Patents Assigned to ADIR
  • Patent number: 4935525
    Abstract: Process for the industrial synthesis of (2S, 3 7aS)-2-carboxyperhydroindole by reduction of 2-carbox indole 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: September 16, 1988
    Date of Patent: June 19, 1990
    Assignee: Adir et Cie
    Inventors: Michel Vincent, Jean Baliarda, Bernard Marchand, Georges Remond
  • Patent number: 4918058
    Abstract: Compounds of general formula: ##STR1## in which: A denotes either an oxygen atom, or a group of the formula N O-Y-R.sub.5,, B, X, Y, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.8, R.sub.9and R.sub.10 being defined in the description.Medicinal products containing the same, and their use in broad-spectrum antibiotic therapy for the treatment of infections.
    Type: Grant
    Filed: May 6, 1988
    Date of Patent: April 17, 1990
    Assignee: Adir Et Cie
    Inventors: Gabor Lukacs, Catherine Duchatelle-Ruggeri
  • Patent number: 4914214
    Abstract: Process for the industrial synthesis of perindopril, in which (2S,3aS,7aS)-2-carboxyperhydroindole is condensed with N-[(S)-1-carbethoxybutyl]-(S)-alanine after protection of the carboxyl group, the product resulting from the condensation being then subjected to deprotection of the carboxyl carried by the heterocyclic ring.The (2S,3aS,7aS)-2-carboxyperhydroindole and N-[(S)-1-carbethoxybutyl]-(S)-alanine are themselves obtained in excellent conditions from 2-carboxyindole and from L-alanine respectively, both available on an industrial scale.
    Type: Grant
    Filed: September 16, 1988
    Date of Patent: April 3, 1990
    Assignee: Adir Et Cie
    Inventors: Michel Vincent, Jean Baliarda, Bernard Marchand, Georges Remond
  • Patent number: 4902817
    Abstract: Stereoselective process for the industrial synthesis of compounds of formula (I): ##STR1## where R.sub.1 is linear or branched lower alkyl with 1 to 6 carbon atoms,R.sub.2 is a linear or branched lower alkyl with 1 to 4 carbon atoms,employing inexpensive starting materials and obtaining optimum yields.Application to the synthesis of carboxyalkyl dipeptides.
    Type: Grant
    Filed: September 16, 1988
    Date of Patent: February 20, 1990
    Assignee: ADIR Et Cie
    Inventors: Michel Vincent, Jean Baliarda, Bernard Marchand, Georges Remond
  • Patent number: 4886799
    Abstract: The invention relates to new acetamides derived from 2,3-dihydro-3-phenyl-2-benzofuranone, of general formula I ##STR1## in which: R.sub.1 denotes a hydrogen or halogen atom,R.sub.2 and R.sub.3, which may be identical or different, each denote a hydrogen atom or a linear or branched alkyl radical containing 1 to 4 carbon atoms, a benzyl radical optionally substituted with a halogen atom, with an alkoxy radical containing 1 to 4 carbon atoms or with an alkyl radical having 1 to 4 carbon atoms, or a 3,4-methylene-dioxybenzyl radical, or form, together with the nitrogen to which they are attached, a 4-morpholinyl radical or a 1-piperazinyl radical.
    Type: Grant
    Filed: September 14, 1988
    Date of Patent: December 12, 1989
    Assignee: Adir Et Cie
    Inventors: Gilbert Lavielle, Jean Lepagnol
  • Patent number: 4885373
    Abstract: Compounds of general formula I, ##STR1## in which: R.sub.1 denotes a hydrogen atom or, with the proviso, however, that the amino radical is at the 7-position, a linear or branched alkyl radical containing 1 to 4 carbon atoms,R.sub.2 denotes a hydrogen atom or, with the proviso, however, that the amino radical is at the 6-position, a linear or branched alkyl radical containing 1 to 4 carbon atoms,R.sub.3 and R.sub.
    Type: Grant
    Filed: January 27, 1989
    Date of Patent: December 5, 1989
    Assignee: ADIR Et Cie
    Inventors: Jean L. Peglion, Jean C. Poignant, Joel Vian
  • Patent number: 4885299
    Abstract: The invention relates to new 2-(2,3-dihydro-2-oxo-3-benzofuranyl)acetic acid compounds of general formula I: ##STR1## in which: R.sub.1 denotes a hydrogen atom, a linear or branched alkyl radical having 1 to 4 carbon atoms or a phenyl radical optionally substituted with a halogen atom or with an alkoxy radical containing 1 to 4 carbon atoms or an alkyl radical having 1 to 4 carbon atoms,R.sub.2 denotes a hydrogen or halogen atom, a hydroxyl radical, an alkyl radical having 1 to 4 carbon atoms or an alkoxy radical containing 1 to 4 carbon atoms,R denotes a hydroxyl radical, a linear or branched alkoxy radical having 1 to 4 carbon atoms, a benzyloxy radical or a radical of general formula A: ##STR2## in which: X and Y, which may be identical or different, each denote a linear or branched alkyl radical containing 1 to 5 carbon atoms, a radical of general formula A.sub.
    Type: Grant
    Filed: January 17, 1989
    Date of Patent: December 5, 1989
    Assignee: ADIR Et Cie
    Inventors: Gilbert Lavielle, Jean Lepagnol
  • Patent number: 4877788
    Abstract: The invention relates to the compounds selected from those 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 hexahydropyrazinoisoquinolinedione radical, a primidinyl 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 from 2 to 4.
    Type: Grant
    Filed: June 14, 1988
    Date of Patent: October 31, 1989
    Assignee: Adir Et Cie
    Inventors: Gilbert Lavielle, Jean Claude Poignant
  • Patent number: 4874878
    Abstract: Compounds of the general formula I ##STR1## in which R.sub.1 and R.sub.2, which may be identical or different, each denote a hydrogen atom, a benzyl radical, a cyclohexylmethyl radical or a linear or branched alkyl radical containing from 1 to 10 carbon atoms, optionally substituted with a hydroxy radical, with a carboxy radical or with an alkoxy radical having 1 to 5 carbon atoms, with an alkoxycarbonyl radical having 2 to 6 carbon atoms, with an alkylphenyl radical having 7 to 16 carbon atoms or with a 2-alkylthienyl radical having 5 to 14 carbon atoms,R.sub.3 denotes a hydrogen atom or a linear or branched alkyl radical containing from 1 to 4 carbon atoms,A denotes a single bond or a methylene radical, or a radical of formula ##STR2## in which R.sub.4 is a linear or branched alkyl radical containing from 1 to 4 carbon atoms.
    Type: Grant
    Filed: January 24, 1989
    Date of Patent: October 17, 1989
    Assignee: Adir Et Cie
    Inventors: Jean L. Peglion, Jean C. Poignant, Joel Vian
  • Patent number: 4870091
    Abstract: Compounds of general formula I: ##STR1## in which: Ar represents a phenyl radical optionally containing one to five identical or different substituents, representing a halogen atom, an alkoxy radical containing 1 to 4 carbon atoms, an alkylthio radical containing 1 to 4 carbon atoms, a trihalomethyl radical or a methylenedioxy radical,Y, Z, Y.sub.1, Z.sub.1, W, V, U, m, n, R.sub.1, R.sub.2 are as defined in the specification. The compounds are used as calcium modulators.
    Type: Grant
    Filed: August 3, 1987
    Date of Patent: September 26, 1989
    Assignee: ADIR Et Cie
    Inventors: Jean-Louis Peglion, Yves-Michel Gargouil, Jean-Paul Vilaine
  • Patent number: 4863951
    Abstract: Compounds of general formula I, ##STR1## in which: R.sub.1 denotes a hydrogen atom or, with the proviso, however, that the amino radical is at the 7-position, a linear or branched alkyl radical containing 1 to 4 carbon atoms,R.sub.2 denotes a hydrogen atom or, with the proviso, however, that the amino radical is at the 6-position, a linear or branched alkyl radical containing 1 to 4 carbon atoms,R.sub.3 and R.sub.
    Type: Grant
    Filed: March 25, 1988
    Date of Patent: September 5, 1989
    Assignee: ADIR Et Cie
    Inventors: Jean L. Peglion, Jean C. Poignant, Joel Vian
  • Patent number: 4859700
    Abstract: The invention relates to new 2-(2,3-dihydro-2-oxo-3-benzofuranyl)acetic acid compounds of general formula I: ##STR1## in which: R.sub.1 denotes a hydrogen atom, a linear or branched alkyl radical having 1 to 4 carbon atoms or a phenyl radical optionally substituted with a halogen atom or with an alkoxy radical containing 1 to 4 carbon atoms or an alkyl radical having 1 to 4 carbon atoms,R.sub.2 denotes a hydrogen or halogen atom, a hydroxyl radical, an alkyl radical having 1 to 4 carbon atoms or an alkoxy radical containing 1 to 4 carbon atoms,R denotes a hydroxyl radical, a linear or branched alkoxy radical having 1 to 4 carbon atoms, a benzyloxy radical or a radical of general formula A: ##STR2## in which: X and Y, which may be identical or different, each denote a linear or branched alkyl radical containing 1 to 5 carbon atoms, a radical of general formula A.sub.
    Type: Grant
    Filed: February 12, 1988
    Date of Patent: August 22, 1989
    Assignee: ADIR Et Cie
    Inventors: Gilbert Lavielle, Jean Lepagnol
  • Patent number: 4851429
    Abstract: Compound of general formula I ##STR1## in which R.sub.1 and R.sub.2, which may be identical or different, each denote a hydrogen atom, a benzyl radical, a cyclohexylmethyl radical or a linear or branched alkyl radical containing from 1 to 10 carbon atoms, optionally substituted with a hydroxy radical, with a carboxy radical or with an alkoxy radical having 1 to 5 carbon atoms, with an alkoxycarbonyl radical having 2 to 6 carbon atoms, with an alkylphenyl radical having 7 to 16 carbon atoms or with a 2-alkylthienyl radical having 5 to 14 carbon atoms,R.sub.3 denotes a hydrogen atom or a linear or branched alkyl radical containing from 1 to 4 carbon atoms,A denotes a single bond or a methylene radical, or a radical of formula ##STR2## in which R.sub.4 is a linear or branched alkyl radical containing from 1 to 4 carbon atoms.
    Type: Grant
    Filed: March 25, 1988
    Date of Patent: July 25, 1989
    Assignee: Adir et Cie
    Inventors: Jean L. Peglion, Jean C. Poignant, Joel Vian
  • Patent number: 4824836
    Abstract: Spiro (4,5) decane compounds of the formula: ##STR1## in which: X is methyl andY is hydrogen or R'--CO-- in which R' is C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, ##STR2## X and Y together represent ##STR3## in each of which A is hydrogen, methyl, carboxy, methoxycarbonyl or ethoxycarbonyl;R is C.sub.1 -C.sub.7 -alkyl optionally containing a double bond;Z is a C.sub.2 -C.sub.7 -polymethylene chain optionally carrying an OH group;R.sub.1 is hydrogen or methyl; andR.sub.2 is hydrogen, R'--CO-- or benzyloxycarbonyl;and physiologically tolerable acid addition salts thereof.These compounds may be used therapeutically especially in the treatment of asthma, allergic phenomena and bronchopathies.
    Type: Grant
    Filed: May 20, 1988
    Date of Patent: April 25, 1989
    Assignee: Adir et Compagnie
    Inventors: Gilbert Regnier, Claude Guillonneau, Jacques Duhault, Michel Lonchampt
  • Patent number: 4820707
    Abstract: The invention relates to 2,6-piperazinedione derivatives of general formula I ##STR1## in which: A and B each denote a methylene radical or a carbonyl radical with the proviso, however, that A and B never simultaneously denote the same radical,R.sub.1 denotes a diphenylmethyl radical optionally substituted on the benzene rings with a halogen atom, a cyclohexyl radical, a pyridylmethyl group, or a benzyl radical optionally substituted with a halogen atom or with an alkoxy radical containing from 1 to 4 carbon atoms,R.sub.2 denotes a pyrimidinyl radical or a phenyl radical optionally substituted with a halogen atom, with an alkyl radical having from 1 to 4 carbon atoms, with a trifluoromethyl radical or with an alkoxy radical containing from 1 to 4 carbon atoms,n is an integer from 2 to 4,and their addition salts with a pharmaceutically acceptable inorganic or organic acid.
    Type: Grant
    Filed: July 8, 1987
    Date of Patent: April 11, 1989
    Assignee: ADIR Et Cie
    Inventors: Gilbert Lavielle, Jean C. Poignant
  • Patent number: 4812469
    Abstract: The invention relates to new acetamides derived from 2,3-dihydro-3-phenyl-2-benzofuranone, of general formula I ##STR1## in which: R.sub.1 denotes a hydrogen or halogen atom,R.sub.2 and R.sub.3, which may be identical or different, each denote a hydrogen atom or a linear or branched alkyl radical containing 1 to 4 carbon atoms, a benzyl radical optionally substituted with a halogen atom, with an alkoxy radical containing 1 to 4 carbon atoms or with an alkyl radical having 1 to 4 carbon atoms, or a 3,4-methylenedioxybenzyl radical, or form, together with the nitrogen to which they are attached, a 4-morpholinyl radical or a 1-piperazinyl radical.
    Type: Grant
    Filed: February 12, 1988
    Date of Patent: March 14, 1989
    Assignee: Adir Et Cie
    Inventors: Gilbert Lavielle, Jean Lepagnol
  • Patent number: 4801427
    Abstract: A process for dry sterilization of medical devices and materials in which these materials are subjected to an electrical discharge in a gaseous atmosphere to produce an active plasma to produce electrically active neutral species for surface sterilization of the devices and materials.
    Type: Grant
    Filed: February 25, 1987
    Date of Patent: January 31, 1989
    Assignee: Adir Jacob
    Inventor: Adir Jacob
  • Patent number: 4792559
    Abstract: 5-aminopentanenitrile compounds of the formula: ##STR1## in which: Ar represents ##STR2## in which: R.sub.1 is hydrogen, halogen trifluoromethyl or C.sub.1 -C.sub.5 -alkoxy, andR.sub.2 and R.sub.3, which are identical or different, each are hydrogen or C.sub.1 -C.sub.5 -alkoxy or together form --O--CH.dbd.CH--O-- or --O--CH.sub.2 --O--; or together form with the phenyl ring to which they are bound a benzoxazolyl, benzothiazolyl, benzothiadiazolyl or quinolyl radical;R is C.sub.3 -C.sub.15 -alkyl or ##STR3## in which: X is S or SO.sub.2 and Z is hydrogen, chlorine or C.sub.1 -C.sub.5 -alkyl or C.sub.1 -C.sub.5 -alkoxy;R' is C.sub.1 -C.sub.5 -alkyl, andAr' represents ##STR4## in which: R'.sub.1 is C.sub.1 -C.sub.5 -alkyl andR'.sub.2 is hydrogen or C.sub.1 -C.sub.4 -alkyl; and moreover when R is ##STR5## Ar' may be ##STR6## in which Y is C.sub.1 -C.sub.5 alkoxy andY' is hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: September 25, 1986
    Date of Patent: December 20, 1988
    Assignee: ADIR et Compagnie
    Inventors: Gilbert Regnier, Yves-Michel Gargouil, Jean-Paul Vilaine
  • Patent number: 4782054
    Abstract: Morpholine compounds of the formula: ##STR1## in which R.sub.1 is hydrogen, straight-chain or branched (C.sub.1 -C.sub.6)-alkyl which may contain a double bond, aralkyl which may be substituted, (C.sub.5 -C.sub.6)-cycloalkyl or (C.sub.2 -C.sub.6)-acyl; andR.sub.2 is hydrogen, straight-chain or branched (C.sub.1 -C.sub.6)-alkyl which may contain a double bond, aralkyl which may be substituted, or (C.sub.2 -C.sub.3)-acyl; enantiomers and physiologically tolerable acid salts thereof.These compounds may be used therapeutically especially in the treatment of ischaemic syndromes and of cerebral ageing.
    Type: Grant
    Filed: March 4, 1988
    Date of Patent: November 1, 1988
    Assignee: ADIR et Compagnie
    Inventors: Gilbert Regnier, Claude Guillonneau, Jean Lepagnol
  • Patent number: 4766114
    Abstract: The invention concerns 5-[(3-chloro-6-methyl-5,5-dioxo-6,11-dihydro-dibenzo (c,f) (1,2) thiazepin-11-yl)-amino] pentanoic acid.Medicament.
    Type: Grant
    Filed: February 20, 1987
    Date of Patent: August 23, 1988
    Assignee: ADIR Et Compagnie
    Inventors: Charles Malen, Jean C. Poignant