Patent ID: 6166023
Filing Date: 2000-12-26
Classification: A61P,B65B,C07D

Abstract:
1,5- and 3-O-substituted 1H-indazoles of formula (I) ##STR90## wherein X is --SO.sub.2 --, --SO--, --(CH.sub.2).sub.p --, --(CH.sub.2).sub.p --O--, --(CH.sub.2).sub.p --(C.dbd.O)--, --(CH.sub.2).sub.p --(C.dbd.O)--NH--, --(CH.sub.2).sub.p --CHOH--, --CHOH--(CH.sub.2).sub.p --, --(CH.sub.2).sub.p --CH.dbd.CH--, --CH.dbd.CH--(CH.sub.2).sub.p --,Y is --(CH.sub.2).sub.p --, --(CH.sub.2).sub.p --O--, --(CH.sub.2).sub.p --(C.dbd.O)--, --(CH.sub.2).sub.p --(C.dbd.O)--NH--, --(CH.sub.2).sub.p --(C.dbd.O)--NH--(CH.sub.2).sub.p --, --(CH.sub.2).sub.p --CHOH--, --CHOH--(CH.sub.2).sub.p --, --(CH.sub.2).sub.p --CH.dbd.CH--, --CH.dbd.CH--(CH.sub.2).sub.p --,Z is --O--, --S--, --SO--, --SO.sub.2 --NH, --O--(CH.sub.2).sub.p --, --NH--(C.dbd.O)--, --NH--(C.dbd.O)--NH--, --NH--(C.dbd.O)--O--, --NH--CH.sub.2 --(C.dbd.O)-- and --NH--(C.dbd.O)--CH.sub.2 --,P is a cardinal number from 1 to 4,R.sup.1, R.sup.2 and R.sup.3 are the same or different, and are mono-, bi- or tricyclic saturated or mono- or polyunsaturated carbocycles having from 5 to 14 ring members, or mono-, bi- or tricyclic saturated or mono- or polyunsaturated heterocycles having from 5 to 15 ring members and from 1 to 6 heteroatoms, wherein the carbocycles and the heterocycles can be mono- or polysubstituted by --C.sub.1-6 -alkyl, --O--C.sub.1-6 -alkyl, --O--C.sub.3-7 -cycloalkyl, mono-, bi- or tricyclic saturated or mono- or polyunsaturated carbocycles having from 3 to 14 ring members, mono-, bi- or tricyclic saturated or mono- or polyunsaturated heterocycles having from 5 to 15 ring members and from 1 to 6 heteroatoms,R.sup.1 can also be H provided that X is not CH.sub.2), andR.sup.3 --Z can also be NO.sub.2and their pharmaceutically acceptable salts,but excluding if Y.dbd.--(CH.sub.2).sub.p --(C.dbd.O)--, --(CH.sub.2).sub.p --(C.dbd.O)--NH--, then R.sup.2 is not pyridine, piperazine, pyrimidine, tetrahydropyridine; andwhen Z is --NH--(C.dbd.O)--, --NH--(C.dbd.O)--NH--, --NH--(C.dbd.O)--O--, --NH--(C.dbd.O)--CH.sub.2 -- and R.sup.1 is at the same time phenyl, monosubstituted or polysubstituted by --COOH, --COOC.sub.1-6 -alkyl, --(CH.sub.2).sub.p --COOH, --(CH.sub.2).sub.p --COOC .sub.1-6 -alkyl, --CONHC.sub.1-6 -alkyl, --CONHC.sub.6-14 -aryl, --CONHSO.sub.2 C.sub.1-6 -alkyl, --CONHSO.sub.2 C.sub.6-14 -aryl, 1H-tetrazol-5-yl, thenR.sup.2 must not be phenyl, monosubstituted or polysubstituted by CN, halogen, C.sub.1-4 -alkyl, C.sub.1-4 -alkyloxy, CF.sub.3 ; andif R.sup.3 --Z is NO.sub.2, then R.sup.1 --X is not benzyl or 4-methoxybenzyl and R.sup.2 --Y is not benzyl or 2-picolyl at the same time.