Pyrimidine derivatives for the prevention of HIV infection

US8828982B2 · kind B2 · utility

Assignee

• Janssen Pharmaceutica NA · BE

Inventors

• Jan Heeres · Vosselaar, BE
• Paulus Joannes Lewi · Turnhout, BE
• Paul Adriaan Jan Janssen · Vosselaar, BE
• Marc René de Jonge · Tilburg, NL
• Lucien Maria Henricus Koymans · Retie, BE
• Frederik Frans Desiré Daeyaert · Beerse, BE
• Hendrik Maarten Vinkers · Ekeren, BE
• Jérôme Emile Georges Guillemont · Andé, FR
• Elisabeth Therese Jeanne Pasquier · Le Neubourg, FR

Key dates

• Filing date: Sep 25, 2009
• Grant date: Sep 9, 2014
• Expiry date: Jun 15, 2032

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D417/12
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

This invention concerns the use of a compound for the manufacture of a medicament for the prevention of HIV infection via sexual intercourse and related intimate contact between partners, wherein the compound is a compound of formulaa N-oxide, a pharmaceutically acceptable addition salt, a quaternary amine and a stereochemically isomeric form thereof, wherein the ring containing -a1=a2-a3=a4- and -b1=b2-b3=b4- represents phenyl, pyridyl, pyrimidinyl, pirazinyl, pyridazinyl; n is 0 to 5; m is 1 to 4; R1 is hydrogen; aryl; formyl; C1-6alkylcarbonyl; C1-6alkyl; C1-6alkyloxycarbonyl; substituted C1-6alkyl, C1-6alkylcarbonyl, C1-6alkyloxycarbonyl, C1-6alkylcarbonyloxy; substituted C1-6alkyloxyC1-6alkylcarbonyl; R2 is hydroxy, halo, optionally substituted C1-6alkyl, C3-7cycloalkyl, optionally substituted C2-6alkenyl, optionally substituted C2-6alkynyl, C1-6alkyloxy, C1-6alkyloxycarbonyl, carboxyl, cyano, nitro, amino, mono- or di(C1-6alkyl)amino, polyhalomethyl, polyhalomethyloxy, polyhalomethylthio, —S(═O)pR6, —NH—S(═O)pR6, —C(═O)R6, —NHC(═O)H, —C(═O)NHNH2, —NHC(═O)R6, —C(═NH)R6 or a 5-membered heterocycle; X1 is —NR5—, —NH—NH—, —N═N—, —O—, —C(═O)—, C1-4alkanediyl, —CHOH—, —S—, —S(═O)p—…