Chemical Identity and Structure

1-Acetyl-1,2,3,4-tetrahydroquinoline-6-carbonitrile (Aladdin SKU: A691784) is a bicyclic organic compound based on the 1,2,3,4-tetrahydroquinoline scaffold. The tetrahydroquinoline core consists of a benzene ring fused to a partially saturated six-membered nitrogen-containing ring. In this derivative, the ring nitrogen carries an acetyl (CH₃CO–) protecting/activating group at position 1, and a nitrile (–CN) group is appended at position 6 on the aromatic ring.

The nitrile group is a versatile handle in synthesis: it can be hydrolyzed to a carboxylic acid, reduced to an amine, or elaborated via cycloaddition chemistry. The N-acetyl group modulates the nucleophilicity of nitrogen and is commonly encountered in drug scaffolds and natural product analogues. Together these features make this compound a useful building block for the preparation of more complex heterocyclic targets.

Physical Properties and Handling

As a solid aromatic nitrile derivative, 1-Acetyl-1,2,3,4-tetrahydroquinoline-6-carbonitrile is expected to be a stable crystalline or powder material at room temperature. Specific melting point, solubility, and spectroscopic data should be confirmed from the certificate of analysis (CoA) supplied with the product lot.

For handling, standard laboratory precautions for organic nitrile compounds are recommended. Work in a well-ventilated fume hood, use appropriate personal protective equipment (lab coat, gloves, eye protection), and avoid inhalation of dust or vapors. Nitrile-containing compounds can be toxic if ingested or inhaled in significant quantities; consult the Safety Data Sheet (SDS) before use.

The compound should be stored in a cool, dry location away from strong oxidizers, strong acids, and strong bases, in a tightly sealed container. Refrigerated storage (2–8 °C) is typically recommended to maximize shelf life of sensitive heterocyclic intermediates.

Applications in Research

Tetrahydroquinoline (THQ) derivatives are privileged scaffolds in medicinal chemistry, appearing in numerous bioactive natural products and pharmaceutical candidates. The 1,2,3,4-tetrahydroquinoline core is associated with a range of biological activities, and functionalization at N-1 and C-6 allows systematic structure–activity relationship (SAR) studies.

1-Acetyl-1,2,3,4-tetrahydroquinoline-6-carbonitrile can serve as: (1) an intermediate in the synthesis of more complex THQ-based drug candidates; (2) a substrate for nitrile transformation reactions (hydrolysis, reduction, [2+2] or [3+2] cycloadditions) to generate new functional groups; and (3) a reference standard or building block in combinatorial chemistry libraries targeting CNS, anti-infective, or oncology programs, where THQ scaffolds frequently appear.

Ordering and Quality Information

1-Acetyl-1,2,3,4-tetrahydroquinoline-6-carbonitrile is available from Aladdin Scientific under SKU A691784. When placing an order, research teams should confirm the required quantity, purity grade, and any specific analytical documentation (e.g., HPLC purity, NMR, mass spectrum) needed for their application.

Aladdin Scientific provides a Certificate of Analysis (CoA) with each product lot, detailing purity, appearance, and relevant spectroscopic data. For custom quantities or bulk orders, please contact Aladdin Scientific customer service. Procurement teams should reference SKU A691784 to ensure correct product identification.

For questions regarding pricing, promotions, lead time, or international shipping, consult the Aladdin Scientific website or contact the sales team directly. Returns and refunds are handled according to Aladdin's standard reagent return policy; refer to the company's terms and conditions for eligibility criteria.