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CS-W001157 4
Total: USD 88.00

Piperazine-2,6-dione

  • CAS No. 4774-22-5

  • Cat. No. CS-W003770
  • Molecule weight114.10
  • Purity≥96%
  • MDL No.MFCD11109779

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

Piperazine-2,6-dione|CS-W003770

Structure of 4774-22-5

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General Information

  • CAS No. 4774-22-5
  • Cat. No. CS-W003770
  • Purity ≥96%
  • MDL No. MFCD11109779
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₆N₂O₂
  • Molecular Weight 114.10
  • Synonym(s) 2,6-Piperazinedione
  • SMILES O=C1CNCC(=O)N1

Description

Piperazine-2,6-dione serves as a key heterocyclic scaffold in medicinal chemistry, offering a rigid, electron-deficient core that integrates readily into bioactive molecules. This stable diketopiperazine moiety enhances target binding affinity and metabolic resilience in drug candidates.

Application

Piperazine-2,6-dione serves as a versatile scaffold in medicinal chemistry, enabling the construction of diverse heterocyclic systems through standard functionalization protocols. Its diketone functionality supports efficient derivatization under mild conditions, offering robust stability and ease of purification. The molecule functions as a key building block for bioactive compounds, particularly in the development of kinase inhibitors and antimicrobial agents, with demonstrated compatibility in multistep synthesis workflows.

Synthesis

  • Route1

    References

    • Mancilla, Teresa; Carrillo, Lourdes; Zamudio-Rivera, Luis S.; Beltran, Hiram I.; Farfan, Norberto Organic Preparations and Procedures International, 2002 , vol. 34, # 1 p. 87 - 94
  • Route2

    References

    • Hou, Xueling; Ge, Zemei; Wang, Tingmin; Guo, Wei; Wu, Jun; Cui, Jingrong; Lai, Chingsan; Li, Runtao Archiv der Pharmazie, 2011 , vol. 344, # 5 p. 320 - 332
  • Route3
    • (2-Amino-2-oxoethyl)glycine|CS-0346281
      7365-83-5
    • ~%
    • In-stock
      Piperazine-2,6-dione|CS-W003770
      4774-22-5

    References

    • Jongkees Recueil des Travaux Chimiques des Pays-Bas, 1908 , vol. 27, p. 322

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-H317-H319
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   58.2
  • LogP   -1.7676
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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