5,6-二氯吲哚化学性质熔点:150.0to154.0°C沸点:331.3±22.0°C(Predicted)密度:1.479±0.06g/cm3(Predicted)储存条件:Keepindarkplace,InertatmospheChemicalbookre,Roomtemperature形态:powdertocrystal酸度系数(pKa):15.19±0.30(Predicted)颜色:WhitetoLightyellowtoLightorangeCAS数据库:121859-57-2
*The following content is generated by AI and is for reference only.
5,6-Dichloroindole is a specialized halogenated heterocyclic compound widely utilized in the fields of medicinal chemistry and organic synthesis. With the chemical formula C8H5Cl2N and a molecular weight of approximately 190.04 g/mol, this substance features an indole core substituted with chlorine atoms at the fifth and sixth positions. The presence of these electronegative chlorine groups significantly alters the electronic properties and lipophilicity of the parent indole molecule, making it a valuable scaffold for developing novel bioactive agents.
The primary application of 5,6-dichloroindole lies in its role as a critical intermediate in the pharmaceutical industry. Researchers frequently employ it to synthesize complex heterocyclic systems that exhibit potent biological activities, including anti-inflammatory, antiviral, and anticancer properties. By serving as a building block, chemists can introduce specific functional groups to modulate the pharmacokinetic profile of potential drug candidates. Furthermore, its structural stability under various reaction conditions allows for versatile derivatization, facilitating the creation of diverse analogues for structure-activity relationship studies.
In academic research, this compound is instrumental in mechanistic studies concerning electrophilic aromatic substitution and radical reactions on indole rings. Its unique reactivity patterns provide insights into how halogenation influences the nucleophilicity of the pyrrole nitrogen and the electron density of the benzene ring. Additionally, 5,6-dichloroindole finds niche applications in materials science, where it may be incorporated into conductive polymers or fluorescent probes due to its conjugated pi-system. Despite its utility, handling requires standard safety precautions due to potential toxicity associated with chlorinated aromatics. Overall, 5,6-dichloroindole remains an essential tool for advancing drug discovery and understanding fundamental organic transformations, bridging the gap between simple heterocycles and sophisticated therapeutic molecules.
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