31883-16-6

Basic information

• Product Name: 5-HYDROXY-2-(HYDROXYMETHYL)-4-PYRIDONE
• Synonyms: DIHYDROXYMETHYLPYRIDONE;5-HYDROXY-2-(HYDROXYMETHYL)-4-PYRIDONE;2-HYDROXYMETHYL-5-HYDROXY-4-PYRIDONE;4(1H)-Pyridinone, 5-hydroxy-2-(hydroxymethyl)- (9CI);5-Hydroxy-2-(hydroxyMethyl)pyridin-4(1H)-one;6-hydroxymethyl-3-hydroxy-4-pyridinone;4(1H)-Pyridinone, 5-hydroxy-2-(hydroxymethyl)-
• CAS NO: 31883-16-6
• Molecular Formula: C₆H₇NO₃
• Molecular Weight: 141.12
• Product Categories: ALDEHYDE
• Mol File: 31883-16-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 356.9°C at 760 mmHg
• Flash Point: 169.7°C
• Appearance: /
• Density: 1.453g/cm³
• Vapor Pressure: 1.58E-06mmHg at 25°C
• Refractive Index: 1.607
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-HYDROXY-2-(HYDROXYMETHYL)-4-PYRIDONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-HYDROXY-2-(HYDROXYMETHYL)-4-PYRIDONE(31883-16-6)
• EPA Substance Registry System: 5-HYDROXY-2-(HYDROXYMETHYL)-4-PYRIDONE(31883-16-6)

Safety Data

• Hazardous Substances Data: 31883-16-6(Hazardous Substances Data)

Usage

General Description

5-Hydroxy-2-(Hydroxymethyl)-4-Pyridone, otherwise known as HMPO, is a chemical compound with the chemical formula C6H7NO3. It is a colorless to pale yellow crystalline powder, soluble in water. The chemical has several applications in different sectors. It is used in the pharmaceutical industry, especially in the development of drugs due to its antibacterial properties. Other possible applications of 5-Hydroxy-2-(Hydroxymethyl)-4-Pyridone could include usage in the manufacturing of medicine, cosmetics, and other healthcare products. However, it is chemically reactive and should be handled with care, wearing protective clothing and avoiding breathing in its dust. As with many chemicals, it also poses potential environmental risks.

InChI:InChI=1/C6H7NO3/c8-3-4-1-5(9)6(10)2-7-4/h1-2,8,10H,3H2,(H,7,9)

Upstream product

• 15771-06-9 5-benzyloxy-2-hydroxymethyl-4H-pyran-4-one 
• 501-30-4 5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one 
• 59281-14-0 5-benzyloxy-2-hydroxymethyl-1H-pyridin-4-one 

Downstream Products

• 106058-01-9 3-Hydroxy-6-hydroxymethyl-2-phenylazo-1H-pyridin-4-one 
• 443955-89-3 (2,3-dihydro-[1,4]dioxino[2,3-c]pyridin-7-yl)-methanol 
• 443955-90-6 2,3-dihydro-[1,4]dioxino[2,3-c]pyridine-7-carbaldehyde 
• 521278-13-7 [1,3]dioxolo[4,5-c]pyridine-6-carboxylic acid 
• 959617-89-1 1,3-dioxolo[4,5-c]pyridine-6-carboxaldehyde 
• 106058-04-2 2-(4-Bromo-phenylazo)-3-hydroxy-6-hydroxymethyl-1H-pyridin-4-one 
• 106058-02-0 2-(3-Chloro-phenylazo)-3-hydroxy-6-hydroxymethyl-1H-pyridin-4-one 

Relevant articles and documents

Hydroxypyridinones with enhanced iron chelating properties. Synthesis, characterization and in vivo tests of 5-hydroxy-2-(hydroxymethyl)pyridine- 4(1H)-one

The synthesis of 5-hydroxy-2-(hydroxymethyl)pyridin-4(1H)-one (P1) is presented, together with the evaluation of its coordination ability towards Fe3+, studied by a combination of chemical, computational, and animal approaches. The use of complementary analytical techniques has allowed us to give evidence of the tautomeric changes of P1 as a function of pH, and to determine their influence on the coordinating ability of P1 towards Fe3+. The pFe3+ value 22.0 of P1-iron complexes is noticeably higher than that of deferiprone (20.6), one of the three clinical chelating agents in therapeutic use for iron overload diseases. This is due on one side to the tautomeric change to the catechol form, and on the other to the lower protonation constant of the OH group. Bio-distribution studies on mice allowed us to confirm in vivo the efficacy of P1. Furthermore the coordinating ability toward Al3+, Cu2+ and Zn2+ has been studied to evaluate the possible use of P1 against a second toxic metal ion (Al3+), and to envisage its potential influence on the homeostatic equilibria of essential metal ions. The chelating ability of P1 toward these ions, not higher than that of the corresponding deferiprone, contributes to render P1 a more selective iron chelator.

The design of efficient and selective routes to pyridyl analogues of 2,3-dihydro-1,4-benzodioxin-6-carbaldehyde

This Letter describes the synthetic routes to challenging pyridyl analogues of 2,3-dihydro-1,4-benzodioxin- 6-carbaldehyde which were key intermediates for our antibacterial medicinal chemistry programme. All routes described started from kojic acid (8) and have been used to give multigram quantities of each aldehyde.