Product Description
7-溴吲哚化学性质熔点:41-44°C(lit.)沸点:85-86°C0,2mm密度:1.660±0.06g/cm3(Predicted)闪点:>230°F储存条件:Keepindarkplace,InChemicalbookertatmosphere,Roomtemperature溶解度:solubleinMethanol酸度系数(pKa):15.33±0.30(Predicted)形态:CrystallinePowder
AI Product Description
*The following content is generated by AI and is for reference only.
7-Bromoindole is a versatile heterocyclic compound widely utilized in organic synthesis and pharmaceutical research. Its chemical formula is C8H6BrN, with a molecular weight of approximately 198.04 g/mol. The substance is identified by the CAS Registry Number 2353-35-5. Structurally, it features an indole core substituted with a bromine atom at the seventh position, which significantly enhances its reactivity compared to unsubstituted indole. This specific substitution pattern makes 7-bromoindole an invaluable building block for constructing complex nitrogen-containing architectures found in bioactive molecules.
In the realm of medicinal chemistry, 7-bromoindole serves as a critical precursor for the synthesis of various indole-based drugs and agrochemicals. It is frequently employed in cross-coupling reactions, such as Suzuki-Miyaura, Heck, and Sonogashira couplings, to introduce diverse functional groups onto the aromatic ring. These modifications are essential for optimizing the pharmacological properties of potential therapeutic agents, including anti-inflammatory, anticancer, and antihypertensive compounds. Furthermore, the bromine atom acts as a convenient handle for further derivatization, allowing chemists to explore structure-activity relationships (SAR) efficiently during drug discovery campaigns.
Beyond pharmaceutical applications, this compound finds utility in materials science, particularly in the development of fluorescent probes and organic electronic materials. The unique electronic properties of the brominated indole system contribute to its effectiveness in creating conjugated systems with desirable optical characteristics. Researchers also utilize 7-bromoindole in the study of metabolic pathways and enzyme inhibition mechanisms, providing insights into biological processes. Due to its stability and ease of handling, it is commercially available from major chemical suppliers, ensuring accessibility for both academic laboratories and industrial R&D departments. While generally stable under standard conditions, proper safety protocols should be observed during handling, as with most halogenated organic compounds. Overall, 7-bromoindole remains a fundamental tool in modern synthetic chemistry, bridging the gap between simple starting materials and sophisticated functional molecules.
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