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CS-W001157 4
Total: USD 88.00

4-(2-Hydroxyethyl)thiomorpholine 1,1-Dioxide

  • CAS No. 26475-62-7

  • Cat. No. CS-0158317
  • Molecule weight179.24
  • Purity≥97%
  • MDL No.MFCD00106415

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

4-(2-Hydroxyethyl)thiomorpholine 1,1-Dioxide|CS-0158317

Structure of 26475-62-7

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General Information

  • CAS No. 26475-62-7
  • Cat. No. CS-0158317
  • Purity ≥97%
  • MDL No. MFCD00106415
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₃NO₃S
  • Molecular Weight 179.24
  • Synonym(s) 2-(1,1-Dioxothiomorpholino)ethanol
  • SMILES C(CO)N1CCS(=O)(=O)CC1

Description

4-(2-Hydroxyethyl)thiomorpholine 1,1-dioxide features a polar, bench-stable sulfonamide core with a terminal hydroxyl group enabling conjugation or solubility enhancement. This functionalized thiomorpholine scaffold integrates readily into bioactive molecules, offering improved aqueous solubility and metabolic stability in medicinal chemistry applications.

Application

4-(2-Hydroxyethyl)thiomorpholine 1,1-dioxide serves as a versatile sulfonamide-containing building block in medicinal chemistry, enabling the construction of bioactive heterocycles. Its hydroxyl group offers direct handle for derivatization via esterification or ether formation, while the thiomorpholine dioxide moiety provides enhanced solubility and metabolic stability. The molecule exhibits excellent bench stability and compatibility with standard coupling protocols, facilitating efficient incorporation into complex molecular architectures.

Synthesis

  • Route1
    • 1-Bromo-2-(2-bromoethanesulfonyl)ethane|CS-0242625
      7617-67-6
    • null|null
      141-43-5
    • ~%
    • 4-(2-Hydroxyethyl)thiomorpholine 1,1-Dioxide|CS-0158317
      26475-62-7

    References

    • Burrows; Reid Journal of the American Chemical Society, 1934 , vol. 56, p. 1720
  • Route2
    • null|null
      77-77-0
    • null|null
      141-43-5
    • ~%
    • 4-(2-Hydroxyethyl)thiomorpholine 1,1-Dioxide|CS-0158317
      26475-62-7

    References

    • Ford-Moore et al. Journal of the Chemical Society, 1946 , p. 819

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   57.61
  • LogP   -1.2909
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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