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CS-W001157 4
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4-(Aminosulfonyl)benzenesulfonyl chloride

  • CAS No. 46249-41-6

  • Cat. No. CS-0072200
  • Purity≥95%
  • MDL No.None

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

4-(Aminosulfonyl)benzenesulfonyl chloride|CS-0072200

Structure of 46249-41-6

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General Information

  • CAS No. 46249-41-6
  • Cat. No. CS-0072200
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆ClNO₄S₂
  • Molecular Weight 255.70
  • Synonym(s) 4-sulfamoylbenzenesulfonyl Chloride
  • SMILES O=S(C(C=C1)=CC=C1S(=O)(Cl)=O)(N)=O

Description

4-(Aminosulfonyl)benzenesulfonyl chloride features a dual sulfonyl architecture with a terminal amine, enabling direct conjugation to biomolecules and polymers. This electrophilic reagent facilitates site-specific labeling under mild conditions, offering high reactivity toward nucleophiles while maintaining stability during storage.

Application

4-(Aminosulfonyl)benzenesulfonyl chloride serves as a versatile bifunctional building block for constructing sulfonamide-containing scaffolds. Its reactive sulfonyl chloride group enables efficient coupling with amines to form stable sulfonamide linkages, while the pendant aminosulfonyl moiety offers additional sites for derivatization. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and API development workflows.

Synthesis

  • Route1
    • Sulfanilamide Sulfadimethoxine  Impurity|CS-0229022
      63-74-1
    • ~46%
    • In-stock
      4-(Aminosulfonyl)benzenesulfonyl chloride|CS-0072200
      46249-41-6

    References

    • Purzer Pharmaceutical Co., Ltd. Patent: EP2366687 A2, 2011 ; Location in patent: Page/Page column 14-15 ;
  • Route2
    • Sulfanilamide Sulfadimethoxine  Impurity|CS-0229022
      63-74-1
    • null|null
      7632-00-0
    • ~%
    • In-stock
      4-(Aminosulfonyl)benzenesulfonyl chloride|CS-0072200
      46249-41-6

    References

    • Eisai Co., Ltd. Patent: US2002/128480 A1, 2002 ;
  • Route3
    • Celecoxib Impurity 16|CS-0914739
      35282-78-1
    • ~%
    • In-stock
      4-(Aminosulfonyl)benzenesulfonyl chloride|CS-0072200
      46249-41-6

    References

    • Kirsanow; Kirsanowa Zhurnal Obshchei Khimii, 1959 , vol. 29, p. 1802,1803,1810; engl.Ausg.S.1774,1775,1781

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   94.3
  • LogP   0.2615
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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