Synthesis of 1H-pyrazolo[3,4-b]pyridine analogues
Many compounds containing the pyrazolo[3,4-b]pyridine scaffold have been found to have various pharmacological activities such as anticancer, anti-inflammatory, anti-bacterial, antihyperglycemic, and anxiolytic properties. In general, low water solubility often hinders bioassay screening of small mo...
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| Format: | Article |
| Language: | English |
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Elsevier
2025-03-01
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| Series: | Results in Chemistry |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S221171562500058X |
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| author | Yen Nguyen Greg Petruncio Schroeder M. Noble Mikell Paige |
| author_facet | Yen Nguyen Greg Petruncio Schroeder M. Noble Mikell Paige |
| author_sort | Yen Nguyen |
| collection | DOAJ |
| description | Many compounds containing the pyrazolo[3,4-b]pyridine scaffold have been found to have various pharmacological activities such as anticancer, anti-inflammatory, anti-bacterial, antihyperglycemic, and anxiolytic properties. In general, low water solubility often hinders bioassay screening of small molecules. In this work, we have prepared a series of 1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid analogues through the condensation of 5-aminopyrazoles with aromatic aldehydes and pyruvic acid. We then converted the carboxylic acid handle on these heterocycles into the corresponding sodium salt, which improved the water solubility. |
| format | Article |
| id | doaj-art-5534b69f13ae4bd4bfa22ecc5b870ab4 |
| institution | Kabale University |
| issn | 2211-7156 |
| language | English |
| publishDate | 2025-03-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Results in Chemistry |
| spelling | doaj-art-5534b69f13ae4bd4bfa22ecc5b870ab42025-02-05T04:31:56ZengElsevierResults in Chemistry2211-71562025-03-0114102075Synthesis of 1H-pyrazolo[3,4-b]pyridine analoguesYen Nguyen0Greg Petruncio1Schroeder M. Noble2Mikell Paige3Department of Chemistry & Biochemistry, George Mason University, 10920 George Mason Cir, Manassas, VA 20110, USA; Center for Molecular Engineering, George Mason University, 10920 George Mason Cir, Manassas, VA 20110, USA; Corresponding authors at: Department of Chemistry & Biochemistry, George Mason University, 10920 George Mason Cir, Manassas, VA 20110, USA.Department of Chemistry & Biochemistry, George Mason University, 10920 George Mason Cir, Manassas, VA 20110, USA; Center for Molecular Engineering, George Mason University, 10920 George Mason Cir, Manassas, VA 20110, USABacterial Diseases Branch, Wound Infections Department, Walter Reed Army Institute of Research, 503 Robert Grant Ave, Silver Spring, MD 20910, USADepartment of Chemistry & Biochemistry, George Mason University, 10920 George Mason Cir, Manassas, VA 20110, USA; Center for Molecular Engineering, George Mason University, 10920 George Mason Cir, Manassas, VA 20110, USA; Corresponding authors at: Department of Chemistry & Biochemistry, George Mason University, 10920 George Mason Cir, Manassas, VA 20110, USA.Many compounds containing the pyrazolo[3,4-b]pyridine scaffold have been found to have various pharmacological activities such as anticancer, anti-inflammatory, anti-bacterial, antihyperglycemic, and anxiolytic properties. In general, low water solubility often hinders bioassay screening of small molecules. In this work, we have prepared a series of 1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid analogues through the condensation of 5-aminopyrazoles with aromatic aldehydes and pyruvic acid. We then converted the carboxylic acid handle on these heterocycles into the corresponding sodium salt, which improved the water solubility.http://www.sciencedirect.com/science/article/pii/S221171562500058XCyclocondensation1H-pyrazolo[3,4-b]pyridine1H-pyrazolo[3,4-b]pyridine-4-carboxylic acidWater solubilityCarboxylate salts |
| spellingShingle | Yen Nguyen Greg Petruncio Schroeder M. Noble Mikell Paige Synthesis of 1H-pyrazolo[3,4-b]pyridine analogues Results in Chemistry Cyclocondensation 1H-pyrazolo[3,4-b]pyridine 1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid Water solubility Carboxylate salts |
| title | Synthesis of 1H-pyrazolo[3,4-b]pyridine analogues |
| title_full | Synthesis of 1H-pyrazolo[3,4-b]pyridine analogues |
| title_fullStr | Synthesis of 1H-pyrazolo[3,4-b]pyridine analogues |
| title_full_unstemmed | Synthesis of 1H-pyrazolo[3,4-b]pyridine analogues |
| title_short | Synthesis of 1H-pyrazolo[3,4-b]pyridine analogues |
| title_sort | synthesis of 1h pyrazolo 3 4 b pyridine analogues |
| topic | Cyclocondensation 1H-pyrazolo[3,4-b]pyridine 1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid Water solubility Carboxylate salts |
| url | http://www.sciencedirect.com/science/article/pii/S221171562500058X |
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