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CS-W001157 4
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Quinoline-7-sulfonyl chloride

  • CAS No. 443692-93-1

  • Cat. No. CS-0452596
  • Purity≥95%
  • MDL No.None

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

Quinoline-7-sulfonyl chloride|CS-0452596

Structure of 443692-93-1

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General Information

  • CAS No. 443692-93-1
  • Cat. No. CS-0452596
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClNO₂S
  • Molecular Weight 227.67
  • Synonym(s) Quinolin-7-sulfonyl chloride
  • SMILES C1=CC2=C(C=C(C=C2)S(=O)(=O)Cl)N=C1

Description

Quinoline-7-sulfonyl chloride serves as a reactive acylating agent for introducing sulfonamide functionalities into organic frameworks. The quinoline moiety enhances solubility and provides a rigid, electron-deficient scaffold ideal for conjugation in pharmaceutical intermediates. This reagent offers high functional group tolerance and reacts efficiently under mild conditions, enabling streamlined synthesis of bioactive molecules.

Application

Quinoline-7-sulfonyl chloride serves as a versatile acylating agent for amine functionalization, enabling efficient synthesis of sulfonamide derivatives under mild conditions. Its quinoline moiety enhances solubility and facilitates purification, while the sulfonyl chloride group exhibits high reactivity toward primary and secondary amines. The compound demonstrates excellent bench stability and functional group tolerance, making it well-suited for use in medicinal chemistry campaigns and the construction of heterocyclic scaffolds via direct amidation or subsequent derivatization.

Synthesis

  • Route1
    • null|null
      157767-42-5
    • ~85%
    • In-stock
      Quinoline-7-sulfonyl chloride|CS-0452596
      443692-93-1

    References

    • Maslankiewicz, Andrzej; Marciniec, Krzysztof; Pawlowski, Maciej; Zajdel, Pawel Heterocycles, 2007 , vol. 71, # 9 p. 1975 - 1990
  • Route2
    • null|null
      109558-83-0
    • ~%
    • In-stock
      Quinoline-7-sulfonyl chloride|CS-0452596
      443692-93-1

    References

    • Marciniec, Krzysztof; Maslankiewicz, Andrzej; Maslankiewicz, Maria J.; Kurczab, Rafal Journal of Molecular Structure, 2012 , vol. 1015, p. 46 - 50
  • Route3

    References

    • Zajdel, Pawel; Marciniec, Krzysztof; Maslankiewicz, Andrzej; Grychowska, Katarzyna; Satala, Grzegorz; Duszynska, Beata; Lenda, Tomasz; Siwek, Agata; Nowak, Gabriel; Partyka, Anna; Wrobel, Dagmara; Jastrzebska-Wiesek, Magdalena; Bojarski, Andrzej J.; Wesolowska, Anna; Pawlowski, MacIej European Journal of Medicinal Chemistry, 2013 , vol. 60, p. 42 - 50

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

Quality Control

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Computational Chemistry Data

  • TPSA   47.03
  • LogP   2.1623
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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