Overview
7-Cyanoindole is a nitrogen-containing heterocyclic compound derived from indole, featuring a cyano (-CN) substituent at the 7-position. It serves as a versatile building block in medicinal chemistry due to its dual functionality—the indole scaffold is prevalent in bioactive molecules, while the cyano group enables further derivatization. The compound is synthesized through cyanation reactions of indole derivatives or palladium-catalyzed cross-coupling processes. In B2B contexts, 7-cyanoindole is primarily supplied by fine chemical manufacturers specializing in pharmaceutical intermediates. Its commercial availability is limited compared to simpler indoles, requiring buyers to source from specialized suppliers with strict quality control for research or small-scale production purposes.
Physical and Chemical Properties
As a crystalline solid, 7-cyanoindole exhibits moderate stability under ambient conditions but may degrade upon prolonged exposure to UV light or humidity. The cyano group confers polarity, influencing its solubility profile—it dissolves readily in polar aprotic solvents like dimethyl sulfoxide (DMSO) but has limited water solubility. Its melting point range (160-165°C) is characteristic of substituted indoles with moderate intermolecular forces. Spectroscopically, the compound shows distinct absorption in UV-Vis spectra due to its conjugated π-system, with peaks around 290-300 nm. The IR spectrum confirms the presence of both indole NH stretching (~3400 cm⁻¹) and sharp cyano absorption (~2200 cm⁻¹). These properties make it identifiable via standard analytical techniques like HPLC and NMR for quality verification.
Main Applications
The primary use of 7-cyanoindole is as an intermediate in synthesizing more complex indole derivatives for pharmaceutical applications. It is employed in developing kinase inhibitors, serotonin receptor modulators, and anticancer agents where the cyano group serves as a precursor for carboxylic acids, amidines, or tetrazoles via further reactions. In agrochemical research, it contributes to creating novel pesticides with indole-based scaffolds. Additionally, its fluorescence properties make it valuable in designing molecular probes for biochemical assays. Recent studies explore its potential in OLED materials due to electron-withdrawing cyano group enhancing charge transport properties in organic semiconductors.
Safety and Storage
7-Cyanoindole requires careful handling as it may cause skin irritation and eye damage (H315, H319). Powder inhalation should be avoided (H335). Suppliers typically provide it in sealed amber glass bottles or double-bagged polyethylene containers with desiccants to prevent moisture absorption. For long-term storage, maintain temperatures below 25°C in inert atmospheres (e.g., nitrogen) to minimize degradation. Bulk quantities should be stored in flameproof cabinets separately from oxidizing agents. Spills must be contained with inert absorbents and disposed of as hazardous waste following local regulations. Safety data sheets (SDS) should always be consulted prior to use.
B2B Procurement Guide
When procuring 7-cyanoindole, prioritize suppliers with ISO 9001 certification and documented synthesis routes. Key specifications to verify include: purity (HPLC ≥97%), residual solvent levels (per ICH guidelines), and heavy metal content. Batch-specific certificates of analysis (CoA) are mandatory for pharmaceutical applications. Lead times can extend to 4-8 weeks for custom syntheses. Consider ordering gram-scale samples for qualification before bulk purchases. Pricing is volume-dependent—negotiate discounts for orders above 100g. For international shipments, confirm compliance with transport regulations (UN proper shipping name: 'Nitriles, solid, toxic, n.o.s.' under UN3439). Alternative derivatives like 5-cyanoindole may offer cost advantages depending on application requirements.
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