Overview
Imidazopyridine is a bicyclic heterocycle composed of fused imidazole and pyridine rings. It is a privileged scaffold in medicinal chemistry due to its ability to mimic purine bases and interact with biological targets. The compound's structural versatility enables modifications for drug design, particularly in central nervous system (CNS) and anticancer therapeutics. First synthesized in the mid-20th century, imidazopyridine derivatives now form the basis of several FDA-approved drugs, including zolpidem (a sedative-hypnotic). Its significance in pharmaceutical research continues to grow, with ongoing studies exploring novel derivatives for targeted therapies.
Physical and Chemical Properties
Imidazopyridine exhibits moderate stability under standard conditions, with a melting point range of 130-135°C. The crystalline solid is typically white to off-white and shows good solubility in polar organic solvents like dimethyl sulfoxide (DMSO) and ethanol, but limited solubility in water. Its aromatic system contributes to UV absorption at 260-280 nm, useful for analytical detection. The compound's chemical reactivity stems from its nitrogen-rich structure, allowing electrophilic substitution at various positions. The pyridine nitrogen acts as a weak base (pKa ~4.5), while the imidazole moiety can participate in hydrogen bonding, enhancing binding affinity in drug-receptor interactions.
Main Applications
In pharmaceuticals, imidazopyridine serves as a core structure for anxiolytics (e.g., alpidem), sedatives, and kinase inhibitors. Over 20% of recent kinase-targeted drugs incorporate this scaffold due to its optimal binding properties. The agrochemical industry employs derivatives as fungicides and plant growth regulators. Material scientists utilize imidazopyridine-based compounds as ligands for metal-organic frameworks (MOFs) and organic light-emitting diodes (OLEDs). Its electron-deficient nature makes it valuable in charge-transfer materials. Research also explores its potential in fluorescent probes for biological imaging.
Safety and Storage
While not highly toxic, imidazopyridine requires careful handling to avoid respiratory or dermal irritation. Laboratory personnel should use nitrile gloves, safety goggles, and fume hoods when working with powder forms. Spills should be contained with inert absorbents and disposed of as hazardous waste. Long-term storage demands airtight containers with desiccants, maintained at temperatures below 25°C. Samples should be protected from light exposure to prevent degradation. Industrial-scale quantities may require controlled environment rooms with humidity below 40% RH.
B2B Procurement Guide
Pharmaceutical buyers should prioritize suppliers with cGMP certification and detailed analytical reports (HPLC purity ≥98%). Bulk purchases (kilogram scale) typically offer 30-50% cost reductions compared to small quantities. Key specifications to verify include residual solvent levels, heavy metal content, and polymorphic form (for formulation compatibility). For research use, consider vendors providing NMR and mass spectrometry data. Just-in-time delivery options are advisable due to the compound's sensitivity to moisture. Negotiate multi-kilogram contracts with tiered pricing for annual requirements in drug development projects.
Related Manufacturers
- 主营：三硫代碳酸钠、红色素-16、聚乙烯亚胺、氮杂苯并咪唑、三乙二醇二异辛酸酯、巯基苯并噻唑钠、L-丙交酯、乙交酯、石油酯-T50、多元醇苯甲酸酯、热压敏染料、光稳定剂、高分子降解材料
- 主营：肌氨酸钠、硫化锰、V50偶氮二异丁脒盐酸盐、咪唑并、腰果酚缩水甘油醚、乙硫氮、二新癸酸二甲基锡、三硫代碳酸钠、PX-4MP、芥酸PKO、四氧化三锰
- 主营：硼酸酐、阻聚剂、己二酸、溴咪唑并、氯化锂、发泡剂、乙二醇、醋酸铜、硅酸钠、正癸醇、新癸酸、环烷油、腰果酚、十二醇、酒石酸、碳酸锂、三甘醇、油菜酸、二甘醇、碳酸钾、甲酸钠、硅酸镁、棕榈油、6-氯嘌呤、微晶石蜡、磷酸一铵
- 主营：对二苯甲酸二肼
- 主营：4-乙酰基吡啶、可分装样品、反-金合欢醇、丁炔二酸二甲酯
- 主营：冲压油、异构烷烃、异构十一烷、乙磺酰基咪唑并、医药中间体、清洗剂、缩水甘油醚、农药中间体
- 主营：石油加工助剂、乙二醇二醋酸酯、水性涂料成膜剂
- 主营：吡咯酯、藜芦酮、麦芽酚、乙磺酰基咪唑并、铃兰醛、吴茱萸碱、聚谷氨酸、3-吲哚甲醛、农药中间体、7-羟基香豆素、4-羟基香豆素、6-氰基-2-萘酚、5-甲氧基色胺、6-甲基香豆素、β-氯代苯乙烷
- 主营：苄基丙酮
- 主营：17746-77-9、625392-06-5、三癸基铝、1423716-55-5、1547041-34-8、甲氧苯基、磺胺曲沙唑、8-二羟基萘、三十二烷基铝、甲氧基苯甲酸、4-氯嘧啶盐酸盐
- 主营：l谷氨酸、d谷氨酸、l亮氨酸、甲基咪唑并吡啶、人补体7、人补体1q、largininehcl、人钙调素、人雌三醇、人唾液酸、人多巴胺、人强啡肽、bocl丙氨酸、l异亮氨酸、猪d二聚体、d天冬氨酸、l天冬氨酸、人白三烯c4、猪白介素12、pcdh1试剂盒、elisa试剂盒、dl半胱氨酸、人磷脂酶a2、dl谷氨酰胺、人降钙素原、人轮状病毒
- 主营：催化剂、胆酸、氧化剂、酶类、光引发剂、生物缓冲剂、交联剂、光敏剂、樟脑醌、十二氢十二硼双钠盐、磷钼酸、钼酸钾、6-二羟基吲哚、6-羟基吲哚、荧光增白剂、葡甲胺、N-乙基哌嗪、L-脯氨酸、鹅去氧胆酸、石胆酸
- 主营：棕榈酸、乙酸铋、异喹啉、溴咪唑并、胶粘剂、丙烯酸酯、化学试剂、分析试剂、透明液体、二乙二醇、光引发剂、岩白菜素、对甲苯磺酸、苯甲酸苄酯、偏苯三酸酐、六氟异丙醇、纳米氧化铽、六氟磷酸铯、表面活性剂、蓖麻醇酸锌、乙基纤维素、荧光指示剂、2-乙二硫醇、4-二氟苄溴|、丙烯酸羟乙酯、3-丙烷磺内酯
- 主营：异丙醇、二甲胺、二甲苯、吡啶、苯基氯、二甘醇、石炭酸、乙二醇、丙烯酸、仲丁醇、水溶液、羟基苯、红铅丹、氨基苯、安息油、环己醇、正丁醇、84消毒液、单乙醇胺、医用酒精、液状石蜡、邻甲苯胺、杀菌消毒、乙基三胺、出口酒精、乙烯基苯
- 主营：聚乙烯胺、烯丙基磺酸钠、糖精钠 128-44-9、70693-62-8 过硫酸氢钾、水杨酸钠 54-21-7、硫化钴 12013-10-4