Patents Assigned to Laboratoire L. Lafon
  • Patent number: 4225617
    Abstract: 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: Grant
    Filed: August 24, 1979
    Date of Patent: September 30, 1980
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4209524
    Abstract: 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: Grant
    Filed: August 4, 1978
    Date of Patent: June 24, 1980
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4209523
    Abstract: 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: Grant
    Filed: August 4, 1978
    Date of Patent: June 24, 1980
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4183951
    Abstract: 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: Grant
    Filed: August 4, 1978
    Date of Patent: January 15, 1980
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4177290
    Abstract: 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: Grant
    Filed: March 9, 1978
    Date of Patent: December 4, 1979
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4156011
    Abstract: 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: Grant
    Filed: April 5, 1977
    Date of Patent: May 22, 1979
    Assignee: Societe Anonyme dite: Laboratoire L. Lafon
    Inventors: Victor Lafon, Louis Lafon
  • Patent number: 4152458
    Abstract: 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: Grant
    Filed: August 4, 1978
    Date of Patent: May 1, 1979
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4151300
    Abstract: 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: Grant
    Filed: August 4, 1978
    Date of Patent: April 24, 1979
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4146647
    Abstract: 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: Grant
    Filed: January 25, 1977
    Date of Patent: March 27, 1979
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4146728
    Abstract: 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: Grant
    Filed: March 25, 1977
    Date of Patent: March 27, 1979
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4128656
    Abstract: N-propargyl-piperonylamine of the structural formula: ##STR1## and its addition salts are useful in reducing appetite, fatigue, and aggression.
    Type: Grant
    Filed: March 21, 1977
    Date of Patent: December 5, 1978
    Assignee: Societe Anonyme Dite: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4127722
    Abstract: 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: Grant
    Filed: August 3, 1977
    Date of Patent: November 28, 1978
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4124706
    Abstract: 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: Grant
    Filed: March 30, 1977
    Date of Patent: November 7, 1978
    Assignee: Societe Anonyme dite: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4122186
    Abstract: 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: Grant
    Filed: March 17, 1977
    Date of Patent: October 24, 1978
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4098824
    Abstract: 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: Grant
    Filed: August 3, 1977
    Date of Patent: July 4, 1978
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4066686
    Abstract: 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: Grant
    Filed: September 30, 1976
    Date of Patent: January 3, 1978
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4049829
    Abstract: 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: Grant
    Filed: September 18, 1975
    Date of Patent: September 20, 1977
    Assignee: Societe anonyme dite: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4013776
    Abstract: 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: Grant
    Filed: September 29, 1975
    Date of Patent: March 22, 1977
    Assignee: Societe Anonyme dite: Laboratoire L. Lafon
    Inventor: Victor Lafon
  • Patent number: 3959283
    Abstract: 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: Grant
    Filed: January 17, 1975
    Date of Patent: May 25, 1976
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 3944549
    Abstract: 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: Grant
    Filed: October 23, 1973
    Date of Patent: March 16, 1976
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon