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CS-W001157 4
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Imidazo[1,2-a]pyrazine-2-carboxylic acid

  • CAS No. 77112-53-9

  • Cat. No. CS-W003527
  • Purity≥97%
  • MDL No.MFCD08460077

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

Imidazo[1,2-a]pyrazine-2-carboxylic acid|CS-W003527

Structure of 77112-53-9

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General Information

  • CAS No. 77112-53-9
  • Cat. No. CS-W003527
  • Purity ≥97%
  • MDL No. MFCD08460077
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅N₃O₂
  • Molecular Weight 163.13
  • Synonym(s) None
  • SMILES O=C(O)C1=CN2C=CN=CC2=N1

Description

Imidazo[1,2-a]pyrazine-2-carboxylic acid features a fused heterocyclic core with dual nitrogen-rich rings and a carboxylic acid handle at the 2-position. This scaffold delivers enhanced solubility and metabolic stability, enabling direct integration into bioactive molecule design. The electron-deficient framework supports efficient coupling reactions and serves as a privileged pharmacophore in medicinal chemistry.

Application

Imidazo[1,2-a]pyrazine-2-carboxylic acid serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of bioactive scaffolds through standard amide coupling and derivatization protocols. The carboxylic acid functionality facilitates direct conjugation with amines, while the fused imidazo[1,2-a]pyrazine core provides structural rigidity and enhanced metabolic stability. Bench-stable and compatible with common purification methods, it functions effectively in parallel synthesis campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • Sablayrolles; Cros; Milhavet; Rechenq; Chapat; Boucard; Serrano; McNeill Journal of Medicinal Chemistry, 1984 , vol. 27, # 2 p. 206 - 212

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   67.49
  • LogP   0.4275
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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