30652-21-2

Basic information

• Product Name: 3-Hydroxy-1-(2-hydroxyethyl)-2-methyl-4(1H)-pyridinone
• Synonyms: 3-Hydroxy-1-(2-hydroxyethyl)-2-methyl-4(1H)-pyridinone;1-(ethan-1-ol)-2-methyl-3-hydroxypyridin-4-one;1-(2-Hydroxyethyl)-2-methyl-3-hydroxypyridin-4(1H)-one;3-Hydroxy-1-(2-hydroxyethyl)-2-methylpyridine-4(1H)-one;CP-40
• CAS NO: 30652-21-2
• Molecular Formula: C8H11 N O3
• Molecular Weight: 169.1778
• Mol File: 30652-21-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 327.4°Cat760mmHg
• Flash Point: 151.8°C
• Appearance: /
• Density: 1.315g/cm³
• Vapor Pressure: 1.54E-05mmHg at 25°C
• Refractive Index: 1.585
• PKA: 9.39±0.20(Predicted)
• CAS DataBase Reference: 3-Hydroxy-1-(2-hydroxyethyl)-2-methyl-4(1H)-pyridinone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hydroxy-1-(2-hydroxyethyl)-2-methyl-4(1H)-pyridinone(30652-21-2)
• EPA Substance Registry System: 3-Hydroxy-1-(2-hydroxyethyl)-2-methyl-4(1H)-pyridinone(30652-21-2)

Safety Data

• Hazardous Substances Data: 30652-21-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H11NO3/c1-6-8(12)7(11)2-3-9(6)4-5-10/h2-3,10,12H,4-5H2,1H3

Upstream product

• 118-71-8 Maltol 
• 141-43-5 ethanolamine 
• 95215-50-2 3-benzyloxy-1-(2-hydroxyethyl)-2-methyl-4(1H)-pyridinone 
• 61049-69-2 3-O-benzylmaltol 

Relevant articles and documents

Synthesis and characterization of hydrophilic hydroxypyridinones and their complexes with molybdenum(VI)

We have prepared four N-substituted hydroxypyridinones containing alcohol and morpholine groups. Complexes of the type cis-MoO2L2, where L represents the hydroxypyridinonato ligands have also been synthesized. The ethanolamine derivative, cis-MoO2(hep)2 (5), has been characterized by an X-ray diffraction study whereby the pyridinone ligands are bound to molybdenum in a cis bidentate fashion via the deprotonated hydroxy groups and the ketone moieties. Crystals of (5) are triclinic, with a 9.1930(7), b 14.2718(8), c 14.6219(9) A, α 106.816(5), β 95.902(5), γ 96.350(5)°, Z 4, space group P1. CSIRO 2000.

CN128: A New Orally Active Hydroxypyridinone Iron Chelator

Deferoxamine, deferiprone, and deferasirox are used for the treatment of systemic iron overload, although they possess limitations due to lack of oral activity, lower efficacy, and side effects. These limitations led to a search for an orally active iron chelator with an improved therapeutic index. The lower efficacy of deferiprone is due to rapid glucuronidation, leading to the formation of a nonchelating metabolite. Here, we demonstrate that the influence of metabolism can be reduced by introducing a sacrificial site for glucuronidation. A log P-guided investigation of 20 hydroxpyridinones led to the identification of CN128. The Fe(III) affinity and metal selectivity of CN128 are similar to those of deferiprone, the log P value is more lipophilic, and its iron scavenging ability is superior. Overall, CN128 was demonstrated to be safe in a range of toxicity assessments and is now in clinical trials for the treatment of β-thalassemia after regular blood transfusion.

Stabilization of organic compounds

Admixture of insulin and a hydroxypyridone being: (1) a 3-hydroxypyrid-4-one in which the hydrogen atom attached to the nitrogen atom is replaced by an aliphatic acyl group, by an aliphatic hydrocarbon group, or by an aliphatic hydrocarbon group substituted by one or more substituents selected from aliphatic acyl, alkoxy, cycloalkoxy, aliphatic amide, aliphatic ester, halogen and hydroxy groups and, optionally, in which one or more of the hydrogen atoms attached to ring carbon atoms are replaced by an aliphatic acyl, alkoxy, cycloalkoxy, aliphatic amide, aliphatic ester, halogen or hydroxy group, by an aliphatic hydrocarbon group, or by an aliphatic hydrocarbon group substituted by an alkoxy, cycloalkoxy, aliphatic ester, halogen or hydroxy group, or a salt thereof.