A New Series of Pyridinone Derivatives as Potent Non-Nucleoside Human Immunodeficiency Virus Type 1 Specific Reverse Transcriptase Inhibitors

Abstract

4-(Arylthio)-pyridin-2(1H)-ones variously substituted in their 3-, 5-, and 6-positions have been synthesized as a new series of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT)-pyridinone hybrid molecules. Biological studies revealed that some of them show potent HIV-1 specific reverse transcriptase inhibitory properties. Compounds 16 and 7c, the most active ones, inhibit the replication of HIV-1 at 3 and 6 nM, respectively.

Synthesis and reactions of 2,6-bis[3-oxo-3-propanenitrile-2-(N,N-dimethylamino)methylene]pyridine

“…[5][6][7][8][9] On the other hand a great deal of interest has been focused on the synthesis of the functionalized pyridine derivatives due to their biological activities. [10][11][12][13] In view of these observations and in continuation of our previous work on the synthesis of heterocyclic systems for biological evaluations, [14][15][16][17] we report herein a facile route to various pyrazoles, isoxazoles, pyrimidines, pyrazolopyrimidine and…”

“…The NMR spectra were recorded on a Varian Mercury VXR-300 NMR spectrometer. 1 H NMR (300 MHz) and 13 C NMR (75.46 MHz) were run in deuterated chloroform (CDCl3) or dimethylsulfoxide (DMSO-d6). Chemical shifts were related to that of the solvent.…”

Synthesis of some new 2,6-bis pyridines incorporating with tetra-substituted pyrazole heterocycles

“…[1][2][3][4] For example, several 2-pyridone derivatives such milirinone are cardiotonic agent and has potential HIV-1 specific transcriptase inhibitor. 5,6 Other applications of pyridines used as agrochemicals: insecticides, herbicides and fungicides.…”

A new convenient synthesis of some novel 2,6-disubstituted-pyridine derivatives

“…10,11 For example, some 2-pyridine radicals are incorporated into the structures of cardiotonic agents such as milrinone 12 and HIV-1 specific transcriptase inhibitors. 13 Furthermore, pyrazoles have also important applications in medicinal chemistry. For example, they have emerged as analgesic and anti-inflammatory drugs.…”