1-Methyl-1H-indazole-4-carbaldehyde

Name: 1-Methyl-1H-indazole-4-carbaldehyde
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CAS No. 1053655-56-3
Cat. No. CS-0053908
Purity≥98%
MDL No.None

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1-Methyl-1H-indazole-4-carbaldehyde|CS-0053908

Structure of 1053655-56-3

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General Information

CAS No. 1053655-56-3
Cat. No. CS-0053908
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈N₂O
Molecular Weight 160.17
Synonym(s) 1-methyl-4-indazolecarboxaldehyde
SMILES CN1N=CC2=C(C=O)C=CC=C12

Description

1-Methyl-1H-indazole-4-carbaldehyde features a conjugated aldehyde group positioned at the 4-position of a methyl-substituted indazole core. This electron-deficient carbonyl integrates readily into multicomponent couplings and imine-based transformations, enabling efficient access to functionalized heterocycles under mild conditions.

Application

1-Methyl-1H-indazole-4-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C4 position via nucleophilic addition or condensation reactions. Its aldehyde functionality offers high reactivity in imine formation, reductive amination, and Ugi-type coupling protocols, while the indazole core provides metabolic stability and favorable pharmacophoric properties. Bench-stable and compatible with standard purification methods, it facilitates efficient access to heterocyclic scaffolds relevant to kinase inhibitor and CNS-targeted drug discovery.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 34.89
LogP 1.3858
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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1-Methyl-1H-indazole-4-carbaldehyde

CAS No. 1053655-56-3

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