1-aryloxy-3-alkynylamino-propan-2-ols and processes for the...

C - Chemistry – Metallurgy – 07 – D

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260/553.2, 260/3

C07D 317/68 (2006.01) A61K 31/045 (2006.01) A61K 31/135 (2006.01) A61K 31/16 (2006.01) A61K 31/165 (2006.01) A61K 31/275 (2006.01) A61K 31/335 (2006.01) A61K 31/36 (2006.01) C07D 317/60 (2006.01)

Patent

CA 1163641

ABSTRACT The invention relates to 1-aryloxy-3-alkynylamino- propan-2-ols of general formula I Image I (wherein R1 represents a cycloalkyl group with 3 to 10 carbon atoms, a phenyl group (which may optionally be substituted by one or more halogen atoms, lower alkyl, alkoxy, acyl, acyloxy, hydroxyalkyl, alkoxyalkyl, alkenyl, alkenyloxy or alkynyl groups, nitro, trifluoro- methyl or hydroxy qroups or a ring-forming group (-CH=CH-)2 or -0-CH2-0-), or an aryloxyalkyl group (which may optionally be substituted by one or more halogen atoms, lower alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, acyl or acyloxy groups, nitro or trifluoromethyl groups or a ring-forming group (-CH=CH-)2 or -0-CH2-0-), R2 represents a hydrogen or halogen atom, an alkyl or alkoxy group with 1 to 4 carbon atoms or a ring-forming qroup -CH=CH-CH=CH- or -(CH2)n- (n = an integer from 3 to 5) with the free valencies bonded in the o-position relative to one another, R3 represents hydrogen or an alkyl group with 1 to 3 carbon atoms, R4 represents an alkyl group with 1 to 3 carbon atoms or, together with R3, represents a ring-forming group -(CH2)p- (p = an integer from 4 to 6)), and the acid addition salts thereof. The new compounds may be obtained, for example, by reacting compounds of formula II Image II wherein R1 and R2 are defined as in formula I and Z represents the group Image or -CHOH-CH2-Hal (Hal = halogen), with an amine of general formula Image III The new compounds may be used as therapeutic agents for cardiac and coronary disease or also for lowering blood pressure.

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