Patents by Inventor Roger Deraedt
Roger Deraedt has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
-
Patent number: 4395408Abstract: Novel 3-amino-steroids of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen and methyl, W is selected from the group consisting of hydrogen and --OH and taken together with x forms ethylidene, X is selected from the group consisting of ethyl, ##STR2## and taken together with W forms ethylidene and the wavy lines signify that the substituents are in the .alpha. or .beta.-position with the proviso that when R.sub.1 is methyl and X is ethyl, ##STR3## W is --OH and their non-toxic, pharmaceutically acceptable acid addition salts and their preparation and intermediates therefore capable of stimulating immunitary activity.Type: GrantFiled: August 14, 1981Date of Patent: July 26, 1983Assignee: Roussel UclafInventors: Vesperto Torelli, Roger Deraedt, Lucien Nedelec
-
Patent number: 4386085Abstract: Novel 19-nor steroids and 19-nor-D-homo-steroids of the formula ##STR1## wherein R.sub.1 is an organic radical of 1 to 18 carbon atoms containing at least one atom selected from the group consisting of nitrogen, phosphorous and silicon with the atom immediately adjacent to the 11-carbon atom being carbon, R.sub.2 is a hydrocarbon of 1 to 8 carbon atoms, X is selected from the group consisting of a pentagonal ring and a hexagonal ring optionally substituted and optionally containing a double bond, B and C together form a double bond or an epoxy group, the C.dbd.A group at position 3 is selected from the group consisting of C.dbd.O, ketal, ##STR2## --C.dbd.NOH, --C.dbd.NOAlK.sub.3 and .dbd.CH.sub.2, AlK.sub.1, AlK.sub.2 and AlK.sub.3 are selected from the group consisting of alkyl of 1 to 8 carbon atoms and aralkyl of 7 to 15 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having anti-glucocorticoid activity and a process for their preparation.Type: GrantFiled: January 8, 1982Date of Patent: May 31, 1983Assignee: Roussell UclafInventors: Jean G. Teutsch, Germain Costerousse, Daniel Philibert, Roger Deraedt
-
Patent number: 4353899Abstract: The novel product, 9.alpha.,11.beta.-dichloro-16.alpha.-methyl-21-oxycarbonyldicyclohexylmeth oxy-.DELTA..sup.1,4 -pregnadiene-3,20-dione, having surprenant "in loco" anti-inflammatory activity without any systemic anti-inflammatory activity and its preparation.Type: GrantFiled: September 8, 1981Date of Patent: October 12, 1982Assignee: Roussel UclafInventors: Jean G. Teutsch, Roger Deraedt
-
Patent number: 4337353Abstract: Novel carboxylic acids of the formula ##STR1## wherein Z is an aliphatic hydrocarbon chain selected from the group consisting of --(CH.sub.2).sub.n -- and --CH.dbd.CH--(CH.sub.2).sub.n-2 -- where the double bond may be at any point in the chain, n is an integer from 5 to 10 and X, X.sub.1, X.sub.2 and X.sub.3 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.sub.3 --, CF.sub.3 O-- and CF.sub.3 S-- and their non-toxic, pharmaceutically acceptable organic and inorganic salts and esters having analgesic and anti-inflammatory activity and their preparation.Type: GrantFiled: February 6, 1978Date of Patent: June 29, 1982Assignee: Roussel UCLAFInventors: Andre Allais, Francois Clemence, Jean Meier, Roger Deraedt
-
Patent number: 4303654Abstract: Novel 21-chloro-20-acetylenic steroids of the formula ##STR1## wherein R.sub.1 is alkyl of 1 to 3 carbon atoms, R is selected from the group consisting of hydrogen and acyl of an organic carboxylic acid of 1 to 18 carbon atoms, X is selected from the group consisting of hydrogen, chlorine, bromine and fluorine, Y is selected from the group consisting of hydrogen, fluorine and methyl and the dotted lines in the A and B rings are one or two optional double bonds in the 1(2) and 6(7) positions with the proviso that Y is not hydrogen when R.sub.1 is methyl, X is hydrogen, the A ring is saturated in the 1(2) position and the B ring is saturated having a remarkable anti-inflammatory activity and their preparation.Type: GrantFiled: October 9, 1980Date of Patent: December 1, 1981Assignee: Roussel UclafInventors: Roger Deraedt, Jean G. Teutsch, Germain Costerousse
-
Patent number: 4299831Abstract: Novel 3-quinoline carboxamides of the formula ##STR1## wherein X' is in the 5,6,7 or 8-position and is selected from the group consisting of hydrogen, halogen, straight or branched alkyl and alkoxy of 1 to 5 carbon atoms, --CF.sub.3, --SCF.sub.3 and --OCF.sub.3, R.sub.1 is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.2 ' is selected from the group consisting of thiazolyl, 4,5-dihydrothiazolyl, pyridinyl, oxazolyl, isoxazolyl, imidazolyl, pyrimidyl and tetrazolyl, all optionally substituted with alkyl of 1 to 4 carbon atoms and phenyl optionally substituted with at least one member of the group consisting of alkyl and alkoxy of 1 to 4 carbon atoms, --CF.sub.3, --NO.sub.2 and halogen and their non-toxic, pharmaceutically acceptable acid addition salts having analgesic and anti-inflammatory activity and novel intermediates and process for their preparation.Type: GrantFiled: November 27, 1979Date of Patent: November 10, 1981Assignee: Roussel UclafInventors: Francois Clemence, Roger Deraedt, Andre Allais, Odile Le Martret
-
Patent number: 4233305Abstract: Derivatives of 2-(4-quinolinylamino)-5-fluorobenzoic acid compounds of the formula ##STR1## wherein X is selected from the group consisting of chlorine and --CF.sub.3 in the 7- or 8-position and R is selected from the group consisting of hydrogen, an esterifying group, alkali metals, alkaline earth metals, ammonium and non-toxic, pharmaceutically acceptable organic amines and their non-toxic, pharmaceutically acceptable acid addition salts having remarkable analgesic properties and their preparation.Type: GrantFiled: December 6, 1978Date of Patent: November 11, 1980Assignee: Roussel UclafInventors: Andre Allais, Jean Meier, Roger Deraedt
-
Patent number: 4233297Abstract: Novel .DELTA..sup.4 -androstenes of the formula ##STR1## wherein R.sub.1 is alkyl of 1 to 3 carbon atoms, Y is selected from the group consisting of hydrogen, fluorine and methyl, R.sub.2 is selected from the group consisting of saturated and unsaturated alkyl of 1 to 12 carbon atoms, --CF.sub.3, aryl of 6 to 12 carbon atoms and aralkyl of 7 to 12 carbon atoms and the dotted lines in the A and B rings indicate the optional presence of one or two double bonds in the 1(2) and 6(7)-positions with the proviso that when R.sub.1 is methyl, R.sub.2 is saturated or unsaturated alkyl and the B ring is saturated, Y is methyl having anti-inflammatory activity and novel intermediates.Type: GrantFiled: June 27, 1979Date of Patent: November 11, 1980Assignee: Roussel UclafInventors: Jean G. Teutsch, Roger Deraedt
-
Patent number: 4233312Abstract: Novel indoles of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen, halogen, --CF.sub.3, alkyl of 1 to 8 carbon atoms and alkoxy of 1 to 8 carbon atoms, R.sub.2 is in the 2, 3 or 4 position and is selected from the group consisting of halogen, --CF.sub.3 and alkyl, alkoxy and alkylthio of 1 to 8 carbon atoms, A is selected from the group consisting of branched alkylene of 3 to 5 carbon atoms and --(CH.sub.2).sub.n -- and n is a number of 2 to 5 and R.sub.3 and R.sub.4 are alkyl of 1 to 8 carbon atoms or taken together with the nitrogen atom form a heterocyclic ring selected from the group consisting of piperidinyl, pyrrolidinyl, morpholinyl, piperazinyl and N-alkyl piperazinyl with 1 to 4 alkyl carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having analgesic activity and their preparation.Type: GrantFiled: May 9, 1978Date of Patent: November 11, 1980Assignee: Roussel UclafInventors: Andre Allais, Jean Meier, Roger Deraedt
-
Patent number: 4232015Abstract: Novel .DELTA..sup.4 -androstenes of the formula ##STR1## wherein R.sub.1 is alkyl of 1 to 3 carbon atoms, R' is an acyl of an organic carboxylic acid or carbonic acid of 1 to 18 carbon atoms, R.sub.2 is selected from the group consisting of alkyl of 1 to 12 carbon atoms, alkenyl of 2 to 12 carbon atoms, --CF.sub.3, aryl of 6 to 12 carbon atoms and aralkyl of 7 to 12 carbon atoms, Y is selected from the group consisting of hydrogen, fluorine and methyl, X is selected from the group consisting of hydrogen, chlorine, bromine and fluorine and the dotted lines in the A and B rings indicate one or 2 double bonds in 1(2) and 6(7) positions with the proviso when R.sub.1 is methyl and the B ring is saturated, X is hydrogen when Y is hydrogen and X is not hydrogen when Y is fluorine having a remarkable anti-inflammatory activity and their preparation.Type: GrantFiled: August 6, 1979Date of Patent: November 4, 1980Assignee: Roussel UclafInventors: Jean G. Teutsch, Roger Deraedt
-
Patent number: 4203981Abstract: Novel steroids of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen and acyl of an organic carboxylic acid of 1 to 18 carbon atoms, R.sub.2 is selected from the group consisting of optionally substituted aryl of 6 to 12 carbon atoms and optionally substituted heterocyclic selected from the group consisting of furyl, thienyl, pyridyl and pyrimidyl, the optional substituents being selected from the group consisting of hydroxy, alkyl and alkoxy of 1 to 4 carbon atoms, halogens and --CF.sub.3, the dotted line in the A ring indicates an optional .DELTA..sup.1(2) - double bond and A may be oxo and B is hydrogen or A is .DELTA.--OH and B is hydrogen or halogen or A and B form a .DELTA..sup.9(10) - double bond having very good anti-inflammatory activity and their preparation and novel intermediates.Type: GrantFiled: January 3, 1979Date of Patent: May 20, 1980Assignee: Roussel UclafInventors: Andre Pierdet, Vesperto Torelli, Roger Deraedt
-
Patent number: 4189477Abstract: Novel .DELTA..sup.4 -pregnenes of the formula ##STR1## wherein X.sub.1 is selected from the group consisting of .dbd.O and ##STR2## Y is selected from the group consisting of hydrogen and halogen, R.sub.1 is selected from the group consisting of hydrogen and acyl of an organic carboxylic acid of 1 to 18 carbon atoms, X.sub.2 is selected from the group consisting of hydrogen and --OH, R in the 16.alpha.- or .beta.-position is selected from the group consisting of hydrogen, --OH and methyl, Z is selected from the group consisting of (1) --OH, (2) alkoxy of 1 to 12 carbon atoms, (3) cycloalkoxy of 3 to 12 carbon atoms, (4) acyloxy of an organic carboxylic acid of 1 to 18 carbon atoms, (5) ##STR3## wherein W is a hydrocarbon of 1 to 12 carbon atoms, (6) ##STR4## wherein R.sub.2 is hydrogen or alkyl of 1 to 12 carbon atoms, (7) ##STR5## wherein R.sub.Type: GrantFiled: May 8, 1978Date of Patent: February 19, 1980Assignee: Roussel UclafInventors: Lucien Nedelec, Andre Pierdet, Roger Deraedt
-
Patent number: 4168306Abstract: 17.alpha.-Acetylenic-.DELTA..sup.4 -androstenes of the formula ##STR1## wherein R is saturated or unsaturated alkyl of 1 to 12 carbon atoms and the dotted line indicates the optional presence of a double bond in the 1(2) position of the A ring with the proviso that R is not methyl when the A ring has only one double bond having a remarkable local anti-inflammatory activity and a process for their preparation.Type: GrantFiled: February 17, 1978Date of Patent: September 18, 1979Assignee: Roussel UclafInventors: Jean G. Teutsch, Roger Deraedt
-
Patent number: 4147790Abstract: Benzophenones of the formula ##STR1## wherein X.sub.1 is selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms, X.sub.2 is selected from the group consisting of hydrogen, halogen and alkoxy of 1 to 5 carbon atoms, m is a whole number from 1 to 10, n is a whole number from 2 to 5 and Y is in the 2,3 or 4-position and is selected from the group consisting of hydrogen, halogen, CF.sub.3 --, CF.sub.3 O--, CF.sub.3 S--, alkyl of 1 to 8 carbon atoms and alkoxy of 1 to 8 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having analgesic activity and their preparation.Type: GrantFiled: January 13, 1978Date of Patent: April 3, 1979Assignee: Roussel UclafInventors: Andre Allais, Francois Clemence, Roger Deraedt
-
Patent number: 4107310Abstract: Novel quinoline-3-carboxamides of the formula ##STR1## wherein R.sub.1 is in the 5,6,7 or 8-position and is selected from the group consisting of hydrogen, halogen, --CF.sub.3, --OCF.sub.3, --SCF.sub.3, straight chain alkyl of 1 to 4 carbon atoms, branched alkyl of 3 to 5 carbon atoms and alkoxy of 1 to 4 carbon atoms, R.sub.2 is selected from the group consisting of hydrogen and methyl, R.sub.3 is selected from the group consisting of thiazolyl, 4,5-dihydrothiazolyl, pyridinyl, oxazolyl and imidazolyl and R.sub.4 is selected from the group consisting of hydrogen, hydroxyl, alkyl of 1 to 4 carbon atoms, phenyl and benzyl with the proviso that when R.sub.1 is in the 7 or 8-position and is halogen, --CH.sub.3, --OCF.sub.3 or --SCF.sub.3 and R.sub.4 is hydrogen, R.sub.3 is not thiazolyl, pyridinyl or oxazolyl and the non-toxic, pharmaceutically acceptable acid addition salts when R.sub.3 is imidazolyl or 4,5-dihydrothiazolyl having analgesic activity and their preparation and novel intermediates therefore.Type: GrantFiled: February 7, 1977Date of Patent: August 15, 1978Assignee: Roussel UclafInventors: Andre Allais, Francois Clemence, Roger Deraedt, Odile Le Martret
-
Patent number: 4105777Abstract: Indoles of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen, halogen, --CF.sub.3, alkyl of 1 to 8 carbon atoms and alkoxy of 1 to 8 carbon atoms, R.sub.2 is in the 2,3 or 4 position and is selected from the group consisting of halogen, --CF.sub.3 and alkyl, alkoxy and alkylthio of 1 to 8 carbon atoms, A is selected from the group consisting of branched alkylene of 3 to 5 carbon atoms and --(CH.sub.2).sub.n -- and n is a number of 2 to 5 and R.sub.3 and R.sub.4 are alkyl of 1 to 8 carbon atoms or taken together with the nitrogen atom form a heterocyclic ring selected from the group consisting of piperidinyl, pyrrolidinyl, morpholinyl, piperazinyl and N-alkyl piperazinyl with 1 to 4 alkyl carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having analgesic activity and their preparation.Type: GrantFiled: January 12, 1977Date of Patent: August 8, 1978Assignee: Roussel UclafInventors: Andre Allais, Jean Meier, Roger Deraedt
-
Patent number: 4096260Abstract: Novel indoles of the formula ##STR1## wherein R is in the 2-, 3- or 4-position and is selected from the group consisting of hydrogen, halogen, --CF.sub.3, --SCF.sub.3, --OCF.sub.3 and alkyl and alkoxy of 1 to 8 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having analgesic activity.Type: GrantFiled: January 17, 1977Date of Patent: June 20, 1978Assignee: Roussel UclafInventors: Andre Allais, Jean Meier, Roger Deraedt
-
Patent number: 4093724Abstract: Novel 3-(4-quinolylamino)-2-thiophene-carboxylates of the formula ##STR1## wherein X is in the 6, 7 or 8-position and is selected from the group consisting of hydrogen, halogen, --CF.sub.3 and alkyl and alkoxy of 1 to 8 carbon atoms, n is 2, 3, 4 or 5, Y is in the 2, 3 or 4-position and is selected from the group consisting of hydrogen, halogen, --CF.sub.3 and alkyl and alkoxy of 1 to 8 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having analgesic activity and process and intermediates for their preparation.Type: GrantFiled: February 22, 1977Date of Patent: June 6, 1978Assignee: Roussel UclafInventors: Andre Allais, Jean Meier, Roger Deraedt
-
Patent number: 4027040Abstract: Novel benzophenone derivatives of the formula ##STR1## wherein X and X.sub.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.sub.3 O--, CF.sub.3 S-- and CF.sub.3 --, R is selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms and R.sub.1 is an aliphatic hydrocarbon of the formula--(CH.sub.2).sub.a --CH = CH--(CH.sub.2).sub.b --H or --(CH.sub.2).sub.a --CH.sub.2 --CH.sub.2 --(CH.sub.2).sub.b --Hwhere 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.Type: GrantFiled: November 7, 1975Date of Patent: May 31, 1977Assignee: Roussel-UCLAFInventors: Roger Deraedt, Christian Marchandeau, Jean Meier
-
Patent number: 3992540Abstract: Novel 3-quinoline-carboxamides of the formula ##SPC1##Wherein R is selected from the group consisting of halogen, --CF.sub.3, --OCF.sub.3 and --SCF.sub.3 in the 7- or 8-position, R.sub.1 is selected from the group consisting of hydrogen and acyl of an aliphatic carboxylic acid of 2 to 4 carbon atoms, R.sub.3 is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms and R.sub.2 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.Type: GrantFiled: July 28, 1975Date of Patent: November 16, 1976Assignee: Roussel-UCLAFInventors: Francois Clemence, Roger Deraedt, Andre Allais, Odile Le Martret