4,6-Dimethyl-2-hydroxypyridine
[CAS# 16115-08-5]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyridine compound >> Hydroxypyridine
• Name: 4,6-Dimethyl-2-hydroxypyridine
• Synonyms: 4,6-Dimethylpyridin-2-ol
• Molecular Formula: C₇H₉NO
• Molecular Weight: 123.15
• CAS Registry Number: 16115-08-5
• SMILES: CC1=CC(=O)NC(=C1)C

Properties

• Solubility: 1.88e+004 mg/L (25 ºC water)
• Density: 1.0±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.490, Calc.^*
• Melting point: 83.98 ºC
• Boiling Point: 300.5±15.0 ºC (760 mmHg), Calc.^*, 289.69 ºC
• Flash Point: 170.1±5.3 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H320-H335
• Precautionary Statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Discovory and Applicatios

4,6-Dimethyl-2-hydroxypyridine is an organic compound belonging to the class of pyridine derivatives. Its molecular formula is C8H11NO, and it features both hydroxyl and methyl functional groups attached to the pyridine ring. The compound has attracted attention in various fields due to its potential applications in pharmaceuticals, agrochemicals, and materials science. The discovery of 4,6-dimethyl-2-hydroxypyridine can be traced back to the ongoing study of pyridine derivatives, which have been extensively explored since the early 20th century for their diverse chemical properties and biological activities.

The synthesis of 4,6-dimethyl-2-hydroxypyridine typically involves the functionalization of pyridine derivatives through various chemical reactions. Common synthetic pathways include alkylation, hydroxylation, and condensation reactions, allowing for the selective introduction of methyl and hydroxyl groups at the desired positions on the pyridine ring. The development of efficient synthetic routes has made this compound readily accessible for research and industrial applications.

One of the primary applications of 4,6-dimethyl-2-hydroxypyridine lies in medicinal chemistry. Research has demonstrated that pyridine derivatives can exhibit significant biological activities, including antimicrobial, antifungal, and anticancer properties. The presence of both hydroxyl and methyl groups in 4,6-dimethyl-2-hydroxypyridine contributes to its potential as a lead compound for drug development. Studies have shown that the compound can interact with various biological targets, leading to the exploration of its efficacy against different diseases. Ongoing research aims to further elucidate its mechanism of action and to optimize its pharmacological properties.

In addition to its pharmaceutical applications, 4,6-dimethyl-2-hydroxypyridine is also used as an intermediate in the synthesis of agrochemicals. The compound can serve as a building block for the development of herbicides and pesticides. Its structural features may contribute to the efficacy of such agrochemicals, enhancing their performance in agricultural applications. The ongoing demand for effective and environmentally friendly agrochemical solutions has increased interest in compounds like 4,6-dimethyl-2-hydroxypyridine, which can provide innovative solutions for modern agriculture.

Furthermore, 4,6-dimethyl-2-hydroxypyridine has potential applications in materials science. The compound can be utilized in the development of functional materials, such as polymers and coatings, due to its unique chemical properties. Incorporating 4,6-dimethyl-2-hydroxypyridine into polymer matrices can enhance the mechanical and thermal properties of the resulting materials. Additionally, its hydroxyl group may provide sites for further chemical modification, allowing for the design of advanced materials with tailored functionalities.

Safety considerations are essential when working with 4,6-dimethyl-2-hydroxypyridine. As with many organic compounds, proper laboratory practices should be followed to minimize risks associated with handling and storage. Researchers and industrial practitioners should adhere to safety guidelines to ensure safe working environments.

In conclusion, 4,6-dimethyl-2-hydroxypyridine is a versatile compound with significant applications in medicinal chemistry, agrochemicals, and materials science. Its discovery and continued exploration highlight the importance of pyridine derivatives in chemical research and their potential to contribute to advancements in various fields. As research progresses, 4,6-dimethyl-2-hydroxypyridine may play a crucial role in developing innovative solutions across multiple industries.