496-63-9

Basic information

• Product Name: 3-hydroxy-4H-pyran-4-one
• Synonyms: 3-hydroxypyran-4-one;3-Hydroxy-γ-pyrone;PyrocoMenic acid;3-hydroxy-4H-pyran-4-one;3-Hydroxy-4-pyrone;Pyromeconic acid
• CAS NO: 496-63-9
• Molecular Formula: C₅H₄O₃
• Molecular Weight: 112.08346
• EINECS: 207-823-6
• Product Categories: Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 496-63-9.mol
• Article Data: 11

Chemical Properties

• Melting Point: 117-118°C
• Boiling Point: 298.7 °C at 760 mmHg
• Flash Point: 139.9 °C
• Appearance: /
• Density: 1.483g/cm³
• Vapor Pressure: 0.000125mmHg at 25°C
• Refractive Index: 1.592
• Storage Temp.: -20?C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 8.16±0.10(Predicted)
• CAS DataBase Reference: 3-hydroxy-4H-pyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hydroxy-4H-pyran-4-one(496-63-9)
• EPA Substance Registry System: 3-hydroxy-4H-pyran-4-one(496-63-9)

Safety Data

• Hazardous Substances Data: 496-63-9(Hazardous Substances Data)

Usage

Description

3-Hydroxy-4H-pyran-4-one is an organic compound characterized by its off-white to pale yellow solid appearance. It is an important intermediate in the synthesis of maltol and its homologous compounds, which are widely used in various industries due to their distinctive properties.

Uses

Used in Flavor and Fragrance Industry:
3-Hydroxy-4H-pyran-4-one is used as a key intermediate for the synthesis of maltol, which is a widely used compound in the flavor and fragrance industry. The reason for its application is that maltol imparts a sweet, coumarin-like aroma and is commonly used to enhance the flavor of tobacco, beverages, and confectionery products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Hydroxy-4H-pyran-4-one is utilized as an intermediate for the production of various pharmaceutical compounds. Its application is due to its ability to serve as a building block for the synthesis of drugs with potential therapeutic properties.
Used in Chemical Synthesis:
3-Hydroxy-4H-pyran-4-one is also used as a versatile intermediate in the synthesis of various organic compounds. Its application in this field is attributed to its chemical reactivity and the ability to form a wide range of derivatives, making it a valuable component in the development of new chemical entities.
Used in Research and Development:
3-Hydroxy-4H-pyran-4-one is employed in research and development as a starting material for the exploration of new chemical reactions and the synthesis of novel compounds. Its application in this context is due to its unique structural features, which allow for the investigation of new synthetic pathways and the discovery of potential applications in various industries.

InChI:InChI=1/C5H4O3/c6-4-1-2-8-3-5(4)7/h1-3,7H

Upstream product

• 108-97-4 4-pyrone 
• 7664-93-9 sulfuric acid 
• 7722-84-1 dihydrogen peroxide 
• 98-01-1 furfural 
• 61049-67-0 3-Benzyloxy-4-pyrone 
• 135593-77-0 1,3,4-tri-O-acetyl-β-L-arabinopyranose 
• 60249-17-4 6-methoxy-2H-pyran-3(6H)-one 
• 19969-71-2 2,5-dimethoxy-2-hydroxymethyl-2,5-dihydrofuran 
• 74425-84-6 4-Bromo-6-methoxy-2H-pyran-3(6H)-one 
• 1219-33-6 5-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid 
• 73322-54-0 O-Acetylpyromeconic acid 
• 98-00-0 (2-furyl)methyl alcohol 
• 501-30-4 5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one 
• 15771-06-9 5-benzyloxy-2-hydroxymethyl-4H-pyran-4-one 

Downstream Products

• 73322-26-6 O-Benzoylpyromeconic acid 
• 1968-51-0 2-Hydroxymethyl-3-hydroxy-pyran-4(1H)-one 
• 4940-10-7 2-(1-Hydroxyethyl)-3-hydroxy-pyran-4(1H)-one 
• 61049-67-0 3-Benzyloxy-4-pyrone 
• 1333331-84-2 3-[(4-methoxybenzyl)oxy]-4H-pyran-4-one 
• 1333331-85-3 3-[(4-methoxybenzyl)oxy]pyridin-4(1H)-one 
• 1333331-86-4 4'-iodo-3-[(4-methoxybenzyl)oxy]-4H-1,2'-bipyridin-4-one 
• 1333331-87-5 {3-[(4-methoxybenzyl)oxy]-4-oxo-4H-1,2'-bipyridin-4-yl}boronic acid 
• 1333331-88-6 3-[(4-methoxybenzyl)oxy]-4'-phenyl-[1,2']bipyridinyl-4-one 
• 1333331-89-7 6'-bromo-3-[(4-methoxybenzyl)oxy]-4H-1,2'-bipyridin-4-one 
• 1333331-90-0 3'-fluoro-4'-iodo-3-[(4-methoxybenzyl)oxy]-4H-1,2'-bipyridin-4-one 
• 1333331-91-1 4'-(5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-3'-fluoro-3-[(4-methoxybenzyl)oxy]-4H-1,2'-bipyridin-4-one 
• 1193-64-2 3-methoxy-4H-pyran-4-one 
• 119736-15-1 2-(hydroxymethyl)-3-(phenylmethoxy)-4H-pyran-4-one 

Relevant articles and documents

Pyromeconic acid and its glucosidic derivatives from leaves of Erigeron annuus, and the siderophile activity of pyromeconic acid.

3'-O-Caffeylerigeroside (pyromeconic acid 3-O-beta-D-glucoside 3'-O-caffeyl ester) was obtained from the leaves of Erigeron annuus as a new pyromeconic acid derivative, and its structure was elucidated. Together with the gamma-pyrone derivative, pyromeconic acid (3-hydroxy-4H-pyran-4-one) and its beta-glucoside (erigeroside) were also isolated from the aerial parts of E. annuus. The siderophile activity of pyromeconic acid was also studied.

Method for preparing ethyl maltol from corn cobs with furfuryl alcohol process

The invention discloses a method for preparing ethyl maltol from corn cobs with a furfuryl alcohol process in the technical field of chemical synthesis. The method comprises the steps as follows: preparing furfural from the corn cobs with a two-step method; generating of furfuryl alcohol from furfural through a reaction: furfural and a platinum-loaded nitrogen-doped graphene material are placed in a reaction device, distilled water is added, hydrogen is introduced, and the mixture reacts at 90-160 DEG C for 4-8 h and furfuryl alcohol is prepared; preparing pyromeconic acid from furfuryl alcohol through chlorination and isomerization reactions; preparing hydroxyethyl maltol through condensation; finally, preparing ethyl maltol through reduction: heating is performed continuously after reaction for distilling off an ethanol aqueous solution, the temperature is increased for distilling off crude ethyl maltol, chloroform is added to the crude ethyl maltol for dissolving the crude ethyl maltol, the solution is cooled to 0 DEG C for recrystallization, crystals are dried, and finished maltol is obtained. Pollution-free, green, environment-friendly and pure food-grade ethyl maltol which is high in yield and produces no wastewater basically is prepared with the preparation method; as the structure of the maltol is similar to that of the ethyl maltol, the preparation method can be general, and all that is required is to adjust other raw materials in the reactions.

INHIBITORS OF CATECHOL O-METHYL TRANSFERASE AND THEIR USE IN THE TREATMENT OF PSYCHOTIC DISORDERS

The present invention relates to 4-pyridinone compounds which are inhibitors of catechol O-methyltransferase (COMT), and are useful in the treatment and prevention of neurological and psychiatric disorders and diseases in which COMT enzyme is involved. The present invention also relates to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which COMT is involved