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: 4395408
    Abstract: 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: Grant
    Filed: August 14, 1981
    Date of Patent: July 26, 1983
    Assignee: Roussel Uclaf
    Inventors: Vesperto Torelli, Roger Deraedt, Lucien Nedelec
  • Patent number: 4386085
    Abstract: 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: Grant
    Filed: January 8, 1982
    Date of Patent: May 31, 1983
    Assignee: Roussell Uclaf
    Inventors: Jean G. Teutsch, Germain Costerousse, Daniel Philibert, Roger Deraedt
  • Patent number: 4353899
    Abstract: 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: Grant
    Filed: September 8, 1981
    Date of Patent: October 12, 1982
    Assignee: Roussel Uclaf
    Inventors: Jean G. Teutsch, Roger Deraedt
  • Patent number: 4337353
    Abstract: 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: Grant
    Filed: February 6, 1978
    Date of Patent: June 29, 1982
    Assignee: Roussel UCLAF
    Inventors: Andre Allais, Francois Clemence, Jean Meier, Roger Deraedt
  • Patent number: 4303654
    Abstract: 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: Grant
    Filed: October 9, 1980
    Date of Patent: December 1, 1981
    Assignee: Roussel Uclaf
    Inventors: Roger Deraedt, Jean G. Teutsch, Germain Costerousse
  • Patent number: 4299831
    Abstract: 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: Grant
    Filed: November 27, 1979
    Date of Patent: November 10, 1981
    Assignee: Roussel Uclaf
    Inventors: Francois Clemence, Roger Deraedt, Andre Allais, Odile Le Martret
  • Patent number: 4233305
    Abstract: 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: Grant
    Filed: December 6, 1978
    Date of Patent: November 11, 1980
    Assignee: Roussel Uclaf
    Inventors: Andre Allais, Jean Meier, Roger Deraedt
  • Patent number: 4233297
    Abstract: 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: Grant
    Filed: June 27, 1979
    Date of Patent: November 11, 1980
    Assignee: Roussel Uclaf
    Inventors: Jean G. Teutsch, Roger Deraedt
  • Patent number: 4233312
    Abstract: 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: Grant
    Filed: May 9, 1978
    Date of Patent: November 11, 1980
    Assignee: Roussel Uclaf
    Inventors: Andre Allais, Jean Meier, Roger Deraedt
  • Patent number: 4232015
    Abstract: 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: Grant
    Filed: August 6, 1979
    Date of Patent: November 4, 1980
    Assignee: Roussel Uclaf
    Inventors: Jean G. Teutsch, Roger Deraedt
  • Patent number: 4203981
    Abstract: 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: Grant
    Filed: January 3, 1979
    Date of Patent: May 20, 1980
    Assignee: Roussel Uclaf
    Inventors: Andre Pierdet, Vesperto Torelli, Roger Deraedt
  • Patent number: 4189477
    Abstract: 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: Grant
    Filed: May 8, 1978
    Date of Patent: February 19, 1980
    Assignee: Roussel Uclaf
    Inventors: Lucien Nedelec, Andre Pierdet, Roger Deraedt
  • Patent number: 4168306
    Abstract: 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: Grant
    Filed: February 17, 1978
    Date of Patent: September 18, 1979
    Assignee: Roussel Uclaf
    Inventors: Jean G. Teutsch, Roger Deraedt
  • Patent number: 4147790
    Abstract: 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: Grant
    Filed: January 13, 1978
    Date of Patent: April 3, 1979
    Assignee: Roussel Uclaf
    Inventors: Andre Allais, Francois Clemence, Roger Deraedt
  • Patent number: 4107310
    Abstract: 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: Grant
    Filed: February 7, 1977
    Date of Patent: August 15, 1978
    Assignee: Roussel Uclaf
    Inventors: Andre Allais, Francois Clemence, Roger Deraedt, Odile Le Martret
  • Patent number: 4105777
    Abstract: 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: Grant
    Filed: January 12, 1977
    Date of Patent: August 8, 1978
    Assignee: Roussel Uclaf
    Inventors: Andre Allais, Jean Meier, Roger Deraedt
  • Patent number: 4096260
    Abstract: 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: Grant
    Filed: January 17, 1977
    Date of Patent: June 20, 1978
    Assignee: Roussel Uclaf
    Inventors: Andre Allais, Jean Meier, Roger Deraedt
  • Patent number: 4093724
    Abstract: 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: Grant
    Filed: February 22, 1977
    Date of Patent: June 6, 1978
    Assignee: Roussel Uclaf
    Inventors: Andre Allais, Jean Meier, Roger Deraedt
  • Patent number: 4027040
    Abstract: 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: Grant
    Filed: November 7, 1975
    Date of Patent: May 31, 1977
    Assignee: Roussel-UCLAF
    Inventors: Roger Deraedt, Christian Marchandeau, Jean Meier
  • Patent number: 3992540
    Abstract: 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: Grant
    Filed: July 28, 1975
    Date of Patent: November 16, 1976
    Assignee: Roussel-UCLAF
    Inventors: Francois Clemence, Roger Deraedt, Andre Allais, Odile Le Martret