1-Methyl-1H-pyrazolo[3,4-b]-pyridine-5-carboxylic acid

Name: 1-Methyl-1H-pyrazolo[3,4-b]-pyridine-5-carboxylic acid
Brand: ChemScene
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CAS No. 1131912-88-3
Cat. No. CS-0053841
Purity≥98%
MDL No.None

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1-Methyl-1H-pyrazolo[3,4-b]-pyridine-5-carboxylic acid|CS-0053841

Structure of 1131912-88-3

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General Information

CAS No. 1131912-88-3
Cat. No. CS-0053841
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇N₃O₂
Molecular Weight 177.16
Synonym(s) 1-Methyl-1H-pyrazolo[3,4-B]pyridine-5-carboxylic acid
SMILES O=C(C1=CN=C(N(C)N=C2)C2=C1)O

Description

1-Methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid features a rigid heteroaromatic core with a carboxylic acid at the 5-position, enabling direct conjugation or derivatization in medicinal chemistry. The methyl group enhances lipophilicity and metabolic stability, while the electron-deficient pyrazolopyridine scaffold supports π-stacking interactions in target binding. This compound serves as a key building block for kinase inhibitors and CNS-active agents.

Application

1-Methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its carboxylic acid functionality enables direct derivatization via amide coupling, esterification, or activation for Suzuki-Miyaura cross-coupling. The fused pyrazolo[3,4-b]pyridine core exhibits favorable stability, solubility, and π-conjugation, facilitating its use in kinase inhibitor scaffolds and organic electronic materials.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 68.01
LogP 0.6665
H_Acceptors 4
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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1-Methyl-1H-pyrazolo[3,4-b]-pyridine-5-carboxylic acid

CAS No. 1131912-88-3

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