Exploration of the HDAC2 foot pocket: Synthesis and SAR of substituted N-(2-aminophenyl)benzamides

Bioorganic & Medicinal Chemistry Letters
2010.0

Abstract

A series of N-(2-amino-5-substituted phenyl)benzamides (3-21) were designed, synthesized and evaluated for their inhibition of HDAC2 and their cytotoxicity in HCT116 cancer cells. Multiple compounds from this series demonstrated time-dependent binding kinetics that is rationalized using a co-complex crystal structure of HDAC2 and N-(4-aminobiphenyl-3-yl)benzamide (6).

Knowledge Graph

Similar Paper

Exploration of the HDAC2 foot pocket: Synthesis and SAR of substituted N-(2-aminophenyl)benzamides
Bioorganic & Medicinal Chemistry Letters 2010.0
New orally bioavailable 2-aminobenzamide-type histone deacetylase inhibitor possessing a (2-hydroxyethyl)(4-(thiophen-2-yl)benzyl)amino group
Bioorganic & Medicinal Chemistry 2010.0
N-Hydroxy-1,2-disubstituted-1H-benzimidazol-5-yl acrylamides as novel histone deacetylase inhibitors: Design, synthesis, SAR studies, and in vivo antitumor activity
Bioorganic & Medicinal Chemistry Letters 2009.0
Synthesis and biological evaluation of aminobenzamides containing purine moiety as class I histone deacetylases inhibitors
Bioorganic & Medicinal Chemistry 2022.0
Identification of novel HDAC inhibitors through cell based screening and their evaluation as potential anticancer agents
Bioorganic & Medicinal Chemistry Letters 2013.0
Discovery of Potent, Isoform-Selective Inhibitors of Histone Deacetylase Containing Chiral Heterocyclic Capping Groups and aN-(2-Aminophenyl)benzamide Binding Unit
Journal of Medicinal Chemistry 2013.0
Discovery and preliminary evaluation of 2-aminobenzamide and hydroxamate derivatives containing 1,2,4-oxadiazole moiety as potent histone deacetylase inhibitors
European Journal of Medicinal Chemistry 2015.0
Discovery of adamantane based highly potent HDAC inhibitors
Bioorganic & Medicinal Chemistry Letters 2013.0
Optimization of biaryl Selective HDAC1&2 Inhibitors (SHI-1:2)
Bioorganic & Medicinal Chemistry Letters 2008.0
Purine/purine isoster based scaffolds as new derivatives of benzamide class of HDAC inhibitors
European Journal of Medicinal Chemistry 2020.0