SUBSTITUTED GEMCITABINE ARYL AMIDE ANALOGS

摘要

In one aspect, the invention relates to substituted gemcitabine aryl amide analogs, derivatives thereof, and related compounds; synthesis methods for making the compounds; pharmaceutical compositions comprising the compounds; and methods of treating viral disorders and disorders of uncontrolled cellular proliferation using the compounds and compositions. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

主权项

1. A compound, or pharmaceutically acceptable salt, solvate, or polymorph thereof, having a structure represented by a formula: wherein at least one of R1a, R1b, R1c, R1d, and R1e is not hydrogen; wherein R1a and R1e are independently selected from hydrogen, fluoro, chloro, bromo, iodo, methyl, methoxy, fluoromethyl, fluoromethoxy, difluoromethyl, difluoromethoxy, trifluoromethyl, trifluoromethoxy, ethyl, ethoxy, propyl, propoxy, butyl, butoxy, cyano, hydroxy, thiol, alkylthiol, optionally substituted benzyl, optionally substituted phenoxy, nitro, —NH2, amino, monoalkylamino, and dialkylamino; wherein R1b and R1d are independently selected from hydrogen, fluoro, chloro, bromo, iodo, methyl, methoxy, fluoromethyl, fluoromethoxy, difluoromethyl, difluoromethoxy, trifluoromethyl, trifluoromethoxy, ethyl, ethoxy, propyl, propoxy, butyl, butoxy, cyano, hydroxy, thiol, alkylthiol, optionally substituted phenyl, optionally substituted benzyl, optionally substituted phenoxy, nitro, —NH2, amino, monoalkylamino, and dialkylamino; wherein R1c is selected from hydrogen, fluoro, chloro, bromo, iodo, methyl, methoxy, fluoromethyl, fluoromethoxy, difluoromethyl, difluoromethoxy, trifluoromethyl, trifluoromethoxy, ethyl, ethoxy, propyl, propoxy, butyl, butoxy, cyano, hydroxy, thiol, alkylthiol, optionally substituted phenyl, optionally substituted benzyl, optionally substituted phenoxy, —C(O)R5, —C(O)OR5, —C(O)NHR5, —OC(O)R5, —NHC(O)R5, and —NHC(O)OR5, wherein R5 is hydrogen, methyl, ethyl, propyl, butyl, pentyl, or hexyl; wherein R2 is selected from hydrogen, C1-C4 alkyl, and amine protecting group; wherein R3 is selected from hydrogen and hydroxyl protecting group; and wherein R4 is selected from hydrogen, C1-C8 alkyl, and hydroxyl protecting group, or wherein R3 and R4 together comprise a divalent moiety having a structure represented by a formula: wherein each R6 is independently selected from methyl, ethyl, propyl, and butyl.