Compounds

C - Chemistry – Metallurgy – 07 – D

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167/231, 167/244

C07D 311/04 (2006.01) A61K 31/35 (2006.01) C07D 311/70 (2006.01) C07D 405/04 (2006.01) C07D 405/12 (2006.01) C07D 491/04 (2006.01)

Patent

CA 2006429

B2672/Abs Abstract Compounds of formula (I), and pharmaceutically acceptable salts thereof: Image (I) wherein a and b together form an -O- linkage or a bond or (when R2 is hydrogen), CH2; either Y is N and R2 is hydrogen; or Y is C-R1 wherein either one of R1 and R2 is hydrogen and the other is nitro, cyano, halo, CF3, C2F5, formyl, aldoxime, CF3O, NO2-CH=CH-, NC-CH=CH-; a group RxX- wherein Rx is C1-6 alkyl, aryl or heteroaryl either of which may be optionally substituted by one, two or three of C1-4 alkyl, C1-4 alkoxy, nitro, halo, CF3 and cyano; and X is C=O, O.C=O, C=O.O, CHOH, SO, SO2, O.SO, O.SO2, CONH, O.CONH, O.SO2NH, CO-CH=CH, C=NHOH, C=NNH2; or a group RyRzNZ- wherein Ry and Rz are independently hydrogen or C1-6 alkyl and Z is C=O, SO or SO2; or a group (RwO)2P(O)W wherein Rw is hydrogen or C1-6 alkyl and W is O or a bond; or R1 is a C3-8 cycloalkyl group or a C1-6 alkyl group optionally substituted by a group which is hydroxy, C1-6 alkoxy, amino optionally substituted by one or two C1-6 alkyl groups, C1-7 alkanoylamino, C3-8 cycloalkyloxy or C3-8 B2672/Abs cycloalkylamino; and R2 is hydrogen; or one of R1 and R2 is nitro, cyano or C1-3 alkylcarbonyl and the other is a different group selected from nitro, cyano, halo, C1-3 alkylcarbonyl, methoxy or amino optionally substituted by one or two C1-6 alkyl or by C2-7 alkanoyl; or R1 and R2 together with the carbon atoms to which they are attached, form 2,1,3-oxadiazole; either one of R3 and R4 is hydrogen or C1-4 alkyl and the other is C1-4 alkyl; or R5 is hydrogen, hydroxy, amino, C1-6 alkoxy or C1-7 acyloxy; and E is hydrogen; or R5 and E together form a bond; either R6 is hydrogen or C1-6 alkyl; and R7 is hydrogen, C3-8 cycloalkyl, C2-6 alkenyl, C1-6 alkyl optionally substituted by hydroxy, C1-6 alkoxy, C1-6 alkoxycarbonyl, carboxy, halogen or amino optionally substituted by one or two C1-6 alkyl groups; aryl or heteroaryl either being optionally substituted by one or more groups or atoms selected from the class of C1-6 alkyl, C1-6 alkoxy, hydroxy, halogen, trifluoromethyl, nitro, cyano, C1-12 carboxylic acyl, or R7 is amino or aminocarbonyl optionally substituted by one or two C1-6 alkyl groups or substituted by C3-8 cycloalkyl, or a group OR9 wherein R9 is C1-6 alkyl or benzyl optionally substituted as defined for R7; or R6 and R7 are joined together to form C3-4 polymethylene optionally substituted by one or two C1-6 alkyl groups and optionally containing one or, (when C4 polymethylene), two, C=C double bond(s); and B2672/Abs X is oxygen or sulphur, which are potassium channel activators, useful in the treatment of disorders associated with smooth muscle contraction, a process for their preparation and their use as pharmaceuticals.

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