Imidazo[1,2-a]pyridine-5-carbaldehyde

Name: Imidazo[1,2-a]pyridine-5-carbaldehyde
Brand: ChemScene
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CAS No. 372147-50-7
Cat. No. CS-0155636
Purity≥98%
MDL No.MFCD10698080

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Imidazo[1,2-a]pyridine-5-carbaldehyde|CS-0155636

Structure of 372147-50-7

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Description

Imidazo[1,2-a]pyridine-5-carbaldehyde features a rigid heteroaromatic core fused with an aldehyde functional group, enabling direct incorporation into bioactive scaffolds. This electron-deficient platform facilitates efficient coupling reactions and serves as a key building block in medicinal chemistry, particularly for kinase inhibitors and fluorescent probes.

Application

Imidazo[1,2-a]pyridine-5-carbaldehyde serves as a versatile building block for the synthesis of bioactive heterocycles, leveraging its electrophilic aldehyde functionality and electron-deficient imidazopyridine core. The aldehyde group enables facile derivatization via nucleophilic addition, reductive amination, or condensation reactions, while the scaffold exhibits robust bench stability and compatibility with standard synthetic protocols. Its utility is well-established in medicinal chemistry for constructing kinase inhibitors and CNS-targeted compounds, offering predictable reactivity and efficient purification in multi-step sequences.

General Information

CAS No. 372147-50-7
Cat. No. CS-0155636
Purity ≥98%
MDL No. MFCD10698080
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆N₂O
Molecular Weight 146.15
Synonym(s) Imidazo[1,2-a]pyridine-5-carboxaldehyde (9CI)
SMILES C1=CC2=NC=CN2C(=C1)C=O

Computational Chemistry Data

TPSA 34.37
LogP 1.1468
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H317
Precautionary Statements : P261-P272-P280-P302+P352-P362+P364-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Imidazo[1,2-a]pyridine-5-carbaldehyde

CAS No. 372147-50-7

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