116364-77-3

Upstream product

• 2365-44-8 3-hydrazonoindolin-2-one 
• 123-08-0 4-hydroxy-benzaldehyde 
• 91-56-5 indole-2,3-dione 

Relevant academic research and scientific papers

Synthesis of some new mixed azines, Schiff and Mannich bases of pharmaceutical interest related to isatin

The mixed azines 3a-h and 4 were obtained by treating 3-hydrazonoindolin-2-one (2) with the appropriate aldehyde or dialdehyde. Treatment of 3b or 3c with formaldehyde or glutaric dialdehyde and the appropriate amine afforded the azine Mannich bases 5-7. The condensation of isatin or its N-Mannich base 8 with 1-aminopiperidine, 4-aminomorpholine and 1,4-diaminopiperazine gave 10a- d, 12 and 13. The Mannich bases 14 and 15 were obtained from 10a and 10b. Treatment of 2 with succinic, phthalic and quinolinic anhydride and pyromellitic dianhydride afforded compounds 16, 17a, 17b and 18, respectively. The synthesis of isatin Schiff bases incorporating a benzoylpiperidine, benzoylmorpholine and 1,4-dibezoylpiperazine moiety and their N-Mannich bases was investigated.

Application of SBA-Pr-SO3H in the green synthesis of isatinhydrazone derivatives: Characterization, UV-Vis investigation and computational studies

An efficient and green synthesis is developed for the preparation of the arylidene isatinhydrazone derivatives 4a-m using a heterogeneous mesoporous acid catalyst of SBA-Pr-SO3H with a pore size of 6 nm under solvent free conditions. The hydrazones 4a-m were then analyzed by UV-Vis spectroscopy and the results were used for the calculation of the HOMO-LUMO band gap. In addition, the quantum chemical calculations were performed to provide an illustrative explanation for the obtained band gap; it is found that probably these molecules have a high tendency to donate electrons to the appropriate small-molecule acceptors with low energy and empty molecular orbital.

Synthesis, biological activity, and docking study of novel isatin coupled thiazolidin-4-one derivatives as anticonvulsants

A series of 2-(substituted-phenyl)-3-(2-oxoindolin-3-ylidene)amino)-thiazolidin-4-one derivatives were designed and synthesized under microwave irradiation, using an eco-friendly, efficient, microwave-assisted synthetic protocol that involves cyclocondensation of 3-substituted benzylidine-hydrazono-indolin-2-one 3a-j with thioglycolic acid in dimethyl formamide (DMF) as solvent and anhydrous zinc chloride as a catalyst, keeping in view the structural requirement of the pharmacophore. The intermediate compounds 3a-j were obtained by condensation of the hydrazone of indoline-2,3-dione with aromatic aldehydes. The synthesized derivatives were evaluated for CNS depressant activity and anticonvulsant activity in mice using the maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole (sc-PTZ) induced seizure tests. All the derivatives showed good CNS depressant activity and showed protection in the MES test, indicative of their ability to inhibit the seizure spread. A histopathological study was performed to evaluate liver toxicity caused by the synthesized compounds. The compounds were nontoxic. A computational study was performed, in which log P values were calculated experimentally. Virtual screening was performed by molecular docking of the designed compounds into the ATP binding sites of the NMDA and AMPA receptors, to predict if these compounds have analogous binding modes.

Synthesis leishmanicidal activities of bis-Schiff bases of isatins

Twenty seven (27) derivatives of bis-Schiff bases of isatins 1-27 were studied for their leishmanicidal potential. Out of twenty seven (27) analogs, five exhibited varying degree of leishmanicidal activity with IC50 values 44.86 ± 0.66, 65.27 ±

Superoxide respiratory burst inhibitory activity of bis-schiff bases of Isatins

Bis-Schiff bases 1-27 were synthesized and evaluated for their anti-inflammatory activity and possible cytotoxicity. Compounds 1-27 showed a varying degree of respiratory burst inhibitory activity with IC50 values between 242.97 - 652.12 μM. Co

Synthesis of bis-Schiff bases of isatins and their antiglycation activity

Bis-Schiff bases 1-27 have been synthesized and their in vitro antiglycation potential has been evaluated. Compounds 21 (IC50 = 243.95 ± 4.59 μM), 20 (IC50 = 257.61 ± 5.63 μM), and 7 (IC50 = 291.14 ± 2.53 μM) showed an exc