NEW AMINO ALCOHOLS DERIVED FROM ORTHO TRANS-HYDROXYCINNAMIC ACIDS,THEIR ESTERS AND THEIR AMIDES

摘要

1358803 Amino alcohol ethers with o-hydroxycinnamic acid derivatives LIPHA LYONNAISE INDUSTRIELLE PHARMAOEUTIQUE 6 April 1972 [9 April 1971] 15950/72 Heading C2C Novel compounds of Formula I wherein R is a hydroxy, alkoxy, guanidino or optionally substituted aminoalkoxy, R1 is a branched alkyl group and X is H or halogen and salts thereof are prepared, in the case where R is alkoxy, by reacting an amine R1NH 2 with a compound of general Formula II and are optionally hydrolysed to give the free acid (R=OH). When R is an optionally substituted aminoalkoxy group this free acid may be reacted with a haloalkyl amine R11 halogen where R11O = R, and where R is guanidino the compounds of Formula I are obtained by condensation of guanidine with either the free acids or alkyl esters of Formula I where R = OH or alkoxy respectively. The intermediates of Formula II above are prepared by condensation of epichlorohydrin with a phenol of Formula III Methyl trans-5-bromo-2-hydroxycinnamate is prepared by condensation of 6-bromocoumarin with sodium methylate. Pharmaceutical compositions in conventional forms for oral or parenteral administration having #-blocking activity in the heart comprise an above novel compound or salt and a pharmaceutical carrier or excipient.