Patents Assigned to Synthelabo
  • Patent number: 4857536
    Abstract: A compound which is a benzimidazole derivative of formula (I) ##STR1## in which: R.sub.1 is hydrogen or methyl,R.sub.2 is hydrogen, methyl or acetyl,R.sub.3 is hydrogen, methyl or acetyl, andR.sub.4 is hydrogen or a halogen,or a pharmaceutically acceptable acid addition salt thereof.The compounds have histamine antagonist activity and are also synthesis intermediates.
    Type: Grant
    Filed: July 22, 1988
    Date of Patent: August 15, 1989
    Assignee: Synthelabo
    Inventors: Philippe Manoury, Guy Rossey, Jean Binet, Gerard DeFosse, Najib Jabri
  • Patent number: 4853387
    Abstract: A compound which is a piperidine derivative of formula (I) ##STR1## in which: n is 1, 2, 3 or 4,R is hydrogen or a halogen,R', which is identical to R, is hydrogen or a halogen,either R.sub.1 is H or OH and R.sub.2 is H, or R.sub.1 and R.sub.2 together denote a bond,R.sub.3 is hydrogen or (C.sub.1-4) alkyl, andR.sub.4 is H or OH,including tautomeric forms thereof, or a pharmaceutically acceptable acid addition salt thereof.
    Type: Grant
    Filed: July 22, 1988
    Date of Patent: August 1, 1989
    Assignee: Synthelabo
    Inventors: Philippe Manoury, Jean Binet, Elisabeth Dewitte
  • Patent number: 4847263
    Abstract: Imidazo[1,2-a]pyridine derivatives of the general formula (I) ##STR1## wherein Y.sub.1 represents hydrogen, halogen or (C.sub.1-4) alkyl, Y.sub.2 represents --SR in which R is hydrogen, (C.sub.1-4) alkyl or (4-alkoxyphenyl)methyl or hydroxy or (C.sub.1-4) alkoxy, X represents hydrogen, halogen, (C.sub.1-4) alkoxy, (C.sub.1-4) alkyl, --CF.sub.3, --CH.sub.3 S, --NO.sub.2 or --NH.sub.2, and R.sub.1 and R2, which may be the same or different, represent hydrogen or (C.sub.1-4) alkyl have useful therapeutic properties.
    Type: Grant
    Filed: March 28, 1988
    Date of Patent: July 11, 1989
    Assignee: Synthelabo
    Inventors: Pascal George, John Allen, Guy Jaurand, Daniele De Peretti
  • Patent number: 4840967
    Abstract: A compound which is a carbamate or urea derivative of general formula (I) ##STR1## wherein X is hydrogen, halogen or methylthio,Y is oxygen or ##STR2## R is C.sub.1 -C.sub.4 alkyl, R.sub.1 is hydrogen, one or two halogen atoms or trifluoromethyl groups, a methyl group, a methyl group, a cyano group, a nitro group, a methoxycarbonyl group, a methylenedioxy group linked to two adjacent carbon atoms of the benzene ring to which it is attached, or a fused benzo group forming an .alpha.-naphthyl or .beta.-naphthyl group with the benzene ring to which it is attached,R.sub.2 is a linear or branched C.sub.1 -C.sub.8 alkyl or alkenyl group optionally substituted with halogen atoms or a methoxy group, a cyclopropylmethyl group, or a phenyl group optionally substituted with one or two halogen atoms or methyl groups,n is 1 or 2, andm is 2 or 3, or an addition salt thereof with a pharmacologically acceptable acid is pharmacologically active as a calcium antagonist.
    Type: Grant
    Filed: July 7, 1987
    Date of Patent: June 20, 1989
    Assignee: Synthelabo
    Inventors: Nigel Beeley, Gerard Cremer
  • Patent number: 4820710
    Abstract: Benzimidazole derivatives corresponding to the formula (1) ##STR1## in which X is CH or N,R.sub.1 is either a hydrogen atom, or a benzyl radical which can bear 1 to 3 substituents chosen from halogen atoms and trifluoromethyl, (C.sub.1-4)alkyl, (C.sub.1-4)alkoxy, cyano, methylthio, methylsulphinyl and methylsulphonyl radicals, or a methyl radical bearing a heterocyclic substituent in which the heterocyclic system can be a pyridyl, thienyl or furyl radical and can bear one or more substituents, R.sub.2 is a hydrogen atom or a (C.sub.1-4)alkyl radical, R.sub.3 is a hydrogen atom or a hydroxy radical, and R.sub.4 is a hydrogen atom or a (C.sub.1-4)alkyl radical, where appropriate, in tautomeric form when R.sub.3 is OH.The compounds may be used in treating allergy and histamine-induced inflammation.
    Type: Grant
    Filed: September 10, 1986
    Date of Patent: April 11, 1989
    Assignee: Synthelabo
    Inventors: Philippe Manoury, Jean Binet, Gerard Defosse
  • Patent number: 4812467
    Abstract: A compound which is an N-(imidazolymethyl) diphenylazomethine derivative of the general formula (I) ##STR1## wherein R.sub.1 is chlorine or methyl,X is a thio or sulphonyl group, andR.sub.2 is a C.sub.1 -C.sub.4 alkyl, allyl, cyclohexyl or 2-pyridyl group, a phenyl group optionally substituted by methyl or one or two halogen atoms, or a benzyl group optionally substituted by a halogen atom, a methyl group or a methoxy group, or an addition salt with a pharmaceutically acceptable acid finds use in the treatment of ulcers.
    Type: Grant
    Filed: June 26, 1987
    Date of Patent: March 14, 1989
    Assignee: Synthelabo
    Inventors: Jacques Comarmond, Thomas Purcell, Lydia Zard
  • Patent number: 4810711
    Abstract: A compound which is a 1-acylaminomethylimidazo[1,2-a]quinoline of formula (I) ##STR1## in which A and B both denote hydrogen or together denote a direct carbon-carbon bond,X denotes hydrogen or a halogen or a (C.sub.1-4)alkyl, (C.sub.1-4)alkoxy, (C.sub.1-4)alkylthio, methylsulphonyl, amino, (C.sub.1-4)alkylamino, di(C.sub.1-4)alkylamino, nitro or trifluormethyl group,Y denotes hydrogen or a halogen or a methyl group and is attached to the aryl ring at position 6, 7 or 8,R.sub.1 denotes hydrogen or a (C.sub.1-4)alkyl group, andR.sub.2 denotes a (C.sub.1-6)alkyl group, or a pharmaceutically acceptable acid addition salt thereof is useful in therapy.
    Type: Grant
    Filed: January 21, 1987
    Date of Patent: March 7, 1989
    Assignee: Synthelabo
    Inventors: Pascal George, Daniele De Peretti
  • Patent number: 4810723
    Abstract: A compound, in the form of a pure optical isomer or a racemate, which is a dibenzo[be]oxepinacetic acid of the general formula (I) ##STR1## in which R1, R2 and R3, which may be the same or different, each represent hydrogen or methyl, XX represents a carbon-carbon bond or two hydrogen atoms, and YY represents a carbon-carbon bond or two hydrogen atoms, or a pharmaceutically acceptable salt thereof has useful therapeutic properties, especially as an anti-inflammatory.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: March 7, 1989
    Assignee: Synthelabo
    Inventors: Thomas Purcell, Luc Rivron, Lydia Zard
  • Patent number: 4808594
    Abstract: An imidazopyridine of formula (I) ##STR1## in which: either X is CH.sub.3 and Y is CH.sub.2 OR,or, X is CH.sub.2 OR and Y is CH.sub.3,R is a C.sub.1-6 alkyl group,R.sub.1 is a C.sub.1-3 alkyl group, andR.sub.2 is a C.sub.1-3 alkyl group, has useful anxidytic and hypnotic properties.
    Type: Grant
    Filed: November 3, 1987
    Date of Patent: February 28, 1989
    Assignee: Synthelabo
    Inventors: Pascal George, John Allen
  • Patent number: 4806530
    Abstract: Pharmaceutical composition containing both diltiazem and lysine acetylsalicylate exhibits enhanced platelet aggregation inhibitory properties.
    Type: Grant
    Filed: October 21, 1987
    Date of Patent: February 21, 1989
    Assignee: Synthelabo
    Inventor: Salomon Langer
  • Patent number: 4806560
    Abstract: Imidazo[4,5-b]pyridin-2-one derivatives of the formula (I) ##STR1## in which n is 2, 3 or 4, x is .dbd.CH-- or .dbd.N--, R.sub.1 and R.sub.2, which may be the same or different, each represent hydrogen, halogen or (C.sub.1-4) alkoxy and either R.sub.3 is H or OH and R.sub.4 is H, or R.sub.3 and R.sub.4 together form a direct bond, their enantiomers and their addition salts with pharmaceutically acceptable acids are pharmacologically active, for example as antagonists to histamine and serotonin.
    Type: Grant
    Filed: October 7, 1987
    Date of Patent: February 21, 1989
    Assignee: Synthelabo
    Inventors: Philippe Manoury, Jean Binet, Elisabeth Dewitte
  • Patent number: 4794185
    Abstract: A process for the preparation of an imidazopyridine which is a compound of formula (I) ##STR1## in which: Y denotes hydrogen, a halogen or a C.sub.1-4 alkyl group;X.sub.1 and X.sub.2 denote, independently of each other, hydrogen, a halogen or a C.sub.1-4 alkoxy, C.sub.1-6 alkyl, CF.sub.3, CH.sub.3 S, CH.sub.3 SO.sub.2 or NO.sub.2 group; andR.sub.1 and R.sub.2 denote, independently of each other, hydrogen or a C.sub.1-5 alkyl group, with the proviso that R.sub.1 and R.sub.2 do not both denote hydrogen,or a salt thereof;which process comprises reacting a compound of formula (V) ##STR2## wherein Y, X.sub.1, X.sub.2, R.sub.1 and R.sub.2 are as defined above, with a reducing agent and if desired converting the resulting compound of formula (I) into a salt, together with intermediates of formulae: ##STR3## The final products have useful pharmacological properties, e.g. as anxiolytics.
    Type: Grant
    Filed: June 26, 1987
    Date of Patent: December 27, 1988
    Assignee: Synthelabo
    Inventors: Guy Rossey, David Long
  • Patent number: 4794120
    Abstract: Nitrofuran derivatives of formula (I) ##STR1## in which n is 0 or 1 and R is a selected heterocyclic radical have useful antibacterial, antiparasitic and antifungal activity.
    Type: Grant
    Filed: July 7, 1987
    Date of Patent: December 27, 1988
    Assignee: Synthelabo
    Inventors: Philippe Manoury, Jean Binet, Michel Aletru
  • Patent number: 4791119
    Abstract: A method of treatment of obesity which comprises administering to a subject liable thereto or suffering therefrom an effective dose of 4-(2-naphthylmethoxy)piperidine.
    Type: Grant
    Filed: September 9, 1987
    Date of Patent: December 13, 1988
    Assignee: Synthelabo
    Inventor: Salomon Langer
  • Patent number: 4767755
    Abstract: A compound which is a 3-(acylaminomethyl)imidazo[1,2-a]pyridine derivative of formula (I) ##STR1## or a pharmacologically acceptable acid addition salt is useful in therapy.
    Type: Grant
    Filed: February 4, 1987
    Date of Patent: August 30, 1988
    Assignee: Synthelabo
    Inventors: Pascal George, Claudie Giron, Jacques Froissant
  • Patent number: 4752619
    Abstract: Mixtures of mixed salts formed between branched-chain alpha keto-acids and basic L-amino acids are useful in the nutritional treatment of chronic renal failure (uremia). These compositions contain fewer component salts than other salt mixtures containing like proportions of basic amino acids and keto acids. The compositions can be used in conjunction with a 20-30 g/day mixed quality protein diet and a vitamin and mineral supplement.
    Type: Grant
    Filed: December 23, 1985
    Date of Patent: June 21, 1988
    Assignees: The Johns Hopkins University, Synthelabo
    Inventors: Mackenzie Walser, Henri Bermudez, Claude Bordat
  • Patent number: 4743599
    Abstract: Compounds which are 1,5-benzothiazepine derivatives of general formula (I) ##STR1## in which R denotes hydrogen or C.sub.1 -C.sub.4 alkyl and R.sub.1 and R.sub.2 either separately denote C.sub.1 -C.sub.4 alkyl groups or together denote a tetramethylene or pentamethylene group and their acid addition salts are therapeutically active as calcium antagonists.
    Type: Grant
    Filed: April 14, 1987
    Date of Patent: May 10, 1988
    Assignee: Synthelabo
    Inventors: Jean-Claude Muller, Andre Dumas
  • Patent number: 4711899
    Abstract: Compound of general formula I ##STR1## in which R is hydrogen, R.sub.1 is unsubstituted phenyl, 4-methoxy - 3,5-dimethylphenyl or phenyl substituted at one of the 2-, 3- or 4- positions by halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, hydroxy, benzyloxy, trifluoromethyl, cyano, nitro, amino, acetylamino, methylthio, methylsulphonyl or aminosulphonyl and R.sub.2 is unsubstituted phenyl, 2,4,6-trimethoxyphenyl or phenyl substituted at either the 3- or the 4- positions by fluorine, chlorine, methyl or methoxy, or an acid addition salt thereof.
    Type: Grant
    Filed: May 13, 1986
    Date of Patent: December 8, 1987
    Assignee: Synthelabo
    Inventors: Bernard Gaudilliere, Jean Rousseau
  • Patent number: 4711892
    Abstract: Nitrofuran derivatives corresponding to the formula (I). ##STR1## in which m is 0 or 1R is H or (C.sub.1-4)alkoxy are useful in treating bacterial, fungal, parasitic or protozan infections.
    Type: Grant
    Filed: April 10, 1986
    Date of Patent: December 8, 1987
    Assignee: Synthelabo
    Inventors: Philippe Manoury, Daniel Obitz, Michel Peynot
  • Patent number: 4701466
    Abstract: Compounds of general formula ##STR1## in which R.sub.1, taken separately, denotes a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, andR.sub.2, taken separately, denotes a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group or a phenylthio or phenylsulphonyl group, or alternativelyR.sub.1 and R.sub.2 together form an ethano bridge or, together with the two carbon atoms 8 and 9, form a fused benzene ring,R.sub.3 denotes a hydrogen atom or a methyl group andR.sub.4 denotes a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group or a cation of a base which is acceptable in pharmacology, the group CH(R.sub.3)COOR.sub.4 being at position 2 or 3. have uses in treatment of inflammation, pain and undesirable platelet aggregation.
    Type: Grant
    Filed: April 10, 1986
    Date of Patent: October 20, 1987
    Assignee: Synthelabo
    Inventors: Thomas Purcell, Lydia Zard