Journal of Medicinal Chemistry

Vinylogous carbinolamine tumor inhibitors. 24. Synthesis, chemistry, and antineoplastic activity of. alpha.-halopyridinium salts: potential pyridone prodrugs of acylated …

WK Anderson, DC Dean, T Endo

Index: Anderson, Wayne K.; Dean, Dennis C.; Endo, Toshiyasu Journal of Medicinal Chemistry, 1990 , vol. 33, # 6 p. 1667 - 1675

Full Text: HTML

Citation Number: 1

Abstract

A series of 4-and 5-[2, 3-dihydro-6, 7-bis [[~ N-alkylcarbamoyl) oxy] methyl]-l~-pyrrolizin-5-yl]- 2-haloppidinium iodides were synthesized. The rates of hydrolysis of the a-halopyridinium salts to the corresponding pyridones, and the reactivities of the carbamate moieties were studied as a function of pH, buffer composition, and ionic strength. The 4-and 5-pyrrolizinyl-2- halopyridinium iodides and the corresponding pyridones were evaluated against P388 ...