1. Product Overview
4-Hydroxy-6-iodo-2-quinolinone (CAS 1260760-00-6) is a halogenated quinolone derivative with the molecular formula C₉H₆INO₂ and a molecular weight of 287.05. Structurally, it features a 6-iodo-substituted quinolin-2(1H)-one core with a hydroxyl group at the 4-position, also referred to as 6-iodoquinoline-2,4-diol. This compound belongs to the extensively studied quinoline family, which includes bioactive alkaloids such as quinine and numerous FDA-approved drugs. Supplied as a research-grade fine chemical at ≥98% purity (HPLC), it is intended exclusively for industrial applications, scientific research, and organic synthesis. Not for human or veterinary use, not for clinical diagnosis or therapeutic purposes.
2. Key Features and Advantages
• Iodinated Quinolone Scaffold: The 6-iodo substituent provides a versatile handle for palladium-catalyzed cross-coupling reactions (Suzuki, Sonogashira, Buchwald–Hartwig), enabling rapid structural diversification in drug discovery programs.
• Dual Functional Groups: The 2-quinolinone and 4-hydroxyl moieties offer orthogonal reactivity—N–H for alkylation/acylation and phenolic OH for ether/ester formation—making it an ideal building block for multi-step synthesis.
• High Purity & Consistency: Consistently ≥98% purity (HPLC), with batch-specific Certificate of Analysis (CoA) and ¹H/¹³C NMR, MS data available upon request.
• Scalable Supply: Available from milligram-scale R&D packs to multi-gram pilot batches, with customizable packaging to meet your project needs.
• Literature-Supported: The quinoline core is a privileged structure in medicinal chemistry with over 200 identified bioactive alkaloids and numerous clinical candidates, providing a strong foundation for lead optimization.
3. Main Applications
• Pharmaceutical Intermediates: Serves as a key intermediate in the synthesis of quinolone-based APIs, particularly in anti-infective, anticancer, and anti-inflammatory drug discovery pipelines.
• Medicinal Chemistry & Drug Discovery: Used as a core scaffold for constructing diverse quinoline-containing libraries targeting bacterial DNA gyrase, kinases, and other therapeutic targets.
• Cross-Coupling Chemistry: The aryl iodide functionality makes it a valuable substrate for Pd-catalyzed C–C and C–N bond-forming reactions in process chemistry and methodology development.
• Material Science & Agrochemical Research: Potential utility as a precursor in the development of heterocyclic crop protection agents and functional organic materials.
4. Technical Specifications
5. Storage and Handling
Store in a tightly sealed, light-protected container in a cool, dry, and well-ventilated area, away from moisture, strong oxidizers, and strong acids/bases. Refrigeration at 2–8 °C and protection from light are recommended for long-term stability due to the iodinated aromatic moiety; short-term storage at 15–25 °C is acceptable under anhydrous, dark conditions. Handle in a fume hood to avoid dust generation. Use appropriate PPE including safety goggles, nitrile gloves, and a lab coat. Wash hands thoroughly after handling. Dispose of waste and contaminated packaging in accordance with local regulations for halogenated (iodinated) organic laboratory waste.
6. Safety Overview
This product is for research and industrial use only—not for human or veterinary consumption. Specific toxicological data are limited; handle as a potentially hazardous fine organic chemical containing an aryl iodide and heterocyclic lactam. May cause harm if swallowed (H302), and may cause mild skin irritation (H315), eye irritation (H319), and respiratory tract irritation (H335) upon dust contact or inhalation. Avoid inhalation of dust and contact with skin or eyes. In case of eye contact, rinse immediately with plenty of water for at least 15 minutes; remove contact lenses if present and easy to do. If inhaled, move to fresh air. If swallowed, rinse mouth and seek medical attention, presenting the SDS to medical personnel. Always consult the accompanying Safety Data Sheet (SDS) before use.
