Methyl 3-[(4-iodophenyl)amino]-3-oxopropanoate | CAS 658709-61-6 | 98% | Iodinated anilide ester, fine chemical, pharma intermediate | For research us

1. Product Overview

Methyl 3-[(4-iodophenyl)amino]-3-oxopropanoate (CAS 658709-61-6) is an iodinated anilide ester derivative with the molecular formula C₁₀H₁₀INO₃ and a molecular weight of 319.10. Structurally, it consists of a 4-iodoaniline moiety coupled via an amide bond to a methyl malonate (methyl 3-oxopropanoate) unit, also described as methyl 2-[(4-iodophenyl)carbamoyl]acetate. This compound is supplied as a research-grade fine chemical at ≥98% purity (HPLC), intended exclusively for industrial applications, scientific research, and organic synthesis. It is not for human or veterinary use, nor for clinical diagnostic or therapeutic applications.

2. Key Features and Advantages

• Iodinated Handle: The para-iodophenyl group provides a versatile site for palladium-catalyzed cross-coupling reactions (Suzuki, Sonogashira, Heck) in complex molecule assembly.

• Dual Reactivity: Contains both a secondary amide (N–H for alkylation/acylation) and a methyl ester (hydrolysis/amidation) for flexible derivatization.

• High Purity: Consistently ≥98% purity (HPLC), with batch-specific CoA and NMR/MS data available upon request.

• Scalable Supply: Available from mg-scale R&D packs to pilot-scale batches with customizable packaging.

• Stable Intermediate: Well-suited as a building block in peptidomimetic and heterocyclic synthesis workflows.

3. Main Applications

• Pharmaceutical Intermediates: Used in the synthesis of iodinated bioactive molecules and as a precursor for radiolabeled (¹²⁵I/¹³¹I) probe development in drug discovery.

• Medicinal Chemistry: Serves as a key synthon for constructing anilide-based screening libraries, particularly in kinase inhibitor and anti-inflammatory lead optimization.

• Cross-Coupling Substrate: Employed as a model substrate or intermediate in Pd-catalyzed C–C and C–N bond-forming reactions within process chemistry.

• Peptidomimetic Research: Acts as a malonate-derived anilide spacer in early-stage peptidomimetic design and heterocycle annulation studies.

4. Technical Specifications

5. Storage and Handling

Store in a tightly sealed, light-protected container in a cool, dry, and well-ventilated area, protected from moisture, light, and incompatible materials (strong oxidizers, strong bases). Refrigeration at 2–8 °C is 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 inhalation. Use appropriate PPE including safety goggles, nitrile gloves, and a lab coat. Wash hands thoroughly after handling. Dispose of waste and contaminated packaging according to local regulations for halogenated (iodinated) organic laboratory waste.

6. Safety Overview

This product is for research and industrial use only—not for human or animal consumption. Specific toxicological data are limited; handle as a potentially hazardous fine organic chemical containing an aryl iodide moiety. May cause mild irritation to eyes, skin, or respiratory tract. Avoid inhalation of dust and contact with skin or eyes. In case of eye contact, rinse immediately with plenty of water for several 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 supplied Safety Data Sheet (SDS) before use.