Azacyclic derivatives

Details Azacyclic derivatives Azacyclic derivatives

C - Chemistry, Metallurgy

07

D

C07D 401/06 (2006.01) A61K 31/435 (2006.01) C07D 211/42 (2006.01) C07D 405/06 (2006.01) C07D 409/06 (2006.01) C07D 417/06 (2006.01)

Patent

CA 2069423

B2871-Abs - 66 - Abstract 1. A compound, or a solvate or salt thereof, of formula (I): Image (I) in which W, which may be attached to the same or different carbon atom as R1, is hydroxy, C1-6 alkoxy, halogen, thiol, C1-6 alkylthio, hydroxy C1-6 alkyl, methylidene, hydroxycarbonyl, aminocarbonyl-, C1-3 alkoxycarbonyl, NHR1a or NHCOR1a where R1a is H or C1-6 alkyl; R1 is hydrogen, halogen C1-6 alkyl or together with W forms a keto-group or a cyclic ether or thioether containing from 1 to 4 carbon atoms A represents Image Image or in which each of R2 and R3, which may be attached to the same or different carbon atom, is hydrogen, C1-6 alkyl, hydroxy, thiol, C1-6 alkoxy, C1-6 alkylthio or halogen; B2871-Abs - 67 - R4 is C1-6 alkyl; R5 is hydrogen or together with R4 forms a -(CH2)c- group optionally substituted by one or two C1-6 alkyl groups and attached to the same or different carbon atom; Rx is the remainder of an optionally substituted single or fused ring heterocyclic group, containing from 5 to 12 ring atoms and comprising up to four hetero-atoms in the or each ring selected from oxygen, nitrogen and sulphur; or Rx is the remainder of an optionally substituted phenyl group; a is 1 or 2, b is 1, 2 or 3; c is 1, 2 or 3; and RCO, which is linked to the nitrogen atom of the group A, is an acyl group in which the group R contains a substituted or unsubstituted carbocyclic aromatic or heterocyclic aromatic ring, with the provisos that: i) When A represents Image , R represents a tetralone moiety, or W is halogen or C1-6 alkoxy, or R1 is other than hydrogen or a keto group with W; ii) When R2 is C1-6 alkyl, R3 is other than hydrogen; iii) When Rx, R4 and R5 together form an unsubstituted tetra hydroisoquinoline group, R represents a tetralone moiety or R1 is other than hydrogen or a keto group with W, or W is halogen or C1-6 alokoxy; iv) When Rx, R4 and R5 together form a substituted tetrahydro-isoquinoline group, substitution only occurs in the -(CH2)C- group formed by R4 and R5, is useful in the treatment of pain, hyponatraemic disease states or cerebral ischaemia.

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