Patent ID: 6174879
Filing Date: 2001-01-16
Classification: C07C,C07D

Abstract:
An enantiomer or geometric isomer of a compound of formula I, or a solvate or pharmaceutically acceptable salt thereof, said compound of the formula: ##STR45##wherein X is a direct bond;or --(CH.sub.2).sub.n --Y--, where n=1, 2, or 3, and Y is a direct bond, O or S;or --CH(R.sub.12)--Y--, where R.sub.12 is alkyl of from one to six carbon atoms, a saturated carbocyclic ring of from three to six carbon atoms, phenyl or benzyl, and Y is a direct bond, O or S;or --C(R.sub.13).dbd.CH--, where R.sub.13 is hydrogen, alkyl of from one to six carbon atoms, or phenyl;R.sub.1 and R.sub.2, taken together with the nitrogen atom to which they are attached, form a ring denoted by formula II: ##STR46##where m is an integer from three to eight, and said ring may be substituted at any one carbon atom by hydroxy, oxo, alkyl of one to three carbon atoms or alkoxy of one to three carbon atoms, or may be fused at two adjacent carbon atoms with an aromatic or aliphatic carbocyclic ring of six carbon atoms;R.sub.3 and R.sub.4 are independently attached to the cyclohexane ring at the 3-, 4-, 5-, or 6-positions, and are independently hydrogen, hydroxy, alkyl of one to six carbon atoms or alkoxy of one to six carbon atoms, or are points of attachment of a spiro five- or six-membered heterocyclic ring containing one oxygen or sulfur atom; andA is an alkyl group of five to twelve carbon atoms, or is a saturated carbocyclic ring of three to six carbon atoms, or is selected from formulae III, IV, V, VI, VII or VIII: ##STR47##where R.sub.5, R.sub.6 and R.sub.7 are hydrogen, hydroxy, amino, fluorine, chlorine, bromine, nitro, trifluoromethyl, alkyl of one to six carbon atoms, alkoxy of one to six carbon atoms, or aryl, and when X is a direct bond at least one of R.sub.5, R.sub.6 and R.sub.7 is a hydroxy, fluorine, chlorine, bromine, trifluoromethyl, alkyl of from one to six carbon atoms, or aryl substituent, and when X is --CH.dbd.CH--, and R.sub.1 and R.sub.2 when taken together with the nitrogen atom to which they are attached, form a N-phenylpiperazine ring, and R.sub.3 and R.sub.4 are hydrogen, at least one of R.sub.5, R.sub.6 and R.sub.7 is a substituent other than hydrogen; ##STR48##where R.sub.8 and R.sub.9 are independently hydrogen, hydroxy, fluorine, chlorine, bromine, alkyl of one to six carbon atoms, alkoxy of one to six carbon atoms or aryl; ##STR49##where R.sub.8 and R.sub.9 are defined as above; ##STR50##where R.sub.10 is hydrogen, hydroxy, fluorine, chlorine, bromine, alkyl of from one to six carbon atoms, alkoxy of from one to six carbon atoms, or aryl; Z is CH.sub.2, O, S, or N--R.sub.11 where R.sub.11 is hydrogen or alkyl of one to six carbon atoms; ##STR51##only when X is a direct bond; ##STR52##only when X is a direct bond;with the proviso that, when X is --(CH.sub.2).sub.n --Y--, and n=1, and Y is a direct bond, and R.sub.1 and R.sub.2, when taken together with the nitrogen atom to which they are attached, form a pyrrolidinyl ring, and R.sub.3 and R.sub.4 are hydrogen, A may not be 4-thianaphthenyl.