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CS-W001157 4
Total: USD 88.00

4-[2-(2-Hydroxyethoxy)ethyl]morpholine

  • CAS No. 3603-45-0

  • Cat. No. CS-0155188
  • Purity≥96%
  • MDL No.MFCD01095822

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

4-[2-(2-Hydroxyethoxy)ethyl]morpholine|CS-0155188

Structure of 3603-45-0

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General Information

  • CAS No. 3603-45-0
  • Cat. No. CS-0155188
  • Purity ≥96%
  • MDL No. MFCD01095822
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₇NO₃
  • Molecular Weight 175.23
  • Synonym(s) 2-(2-morpholin-4-ylethoxy)ethan-1-ol
  • SMILES C1COCCN1CCOCCO

Description

4-[2-(2-Hydroxyethoxy)ethyl]morpholine is a polar, bench-stable heterocyclic compound featuring a morpholine core linked to a hydroxyethyl ether chain. This structure imparts enhanced solubility in aqueous and organic media, enabling efficient integration into reaction systems requiring balanced polarity and hydrogen-bonding capacity.

Application

4-[2-(2-Hydroxyethoxy)ethyl]morpholine serves as a versatile bifunctional building block in medicinal chemistry, combining a morpholine ring with a hydrophilic ethylene glycol tether. Its pendant hydroxyl group enables facile derivatization and enhances solubility, while the morpholine nitrogen supports hydrogen bonding and metabolic stability. The molecule exhibits good bench stability and compatibility with standard coupling reactions, facilitating incorporation into diverse scaffolds including kinase inhibitors and CNS-targeted compounds.

Synthesis

  • Route1
    • null|null
      110-91-8
    • In-stock
      2-(2-Chloroethoxy)ethanol|CS-0016058
      628-89-7
    • ~64%
    • In-stock
      4-[2-(2-Hydroxyethoxy)ethyl]morpholine|CS-0155188
      3603-45-0

    References

    • Calderon, Silvia N.; Izenwasser, Sari; Heller, Brett; Gutkind, J. Silvio; Mattson, Mariena V.; et al. Journal of Medicinal Chemistry, 1994 , vol. 37, # 15 p. 2285 - 2291
  • Route2
    • null|null
      110-91-8
    • In-stock
      2-(2-Chloroethoxy)ethyl acetate|CS-0196781
      14258-40-3
    • ~%
    • In-stock
      4-[2-(2-Hydroxyethoxy)ethyl]morpholine|CS-0155188
      3603-45-0

    References

    • Najer et al. Bulletin de la Societe Chimique de France, 1958 , p. 355,357

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   41.93
  • LogP   -0.6725
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   5

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