Phenylalkyl amine derivatives having antiischaemic activity

Details Phenylalkyl amine derivatives having antiischaemic activity Phenylalkyl amine derivatives having antiischaemic activity

C - Chemistry, Metallurgy

07

D

167/211, 167/243

C07D 317/46 (2006.01) A61K 31/335 (2006.01) A61K 31/395 (2006.01) C07C 217/58 (2006.01) C07D 295/096 (2006.01) C07D 317/64 (2006.01) C07D 319/18 (2006.01) C07D 321/10 (2006.01) C07D 405/10 (2006.01) C07D 413/10 (2006.01)

Patent

CA 2025731

DIR 0444 Abstract The invention relates to compounds having anti-ischaemic activity of the formula Image (1) wherein: -R1 + R2 together form an alkylene group having 1-3 C-atoms which may be substituted with one or more alkyl group(s) having 1-3 C-atoms; -Z is methylene optionally substituted with one or two alkyl group(s) having 1-3 C-atoms, or with one phenyl group or phenylalkyl group with 1-3 C-atoms in the alkyl group, which phenyl groups may be substituted with a group (R6)p wherein R6 is halogen, hydroxyl alkyl or hydroxyalkyl having 1-5 C-atoms, alkoxy having 1-3 C-atoms, S-alkyl, S(O)-alkyl or S(O)2-alkyl having 1-3 C-atoms, amino, mono- or dialkylamino having 1-3 C- atoms per alkyl group, trifluoromethyl, trifluoromethoxy, a sulphonylamido group SO2NHR or a carbalkoxy group COOR wherein R is alkyl having 1-4 C- atoms, the group COOH, SO3H,COHN2, the amidino group or cyano group, and p has the value 0-3; -R3 and R4 independent of each other represent hydrogen, alkyl having 1-10 C-atoms, alkenyl or alkynyl having 3- 10 C-atoms, cycloalkyl having 3-8 C atoms, cycloalkyl- alkyl having 3-8 ring atoms and 1-5 C-atoms in the alkyl group, phenylalkyl or heteroaryl-alkyl having 1-5 C- atoms in the alkyl group, phenylalkenyl, heteroaryl- alkenyl, phenylalkynyl or heteroaryl-alkynyl group having 3-5 C-atoms in the alkenyl group or alkynyl DIR 0444 group, which groups R3 and R4 may be substituted with a group (R6)p wherein R6 and p have the above mentioned meanings, or wherein R3+R4 together with the nitrogen atom form a saturated or unsaturated heterocyclic group of 5-7 ring atoms, which may contain a second hetero-atom from the group consisting of oxygen, sulphur and nitrogen, which ring may be substituted with a group (R6)p wherein R6 and p have the above mentioned meanings, or with phenylalkyl, phenylalkenyl, thienylalkenyl, pyridinylalkenyl, phenylalkynyl, thienylalkynyl or pyridinylalXynyl having at most 3 C-atoms in the alkyl, alkenyl or alkynyl part, which groups may be substituted with a group (R6)p wherein R6 and p have the above-mentioned meanings, or which ring may be annelated with a phenyl group: -R5 is alkyl having 1-12 C-atoms, alkenyl or alkynyl having 3-12 C-atoms, cycloalkyl having 3-8 C-atoms, cycloalkyl-alkyl having 3-8 ring atoms and 1-5 C-atoms in the alkyl group, phenylalkyl or heteroaryl-alkyl having 1-5 C-atoms in the alkyl sub-group, phenylalkenyl, heteroaryl-alkenyl, phenylalkynyl or heteroaryl alkynyl having 3-5 C atoms in the alkenyl sub-group or alkynyl sub-group, which groups may be substituted with a group (R6)p, wherein R6 and p have the above-mentioned meanings, and which alkyl sub- groups, alkenyl sub-groups and alkynyl sub-groups may contain a group -O-, -S- or CO, or a pharmacologically acceptable salt thereof.

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