2942-43-0

Basic information

• Product Name: 1H-Pyrazolo[3,4-b]pyridin-3(2H)-one
• Synonyms: 1H-Pyrazolo[3,4-b]pyridin-3(2H)-one;1,2-Dihydro-3H-pyrazolo[3,4-b]pyridin-3-one;1,2-dihydropyrazolo[3,4-b]pyridin-3-one;3-Hydroxy-1H-pyrazolo[3,4-b]pyridine;1H-Pyrazolo[3,4-b]pyridin-3(2H)
• CAS NO: 2942-43-0
• Molecular Formula: C₆H₅N₃O
• Molecular Weight: 135.126
• Mol File: 2942-43-0.mol

Chemical Properties

• Melting Point: 234-236°
• Boiling Point: 225.8°C at 760 mmHg
• Flash Point: 90.3°C
• Appearance: /
• Density: 1.346g/cm³
• Vapor Pressure: 0.0849mmHg at 25°C
• Refractive Index: 1.595
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1H-Pyrazolo[3,4-b]pyridin-3(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazolo[3,4-b]pyridin-3(2H)-one(2942-43-0)
• EPA Substance Registry System: 1H-Pyrazolo[3,4-b]pyridin-3(2H)-one(2942-43-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 2942-43-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1H-Pyrazolo[3,4-b]pyridin-3(2H)-one is used as a lead compound for drug development due to its demonstrated biological activities. Its anti-inflammatory properties make it a candidate for treating conditions characterized by inflammation, while its antitumor activity suggests potential in the development of anticancer therapies. Additionally, its antiplatelet effects could be harnessed for the treatment of cardiovascular diseases.
Used in Organic Synthesis:
In the field of organic synthesis, 1H-Pyrazolo[3,4-b]pyridin-3(2H)-one serves as a valuable intermediate or building block for the synthesis of more complex organic molecules. Its unique structure allows for various chemical reactions, facilitating the creation of novel compounds with potential applications in different industries.
Used in Material Science:
1H-Pyrazolo[3,4-b]pyridin-3(2H)-one is also utilized in material science for the development of new materials with specific properties. Its incorporation into materials can lead to the creation of substances with tailored characteristics, such as improved stability, reactivity, or selectivity, which can be applied in various technological and industrial processes.

InChI:InChI=1/C6H5N3O/c10-6-4-2-1-3-7-5(4)8-9-6/h1-3H,(H2,7,8,9,10)

Upstream product

• 40134-18-7 methyl 2-chloropyridine-3-carboxylate 
• 28491-52-3 5-amino-1,2-dihydropyrazol-3-one 
• 102-52-3 malonaldehydebis(dimethylacetal) 
• 1452-94-4 ethyl 2-chloronicotinate 

Relevant articles and documents

INDAZOLE DERIVATIVES AS INHIBITORS OF HORMONE-SENSITIVE LIPASES

The invention relates to indazole derivatives of general formula (I) or (II), with the meanings as given in the description, the pharmaceutically-acceptable salts and use thereof as medicaments.

Indazole derivatives as inhibitors of hormone sensitive lipase

The present invention relates to indazole derivatives of the general formulae I or II having the meanings indicated in the description, to the pharmaceutically useful salts thereof and the use thereof as drugs.

INDAZOLE DERIVATIVES THAT ARE ACTIVATORS OF SOLUBLE GUANYLATE CYCLASE

Compounds of formula (I) are novel indazoles useful for increasing cGMP levels in a mammal.

STUDIES IN THE FIELD OF NITROGEN HETEROCYCLIC COMPOUNDS. PART XIV. SYNTHESIS OF PYRAZOLOPYRIDINE AND PYRAZOLOPYRIMIDINE DERIVATIVES

The reactions of various β-dicarbonyl compounds, β-diketones (1a-1g), β-ketoaldehydes (1h-1j) and β-ketoesters (1k-1w) with 3-amino-5-pyrazolone (2) in acetic acid solution were examined.On the basis of the experimental data obtained, a general scheme of this reaction was proposed.In the first, reversible step of the reaction, the intermediates (A, B, C) can be formed as a result of a competitive attack of three possible nucleophilic centers of 2 (C-4, N-1, -NH2) on a more positive carbonyl carbon atom of compound 1.Subsequent intermolecular cyclization of intermediates affords the corresponding pyrazolopyridines (3) and/or pyrazolopyrimidines (4, 6).It was found that the direction of cyclocondensation was noticeably affected by the nature of the dicarbonyl precursor, as well as the charge distribution and relative nucleophility of active centers of pyrazole ring within individual intermediates.