Patents Assigned to A/S Ferrosan
  • Patent number: 5010077
    Abstract: A .beta.-carbolin-3-carboxylic acid derivative of the formula ##STR1## wherein: X is oxygen, sulphur or NR.sup.10, wherein R.sup.10 is hydrogen, C.sub.1-6 -alkyl, C.sub.1-6 -alkenyl, C.sub.3-7 -cycloalkyl or C.sub.3-7 -cycloalkenyl;R.sup.3 is (a) C.sub.1-10 -alkoxy, C.sub.1-10 -alkenyloxy, C.sub.6-10 -aryloxy, C.sub.7-11 -aralkoxy or C.sub.8-12 -aralkenyloxy, each optionally substituted with one or more hydroxy groups, halogen atoms, CF.sub.3 groups, C.sub.1-10 -alkoxy groups or C.sub.2-4 -alkenyloxy groups or each optionally substituted with an amino, di-C.sub.1-6 -alkylamino, C.sub.1-10 -alkoxycarbonyl or C.sub.1-10 -alkenyloxycarbonyl group; or (b) NR.sup.11 R.sup.12, wherein R.sup.11 and R.sup.12 are the same or different and each is (i) hydrogen, (ii) hydroxy, (iii) C.sub.1-10 -alkyl, (iv) C.sub.2-10 -alkenyl, (v) C.sub.6-10 -aryl, (vi) C.sub.7-11 -aralkyl, (vii) C.sub.8-12 -aralkenyl, (viii) C.sub.3-7 -cycloalkyl, or (ix) C.sub.
    Type: Grant
    Filed: April 25, 1988
    Date of Patent: April 23, 1991
    Assignees: A/S Ferrosan, Schering Aktiengesellschaft
    Inventors: Claus T. Braestrup, Mogens C. Nielsen, Joergen A. Christensen, Mogens Engelstoft, Henning Schou, Ulrich Eder, Gunter Neef, Andreas Huth, Dieter Rahtz, Ralph Schmiechen
  • Patent number: 4999354
    Abstract: New imidazoquinoxaline compounds having the general formula ##STR1## wherein R.sup.3 is ##STR2## wherein R' is C.sub.1-6 -alkyl, C.sub.3-7 -cycloalkyl or C.sub.1-6 -alkoxymethyl; and--A-- is ##STR3## wherein R.sup.5 is hydrogen or halogen.The compounds are useful in psychopharmaceutical preparations as anticonvulsants, anxiolytics, hypnotics, and in improving the cognitive function of the brain of mammals.
    Type: Grant
    Filed: January 3, 1990
    Date of Patent: March 12, 1991
    Assignee: A/S Ferrosan
    Inventors: Holger C. Hansen, Frank Watjen
  • Patent number: 4985446
    Abstract: Novel piperidine compounds having the formula ##STR1## wherein R.sup.3 is 3,4-methylenedioxyphenyl, aryl or heteroaryl which are optionally substituted with one or more C.sub.1-6 -alkyl, C.sub.1-6 -alkoxy, C.sub.3-8 -cycloalkyl, C.sub.3-5 -alkylene or aralkoxy,R.sup.1 is straight or branched C.sub.1-8 -alkyl, C.sub.4-8 -alkoxy-C.sub.4-8 -alkyl, C.sub.4-7 -cycloalkyl, aryloxy-C.sub.3-8 -alkyl, C.sub.4-8 -alkenyl, or C.sub.4-8 -cycloalkylalkyl, or R.sup.1 may also be hydrogen or C.sub.1-3 -alkyl, when R.sup.3 is aryl, which is substituted with two or more of C.sub.1-6 -alkyl, C.sub.1-6 alkoxy, C.sub.3-8 -cycloalkyl, aralkoxy, or with C.sub.3-5 -alkylene.X is hydrogen or halogen, and whereinY is O or Sor a salt thereof with a pharmaceutically-acceptable acid, pharmaceutical compositions thereof, method-of-treating therewith.The novel compounds are useful in the treatment of anoxia, migraine, ischemia and epilepsy.
    Type: Grant
    Filed: February 28, 1990
    Date of Patent: January 15, 1991
    Assignee: A/S Ferrosan
    Inventors: Jorgen Drejer, Palle Jakobsen
  • Patent number: 4977155
    Abstract: Heterocyclic dihydroxyquinoxaline compounds having the formula ##STR1## wherein R.sup.2 is hydrogen, NO.sub.2, NH.sub.2, CN, halogen, or SO.sub.2 NH.sub.2 ; --X--Y--Z-- is selected from --N.dbd.N--N.sup.3 --,--NR.sup.3 --N.dbd.N--,.dbd.N--NR.sup.3 --N.dbd., wherein R.sup.3 is hydrogen, lower alkyl, or CF.sub.3.The invention also relates to a method of preparing the compounds, pharmaceutical compositions thereof, and their use.The compounds are useful in the treatment of indications caused by hyperactivity of the excitatory neurotransmitters.
    Type: Grant
    Filed: June 22, 1989
    Date of Patent: December 11, 1990
    Assignee: A/S Ferrosan
    Inventors: Poul Jacobsen, Flemming E. Nielsen, Tage Honore, Jorgen Drejer
  • Patent number: 4970232
    Abstract: Novel aryloxyphenylpropylamines having the formula ##STR1## wherein R.sup.1 is C.sub.3-7 -cycloalkyl, C.sub.3-10 -alkyl, or alkenyl which may be straight, branched or cyclic, unsubstituted or substituted with C.sub.1-4 -alkoxy, aryloxy or cycloalkyl or cycloalkylalkyl; andR.sup.2 is 3,4-methylenedioxyphenyl, aryl or heteroaryl, which are optionally substituted with one or more cyano, halogen, C.sub.1-6 -alkyl, C.sub.1-6 -alkoxy, C.sub.1-6 -alkenyl, trifluoromethyl, C.sub.3-5 -alkylene, aryloxy or aralkoxyand a salt thereof with a pharmaceutically acceptable acid.The novel compounds are useful in the treatment of anoxia, migraine, ischemia and epilepsy.
    Type: Grant
    Filed: February 2, 1990
    Date of Patent: November 13, 1990
    Assignee: A/S Ferrosan
    Inventors: Palle Jakobsen, Jorgen Drejer
  • Patent number: 4968682
    Abstract: New imidazoquinoxaline compounds having the general formula ##STR1## wherein ##STR2## wherein R' is C.sub.1-6 -alkyl, C.sub.3-7 -cycloalkyl or C.sub.1-6 -alkoxymethyl; and ##STR3## wherein R.sup.5 is hydrogen or halogen. The compounds are useful in psychopharmaceutical preparations as anticonvulsants, anxiolytics, hypnotics, and in improving the cognitive function of the brain of mammals.
    Type: Grant
    Filed: December 7, 1988
    Date of Patent: November 6, 1990
    Assignee: A/S Ferrosan
    Inventors: Holger C. Hansen, Frank Watjen
  • Patent number: 4962122
    Abstract: Novel aryloxyphenylpropylamines having the formula ##STR1## wherein R.sup.1 is C.sub.3-7 -cycloalkyl, C.sub.3-10 -alkyl, or alkenyl which may be straight, branched or cyclic, unsubstituted or substituted with C.sub.1-4 -alkoxy, aryloxy or cycloalkyl or cycloalkylalkyl; andR.sup.2 is 3,4-methylenedioxyphenyl, aryl or heteroaryl, which are optionally substituted with one or more cyano, halogen, C.sub.1-6 -alkyl, C.sub.1-6 -alkoxy, C.sub.1-6 -alkenyl, trifluoromethyl, C.sub.3-5 -alkylene, aryloxy or aralkoxyand a salt thereof with a pharmaceutically acceptable acid.The novel compounds are useful in the treatment of anoxia, migraine, ischemia and epilepsy.
    Type: Grant
    Filed: November 29, 1988
    Date of Patent: October 9, 1990
    Assignee: A/S Ferrosan
    Inventors: Palle Jakobsen, Jorgen Drejer
  • Patent number: 4948794
    Abstract: Heterocyclic dihydroxyquinoxaline compounds having the formula ##STR1## wherein R.sup.1 is C.sub.1-12 -alkyl, which may optionally be substituted by hydroxy, formyl, carboxy, carboxylic esters, amides or amines, C.sub.3-8 -cycloalkyl, aryl, aralkyl; and wherein R.sup.6 is, hydrogen, halogen, CN, CF.sub.3, NO.sub.2, or OR', wherein R' is C.sub.1-4 -alkyl and R.sup.5, R.sup.7 and R.sup.8 is hydrogen, provided R.sup.6 is not CF.sub.3, OCH.sub.3, NO.sub.2, C.sup.1 or Br when R.sup.1 is CH.sub.3 ; orR.sup.6 and R.sup.7 independently are NO.sub.2, halogen, CN, CF.sub.3, or OR', wherein R' is C.sub.1-4 -alkyl, and R.sup.5 and R.sup.8 are each hydrogen; orR.sup.5 and R.sup.6 together form a further fused aromatic ring, which may be substituted with halogen, NO.sub.2, CN, CF.sub.3 or OR', wherein R' is C.sub.1-4 -alkyl, and R.sup.7 and R.sup.8 independently are hydrogen, halogen, CN, CF.sub.3, NO.sub.2 or OR', wherein R' is C.sub.1-4 -alkyl; orR.sup.7 and R.sup.
    Type: Grant
    Filed: November 8, 1988
    Date of Patent: August 14, 1990
    Assignee: A/S Ferrosan
    Inventors: Tage Honore, Poul Jacobsen, Flemming E. Nielsen, Lars Naerum
  • Patent number: 4933353
    Abstract: New piperidine compounds having the formula ##STR1## wherein at least one of R.sup.3, R.sup.4, and R.sup.5 are ##STR2## and the other independently are H, C.sub.1-6 -alkyl, wherein R' is H, C.sub.1-8 -alkyl, phenyl, thienyl, cyclopropyl, or C.sub.1-3 -alkoxymethyl; andR.sup.1 and R.sup.6 independently are H or C.sub.1-6 -alkyl, and wherein ##STR3## and salts thereof with pharmaceutically-acceptable acids. The new compounds are useful in improving the cognitive functions of the forebrain and hippocampus of mammals, and are therefore useful in the treatment of Alzheimer's disease.
    Type: Grant
    Filed: August 25, 1988
    Date of Patent: June 12, 1990
    Assignee: A/S Ferrosan
    Inventors: Leif H. Jensen, Per Sauerberg, Frank Watjen, Jens W. Kindtler
  • Patent number: 4912108
    Abstract: Heterocyclic dihydroxyquinoxaline compounds having the formula ##STR1## wherein --A-- together with the two carbon atoms denoted as 1 and 2 is selected from ##STR2## R.sup.1, R.sup.2 and R.sup.3 are independently H, halogen, CN, NH.sub.2, NO.sub.2, SO.sub.3 H, SO.sub.2 NH.sub.2, or CONH.sub.2The invention also relates to a method of preparing the compounds, pharmaceutical compositions thereof, and their use.The compounds are useful in the treatment of indications caused by hyperactivity of the excitatory neurotransmitters.
    Type: Grant
    Filed: May 3, 1989
    Date of Patent: March 27, 1990
    Assignee: A/S Ferrosan
    Inventors: Poul Jacobsen, Flemming E. Nielsen, Tage Honore
  • Patent number: 4902686
    Abstract: New heterocyclic compounds having the general formula ##STR1## wherein R.sup.3 is ##STR2## CO.sub.2 R' or CONR'R", wherein R' and R" independently are C.sub.1-6 -alkyl, C.sub.3-7 -cycloalkyl or C.sub.1-6 -alkoxymethyl;--A-- is --C(.dbd.O)--NR'"--, --NR'"--C(.dbd.O)--, or ##STR3## wherein R'" is C.sub.1-6 -alkyl; X is C or N; andR.sup.4 is hydrogen, halogen, CN, C.sub.1-6 -alkyl, C.sub.1-6 -alkynyl, trimethylsilyl-C.sub.1-6 -alkynyl, aryloxy which may be substituted with halogen, aralkoxy, C.sub.3-7 -cycloalkoxy which may be substituted with one or more C.sub.1-6 -alkyl groups, or NR""R'"", wherein R"" and R""' independently are C.sub.1-6 -alkyl or together with the nitrogen atom form a 3-7 membered heterocyclic ring.The compounds are useful in psychopharmaceutical preparations as anticonvulsants, anxiolytics, hypnotics, and nootropics.
    Type: Grant
    Filed: April 20, 1989
    Date of Patent: February 20, 1990
    Assignee: A/S Ferrosan
    Inventors: Frank Watjen, Holger C. Hansen
  • Patent number: 4889855
    Abstract: Heterocyclic dihydroxyquinoxaline compounds having the formula ##STR1## wherein --A-- together with the two carbon atoms denoted as 1 and 2 is selected from ##STR2## R.sup.1, R.sup.2 and R.sup.3 are independently H, halogen, CN, NH.sub.2, NO.sub.2, SO.sub.3 H, SO.sub.2 NH.sub.2, or CONH.sub.2The invention also relates to a method of preparing the compounds, pharmaceutical compositions thereof, and their use.The compounds are useful in the treatment of indications caused by hyperactivity of the excitatory neurotransmitters.
    Type: Grant
    Filed: February 16, 1988
    Date of Patent: December 26, 1989
    Assignee: A/S Ferrosan
    Inventors: Poul Jacobsen, Flemming E. Nielsen, Tage Honore
  • Patent number: 4886797
    Abstract: New heterocyclic derivatives having the general formula: ##STR1## wherein X is ##STR2## or CO.sub.2 R' wherein R' is C.sub.1-6 -alkyl, C.sub.3-7 -cycloalkyl, or C.sub.1-3 -alkoxymethyl, and--A-- is --(CH.sub.2).sub.n --Y--(CH.sub.2).sub.m --,wherein n and m are 0 or 1 and --Y-- is --O--, --S--, --CH.sub.2 --, or --NR"--, wherein R" is hydrogen or C.sub.1-6 -alkyl.The compounds are useful in psychopharmaceutical preparations as anticonvulsants, anxiolytics, hypnotics, and nootropics and in human and animal health as anthelmintics, ecto- and endoparasiticides, insecticides and acaricides.
    Type: Grant
    Filed: February 2, 1989
    Date of Patent: December 12, 1989
    Assignee: A/S Ferrosan
    Inventors: Frank Watjen, Mogens Engelstoft
  • Patent number: 4880799
    Abstract: New heterocyclic derivatives havingy the general formula: ##STR1## wherein ##STR2## wherein R' is C.sub.1-6 -alkyl, C.sub.3-7 -cycloalkyl, or C.sub.1-3 -alkoxymethyl, and--A-- is --(CH.sub.2).sub.n --Y--(CH.sub.2).sub.m --,wherein n and m are O or 1 and --Y-- is --O--, --S--, --CH.sub.2 --, or --NR"--, wherein R" is hydrogen or C.sub.1-6 -alkyl.The compounds are useful in psychopharmaceutical preparations as anticonvulsants, anxiolytics, hypnotics, and nootropics and in human and animal health as anthelmintics, ecto- and endoparasiticides, insecticides and acaricides.
    Type: Grant
    Filed: February 2, 1989
    Date of Patent: November 14, 1989
    Assignee: A/S Ferrosan
    Inventors: Frank Watjen, Mogens Engelstoft
  • Patent number: 4877799
    Abstract: Novel piperidine compounds having the formula ##STR1## wherein R.sup.3 is 3,4-methylenedioxyphenyl, aryl or heteroaryl which are optionally substituted with one or more C.sub.1-6 -alkyl, C.sub.1-6 -alkoxy, C.sub.3-8 -cycloalkyl, C.sub.3-5 -alkylene or aralkoxy,R.sup.1 is straight or branched C.sub.1-8 -alkyl, C.sub.4-8 -alkoxy-C.sub.4-8 -alkyl, C.sub.4-7 -cycloalkyl, aryloxy-C.sub.3-8 -alkyl, C.sub.4-8 -alkenyl, or C.sub.4-8 -cycloalkylalkyl, or R.sup.1 may also be hydrogen or C.sub.1-3 -alkyl, when R.sup.3 is aryl, which is substituted with two or more of C.sub.1-6 -alkyl, C.sub.1-6 -alkoxy, C.sub.3-8 -cycloalkyl, aralkoxy, or with C.sub.3-5 -alkylene.X is hydrogen or halogen, and whereinY is O or S or a salt thereof with a pharmaceutically-acceptable acid, pharmaceutical compositions thereof, method-of-treating therewith.The novel compounds are useful in the treatment of anoxia, migraine, ischemia and epilepsy.
    Type: Grant
    Filed: October 8, 1987
    Date of Patent: October 31, 1989
    Assignee: A/S Ferrosan
    Inventors: Jorgen Drejer, Palle Jakobsen
  • Patent number: 4873244
    Abstract: New heterocyclic compounds having the general formula ##STR1## wherein ##STR2## CO.sub.2 R' or CONR'R", whereinR' and R" independently are C.sub.1-6 -alkyl, C.sub.3-7 -cycloalkyl or C.sub.1-6 -alkoxymethyl;--A-- is --C(.dbd.O)--NR'"--, --NR'"--C(.dbd.O)--, or ##STR3## wherein R'" is C.sub.1-6 -alkyl;X is C or N; andR.sup.4 is hydrogen, halogen, CN, C.sub.1-6 -alkyl, C.sub.1-6 -alkynyl, trimethylsilyl-C.sub.1-6 -alkynyl, aryloxy which may be substituted with halogen, aralkoxy, C.sub.3-7 -cycloalkoxy which may be substituted with one or more C.sub.1-6 -alkyl groups, or NR""R'"", wherein R"" and R'"" independently are C.sub.1-6 -alkoxy or together with the nitrogen atom form a 3-7 membered heterocyclic ring.The compounds are useful in psychopharmaceutical preparations as anticonvulsants, anxiolytics, hypnotics, and nootropics.
    Type: Grant
    Filed: February 16, 1988
    Date of Patent: October 10, 1989
    Assignee: A/S Ferrosan
    Inventors: WaFrank, Holger C. Hansen
  • Patent number: 4870073
    Abstract: New heterocyclic derivatives having the general formula: ##STR1## wherein X is ##STR2## or CO.sub.2 R' whereinR' is C.sub.1-6 -alkyl, C.sub.3-7 -cycloalkyl, or C.sub.1-3 -alkoxymethyl, andA-- is --(CH.sub.2).sub.n --Y--(CH.sub.2).sub.m --,wherein n and m are 0 or 1 and --Y-- is --O--, --S--, --CH.sub.2 --, or --NR''--, wherein R'' is hydrogen or C.sub.1-6 -alkyl.The compounds are useful in psychopharmaceutical preparations as anticonvulsants, anxiolytics, hypnotics, and nootropics and in human and animal health as anthelmintics, etco- and endoparasiticides, insecticides and acaricides.
    Type: Grant
    Filed: September 26, 1986
    Date of Patent: September 26, 1989
    Assignee: A/S Ferrosan
    Inventors: Frank Watjen, Mogens Engelstoft
  • Patent number: 4866065
    Abstract: New heterocyclic compounds having the general formula ##STR1## wherein ##STR2## wherein R' is C.sub.1-6 -alkyl, C.sub.3-7 -cycloalkyl or C.sub.1-6 -alkoxymethyl;R.sup.4 is C.sub.1-6 -alkyl;--S-- is ##STR3## and wherein R.sup.5 and R.sup.6 independently are hydrogen, C.sub.1-6 -alkyl, or aryl.The compounds are useful in psychopharmaceutical preparations as anticonvulsants, anxiolytics, hypnotics, and in improving the cognitive function of the brain of mammals.
    Type: Grant
    Filed: October 6, 1988
    Date of Patent: September 12, 1989
    Assignee: A/S Ferrosan
    Inventors: Frank Watjen, Holger C. Hansen
  • Patent number: 4845095
    Abstract: Piperidine compounds having the formula ##STR1## wherein R.sup.1 is hydrogen, (C.sub.1-6 -alkoxyaryl)alkyl, diphenylmethozy-C.sub.1-6 -alkyl, C.sub.1-8 -alkyl, C.sub.4-10 -cycloalkylalkyl, phenoxy-C.sub.1-8 -alkyl, or C.sub.1-6 -alkoxy-C.sub.1-6 -alkyl; andR is ##STR2## or CH.dbd.NOR' wherein R' is C.sub.1-6 -alkyl, C.sub.3-7 -cycloalkyl, C.sub.1-6 -alkoxy-C.sub.1-6 -alkyl, aryl-C.sub.0-6 -alkyl, which may optionally be substituted with one or more halogen and (.sub.1-5 -alkoxy, thienyl, or C.sub.4-7 -cycloalkylalkyl.The novel compounds are useful for the treatment of pain conditions and as neuroleptics.
    Type: Grant
    Filed: March 23, 1988
    Date of Patent: July 4, 1989
    Assignee: A/S Ferrosan
    Inventor: Frank Watjen
  • Patent number: 4837241
    Abstract: New piperidine compounds having the formula ##STR1## wherein at least one of R.sup.3, R.sup.4, and R.sup.5 are ##STR2## and the other independently are H, C.sub.1-6 -alkyl, wherein R' is H, C.sub.1-8 -alkyl, phenyl, thienyl, cyclopropyl, or C.sub.1-3 -alkoxymethyl; and R.sup.1 and R.sup.6 independently are H or C.sub.1-6 -alkyl, and wherein ##STR3## and salts thereof with pharmaceutically-acceptable acids. The new compounds are useful in improving the cognitive functions of the forebrain and hippocampus of mammals, and are therefore useful in the treatment of Alzheimer's disease.
    Type: Grant
    Filed: August 26, 1987
    Date of Patent: June 6, 1989
    Assignee: A/S Ferrosan
    Inventors: Leif H. Jensen, Per Sauerberg, Frank Watjen, Jens W. Kindtler