Chemical Identity and Structure

5-Chloro-2-(methanesulfonamido)benzoic acid (SKU: C728872) is an aromatic compound bearing three distinct functional groups on a benzene ring: a carboxylic acid group at the 1-position, a methanesulfonamido (–NHSO₂CH₃) group at the 2-position (ortho), and a chlorine substituent at the 5-position. Its molecular formula is C₈H₈ClNO₄S.

The combination of an electron-withdrawing chloro substituent and a sulfonamide group on the benzoic acid scaffold confers unique reactivity and physicochemical properties. The free carboxylic acid enables amide coupling and esterification reactions, while the sulfonamide nitrogen can participate in further functionalization, making this compound a valuable multi-functional building block.

Applications in Research and Drug Discovery

Sulfonamide-containing benzoic acid derivatives are well-recognized pharmacophores in medicinal chemistry. The structural features of 5-Chloro-2-(methanesulfonamido)benzoic acid make it a useful intermediate for the synthesis of biologically active molecules, including candidates in anti-inflammatory, antimicrobial, and enzyme-inhibitor research programs.

The carboxylic acid moiety allows straightforward coupling with amines to generate amide libraries for high-throughput screening. The aryl chloride at the 5-position can serve as a handle for transition-metal-catalyzed cross-coupling reactions (e.g., Suzuki, Buchwald-Hartwig), enabling rapid diversification of the core scaffold. Researchers in both academic and industrial settings use such building blocks to efficiently explore structure-activity relationships (SAR).

Additionally, ortho-positioned sulfonamide and carboxylic acid groups may engage in intramolecular hydrogen bonding, which can influence the conformation and binding affinity of derived compounds in target-engagement studies.

Handling, Safety, and Storage

As with all laboratory reagents containing sulfonamide and halogenated aromatic functionalities, appropriate safety precautions should be observed when handling 5-Chloro-2-(methanesulfonamido)benzoic acid. Personnel should wear suitable personal protective equipment (PPE), including gloves, safety glasses, and a laboratory coat. Operations generating dust or aerosols should be conducted in a fume hood.

The compound should be stored in a tightly sealed container in a cool, dry location away from direct light and sources of moisture. Compatibility with oxidizing agents and strong bases should be assessed prior to use in multi-step synthesis protocols. Consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for full hazard classification, first-aid measures, and disposal guidance.

Ordering and Specifications

5-Chloro-2-(methanesulfonamido)benzoic acid is available from Aladdin Scientific under SKU C728872. Researchers requiring specific purity grades, larger quantities, or custom packaging are encouraged to contact Aladdin Scientific's technical sales team for tailored quotations and availability information.

For quality assurance, each lot is accompanied by a certificate of analysis (CoA) detailing purity, appearance, and analytical data. Aladdin Scientific is committed to providing reagents that meet the demands of modern drug discovery, synthetic chemistry, and life-science research workflows.