Synthesis of novel spiro(indolone‐3,2′‐[1,3,4]thiadiazol)‐2‐ones and evaluation of their antidepressant and anticonvulsant activities

Abstract

The reaction of 3‐(dicyanomethylene)‐2‐indolone in a solution of ethanol/piperidine with 4‐substituted thiosemicarbazides forms the derivatives of 5′‐(substituted amino)‐3′H–spiro(indoline‐3,2′‐[1,3,4]thiadiazol‐2‐one. Rationales for these conversions involving the nucleophilic addition on the dicyanomethylene carbon atom are presented. The prepared compounds were evaluated each for antidepressant activity using tail suspension behavioral despair test and anticonvulsant activity against pentylenetetrazol induced seizures in mice. J. Heterocyclic Chem., (2011).

(Substituted Ylidene)Amino‐2‐Oxo‐Indolylidene Thioureas and Bis(2‐Oxo‐Indolylidene)Urea from (Ylidene)Thiocarbonohydrazides and Isatylidene Malononitrile

“…On the other hand, 3‐(dicyanomethylene)‐2‐indolone (isatylidene malononitrile) that is a ylidene malononitrile of isatin reacted with substituted carbohydrazides , α‐azidoketones , and amidrazones to give spiro‐heterocyclic compounds. 4‐Substituted thiosemicarbazides reacted with isatylidene malononitrile to give the derivatives of spiro(indoline)thiadiazolones .…”

Efficient and Facile Synthesis of Substituted Aminothiadiazolylhydrazonoindolin‐2‐ones

“…Isatin and its derivatives are large class of organic compounds. They play an important role as common scaffolds for various biological and pharmacological properties such as antibacterial , antifungal , anti‐cancer , antiviral , anti‐HIV , anti‐inflammatory , and anticonvulsant activities .…”

Synthesis and Anticancer Activity of Isatin, Oxadiazole and 4-Thiazolidinone Based Conjugates

“…1H-indole-2,3-dione [1] and thiazolidine [2] are the privileged scaffolds in the modern medicinal chemistry that have a broad spectrum of the biological activity including antimicrobial [7], antioxidant [4], antimycobacterial [5], antidepressant [6], anticonvulsant [6] effects. A considerable interest has been focused on the anticancer activity of isatin [7] and thiazolidine [8,9] derivatives.…”