Heteroaryl N-hydroxy amides and ureas with polar substituents as 5-lipoxygenase inhibitors

US4992464A · kind A · utility

Assignee

• Abbott Laboratories · US

Inventors

• Dee W. Brooks · Libertyville, US
• James B. Summers · Libertyville, US
• Karen E. Rodriques · Grayslake, US
• Robert G. Maki · Kenosha, US
• Joseph F. Dellaria · Woodbury, US
• James H. Holms · Gurnee, US
• Jimmie Moore · Gurnee, US

Key dates

• Filing date: Nov 1, 1989
• Grant date: Feb 12, 1991
• Expiry date: Nov 1, 2009

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D307/81
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Compounds, compositions a method of inhibiting lipoxygenase and treating related disorders are disclosed. The compounds are of the formula: EQU Ar-A(R.sub.2).sub.n -N(OM)-CZ-R.sub.1 wherein PA0 Ar is ##STR1## where X is O, S, SO.sub.2 or NR.sub.3 ; PA1 R.sub.3 is hydrogen, alkyl, alkylaryl, alkoyl, alkylakoyl, aroyl or alkylaroyl; PA1 Y is hydrogen, halogen, alkyl, alkenyl, cycloalkyl, aryl, arylalkyl, arylalkenyl, --OR, --SR, --COOR, --COR, --CON(R).sub.2, --OCOR, --N(R).sub.2, --O(CH).sub.2, --SO.sub.2 R, --SO.sub.2 N(R).sub.2, --O(CH.sub.2).sub.p OR, --CN, --NO.sub.2, --O(CH).sub.p O(CH.sub.2).sub.p OR or --CF.sub.3 ; PA1 R is hydrogen, hydroxyl, alkyl, alkylaryl or aryl; PA1 m is 0 to 5; PA1 p is 1 to 4; PA1 A is C.sub.1 -C.sub.12 alkylene or C.sub.2 -C.sub.14 alkenylene; PA1 R.sub.2 is --OR, --SR, --COOR, --COR, --CON(R).sub.2, --OCOR, --N(R).sub.2, --O(CH.sub.2).sub.y CON(R).sub.2, --O(CH.sub.2).sup.y OR, --CN, --NO.sub.2, 1-tetrazolo, C.sub.4 -C.sub.8 cyclic amido, imidazolo, --O(CH.sub.2).sub.y O(CH.sub.2).sub.y OR, --CF.sub.3, --N(R) COCHR--NH(R), CONHCH(R)CO.sub.2 R, --OCOCHR-NH(R), --CR(NHR)CONR, --CR(NHR)COR, morpholino, --NH(CH.sub.2).sub.y OH, --N[(CH.sub.2).sub.y OH]…