1H-Pyrazolo[3,4-b]pyridine-5-carbaldehyde

Name: 1H-Pyrazolo[3,4-b]pyridine-5-carbaldehyde
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CAS No. 955127-76-1
Cat. No. CS-0089299
Molecule weight147.13
Purity≥95%
MDL No.MFCD11100579

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1H-Pyrazolo[3,4-b]pyridine-5-carbaldehyde|CS-0089299

Structure of 955127-76-1

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General Information

CAS No. 955127-76-1
Cat. No. CS-0089299
Purity ≥95%
MDL No. MFCD11100579
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅N₃O
Molecular Weight 147.13
Synonym(s) 2H-pyrazolo[3,4-b]pyridine-5-carbaldehyde
SMILES O=CC1=CN=C(NN=C2)C2=C1

Description

1H-Pyrazolo[3,4-b]pyridine-5-carbaldehyde features a fused heterocyclic core with a reactive aldehyde group at the 5-position, enabling direct conjugation in synthetic transformations. The electron-deficient pyrazolopyridine scaffold enhances stability and facilitates incorporation into bioactive molecules. This compound serves as a key building block for pharmaceutical intermediates and functional materials, particularly in medicinal chemistry applications requiring rigid, planar architectures.

Application

1H-Pyrazolo[3,4-b]pyridine-5-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and materials science. The aldehyde functionality enables direct incorporation into Schiff bases, imines, and reductive aminations, facilitating access to diverse pharmacophores. Its rigid fused-ring architecture provides structural stability and favorable π-stacking interactions, enhancing its utility in target-directed synthesis and scaffold hopping strategies.

Safety Information

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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

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Computational Chemistry Data

TPSA 58.64
LogP 0.7704
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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1H-Pyrazolo[3,4-b]pyridine-5-carbaldehyde

CAS No. 955127-76-1

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