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CS-W001157 4
Total: USD 88.00

Imidazo[1,2-a]pyridine-3-carbaldehyde

  • CAS No. 6188-43-8

  • Cat. No. CS-W007932
  • Purity≥97%
  • MDL No.MFCD07778354

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

Imidazo[1,2-a]pyridine-3-carbaldehyde|CS-W007932

Structure of 6188-43-8

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General Information

  • CAS No. 6188-43-8
  • Cat. No. CS-W007932
  • Purity ≥97%
  • MDL No. MFCD07778354
  • 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-3-CARBOXALDEHYDE
  • SMILES O=CC1=CN=C2C=CC=CN12

Description

Imidazo[1,2-a]pyridine-3-carbaldehyde features a rigid heteroaromatic core with a reactive aldehyde group at the 3-position. This scaffold integrates seamlessly into bioactive molecule design, offering enhanced metabolic stability and favorable binding interactions in target-directed synthesis. The aldehyde moiety enables efficient coupling reactions for diversification in medicinal chemistry campaigns.

Application

Imidazo[1,2-a]pyridine-3-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its aldehyde functionality enables efficient derivatization via reductive amination, Grignard additions, and Wittig reactions. The scaffold exhibits robust bench stability and compatibility with common protecting group strategies, facilitating modular synthesis of complex molecular architectures.

Synthesis

  • Route1
    • In-stock
      Imidazo[1,2-a]pyridine|CS-W016589
      274-76-0
    • null|null
      68-12-2
    • ~33%
    • In-stock
      Imidazo[1,2-a]pyridine-3-carbaldehyde|CS-W007932
      6188-43-8

    References

    • Del Corona; Pellegatta; Signorelli; Buran; Massaroli; Turba; Faini; Pagella Farmaco, Edizione Scientifica, 1981 , vol. 36, # 12 p. 994 - 1003
  • Route2
    • N-(Prop-2-yn-1-yl)pyridin-2-amine|CS-0094837
      117459-95-7
    • ~86%
    • In-stock
      Imidazo[1,2-a]pyridine-3-carbaldehyde|CS-W007932
      6188-43-8

    References

    • Chandra Mohan, Darapaneni; Nageswara Rao, Sadu; Adimurthy, Subbarayappa Journal of Organic Chemistry, 2013 , vol. 78, # 3 p. 1266 - 1272
  • Route3

    References

    • US5760021 A1, ;

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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