Barbituric acid derivatives, processes for their production and pharmaceutical agents containing these compounds

US6110924A · kind A · utility

Assignee

• Roche Diagnostics GMBH · DE

Inventors

• Elmar Bosies · Weinheim, DE
• Angelika Esswein · Büttelborn, DE
• Frank Grams · Mannheim, DE
• Hans-Willi Krell · Penzberg, DE
• Ernesto Menta · Parma, IT

Key dates

• Filing date: Jun 18, 1998
• Grant date: Aug 29, 2000
• Expiry date: Jun 18, 2018

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D239/62
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Compounds of formula I, useful as matrix metalloprotease inhibitors, ##STR1## wherein X, Y and Z are each oxygen; PA2 R.sub.1 is selected from the group consisting of (a) n-octyl, (b) n-decyl, (c) biphenyl and (d) (4-phenoxy)phenyl, wherein the terminal monocycle for moieties (c)-(d) is unsubstituted or substituted by a substituent selected from the group consisting of --NH.sub.2, --NO.sub.2, --SO.sub.2 NH.sub.2, --SO.sub.2 CH.sub.3, acetyl, hydroxy, methoxy, ethoxy, cyano and halogen; PA2 R.sub.2 and R.sub.3 are each hydrogen; and PA2 R.sub.4 and R.sub.5, together with the nitrogen atom to which they are bound, form a piperazinyl or piperidyl ring, wherein the piperazinyl ring is substituted in the 4-position with a substituent selected from the group consisting of (a) a 6-membered aromatic monocycle having 0, 1 or 2 nitrogen atoms and the remainder of the atoms in the monocycle being carbon and (b) hydroxy-C.sub.1 -C.sub.6 alkyl, wherein the monocycle is unsubstituted or substituted by a substituent selected from the group consisting of halogen, --NH.sub.2, --NO.sub.2, --SO.sub.2 NH.sub.2, --SO.sub.2 CH.sub.3, acetyl and cyano.