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CS-W001157 4
Total: USD 88.00

Imidazo[1,2-a]pyridine-8-carboxylic acid

  • CAS No. 133427-08-4

  • Cat. No. CS-0043874
  • Purity≥98%
  • MDL No.MFCD06739251

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

Imidazo[1,2-a]pyridine-8-carboxylic acid|CS-0043874

Structure of 133427-08-4

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General Information

  • CAS No. 133427-08-4
  • Cat. No. CS-0043874
  • Purity ≥98%
  • MDL No. MFCD06739251
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂
  • Molecular Weight 162.15
  • Synonym(s) H-imidazo[1,2-a]pyridine-8-carboxylic acid
  • SMILES O=C(C1=CC=CN2C1=NC=C2)O

Description

Imidazo[1,2-a]pyridine-8-carboxylic acid features a fused heterocyclic core with a carboxylic acid group at the 8-position, enabling direct incorporation into bioactive molecules. This scaffold delivers enhanced metabolic stability and targeted binding affinity in medicinal chemistry applications.

Application

Imidazo[1,2-a]pyridine-8-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles through standard coupling and functionalization reactions. Its carboxylic acid group facilitates direct derivatization or amide formation under mild conditions, while the fused imidazo[1,2-a]pyridine core provides structural rigidity and favorable pharmacophoric properties. The compound exhibits bench stability and compatibility with common purification methods, making it well-suited for iterative synthesis campaigns in drug discovery.

Synthesis

  • Route1

    References

    • US2005/20611 A1, ; Page/Page column 28 ;
  • Route2
    • null|null
      107-20-0
    • In-stock
      NSC 3049|CS-W008765
      5345-47-1
    • ~%
    • In-stock
      Imidazo[1,2-a]pyridine-8-carboxylic acid|CS-0043874
      133427-08-4

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 3 p. 1125 - 1139
  • Route3

    References

    • WO2009/23253 A2, ; Page/Page column 52 ; WO 2009/023253 A2

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

Quality Control

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Computational Chemistry Data

  • TPSA   54.6
  • LogP   1.0325
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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