Patent ID: 6613766
Filing Date: 2003-09-02
Classification: A61P,C07D

Abstract:
A compound of the formula I: wherein:R1 is hydrogen, halogen or CN or a group CF3, OCF3, C1-4alkyl, C2-4alkenyl, C2-4alkynyl, C1-4alkoxy, C2-4alkenyloxy or C2-4alkynyloxy, 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 CF3 groups; R2 is hydrogen, halogen or CN or a group CF3, OCF3, C1-4alkyl, C2-4alkenyl, C2-4alkynyl, C1-4alkoxy, C2-4alkenyloxy or C2-4alkynyloxy each of which groups is unsubstituted or substituted with one or two halogen atoms; L is O, S or NRn where Rn is H, C1-6alkyl or C3-6cycloalkyl; one of T1, T2, T3 and T4 is nitrogen or N+â€”Oâ€” and the others are CH; 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 Rx and/or Ry and/or Rz, where Rx is halogen, R3, OR3, OCOR3, NR4R5, NR4COR5, tri(C1-6alkyl)silylC1-6alkoxyC1-4alkyl, CN or R9, Ry is halogen, R3, OR3, OCOR3, NR4R5, NR4COR5 or CN and Rz is R3, OR3 or OCOR3, where R3 is C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, hydroxyC1-6alkyl and R3 is optionally mono, di- or tri-fluorinated, R4 and R5 are each independently hydrogen, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl or CF3 or R4 and R5, 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 R9 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 R9 is optionally substituted by one, two or three substituents independently chosen from halogen atoms and C1-4alkyl, C2-4alkenyl, C2-4alkynyl, C1-4alkoxy, C2-4alkenyloxy and C2-4alkynyloxy 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 C1-4alkyl group; or X is phenyl optionally substituted by one, two or three groups independently selected from halogen, cyano, C1-6alkyl, C2-6alkenyl, C2-6alkynyl and C3-6cycloalkyl; Y is optionally branched C2-4alkylene or C1-4alkylidene optionally substituted by an oxo group or Y is a group (CH2)jO 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 Rv and/or Rw, where Rv is halogen, R6, NR7R8, NR7COR8, 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 Rw is R6 or CN; R6 is C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, hydroxyC1-6alkyl, C1-6alkoxy, C2-6alkenyloxy, C2-6alkynyloxy, C1-6alkoxyC1-6alkyl, CH2F or CF3; and R7 and R8 are each independently hydrogen, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl or CF3 or R7 and R8, 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.