22385-36-0

Basic information

• Product Name: 2-HYDROXY-6-METHOXYPYRIDINE
• Synonyms: 2-HYDROXY-6-METHOXYPYRIDINE;2(1H)-Pyridinone,6-methoxy-(9CI);6-Methoxy-2(1H)-Pyridinone;6-Methoxypyridin-2(1H)-one;6-Methoxy-2-pyridone;6-methoxypyridin-2-ol
• CAS NO: 22385-36-0
• Molecular Formula: C₆H₇NO₂
• Molecular Weight: 125.13
• Product Categories: PYRIDINE
• Mol File: 22385-36-0.mol

Chemical Properties

• Boiling Point: 354.2°Cat760mmHg
• Flash Point: 168°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: 2-HYDROXY-6-METHOXYPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-6-METHOXYPYRIDINE(22385-36-0)
• EPA Substance Registry System: 2-HYDROXY-6-METHOXYPYRIDINE(22385-36-0)

Safety Data

• Hazardous Substances Data: 22385-36-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Hydroxy-6-methoxypyridine is used as a key intermediate in the synthesis of various pharmaceuticals due to its unique chemical structure and reactivity. It contributes to the development of new drugs with improved efficacy and safety profiles.
Used in Agrochemical Production:
In the agrochemical industry, 2-Hydroxy-6-methoxypyridine is utilized as a building block for the creation of novel agrochemicals. Its incorporation can lead to the development of more effective and environmentally friendly pesticides and other agricultural chemicals.
Used in Organic Synthesis:
2-Hydroxy-6-methoxypyridine serves as a versatile starting material in organic synthesis for the production of a wide range of compounds. Its presence in the synthesis process can facilitate the creation of complex organic molecules with specific properties and applications.
Used in Antioxidant and Anti-Inflammatory Agents Development:
Leveraging its antioxidant and anti-inflammatory properties, 2-Hydroxy-6-methoxypyridine is used in the development of therapeutic agents aimed at treating various diseases and conditions where oxidative stress and inflammation play a significant role.
Used in Chemical Research:
As a compound with distinct structural features, 2-Hydroxy-6-methoxypyridine is also employed in chemical research to explore new reaction pathways, mechanisms, and the synthesis of novel compounds with potential applications in various fields.

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

Upstream product

• 75608-94-5 5-methoxy-3-oxo-2-azabicyclo<2.2.0>hex-5-one 

Downstream Products

• 108279-81-8 7b-methoxy-5-oxo-1a,2,3,5,7a,7b-hexahydro-1H-cyclobutaindolizine 
• 1446007-93-7 (S)-N-(1-{4-[3-(6-methoxy-pyridin-2-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide 

Relevant articles and documents

Equilibrium and Activation Thermodynamic Parameters of the Tautomerism of 6-Methoxy-2-pyridone in Water

In neutral water, the interconversion of the two tautomers of the lactim-lactam equilibrium of 6-methoxy-2-pyridone occurs essentially via a pH-independent process.The influence of temperature on the position and on the dynamics of this tautomeric equilibrium has been studied by temperature-jump relaxation kinetics.The equilibrium and activation thermodynamic parameters obtained (ΔH0 26.8 kJ mol-1, ΔS0 58 J K-1 mol-1; lactam -> lactim, ΔHC(excit.) 46 kJ mol-1, ΔSC(excit.) -40 J K-1 mol-1) indicate a high value for the kinetic entropy term.These results indicate that the interconversion mechanism is ionic (rather than concerted) and involves the anionic form of the substrate in a cyclic transition state.In this transition state, at least two solvent molecules would temporarily ensure a hydrogen bond connection between the sites which undergo tautomerism.

Theoretical Description of Solvent Effects. V. The Medium Influence on the Lactim-Lactam Tautomerism of Hydroxyazines

Der Loesungsmitteleffekt auf die Tautomeriegleichgewichte der Titelverbindungen wird mit Hilfe klassischer und quantenchemischer Versionen der Solvatonen- und der Reaktionsfeldtheorie berechnet.In Uebereinstimmung mit dem Experiment ergeben alle getesteten Verfahren eine Gleichgewichtsverschiebung zugunsten der Lactamform.Zur quantitativen Beschreibung dieses Effektes ist jedoch das Reaktionsfeldmodell besser geeignet.

Syntheses and Ring-opening Reactions of 5-Alkoxy- and 5-Acetoxy-3-oxo-2-azabicyclohex-5-enes

The efficient photochemical synthesis of 5-alkoxy- and 5-acetoxy-3-oxo-2-azabicyclohex-5-enes (2a-e and f, g), and a new rearrangement reaction of the former compounds (2a-e) to 6-alkoxy-2-pyridones (3a-e), are reported.

EQUILIBRE LACTIME-LACTAME DES HYDROXY-PYRIDINES ET DES HYDROXY-PYRIMIDINES (URACILES) EN MILIEU APOLAIRE: ETUDE INFRA-ROUGE

In contrast to what observed with mono hydroxy-pyridines and -pyrimidines the lactim-lactam equilibrium of uracils is not found to be markedly influenced by solvent polarity.