Synthesis and Anti-proliferative Activity of Novel Polysubstitued Indazole Derivatives

Oulemda Bassou, Hakima Chicha, Afaf Allam, Massimiliano Monticone, Rosaria Gangemi, Irena Maric, Maurizio Viale, El Mostapha Rakib

Research output: Contribution to journalArticle

Abstract

A simple and efficient process is developed for the synthesis of new N-(1-alkyl-3-chloro-4-ethoxy-1H-indazol-5-yl)-arylsulfonamides 4a–d and N-(1-alkyl-3-chloro-1H-indazol-5-yl)-arylsulfonamides 5a–d through the reduction of 1-alkyl-3-chloro-5-nitroindazoles 2a,b with SnCl 2 in ethanol followed by coupling the corresponding amine with arylsulfonyl chlorides in pyridine. All the newly synthesized compounds have been characterized by elemental analysis and spectroscopic data. Some compounds were tested for their in vitro antiproliferative activities against two selected human cancer cell lines A2780 and A549. Among all of these derivatives, compound 5d showed the most potent antiproliferative activity against A2780 (IC 50  = 5.47 ± 1.45 μM) and A549 (IC 50  = 7.73 ± 1.66 μM) cell lines.

Original languageEnglish
Pages (from-to)343-348
Number of pages6
JournalJournal of Heterocyclic Chemistry
Volume56
Issue number1
DOIs
Publication statusPublished - Jan 1 2019

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Indazoles
Cells
Derivatives
Amines
Chlorides
Ethanol
Chemical analysis

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis and Anti-proliferative Activity of Novel Polysubstitued Indazole Derivatives. / Bassou, Oulemda; Chicha, Hakima; Allam, Afaf; Monticone, Massimiliano; Gangemi, Rosaria; Maric, Irena; Viale, Maurizio; Rakib, El Mostapha.

In: Journal of Heterocyclic Chemistry, Vol. 56, No. 1, 01.01.2019, p. 343-348.

Research output: Contribution to journalArticle

Bassou, Oulemda ; Chicha, Hakima ; Allam, Afaf ; Monticone, Massimiliano ; Gangemi, Rosaria ; Maric, Irena ; Viale, Maurizio ; Rakib, El Mostapha. / Synthesis and Anti-proliferative Activity of Novel Polysubstitued Indazole Derivatives. In: Journal of Heterocyclic Chemistry. 2019 ; Vol. 56, No. 1. pp. 343-348.
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AU - Monticone, Massimiliano

AU - Gangemi, Rosaria

AU - Maric, Irena

AU - Viale, Maurizio

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