O-(4-Quinolylamino)benzamides

US3971789A · kind A · utility

Assignee

• John Wyeth & Brother Limited · GB

Inventors

• John L. Archibald
• John T. A. Boyle
• John Saunders

Key dates

• Filing date: Jan 23, 1975
• Grant date: Jul 27, 1976
• Expiry date: Jan 23, 1995

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D215/44
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The disclosure describes new 4-aminoquinoline derivatives of general formula ##SPC1## And their acid addition salts, where X is a halogen atom or a trifluoromethyl group, Z is a hydrogen atom or a defined substituent, R is group of the formula EQU --R.sub.3 N--A--NR.sub.1 R.sub.2 (II), ##SPC2## where A in formula II is a chain of 1 to 5 methylene groups which may be substituted with alkyl, the ring in formula IIIa and IIIb is a piperidine or pyrrolidine ring that may be substituted with alkyl and R.sub.1, R.sub.2 and R.sub.3 represent hydrogen or certain defined substituents. The new 4-aminoquinoline derivatives show anti-malarial activity and, in some cases, show one or more of the following activities:- anti-inflammatory activity, anti-hypertensive activity, anti-trichomonal activity, inhibition of blood platelet aggregation, anti-ulcer activity and activity against allergic asthma. Compounds where --COR is in the o-position with respect to the 7-(halo or trifluoromethyl)-4-quinolylamino group and R is di(lower alkyl)aminopiperidino or --NR.sup.10 R.sup.11 where R.sup.10 is hydrogen or lower alkyl and R.sup.11 is di(lower alkyl)amino(lower alkyl) or 1-(lower alkyl)piperidyl show …