3-(1H-Imidazol-1-yl)benzoic acid

Updated: 2026-07-15

Overview

3-(1H-Imidazol-1-yl)benzoic acid is an organic compound combining a benzoic acid core with an imidazole functional group. This dual functionality makes it valuable in coordination chemistry and medicinal chemistry applications. As a specialty chemical, it's primarily utilized by pharmaceutical companies and research institutions. The compound's structure allows it to act as a ligand or building block for more complex molecules.

Physical and Chemical Properties

The compound presents as a crystalline solid with moderate thermal stability, decomposing rather than boiling at higher temperatures. Its imidazole nitrogen atoms provide coordination sites for metal ions, while the carboxylic acid group enables salt formation or esterification. Solubility characteristics show good dissolution in polar aprotic solvents like DMF or DMSO, but limited water solubility. This property profile influences its handling and reaction conditions in synthetic applications.

Main Applications

In pharmaceutical development, 3-(1H-Imidazol-1-yl)benzoic acid serves as a key intermediate for active pharmaceutical ingredients (APIs), particularly those targeting neurological or anti-inflammatory pathways. The material also finds use in materials science for constructing metal-organic frameworks (MOFs) where its rigid backbone and multiple coordination sites help create porous structures with potential gas storage or catalytic applications.

Safety and Storage

Standard laboratory precautions should be observed when handling this compound. While not classified as extremely hazardous, it may cause irritation to eyes, skin, and respiratory system upon exposure. Long-term storage requires protection from humidity and oxidation. Recommended storage is in sealed containers under inert atmosphere at room temperature, with desiccant packs for moisture-sensitive applications.

B2B Procurement Guide

When sourcing 3-(1H-Imidazol-1-yl)benzoic acid, prioritize suppliers specializing in fine chemicals with proper GMP or ISO certifications. Key procurement considerations include batch-to-batch consistency, impurity profiles, and documentation completeness. For pharmaceutical applications, ensure the supplier can provide detailed characterization data including HPLC purity, residual solvent analysis, and heavy metal content. Lead times for custom synthesis can range from 4-12 weeks depending on quantity and purity requirements.