Studies on anticoccidial agents. 12. Synthesis and anticoccidial activity of methyl-2(6)-nitro- and -3(5)-nitropyridinecarboxamides

Abstract

A number of methyl-2- and 3-nitropyridinecarboxamides have been synthesized. It has been established that the presence of at least one hydrogen atom, adjacent to the NO2 function, is important for anticoccidial activity and introduction of a methyl group to the adjacent position of the CONH2 function sometimes confers enhanced activity. Among the compounds herein, 5- and 6-methyl-2-nitropyridine-4-carboxamides possess optimal anticoccidial activity, being as potent as the parent compound.

Azaindenoisoquinolines as Topoisomerase I Inhibitors and Potential Anticancer Agents: A Systematic Study of Structure–Activity Relationships

“…In contrast, attempted reduction of compound 11 with ammonium formate in the presence of palladium on activated carbon resulted in isolation of monochloride 40 in high yield, but pyridine 12 was not detected (Scheme ). A similar reported reduction produced 40 in less than 10% yield in a mixture with 12 as a major component . The conversion of 11 to 40 reported here might provide a pathway for preparation of similarly substituted pyridines.…”

“…A similar reported reduction produced 40 in less than 10% yield in a mixture with 12 as a major component. 23 The conversion of 11 to 40 reported here might provide a pathway for preparation of similarly substituted pyridines.…”

“…The combined filtrates were evaporated to yield a light-brown solid (25.3 g, 87%): mp 104–106 °C (lit. 23 mp 105–108 °C). 1 H NMR (300 MHz, CDCl 3 ) δ 8.39 (d, J = 5.1 Hz, 1 H), 7.21 (d, J = 5.1 Hz, 1 H), 2.57 (s, 3 H).…”

“…The combined extracts were washed with water (50 mL), brine (100 mL), dried with sodium sulfate, and filtered through a thin pad of silica gel, washing with chloroform. The combined filtrates were evaporated to yield a light-brown solid (25.3 g, 87%): mp 104–106 °C (lit . mp 105–108 °C).…”

Synthesis and pharmacological activity of N-hetaryl-3(5)-nitropyridines

“…For example, compounds containing ureide [9] or aryloxyethyl [10][11][12][13] substituents, active against Gram positive bacteria, have been recently found among benzimidazoles. It is also known that some derivatives of imidazole [14] and nitropyridines [15][16][17][18][19] have a pronounced coccidiostatic activity and 1 Corresponding author: phone: +7 (863) 2975196; e mail: divaevaln@mail.ru. affect significant pathogens, such as Eimeria tenella.…”