HIV inhibiting pyrimidine derivatives

US8026248B2 · kind B2 · utility

Assignee

• Janssen Pharmaceutica NA · BE

Inventors

• Koenraad Jozef Lodewijk Marcel Andries · Beerse, BE
• Bart De Corte · Southampton, US
• Marc René de Jonge · Tilburg, NL
• Jan Heeres · Vosselaar, BE
• Chih Yung Ho · Lansdale, US
• Marcel A. C. Janssen · Vosselaar, BE
• Paul Adriaan Jan Janssen · Vosselaar, BE
• Lucien Maria Henricus Koymans · Retie, BE
• Michael Joseph Kukla · Masontown, US
• Donald Ludovici · Quakertown, US
• Koen Jeanne Alfons Van Aken · Kortrijk, BE

Key dates

• Filing date: Apr 21, 2005
• Grant date: Sep 27, 2011
• Expiry date: Sep 7, 2029

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D401/12
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

This invention concerns the use of the compounds of formulathe N-oxides, the pharmaceutically acceptable addition salts and the stereochemically isomeric forms thereof, wherein A is CH, CR4 or N; n is 0 to 4; Q is hydrogen or —NR1R2; R1 and R2 are selected from hydrogen, hydroxy, C1-12alkyl, C1-12alkyloxy, C1-12alkylcarbonyl, C1-12alkyloxycarbonyl, aryl, amino, mono- or di(C1-12alkyl)-amino, mono- or di(C1-12alkyl)aminocarbonyl wherein each C1-12alkyl may optionally be substituted; or R1 and R2 taken together may form pyrrolidinyl, piperidinyl, morpholinyl, azido or mono- or di(C1-12alkyl)aminoC1-4alkylidene; R3 is hydrogen, aryl, C1-6alkylcarbonyl, optionally substituted C1-6alkyl, C1-6alkyloxy-carbonyl; and R4 is hydroxy, halo, optionally substituted C1-6alkyl, C1-6alkyloxy, cyano, aminocarbonyl, nitro, amino, trihalomethyl, trihalomethyloxy; R5 is hydrogen or C1-4alkyl; L is optionally substituted C1-10alkyl, C3-10alkenyl, C3-10alkynyl, C3-7cycloalkyl; or L is —X1—R6 or —X2-Alk-R7 wherein R6 and R7 are optionally substituted phenyl; X1 and X2 are —NR3—, —NH—NH—, —N═N—, —O—, —S—, —S(═O)— or —S(═O)2—; Alk is C1-4alkanediyl; aryl is optionally substituted phenyl; Het is an optional…