Patent ID: 6020335
Filing Date: 2000-02-01
Classification: A61P,C07D

Abstract:
A (N-(pyridinylmethyl)-heterocyclic)ylideneamine compound of the formula ##STR12## or a pharmaceutically acceptable salt or prodrug thereof, wherein A is --CH(R)-- and R is hydrogen or optionally substituted (C.sub.1 -C.sub.6)alkyl wherein the substituents comprise one or more groups individually selected from hydroxy, (C.sub.1 -C.sub.6)alkoxy, oxo, (C.sub.2 -C.sub.6)alkanoyl and NR.sup.4 R.sup.5 ; andB is a group of the formula ##STR13## wherein Y-W is CH.sub.2, NH; O, S, CH.sub.2 CH.sub.2, CH.dbd.CH, N.dbd.CH, NH--CH.sub.2, OCH.sub.2 or SCH.sub.2 ;the dotted line represents an optional bond;Z is C, N, O or S;m is 1 or 2;n is 0, 1 or 2 with the proviso that n is 0 when Z is O or S, n is 1 when Z is N and n is 2 when Z is C;each R.sup.1 and R.sup.2 is independently selected from hydrogen, optionally substituted (C.sub.1 -C.sub.6)alkyl, optionally substituted (C.sub.1 -C.sub.6)alkoxy and optionally substituted (C.sub.2 -C.sub.6)alkanoyl, wherein the substituents on the alkyl or alkanoyl groups are selected from hydroxy, (C.sub.1 -C.sub.6)alkoxy, oxo, (C.sub.2 -C.sub.6)alkanoyl and NR.sup.4 R.sup.5, or R.sup.1 and R.sup.2 together with the carbon atoms to which they are attached form an optionally substituted phenyl ring or six membered heteroaromatic ring containing at least one heteroatom selected from N, S and O and Z is C wherein said substituents are selected from optionally substituted (C.sub.1 -C.sub.6)alkyl or optionally substituted (C.sub.1 -C.sub.6)alkoxy wherein said substituents are selected from (C.sub.1 -C.sub.6)alkyl, optionally substituted (C.sub.1 -C.sub.6)alkoxy and optionally substituted (C.sub.2 -C.sub.6)alkanoyl or R.sup.1 and one of R.sup.2 together form a bond with the proviso that R.sup.1 and R.sup.2 cannot form a bond when Z is O or S;R.sup.3 is hydrogen or halo; andR.sup.4 and R.sup.5 are each independently selected from hydrogen and optionally substituted (C.sub.1 -C.sub.6)alkyl wherein said substituents are selected from (C.sub.1 -C.sub.6)alkyl and halo;with the provisos that when -B-A is attached to the 3-position of the pyridine ring and R is hydrogen anda) R.sup.3 is 6-chloro andi) Z is C, the dotted line represents a bond, m and n are both 1, R.sup.1 and R.sup.2 are both hydrogen, then W-Y is not selected from CH.dbd.CH, S, CH.sub.2, NH, CH.dbd.N, OCH.sub.2 or SCH.sub.2 ; orii) Z is nitrogen, the dotted line represents a bond, n is 0 and m is 1 then R.sup.2 is not CF.sub.3 ; oriii) Z is C, the dotted line represents a single bond, m and n are both 2, and each R.sup.1 and R.sup.2 is hydrogen, then W-Y is not S; orb) R.sup.3 is hydrogen, 6-bromo or 6-fluoro and Z is carbon, the dotted line represents a bond, m and n are both 1, R.sup.1 and R.sup.2 are both hydrogen, then W-Y is not sulfur.