MilliporeSigma
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379409

Sigma-Aldrich

3-Hydroxy-1,2-dimethyl-4(1H)-pyridone

98%

Synonym(s):
Deferiprone
Empirical Formula (Hill Notation):
C7H9NO2
CAS Number:
Molecular Weight:
139.15
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.

Packaging

5, 25 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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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
Raffaella Origa et al.
British journal of haematology, 163(3), 400-403 (2013-09-17)
This study aimed to verify the impact of heart magnetic resonance imaging on chelation choices and patient compliance in a single-institution cohort as well as its predictive value for heart failure and arrhythmias. Abnormal cardiac T2* values determined changes in

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