952182-02-4

Basic information

• Product Name: 1H-PYRAZOLO[3,4-B]PYRIDINE-5-CARBOXYLIC ACID
• Synonyms: 1H-PYRAZOLO[3,4-B]PYRIDINE-5-CARBOXYLIC ACID;4-b]pyridine-5-carboxylic acid
• CAS NO: 952182-02-4
• Molecular Formula: C₇H₅N₃O₂
• Molecular Weight: 163.14
• Mol File: 952182-02-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 475.1°C at 760 mmHg
• Flash Point: 241.1°C
• Appearance: /
• Density: 1.617g/cm³
• Vapor Pressure: 7.85E-10mmHg at 25°C
• Refractive Index: 1.763
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 10.24±0.40(Predicted)
• CAS DataBase Reference: 1H-PYRAZOLO[3,4-B]PYRIDINE-5-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-PYRAZOLO[3,4-B]PYRIDINE-5-CARBOXYLIC ACID(952182-02-4)
• EPA Substance Registry System: 1H-PYRAZOLO[3,4-B]PYRIDINE-5-CARBOXYLIC ACID(952182-02-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 952182-02-4(Hazardous Substances Data)

Usage

General Description

1H-Pyrazolo[3,4-b]pyridine-5-carboxylic acid is a chemical compound categorized as a heterocyclic organic compound. It contains both pyridine and pyrazole rings, which contributes to its unique chemical structure. The carboxylic acid group attached provides strong acidic properties, making it reactive with bases and other acid-reactive substances. While information regarding its specific uses or applications in industry or research is not readily available, compounds of this nature are often used in the creation of pharmaceuticals, materials for industrial processes, or as intermediary compounds in chemical reactions. It's important to handle with care as its effects on health and environment are not fully known.

InChI:InChI=1/C7H5N3O2/c11-7(12)5-1-4-3-9-10-6(4)8-2-5/h1-3H,(H,11,12)(H,8,9,10)

Upstream product

• 1256824-48-2 C₉H₉N₃O₂ 
• 1234616-67-1 1H-pyrazolo[3,4-b]pyridine-5-carbonitrile 
• 875781-15-0 5-bromo-2-fluoro-3-pyridinecarboxaldehyde 
• 875781-17-2 5-bromo-7-azaindazole 
• 1196156-42-9 1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester 
• 1086423-59-7 ethyl 1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b] pyridine-5-carboxylate 
• 227617-16-5 ethyl 4-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate 
• 227617-15-4 4-Hydroxy-1-[(4-methoxyphenyl)methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester 

Downstream Products

• 1453175-13-7 1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid 4-(4-pyrrolidin-1-ylpiperidine-1-sulfonyl)benzylamide 
• 1453176-77-6 4-{[(1H-pyrazolo[3_,4-b]pyridine-5-carbonyl)amino]methyl}benzenesulfonyl chloride 
• 1453176-76-5 1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid benzylamide 
• 1453174-45-2 1H-pyrazolo[3,4-b]pyridine-5-carboxyIic acid 4-(1-acetylpiperidine-4-sulfonyl)benzylamide 
• 1362132-18-0 N-{[4-(piperidine-1-sulfonyl)phenyl]methyl}-1H-pyrazolo[3,4-b]pyridine-5-carboxamide 
• 1362149-37-8 N-(4-(phenylsulfonyl)benzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide 
• 1362133-42-3 C₂₀H₂₀N₆O₃S 
• 1362133-44-5 C₂₀H₂₃N₅O₄S 
• 1453173-90-4 1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid 4-(4-hydroxypiperidine-1-sulfonyl)benzylamide 
• 1362133-45-6 C₁₉H₂₂N₆O₃S 
• 1453174-77-0 1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid 4-(4-oxetan-3-ylpiperazine-1-sulfonyl)benzylamide 
• 1453173-69-7 1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid 4-(morpholine-4-sulfonyl)-benzylamide 
• 1362141-24-9 N-({4-[(3,5-difluorobenzene)sulfonyl]phenyl}methyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide 
• 1362151-42-5 N-[(4-[[3-(trifluoromethyl)benzene]sulfonyl]phenyl)methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxamide 

Relevant articles and documents

Zinc Acetate-Promoted Buchwald-Hartwig Couplings of Heteroaromatic Amines

Zinc salts have been shown to promote the Buchwald-Hartwig coupling of azaindoles and azaindazoles with heteroaryl chlorides to provide the corresponding 1-aryl-1H-azaindoles and 1-aryl-1H-azaindazoles. The substrate scope and mechanistic aspects of this reaction were explored.

Identification and optimization of new dual inhibitors of B-Raf and epidermal growth factor receptor kinases for overcoming resistance against vemurafenib

Epidermal growth factor receptor (EGFR) amplification has been demonstrated to be critical for the inherent and/or acquired resistance against current B-RafV600E inhibitor therapy for melanoma and colorectal cancer patients. We describe the discovery and structure-activity relationship study of a series of 1H-pyrazolo[3,4-b]pyridine-5-carboxamide analogues as novel dual inhibitors of EGFR and B-RafV600E mutant. One of the most promising compounds, 6a, potently inhibited both of the kinases with IC50 values of 8.0 and 51 nM, respectively. The compound also strongly suppressed the proliferation of a panel of intrinsic and acquired resistant melanoma and/or colorectal cancer cells harboring overexpressed EGFR with submicromolar IC 50 values. Further mechanism investigation revealed that 6a could sustainably inhibit the activation of the MAPK path way in the resistant SK-MEL-28 PR30 melanoma cancer cells and WiDr colorectal cancer cells with EGFR amplification. Our results support the hypothesis that the EGFR/B-Raf V600E dual inhibition might be a tractable strategy to overcome the intrinsic and acquired resistance of melanoma and/or colorectal cancers against the current B-RafV600E inhibitor therapy.

AMIDO-BENZYL SULFONE AND SULFOXIDE DERIVATIVES

The present invention relates to certain amido-benzyl sulfoxide and sulfone compounds, pharmaceutical compositions comprising such compounds, and methods of treatment using such compounds.