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CS-W001157 4
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5-oxopyrrolidine-3-carboxamide

  • CAS No. 14466-21-8

  • Cat. No. CS-0036847
  • Purity≥97%
  • MDL No.None

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

5-oxopyrrolidine-3-carboxamide|CS-0036847

Structure of 14466-21-8

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General Information

  • CAS No. 14466-21-8
  • Cat. No. CS-0036847
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈N₂O₂
  • Molecular Weight 128.13
  • Synonym(s) 5-Oxopyrrolidine-3-carboxylic acid amide
  • SMILES C1C(CN=C1O)C(=N)O

Description

5-Oxopyrrolidine-3-carboxamide features a cyclic amide scaffold with a ketone at the 5-position and an amide group at the 3-position, enabling versatile integration into peptidomimetic architectures. This rigid, electron-deficient heterocycle enhances binding affinity in bioactive molecule design.

Application

5-Oxopyrrolidine-3-carboxamide serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrrolidine-based scaffolds through standard amide coupling and reductive amination protocols. Its stability under routine synthetic conditions and compatibility with diverse functional groups facilitate straightforward incorporation into bioactive molecules, particularly in the development of peptidomimetics and heterocyclic drug candidates.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry, , vol. 26, p. 4955,4956

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   76.67
  • LogP   0.49807
  • H_Acceptors   2
  • H_Donors   3
  • Rotatable_Bonds   1

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