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CS-W001157 4
Total: USD 88.00

5-Nitrobarbituric acid

  • CAS No. 480-68-2

  • Cat. No. CS-W002008
  • Molecule weight173.08
  • Purity≥95%
  • MDL No.MFCD00006667

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

5-Nitrobarbituric acid|CS-W002008

Structure of 480-68-2

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General Information

  • CAS No. 480-68-2
  • Cat. No. CS-W002008
  • Purity ≥95%
  • MDL No. MFCD00006667
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃N₃O₅
  • Molecular Weight 173.08
  • Synonym(s) None
  • SMILES O=C1NC(=O)C(C(=O)N1)[N+](=O)[O-]

Description

5-Nitrobarbituric acid features a nitro group at the C5 position, enhancing electron deficiency and reactivity in heterocyclic synthesis. This bench-stable compound integrates readily into functionalized pyrimidine frameworks, serving as a key intermediate in medicinal chemistry and materials science applications.

Application

5-Nitrobarbituric acid serves as a versatile building block in heterocyclic synthesis, enabling the construction of biologically relevant scaffolds through standard condensation and functionalization reactions. Its electron-withdrawing nitro group enhances reactivity in nucleophilic substitution and facilitates downstream derivatization. The compound exhibits bench stability and is compatible with common purification methods, making it well-suited for medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1
    • null|null
      67-52-7
    • ~98%
    • In-stock
      5-Nitrobarbituric acid|CS-W002008
      480-68-2

    References

    • Langlet, Abraham; Latypov, Nikolaj V.; Wellmar, Ulf; Goede, Patrick; Bergman, Jan Tetrahedron Letters, 2000 , vol. 41, # 12 p. 2011 - 2013
  • Route2

    References

    • Biltz; Sedlatschek Chemische Berichte, 1924 , vol. 57, p. 347
  • Route3
    • null|null
      476-61-9
    • ~%
    • In-stock
      5-Nitrobarbituric acid|CS-W002008
      480-68-2

    References

    • Baeyer Justus Liebigs Annalen der Chemie, 1863 , vol. 127, p. 230 Justus Liebigs Annalen der Chemie, 1864 , vol. 130, p. 131 Full Text Show Details Schlieper Justus Liebigs Annalen der Chemie, 1845 , vol. 56, p. 24

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

Quality Control

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Computational Chemistry Data

  • TPSA   118.41
  • LogP   -2.0023
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   1

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