3-aminopropoxyaryl derivatives, their preparation and...

C - Chemistry – Metallurgy – 07 – D

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260/279, 260/319

C07D 209/42 (2006.01) C07D 209/08 (2006.01) C07D 401/12 (2006.01) C07D 403/12 (2006.01)

Patent

CA 1184557

A b s t r a c t The compounds of formula I, Image wherein R1 is hydrogen or methyl, R2 is hydrogen, methyl, hydroxymethyl, carboxyl, alkoxycarbonyl of 2 to 5 carbon atoms, carbamoyl or cyano and R is: a) a group -B-CO-Rh. wherein B is a group i),ii) or iii), groups i), ii) and iii) having the following significances: i ) Image , wherein Ri is hydrogen, alkyl of 1 to 4 carbon atoms, phenyl or phenyl monosubstituted or independently disubstituted by alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or halogen of atomic number of from 9 to 35; ii) Image , wherein Rj is hydrogen or alkyl of 1 to 4 carbon atoms; iii) Image , wherein n is 2, 3 or 4, Rk is hydrogen or alkyl of 1 to 4 carbon atoms and R? has the significance indicated above for Ri , and Rh is phenylalkyl of 7 to 11 carbon atoms or di- phenylalkyl of 13 to 17 carbon atoms, any of the phenyl rings of these two radicals optionally being mono- or independently disubstituted by alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or halogen of atomic number of from 9 to 35; b) a group Image , wherein Rm is -CORn or -Rp, wherein Rn has the significance indicated above for Rh and Rp is phenyl monosubstituted by alkoxy of 1 to 4 carbon atoms or halogen of atomic number of from 9 to 35, phenyl independently disubstituted by alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or halogen of ato- mic number of from 9 to 35, phenylalkyl of 7 to 11 carbon atoms or diphenyl- alkyl of 13 to 17 carbon atoms, any of the phenyl rings of these last two radicals optionally being mono- or in- dependently disubstituted by alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or halogen of atomic number of from 9 to 35, with the provisos that, a) when R1 and H2 are hydroyen then Rp is other than ring substituted or unsub- stituted phenethyl and b) when R1 is hydrogen and R2 is hydrogen,carboxyl or alkoxycarbonyl of 2 to 5 carbon atoms, then Rp is other than monosubstituted phenyl, and physiologically acceptable hydrolyzable derivatives thereof having the hydroxy group in the 2 position of the 3-aminopropoxy side chain in esterified form, are useful as cardiotonic, antiarrhythmic, .alpha.- and .beta.-adrenoceptor blocking agents.

357880

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