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CS-W001157 4
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2-Hydrazinyl-2-oxoacetamide

  • CAS No. 515-96-8

  • Cat. No. CS-0181798
  • Molecule weight103.08
  • Purity≥95%
  • MDL No.MFCD00008004

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

2-Hydrazinyl-2-oxoacetamide|CS-0181798

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General Information

  • CAS No. 515-96-8
  • Cat. No. CS-0181798
  • Purity ≥95%
  • MDL No. MFCD00008004
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂H₅N₃O₂
  • Molecular Weight 103.08
  • Synonym(s) Semioxamazide
  • SMILES O=C(NN)C(N)=O

Description

2-Hydrazinyl-2-oxoacetamide features a reactive hydrazino group paired with a ketone moiety, enabling efficient conjugation in bioorthogonal chemistry. This bifunctional scaffold integrates readily into peptide and small-molecule architectures, offering stable linkage under physiological conditions.

Application

2-Hydrazinyl-2-oxoacetamide serves as a versatile building block in heterocyclic synthesis, enabling efficient access to oxadiazole and triazole scaffolds through cyclization reactions. Its hydrazino and carbonyl functionalities exhibit high reactivity toward electrophiles and offer excellent functional group tolerance. The compound demonstrates bench stability and facilitates straightforward purification, making it well-suited for use in medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
    • null|null
      110-71-4
    • null|null
      141332-77-6
    • ~14%
    • null|null
      141332-90-3
    • In-stock
      2-Hydrazinyl-2-oxoacetamide|CS-0181798
      515-96-8

    References

    • SmithKline Beecham Corporation Patent: US5393788 A1, 1995 ; US 5393788 A
  • Route2

    References

    • Cave; Galons; Miocque; Rinjard; Tran; Binet European Journal of Medicinal Chemistry, 1990 , vol. 25, # 1 p. 75 - 79
  • Route3

    References

    • Tierie Recueil des Travaux Chimiques des Pays-Bas, 1933 , vol. 52, p. 357,359

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 1325
Class : 4.1
Packing Group : Ⅲ
Hazard Statements : H228
Precautionary Statements : P210-P240-P241-P280

Quality Control

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Computational Chemistry Data

  • TPSA   98.21
  • LogP   -2.5384
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   0

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