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CS-W001157 4
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Azetidine-1-sulfonamide

  • CAS No. 654073-32-2

  • Cat. No. CS-0029954
  • Purity≥97%
  • MDL No.MFCD18806627

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

Azetidine-1-sulfonamide|CS-0029954

Structure of 654073-32-2

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General Information

  • CAS No. 654073-32-2
  • Cat. No. CS-0029954
  • Purity ≥97%
  • MDL No. MFCD18806627
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₈N₂O₂S
  • Molecular Weight 136.17
  • Synonym(s) 1-Azetidinesulfonamide
  • SMILES O=S(N1CCC1)(N)=O

Description

Azetidine-1-sulfonamide features a strained four-membered azetidine ring fused to a sulfonamide group, delivering enhanced metabolic stability and improved solubility in aqueous environments. This combination enables efficient incorporation into bioactive molecules, particularly in kinase inhibitor design and central nervous system-targeted therapeutics.

Application

Azetidine-1-sulfonamide serves as a valuable synthetic building block in medicinal chemistry, offering a strained four-membered ring system with enhanced metabolic stability. Its sulfonamide group provides strong hydrogen-bonding capacity and improves solubility, while the azetidine core enables efficient incorporation into bioactive scaffolds. The compound exhibits bench stability and compatibility with standard coupling reactions, facilitating straightforward functionalization and purification—making it well-suited for lead optimization campaigns.

Synthesis

  • Route1
    • null|null
      1271835-78-9
    • ~58%
    • In-stock
      Azetidine-1-sulfonamide|CS-0029954
      654073-32-2

    References

    • PFIZER LIMITED; BROWN, Alan Daniel; GALAN, Sebastien Rene Gabriel; MILLAN, David Simon; RAWSON, David James; STORER, Robert Ian; STUPPLE, Paul Anthony; SWAIN, Nigel Alan Patent: WO2013/102826 A1, 2013 ; Location in patent: Page/Page column 91 ;
  • Route2
    • null|null
      503-29-7
    • ~%
    • In-stock
      Azetidine-1-sulfonamide|CS-0029954
      654073-32-2

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2004/11443 A1, 2004 ; Location in patent: Page 74-75 ; WO 2004/011443 A1
  • Route3
    • null|null
      503-29-7
    • null|null
      96042-30-7
    • ~%
    • In-stock
      Azetidine-1-sulfonamide|CS-0029954
      654073-32-2

    References

    • Blatt, Lawrence M.; Andrews, Steven W.; Condroski, Kevin R.; Doherty, George A.; Jiang, Yutong; Josey, John A.; Kennedy, April L.; Madduru, Machender R.; Stengel, Peter J.; Wenglowsky, Steven M.; Woodard, Benjamin T.; Woodard, Laura Patent: US2005/267018 A1, 2005 ; US 20050267018 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.4
  • LogP   -1.1044
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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