379409
3-Hydroxy-1,2-dimethyl-4(1H)-pyridone
98%
Synonym(s):
Deferiprone
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About This Item
Empirical Formula (Hill Notation):
C7H9NO2
CAS Number:
Molecular Weight:
139.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
3-Hydroxy-1,2-dimethyl-4(1H)-pyridone, 98%
InChI
1S/C7H9NO2/c1-5-7(10)6(9)3-4-8(5)2/h3-4,10H,1-2H3
SMILES string
CN1C=CC(=O)C(O)=C1C
InChI key
TZXKOCQBRNJULO-UHFFFAOYSA-N
assay
98%
form
powder
mp
272-275 °C (lit.)
functional group
ketone
Quality Level
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Application
3-Hydroxy-1,2-dimethyl-4(1H)-pyridone (OH-pyridone) may be used in the bacterial killing assays. It has been employed as hydroxyketone chelating agent and its cytotoxic action against oral human normal and tumor cell lines has been evaluated.
General description
3-Hydroxy-1,2-dimethyl-4(1H)-pyridone (Hdpp, Deferiprone) is a hydroxy ketone derivative. It reacts with uranyl salts [UO2(NO3)2] in aqueous acidic solution to afford mono nuclear complexes ([UO2(dpp)(Hdpp)2(H2O)]ClO4). X-ray studies have been conducted to examine the structure and geometry of these complexes.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Jaroslav Cermak et al.
Leukemia research, 37(12), 1612-1615 (2013-08-14)
One hundred thirteen patients with myelodysplastic syndromes (MDS) with <10% of bone marrow blasts received either deferiprone in a daily dose of 40-90 mg/kg (48 patients) or deferasirox in a daily dose of 10-40 mg/kg (65 patients). Median duration of
Cytotoxic activity of deferiprone, maltol and related hydroxyketones against human tumor cell lines.
Eiji Yasumoto et al.
Anticancer research, 24(2B), 755-762 (2004-05-27)
Hydroxyketone chelators, deferiprone (HK1), maltol (HK3) and their related compounds (HK2, 4-8), were characterized for their cytotoxic profiles against oral human normal and tumor cells. Most hydroxyketones except HK6 showed relatively higher tumor-specific cytotoxicity. Deferiprone (HK1), which showed the highest
Chryssoula Drouza et al.
Inorganic chemistry, 43(26), 8336-8345 (2004-12-21)
Reaction of [UO(2)(NO(3))(2)] with the hydroxy ketones 3-hydroxy-2-methyl-4-pyrone (Hma) and 3-hydroxy-1,2-dimethyl-4(1H)-pyridone (Hdpp) in aqueous acidic solutions (pH approximately 3) yields the compounds [UO(2)(ma)(2)(H(2)O)].H(2)O (1.H(2)O) and [UO(2)(dpp)(Hdpp)(2)(H(2)O)]ClO(4) (2), respectively. X-ray diffraction shows that the geometry around the metal ion in both
Matthew R Bedford et al.
Journal of clinical pharmacology, 53(9), 885-891 (2013-06-07)
Iron plays a crucial role in a number of metabolic pathways including oxygen transport, DNA synthesis, and ATP generation. Although insufficient systemic iron can result in physical impairment, excess iron has also been implicated in a number of diseases including
Etheresia Pretorius et al.
Toxicology mechanisms and methods, 23(5), 352-359 (2013-01-03)
Inflammatory diseases associated with iron overload are characterized by a changed coagulation profile, where there is a persistent presence of fibrin-like material of dense-matted deposits (DMDs). It is believed that one source of such material is a result of the
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