Patents Assigned to ADIR, S.A.R.L.
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Patent number: 4720484Abstract: The invention relates to tetrapeptide derivatives of the general formula ##STR1## in which R represents a hydrogen atom, a straight-chain or branched alkyl radical containing from 1 to 5 carbon atoms, optionally substituted by a hydroxy, amino, mercapto, methylthio, methylsulphoxide, carboxy or guanidino group, or a benzyl or indol-3-ylmethyl radical optionally substituted by a hydroxy group,R.sub.1 represents a hydrogen atom or an alkyl group containing from 1 to 4 carbon atoms, ##STR2## represents a nitrogenous polycyclic structure, the enantiomers, epimers and diastereoisomers thereof, as well as to the pharmaceutically acceptable acid or base addition salts thereof.Type: GrantFiled: November 20, 1986Date of Patent: January 19, 1988Assignee: ADIR S.A.R.L.Inventors: Michel Vincent, Georges Remond, Claude Cudennec
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Patent number: 4629728Abstract: Quinoline compounds of the formula: ##STR1## in which: ##STR2## represents a group of the formula: ##STR3## in which: R' is hydrogen or methyl,R and R" which are the same or different, each represents: hydrogen, (C.sub.1 -C.sub.5) alkyl, (C.sub.1 -C.sub.5) acyl haloacyl or aminoacyl, (C.sub.1 -C.sub.3) alkylsulfonyl, or diethylphosphonyl;n is an integer form 1 to 4 inclusive;T is phenyl, halophenyl, trifluoromethylphenyl [(C.sub.1 -C.sub.5) alkyl] phenyl, [(C.sub.1 -C.sub.5) alkoxy] phenyl, or a five or six-membered heterocyclic radical containing one or two atoms selected from nitrogen and sulfur atoms optionally substituted by one or more (C.sub.1 -C.sub.5) alkyl or (C.sub.1 -C.sub.5) alkoxy.These compounds and physiologically tolerable acid addition salts thereof may be used a medicines especially in the treatment of disorders connected with hypoxemia and energetic metabolic insufficiency especially during cerebral aging.Type: GrantFiled: December 26, 1984Date of Patent: December 16, 1986Assignee: ADIR S.A.R.L.Inventors: Gilbert Regnier, Claude Guillonneau, Jean Lepagnol
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Patent number: 4613601Abstract: Benzodioxine compounds of the formula: ##STR1## in which Het is a five- or six-membered heterocyclic radical containing from one to three hetero atoms, and from one to three double bonds, optionally substituted by one or more alkyl or alkoxy radicals each from C.sub.1 to C.sub.5.These compounds and physiologically tolerable acid addition salts thereof may be used as medicines, especially in the treatment of psychoses.Type: GrantFiled: January 22, 1985Date of Patent: September 23, 1986Assignee: Adir, S.A.R.L.Inventors: Gilbert Regnier, Jean-Claude Poignant
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Patent number: 4608384Abstract: New thieno[2,3-b] pyrrole compounds of the formula: ##STR1## in which: R.sub.1 is hydrogen or lower alkyl,R.sub.2 is cyano, carboxy, COOM in which M is alkali alkaline-earth metal, ammonium mono-, di-, or tri-, (C.sub.1 -C.sub.5) alkylammonium optionally substituted by hydroxy, COOR in which R is lower alkyl, or ##STR2## in which R' and R" are hydrogen or lower alkyl; R.sub.3 is lower alkyl; andR.sub.4 is lower alkyl, phenyl, halophenyl, lower alkylphenyl, lower alkoxy-phenyl nitrophenyl and di-lower-alkylamino,and enatiomers thereof.These new compounds may be used as medicines especially in the treatment of acute and chronic pains.Type: GrantFiled: December 12, 1983Date of Patent: August 26, 1986Assignee: Adir, S.A.R.L.Inventors: Michel Wierzbicki, Jacques Bure
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Patent number: 4605647Abstract: New oxaazaphosphorine compounds corresponding to the formula: ##STR1## in which R is alkyl, cycloalkyl or alkoxy,phenyl, phenylalkyl, phenoxy or thiophenoxy in which the phenyl ring may be substituted by alkyl or alkoxy or by halogen.mono- or di-alkylamino optionally mono- or di-substituted by halogen, orpyrrolidinyl, piperidyl or morpholinyl or optionally substituted piperazinyl.These compounds may be used for antineoplastic therapy especially in the treatment of tumors.Type: GrantFiled: July 5, 1985Date of Patent: August 12, 1986Assignee: ADIR, S.A.R.L.Inventors: Gilbert Lavielle, Claude Cudennec
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Patent number: 4599338Abstract: Xanthine compounds of the formula: ##STR1## in which: R.sub.1 is hydrogen or (C.sub.1 -C.sub.5) alkyl;R.sub.2 is hydrogen, (C.sub.1 -C.sub.5) alkyl optionally having a double bond, or benzyl;R.sub.3 is hydrogen or methyl;A is (CH.sub.2).sub.n, in which n is an integer from 1 to 4, optionally substituted, when n is higher than 1, by hydroxy;X is nitrogen or ##STR2## and the substituents R are each (C.sub.1 -C.sub.5) alkyl or they form together a polymethylene chain from C.sub.4 to C.sub.6, optionally containing an oxygen or a sulfur atom.These compounds and physiologically tolerable acid addition salts thereof may be used as medicines especially in the treatment of migraine and asthenia.Type: GrantFiled: January 16, 1985Date of Patent: July 8, 1986Assignee: Adir, S.A.R.L.Inventors: Gilbert Regnier, Claude Guillonneau, Jacques Duhault, Francois Roman
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Anti-hypoxic disubstituted polymethylene imine derivatives, compositions, and method of use therefor
Patent number: 4593026Abstract: Disubstituted polymethylene imines of the formula: ##STR1## in which: A is a straight or branched chain (C.sub.3 -C.sub.5) hydrocarbon containing radical optionally containing one or two double bond and optionally substituted by one or more hydroxy;n is zero, one or two;Z is oxygen or NH; andR is:either COR', in which R' is:(a) a straight or branched chain (C.sub.1 -C.sub.6), hydrocarbon containing radical, optionally containing one oxygen or sulfen or a double bond and optionally substituted by phenyl or substituted phenyl; or(b) phenyl, halophenyl, lower alkoxyphenyl, (di-or-tri-methylene) dioxyphenyl or;(c) furyl, thienyl, benzofuryl, benzothienyl or benzodioxannyl; or(d) ##STR2## in which R.sub.1 and R.sub.2 are hydrogen or lower alkyl or ##STR3## is a five or six membered heterocyclic radical which may contain an oxygen;or--SO.sub.2 R" in which R" is (C.sub.1 -C.sub.3) alkyl or phenyl.Type: GrantFiled: April 6, 1984Date of Patent: June 3, 1986Assignee: Adir, S.A.R.L.Inventors: Gilbert Regnier, Alain Dhainaut, Michel Laubie, Jacques Duhault, Francois Roman -
Patent number: 4585794Abstract: The invention relates to a method for preventing or treating renal insufficiency with a composition containing as active ingredient 8-(3-tert.-butylamino-2-hydroxypropoxy)thiachroman, or one of the addition salts thereof with a mineral or organic acid, in combination or in admixture with an inert pharmaceutically acceptable, non-toxic excipient or carrier.Type: GrantFiled: January 25, 1985Date of Patent: April 29, 1986Assignee: ADIR, S.A.R.L.Inventors: Jean Freyria, Brigitte Lantz
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Patent number: 4567181Abstract: Compounds of the formula: ##STR1## in which: R.sub.1 and R.sub.2 each represent, independently of one another, hydrogen, halogen, alkyl or alkoxy having from 1 to 4 carbon atoms, sulphonamide possibly substituted by an alkyl radical having from 1 to 4 carbon atoms; or together methylenedioxy, n is 0 or 1,in racemic form or in the form of optical isomers, and also their salts of addition with pharmaceutically acceptable acids. Useful in the treatment of ailments and/or conditions which are adrenoreceptor-related, such relationship being well known in the art.Type: GrantFiled: April 5, 1984Date of Patent: January 28, 1986Assignee: ADIR, s.a.r.l.Inventors: Charles Malen, Jean-Louis Peglion, Michel Laubie, Jean-Claude Poignant
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Patent number: 4567196Abstract: New thieno [2,3-b] pyrrole compounds of the formula: ##STR1## in which: R is hydrogen, (C.sub.1 -C.sub.5) alkyl, alkali or alkaline earth metals ammnonium or mono- di- or tri-(C.sub.1 -C.sub.5) alkylammnonium;R.sub.1 is hydrogen, or (C.sub.1 -C.sub.5) alkyl;R.sub.2 is hydrogen, (C.sub.1 -C.sub.5) alkyl, phenyl or phenyl-(C.sub.1 -C.sub.5) alkyl;R.sub.3 and R.sub.4, the same or different are each hydrogen, halogen, (C.sub.1 -C.sub.5) alkyl, (C.sub.1 -C.sub.5) alkoxy, orR.sub.3 and R.sub.4 together represent: --CH.dbd.CH--CH.dbd.CH--.These new compounds may be used as medicines especially in the treatment of acute or chronic pain.Type: GrantFiled: November 2, 1984Date of Patent: January 28, 1986Assignee: ADIR, s.a.r.l.Inventor: Michel Wierzbicki
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Patent number: 4567169Abstract: New nitrosourea compounds that can be used as medicaments and correspond to the general formula I ##STR1## in which R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl or phenyl,R.sub.2 is hydrogen, C.sub.1 -C.sub.6 alkyl, thienyl, or phenyl which may carry substituents,R.sub.3 is hydrogen, C.sub.1 -C.sub.6 alkyl, or benzyl which may carry substituents, orR.sub.2 and R.sub.3 together represent --(CH.sub.2).sub.m --, m being 3 or 4.Pharmaceutical compositions; therapeutic administration especially for the treatment of tumours.Type: GrantFiled: November 2, 1983Date of Patent: January 28, 1986Assignee: ADIR, s.a.r.l.Inventors: Gilbert Lavielle, Claude Cudennec
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Patent number: 4505921Abstract: New sulfonylurea compounds of the formula: ##STR1## in which n is 1 or 2,R is thienyl, furyl, pyridyl or phenyl optionally mono or disubstituted,R.sub.1 and R.sub.2, the same or different, each are hydrogen, halogen, (C.sub.1 to C.sub.5)-alkyl, (C.sub.1 to C.sub.5)-alkoxy, or trifluoromethyl, or together represent --CH.sub.2 --O--CH.sub.2 --,R.sub.3 is hydrogen, or hydroxy, andR.sub.4 is (C.sub.1 to C.sub.5)-alkyl, (C.sub.3 to C.sub.8)-cycloalkyl or azacycloalkyl of the formula: ##STR2## in which p is zero or an integer from 1 to 5, or azabicycloalkyl of the formula: ##STR3## in which m is 1, 2, or 3. These new compounds and physiologically tolerable salts thereof may be used as medicines especially in the treatment of diabetes.Type: GrantFiled: September 6, 1983Date of Patent: March 19, 1985Assignee: ADIR, S.A.R.L.Inventors: Laszlo Beregi, Pierre Hugon, Jacques Duhault, Michelle Boulanger