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Deferiprone

Deferiprone

CAS: 30652-11-0

Molecular Formula: C7H9NO2

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Deferiprone - Names and Identifiers

Name Deferiprone
Synonyms L1
DMHP
CP20
DEFERIPRON
DEFERIDONE
Deferiprone
DEFERIPRONE
1,2-Dimethyl-3-hydroxy-4-pyridone
1,2-Dimethyl-3-hydroxypyridine-4-one
2-hydroxy-1,3-dimethyl-pyridin-4-one
3-HYDROXY-1,2-DIMETHYL-4(1H)-PYRIDONE
3-Hydroxy-1,2-Dimethyl-4(1H)-Pyridone
3-HYDROXY-1,2-DIMETHYL-4(1H)PYRIDINONE
3-hydroxy-1,2-dimethylpyridin-4(1H)-one
CAS 30652-11-0
EINECS 212-783-8
InChI InChI=1/C7H9NO2/c1-5-6(9)3-4-8(2)7(5)10/h3-4,10H,1-2H3
InChIKey TZXKOCQBRNJULO-UHFFFAOYSA-N

Deferiprone - Physico-chemical Properties

Molecular FormulaC7H9NO2
Molar Mass139.15
Density1.1997 (rough estimate)
Melting Point272-275 °C (lit.)
Boling Point255.1°C (rough estimate)
Flash Point94.7°C
Water SolubilitySoluble in hot water
Solubility Soluble in hot water
Vapor Presure0.0107mmHg at 25°C
Appearancewhite needle
ColorWhite to off-white
Merck14,2859
pKapKa1 3.3, pKa2 9.7(at 25℃)
Storage Condition2-8°C
StabilityStable for 1 year from date of purchase as supplied. Solutions are not stable and must be prepared fresh daily.
Refractive Index1.4800 (estimate)
MDLMFCD00134497
In vitro studyDeferiprone (100 μm) was able to protect myocytes under doxorubicin-induced release of lactate dehydrogenase. Deferiprone (300 μm) rapidly and efficiently cleared ferric ions (III) from the Doxorubicin complex. Deferiprone (300 μm) rapidly enters myocytes and displaces ferric ions from intracellular iron-calcein complexes captured by fluorescence quenching, indicating that in myocytes, deferiprone should also be able to displace the iron ions in its complex with doxorubicin. In The xanthine oxidase/xanthine superoxide generation system, Deferiprone (3 mM) was also able to greatly reduce the hydroxyl radical produced by the ferric ion (III)-Doxorubicin complex. Deferiprone (0.5 mM) increased the clearance of free iron from RBC membranes in a time-dose dependent manner. Deferiprone (0.3 mM) was able to effectively inhibit the transfer of radioactive iron from iron-loaded heart cells and to protect or restore mitochondrial respiratory enzyme activity. In iron-loaded heart cells, Deferiprone (1 mM) caused a sharp decrease in the I-III activity of the complex. Deferiprone showed cytotoxic effects on 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 cytotoxicity of HK1 on HL-60 and HSC-2 cells was decreased in the presence of FeCl 3. Deferiprone (100 μg/ml) induced internucleosomal DNA fragmentation in HL-60 cells, but addition of FeCl 3 inhibited DNA fragmentation. Deferiprone (100 μg/ml) activates caspases 3,8 and 9 in HSC-2 cells.
In vivo studyIn rabbits, Deferiprone (100 mg/kg) reduced the mean basilar artery cross-sectional area by 24%. In rabbits, Deferiprone (100 mg/kg) in combination with subarachnoid hemorrhage (SAH) showed a variable number of internal elastic membrane folds.

Deferiprone - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
Risk CodesR22 - Harmful if swallowed
R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.
S37/39 - Wear suitable gloves and eye/face protection
WGK Germany3
RTECSUU7785940
HS Code29333990
ToxicityLD50 i.p. in rats, mice: 650 mg/kg, 0.8-1.0 g/kg; i.g. in rats: 2.0-3.0 g/kg (Kontoghiorghes, 1995)

Deferiprone - Reference Information

Biological activity Deferiprone (CP20) is a chelating agent that has affinity for iron ions (ferric ions) and combines with iron ions to form a neutral 3:1 (iron-removed copper: iron) complex.
production method using 3-hydroxy -2-methyl -4-pyridone as raw material, through hydroxyl protection, N-methylation and deprotectant reaction to obtain the deferric ketone, the total yield is 4 9%.
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update：2024-04-09 21:11:58
Deferiprone
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Product Name: Deferiprone Request for quotation
CAS: 30652-11-0
Tel: 0086-551-65418684
Email: sales@tnjchem.com
　　　　 info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840 Click to send a QQ message
Wechat: 0086 189 4982 3763
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Product List: View Catalog
Shanghai Yuanye Bio-Technology Co., Ltd.
Multiple SpecificationsSpot supply
Product Name: 3-Hydroxy-1,2-dimethyl-4(1H)-pyridone Visit Supplier Webpage Request for quotation
CAS: 30652-11-0
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
Zouping Mingxing Chemical Co., Ltd.
Product Name: Deferiprone Request for quotation
CAS: 30652-11-0
Tel: 0086-13605431940
Email: xuli678323@126.com
Mobile: +86-13605431940
QQ: 56860987 Click to send a QQ message
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Deferiprone
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