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CS-W001157 4
Total: USD 88.00

Imidazo[1,2-a]pyridine-2-carbaldehyde

  • CAS No. 118000-43-4

  • Cat. No. CS-0084862
  • Purity≥97%
  • MDL No.MFCD06739247

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

Imidazo[1,2-a]pyridine-2-carbaldehyde|CS-0084862

Structure of 118000-43-4

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General Information

  • CAS No. 118000-43-4
  • Cat. No. CS-0084862
  • Purity ≥97%
  • MDL No. MFCD06739247
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O
  • Molecular Weight 146.15
  • Synonym(s) Imidazo[1,2-a]pyridine-2-carboxaldehyde (9CI)
  • SMILES O=CC1=CN2C=CC=CC2=N1

Description

Imidazo[1,2-a]pyridine-2-carbaldehyde features a fused heterocyclic core with a reactive aldehyde group at the 2-position. This configuration enables direct incorporation into bioactive molecule scaffolds, particularly in kinase inhibitor and fluorescent probe development. The electron-deficient imidazopyridine ring enhances conjugation potential, while the aldehyde facilitates efficient coupling reactions under mild conditions.

Application

Imidazo[1,2-a]pyridine-2-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through standard condensation and coupling reactions. Its aldehyde functionality facilitates efficient derivatization via reductive amination, Wittig-type transformations, and nucleophilic addition, while maintaining bench stability and compatibility with common protecting group strategies.

Synthesis

  • Route1

    References

    • WO2007/87548 A2, ; Page/Page column 47 ; WO 2007/087548 A2
  • Route2
    • null|null
      143982-35-8
    • ~90%
    • In-stock
      Imidazo[1,2-a]pyridine-2-carbaldehyde|CS-0084862
      118000-43-4

    References

    • Journal of Heterocyclic Chemistry, , vol. 29, # 4 p. 691 - 697
  • Route3
    • null|null
      504-29-0
    • null|null
      921-03-9
    • ~5%
    • In-stock
      Imidazo[1,2-a]pyridine-2-carbaldehyde|CS-0084862
      118000-43-4
    • null|null
      143982-35-8
    • null|null
      143982-36-9

    References

    • Journal of Heterocyclic Chemistry, , vol. 29, # 4 p. 691 - 697

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   34.37
  • LogP   1.1468
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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