Patent ID: 6200975
Filing Date: 2001-03-13
Classification: A61P,C07D

Abstract:
A compound of the formula I: ##STR11##wherein:R.sup.1 is hydrogen, halogen, CN, CF.sub.3, OCF.sub.3, CH.sub.1-4 alkyl group, C.sub.2-4 alkenyl group, C.sub.2-4 alkynyl group, C.sub.1-4 alkoxy group, C.sub.2-4 alkenyloxy group or C.sub.2-4 alkynyloxy group, each of which groups is unsubstituted or substituted with one or two halogen atoms or with a pyridyl or phenyl ring each of which rings may be unsubstituted or independently substituted by one or two halogen atoms or nitro, cyano, amino, methyl or CF.sub.3 groups;R.sup.2 is hydrogen, halogen, CN, CF.sub.3, OCF.sub.3, C.sub.1-4 alkyl group, C.sub.2-4 alkenyl group, C.sub.2-4 alkynyl group, C.sub.1-4 alkoxy group, C.sub.2-4 alkenyloxy group or C.sub.2-4 alkynyloxy group each of which groups is unsubstituted or substituted with one or two halogen atoms;L is O, S or NR.sup.n where R.sup.n is H, C.sub.1-6 alkyl or C.sub.3-6 cycloalkyl;X is a 5-membered heteroaromatic ring containing 1, 2, 3 or 4 heteroatoms independently chosen from oxygen, nitrogen and sulphur, at most one of the heteroatoms being oxygen or sulphur, or a 6-membered heteroaromatic ring containing 1,2 or 3 nitrogen atoms, the 5- or 6-membered heteroaromatic ring being optionally fused to a benzene ring and the heteroaromatic ring being optionally substituted by R.sup.x and/or R.sup.y and/or R.sup.z, where R.sup.x is halogen, R.sup.3, OR.sup.3, OCOR.sup.3, NR.sup.4 R.sup.5, NR.sup.4 COR.sup.5, tri(C.sub.1-6 alkyl)silylC.sub.1-6 alkoxyC.sub.1-4 alkyl, CN or R.sup.9, R.sup.y is halogen, R.sup.3, OR.sup.3, OCOR.sup.3, NR.sup.4 R.sup.5, NR.sup.4 COR.sup.5 or CN and R.sup.Z is R.sup.3, OR.sup.3 or OCOR.sup.3, where R.sup.3 is C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, hydroxyC.sub.1-6 alkyl and R.sup.3 is optionally mono, di- or tri-fluorinated, R.sup.4 and R.sup.5 are each independently hydrogen, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl or CF.sub.3 or R.sup.4 and R.sup.5, together with the nitrogen atom to which they are attached, form a 4-7 membered heteroaliphatic ring containing the nitrogen atom as the sole heteroatom, and R.sup.9 is benzyl or an aromatic ring containing either 6 atoms, 1,2 or 3 of which are optionally nitrogen, or 5 atoms, 1,2 or 3 of which are independently chosen from oxygen, nitrogen and sulphur, at most one of the atoms being oxygen or sulphur, and R.sup.9 is optionally substituted by one, two or three substituents independently chosen from halogen atoms and C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.2-4 alkynyl, C.sub.1-4 alkoxy, C.sub.2-4 alkenyloxy and C.sub.2-4 alkynyloxy groups each of which groups is unsubstituted or substituted by one, two or three halogen atoms, and when X is a pyridine derivative, the pyridine derivative is optionally in the form of the N-oxide and providing that when X is a tetrazole derivative it is protected by a C.sub.1-4 alkyl group; or X is phenyl optionally substituted by one, two or three groups independently selected from halogen, cyano, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl and C.sub.3-6 cycloalkyl;Y is optionally branched C.sub.1-4 alkylidene optionally substituted by an oxo group or Y is a group (CH.sub.2).sub.j O wherein the oxygen atom is nearest the group X and j is 2, 3 or 4;Z is a 5-membered heteroaromatic ring containing 1,2 or 3 heteroatoms independently selected from oxygen, nitrogen and sulphur, at most one of the heteroatoms being oxygen or sulphur and providing that when one of the atoms is oxygen or sulphur then at least one nitrogen atom is present, or a 6-membered heteroaromatic ring containing 2 or 3 nitrogen atoms, Z being optionally substituted by R.sup.v and/or R.sup.w, where R.sup.v is halogen, R.sup.6, NR.sup.7 COR.sup.8, CN, furyl, thienyl, phenyl, benzyl, pyridyl or a 5-membered heteroaromatic ring containing at least one nitrogen atom and optionally 1,2 or 3 other heteroatoms independently selected from oxygen, nitrogen and sulphur, at most one of the other heteroatoms being oxygen or sulphur and R.sup.w is R.sup.6 or CN;R.sup.6 is C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, hydroxyC.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.2-6 alkenyloxy, C.sub.2-6 alkynyloxy, C.sub.1-6 alkoxyC.sub.1-6 alkyl, CH.sub.2 F or CF.sub.3 ; andR.sup.7 and R.sup.8 are each independently hydrogen, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl or CF.sub.3 or R.sup.7 and R.sup.8, together with the nitrogen atom to which they are attached, form a 4-7 membered heteroaliphatic ring containing the nitrogen atom as the sole heteroatom;or a pharmaceutically acceptable salt thereof.