus when administered at a dose of 50 mg/kg.4 Formulations containing deferiprone have been used in the treatment of thalassemia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Barnabé, N., Zastre, J.A., Venkataram, S., et alDeferiprone protects against doxorubicin-induced myocyte cytotoxicity. Free Radic. Biol. Med. 33(2), 266-275 (2002).

    2. Zheng, J., Sato, M., Mishima, E., et alSorafenib fails to trigger ferroptosis across a wide range of cancer cell lines. Cell Death Dis. 12(7), 698 (2021).

    3. Morel, I., Cillard, J., Lescoat, G., et alAntioxidant and free radical scavenging activities of the iron chelators pyoverdin and hydroxypyrid-4-ones in iron-loaded hepatocyte cultures: Comparison of their mechanism of protection with that of desferrioxamine. Free Radic. Biol. Med. 13(5), 499-508 (1992).

    4. Prasanthi, J.R., Schrag, M., Dasari, B., et alDeferiprone reduces amyloid-β and tau phosphorylation levels but not reactive oxygen species generation in hippocampus of rabbits fed a cholesterol-enriched diet. J. Alzheimers Dis. 30(1), 167-182 (2012).