Showing papers by "Roussel Uclaf published in 1975"

N-[ω-(4'-(3"-indolyl)-piperidino)-alkyl]-benzamides

Abstract: N-[ω-(4'-(3"-indolyl)-piperidino)-alkyl]-benzamides of the formula ##SPC1## Wherein R is selected from the group consisting of hydrogen and alkoxy of 1 to 3 carbon atoms, R1 and R2 are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms, n is 2 or 3, X is selected from the group consisting of hydrogen and alkoxy of 1 to 3 carbon atoms, X1 is selected from the group consisting of hydrogen, fluorine, chlorine, bromine, --NH2 and ##EQU1## and X2 is selected from the group consisting of hydrogen, chlorine and sulfamoyl and their non-toxic, pharmaceutically acceptable acid addition salts having neurosedative properties and their preparation.

3-Quinoline-substituted 4-oxy-carboxamides

Abstract: Novel 3-quinoline-carboxamides of the formula ##SPC1## Wherein R is selected from the group consisting of halogen, --CF3, --OCF3 and --SCF3 in the 7- or 8-position, R1 is selected from the group consisting of hydrogen and acyl of an aliphatic carboxylic acid of 2 to 4 carbon atoms, R3 is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms and R2 is selected from the group consisting of thiazloyl, pyridinyl and oxazolyl and their non-toxic, pharmaceutically acceptable acid addition salts having analgesic activity and their preparation and novel intermediates.

Antibiotic aminoglycosides, processes of preparation and pharmaceutical compositions

Abstract: There are disclosed pharmaceutically-active aminoglycosides comprising 4-O-[2',6'-diamino 2',3',6'-tridesoxy α,D-ribohexopyranosyl] 6-O-[3"-methylamino 3",4",6"-tridesoxy α,D-xylohexopyranosyl] 2-desoxystreptamine of the formula: ##STR1## and the addition salts thereof with mineral acids or organic acids. Also disclosed are methods for preparation of the novel products as well as certain novel intermediate products. There are also disclosed pharmaceutical compositions in which the novel products are the active agents and a method for the treatment of bacteria infections in humans and animals.

Treatment of depressive states and Parkinson's disease

Abstract: Novel compositions having antidepressive, antiemetic and anti-Parkinson activities comprising an effective amount of at least one compound selected from the group consisting of 3-(4'-piperidyl)-indoles of the formula ##SPC1## Wherein R is selected from the group consisting of hydrogen and alkoxy of 1 to 5 carbon atoms and R 1 and R 2 are individually selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts and a pharmaceutical carrier and to a method of treating depressive states and Parkinson disease in warm-blooded animals and humans.

Novel thiophene-acetic acids

Abstract: Novel thiophene-acetic acid derivatives of the formulae ##STR1## wherein R is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R1 is selected from the group consisting of lower alkyl of 1 to 4 carbon atoms and hydrogen and R2 is selected from the group consisting of hydrogen, lower alkyl of 1 to 7 carbon atoms and optionally substituted with at least one hydroxy group or an oxygen atoms-containing heterocycle,di-lower alkylamino-lower alkyl, N-heterocyclic alkyl, alkali metals, alkaline earth metals, aluminum and --H,NH (lower alkyl)2 and Ar is selected from the group consisting of phenyl, optionally substituted with at least one member of the group consisting of halogen, trihalogenomethyl, lower alkyl, lower alkoxy and carboxyl, cyclohexyl, thienyl, furyl, tetrahydrofuryl and pyridyl, and in formula II, ArCO is attached to one of the positions α to the sulfur atom, which compounds have analgesic and anti-inflammatory activity and their preparations.

Substituted 10,11-dihydro-5,10-imino-[5H] dibenzo (a,d)-cycloheptene

Abstract: Racemates and optically active isomers of a compound selected from the group consisting of a compound of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, lower alkyl optionally substituted with a member of the group consisting of hydroxy and halogen, lower alkenyl, lower alkynyl, --(CH2)n -- COCH3 where n is 0 or 1, ##STR2## wherein X is selected from the group consisting of lower alkyl and optionally substituted phenyl, aralkyl or 7 to 8 carbon atoms, acyl of an organic carboxylic acid of 1 to 6 carbon atoms optionally substituted with ##STR3## where m is an integer from 0 to 6 and X1 is selected from the group consisting of hydrogen and lower alkyl, ##STR4## where p is an integer from 1 to 6 and X1 is as before and ##STR5## wherein X2 is lower alkyl and R1 and R2 are individually selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkoxy, trifluoromethyl and dilower alkylamino and the non-toxic, pharmaceutically acceptable acid addition and quaternary ammonium salts thereof which have a stimulating effect on the central nervous system while possessing at the same time anticonvulsant activity and their preparation.

Butyric acid derivatives for treating pain and inflammation

Abstract: Novel butyric acid derivatives of the formula ##SPC1## Wherein X, X1, X2 and X3 are individually selected from the group consisting of hydrogen, halogen, lower alkyl of 1 to 5 carbon atoms, lower alkoxy of 1 to 5 carbon atoms, lower alkylthio of 1 to 5 carbon atoms, trifluoromethoxy, trifluoromethylthio, trifluoromethyl, OH and dilower alkylamino of 1 to 5 carbon atoms for each alkyl, R is selected from the group consisting of hydrogen, lower alkyl of 1 to 5 carbon atoms, o-carboxyphenyl, 2,3-dihydroxypropyl and ##EQU1## wherein P and Q are individually lower alkyl of 1 to 5 carbon atoms, Z and X4 are individually selected from the group consisting of hydrogen and lower alkyl of 1 to 5 carbon atoms and Y is selected from the group consisting of hydrogen and --CH and the dotted line indicates the optional presence of a double bond when Y is hydrogen and when R is hydrogen or o-carboxyphenyl, the salts thereof with a non-toxic pharmaceutically acceptable mineral or orgaic base, which compounds have anti-inflammatory and analgesic activity and are substantially devoid of ulcerigenic activity and their preparation and novel intermediates formed therein.

Substituted ureas as herbicides

Abstract: Novel urea derivatives of the formula ##STR1## wherein R and R1 are individually selected from the group consisting of hydrogen, chlorine, bromine, nitro, trifluoromethyl, lower alkyl of 1 to 6 carbon atoms and lower alkoxy of 1 to 6 carbon atoms, n is 0 or 1, X is selected from the group consisting of lower alkyl of 1 to 6 carbon atoms optionally substituted with halogen and a nitrogen heterocyclic optionally containing 1 or more other heteroatoms, Y is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms and S--Z wherein Z is a nitrogen heterocyclic optionally containing 1 or more other heteroatoms and the dotted lines indicate that the compound of formula I may contain no oxygen bound to the sulfur atom or may be in sulfoxide or sulfonyl form which are useful as herbicides and thereon preparation.

N-[4-(Phenyl)-piperazino]alkyl-thiazole-5-carboxamides

Abstract: Novel thiazolcarboxamides of the formula ##SPC1## Wherein R is selected from the group consisting of alkyl of 1 to 6 carbon atoms and phenyl, R1 is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, n is a whole number from 2 to 5 and X and X1 are individually selected from the group consisting of hydrogen, halogen, trifluoromethyl and alkyl, alkoxy and alkylthio of 1 to 4 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having α-adrenolytic activity and their preparation.

Novel steroids and their use

Abstract: Novel (17α)-steroids derivatives optical active isomers or mixtures thereof of the formula ##SPC1## Wherein R is selected from the group consisting of hydrogen and methyl, R1 is alkyl of 1 to 4 carbon atoms, Z is selected from the group consisting of hydrogen and ##EQU1## of α-configuration; R2 is alkyl of 1 to 4 carbon atoms, the dotted lines in the A and B rings represent optional 1 or 2 double bonds in the 1(2) position when R is methyl and in the 6(7) position when Z is hydrogen and X and Y together form the group ##EQU2## and when X is OH, Y is ##EQU3## and M is selected from the group consisting of hydrogen, --NH4 and alkali metals which have antialdosteronic activity and their preparation.

Novel benzophenone derivatives

Abstract: Novel benzophenone derivatives of the formula ##STR1## wherein X and X 1 are individually selected from the group consisting of hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 5 carbon atoms, alkylthio of 1 to 5 carbon atoms, CF 3 O--, CF 3 S-- and CF 3 --, R is selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms and R 1 is an aliphatic hydrocarbon of the formula --(CH 2 ) a --CH = CH--(CH 2 ) b --H or --(CH 2 ) a --CH 2 --CH 2 --(CH 2 ) b --H where a and b are whole numbers between 0 and 16 and whose sum is not greater than 16 which have a very clear analgesic activity.

Novel haptenes and antigens

Abstract: Novel haptenes of the formula ##SPC1## Wherein X is ##EQU1## when Y is ##EQU2## in the α- or β-position and R' is selected from the group of p-phenylene and --(CH 2 ) a --and a is a whole number from 1 to 18 with the proviso that a is other than 2 when Y is in the α-position and when Y is hydrogen, X is selected from the group consisting of ##EQU3## and =N--O--(CH 2 ) c --COOH, b is a whole number from 1 to 18 and c is a whole number from 1 to 12 useful for the preparation of antigens formed therefrom.

Oxazolidine, 2-4 diones useful as antiandrogenics

Abstract: Antiandrogenic compositions wherein the active principle is 3-(3',4'-dichlorophenyl)-5,5-dimethyl-oxazolidine-2,4-dione of the formula ##STR1## are useful for inducing antiandrogenic activity in warm-blooded animals.

Certain isothiazolol esters of phosphorus acids

Abstract: Novel 3-phosphoryloxy-isothiazoles of the formula ##SPC1## Wherein R is selected from the group consisting of alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms and ##EQU1## R' and R" being individually SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND ALKYL OF 1 TO 3 CARBON ATOMS, R1 is alkyl of 1 to 3 carbon atoms, R2 is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, aryl of 6 to 10 carbon atoms, aralkyl of 7 to 12 carbon atoms, cyano, carbalkoxy of 2 to 4 carbon atoms and NHR'", and R'" is selected from the group consisting of hydrogen and aryl of 6 to 10 carbon atoms, R3 is selected from the group consisting of cyano, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, carbamoyl, carbalkoxy of 2 to 4 carbon atoms and ##EQU2## A and B are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms and X is selected from the group consisting of oxygen and sulfur which have excellent insecticidal properties.

Novel immonium salts

Abstract: Novel intermediates useful for organic synthesis which are immonium salts of the formula WHEREIN R and R1 are individually selected from the group consisting of lower alkyl, phenyl optionally substituted with halogen and benzyl and taken together are selected from the group consisting of lower alkylene, -CH2-CH2-O-CH2-CH2- and WHERE R4 is alkyl of 1 to 5 carbon atoms, R2 and R3 are individually selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms and phenyl and taken together are selected from the group consisting of alkylene of 3 to 5 carbon atoms and benzoalkylene of 7 to 10 carbon atoms, X is halogen and Y is selected from the group consisting of dilower alkylamino wherein the alkyl have 1 to 5 carbon atoms, morpholino, piperidino and 1-pyrrolidinyl.

Derivatives of 9h-pyrido(3,4-b) indole and process of preparation

Abstract: The preparation of derivatives of 1,2,3,4-tetrahydro-9H-pyrido [3,4-b] indole is described. In particular the preparation of acrylic esters of beta -(3'-hydroxypropyl)-1,2,3,4-tetrahydro-9H-pyrido [3,4-b] indole is shown to proceed from the oxidation of a 2-alkyloxy-3-hydroxytetrahydropyran to its 2-alkyloxy-3-oxotetrahydropyran derivative. The Wittig condensation is used to effect the reaction of this ketone with a phosphonoacetic ester giving rise to the carbalkoxy methylenic-substitution product, 2-alkyloxy-3-(1'-alkoxycarbonyl)methylidenetetrahydropyran. After acid hydrolysis of the 2-alkyloxy group, condensation is carried out with tryptamine resulting in the desired indole derivatives. Such compounds can be used in the facile preparation of alkaloids of the eburnamonie family.

3-Methoxy crotonanilides as herbicides

Abstract: Novel crotonanilides of the formula ##STR1## wherein R' is selected from the group consisting of ##STR2## R and R 1 are alkyl of 1 to 6 carbon atoms and R 2 is selected from the group consisting of hydrogen, methyl and methoxy having pre- and post-emergence herbicidal activity.

Xanthone-2-carboxylic acid compounds

Abstract: Novel xanthone-2-carboxylic acid compounds of the formula ##STR1## wherein A is selected from the group consisting of --COOR', a 1H-tetrazol-5-yl and a 1H-tetrazolylcarbamoyl, R' is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms and cation of a non-toxic, pharmaceutically acceptable organic or inorganic base, R is selected from the group consisting of hydrogen, alkyl of 1 to 9 carbon atoms, alkoxy of 1 to 9 carbon atoms and alkoxy alkoxy of 2 to 9 carbon atoms and X is selected from the group consisting of ##STR2## AND ##STR3## WHEREIN R1 is alkyl of 1 to 5 carbon atoms, R2 is selected from the group consisting of hydrogen, acyl of an aliphatic acid of 1 to 5 carbon atoms, aroyl of 7 to 8 carbon atoms, araliphatic acyl with 1 to 5 carbon atoms in the aliphatic portion and 6 or 7 carbon atoms in the aryl portion, aralkyl of 7 to 8 carbon atoms, arylsulfonyl, a carbamoyl, a carboxyalkyl of 1 to 5 carbon atoms, --CO--(CH2)n -- Het where n is 1, 2 or 3 and Het is a N-attached nitrogen heterocyclic which may contain an additional heteroatom and ##STR4## AND Alk is alkyl of 1 to 5 carbon atoms and R3 is arylsulfonyl which possess anti-allergic properties and their preparation.