High functionalization of 5-nitro-1H-imidazole derivatives: the TDAE approach

Thierry Juspin; Laura Zink; Maxime D Crozet; Thierry Terme; Patrice Vanelle

doi:10.3390/molecules16086883

High functionalization of 5-nitro-1H-imidazole derivatives: the TDAE approach

Molecules. 2011 Aug 12;16(8):6883-993. doi: 10.3390/molecules16086883.

Authors

Thierry Juspin¹, Laura Zink, Maxime D Crozet, Thierry Terme, Patrice Vanelle

Affiliation

¹ Laboratoire de Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, Universités d'Aix-Marseille I, II et III - CNRS, UMR 6264, France.

Abstract

We report herein the synthesis of substituted 2-[4-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)phenyl]-1-arylethanols, ethyl 3-[4-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)-phenyl]-2-hydroxypropanoate and 2-[4-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)benzyl]-2-hydroxy-acenaphthylen-1(2H)-one from the reactions of 4-[4-(chloromethyl)phenyl]-1,2-dimethyl-5-nitro-1H-imidazole with various aromatic carbonyl and a-carbonyl ester derivatives using tetrakis(dimethylamino)ethylene (TDAE) methodology.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antiprotozoal Agents / chemical synthesis*
Antiprotozoal Agents / pharmacology
Bacterial Infections / drug therapy
Chromatography, Thin Layer
Dimethylamines / chemistry*
Ethanol / analogs & derivatives
Ethanol / chemical synthesis*
Ethanol / pharmacology
Ethylenes / chemistry*
Humans
Magnetic Resonance Spectroscopy
Nitroimidazoles / chemical synthesis*
Nitroimidazoles / pharmacology
Oxidation-Reduction
Protozoan Infections / drug therapy
Structure-Activity Relationship

Substances

Antiprotozoal Agents
Dimethylamines
Ethylenes
Nitroimidazoles
Ethanol
tetrakis(dimethylamino)ethylene
4-nitroimidazole