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CS-W001157 4
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2-Amino-5-methylpyrimidin-4(3H)-one

  • CAS No. 15981-91-6

  • Cat. No. CS-0095202
  • Purity≥97%
  • MDL No.MFCD09754456

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

2-Amino-5-methylpyrimidin-4(3H)-one|CS-0095202

Structure of 15981-91-6

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General Information

  • CAS No. 15981-91-6
  • Cat. No. CS-0095202
  • Purity ≥97%
  • MDL No. MFCD09754456
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇N₃O
  • Molecular Weight 125.13
  • Synonym(s) 5-Methylisocytosine
  • SMILES O=C1NC(N)=NC=C1C

Description

2-Amino-5-methylpyrimidin-4(3H)-one features a fused heterocyclic core with amino and methyl substituents that enhance solubility and reactivity. This bench-stable compound integrates readily into synthetic sequences requiring nitrogen-rich scaffolds, serving as a key intermediate in the construction of bioactive pyrimidine derivatives.

Application

2-Amino-5-methylpyrimidin-4(3H)-one serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to pyrimidine-based scaffolds. Its amino and carbonyl functionalities support diverse derivatization via alkylation, acylation, and coupling reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows and API intermediate development.

Synthesis

  • Route1
    • null|null
      107-31-3
    • In-stock
      6M Guanidine (hydrochloride) Solution|CS-1350116
      50-01-1
    • null|null
      105-37-3
    • ~60%
    • In-stock
      2-Amino-5-methylpyrimidin-4(3H)-one|CS-0095202
      15981-91-6

    References

    • Ruah, Sara Hadida; Miller, Mark; Zhou, Jinglan; Bear, Brian Patent: US2009/221597 A1, 2009 ; Location in patent: Page/Page column 40; 41 ; US 20090221597 A1
  • Route2
    • 1,3,5-Trimethylpyrimidine-2,4(1H,3H)-dione|CS-0144182
      4401-71-2
    • null|null
      113-00-8
    • ~90%
    • In-stock
      2-Amino-5-methylpyrimidin-4(3H)-one|CS-0095202
      15981-91-6

    References

    • Watanabe, K. A.; Su, T.-L.; Pankiewicz, K. W.; Harada, K. Heterocycles, 1984 , vol. 21, # 1 p. 289 - 307
  • Route3

    References

    • Scherp Journal of the American Chemical Society, 1946 , vol. 68, p. 912

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

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Computational Chemistry Data

  • TPSA   71.77
  • LogP   -0.33948
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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