1,2,3,5-tetrahydrobenzo'c!azepin-4-one derivatives having muscarinic antagonist activity

A compound having the formula:

• 50
• wherein:
• R1ai R1b and R1c are independently fluorine or hydrogen;
• R2 is C1 to C12 alkyl, said alkyl being straight or branched chain, saturated or unsaturated, mono-substituted or unsubstituted, said substituents being selected from piperidine, pyrrolidine, morpholine, thiomorpholine, tetrahydrofuran, thiophen, furan and cycloalkyl of 3 to 7 carbon atoms;
• a cycloalkyl of 3 to 9 carbon atoms;
• a cycloalkyl of 3 to 9 carbon atoms (preferably 4 to 9 carbon atoms) having a C1 to C6 alkyl substituent;
• a polycycloalkyl of 2 to 3 rings having 7 to 12 carbons;
• and phenyl or phenyl singly or multiply substituted (preferably singly or doubly) with halogen, hydroxy, C1 to C6 alkoxy, C1 to C6 alkyl, nitro, methylene dioxy or trifluoromethyl;
• and
• R3 is a moiety selected from:
• 51
• or a pyrrolidin-3-yl moiety of the formula
• 52
• where R6 is hydroxy or hydrogen;
• where one of R4 and R5 is hydrogen or lower C1-3 alkyl and the other is selected from:
• (a) hydrogen,
• (b) phenyl,
• (c) phenyl singly or multiply substituted with halogen, hydroxy, C1 to C6 alkoxy, C3 to C6 alkyl, nitro, methylene dioxy or trifluoromethyl,
• (d) C1 to C6 alkyl which may be branched chain or straight, saturated, unsaturated, or cyclic and may be optionally substituted with hydroxy, thienyl, pyrrolyl, pyridyl, furanyl, lower alkoxy or acetoxyalkyl wherein the alkyl group has 1 to 3 carbons, phenyl, phenyl singly or multiply substituted (preferably singly or doubly) with halogen, hydroxy, C1 to C10 alkoxy, C1 to C10 alkyl, nitro, methylene dioxy (optionaly mono or dialkyl substituted where the alkyl substituent has from 1 to 10 carbon atoms) or trifluoromethyl;
• or a pharmaceutically acceptable salt thereof