66385-94-2Relevant articles and documents
Bioactivity of azomethines derived mechanochemically from 2-amino pyridine and studies on the effect of substituents on the reaction
Sarma, Madhushree Das,Ghosh, Subhojit
, p. 1295 - 1303 (2020/12/04)
Azomethines with pyridine framework serve as excellent pharmacophore. A number of azomethine derivatives were synthesised from 2-aminopyridine and differently substituted aromatic aldehydes in excellent to almost quantitative yields through green, mechanochemical protocol. Influence of the substituents in the nuclei of aromatic aldehydes on the rate of the reaction was investigated. Presence of ortho hydroxy groups in the nucleus of aromatic aldehydes led to the completion of the reactions in almost no time with nearly quantitative yields. 2,2'-diphenyl-1-picrylhydrazyl (DPPH) radical was used to evaluate the in vitro antioxidant activity of the prepared azomethines and the results were compared with standard natural antioxidant L-ascorbic acid. Most of the derivatives showed fairly strong antioxidant property. Antibacterial activity of the prepared azomethines were examined against Bacillus subtilis (Gram-positive) and Escherichia coli (Gram-negative) strains by using agar well diffusion method. Some of the azomethines exhibited encouraging antibacterial activities.
A novel approach towards design, synthesis and evaluation of some Schiff base analogues of 2-aminopyridine and 2-aminobezothiazole against hepatocellular carcinoma
Chacko, Shinu,Samanta, Subir
, p. 162 - 176 (2017/02/26)
Hepatocellular carcinoma is the most common primary malignancy of the liver with poor prognosis. In this study novel, Schiff's bases of 2-aminopyridine (SSSC-26 to 31) and 2-aminobenzothiazole (SSSC-32 to 37) were designed, synthesised and evaluated for antioxidant potential using DPPH method, and anti-hepatocellular carcinoma property using diethylnitrosamine (DEN) induced hepatocellular carcinoma rat model. The in-silico pharmacokinetic, rule of five and toxicity studies reveals that all the leads have an excellent intrinsic quality and sufficient structural features necessary for an oral activity. Molecular docking studies of all compounds into the ligand binding pocket of checkpoint kinase1 and vascular endothelial growth factor receptor-2 was also performed using Schrodinger software suite v8.5, and which have shown good Glide scores. Further compounds were synthesised based on the docking score and ADMET profile. The 1,1-diphenyl-2-picrylhydrazil (DPPH) scavenging study was carried out, and results showed that SSSC-29 (IC50-63.60) and SSSC-33 (IC50-60.32) were having good anti-oxidant potential in comparison with ascorbic acid (IC50-55.27). SSSC-33 further evaluated for anti-cancer potential against diethylnitrosamine (200 mg/kg bw) induced hepatocellular carcinoma in rats. The biochemical, histopathological and morphological data showed that SSSC-33 can reverse the changes occurred in the cancerous liver significantly. All these findings suggested that SSSC-33-((benzo[d]thiazol-2-ylimino) methyl)phenol) could be a potential compound in combating the oxidative damage of hepatic cells occurred due to the development of hepatocellular carcinoma induced by a chemical carcinogen, DEN.
Ultrasonics promoted synthesis of thiazolidinones from 2-aminopyridine and 2-picolilamine
Gouvêa, Daniela P.,Bare?o, Valéria D.O.,Bosenbecker, Juliano,Drawanz, Bruna B.,Neuenfeldt, Patrícia D.,Siqueira, Geonir M.,Cunico, Wilson
experimental part, p. 1127 - 1131 (2012/08/08)
The efficient multicomponent synthesis of thiazolidinones from the reaction of arenealdehydes, mercaptoacetic acid and 2-picolilamine or 2-aminopyridine under ultrasound irradiation are reported. The reaction with 2-aminopyridine needs a Lewis acid cataly
