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CS-W001157 4
Total: USD 88.00

1,2,5-Thiadiazolidine 1,1-dioxide

  • CAS No. 5823-51-8

  • Cat. No. CS-W005346
  • Molecule weight122.15
  • Purity≥96%
  • MDL No.MFCD04037174

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

1,2,5-Thiadiazolidine 1,1-dioxide|CS-W005346

Structure of 5823-51-8

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General Information

  • CAS No. 5823-51-8
  • Cat. No. CS-W005346
  • Purity ≥96%
  • MDL No. MFCD04037174
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂H₆N₂O₂S
  • Molecular Weight 122.15
  • Synonym(s) [1,2,5]THIADIAZOLIDINE 1,1-DIOXIDE
  • SMILES O=S1(=O)NCCN1

Description

1,2,5-Thiadiazolidine 1,1-dioxide features a rigid, electron-deficient heterocyclic core that enhances stability and reactivity in synthetic transformations. This bench-stable scaffold integrates readily into complex molecular architectures, serving as a key building block in medicinal chemistry and materials science applications.

Application

1,2,5-Thiadiazolidine 1,1-dioxide serves as a stable, bench-ready synthon for sulfur-containing heterocycles. Its oxidized dithiolane core enables reliable participation in nucleophilic substitution and transition-metal-catalyzed coupling reactions. The molecule exhibits excellent functional group tolerance and facilitates efficient construction of medicinally relevant scaffolds, particularly in the development of kinase inhibitors and antiviral agents.

Synthesis

  • Route1
    • 2-Benzyl-1,2,5-thiadiazolidine 1,1-dioxide|CS-0328713
      144432-72-4
    • ~99%
    • In-stock
      1,2,5-Thiadiazolidine 1,1-dioxide|CS-W005346
      5823-51-8

    References

    • Bersot, Ross; Humphries, Paul Patent: US2013/303524 A1, 2013 ; Location in patent: Paragraph 0437-0438 ;
  • Route2
    • null|null
      107-15-3
    • ~11%
    • In-stock
      1,2,5-Thiadiazolidine 1,1-dioxide|CS-W005346
      5823-51-8

    References

    • Castro, Jose L.; Baker, Raymond; Guiblin, Alexander R.; Hobbs, Sarah C.; Jenkins, Matthew; et al. Journal of Medicinal Chemistry, 1994 , vol. 37, # 19 p. 3023 - 3032
  • Route3
    • null|null
      7803-58-9
    • null|null
      107-15-3
    • ~%
    • In-stock
      1,2,5-Thiadiazolidine 1,1-dioxide|CS-W005346
      5823-51-8

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 18, # 21 p. 5815 - 5818

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   58.2
  • LogP   -1.576
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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