Deutsche Gold- Und Silber-scheideanstalt Vormals Roessler

Degussa Aktiengesellschaft

Degussa Akteinsellschaft

Fritz Stroman

Klaus Thiemer

Axel Kleemann

Ingomar Nubert

Jurgen Engel

Karl H Klingler

Heribert Offermanns

Klaus Posselt

Axel Kleeman

Ansgar Von Schlichtegroll

Karl H Kingler

Klause Thiemer

Erik Westermann

There are prepared compounds of the formula: ##STR1## wherein X is the group &gt;C.dbd.O or &gt;CH(OH), Y is the group ##STR2## R.sub.2 is hydrogen or C.sub.1 to C.sub.6 alkyl, R.sub.3 is hydrogen or a hydroxy group and R.sub.1 is the adamantyl group or a saturated or single unsaturated C.sub.3 to C.sub.16 cycloalkyl group where the C.sub.3 to C.sub.16 cycloalkyl group can be substituted by a C.sub.1 -C.sub.4 alkyl group or a halogen atom and their salts. The compounds are useful in dilating the peripheral blood vessels and in lowering blood pressure.

Cycloaliphatic ketoamines

There are prepared compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen or together represent a second bond between the carbon atom carrying R.sub.1 and R.sub.2, R.sub.1 also can be a hydroxy group, R.sub.3 is hydrogen, a C.sub.3 -C.sub.8 cycloalkyl group or a C.sub.1 -C.sub.20 alkyl group, which optionally can also contain one or two hydroxy groups and the groups R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are the same or different and are hydrogen, C.sub.1 -C.sub.6 -alkyl groups or halogen atoms, their N-oxide, their quaternary salts and their acid addition salts. There are also described processes for their production. The compounds possess especially an antischemic and blood pressure increasing activity.

Dithienylpiperidines, pharmaceutical compositions thereof, and method of

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.

There are prepare half amides (semi-amides) of unsaturated aliphatic dicarboxylic acids of the formula: ##STR1## where R.sub.1, R.sub.2 and R.sub.3 are the same or different and are hydrogen, halogen, a hydroxy group, a methyl group or a methoxy group or two of these together are a methylenedioxy group, R.sub.4 is hydrogen or a methyl group, R.sub.5, R.sub.6 and R.sub.7 independently are hydrogen or C.sub.1 -C.sub.4 alkyl groups and n is 0 or 1 and their salts with the proviso that in the case of the free acids N[2-(3-hydroxyphenyl)-2-hydroxyethyl]-maleic acid monoamide is excluded. The compounds have blood pressure raising activity and also have antidepressive activity.

Maleic acid halfamides having blood pressure raising activity

There are prepared compounds of the formula ##STR1## in which T is the theophyllin-7-yl group and alk is a straight or branched alkylene chain with 2 to 4 carbon atoms and salts thereof. The compounds promote circulation and produce a marked and persistent increase in renal circulation.

Dihydroxyphenylethylaminoalkyl theophyllines

There are prepared compounds corresponding to the general formula

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Offenbach, Germany

Fritz Stroman