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CS-W001157 4
Total: USD 88.00

3-morpholin-4-ylaniline

  • CAS No. 159724-40-0

  • Cat. No. CS-W003031
  • Purity≥95%
  • MDL No.MFCD03197165

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

3-morpholin-4-ylaniline|CS-W003031

Structure of 159724-40-0

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General Information

  • CAS No. 159724-40-0
  • Cat. No. CS-W003031
  • Purity ≥95%
  • MDL No. MFCD03197165
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄N₂O
  • Molecular Weight 178.23
  • Synonym(s) 3-Morpholin-4-ylaniline; 3-(4-Morpholinyl)aniline
  • SMILES Nc1cccc(c1)N1CCOCC1

Description

3-(4-Morpholinyl)aniline integrates a morpholine ring with an aniline scaffold, delivering enhanced solubility and electron-rich character. This structure enables efficient coupling in transition-metal-catalyzed reactions and serves as a key intermediate in pharmaceutical synthesis. The para-positioned morpholine moiety enhances polarity while maintaining compatibility with diverse reaction conditions.

Application

3-(4-Morpholinyl)aniline serves as a versatile building block in medicinal chemistry, enabling the construction of diverse heterocyclic scaffolds through standard coupling and cyclization reactions. Its aniline functionality facilitates electrophilic substitution and transition-metal-catalyzed cross-coupling, while the morpholine ring enhances solubility and modulates pharmacokinetic properties. The compound exhibits good bench stability and is compatible with common protecting group strategies, supporting efficient synthesis workflows.

Synthesis

  • Route1

    References

    • Tangallapally, Rajendra P.; Yendapally, Raghunandan; Lee, Robin E.; Lenaerts, Anne J. M.; Lee, Richard E. Journal of Medicinal Chemistry, 2005 , vol. 48, # 26 p. 8261 - 8269
  • Route2

    References

    • SUGEN, INC. Patent: WO2005/113548 A1, 2005 ; Location in patent: Page/Page column 46 ; WO 2005/113548 A1
  • Route3
    • null|null
      110-91-8
    • null|null
      108-42-9
    • ~66%
    • In-stock
      3-morpholin-4-ylaniline|CS-W003031
      159724-40-0

    References

    • Desmarets, Christophe; Schneider, Raphael; Fort, Yves Journal of Organic Chemistry, 2002 , vol. 67, # 9 p. 3029 - 3036

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

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Computational Chemistry Data

  • TPSA   38.49
  • LogP   1.1054
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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