Synthesis and biological evaluation of new indazole derivatives

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

New N-methyl and N-ethyl substitutions in the indazole nucleus are reported by reacting 3-(2-aminobenzamido)indazole and the appropriate trimethyl/triethyl orthobenzoate. Single crystal X-ray analysis confirms the N-ethylation position for the 3-(1-ethyl-1H-indazol-3-yl)-2-phenylquinazolin-4(3H)-one derivative 3f. Compounds 11a-d and 3a-d were tested to evaluate their antimicrobial, their antiproliferative activity and their COX inhibitory activities showing scarce or moderately antiproliferative activity and some inhibitory activity against COX-1 and COX-2.
Original languageEnglish
Pages (from-to)163-177
Number of pages15
JournalArkivoc
Volume2010-07-29
Publication statusPublished - 2010

Fingerprint

Indazoles
Derivatives
X ray analysis
Substitution reactions
Single crystals

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

@article{ecdcc08458d84d959a1f1653c1f721ed,
title = "Synthesis and biological evaluation of new indazole derivatives",
abstract = "New N-methyl and N-ethyl substitutions in the indazole nucleus are reported by reacting 3-(2-aminobenzamido)indazole and the appropriate trimethyl/triethyl orthobenzoate. Single crystal X-ray analysis confirms the N-ethylation position for the 3-(1-ethyl-1H-indazol-3-yl)-2-phenylquinazolin-4(3H)-one derivative 3f. Compounds 11a-d and 3a-d were tested to evaluate their antimicrobial, their antiproliferative activity and their COX inhibitory activities showing scarce or moderately antiproliferative activity and some inhibitory activity against COX-1 and COX-2.",
keywords = "N-methyl/N-ethyl alkylation; 4(3H)-quinazolinone; indazole; crystallography; biological activity",
author = "Giuseppe Daidone and Salvatore Plescia and Benedetta Maggio and Demetrio Raffa and Fabiana Plescia and Raimondi, {Maria Valeria} and Cusimano, {Maria Grazia} and Giovanni Casula and Fiorella Meneghetti and Gabriella Bombieri",
year = "2010",
language = "English",
volume = "2010-07-29",
pages = "163--177",
journal = "Arkivoc",
issn = "1551-7004",
publisher = "Arkat USA",

}

TY - JOUR

T1 - Synthesis and biological evaluation of new indazole derivatives

AU - Daidone, Giuseppe

AU - Plescia, Salvatore

AU - Maggio, Benedetta

AU - Raffa, Demetrio

AU - Plescia, Fabiana

AU - Raimondi, Maria Valeria

AU - Cusimano, Maria Grazia

AU - Casula, Giovanni

AU - Meneghetti, Fiorella

AU - Bombieri, Gabriella

PY - 2010

Y1 - 2010

N2 - New N-methyl and N-ethyl substitutions in the indazole nucleus are reported by reacting 3-(2-aminobenzamido)indazole and the appropriate trimethyl/triethyl orthobenzoate. Single crystal X-ray analysis confirms the N-ethylation position for the 3-(1-ethyl-1H-indazol-3-yl)-2-phenylquinazolin-4(3H)-one derivative 3f. Compounds 11a-d and 3a-d were tested to evaluate their antimicrobial, their antiproliferative activity and their COX inhibitory activities showing scarce or moderately antiproliferative activity and some inhibitory activity against COX-1 and COX-2.

AB - New N-methyl and N-ethyl substitutions in the indazole nucleus are reported by reacting 3-(2-aminobenzamido)indazole and the appropriate trimethyl/triethyl orthobenzoate. Single crystal X-ray analysis confirms the N-ethylation position for the 3-(1-ethyl-1H-indazol-3-yl)-2-phenylquinazolin-4(3H)-one derivative 3f. Compounds 11a-d and 3a-d were tested to evaluate their antimicrobial, their antiproliferative activity and their COX inhibitory activities showing scarce or moderately antiproliferative activity and some inhibitory activity against COX-1 and COX-2.

KW - N-methyl/N-ethyl alkylation; 4(3H)-quinazolinone; indazole; crystallography; biological activity

UR - http://hdl.handle.net/10447/50878

M3 - Article

VL - 2010-07-29

SP - 163

EP - 177

JO - Arkivoc

JF - Arkivoc

SN - 1551-7004

ER -