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379409

Sigma-Aldrich

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:
30652-11-0
Molecular Weight:
139.15
MDL number:
MFCD00134497
UNSPSC Code:
12352100
PubChem Substance ID:
24863630
NACRES:
NA.22

assay

98%

form

powder

mp

272-275 °C (lit.)

SMILES string

CN1C=CC(=O)C(O)=C1C

InChI

1S/C7H9NO2/c1-5-7(10)6(9)3-4-8(5)2/h3-4,10H,1-2H3

InChI key

TZXKOCQBRNJULO-UHFFFAOYSA-N

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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.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
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
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
Carole Peyssonnaux et al.
The Journal of clinical investigation, 115(7), 1806-1815 (2005-07-12)
Hypoxia is a characteristic feature of the tissue microenvironment during bacterial infection. Here we report on our use of conditional gene targeting to examine the contribution of hypoxia-inducible factor 1, alpha subunit (HIF-1alpha) to myeloid cell innate immune function. HIF-1alpha
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