Product Description
1-Isobutyl-1H-imidazo[4,5-c]quinoline、99010-24-9
AI Product Description
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1-Isobutyl-1H-imidazo[4,5-c]quinoline is a specialized heterocyclic organic compound belonging to the class of fused nitrogen-containing ring systems. With the molecular formula C13H13N3 and a molecular weight of approximately 211.26 g/mol, this molecule features a quinoline core fused with an imidazole ring, substituted at the first position with an isobutyl group. The specific Chemical Abstracts Service (CAS) registry number for this substance is 101798-65-6, which serves as its unique identifier in global chemical databases.
This compound is primarily utilized within the realm of medicinal chemistry and pharmaceutical research as a valuable scaffold or intermediate for synthesizing more complex bioactive agents. Its structural architecture, combining the planar aromaticity of quinoline with the basicity of the imidazole moiety, makes it highly attractive for investigating interactions with biological targets such as kinases, nucleic acids, and various enzymes. Researchers often employ derivatives of this structure to explore potential therapeutic applications in treating infectious diseases, inflammatory conditions, and certain types of cancer. The isobutyl substituent plays a critical role in modulating the lipophilicity and metabolic stability of the parent nucleus, potentially enhancing cellular uptake and optimizing pharmacokinetic profiles compared to unsubstituted analogs.
In laboratory settings, 1-Isobutyl-1H-imidazo[4,5-c]quinoline is frequently used as a building block in multi-step synthesis protocols aimed at generating libraries of compounds for high-throughput screening. Its reactivity allows for further functionalization at various positions on the ring system, facilitating the creation of diverse chemical series. While not typically found in consumer products due to its status as a research-grade reagent, it represents a significant component in the development pipeline for novel drug candidates. Scientists studying DNA intercalation or protein-ligand binding dynamics may also find this molecule useful for elucidating structure-activity relationships. As with all synthetic organic intermediates, handling requires adherence to standard safety protocols, including proper ventilation and personal protective equipment, given the potential toxicity associated with many heterocyclic amines. Continued investigation into this class of compounds promises to yield new insights into targeted therapy mechanisms and advanced material science applications.