Deferiprone

Catalog No.S4067 Synonyms: CP20

Deferiprone Chemical Structure

Molecular Weight(MW): 139.15

Deferiprone is a chelating agent with an affinity for ferric ion (iron III),binds with ferric ions to form neutral 3:1 (deferiprone:iron) complexes that are stable over a wide range of pH values.

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Biological Activity

Description Deferiprone is a chelating agent with an affinity for ferric ion (iron III),binds with ferric ions to form neutral 3:1 (deferiprone:iron) complexes that are stable over a wide range of pH values.
Features Possesses 10-fold higher cytotoxicity than maltol in both HL-60 and HSC-2 cell lines.
In vitro

Deferiprone (100 μM) is able to protect myocytes from doxorubicin-induced lactate dehydrogenase release. Deferiprone (300 μM) quickly and efficiently removes iron(III) from its complex with doxorubicin. Deferiprone (300 μM) rapidly enters myocytes and displaces iron from a fluorescence-quenched trapped intracellular iron-calcein complex, suggesting that in the myocyte, deferiprone should also be able to displace iron from its complex with doxorubicin. Deferiprone (3 mM) also greatly reduces hydroxyl radical production by the iron(III)-doxorubicin complex in the xanthine oxidase/xanthine superoxide generating system. [1] Deferiprone (0.5 mM) increases removal of RBC membrane free iron in a time and dose dependent manner. [2] Deferiprone (0.3 mM) is effective in inhibiting radioactive iron mobilization from iron-loaded heart cells and protecting or restoring mitochondrial respiratory enzyme activity. Deferiprone (1 mM) results in a sharp decrease in complex I-III activity in iron-loaded heart cells. [3] Deferiprone shows cytotoxic effect of human tumor cell lines HSC-2, HSC-3 and HL-60 with IC50 of 13.5 μg/mL, 9.9 μg/mL and 10.6 μg/mL, the cytotoxic activity of HK1 against HL-60 and HSC-2 cells is reduced in the presence of FeCl3. Deferiprone (100 μg/mL) induces internucleosomal DNA fragmentation in HL-60 cells, but the addition of FeCl3 inhibits the DNA fragmentation. Deferiprone (100 μg/mL) activates the caspase 3, 8 and 9 in HSC-2 cells. [4]

In vivo Deferiprone (100 mg/kg) reduces the mean basilar artery cross-sectional areas by 24% in rabbits. Deferiprone (100 mg/kg) combined with subarachnoid hemorrhage(SAH) shows a variable amount of corrugation of the internal elastic lamina in rabbits. [5]

Protocol

Solubility (25°C)

In vitro Water 1 mg/mL (7.18 mM)
DMSO Insoluble
Ethanol Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 139.15
Formula

C7H9NO2

CAS No. 30652-11-0
Storage powder
Synonyms CP20

Bio Calculators

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Clinical Trial Information

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT02882477 Not yet recruiting Diabetes Mellitus|Iron Metabolism Disorders|Gastroduodenal Ulcer|Optic Atrophy|Sensorineural Hearing Loss|Platelet Dysfunction Hadassah Medical Organization December 2016 Phase 2|Phase 3
NCT02878538 Not yet recruiting Mild Cognitive Impairment The University of Texas Health Science Center at San Antonio September 2016 --
NCT02980458 Completed Bioequivalence SocraTec R&D GmbH|SocraMetrics GmbH August 2016 Phase 1
NCT02728843 Recruiting Parkinsons Disease ApoPharma July 2016 Phase 2
NCT02477631 Recruiting Myelodysplastic Syndrome With Low-grade Lesions|Iron Overload Due to Repeated Red Blood Cell Transfusions Sheba Medical Center|Hadassah Medical Organization February 2016 Phase 2
NCT02655315 Recruiting Parkinson Disease University Hospital, Lille|European Commission|ApoPharma February 2016 Phase 2

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID