Synthesis of the substituted derivatives of sodium 5-aryl-5-oxo-3-[(thiophen-2-yl)amino]penta-1,3-dien-2-olates and evaluation of their antinociceptive activity in vivo

期刊论文
发表日期：

2024年12月1日

查看全文

I. A. Gorbunova,
K. Yu. Parkhoma,
D. A. Kozlov,
I. P. Nikonov,
E. S. Denislamova,
R. R. Makhmudov,
D. A. Shipilovskikh

摘要

New substituted derivatives of 5-aryl-5-oxo-3-[(thiophen-2yl)amino]penta-1,3-dien-2-olates were synthesized by the reaction of the substituted 3-[(thiophen-2-yl)imino]furan-2(3H)-ones with cyanoacetic acid derivatives in the presence of sodium carbonate. The in vivo experiments revealed that the synthesized sodium salts possess pronounced antinociceptive activity that exceeded the activity of the reference drug (metamizole sodium). Sodium 1-amino-2-cyano-4-{[3-ethoxycarbonyl-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl]amino}-6-(4-methoxyphenyl)-1,6-dioxohexa-2,4-dien-3-olate demonstrated the highest activity exceeding that of metamizole sodium by ⩾1.5 times. Acute toxicity of all studied compounds (median lethal dose values (LD₅₀)) was greater than 1500 mg kg⁻¹ being six times higher than the LD₅₀ value for metamizole sodium.