Pyrroloquinoline Bradykinin antagonist

US5288725A · kind A · utility

Assignee

• MERCK & CO., INC. · US

Inventors

• Keith M. Witherup · Lansdale, US
• Richard W. Ransom · Doylestown, US
• Sandor L. Varga · Harleysville, US
• Steven M. Pitzenberger · Lansdale, US
• Victor J. Lotti · Royat, FR
• William J. Lumma · Pennsburg, US

Key dates

• Filing date: Oct 15, 1992
• Grant date: Feb 22, 1994
• Expiry date: Oct 15, 2012

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D471/04
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A pyrroloquinoline compound of the following formula is disclosed: ##STR1## wherein H, PA1 C.sub.1-6 alkyl, PA0 R.sup.1 is: ##STR2## wherein R is H, C.sub.1-10 alkyl, or C.sub.1-6 alkyloxycarbonyl; R.sup.2 is: PA1 H, PA1 C.sub.1-6 alkyl, ##STR3## wherein R.sup.5 is C.sub.1-10 alkyl, aryl, or aryl C.sub.1-10 alkyl; R.sup.3 is: PA1 (CH.sub.2).sub.n NHR wherein R is H, C.sub.1-6 alkyl, or C.sub.1-6 alkyloxycarbonyl; ##STR4## R.sup.4 is: H, PA1 C.sub.1-6 alkyl, PA1 C.sub.1-6 alkyloxycarbonyl, PA1 RCH.sub.2 --, wherein R is H, C.sub.1-6 alkyl or aryl, or ##STR5## X is O, or NR.sup.6 wherein R.sup.6 is equal to H or C.sub.1-6 alkyl and n is an integer from 1-3. The compounds of the invention exhibit bradykinin antagonist activity as well as activity with .alpha.-adrenergic, histaminergic, and muscarinic receptors.