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Imidazo[1,2-a]pyrimidine-2-carboxylic acid

  • CAS No. 64951-10-6

  • Cat. No. CS-0019267
  • Purity≥95%
  • MDL No.MFCD03419484

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

Imidazo[1,2-a]pyrimidine-2-carboxylic acid|CS-0019267

Structure of 64951-10-6

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General Information

  • CAS No. 64951-10-6
  • Cat. No. CS-0019267
  • Purity ≥95%
  • MDL No. MFCD03419484
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅N₃O₂
  • Molecular Weight 163.13
  • Synonym(s) NSC 296231; imidazo[1,2-a]pyrimidine-2-carboxylicacid
  • SMILES O=C(C1=CN2C=CC=NC2=N1)O

Description

Imidazo[1,2-a]pyrimidine-2-carboxylic acid features a rigid, electron-deficient heterocyclic core that integrates seamlessly into bioactive scaffolds. This carboxylic acid moiety enables direct coupling in peptide and macrocyclic synthesis, offering enhanced metabolic stability and improved solubility in polar reaction media.

Application

Imidazo[1,2-a]pyrimidine-2-carboxylic acid serves as a versatile scaffold in medicinal chemistry, enabling efficient access to biologically active heterocycles. Its carboxylic acid functionality facilitates direct coupling reactions and derivatization, while the fused imidazopyrimidine core exhibits favorable stability and compatibility with diverse synthetic transformations. This compound functions as a key building block for targeted library synthesis and API development, particularly in kinase inhibitor and CNS drug discovery programs.

Synthesis

  • Route1

    References

    • Herath, Ananda; Dahl, Russell; Cosford, Nicholas D.P. Organic Letters, 2010 , vol. 12, # 3 p. 412 - 415

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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