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CS-W001157 4
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6-Methyl-5-oxo-4,5-dihydropyrazine-2-carboxylic acid

  • CAS No. 77168-83-3

  • Cat. No. CS-0187231
  • Purity≥97%
  • MDL No.None

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

6-Methyl-5-oxo-4,5-dihydropyrazine-2-carboxylic acid|CS-0187231

Structure of 77168-83-3

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General Information

  • CAS No. 77168-83-3
  • Cat. No. CS-0187231
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₃
  • Molecular Weight 154.12
  • Synonym(s) 5-hydroxy-6-methylpyrazine-2-carboxylic acid
  • SMILES CC1=NC(=CNC1=O)C(=O)O

Description

6-Methyl-5-oxo-4,5-dihydropyrazine-2-carboxylic acid features a fused heterocyclic core with a carboxylic acid and ketone functionality, enabling direct integration into peptide mimetics and bioactive scaffolds. The methyl group enhances metabolic stability, while the dihydropyrazine ring offers tunable reactivity under standard conditions.

Application

6-Methyl-5-oxo-4,5-dihydropyrazine-2-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to pyrazine-based scaffolds relevant in medicinal chemistry. Its conjugated diketone and carboxylic acid functionalities offer orthogonal reactivity for derivatization, while the bench-stable structure facilitates straightforward purification and integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • 5-Hydroxy-6-methylpyrazine-2,3-dicarbonitrile|CS-0280047
      57005-61-5
    • ~78%
    • In-stock
      6-Methyl-5-oxo-4,5-dihydropyrazine-2-carboxylic acid|CS-0187231
      77168-83-3

    References

    • Mano; Seo; Iami Chemical and Pharmaceutical Bulletin, 1980 , vol. 28, # 10 p. 3057 - 3063
  • Route2
    • null|null
      77168-81-1
    • ~53%
    • In-stock
      6-Methyl-5-oxo-4,5-dihydropyrazine-2-carboxylic acid|CS-0187231
      77168-83-3

    References

    • Mano; Seo; Iami Chemical and Pharmaceutical Bulletin, 1980 , vol. 28, # 10 p. 3057 - 3063
  • Route3
    • 6-Methyl-5-oxo-4,5-dihydropyrazine-2-carboxamide|CS-0671714
      77168-82-2
    • ~33%
    • In-stock
      6-Methyl-5-oxo-4,5-dihydropyrazine-2-carboxylic acid|CS-0187231
      77168-83-3

    References

    • Mano; Seo; Iami Chemical and Pharmaceutical Bulletin, 1980 , vol. 28, # 10 p. 3057 - 3063

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

Quality Control

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Computational Chemistry Data

  • TPSA   83.05
  • LogP   -0.22348
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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