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CS-W001157 4
Total: USD 88.00

3-Phenylthiomorpholine

  • CAS No. 141849-62-9

  • Cat. No. CS-0006430
  • Purity≥97%
  • MDL No.MFCD03002059

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

3-Phenylthiomorpholine|CS-0006430

Structure of 141849-62-9

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General Information

  • CAS No. 141849-62-9
  • Cat. No. CS-0006430
  • Purity ≥97%
  • MDL No. MFCD03002059
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NS
  • Molecular Weight 179.28
  • Synonym(s) (3R)-3-phenylthiomorpholin-4-ium
  • SMILES C1(C2=CC=CC=C2)NCCSC1

Description

3-Phenylthiomorpholine features a thiophene-like sulfur atom integrated into a morpholine ring, delivering enhanced electron density and steric bulk. This structure enables robust coupling in transition-metal-catalyzed reactions and serves as a key scaffold in bioactive molecule synthesis.

Application

3-Phenylthiomorpholine serves as a versatile heterocyclic building block in medicinal chemistry, offering a stable thioether linkage within a morpholine scaffold. It functions as a key intermediate in the synthesis of bioactive compounds, particularly those requiring moderate lipophilicity and metabolic stability. The phenylthio moiety enhances π-stacking potential and provides a handle for further functionalization via electrophilic substitution or cross-coupling reactions. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient incorporation into complex molecular architectures.

Synthesis

  • Route1
    • In-stock
      Cysteamine hydrochloride|CS-2800
      156-57-0
    • null|null
      70-11-1
    • ~50%
    • In-stock
      3-Phenylthiomorpholine|CS-0006430
      141849-62-9

    References

    • Ziakas, George N.; Rekka, Eleni A.; Gavalas, Antonios M.; Eleftheriou, Phaedra T.; Kourounakis, Panos N. Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 16 p. 5616 - 5624
  • Route2
    • null|null
      52727-47-6
    • ~%
    • In-stock
      3-Phenylthiomorpholine|CS-0006430
      141849-62-9

    References

    • Journal of Organic Chemistry, , vol. 57, # 15 p. 4215 - 4224
  • Route3
    • null|null
      141850-01-3
    • ~%
    • In-stock
      3-Phenylthiomorpholine|CS-0006430
      141849-62-9

    References

    • Journal of Organic Chemistry, , vol. 57, # 15 p. 4215 - 4224

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   2.0641
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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