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CS-W001157 4
Total: USD 88.00

6-Oxo-1,6-dihydropyrazine-2-carboxylic acid

  • CAS No. 13924-99-7

  • Cat. No. CS-0005515
  • Purity≥95%
  • MDL No.MFCD10697776

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

6-Oxo-1,6-dihydropyrazine-2-carboxylic acid|CS-0005515

Structure of 13924-99-7

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General Information

  • CAS No. 13924-99-7
  • Cat. No. CS-0005515
  • Purity ≥95%
  • MDL No. MFCD10697776
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄N₂O₃
  • Molecular Weight 140.10
  • Synonym(s) 6-oxo-1H-pyrazine-2-carboxylic acid
  • SMILES O=C(C(N1)=CN=CC1=O)O

Description

6-Oxo-1,6-dihydropyrazine-2-carboxylic acid features a fused heterocyclic core with a ketone at the 6-position and a carboxylic acid at C2, enabling direct incorporation into peptide mimetics and bioactive scaffolds. The electron-deficient pyrazine ring facilitates nucleophilic addition and transition-metal-catalyzed coupling reactions under mild conditions. This bench-stable intermediate supports efficient synthesis of pharmacologically relevant compounds in medicinal chemistry workflows.

Application

6-Oxo-1,6-dihydropyrazine-2-carboxylic acid serves as a versatile building block in the synthesis of pyrazine-based heterocycles and bioactive molecules. Its conjugated enone-carboxylic acid motif enables facile functionalization via nucleophilic addition, decarboxylation, or transition-metal-catalyzed coupling. The molecule exhibits good bench stability and compatibility with common protecting group strategies, facilitating its use in medicinal chemistry campaigns targeting kinase inhibitors and antimicrobial agents.

Safety Information

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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   83.05
  • LogP   -0.5319
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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