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CS-W001157 4
Total: USD 88.00

5-Oxopyrrolidine-2-carboxamide

  • CAS No. 5626-52-8

  • Cat. No. CS-0130439
  • Purity≥97%
  • MDL No.MFCD00843027

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

5-Oxopyrrolidine-2-carboxamide|CS-0130439

Structure of 5626-52-8

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General Information

  • CAS No. 5626-52-8
  • Cat. No. CS-0130439
  • Purity ≥97%
  • MDL No. MFCD00843027
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈N₂O₂
  • Molecular Weight 128.13
  • Synonym(s) rac-Pyroglutaminamide
  • SMILES O=C(N)C(N1)CCC1=O

Description

5-Oxopyrrolidine-2-carboxamide features a cyclic amide scaffold with a ketone at the 5-position and an amide at the 2-position, delivering enhanced solubility and metabolic stability. This structural motif integrates readily into peptide-based architectures, serving as a key building block in bioactive molecule design.

Application

5-Oxopyrrolidine-2-carboxamide serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyrrolidine-based scaffolds prevalent in bioactive molecules. Its amide functionality provides enhanced stability and solubility, while the ketone group facilitates selective transformations such as reductive amination and nucleophilic addition. The molecule exhibits excellent bench stability and compatibility with standard purification techniques, making it a practical choice for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Ksander, Gary; Bold, Guido; Lattmann, Rene; Lehmann, Christian; Frueh, Thomas; et al. Helvetica Chimica Acta, 1987 , vol. 70, p. 1115 - 1172
  • Route2

    References

    • Menozzi; Appiani Gazzetta Chimica Italiana, 1894 , vol. 24 I, p. 385 Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1891 , vol. <4> 7 I, p. 38
  • Route3
    • Glutamic acid diethyl ester|CS-0108420
      16450-41-2
    • ~%
    • In-stock
      5-Oxopyrrolidine-2-carboxamide|CS-0130439
      5626-52-8

    References

    • Abderhalden; Rossner Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1926 , vol. 152, p. 280

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-H332-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   72.19
  • LogP   -1.2497
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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