In-flow photooxygenation of aminothienopyridinones generates iminopyridinedione PTP4A3 phosphatase inhibitors.
Org Biomol Chem
; 17(9): 2448-2466, 2019 02 27.
Article
em En
| MEDLINE
| ID: mdl-30746541
ABSTRACT
A continuous flow photooxygenation of 7-aminothieno[3,2-c]pyridin-4(5H)-ones to produce 7-iminothieno[3,2-c]pyridine-4,6(5H,7H)-diones has been developed, utilizing ambient air as the sole reactant. N-H Imines are formed as the major products, and excellent functional group tolerance and conversion on gram-scale without the need for chromatographic purification allow for facile late-stage diversification of the aminothienopyridinone scaffold. Several analogs exhibit potent in vitro inhibition of the cancer-associated protein tyrosine phosphatase PTP4A3, and the SAR supports an exploratory docking model.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Piridonas
/
Proteínas Tirosina Fosfatases
/
Inibidores Enzimáticos
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Tienopiridinas
/
Proteínas de Neoplasias
Limite:
Humans
Idioma:
En
Revista:
Org Biomol Chem
Ano de publicação:
2019
Tipo de documento:
Article