1.
Bioorg Med Chem Lett
; 13(4): 705-8, 2003 Feb 24.
Article
in English
| MEDLINE
| ID: mdl-12639563
ABSTRACT
The separation and biological evaluation of rotamers as well as interconversion studies on rotamers of our clinical candidate SCH 351125 are described.
Subject(s)
Anti-HIV Agents/chemistry , CCR5 Receptor Antagonists , Cyclic N-Oxides/chemistry , Cyclic N-Oxides/pharmacology , Piperidines , Pyridines/chemistry , Pyridines/pharmacology , Anti-HIV Agents/pharmacology , Biological Availability , Chemokine CCL5/antagonists & inhibitors , Chromatography, High Pressure Liquid , HIV/drug effects , Humans , Inhibitory Concentration 50 , Isomerism , Oximes , Stereoisomerism
2.
Bioorg Med Chem Lett
; 13(3): 567-71, 2003 Feb 10.
Article
in English
| MEDLINE
| ID: mdl-12565973
ABSTRACT
The unsymmetrical nicotinamide-N-oxide moiety in compound 1 was replaced with symmetrical isonicotinamides as well as 4,6-dimethyl pyrimidine-5-carboxamides. Compound 16 from the latter set reduced the number of rotamers, improved potency of inhibiting UIV entry, slightly diminished the affinity for the muscarine receptors and showed very good oral absorption.