Synthesis and Pharmacological Activities of Hydrazones, Schiff and Mannich Bases of Isatin Derivatives.

Abstract

Schiff bases and phenyl hydrazone of isatins were prepared by reacting isatin and the appropriate aromatic primary amine/hydrazines. A new series of the corresponding N-mannich bases were synthesized by reacting them with formaldehyde and diphenylamine. The chemical structures were confirmed by means of their 1 H-NMR, IR spectral data and elemental analysis. The compounds were screened for analgesic, antiinflammatory and antipyretic activity. 1- Diphenylaminomethyl-3-(1-naphthylimino)-1,3-dihydroindol-3-one (4), 3-(1-naphthylimino)-5-bromo-1,3-dihydroindol-2-one (2) and 1-diphenylaminomethyl-3-(4-methylphenylimino)-1,3-dihydroindol-3-one (7) were found to exhibit the highest analgesic, anti-inflammatory and antipyretic activity respectively. 1-Diphenylaminomethyl-3-(4-methylphenylimino)-1,3-dihydroindol-3-one (7) was found to be the most active compound of the series.

Schiff bases of 4-(methylthio)benzaldehydes: Synthesis,characterization, antibacterial, antioxidant and cytotoxicity Studies

“…9 They have been synthesized from a variety of compounds, such as amino thiazoles, 2-hydroxy-1-naphthalaniline, amino sugars, aromatic aldehydes, ketones, isatin, triazole ring, thiosemicarbazides, amino acids, pyrazolone, etc. 10,11 Antimicrobial and anticancer activities of Schiff bases have been reported 12 and they are active against a wide range of organisms. Many Schiff bases are known to be medicinally important and are used to design medicinal compounds.…”

Synthesis, Characterization and Biological Activity of Schiff Base Metal Complexes Derived from 2, 4-Dihydroxyactophenone

“…The solution was refluxed for 3 h and then allowed to stand at room temperature for 24 h. The product (Scheme 1) was filtered by suction and dried in vacuum 8 . …”

1-Propyl-1H-indole-2,3-dione

“…Isatin is a core constituent of many alkaloids (Batanero & Barba, 2006) and drugs (Aboul-Fadl et al, 2010) as well as dyes (Domé nech et al, 2009), pesticides and analytical reagents. Various derivatives of isatin show diverse biological activities including antibacterial (Kassab et al, 2010), antifungal (Amal Raj et al, 2003, antiviral (Jarrahpour et al, 2007), anti-HIV (Bal et al, 2005), anti-mycobacterial (Karalı et al, 2007), anticancer (Gü rsoy & Karalı 2003), and anti-inflammatory activities (Sridhar & Ramesh 2001) and are also effective anticonvulsants (Verma et al 2004). Furthermore, isatin derivatives with their multifunctionality and diversity of transformations are synthetically versatile substrates and many efforts have been made toward the synthesis of these compounds.…”