POTENTIAL MECHANISM-BASED TYROSINE KINASE INHIBITORS .1. PHOSPHORYLATION CHEMISTRY OF PYRIDINE N-OXIDES

Citation
Dm. Andrews et al., POTENTIAL MECHANISM-BASED TYROSINE KINASE INHIBITORS .1. PHOSPHORYLATION CHEMISTRY OF PYRIDINE N-OXIDES, Journal of the Chemical Society. Perkin transactions. I, (8), 1995, pp. 1045-1048
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
8
Year of publication
1995
Pages
1045 - 1048
Database
ISI
SICI code
0300-922X(1995):8<1045:PMTKI.>2.0.ZU;2-V
Abstract
Phosphorylated derivatives of 4-picoline N-oxide have been observed on treatment with both phosphorylating and phosphitylating agents. These intermediates were trapped by external nucleophiles. Propane-1-thiol reacted preferentially at carbon to yield a propylsulfanylpyridine whe reas propylamine reacted preferentially at phosphorus. This chemistry carries implications for the design of mechanism-based tyrosine kinase inhibitors.