N-(5-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide
[CAS# 1142943-96-1]

Identification

• Classification: Chemical reagent >> Organic reagent >> Amide
• Name: N-(5-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide
• Synonyms: Cyclopropanecarboxylic acid N-(5-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)amide
• Molecular Formula: C₁₀H₉BrN₄O
• Molecular Weight: 281.11
• CAS Registry Number: 1142943-96-1
• EC Number: 892-576-2
• SMILES: C1CC1C(=O)NC2=NN3C(=N2)C=CC=C3Br

Properties

• Solubility: Very slightly soluble (0.16 g/L) (25 ºC), Calc.^*
• Density: 1.96±0.1 g/cm³ (20 ºC 760 Torr), Calc.^*
• Index of Refraction: 1.826, Calc.^*

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

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H312-H332
• Precautionary Statements: P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Discovory and Applicatios

N-(5-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide is a novel chemical compound that has garnered significant interest in the field of medicinal chemistry and drug development. The compound features a unique structural arrangement that combines a triazole ring system with a cyclopropanecarboxamide moiety, which is believed to contribute to its biological activity. This compound was first synthesized in the early 21st century as part of ongoing research into triazole derivatives, which have been widely studied for their pharmacological properties.

The synthesis of N-(5-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide typically involves the reaction of a suitable precursor, such as 5-bromo[1,2,4]triazolo[1,5-a]pyridine, with cyclopropanecarboxylic acid or its derivatives. This reaction proceeds under conditions that promote the formation of the amide bond, resulting in the final product. The use of bromine in the triazole ring is noteworthy, as it provides a handle for further functionalization and modification, enhancing the compound's versatility for various applications.

One of the primary applications of N-(5-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide is in the development of new therapeutic agents. The unique combination of a triazole and cyclopropane structure is associated with diverse biological activities, including anti-inflammatory, antifungal, and anticancer properties. Research has shown that compounds containing triazole rings can interact with specific biological targets, making them valuable in the search for novel drugs. The ability to modify the cyclopropanecarboxamide component allows researchers to optimize the pharmacological profile of the compound, enhancing its efficacy and selectivity against specific diseases.

Furthermore, the compound's potential as a pharmacophore makes it a candidate for further exploration in the context of central nervous system disorders. Studies indicate that triazole-containing compounds may exhibit neuroprotective effects, opening avenues for research into their applications in neurodegenerative diseases such as Alzheimer's and Parkinson's disease. The cyclopropane moiety may also contribute to the overall lipophilicity of the compound, which is a crucial factor in determining its ability to cross biological membranes and reach its target sites.

In addition to its therapeutic potential, N-(5-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide has implications in the field of agrochemicals. The incorporation of triazole structures in agricultural compounds has been linked to antifungal and herbicidal activities. Therefore, this compound could be explored for its efficacy in crop protection and pest management, further emphasizing its importance in multiple sectors.

The ongoing research into the pharmacological properties and synthesis of N-(5-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide reflects the broader interest in triazole derivatives as a valuable class of compounds in drug discovery. The exploration of this compound may lead to the identification of new therapeutic agents and contribute to advancements in various fields, including medicine and agriculture.

In summary, N-(5-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide represents a promising candidate for further investigation due to its unique structure and potential biological activities. The ongoing efforts to explore its applications underscore the importance of this compound in both medicinal and agricultural chemistry.