3-(5-difluoromethoxy-1-methyl-3-trifluoromethyl-1H-pyrazole-4-ylmethylthio)-5,5-dimethyl-2-isoxazoline
[CAS# 656825-92-2]

Identification

• Classification: Organic raw materials >> Organic fluorine compound
• Name: 3-(5-difluoromethoxy-1-methyl-3-trifluoromethyl-1H-pyrazole-4-ylmethylthio)-5,5-dimethyl-2-isoxazoline
• Molecular Formula: C₁₂H₁₄F₅N₃O₂S
• Molecular Weight: 359.32
• CAS Registry Number: 656825-92-2
• SMILES: CC1(CC(=NO1)SCC2=C(N(N=C2C(F)(F)F)C)OC(F)F)C

Properties

• Solubility: 2.475 mg/L (25 ºC water)
• Density: 1.5±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.525, Calc.^*
• Melting point: 138.64 ºC
• Boiling Point: 351.73 ºC, 359.6±52.0 ºC (760 mmHg), Calc.^*
• Flash Point: 171.3±30.7 ºC, Calc.^*

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

Discovory and Applicatios

3-(5-difluoromethoxy-1-methyl-3-trifluoromethyl-1H-pyrazole-4-ylmethylthio)-5,5-dimethyl-2-isoxazoline is a complex chemical compound that integrates multiple functional groups, each contributing to its unique reactivity and potential applications. This compound is a member of the pyrazole and isoxazoline families, both of which are recognized for their diverse roles in medicinal chemistry, materials science, and agricultural applications.

The discovery of this compound is rooted in research focused on the synthesis of novel fluorine-containing molecules. Fluorine atoms, due to their electronegativity and small size, can significantly influence the physical and chemical properties of organic compounds, making them highly valuable in drug design and agrochemical development. The introduction of both fluorinated and sulfur-containing groups in the structure provides additional opportunities for functionalization, improving the compound’s biological activity and selectivity.

3-(5-difluoromethoxy-1-methyl-3-trifluoromethyl-1H-pyrazole-4-ylmethylthio)-5,5-dimethyl-2-isoxazoline has potential applications in the pharmaceutical and agrochemical industries. The trifluoromethyl and difluoromethoxy groups enhance its lipophilicity, which is beneficial for drug molecules targeting cellular membranes. The pyrazole ring system is of particular interest in drug discovery because it is frequently found in molecules that exhibit anticancer, antimicrobial, and anti-inflammatory properties. Furthermore, the methylthio group attached to the pyrazole ring may help to improve the compound’s bioavailability and metabolism, making it a promising scaffold for developing new therapeutic agents.

In the pharmaceutical field, this compound may serve as a building block for the design of molecules with high specificity for certain biological targets. It can potentially be developed as an inhibitor for various enzymes or receptors involved in diseases like cancer, cardiovascular disorders, or infections. The presence of fluorine atoms is particularly beneficial as it enhances the stability of molecules, allowing for better pharmacokinetics and prolonged activity within the body.

In agrochemical research, 3-(5-difluoromethoxy-1-methyl-3-trifluoromethyl-1H-pyrazole-4-ylmethylthio)-5,5-dimethyl-2-isoxazoline may be explored for its potential as a pesticide or herbicide. Fluorine-containing agrochemicals are known for their effectiveness due to their resistance to environmental degradation and increased potency. The combination of pyrazole and isoxazoline rings in this compound might make it an effective agent against specific pests or weeds, offering a more targeted and sustainable approach to crop protection.

Moreover, the compound’s isoxazoline structure offers potential applications in materials science. The stability and versatility of isoxazoline derivatives make them suitable for use in high-performance polymers, coatings, and adhesives. These materials are crucial in industries such as electronics, automotive, and aerospace, where durability and resistance to chemical degradation are required.

Despite the promising applications of 3-(5-difluoromethoxy-1-methyl-3-trifluoromethyl-1H-pyrazole-4-ylmethylthio)-5,5-dimethyl-2-isoxazoline, more research is necessary to fully understand its potential and optimize its synthesis for large-scale applications. Its diverse functional groups and complex structure make it a valuable subject of study in both theoretical and applied chemistry.