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6,7-Dihydro-4H-pyrazolo[5,1-c][1,4]thiazine-2-carbaldehyde 5,5-dioxide

  • CAS No. 623565-07-1

  • Cat. No. CS-0459676
  • Molecule weight200.22
  • Purity≥98%
  • MDL No.None

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

6,7-Dihydro-4H-pyrazolo[5,1-c][1,4]thiazine-2-carbaldehyde 5,5-dioxide|CS-0459676

Structure of 623565-07-1

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General Information

  • CAS No. 623565-07-1
  • Cat. No. CS-0459676
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈N₂O₃S
  • Molecular Weight 200.22
  • Synonym(s) 6,7-dihydro-4H-pyrazolo[5,1-c][1,4]thiazine-2-carbaldehyde dioxide
  • SMILES O=CC1=NN2C(CS(=O)(CC2)=O)=C1

Description

6,7-Dihydro-4H-pyrazolo[5,1-c][1,4]thiazine-2-carbaldehyde 5,5-dioxide is a heterocyclic aldehyde featuring a sulfone-stabilized pyrazolothiazine core. This bench-stable compound integrates a reactive aldehyde group with enhanced electronic delocalization from the 5,5-dioxide moiety, enabling direct coupling in synthetic sequences. Its rigid, electron-deficient framework supports precise molecular design in medicinal chemistry and functional material development.

Application

6,7-Dihydro-4H-pyrazolo[5,1-c][1,4]thiazine-2-carbaldehyde 5,5-dioxide serves as a versatile heterocyclic building block for medicinal chemistry campaigns, enabling efficient access to complex sulfonamide-containing scaffolds. The molecule's carbaldehyde functionality facilitates reductive amination and nucleophilic addition reactions, while the sulfone group enhances solubility and metabolic stability. Bench-stable and compatible with standard purification methods, it supports scalable synthesis of potential bioactive compounds.

Synthesis

  • Route1

    References

    • Wyeth Patent: US2006/276445 A1, 2006 ; Location in patent: Page/Page column 31 ;
  • Route2
    • (6,7-Dihydro-4H-pyrazolo[5,1-c][1,4]thiazin-2-yl)methanol|CS-0967722
      623564-61-4
    • ~%
    • In-stock
      6,7-Dihydro-4H-pyrazolo[5,1-c][1,4]thiazine-2-carbaldehyde 5,5-dioxide|CS-0459676
      623565-07-1

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 15 p. 4623 - 4637
  • Route3
    • Ethyl 6,7-dihydro-4H-pyrazolo[5,1-c][1,4]thiazine-2-carboxylate|CS-0137003
      623564-59-0
    • ~%
    • In-stock
      6,7-Dihydro-4H-pyrazolo[5,1-c][1,4]thiazine-2-carbaldehyde 5,5-dioxide|CS-0459676
      623565-07-1

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 15 p. 4623 - 4637

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   69.03
  • LogP   -0.376
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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