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CS-W001157 4
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6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione

  • CAS No. 21236-97-5

  • Cat. No. CS-0096287
  • Purity≥98%
  • MDL No.MFCD02091062

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

6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione|CS-0096287

Structure of 21236-97-5

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General Information

  • CAS No. 21236-97-5
  • Cat. No. CS-0096287
  • Purity ≥98%
  • MDL No. MFCD02091062
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇N₃O₂
  • Molecular Weight 141.13
  • Synonym(s) 6-Amino-3-methyluracil
  • SMILES O=C1N(C)C(C=C(N)N1)=O

Description

6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione features a fused pyrimidinedione core with amino and methyl substituents that enhance solubility and reactivity. This scaffold serves as a key building block in medicinal chemistry, integrating readily into heterocyclic frameworks under mild conditions.

Application

6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrimidine-based scaffolds. Its dual amine and carbonyl functionalities support diverse functionalization via nucleophilic substitution, condensation, and coupling reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in API development and heterocyclic library generation.

Synthesis

  • Route1
    • 4-Amino-2,6-dihydroxypyrimidine Tofacitinib  Impurity|CS-0229350
      873-83-6
    • null|null
      74-88-4
    • ~%
    • In-stock
      6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione|CS-0096287
      21236-97-5

    References

    • Bioorganic and Medicinal Chemistry, , vol. 18, # 5 p. 2001 - 2009
  • Route2

    References

    • Roehrkasten; Raatz; Kreher; Blaszkewicz Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 1997 , vol. 52, # 12 p. 1526 - 1532
  • Route3
    • null|null
      138895-26-8
    • null|null
      74-88-4
    • ~85%
    • In-stock
      6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione|CS-0096287
      21236-97-5

    References

    • Muller Tetrahedron Letters, 1991 , vol. 32, # 45 p. 6539 - 6540

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

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Computational Chemistry Data

  • TPSA   80.88
  • LogP   -1.3442
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   0

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