Abstract: The invention is concerned with novel quinoline derivatives of the formula ##STR1## or a salt thereof, in which A--B is --CH.sub.2 --CH.sub.2 --, --CHOH--CH.sub.2 --, --CH.sub.2 --CHOH--, --CH.sub.2 --C(O)--, --C(NOR.sup.4)--CH.sub.2 -- or --CH.sub.2 --C(NOR.sup.4)--, R.sup.1 is hydrogen, hydroxy or lower alkoxy, R.sup.2 is lower alkyl, R.sup.3 is ethyl or vinyl, R.sup.4 is lower alkyl, whereby the substituents at the 3- and 4-position of the piperidine ring are in the cis-position. The compounds of the formula may be in the form of the optically active enantiomers and/or their therapeutically acceptable salts. Furthermore the invention provides pharmaceutical compositions possessing cardiovascular activities in which as active compound at least a compound of the above formula is used. Methods for the preparation of the pharmaceutical compositions and of the active compounds are also included by the invention.

Abstract: The invention is concerned with novel quinoline derivatives having cardiovascular activities of formula 1 ##STR1## in which A--B is --CH.sub.2 --CH.sub.2 --, --CHOH--CH.sub.2, --CH.sub.2 --CHOH--, --C(O)--CH.sub.2 --, --CH.sub.2 --C(O)--, --C(NOR.sup.5)--CH.sub.2 -- or --CH.sub.2 --C(NOR.sup.5)--; R.sup.1 is hydrogen, hydroxy or lower alkoxy; R.sup.2 is lower alkyl, hydroxy, lower alkoxy or CF.sub.3 ; R.sup.3 is ethyl or vinyl; R.sup.4 is C.sub.1-9 alkyl, C.sub.2-9 hydroxyalkyl or lower alkoxyalkyl, C.sub.5-6 cycloalkyl, C.sub.3-6 cycloalkyl lower alkyl, cyano lower alkyl, lower alkenyl, lower alkynyl, tetrahydrofurfuryl, mono- or di-lower alkylamino lower alkyl; mono- or di-lower alkylamino lower hydroxyalkyl; phenyl C.sub.1-4 alkyl, phenyl C.sub.1-4 hydroxy-alkyl, diphenyl C.sub.1-4 alkyl, benzoyl C.sub.1-4 alkyl, furyl C.sub.1-4 alkyl, thienyl C.sub.1-4 alkyl, furoyl C.sub.1-4 alkyl or thienoyl C.sub.1-4 alkyl, which groups may be optionally substituted in the aromatic nucleus, and R.sup.

Abstract: The invention is concerned with quinoline derivatives having cardiovascular activities of the formula ##STR1## or a salt thereof, in which A--B is --CH.sub.2 --CH.sub.2 --, --CHOH--CH.sub.2, --CH.sub.2 --CHOH--, --C(O)--CH.sub.2 --, --CH.sub.2 --C(O)--, --C(NOR.sup.4)--CH.sub.2 --CH.sub.2 -- or --CH.sub.2 --C(NOR.sup.4), R.sup.1 is hydrogen, hydroxy or lower alkoxy, R.sup.2 is hydroxy, lower alkoxy, trifluoromethyl, R.sup.3 is ethyl or vinyl and R.sup.4 is lower alkyl. The compounds of the formula may be in the form of their optically active enantiomers and/or their therapeutically acceptable salts. Furthermore the invention provides pharmaceutical compositions possessing cardiovascular activities, in which as active compound at least a compound of the above formula is used. Methods for the preparation of the pharmaceutical compositions and of the active compounds are also disclosed and covered by the invention.

Abstract: The invention relates to a solvent vehicle for therapeutics comprising a dialkyl ester of adipic acid and, optionally, DMSO, which is particularly useful for therapeutic materials having a low solubility or being insoluble in water.The invention further relates to pharmaceutical compositions which are suitable for parenteral administration, especially by intramuscular injection, comprising a therapeutically active material dissolved in said solvent vehicle.Solvent vehicles containing di-n-butyl adipate and DMSO and, if desired, one or more adjuvants, are preferred.Particularly useful are pharmaceutical compositions for the prophylaxis and/or treatment of diseases caused by internal parasites, which can be administered by intramuscular injection. A preferred embodiment of the invention is an injectable composition against distomatosis (liver fluke disease) containing proportionally 12.5 g 4,6'-dichloro-4',6-dinitro-2,2'-methylenediphenol and 30 g of DMSO, completed with di-n-butyl adipate to 100 cm.sup.3.

Abstract: The invention is concerned with certain new 6,7-benzomorphan derivatives having pharmacological, in particular analgesic and/or morphine-antagonistic properties, of the formula ##STR1## wherein R.sup.1 is a substituted or unsubstituted phenyl or heteroaryl group; R.sup.2 is a hydrogen or halogen atom, or a hydroxy, alkoxy or acyloxy group; R.sup.3 is an alkyl or alkenyl group; R.sup.4 is a hydrogen atom or a hydroxy, alkoxy or acyloxy group; and R.sup.5 is an alkyl group or, when R.sup.2 is hydrogen in a trans-position to R.sup.3, R.sup.5 is a hydrogen atom or an alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, cycloalkenylalkyl, cyanoalkyl, hydroxyalkyl, alkoxyalkyl, or a substituted or unsubstituted phenylalkyl, heteroarylalkyl or heterocycloalkylalkyl group; optical isomers and pharmaceutically acceptable salts thereof.The preferred compound is the .alpha.-isomer of 2,5-dimethyl-2'-hydroxy-9-phenyl-6,7-benzomorphan, in particular its (+)-enantiomer.

Abstract: The invention is concerned with certain novel 6,7-benzomorphan derivatives having analgesic and/or morphine-antagonistic properties of the formula ##STR1## wherein each R is a lower alkyl group; R.sub.1 is a hydrogen atom, or an alkyl, haloalkyl, alkenyl, haloalkenyl, alkinyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, cycloalkenylalkyl, cycloalkylidenealkyl, aralkyl, heteroarylalkyl or heterocycloalkylalkyl group; R.sub.2 is a hydrogen atom or a hydroxy, alkoxy, alkoxyalkoxy or acyloxy group.Such 6,7-benzomorphans may be in the form of their optically active enantiomers and/or their therapeutically acceptable salts. Methods for producing such 6,7-benzomorphan derivatives, and novel intermediates useful for such production are also disclosed and form part of the invention.

Abstract: The invention is concerned with certain new 6,7-benzomorphan derivatives having pharmacological, in particular analgesic and/or morphine-antagonistic properties, of the formula ##STR1## wherein R.sup.1 is a substituted or unsubstituted phenyl or heteroaryl group; R.sup.2 is a hydrogen or halogen atom, or a hydroxy, alkoxy or acyloxy group; R.sup.3 is an alkyl or alkenyl group; R.sup.4 is a hydrogen atom or a hydroxy, alkoxy or acyloxy group; and R.sup.5 is an alkyl group or, when R.sup.2 is hydrogen in a trans-position to R.sup.3, R.sup.5 is a hydrogen atom or an alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, cycloalkenylalkyl, cyanoalkyl, hydroxyalkyl, alkoxyalkyl, or a substituted or unsubstituted phenylalkyl, heteroarylalkyl or heterocycloalkylalkyl group; optical isomers and pharmaceutically acceptable sals thereof.The preferred compound is the .alpha.-isomer of 2,5-dimethyl- 2'-hydroxy-9-phenyl-6,7-benzomorphan, in particular its (+)-enantiomer.

Abstract: The invention relates to a solvent vehicle for therapeutics comprising a dialkyl ester of adipic acid and, optionally, DMSO, which is particularly useful for therapeutic materials having a low solubility or being insoluble in water. The invention further relates to pharmaceutical compositions which are suitable for parenteral administration, especially by intramuscular injection, comprising a therapeutically active material dissolved in said solvent vehicle. Solvent vehicles containing di-n-butyl adipate and DMSO and, if desired, one or more adjuvants, are preferred. Particularly useful are pharmaceutical compositions for the prophylaxis and/or treatment of diseases caused by internal parasites, which can be administered by intramuscular injection. A preferred embodiment of the invention is an injectable composition against distomatosis (liver fluke disease) containing proportionally 12.5 g 4,6'-dichloro-4',6-dinitro-2,2'-methylene-diphenol and 30 g of DMSO, completed with di-n-butyl adipate to 100 cm.sup.3.

Abstract: The invention is concerned with certain novel 6,7-benzomorphan derivatives having analgesic and/or morphine-antagonistic properties of the formula ##STR1## wherein each R is a lower alkyl group; R.sub.1 is a hydrogen atom, or an alkyl, haloalkyl, alkenyl, haloalkenyl, alkinyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, cycloalkenylalkyl, cycloalkylidenealkyl, aralkyl, heteroarylalkyl or heterocycloalkylalkyl group; R.sub.2 is a hydrogen atom or a hydroxy, alkoxy, alkoxyalkoxy or acyloxy group.Such 6,7-benzomorphans may be in the form of their optically active enantiomers and/or their therapeutically acceptable salts. Methods for producing such 6,7-benzomorphan derivatives, and novel intermediates useful for such production are also disclosed and form part of the invention.

Abstract: 6,7-BENZOMORPHAN DERIVATIVES HAVING ANALGESIC AND MORPHINE-ANTAGONISTIC PROPERTIES ARE OF THE FORMULA ##STR1## in which the substituents R are either lower alkyl groups or groups which, together with the carbon atom to which they are bonded, form a cycloaliphatic ring, and the substituents R.sub.1, R.sub.2 and R.sub. 3 may or may not be made and, if made, R.sub.1 represents either a hydrogen atom or an alkyl, haloalkyl, alkenyl, alkinyl, aralkyl, cycloalkenyl, cycloalkylalkyl, cycloalkenylalkyl or cycloalkylidine-alkyl group, R.sub. 2 is an alkyl, aryl, heteroaryl or aralkyl group, and R.sub. 3 is a hydrogen atom or an hydroxy, alkoxy, alkoxy-alkoxy or acyloxy group. Such 6,7-benzomorphans may be in the form of their optically active enantiomers and/or their therapeutically acceptable salts. There are also disclosed methods for producing such 6,7-benzomorphan derivatives, and intermediates useful in such production.