Patents Assigned to Laboratoire L. Lafon
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Patent number: 4225617Abstract: The invention provides new acetohydroxamic acid derivatives, having interesting properties on the central nervous system, of the formula: R.sub.1 R.sub.2 R.sub.3 C-CO-NHOH, in which R.sub.2 and R.sub.3 are each hydrogen or C.sub.1-6 alkyl, and R.sub.1 is C.sub.1-6 alkyl Z.sub.1 Z.sub.2 N (where Z.sub.1 and Z.sub.2 are each phenyl, substituted phenyl, or cycloalkyl), substituted hydantoinyl, benzhydroxylcarboxamido, Z.sub.3 CH.sub.2 -- (where Z.sub.3 =optionally substituted aryl), Z.sub.4 --A-- (where Z.sub.4 is optionally substituted phenyl or naphthyl, and A is --NH--, --N(C.sub.1-4 alkyl)--, --N(C.sub.5-6 cycloalkyl)--, --NHCO--, --N(C.sub.1-4 alkyl)CO--, --N(C.sub.5-6 cycloalkyl)CO--, --CONH--, --CON(C.sub.1-4 alkyl)--, --CON(C.sub.5-6 cycloalkyl)--, --NHCONH--, --N(C.sub.5 H.sub.6)CONH--, or --N(substituted phenyl)CONH--, optionally substituted benzimidazolyl, or an optionally substituted tricyclic radical, and their metal and acid addition salts.Type: GrantFiled: August 24, 1979Date of Patent: September 30, 1980Assignee: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 4209524Abstract: The invention provides new acetohydroxamic acid derivatives, having interesting properties on the central nervous system, of the formula: R.sub.1 R.sub.2 R.sub.3 C--CO--NHOH, in which R.sub.2 and R.sub.3 are each hydrogen or C.sub.1-6 alkyl, and R.sub.1 is C.sub.1-6 alkyl Z.sub.1 Z.sub.2 N (where Z.sub.1 and Z.sub.2 are each phenyl, substituted phenyl, or cycloalkyl), substituted hydantoinyl, benzhydroxylcarboxamido, Z.sub.3 CH.sub.2 --(where Z.sub.3 =optionally substituted aryl), Z.sub.4 --A-- (where Z.sub.4 is optionally substituted phenyl or naphthyl, and A is --NH--, --N(C.sub.1-4 alkyl)--, --N(C.sub.5-6 cycloalkyl)--, --NHCO--, --N(C.sub.1-4 alkyl(CO--, --N(C.sub.5-6 cycloalkyl)CO--, --CONH--, --CON(C.sub.1-4 alkyl)--, --CON(C.sub.5-6 cycloalkyl)-, --NHCONH--, --N(C.sub.5 H.sub.6)CONH--, or --N(substituted phenyl)CONH--, optionally substituted benzimidazolyl, or an optionally substituted tricyclic radical, and their metal and acid addition salts.Type: GrantFiled: August 4, 1978Date of Patent: June 24, 1980Assignee: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 4209523Abstract: The invention provides new acetohydroxamic acid derivatives, having interesting properties on the central nervous system, of the formula: R.sub.1 R.sub.2 R.sub.3 C--CO--NHOH, in which R.sub.2 and R.sub.3 are each hydrogen or C.sub.1-6 alkyl, and R.sub.1 is C.sub.1-6 alkyl Z.sub.1 Z.sub.2 N (where Z.sub.1 and Z.sub.2 are each phenyl, substituted phenyl, or cycloalkyl), substituted hydantoinyl, benzhydroxylcarboxamido, Z.sub.3 CH.sub.2 -- (where Z.sub.3 =optionally substituted aryl), Z.sub.4 --A-- (where Z.sub.4 is optionally substituted phenyl or naphthyl, and A is --NH--, --N(C.sub.1-4 alkyl)--, --N(C.sub.5-6 cycloalkyl)--, --NHCO--, --N(C.sub.1-4 alkyl)CO--, --N(C.sub.5-6 cycloalkyl)CO--, --CONH--, --CON(C.sub.1-4 alkyl)--, --CON(C.sub.5-6 cycloalkyl)--, --NHCONH--, --N(C.sub.5 H.sub.6)CONH--, or --N(substituted phenyl)CONH--, optionally substituted benzimidazolyl, or an optionally substituted tricyclic radical, and their metal and acid addition salts.Type: GrantFiled: August 4, 1978Date of Patent: June 24, 1980Assignee: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 4183951Abstract: The invention provides new acetohydroxamic acid derivatives, having interesting properties on the central nervous system, of the formula: R.sub.1 R.sub.2 R.sub.3 C--CO--NHOH, in which R.sub.2 and R.sub.3 are each hydrogen or C.sub.1-6 alkyl, and R.sub.1 is C.sub.1-6 alkyl Z.sub.1 Z.sub.2 N (where Z.sub.1 and Z.sub.2 are each phenyl, substituted phenyl, or cycloalkyl), substituted hydantoinyl, benzhydroxylcarboxamido, Z.sub.3 CH.sub.2 -- (where Z.sub.3 =optionally substituted aryl), Z.sub.4 --A-- (where Z.sub.4 is optionally substituted phenyl or naphthyl, and A is --NH--, --N(C.sub.1-4 alkyl)--, --N(C.sub.5-6 cycloalkyl)--, --NHCO--, --N(C.sub.1-4 alkyl)CO--, --N(C.sub.5-6 cycloalkyl)CO--, --CONH--, --CON(C.sub.1-4 alkyl)--, --CON(C.sub.5-6 cycloalkyl)--, --NHCONH--, --N(C.sub.5 H.sub.6)CONH--, or --N(substituted phenyl)CONH--, optionally substituted benzimidazolyl, or an optionally substituted tricyclic radical, and their metal and acid addition salts.Type: GrantFiled: August 4, 1978Date of Patent: January 15, 1980Assignee: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 4177290Abstract: Novel acetamide derivatives have been discovered to have useful pharmaceutical activity on the central nervous system. They may be prepared by reacting the corresponding ester or acid halide with the appropriately substituted amine.Type: GrantFiled: March 9, 1978Date of Patent: December 4, 1979Assignee: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 4156011Abstract: The sulphur- and oxygen-containing diaryl compounds of the formula: ##STR1## in which A and B, which may be the same or different, represent O, S, SO or SO.sub.2,Alk is a C.sub.1 -C.sub.4 hydrocarbon radical with a straight or branched chain, R represents COOH, an esterified COOH group, a carboxylic amide group, OH, O-SO.sub.2 CH.sub.3, NH.sub.2, NHR.sub.1, NR.sub.1 R.sub.2, NHZOH, NHZNR.sub.1 R.sub.2, C(.dbd.NH)NH.sub.2, C(.dbd.NH)NHOH or 2-.DELTA..sup.2 -imidazolinyl, Z is a C.sub.2 -C.sub.4 hydrocarbon radical with a straight or branched chain, and R.sub.1 and R.sub.2 each represent a C.sub.1 -C.sub.Type: GrantFiled: April 5, 1977Date of Patent: May 22, 1979Assignee: Societe Anonyme dite: Laboratoire L. LafonInventors: Victor Lafon, Louis Lafon
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Patent number: 4152458Abstract: The invention provides new acetohydroxamic acid derivatives, having interesting properties on the central nervous system, of the formula: R.sub.1 R.sub.2 R.sub.3 C--CO--NHOH, in which R.sub.2 and R.sub.3 are each hydrogen or C.sub.1-6 alkyl, and R.sub.1 is C.sub.1-6 alkyl Z.sub.1 Z.sub.2 N (where Z.sub.1 and Z.sub.2 are each phenyl, substituted phenyl, or cycloalkyl), substituted hydantoinyl, benzhydroxycarboxamido, Z.sub.3 CH.sub.2 -- (where Z.sub.3 =optionally substituted aryl), Z.sub.4 --A-- (where Z.sub.4 is optionally substituted phenyl or naphthyl, and A is --NH--,--N(C.sub.1-4 alkyl)-, --N(C.sub.5-6 cycloalkyl)-, --NHCO--, --N(C.sub.1-4 alkyl)CO--, --N(C.sub.5-6 cycloalkyl)CO--, --CONH--, --CON(C.sub.1-4 alkyl)-, --CON(C.sub.5-6 cycloalkyl)-, --NHCONH--, --(N(C.sub.5 H.sub.6)CONH--, or --(N(substituted phenyl)CONH--, optionally substituted benzimidazolyl, or an optionally substituted tricyclic radical, and their metal and acid addition salts.Type: GrantFiled: August 4, 1978Date of Patent: May 1, 1979Assignee: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 4151300Abstract: The invention provides new acetohydroxamic acid derivatives, having interesting properties on the central nervous system, of the formula: R.sub.1 R.sub.2 R.sub.3 C--CO--NHOH, in which R.sub.2 and R.sub.3 are each hydrogen of C.sub.1-6 alkyl, and R.sub.1 is C.sub.1-6 alkyl Z.sub.1 Z.sub.2 N (where Z.sub.1 and Z.sub.2 are each phenyl, substituted phenyl, or cycloalkyl), substituted hydantoinyl, benzhydroxylcarboxamido, Z.sub.3 CH.sub.2 -- (where Z.sub.3 = optionally substituted aryl), Z.sub.4 --A-- (where Z.sub.4 is optionally substituted phenyl or naphthyl, and A is --NH--, --N(C.sub.1-4 alkyl)--, --N(C.sub.5-6 cycloalkyl)--, --NHCO--, --N(C.sub.1-4 alkyl)CO--, --N(C.sub.5-6 cycloalkyl)CO--, --CONH--, --CON(C.sub.1-4 alkyl)--, --CON(C.sub.5-6 cycloalkyl)--, --NHCONH--, --N(C.sub.5 H.sub.6 )CONH--, or --N(substituted phenyl)CONH--, optionally substituted benzimidazolyl, or an optionally substituted tricyclic radical, and their metal and acid addition salts.Type: GrantFiled: August 4, 1978Date of Patent: April 24, 1979Assignee: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 4146647Abstract: The present invention provides compounds of the formula: ##STR1## in which A is CH.sub.2, CHOH, CH.sub.2 O, CH.sub.2 S, CH.sub.2 NH, OCH.sub.2, SCH.sub.2, NH, NHCH.sub.2, NHCOCH.sub.2 or CH.sub.2 NHCH.sub.2, X.sub.1 is H, halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, X.sub.2 is halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, Z is 2-pyrimidinyl or C(.dbd.NR.sub.1)NHR.sub.2 (where R.sub.1 is H and R.sub.2 is H, OH or CH.sub.2 CO.sub.2 Et, or R.sub.1 and R.sub.2 together form CH.sub.2 CH.sub.2, CH.sub.2 CH.sub.2 CH.sub.2 or N.dbd.N), and their addition salts. The compounds of formula I and their salts are useful in therapy as hypotensive agents.Type: GrantFiled: January 25, 1977Date of Patent: March 27, 1979Assignee: Laboratoire L. LafonInventor: Louis Lafon
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Esters of 2-[4-(4-chlorobenzoyl)-phenoxy-2-methyl-propionic acid with bis-(hydroxyalkylthio)-alkanes
Patent number: 4146728Abstract: Esters of 2-[4-(4-chlorobenzoyl)-phenoxy]-2-methylpropionic acid and bis-(hydroxyalkylthio)-alkanes of the formula: ##STR1## IN WHICH R is hydrogen or methyl are particularly useful in the prevention and treatment of hyperlipidaemia and hypercholesterolaemia.Type: GrantFiled: March 25, 1977Date of Patent: March 27, 1979Assignee: Laboratoire L. LafonInventor: Louis Lafon -
Patent number: 4128656Abstract: N-propargyl-piperonylamine of the structural formula: ##STR1## and its addition salts are useful in reducing appetite, fatigue, and aggression.Type: GrantFiled: March 21, 1977Date of Patent: December 5, 1978Assignee: Societe Anonyme Dite: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 4127722Abstract: The invention provides the benzhydrylsulphinyl derivatives of the formula:(C.sub.6 H.sub.5).sub.2 CH--SO--(CH.sub.2).sub.n --R Iwhere n is 1, 2 or 3 and R is C(.dbd.O)NHOH, C(.dbd.NH)NH.sub.2, C(.dbd.NH)NHOH, 2-imidazolin-2-yl or NR.sub.1 R.sub.2 (where R.sub.1 is H or C.sub.1 -C.sub.3 -alkyl and R.sub.2 is H, C.sub.1 -C.sub.3 -alkyl, or CH.sub.2 CH.sub.2 OH, and R.sub.1 and R.sub.2 considered together can form, with the nitrogen atom to which they are bonded, a N-heterocyclic group of 5 to 7 ring members, which can be substituted and can contain a second hetero-atom such as O and N), and their addition salts. These products are useful in therapy for treating disturbances of the central nervous system.Type: GrantFiled: August 3, 1977Date of Patent: November 28, 1978Assignee: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 4124706Abstract: Esters of acetylsalicylic acid with polyols of the formula:HO -- A -- S -- (CH.sub.2).sub.n -- S -- A -- OH (I)in which n is an integer of from 5 to 15 and each A group represents a C.sub.2 -C.sub.6 linear or branched hydrocarbyl group which can contain an --OH group are particularly useful as hypolipidaemic, hypocholesterolaemic, anti-blood clotting and anti-atherosclerosis agents.Type: GrantFiled: March 30, 1977Date of Patent: November 7, 1978Assignee: Societe Anonyme dite: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 4122186Abstract: The invention provides new acetohydroxamic acid derivatives, having interesting properties on the central nervous system, of the formula: R.sub.1 R.sub.2 R.sub.3 C-CO-NHOH, in which R.sub.2 and R.sub.3 are each hydrogen or C.sub.1-6 alkyl, and R.sub.1 is C.sub.1-6 alkyl Z.sub.1 Z.sub.2 N (where Z.sub.1 and Z.sub.2 are each phenyl, substituted phenyl, or cycloalkyl), substituted hydantoinyl, benzhydroxylcarboxamido, Z.sub.3 CH.sub.2 -- (where Z.sub.3 = optionally substituted aryl), Z.sub.4 -A- (where Z.sub.4 is optionally substituted phenyl or naphthyl, and A is --NH--, --N(C.sub.1-4 alkyl)--, --N(C.sub.5-6 cycloalkyl)--, --NHCO--, --N(C.sub.1-4 alkyl)CO--, --N(C.sub.5-6 cycloalkyl)CO--, --CONH--, --CON(C.sub.1-4 alkyl)--, --CON(C.sub.5-6 cycloalkyl)--, --NHCONH--, --N(C.sub.5 H.sub.6)CONH--, or --N(substituted phenyl)CONH--, optionally substituted benzimidazolyl, or an optionally substituted tricyclic radical, and their metal and acid addition salts.Type: GrantFiled: March 17, 1977Date of Patent: October 24, 1978Assignee: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 4098824Abstract: The invention provides the benzhydrylsulphinyl derivatives of the formula:(C.sub.6 H.sub.5).sub.2 CH--SO--(CH.sub.2).sub.n --R Iwhere n is 1, 2 or 3 and R is C(.dbd.O)NHOH, C(.dbd.NH)NH.sub.2, C(.dbd.NH)NHOH, 2--.DELTA..sup.2 -imidazolinyl or NR.sub.1 R.sub.2 (where R.sub.1 is H or C.sub.1 --C.sub.3 -alkyl and R.sub.2 is H, C.sub.1 --C.sub.3 -alkyl, or CH.sub.2 CH.sub.2 OH, and R.sub.1 and R.sub.2 considered together can form, with the nitrogen atom to which they are bonded, a N-heterocyclic group of 5 to 7 ring members, which can be substituted and can contain a second hetero-atom such as O and N), and their addition salts. These products are useful in therapy for treating disturbances of the central nervous system.Type: GrantFiled: August 3, 1977Date of Patent: July 4, 1978Assignee: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 4066686Abstract: The invention provides the benzhydrylsulphinyl derivatives of the formula:(C.sub.6 H.sub.5).sub.2 CH--SO--(CH.sub.2).sub.n --R Iwhere n is 1, 2 or 3 and R is C(.dbd.O)NHOH, C(.dbd.NH)NH.sub.2, C(.dbd.NH)NHOH, 2-.DELTA..sup.2 -imidazolinyl or NR.sub.1 R.sub.2 (where R.sub.1 is H or C.sub.1 -C.sub.3 -alkyl and R.sub.2 is H, C.sub.1 -C.sub.3 -alkyl, or CH.sub.2 CH.sub.2 OH, and R.sub.1 and R.sub.2 considered together can form, with the nitrogen atom to which they are bonded, a N-heterocyclic group of 5 to 7 ring members, which can be substituted and can contain a second hetero-atom such as O and N), and their addition salts. These products are useful in therapy for treating disturbances of the central nervous system.Type: GrantFiled: September 30, 1976Date of Patent: January 3, 1978Assignee: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 4049829Abstract: The present invention concerns as new industrial products, hydroxy-thioalkanes of the formula:Ti Ho--A--S--(CH.sub.2).sub.n --S--A--OHwhere n is an integer from 5 to 15 and A is a straight or branched C.sub.2 -C.sub.6 hydrocarbon chain which may also comprise an OH group.The compounds of formula I are useful in therapeutics, notably as hypolipemiant and hypocholesterolemiant agents.Type: GrantFiled: September 18, 1975Date of Patent: September 20, 1977Assignee: Societe anonyme dite: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 4013776Abstract: Phenylsulphinyl derivatives of the formula ##STR1## in which R.sub.1 represents hydrogen or one or more identical or different substituents, Alk represents a C.sub.2 -C.sub.4 hydrocarbon radical with a linear or branched chain, and A represents C(=NH)NH.sub.2, C(=NH)NHOH, C(=O)NHOH, or ##STR2## where Z is CH.sub.2 CH.sub.2 or CH.sub.2 CH.sub.2 CH.sub.2 and R is H, CH.sub.2 COOH, CH(CH.sub.3)COOH or C(CH.sub.3).sub.2 COOH, and their addition salts, have interesting therapeutic properties on the central nervous system as anxiolytic agents and/or analgesic and anti-inflammatory agents.Type: GrantFiled: September 29, 1975Date of Patent: March 22, 1977Assignee: Societe Anonyme dite: Laboratoire L. LafonInventor: Victor Lafon
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Patent number: 3959283Abstract: 1-[2-(1,4-Benzodioxanyl)methyl]-4-(2-hydroxyethyl)-piperazine hemifumarate and the related compounds of formula: ##SPC1##In which R is hydrogen or alkyl; and A is --CH(CH.sub.3)COOC.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 O(C.sub.6 H.sub.4) (CH.sub.3).sub.2, --CH.sub.2 CH(OH)Ph or --CH.sub.2 CO(C.sub.6 H.sub.3) (OCH.sub.3).sub.3 or A is --Z--OR.sub.1, --CH.sub. 2 CHOR".sub.1 CH.sub. 2 OR'.sub.1, --Z--CO--B or amidino, where Z is a linear or branched divalent hydrocarbon chain of 1 to 3 carbon atoms, R'.sub.1 and R".sub.1, which may be indentical or different, are each hydrogen, alkyl, or acyl, B is OH, alkoxy, or a secondary, tertiary or N-heterocyclic amino radical, and R.sub.1 is alkyl, acyl other than nicotinoyl or 3,4,5-trimethoxy-benzoyl, or, when R is other than hydrogen, hydrogen, and its acid addition salts, are useful in therapy as vasodilators and .alpha.-blocking agents.Type: GrantFiled: January 17, 1975Date of Patent: May 25, 1976Assignee: Laboratoire L. LafonInventor: Louis Lafon
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Patent number: 3944549Abstract: 1-[2-(1,4-benzodioxanyl)methyl]-4-(2-hydroxyethyl)-piperazine hemifumarate and the related compounds of formula: ##SPC1##In which R is hydrogen or alkyl; and A is --Z--OR.sub.1, --CH.sub.2 CHOR".sub.1 CH.sub.2 OR'.sub.1, --Z--CO--B or amidino, where Z is a linear or branched divalent hydrocarbon chain of 1 to 3 carbon atoms, R'.sub.1 and R".sub.1, which may be identical or different, are each hydrogen, alkyl, or acyl, B is OH, alkoxy, or a secondary, tertiary or N-heterocyclic amino radical, and R.sub.1 is alkyl, acyl other than nicotinoyl or 3,4,5-trimethoxy-benzoyl, or, when R is other than hydrogen, hydrogen, and its acid addition salts, are useful in therapy as vasodilators and .alpha.-blocking agents.Type: GrantFiled: October 23, 1973Date of Patent: March 16, 1976Assignee: Laboratoire L. LafonInventor: Louis Lafon