Patents Assigned to ADIR
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Patent number: 5036076Abstract: 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: GrantFiled: April 24, 1990Date of Patent: July 30, 1991Assignee: Adir et CompagnieInventor: Bernard Teisseire
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Patent number: 5032581Abstract: 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: GrantFiled: October 11, 1989Date of Patent: July 16, 1991Assignee: Adir Et CieInventors: Gabor Lukacs, Catherine Ruggeri-Duchatelle, Aimee Dessinges, Alain Olesker, Maria Laborde, Li Ming
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Patent number: 5030646Abstract: 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: GrantFiled: December 5, 1989Date of Patent: July 9, 1991Assignee: Adir et CompagnieInventors: Charles Malen, Jean-Michel Lacoste, Michel Laubie
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Patent number: 5028607Abstract: 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: GrantFiled: January 4, 1990Date of Patent: July 2, 1991Assignee: Adir et CompagnieInventors: Gilbert Lavielle, Francis Colpaert, Michel Lauoie
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Patent number: 5026863Abstract: 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: GrantFiled: May 2, 1990Date of Patent: June 25, 1991Assignee: Adir et CompagnieInventors: Jean L. Peglion, Yves M. Gargouil, Jean P. Vilaine
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Patent number: 5026701Abstract: 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: GrantFiled: October 25, 1990Date of Patent: June 25, 1991Assignee: Adir et CompagnieInventors: Gilbert Regnier, Claude Guillonneau, Jean Lepagnol, Pierre Lestage
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Patent number: 5021425Abstract: 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: GrantFiled: August 22, 1989Date of Patent: June 4, 1991Assignee: Adir et CompagnieInventor: Bernard Teisseire
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Patent number: 4999372Abstract: 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: GrantFiled: October 11, 1989Date of Patent: March 12, 1991Assignee: ADIR et CompagnieInventors: Gilbert Regnier, Alain Dhainaut, Jean-Paul Vilaine, Nicole Villeneuve, Ghislaine Joly, Jacques Duhault
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Patent number: 4983740Abstract: 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: GrantFiled: July 27, 1989Date of Patent: January 8, 1991Assignee: Adir et CompagnieInventors: Jean L. Peglion, Yves M. Gargouil, Jean P. Vilaine
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Patent number: 4975455Abstract: 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: GrantFiled: April 11, 1989Date of Patent: December 4, 1990Assignee: Adir et CieInventors: Jean-Daniel Brion, Guillaume Le Baut, Patrick Ducrey, Sylvie Piessard-Robert, Claude Cudennec, Genevieve Seurre
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Patent number: 4975454Abstract: 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: GrantFiled: April 11, 1989Date of Patent: December 4, 1990Assignee: Adir et CompagnieInventors: Jean-Daniel Brion, Guillaume Le Baut, Patrick Ducrey, Sylvie Piessard-Robert, Claude Cudennec, Genevieve Seurre
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Patent number: 4970301Abstract: 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: GrantFiled: November 29, 1988Date of Patent: November 13, 1990Assignee: Adir et CieInventors: Yves Rolland, Jacques DuHault
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Patent number: 4968705Abstract: 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: GrantFiled: August 10, 1989Date of Patent: November 6, 1990Assignee: Adir et CieInventors: Gilbert Regnier, Alain Dhainaut, Jacques Duhault, Michel Lonchampt
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Patent number: 4965250Abstract: 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: GrantFiled: January 25, 1988Date of Patent: October 23, 1990Assignee: Adir ET CIEInventors: Michel Vincent, Georges Remond, Claude Cudennec
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Patent number: 4960778Abstract: 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: GrantFiled: October 3, 1989Date of Patent: October 2, 1990Assignee: ADIR Et CieInventors: Daniel Lesieur, Nourddine Abdellatifi, Hocine Aichaoui, Jacqueline Bonnet
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Patent number: 4959372Abstract: 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: GrantFiled: August 26, 1988Date of Patent: September 25, 1990Assignee: Adir et lieInventors: Michel Vincent, Georges Remond, Michel Laubie
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Patent number: 4954640Abstract: 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: GrantFiled: January 10, 1990Date of Patent: September 4, 1990Assignee: ADIR et CieInventors: Michel Vincent, Jean Baliarda, Bernard Marchand, Georges Remond
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Patent number: 4946833Abstract: 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: GrantFiled: November 23, 1988Date of Patent: August 7, 1990Assignee: Adir et CieInventors: Gilbert Lavielle, Patrick Hautefaye, Claude Cudennec
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Patent number: 4943577Abstract: 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: GrantFiled: July 19, 1989Date of Patent: July 24, 1990Assignee: Adir Et CieInventors: Gilbert Lavielle, Jean C. Poignant
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Patent number: 4939164Abstract: 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: GrantFiled: June 20, 1989Date of Patent: July 3, 1990Assignee: Adir et CompagnieInventors: Michel Wierzbicki, Jacqueline Bonnet, Yannis Tsouderos