Patents Assigned to ADIR
  • Patent number: 5036076
    Abstract: Use of 2-azabicyclo[2.2.2]octane-3-carboxylic acid derivatives and their salts for the production of medicinal products intended for the treatment of arteritis and more especially arteritis of the lower limbs, disorders of the cerebral circulation and more especially disorders of cerebral senescence and migraine, and disorders of vision such as retinal disorders of vascular origin, diabetic retinopathy, chorioretinal atrophy and chorioretinal degeneration.
    Type: Grant
    Filed: April 24, 1990
    Date of Patent: July 30, 1991
    Assignee: Adir et Compagnie
    Inventor: Bernard Teisseire
  • Patent number: 5032581
    Abstract: Compounds of general formula: ##STR1## where A, B, G, R.sub.2, R.sub.3, R.sub.4 and are defined in the description.Medicinal products comprising a compound of the invention and useful in the treatment of bacterial infections are also disclosed.
    Type: Grant
    Filed: October 11, 1989
    Date of Patent: July 16, 1991
    Assignee: Adir Et Cie
    Inventors: Gabor Lukacs, Catherine Ruggeri-Duchatelle, Aimee Dessinges, Alain Olesker, Maria Laborde, Li Ming
  • Patent number: 5030646
    Abstract: The invention relates to compounds of general formula: ##STR1## in which A, B, G, D which may be identical or different, each denote a hydrogen atom or a halogen atom, a lower alkoxy group or alternatively a lower alkyl group optionally substituted with one or more halogen atoms,X denotes a hydrogen atom, a linear or branched lower alkyl group or a group SO.sub.2 E in which E denotes a linear or branched lower alkyl group or an aryl group optionally substituted with a linear or branched lower alkyl group,T denotes a hydrogen atom or a lower alkyl group,R.sub.3 denotes a hydrogen atom or a linear or branched lower alkyl group or an aryl group optionally substituted with one or more linear or branched lower alkyl groups,n and m, which may be identical or different, each denote 0 or 1,R.sub.1 and R.sub.2, which may be identical or different, each denote a hydrogen atom or a linear or branched lower alkyl group,or alternatively,R.sup.1 and R.sup.
    Type: Grant
    Filed: December 5, 1989
    Date of Patent: July 9, 1991
    Assignee: Adir et Compagnie
    Inventors: Charles Malen, Jean-Michel Lacoste, Michel Laubie
  • Patent number: 5028607
    Abstract: The invention relates to compounds of formula I: ##STR1## in which m=2-4,n and p, which may be identical or different, are an integer equal to 1, 2 or 3, with the proviso that the sum of n and p is not less than 3 and not more than 5,q=0 or 1,R is a 1,2,3,4-tetrahydro-3-quinazolinyl radical, optionally substituted, a 1,3,4,6,11,11a-hexahydro-1,3-dioxo-2H-pyrazino[1,2,-b]isoquinol-2-yl radical, a 1,2-dihydro-1-oxo-2-phthalazinyl radical, optionally substituted, a 2,6-dioxo-1-piperazinyl radical of formula W: ##STR2## (R.sub.3 is a 2-pyridyl radical or an optionally substituted phenyl radical),a radical of formula Z: ##STR3## (R.sub.4 is a carbamoyl radical, a cyano radical, a hydroxycarbonyl radical or an alkoxycarbonyl radical having 1 to 6 carbon atms),or a radical of formula Y: ##STR4## (R.sub.
    Type: Grant
    Filed: January 4, 1990
    Date of Patent: July 2, 1991
    Assignee: Adir et Compagnie
    Inventors: Gilbert Lavielle, Francis Colpaert, Michel Lauoie
  • Patent number: 5026863
    Abstract: The invention relates to new compounds of formula I: ##STR1## in which Ar represents a phenyl radical having one to five identical or different substituents selected from chloro or fluoro,Y, Z, Y.sub.1 and Z.sub.1, which may be identical or different, each represents a hydrogen atom, a straight-chain or branched lower alkyl radical containing 1 to 4 carbon atoms, a cyclopropyl radical, a dicyclopropylmethyl radical, a 2,2-dicyclopropylethyl radical, a 2,2-dicyclopropylethenyl radical, a 3,3-dicyclopropylpropyl radical, a 3,3-dicyclopropyl-1-propenyl radical, a straight-chain or branched alkenyl radical containing 2 to 5 carbon atoms or a phenyl radical substituted with a nitro radical,W represents a straight-chain or branched lower alkyl radical containing 1 to 4 carbon atoms,V represents an oxygen atom,U represents a methyleneoxy radical or an ethyleneoxy radical,m and n, which may be identical or different, each represents an integer which may take a value from 2 to 4, inclusive, R.sub.1 and R.sub.
    Type: Grant
    Filed: May 2, 1990
    Date of Patent: June 25, 1991
    Assignee: Adir et Compagnie
    Inventors: Jean L. Peglion, Yves M. Gargouil, Jean P. Vilaine
  • Patent number: 5026701
    Abstract: New morpholine compounds of the formula: ##STR1## in which: X, bonded to the aromatic nucleus, represents halogen or trifluoromethyl and R' represents hydrogen, (C.sub.1 -C.sub.5)alkyl optionally including a double bond, or aralkyl; in racemic and enantiomeric forms, and physiologically tolerable acid addition salts theroef.These compounds and their physiologically tolerable salts can be used therapeutically especially in the treatment of ischaemic syndromes and cerebral ageing.
    Type: Grant
    Filed: October 25, 1990
    Date of Patent: June 25, 1991
    Assignee: Adir et Compagnie
    Inventors: Gilbert Regnier, Claude Guillonneau, Jean Lepagnol, Pierre Lestage
  • Patent number: 5021425
    Abstract: Use of 2-azabicyclo[2.2.2.]octane-3-carboxylic acid derivatives and their salts for the treatment of arteritis and more especially arteritis of the lower limbs, disorders of the cerebral circulation and more especially disorders of cerebral senescence and migraine, and disorders of vision such as retinal disorders of vascular origin, diabetic retinopathy, chorioretinal atrophy and chorioretinal degeneration.
    Type: Grant
    Filed: August 22, 1989
    Date of Patent: June 4, 1991
    Assignee: Adir et Compagnie
    Inventor: Bernard Teisseire
  • Patent number: 4999372
    Abstract: New aminochromanol compounds of the formula: ##STR1## in which X is cyano, nitro, trifluoromethyl, alkoxycarbonyl, carbamido, dialkylcarbamido, aminosulfonyl, dialkylaminosulfonyl, alkylsulfonyl, alkylsulfonylamino or acyl;CH.sub.2 -R is attached (in the 5 position of the pyrrolidinone nucleus) to an R- or S-configured carbon atom, and R is:either OR' or SR' in which R' is hydrogen, (C.sub.1 -C.sub.10)-alkyl, (C.sub.1 -C.sub.5 -alkyl)-carbonyl or ##STR2## and physiologically tolerable acid addition salts thereof, in the case where R contains a basic function.These compounds and their physiologically tolerable salts can be used in therapeutics for the activation of potassium channels, especially in the treatment of disorders associated with abnormal smooth muscle contraction and in the cardiovascular, bronchopulmonary, digestive, urinary and uterine fields.
    Type: Grant
    Filed: October 11, 1989
    Date of Patent: March 12, 1991
    Assignee: ADIR et Compagnie
    Inventors: Gilbert Regnier, Alain Dhainaut, Jean-Paul Vilaine, Nicole Villeneuve, Ghislaine Joly, Jacques Duhault
  • Patent number: 4983740
    Abstract: The invention relates to a process for producing new compounds of formula I: ##STR1## and isomers thereof, as well as acid addition salts thereof, in which the symbols have the meanings set forth in the specification.
    Type: Grant
    Filed: July 27, 1989
    Date of Patent: January 8, 1991
    Assignee: Adir et Compagnie
    Inventors: Jean L. Peglion, Yves M. Gargouil, Jean P. Vilaine
  • Patent number: 4975455
    Abstract: Compounds of general formula (I): ##STR1## in which: R denotes a hydrogen atom, a halogen atom or a hydroxy, lower alkyl, lower alkyloxy, carboxyl, (lower alkyloxy)carbonyl, (lower arylalkyloxy)carbonyl, aminocarbonyl, (lower mono- or dialkyl)aminocarbonyl or (lower arylalkyl)aminocarbonyl group, an aminocarbonyl group N-substituted with a heterocyclic radical, or a thio, (lower alkyl)thio, sulfonyl or (lower alkyl)sulfonyl group,R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be identical or different, denote a hydrogen atom, a halogen atom or a lower alkyl, lower alkenyl, lower alkyloxy or lower alkenyloxy group, optionally substituted with one or more halogen atoms,their isomers, enantiomers, diastereoisomers and also, when R denotes a carboxyl, their addition salts with a pharmaceutically acceptable base and, when R contains a basic group, their addition salts with a pharmaceutically acceptable acid.
    Type: Grant
    Filed: April 11, 1989
    Date of Patent: December 4, 1990
    Assignee: Adir et Cie
    Inventors: Jean-Daniel Brion, Guillaume Le Baut, Patrick Ducrey, Sylvie Piessard-Robert, Claude Cudennec, Genevieve Seurre
  • Patent number: 4975454
    Abstract: Compounds of general formula (I): ##STR1## in which: R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be identical or different, denote a hydrogen atom, a halogen atom or a lower alkyl, lower alkenyl, lower alkyloxy or lower alkenyloxy group, optionally substituted with one or more halogen atoms,R.sub.5 denotes a carboxyl, (lower alkyloxy)carbonyl, (lower alkenyloxy)carbonyl or (lower alkynyloxy)-carbonyl,their isomers, stereoisomers and diastereoisomers, and also their addition salts with a pharmaceutically acceptable base.Medicinal products.
    Type: Grant
    Filed: April 11, 1989
    Date of Patent: December 4, 1990
    Assignee: Adir et Compagnie
    Inventors: Jean-Daniel Brion, Guillaume Le Baut, Patrick Ducrey, Sylvie Piessard-Robert, Claude Cudennec, Genevieve Seurre
  • Patent number: 4970301
    Abstract: Compound of general formula I: ##STR1## in which: A is a single or double bond,R.sub.1 and R.sub.3, which may be identical or different, are each a hydrogen atom, an alkoxycarbonylmethylene radical of formula --CH.sub.2 CO.sub.2 R.sub.4 (in which R.sub.4 denotes an alkyl radical having 1 to 5 carbon atoms) or a radical of formula W: ##STR2## (in which n is equal to 0 or 1 and R.sub.5, R.sub.6 and R.sub.7, which may be identical or different, are each a hydrogen or halogen atom, a hydroxyl radical, a trifluoromethyl radical, a lower alkyl radical containing 1 to 5 carbon atoms or an alkoxy radical containing 1 to 5 carbon atoms),R.sub.2 is a hydrogen atom, an alkoxycarbonylmethylene radical of formula --CH.sub.2 CO.sub.2 R.sub.4, a radical of formula W, or a .beta.-glucose or rutinose molecule linked to the oxygen to which it is attached with a glycoside bond,on condition, however, that at least either R.sub.1 or R.sub.2 or R.sub.
    Type: Grant
    Filed: November 29, 1988
    Date of Patent: November 13, 1990
    Assignee: Adir et Cie
    Inventors: Yves Rolland, Jacques DuHault
  • Patent number: 4968705
    Abstract: New benzopyrrolidinone compounds, which can be used as medicaments and correspond to the formula ##STR1## in which: either: R.sub.1 and R.sub.2 together represent, with the bond of the etherocycle to which they are attached, an optionally substituted benzene nucleus and, simultaneously, R.sub.3 and R.sub.4 are hydrogen, (C.sub.1 -C.sub.4)alkyl or (C.sub.5 -C.sub.6)cycloalkyl;or:R.sub.1 is hydrogen, R.sub.4 is a single bond and R.sub.2 and R.sub.3 together represent, with the bond of the heterocycle to which they are bonded, an optionally substituted benzene nucleus; andA is a straight or branched hydrocarbon chain having from 2 to 6 carbon atoms that is optionally substituted by hydroxy;X is a single bond, oxygen or sulphur; andY is hydrogen, halogen or (C.sub.1 -C.sub.5)alkyl or alkoxy.These new compounds and the physiologically tolerable salts thereof can be used therapeutically, especially in the treatment of bronchospastic disorders and inflammations in the ENT area.
    Type: Grant
    Filed: August 10, 1989
    Date of Patent: November 6, 1990
    Assignee: Adir et Cie
    Inventors: Gilbert Regnier, Alain Dhainaut, Jacques Duhault, Michel Lonchampt
  • Patent number: 4965250
    Abstract: Tetrapeptide compounds of general formula: ##STR1## in which R denotes:a hydrogen atom,a straight- or branched-chain alkyl radical containing from 1 to 4 carbon atoms,an aryl radical such as phenyl or a heterocyclic aromatic radical such as thienyl, optionally substituted with a hydroxy, amino, mercapto, methylthio or lower alkyl group,a lower aralkyl radical such as benzyl,R' denotes a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 4 carbon atoms,X denotes an oxygen atom or an NH group,Y denotes an oxygen or sulfur atom when X denotes an NH group, or Y denotes an NH group when X denotes an oxygen atom,t denotes 0 or 1, ##STR2## denotes a nitrogen-containing polycyclic structure, their enantiomers, epimers and diastereoisomers, as well as their addition salts with a pharmaceutically acceptable acid or base.Medicinal products.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: October 23, 1990
    Assignee: Adir ET CIE
    Inventors: Michel Vincent, Georges Remond, Claude Cudennec
  • Patent number: 4960778
    Abstract: Compounds of the general formula (I): ##STR1## in which: X denotes a hydrogen atom,Y denotes a hydrogen atom or a hydroxyl group or alternatively X and Y together denote an oxygen atom,T denotes a hydrogen atom or a lower alkyl group,Z denotes a hydrogen atom or alternatively Z forms a .pi. bond with Y, in which case X denotes a hydrogen atom,R denotes a hydrogen atom or a lower alkyl group,Ar denotes an aryl or heteroaryl or (lower alkyl)aryl group, such as pyrimidinyl, optionally substituted with a halogen atom, or a lower alkyloxy or alkyl group, themselves optionally substituted with one or more halogen atoms,their enantiomers, epimers and diastereoisomers, as well as their addition salts with a pharmaceutically acceptable acid.
    Type: Grant
    Filed: October 3, 1989
    Date of Patent: October 2, 1990
    Assignee: ADIR Et Cie
    Inventors: Daniel Lesieur, Nourddine Abdellatifi, Hocine Aichaoui, Jacqueline Bonnet
  • Patent number: 4959372
    Abstract: Compounds of formula (I): ##STR1## in which E denotes a lower alkyl group, or preferably a hydrogen atom, and their addition salts with a pharmaceutically acceptable acid or base, the preparation thereof and pharmaceutical compositions containing them.
    Type: Grant
    Filed: August 26, 1988
    Date of Patent: September 25, 1990
    Assignee: Adir et lie
    Inventors: Michel Vincent, Georges Remond, Michel Laubie
  • Patent number: 4954640
    Abstract: Process for the industrial synthesis of (2S,3 7aS)-2-carboxyperhydroindole by reduction of 2-carboxindole or of one of its esters to (R,S)-2-carboxyindo or of one of its esters which, after saponification, converted into the acid, the S isomer cf (R,S)-2-carboxyindoline being obtained by precipitation from the mixture of the two (R) and (S) isomers, in the presence of (+) methylbenzylamine, (S)-2-carboxyindoline being in its turn subjected to catalytic hydrogenation to give (2S, 3aS,7aS)-2-carboxyperhydroindole, after separation of (2S,3aR,7aR) isomer by crystallization.Application to the synthesis of carboxyalkyl d peptides capable of being employed in therapeutics.
    Type: Grant
    Filed: January 10, 1990
    Date of Patent: September 4, 1990
    Assignee: ADIR et Cie
    Inventors: Michel Vincent, Jean Baliarda, Bernard Marchand, Georges Remond
  • Patent number: 4946833
    Abstract: The invention relates to N-(23-vinblastinoyl)compounds of 1-aminomethylphosphonic acid of general formula I ##STR1## in which: R.sub.1 denotes a hydrogen atom, a linear or branched alkyl radical containing from 1 to 6 carbon atoms, a linear or branched alkylene radical containing from 1 to 6 carbon atoms, an arylalkyl radical having 7 to 10 carbon atoms and capable of bearing a halogen atom as a substituent on the aromatic ring, a hydroxyl radical or an alkyl or alkoxy radical each containing from 1 to 5 carbon atoms, a 2-indolylmethyl radical, a 4-imidzolylmethyl radical or an alkoxycarbonylmethyl radical containing from 3 to 11 carbon atoms,R.sub.2 and R.sub.3, which may be identical or different, each denote a linear or branched alkyl radical containing from 1 to 4 carbon atoms,in the form of a mixture of diastereoisomers or of pure isomers, their N.sup.b' -oxides and their addition salts with a pharmaceutically acceptable inoranic or organic acid.These compounds are antitumor agents.
    Type: Grant
    Filed: November 23, 1988
    Date of Patent: August 7, 1990
    Assignee: Adir et Cie
    Inventors: Gilbert Lavielle, Patrick Hautefaye, Claude Cudennec
  • Patent number: 4943577
    Abstract: The invention relates to compounds of formula I ##STR1## in which R.sub.1 and R.sub.2 form together and with the piperazine-2,6-dione radical to which they are attached a hexahydropyrazino-.beta.-cabbolinedione radical,R.sub.3 denotes a pyrimidinyl radical or a phenyl radical optionally substituted by an alkyl radical of 1 to 4 carbon atoms or a trifluoromethyl radical,n is an integer of 2 to 4, inclusive.
    Type: Grant
    Filed: July 19, 1989
    Date of Patent: July 24, 1990
    Assignee: Adir Et Cie
    Inventors: Gilbert Lavielle, Jean C. Poignant
  • Patent number: 4939164
    Abstract: New distrontium salt of 3-(1-carboxymethyl-2-carboxy-pyrrol-4-yl)-pentanedioic acid which can be used therapeutically especially in the treatment of osseous diseases.
    Type: Grant
    Filed: June 20, 1989
    Date of Patent: July 3, 1990
    Assignee: Adir et Compagnie
    Inventors: Michel Wierzbicki, Jacqueline Bonnet, Yannis Tsouderos