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CS-W001157 4
Total: USD 88.00

4-Amino-2-hydroxy-5-pyrimidinecarboxylic acid

  • CAS No. 3650-93-9

  • Cat. No. CS-0045904
  • Purity≥98%
  • MDL No.MFCD00047368

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

4-Amino-2-hydroxy-5-pyrimidinecarboxylic acid|CS-0045904

Structure of 3650-93-9

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General Information

  • CAS No. 3650-93-9
  • Cat. No. CS-0045904
  • Purity ≥98%
  • MDL No. MFCD00047368
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅N₃O₃
  • Molecular Weight 155.11
  • Synonym(s) Cytosine-5-carboxylic acid
  • SMILES NC1=C(C=NC(O)=N1)C(O)=O

Description

4-Amino-2-hydroxy-5-pyrimidinecarboxylic acid features a fused pyrimidine core bearing strategically positioned amino, hydroxyl, and carboxylic acid groups. This arrangement enables direct integration into heterocyclic scaffolds for medicinal chemistry applications, where the functionalized ring system supports hydrogen bonding and metal coordination in target-directed design.

Application

4-Amino-2-hydroxy-5-pyrimidinecarboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling access to pyrimidine-based scaffolds relevant in medicinal chemistry. Its amino, hydroxyl, and carboxylic acid functionalities offer multiple points for derivatization, facilitating modular assembly of substituted pyrimidines. The compound exhibits good bench stability and compatibility with standard coupling and protection strategies, supporting efficient functionalization in multistep syntheses.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry, , vol. 21, p. 567,571
  • Route2

    References

    • Justus Liebigs Annalen der Chemie, , vol. 588, p. 45,56

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   109.33
  • LogP   -0.5374
  • H_Acceptors   5
  • H_Donors   3
  • Rotatable_Bonds   1

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