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CS-W001157 4
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N-Benzylmorpholine-2-one

  • CAS No. 5453-99-6

  • Cat. No. CS-W001898
  • Purity≥98%
  • MDL No.MFCD15143093

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

N-Benzylmorpholine-2-one|CS-W001898

Structure of 5453-99-6

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General Information

  • CAS No. 5453-99-6
  • Cat. No. CS-W001898
  • Purity ≥98%
  • MDL No. MFCD15143093
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₃NO₂
  • Molecular Weight 191.23
  • Synonym(s) 4-Benzylmorpholin-2-one
  • SMILES O=C1OCCN(C1)Cc1ccccc1

Description

N-Benzylmorpholine-2-one features a morpholine ring fused to a ketone, delivering a rigid, electron-rich scaffold ideal for medicinal chemistry. The benzyl group enhances lipophilicity and metabolic stability, enabling efficient integration into bioactive molecules. This compound serves as a key building block for targeted drug discovery programs requiring modulated solubility and conformational restraint.

Application

N-Benzylmorpholine-2-one serves as a versatile synthetic intermediate in medicinal chemistry, enabling efficient construction of morpholine-based heterocycles. Its stable amide functionality tolerates a range of reaction conditions, facilitating downstream functionalization. The benzyl group enhances solubility and simplifies purification, while the lactam core provides a rigid scaffold for target-directed synthesis. Functions effectively in coupling reactions and as a building block for bioactive molecules.

Synthesis

  • Route1

    References

    • Illinois Institute of Technology Patent: US2010/322855 A1, 2010 ;
  • Route2
    • null|null
      105-39-5
    • In-stock
      2-(Benzylamino)ethanol|CS-W018111
      104-63-2
    • ~77%
    • In-stock
      N-Benzylmorpholine-2-one|CS-W001898
      5453-99-6

    References

    • Ghosh, Kumaresh; Sarkar, Tanmay; Samadder, Asmita Organic and Biomolecular Chemistry, 2012 , vol. 10, # 16 p. 3236 - 3243
  • Route3

    References

    • Chong, Hyun-Soon; Ma, Xiang; Lee, Haisung; Bui, Phuong; Song, Hyun A.; Birch, Noah Journal of Medicinal Chemistry, 2008 , vol. 51, # 7 p. 2208 - 2215

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   1.0454
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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