Patent ID: 7435742
Filing Date: 2008-10-14
Classification: A61P,C07D

Abstract:
1. A compound of formula (I) wherein R1 represents a group chosen from phenyl, 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, furan-2-ylmethyl, furan-3-ylmethyl, thiophen-2-ylmethyl, and thiophen-3-ylmethyl; R2 represents a group chosen from optionally substituted lower alkyl, optionally substituted lower alkenyl, optionally substituted lower alkynyl, saturated or unsaturated cycloalkyl, saturated or unsaturated cycloalkylmethyl, phenyl, benzyl, phenethyl, furan-2-ylmethyl, furan-3-ylmethyl, thiophen-2-ylmethyl, thiophen-3-ylmethyl, pyridyl, and pyridylmethyl; wherein the carbocyclic moieties in the cycloalkyl, cycloalkylmethyl, phenyl, benzyl or phenethyl groups are optionally bridged or fused to another saturated, unsaturated or aromatic carbocyclic moiety or to a cyclic moiety comprising carbon atoms and 1 or 2 oxygen atoms; wherein the cyclic groups present in R1 and R2 are optionally substituted by one, two or three, which may be identical or different, substituents chosen from halogen; straight or branched, optionally substituted lower alkyl; hydroxy; straight or branched, optionally substituted lower alkoxy; —SH; straight or branched optionally substituted lower alkylthio; nitro; cyano; —NR′R″; —CO p is 1 or 2 and the carbamate group is attached at positions 2, 3 or 4 of the azabicyclic ring; wherein when the cyclic group present in R1 is unsubstituted or has only one substituent, R2 has at least one substituent; wherein when p is 2; the carbamate group is attached at position 3 of the azabicyclic ring; and R1 is a phenyl group, which is optionally substituted with one or two, identical or different, substituents chosen from chlorine, fluorine, bromine, methyl, hydroxy and cyano; then R2 cannot be one of: unsubstituted cyclopropylmethyl; unsubstituted cyclobutylmethyl; unsubstituted cyclopentylmethyl; cyclohexylmethyl optionally substituted with a methyl or an isopropenyl group; unsubstituted cyclohexenyl; unsubstituted norbornenyl; unsubstituted bicycle[2,2,1]heptanyl; unsubstituted benzo[1,3]dioxolyl; unsubstituted 2,3-dihydrobenzo[1,4]dioxinyl; unsubstituted benzyl; a benzyl group which is substituted with one or two, identical or different, substituents chosen from fluorine, chlorine, bromine, methoxy, methyl, trifluoromethyl, ethyl, tertbutyl, hydroxy, hydroxymethyl, cyano, aminocarbonyl, trifluoromethoxy, benzyloxy, and isopropyloxy; or a benzyl group which is substituted with three fluorine atoms; or a pharmaceutically acceptable salt thereof or a stereoisomer thereof with the proviso that the compound of formula (I) is not one of Diphenylcarbamic acid 1-azabicyclo[2.2.2]oct-3-yl ester, Ethylphenylcarbamic acid 1-azabicyclo[2.2.2]oct-3-yl ester, Quinuclidin-3-yl benzo[d][1,3]dioxol-5-ylmethyl(phenyl)carbamate, or Quinuclidin-3-yl(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl(m-tolyl)carbamate.