Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler

Ingomar Nubert

Axel Kleemann

Klaus Thiemer

Fritz Stroman

Axel Kleeman

Reinhold Kiel

There are prepared compounds of the formula ##STR1## where &gt;A--B-- has either the structure &gt;C(OH)--CH.sub.2 -- or the structure &gt;C.dbd.CH, Alk is a straight or branched chain C.sub.1 --C.sub.5 --alkylene group and Y is ##STR2## where R is hydrogen or a C.sub.1 --C.sub.4 --alkyl group and T is hydrogen or a C.sub.2 --C.sub.6 --alkanoyl group ##STR3## where R' is hydrogen, phenyl, phenyl substituted once or twice. The compounds are effective in improving peripheral and cerebral circulation. There are also produced intermediate compounds of formula (II) where NHY is replaced by chlorine, bromine or iodine.

Dithienylalkylamines and process for their production

There are prepared compounds of the formula ##STR1## where &gt;A--B-- has either the structure &gt;C(OH)--CH.sub.2 -- or the structure &gt;C.dbd.CH, Alk is a straight or branched chain C.sub.1 -C.sub.5 -alkylene group and Y is a C.sub.3 -C.sub.7 -cycloalkyl group, a benzyl group, a methylenedioxybenzyl group, a benzyl group having one, two or three C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy group substituents, a C.sub.1 -C.sub.6 -alkyl group, or a C.sub.1 -C.sub.6 -alkyl group substituted by an amino group, a di C.sub.1 -C.sub.4 -alkylamino group, a mono C.sub.1 -C.sub.4 -alkyl-amino group, a morpholino group, a piperazino group or a 4-(C.sub.1 -C.sub.4 -alkyl)-piperazino group, or Y is ##STR2## where R is hydrogen or a C.sub.1 -C.sub.4 -alkyl group and T is hydrogen or a C.sub.2 -C.sub.6 -alkanoyl group or where --NHY is ##STR3## where R' is hydrogen, phenyl, phenyl substituted once or twice by C.sub.1 -C.sub.4 -alkyl groups, a C.sub.1 -C.sub.4 -alkoxy group or by halogen atoms, a C.sub.1 -C.sub.6 -alkyl group, a C.sub.1 -C.sub.4 -hydroxyalkyl group or a phenalkyl group whose alkyl portion consists of 1-4 carbon atoms or such a phenalkyl group containing 1 to 3 C.sub.1 -C.sub.4 -alkoxy group substituents or when Alk has 2 to 5 carbon atoms the group --NHY is a di-C.sub.1 -C.sub.4 -alkylamino group or the group --NH--CH(R)--CH(OH)--C.sub.6 H.sub.5 and salts thereof. The compounds are effective in improving peripheral and cerebral circulation. There are also produced intermediate compounds of formula (II) where NHY is replaced by chlorine, bromine or iodine.

Dithienyl beta-haloethyl carbinols

There are prepared compounds of the formula ##STR1## where &gt;A--B-- has either the structure &gt;C(OH)--CH.sub.2 -- or the structure &gt;C.dbd.CH, Alk is a straight or branched chain C.sub.1 -C.sub.5 - alkylene group and -NHY is ##STR2## where R' is hydrogen, phenyl, phenyl substituted once or twice by C.sub.1 -C.sub.4 -alkyl groups, a C.sub.1 -C.sub.4 -alkoxy group or by halogen atoms, a C.sub.1 -C.sub.6 -alkyl group, a C.sub.1 -C.sub.4 -hydroxyalkyl group or a phenalkyl group whose alkyl portion consists of 1-4 carbon atoms or such a phenalkyl group containing 1 to 3 C.sub.1 -C.sub.4 -alkoxy group substituents. The compounds are effective in improving peripheral and cerebral circulation. There are also produced intermediate compounds of formula (II) where NHY is replaced by chlorine, bromine or iodine.

[1,1-dithien-(3)-yl-1-hydroxy-(3)-propyl]-[1-phenyl-1-hydroxy-(2)-propyl]-a mine is prepared by condensing thien-(3)-yl lithium with a .beta.-halogen propionic acid alkyl ester of the formula ##STR1## where R is a lower alkyl group and Hal is chlorine, bromine or iodine, in an inert medium at a temperature below -50.degree. C. to form a compound of the formula ##STR2## which is then reacted with 2-amino-1-hydroxy-1-phenylpropane in an inert medium in the presence of a basic compound. The product cn be converted to [1,1-dithien-(3)-yl-(1)-propen-(3)-yl]-[1-phenyl-(2)-propyl]-amine by dehydration.

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Offenbach, Germany

Ingomar Nubert