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CS-W001157 4
Total: USD 88.00

2-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetic acid

  • CAS No. 4113-97-7

  • Cat. No. CS-0149767
  • Purity≥96%
  • MDL No.MFCD00458007

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

2-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetic acid|CS-0149767

Structure of 4113-97-7

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General Information

  • CAS No. 4113-97-7
  • Cat. No. CS-0149767
  • Purity ≥96%
  • MDL No. MFCD00458007
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₄
  • Molecular Weight 170.12
  • Synonym(s) (2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetic acid
  • SMILES O=C(O)CN1C(NC(C=C1)=O)=O

Description

This pyrimidinone-acetic acid derivative integrates a reactive acetic acid handle with a stable dihydropyrimidinone core, enabling efficient conjugation in bioconjugation workflows. The electron-deficient heterocycle enhances reactivity while maintaining bench-stable handling under standard conditions.

Application

2-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetic acid serves as a versatile building block for pyrimidine-based heterocycles, enabling efficient access to pharmaceutically relevant scaffolds. Its malonic ester-like reactivity facilitates condensation with amines and hydrazines under mild conditions, offering high functional group tolerance and ease of purification. The molecule's bench stability and compatibility with standard coupling protocols make it ideal for medicinal chemistry campaigns and API intermediate synthesis.

Synthesis

  • Route1
    • null|null
      79-11-8
    • Uracil Fluorouracil Impurity|CS-0229732
      66-22-8
    • ~70%
    • In-stock
      2-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetic acid|CS-0149767
      4113-97-7

    References

    • McCarthy, Orla; Musso-Buendia, Alex; Kaiser, Marcel; Brun, Reto; Ruiz-Perez, Luis M.; Johansson, Nils Gunnar; Pacanowska, Dolores Gonzalez; Gilbert, Ian H. European Journal of Medicinal Chemistry, 2009 , vol. 44, # 2 p. 678 - 688
  • Route2
    • null|null
      4113-98-8
    • ~94%
    • In-stock
      2-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetic acid|CS-0149767
      4113-97-7

    References

    • Kumar, Subodh; Malik, Vaishalli; Kaur, Navneet; Kaur, Kuljit Tetrahedron Letters, 2006 , vol. 47, # 48 p. 8483 - 8487
  • Route3
    • null|null
      31385-62-3
    • ~%
    • In-stock
      2-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetic acid|CS-0149767
      4113-97-7

    References

    • Wiest, Olaf; Harrison, Christopher B.; Saettel, Nicolas J.; Cibulka, Radek; Sax, Mirjam; Koenig, Burkhard Journal of Organic Chemistry, 2004 , vol. 69, # 24 p. 8183 - 8185

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   92.16
  • LogP   -1.3788
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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