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CS-W001157 4
Total: USD 88.00

2-Chloro-4-fluoro-5-sulfamoylbenzoic acid

  • CAS No. 4793-24-2

  • Cat. No. CS-0161370
  • Molecule weight253.64
  • Purity≥98%
  • MDL No.MFCD01321357

*For research and further manufacturing use only, not for direct human use.

2-Chloro-4-fluoro-5-sulfamoylbenzoic acid|CS-0161370

Structure of 4793-24-2

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General Information

  • CAS No. 4793-24-2
  • Cat. No. CS-0161370
  • Purity ≥98%
  • MDL No. MFCD01321357
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClFNO₄S
  • Molecular Weight 253.64
  • Synonym(s) Benzeneaceticacid,5-bromo-α-formyl-,ethylester
  • SMILES O=C(O)C1=CC(S(=O)(N)=O)=C(F)C=C1Cl

Description

This sulfamoyl-substituted benzoic acid features a strategically positioned chloro and fluoro group, enabling enhanced electronic modulation and metabolic stability. The sulfamoyl moiety imparts high polarity and hydrogen-bonding capacity, facilitating solubility in aqueous systems. Designed for use in medicinal chemistry lead optimization, this compound serves as a key scaffold for targeted kinase inhibitors and bioactive heterocycles under standard bench conditions.

Application

2-Chloro-4-fluoro-5-sulfamoylbenzoic acid serves as a versatile building block for bioactive heterocycles and pharmaceutical intermediates. Its ortho-halogenated benzoic acid scaffold enables palladium-catalyzed cross-coupling reactions, while the sulfamoyl group provides strong hydrogen-bonding capacity and metabolic stability. The molecule exhibits excellent bench stability and facilitates purification via crystallization, making it well-suited for scalable synthesis of kinase inhibitors and other targeted therapeutics.

Synthesis

  • Route1

    References

    • Kazmierski, Wieslaw M.; Anderson, Don L.; Aquino, Christopher; Chauder, Brian A.; Duan, Maosheng; Ferris, Robert; Kenakin, Terrence; Koble, Cecilia S.; Lang, Dan G.; Mcintyre, Maggie S; Peckham, Jennifer; Watson, Christian; Wheelan, Pat; Spaltenstein, Andrew; Wire, Mary B.; Svolto, Angilique; Youngman, Michael Journal of Medicinal Chemistry, 2011 , vol. 54, # 11 p. 3756 - 3767

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   97.46
  • LogP   0.8247
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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