Piperazine-based CCR5 antagonists as HIV-1 inhibitors. I: 2(S)-methyl piperazine as a key pharmacophore element

Authors
Tagat, JR McCombie, SW Steensma, RW Lin, SI Nazareno, DV Baroudy, B Vantuno, N Xu, S Liu, J
Citation
Jr. Tagat et al., Piperazine-based CCR5 antagonists as HIV-1 inhibitors. I: 2(S)-methyl piperazine as a key pharmacophore element, BIOORG MED, 11(16), 2001, pp. 2143-2146
Citations number
18
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
11
Issue
16
Year of publication
2001
Pages
2143 - 2146
Database
ISI
SICI code
0960-894X(20010820)11:16<2143:PCAAHI>2.0.ZU;2-0
Abstract
Optimization of the piperidino-piperazines 1 and 2 provided early leads 3 a nd 4, which showed good activity in the CCR5-RANTES binding assay and in an tiviral assays. A systematic study around these structures showed that the 2(S)-methyl piperazine is essential for CCR5 affinity, which is further enh anced by forming the 2,6-dimethyl benzamide of the piperidine. (C) 2001 Els evier Science Ltd. All rights reserved.