R(-)3-quinuclidinol derivatives

US5164386A · kind A · utility

Assignee

• Istituto de Angeli S.p.A. · IT

Inventors

• Enzo Cereda · Novi Ligure, IT
• Giuseppe Bietti · Milano, IT
• Giovanni Battista Schiavi · Castiglione delle Stiviere, IT
• Arturo Donetti · Milano, IT
• Antonio Schiavone · Forlì, IT
• Henri Doods · Warthausen, DE

Key dates

• Filing date: Jun 20, 1990
• Grant date: Nov 17, 1992
• Expiry date: Jun 20, 2010

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P25/02
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Pharmacologically active R(-) 3-quinuclidinol derivatives are described which are muscarinic receptor blocking agents useful for the treatment of gastrointestinal and respiratory tract disorders of the following formula (I) ##STR1## wherein R represents a linear or branched lower alkyl group, a cycloalkyl-C.sub.1-2 alkyl or an aralkyl group, or it is absent; PA0 X represents the anion of an organic or inorganic acid, or it is absent, when R is absent; PA0 R.sub.1 represents H, a linear or branched lower alkyl group or an acyl group of the type R.sub.2 --CO, in which R.sub.2 is H or a linear or branched lower alkyl group; PA0 A represents a cycloalkyl, an aromatic ring or a 5- or 6-membered heterocyclic ring; PA0 Y and Z may be simultaneously or alternatively present or absent; when they are simultaneously present, they represent oxygen; when only one of them is present, it is oxygen or sulphur; PA0 n is 1, 2 or 3; PA0 A and the 3-quinuclidinyl ester groups are inserted simultaneously on the same carbon atom of the ring to give rise to a geminal substitution. The process for the preparation of the compounds of formula (I) as well as pharmaceutical compositions containing them are al…