An efficient synthesis and characterization of novel (Z)-1-phenyl(arylamino)methylpyrrolidine-2,5-dione derivatives as potential analgesic agents

Facile Directed Synthesis of (Z)‐1‐(Aryl(arylimino)methyl)piperidine‐2,6‐diones from C,N‐Diarylformamidines

“…Previously, we have revealed high analgesic activity for a number of succinimide and phthalimide derivatives. [8,9] It was decided to conduct a comparative analysis of activity for new derivatives of glutarimide.…”

“…In the literature, you can find a fairly large number of publications on methods for obtaining N-substituted glutarimide derivatives. [7] Previously, we investigated the reactions of obtaining Nsubstituted derivatives of pyrroliidine-2,5-dione [8] and isoindoline-1,3-dione, [9] carried out by the interaction of amber and phthalic anhydride with primary amines, namely, N-arylbenzamidines 1. At the same time, it was found that when succinimides are obtained, the reaction easily proceeds at ambient temperature in chloroform or dichloromethane, while the production of phthalimides requires boiling in an o-xylene medium with azeotropic distillation of water.…”

“…We have shown that the obtained succinimides and phthalimides have analgesic activity in the in vivo test. [8,9] It became interesting for us to investigate the conditions of the reaction for the production of piperidine-2,6-dione derivatives similarly to the reaction of glutaric anhydride and C,Ndiarylformamidines, as well as to study the biological activity of the derivatives obtained. It is worth noting that there is a very significant difference between 6-membered glutarimides and 5membered succinimides due to the steric properties of the ring on the conjugated amide and related bonds.…”

The Practice of Attestation Primary Reference Samples on the Example of a New Potential Analgesic Agent – 2‐({[4‐Nitrophenyl] imino}(phenyl)methyl)isoindoline‐1,3‐dione

“…Nuclear magnetic resonance spectrometry) [2] according to the method of the internal standard, [14,15] The standard sample 1-phenyl(arilimino)methyl)pyrrolidine-2,5-dione (FFMP) (99,83 � 0,31 %). [16,17] For the test, about 50 mg (exact weight) of a standard sample was placed in a measuring flask with a capacity of 5.0 mL FFMP, about 50 mg was added (exact weight) TJ-8_215. 3.0 mL of dimethyl sulfoxide-d 6 was added, mixed until the sample was completely dissolved and the volume of the solution was brought to the mark with the same solvent, mixed.…”

“…Quantitative determination was performed in accordance with EP (2.2.33. Nuclear magnetic resonance spectrometry) [2] according to the method of the internal standard, [14,15] The standard sample 1‐phenyl(arilimino)methyl)pyrrolidine‐2,5‐dione (FFMP) (99,83±0,31 %) [16,17] …”