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CS-W001157 4
Total: USD 88.00

2,5,6-Triaminopyrimidin-4(3H)-one

  • CAS No. 1004-75-7

  • Cat. No. CS-W019346
  • Purity≥95%
  • MDL No.MFCD00217058

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

2,5,6-Triaminopyrimidin-4(3H)-one|CS-W019346

Structure of 1004-75-7

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General Information

  • CAS No. 1004-75-7
  • Cat. No. CS-W019346
  • Purity ≥95%
  • MDL No. MFCD00217058
  • Storage -20°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₇N₅O
  • Molecular Weight 141.13
  • Synonym(s) 6-Hydroxy-2,4,5-triaminopyrimidine
  • SMILES O=C1NC(N)=NC(N)=C1N

Description

2,5,6-Triaminopyrimidin-4(3H)-one features a triamine-substituted pyrimidinone core with enhanced solubility and stability under physiological conditions. This scaffold integrates readily into bioactive molecule design, offering multiple amine handles for conjugation and hydrogen bonding capacity. Its electron-rich nature supports interactions in enzyme inhibition and nucleic acid targeting applications.

Application

2,5,6-Triaminopyrimidin-4(3H)-one serves as a versatile scaffold for heterocyclic synthesis, enabling the construction of purine analogs and bioactive molecules through established amine functionalization and cyclization pathways. Its three amino groups provide orthogonal reactivity for selective derivatization, while the enolizable carbonyl supports metal coordination and hydrogen bonding in medicinal chemistry applications. The compound exhibits bench stability and facilitates straightforward purification, making it well-suited for use in iterative synthesis workflows targeting kinase inhibitors and nucleoside derivatives.

Synthesis

  • Route1
    • null|null
      90180-97-5
    • ~62%
    • 2,5,6-Triaminopyrimidin-4(3H)-one|CS-W019346
      1004-75-7

    References

    • Tetrahedron, , vol. 40, # 5 p. 879 - 886
  • Route2
    • Sapropterin Impurity 25|CS-1004366
      62128-61-4
    • ~%
    • 2,5,6-Triaminopyrimidin-4(3H)-one|CS-W019346
      1004-75-7

    References

    • US2447523 , ;
  • Route3
    • null|null
      51093-31-3
    • ~%
    • 2,5,6-Triaminopyrimidin-4(3H)-one|CS-W019346
      1004-75-7

    References

    • Chemische Berichte, , vol. 90, p. 2272,2275

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   123.81
  • LogP   -1.4835
  • H_Acceptors   5
  • H_Donors   4
  • Rotatable_Bonds   0

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