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CS-W001157 4
Total: USD 88.00

Imidazo[1,5-a]pyridine-3-carbaldehyde

  • CAS No. 56671-66-0

  • Cat. No. CS-0049326
  • Purity≥98%
  • MDL No.None

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

Imidazo[1,5-a]pyridine-3-carbaldehyde|CS-0049326

Structure of 56671-66-0

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General Information

  • CAS No. 56671-66-0
  • Cat. No. CS-0049326
  • Purity ≥98%
  • MDL No. None
  • 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) 3-Formylimidazo[1,5-a]pyridine
  • SMILES O=CC1=NC=C2C=CC=CN12

Description

Imidazo[1,5-a]pyridine-3-carbaldehyde serves as a pivotal heterocyclic scaffold in medicinal chemistry, featuring a reactive aldehyde group at the 3-position. This functionality enables direct conjugation with amines and hydrazides, facilitating the synthesis of targeted bioconjugates and drug candidates. The fused imidazopyridine core provides enhanced metabolic stability and favorable binding interactions in kinase-inhibitor designs.

Application

Imidazo[1,5-a]pyridine-3-carbaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient access to biologically relevant scaffolds. Its aldehyde functionality facilitates reductive amination, Grignard additions, and condensation reactions with amines or hydrazines. The molecule exhibits good bench stability and compatibility with common protecting group strategies, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • In-stock
      Imidazo[1,5-a]pyridine|CS-0082271
      274-47-5
    • null|null
      68-12-2
    • ~63%
    • In-stock
      Imidazo[1,5-a]pyridine-3-carbaldehyde|CS-0049326
      56671-66-0

    References

    • DeGoey, David A.; Flentge, Charles A.; Flosi, William J.; Grampovnik, David J.; Kempf, Dale J.; Klein, Larry L.; Yeung, Ming C.; Randolph, John T.; Wang, Xiu C.; Yu, Su Patent: US2005/148623 A1, 2005 ; Location in patent: Page/Page column 150 ; US 20050148623 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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