3-(3-Hexyloxy-1,2,5-thiadiazol-4-yl)pyridine
[CAS# 131987-69-4]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyridine compound
• Name: 3-(3-Hexyloxy-1,2,5-thiadiazol-4-yl)pyridine
• Synonyms: 3-hexoxy-4-pyridin-3-yl-1,2,5-thiadiazole
• Molecular Formula: C₁₃H₁₇N₃OS
• Molecular Weight: 263.36
• CAS Registry Number: 131987-69-4
• SMILES: CCCCCCOC1=NSN=C1C2=CN=CC=C2

Discovory and Applicatios

3-(3-Hexyloxy-1,2,5-thiadiazol-4-yl)pyridine is a chemical compound composed of a pyridine ring substituted with a thiadiazole group, which is further substituted by a hexyloxy group at the 3-position of the thiadiazole ring. This compound belongs to a category of organic molecules that exhibit interesting electronic and structural properties due to the presence of both heterocyclic and alkoxy groups in its structure.

The synthesis and characterization of 3-(3-hexyloxy-1,2,5-thiadiazol-4-yl)pyridine have been documented in the chemical literature. It is typically synthesized through the coupling of pyridine derivatives with thiadiazole-containing compounds, with specific focus on introducing the hexyloxy group at the thiadiazole ring. Various synthetic routes and reaction conditions for producing this compound have been explored, particularly those that enable the efficient incorporation of the hexyloxy moiety, which is crucial for modulating the compound's properties.

In terms of applications, 3-(3-hexyloxy-1,2,5-thiadiazol-4-yl)pyridine has been explored for its potential use in the development of novel materials and as a component in molecular electronics. The thiadiazole group, in particular, is known for its ability to participate in electronic interactions, making this compound a subject of interest for the development of organic semiconductors or materials used in thin-film electronics and photovoltaic devices. The hexyloxy group may also contribute to the solubility and processing of the compound in certain solvents, which is beneficial for these applications.

This compound has also been investigated in the context of medicinal chemistry, where the incorporation of both pyridine and thiadiazole moieties into a single molecule has been shown to produce biologically active substances. Specifically, compounds with similar structures have been evaluated for antimicrobial, anticancer, and anti-inflammatory properties. While direct studies on 3-(3-hexyloxy-1,2,5-thiadiazol-4-yl)pyridine's biological activity may be limited, its structural similarity to known bioactive compounds suggests it could have potential as a lead compound for further pharmacological investigations.

Moreover, due to the electron-rich nature of the pyridine ring and the thiadiazole heterocycle, the compound may also have applications in coordination chemistry, where it could act as a ligand for metal ions in catalysis or materials science applications. Its chemical properties make it a versatile compound for further modifications, enabling the creation of derivatives that might possess enhanced solubility, stability, or biological activity.

In conclusion, 3-(3-hexyloxy-1,2,5-thiadiazol-4-yl)pyridine is a compound of interest in organic synthesis, materials science, and medicinal chemistry. Its potential applications span from electronics to pharmaceuticals, and its structural features, which include both thiadiazole and pyridine rings, make it a useful scaffold for the development of new functional materials and bioactive compounds.

References

2019. Xanomeline derivatives and methods for treating neurological disorders. US-2021145810-A1

2019. Xanomeline derivatives and methods for treating neurological disorders. WO-2021097427-A1

2019. Xanomeline derivatives and methods for treating neurological disorders. US-11534434-B2