17184-19-9

Basic information

• Product Name: 3-HYDROXY-2-METHYL-4(1H)-PYRIDINONE
• Synonyms: 3-HYDROXY-2-METHYL-4(1H)-PYRIDINONE;3-Hydroxy-2-Methylpyridin-4(1H)-one;N-Desmethyl Deferiprone
• CAS NO: 17184-19-9
• Molecular Formula: C₆H₇NO₂
• Molecular Weight: 125.13
• Mol File: 17184-19-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 300°
• Boiling Point: 300°C
• Flash Point: 107.9°C
• Appearance: /
• Density: 1.269g/cm³
• Vapor Pressure: 0.00258mmHg at 25°C
• Refractive Index: 1.563
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly, Heated), Methanol (Slightly)
• PKA: 9.95±0.20(Predicted)
• CAS DataBase Reference: 3-HYDROXY-2-METHYL-4(1H)-PYRIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-HYDROXY-2-METHYL-4(1H)-PYRIDINONE(17184-19-9)
• EPA Substance Registry System: 3-HYDROXY-2-METHYL-4(1H)-PYRIDINONE(17184-19-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 17184-19-9(Hazardous Substances Data)

Usage

Description

3-HYDROXY-2-METHYL-4(1H)-PYRIDINONE is a heterocyclic organic compound with the molecular formula C5H5NO2. It is characterized by the presence of a pyridinone ring, which is a six-membered aromatic ring containing one nitrogen atom and a hydroxyl group at the 3-position, along with a methyl group at the 2-position. 3-HYDROXY-2-METHYL-4(1H)-PYRIDINONE is known for its potential applications in various industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
3-HYDROXY-2-METHYL-4(1H)-PYRIDINONE is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs, particularly those targeting specific biological pathways or receptors.
Used in Chemical Synthesis:
In the field of organic chemistry, 3-HYDROXY-2-METHYL-4(1H)-PYRIDINONE serves as a valuable building block for the creation of more complex molecules. It can be used as a starting material for the synthesis of a wide range of chemical products, including dyes, pigments, and other specialty chemicals.
Used in Research and Development:
Due to its unique chemical properties, 3-HYDROXY-2-METHYL-4(1H)-PYRIDINONE is often utilized in research and development settings. It can be employed in the study of various chemical reactions, mechanisms, and processes, contributing to the advancement of scientific knowledge in the field of chemistry.
Used in Impurity Analysis:
3-HYDROXY-2-METHYL-4(1H)-PYRIDINONE can be used as a reference compound for the analysis of impurities in pharmaceutical products. Its distinct structure and properties make it an ideal candidate for identifying and quantifying impurities, ensuring the quality and safety of medications.

InChI:InChI=1/C6H7NO2/c1-4-6(9)5(8)2-3-7-4/h2-3,9H,1H3,(H,7,8)

Upstream product

• 61160-18-7 3-benzyloxy-2-methyl-1H-pyridin-4-one 
• 76015-11-7 3-methoxy-2-methylpyridin-4(1H)-one 
• 118-71-8 Maltol 
• 4780-14-7 3-methoxy-2-methyl-4-pyrone 
• 61049-69-2 3-O-benzylmaltol 

Downstream Products

• 17184-20-2 2-methyl-3-acetoxy-4(1H)-pyridone 
• 76349-10-5 2-methyl-3-<<(methylamino)carbonyl>oxy>-4(1H)-pyridone 
• 139645-21-9 2-methyl-3,4-methylenedioxypyridine 
• 116629-46-0 (3-hydroxy-2-methyl-4-pyridinonato)diphenylboron 
• 107512-35-6 3,4-dimethoxy-2-methylpyridine 
• 72830-07-0 3,4-dimethoxy-2-methylpyridine N-oxide ? 
• 72830-08-1 2-hydroxymethyl-3,4-dimethoxypyridine 
• 72830-09-2 2-Chloromethyl-3,4-dimethoxy-pyridine; hydrochloride 

Relevant articles and documents

Metabolic activation of deferiprone mediated by CYP2A6

Deferiprone (DFP) is a metal chelating agent generally used to treat patients with thalassaemia, due to iron overload in clinical settings. Studies have revealed that long-term use of DFP can induce hepatotoxicity, however, mechanisms of its toxic action remain unclear. The present studies are aimed to characterize the reactive metabolite of DFP, to define the metabolic pathway, and to determine the P450 enzymes participating in the bioactivation. A demethylation metabolite (M1) was observed in rat liver microsomal incubations. Additionally, a glutathione (GSH) conjugate (M2) and an N-acetylcysteine (NAC) conjugate (M3) were detected in microsomal incubations fortified with DFP and GSH/NAC. Biliary M2 and urinary M3 were respectively found in animals administered DFP. CYP2A6 enzyme dominated the catalysis to bioactivate DFP.

Discovery of N-Aryl-pyridine-4-ones as Novel Potential Agrochemical Fungicides and Bactericides

A series of N-aryl-pyridine-4-one derivatives were designed and synthesized using maltol and antidesmone as lead compounds, and then their fungicidal/bactericidal activities and possible mechanism of action against Colletotrichum musae were explored. Most of these compounds exhibited significant fungicidal activity in vitro. Especially, compound 23 has more than 90% inhibitory activity against nine plant pathogenic fungi at 50 μg mL-1, which is superior to azoxystrobin. Moreover, an in vivo bioassay also demonstrated that compound 23 exhibited high-efficiency broad-spectrum antifungal activity and can effectively control postharvest diseases of mango. In addition, it was found that compounds 22 and 23 can also effectively control rice bacterial leaf blight in pot experiments, which was even more effective than zhongshengmycin. Preliminary mechanism studies revealed that compound 23 may cause cell membrane and mitochondria destruction. These findings indicate that compound 23 can be used to develop potential agrochemical fungicides and bactericides.

A pantoprazole intermediate 2 - chloromethyl - 3, 4 - dimethoxy pyridine hydrochloride preparation method

The invention belongs to the technical field of medicine, and particularly relates to a preparation method of a pantoprazole intermediate 2-chloromethyl-3,4-dimethoxy pyridine hydrochloride. The preparation method comprises the following steps: using 3-hydroxyl-2-methyl-4-pyrone as a starting raw material, and then only performing five-step reaction to obtain the pantoprazole intermediate 2-chloromethyl-3,4-dimethoxy pyridine hydrochloride. The preparation method reduces the reaction steps, shortens the reaction cycle, improves the working efficiency, and increases the yield coefficient.