HIV inhibiting pyrazinone derivatives

US7105522B2 · kind B2 · utility

Assignee

• Janssen Pharmaceutica NA · BE

Inventors

• Paul Adriaan Jan Janssen · Vosselaar, BE
• Koen Jeanne Alfons Van Aken · Kortrijk, BE
• Paulus Joannes Lewi · Turnhout, BE
• Lucien Maria Henricus Koymans · Retie, BE
• Marc René de Jonge · Tilburg, NL
• Jan Heeres · Vosselaar, BE
• Frederik Frans Desiré Daeyaert · Beerse, BE
• Georges Joseph Cornelius Hoornaert · Kessel-Lo, BE
• Frans Josef Cornelius Compernolle · Leuven, BE
• Amuri Kilonda · Tienen, BE

Key dates

• Filing date: Mar 13, 2002
• Grant date: Sep 12, 2006
• Expiry date: Dec 19, 2022

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P31/18
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

This invention concerns a compound of formulaa N-oxide, a pharmaceutically acceptable addition salt, a quaternary amine and a stereochemically isomeric form thereof, wherein R1 is hydrogen, hydroxy, cyano, amino, mono-or di(C1-4alkyl)amino, formyl, carboxyl, C1-6alkyl, hydroxyC1-6alkyl, polyhaloC1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-7cycloalkyl, C1-6alkyloxy, C1-6alkylcarbonyl, aminocarbonyl, —S(═O)m—NH2, mono-or di(C1-4alkyl)aminocarbonyl, C1-6alkyloxycarbonyl, C1-6alkylcarbonyloxy, aryl, arylC1-6alkyl or aryloxy; R2 is hydrogen; halo; mercapto; formyl; cyano; carboxy; azido; hydroxy; oxiranyl; amino; mono- or di(C1-4alkyl)amino; formylamino; R5R6N—C(═O)—; R7—N═C(R8)—; C1-6alkyl-S(═O)m; aryl-S(═O)m; optionally substituted C2-6alkenyl; optionally substituted C2-6alkynyl; C1-6alkyloxy; hydroxyC1-6alkyloxy; aminoC1-6alkyloxy; mono- or di(C1-4alkyl)amino-C1-6alkyloxy; C1-6alkylcarbonyl; arylcarbonyl; Het1carbonyl; C1-6alkyloxycarbonyl; C1-6alkylcarbonyloxy; aryl; aryloxy; arylC1-6alkyloxy; arylthio; arylC1-6alkylthio; mono- or di(aryl)amino; Het1; Het1oxy; Het1thio; Het1C1-6alkyloxy; Het1C1-6alkylthio; mono- or di(Het1)amino; C3-7cycloalkyl; C3-7cycloalkyloxy; C3-7cycloalkylthio; C1-…