Patent ID: 6262087
Filing Date: 2001-07-17
Classification: A61P,C07D,G11C

Abstract:
A substituted indane or dihydroindole compound of Formula I ##STR14##wherein A is a groupY is a hydrocarbon group completing an indane ring, a group NR.sup.1 completing a dihydroindole ring, or a group N completing a dihydroindole ring linked via the 1-position;W is a bond, and n+m is 1, 2, 3, 4, 5, or 6;W is CO, SO, or SO.sub.2, n is 2, 3, 4, or 5 and m is 0, 1, 2, or 3, provided that n+m is not more than 6; orW is O, S, n is 2, 3, 4, or 5, and m is 0, 1, 2, or 3, provided that n+m is not more than 6, and provided that if Y is N completing a dihydroindole ring attached via the 1-position then m is 2 or 3; and if Y is NR.sup.1 completing a dihydroindole ring linked via the 2-position then m is 1, 2, or 3;the dotted line, emanating from X, indicates a bond; and X is C;R.sup.1 ishydrogen, C.sub.1-6 -alk(en/yn)yl, C.sub.3-8 cycloalk(en)yl, C.sub.3-8 cycloalk(en)yl-C.sub.1-6 -alk(en/yn)yl, aryl, heteroaryl, aryl-C.sub.1-6 -alkyl, heteroaryl-C.sub.1-6 alkyl, acyl, thioacyl, C.sub.1-6 alkylsulfonyl, trifluoromethylsulfonyl, arylsulfonyl, or heteroarylsulfonyl;R.sup.15 VCO-wherein V is O or S and R.sup.15 is C.sub.1-6 -alk(en/yn)yl, C.sub.3.sub.8 cycloalk(en)yl, C.sub.3-8 -cycloalk(en)yl-C.sub.1-6 -alk(en/yn)yl, aryl, or heteroaryl; ora group R.sup.16 R.sup.17 NCO-- or R.sup.16 R.sup.17 NCS-- wherein R.sup.16 and R.sup.17 are independently hydrogen, C.sub.1-6 alk(en)/yn)yl, C.sub.3-8 -cycloalk(en)yl, C.sub.3-8 -cycloalk(en)yl-C.sub.1-6 -alk(en/yn)yl, heteroaryl, or aryl, or R.sup.16 and R.sup.17 together with the N-atom to which they are linked, form a pyrrolidinyl, piperidinyl or perhydroazepin group; andR.sup.2 -R.sup.5 are independently selected from hydrogen, halogen, cyano, nitro, C.sub.1-6 -alk(en/yn)yl, C.sub.1-6 alkoxy, C.sub.1-6 -alkylthio, hydroxy, C.sub.3-8 -cycloalk(en)yl, C.sub.3-8 -cycloalk(en)yl-C.sub.1-6 -alk(en/yn)yl, C.sub.1-6 -alkylcarbonyl, phenylcarbonyl, halogen substituted phenylcarbonyl, trifluoromethyl, trifluoromethylsulfonyloxy and C.sub.1-6 alkylsulfonyl, one of R.sup.2 -R.sup.5 alternatively being a group --NR.sup.13 R.sup.14 wherein R.sup.13 is as defined for R.sup.1 and R.sup.14 is hydrogen, C.sub.1-6 -alk(en/yn)yl, C.sub.3-8 -cycloalk(en)yl, C.sub.3-8 -cycloalk(en)yl-C.sub.1-6 alk(en/yn)yl, aryl, heteroaryl, aryl-C.sub.1-6 alkyl, or heteroaryl-C.sub.1-6 -alkyl, orR.sup.13 and R.sup.14 together with the N-atom to which they are linked form a group ##STR15##wherein Q is C.dbd.O, C.dbd.S or CH.sub.2 ; T is NH, N-alkyl, S, O or CH.sub.2 ; and p is 1-4, inclusive; or two adjacent groups taken from R.sup.2 -R.sup.5 may be joined and designate a --(CH.sub.2).sub.3 --, or --CH.dbd.CH--NH--, thereby forming a fused 5 membered ring;R.sup.6 -R.sup.9 and R.sup.11 -R.sup.12 are independently hydrogen, halogen, cyano, nitro, C.sub.1-6 -alk(en/yn)yl, C.sub.1-6 -alkoxy, C.sub.1-6 -alkylthio, hydroxy, C.sub.3-8 -cycloalk(en)yl, C.sub.3-8 -cycloalk(en)yl-C.sub.1-6 alk(en/yn)yl, aryl, heteroaryl, phenylcarbonyl, halogen substituted phenylcarbonyl, trifluoromethyl, orC.sub.1-6 alkylsulfonyl, or two adjacent groups taken from R.sup.6 -R.sup.9 may together form a methylenedioxy group; R.sup.10 is as defined for R.sup.1 above;with the proviso that the substituent R.sup.3 or R.sup.4 in position 6 may not be --NR.sup.13 R.sup.14 when Y is CH.sub.2, W is a bond, n+m is 1 and the ring is linked via the 1-position;or a pharmaceutically acceptable acid addition salt thereof.