Patents by Inventor Josef Nickl

Josef Nickl has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 4478833
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is optionally substituted alkyl;R.sub.2 is hydrogen or optionally substituted alkyl; orR.sub.1 and R.sub.2, together with each other and the nitrogen atom to which they are attached, form an optionally substituted cyclic imino group;R.sub.3 is an optionally substituted cyclic imino group; andR.sub.4 is substituted hydroxyl, mercapto or amino;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as antithrombotics.
    Type: Grant
    Filed: December 16, 1981
    Date of Patent: October 23, 1984
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Josef Roch, Erich Muller, Berthold Narr, Josef Nickl, Walter Haarmann, Johannes M. Weisenberger
  • Patent number: 4442111
    Abstract: Compounds of the formula ##STR1## wherein n is 0 or 1;A is methylene, vinylene or ethylene optionally substituted by lower alkyl;B is alkylene;R.sub.1 is an optionally substituted alkyl, phenyl or naphthyl group, or a cycloalkyl or pyridyl group; andR.sub.2 is hydrogen or acyl;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as antithrombotics.
    Type: Grant
    Filed: July 6, 1982
    Date of Patent: April 10, 1984
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Erich Muller, Josef Nickl, Berthold Narr, Josef Roch, Walter Haarmann, Johannes M. Weisenberger
  • Patent number: 4329347
    Abstract: Compounds of the formula ##STR1## wherein W is vinylene, methyl-vinylene, methylene or ethylene;m is 0, 1 or 2;D is straight or branched alkylene of 2 to 6 carbon atoms, straight or branched hydroxy-alkylene of 3 to 6 carbon atoms, or xylylene;R.sub.1 is hydrogen or alkyl of 1 to 3 carbon atoms;R.sub.2 is cycloalkyl of 3 to 6 carbon atoms, aryl of 6 to 10 carbon atoms, aralkyl of 7 to 11 carbon atoms, heteroaryl, heteroarlkyl, 1,2,4-triazolyl, triphenylmethyl, 4,5-bis-(p-chlorophenyl)-oxazol-2-yl, N-methyl-cyclohexylamino-carbonylmethyl,-amino-iminomethyl or, when m is 1 or D is hydroxyalkylene or xylylene, also alkyl of 1 to 6 carbon atoms; andR.sub.3 and R.sub.4 are each hydrogen, halogen, alkyl of 1 to 4 carbon atoms, amino, acetylamino or nitro.The compounds of the invention are useful as cardiotonics and as antithrombotics.
    Type: Grant
    Filed: July 24, 1980
    Date of Patent: May 11, 1982
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Erich Muller, Josef Nickl, Josef Roch, Berthold Narr, Walter Haarmann, Johannes M. Weisenberger
  • Patent number: 4260621
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is unsubstituted, mono-substituted or di-substituted piperidino, where the substituents are selected from the group consisting of methyl, hydroxymethyl, hydroxyl, phenyl and benzyl;R.sub.2 is hydrogen, methyl or benzyl; andR.sub.3 is hydrogen, halogen, alkyl of 1 to 3 carbon atoms or alkoxy of 1 to 3 carbon atoms;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as antiphlogistics and antithrombotics.
    Type: Grant
    Filed: September 13, 1979
    Date of Patent: April 7, 1981
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Josef Roch, Erich Muller, Berthold Narr, Josef Nickl, Walter Haarmann
  • Patent number: 4224322
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is unsubstituted, mono-substituted or di-substituted thiomorpholino, where the substituents are selected from the group consisting of methyl, hydroxymethyl, hydroxyl, phenyl and benzyl;R.sub.2 is hydrogen, methyl or benzyl; andR.sub.3 is hydrogen, halogen, alkyl of 1 to 3 carbon atoms or alkoxy of 1 to 3 carbon atoms;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as antiphlogistics and antithrombotics.
    Type: Grant
    Filed: September 13, 1979
    Date of Patent: September 23, 1980
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Josef Roch, Erich Muller, Berthold Narr, Josef Nickl, Walter Haarmann
  • Patent number: 4191776
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, fluorine, chlorine, bromine, methyl, methoxy, methylthio or cyano;R.sub.2 is hydrogen or fluorine;R.sub.3 is carboxyl, (alkoxy of 1 to 6 carbon atoms)-carbonyl, methoxy-(alkoxy of 1 to 6 carbon atoms)-carbonyl, (alkenyloxy of 2 to 6 carbon atoms)-carbonyl, (aralkoxy of 7 to 12 carbon atoms)-carbonyl, phenoxy-carbonyl or pyridyl-methoxy-carbonyl,A is (alkyl of 1 to 3 carbon atoms)-methylene,m is 1 or 2; andn is 0, 1, 2 or 3;and, when R.sub.3 is carboxyl, non-toxic salts thereof formed with an inorganic or organic base. The compounds as well as the salts are useful as antithrombotics, anticholesteremics and anticoagulants.
    Type: Grant
    Filed: November 18, 1977
    Date of Patent: March 4, 1980
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Josef Nickl, Erich Muller, Berthold Narr, Walter Haarmann, Wolfgang Schroter, Rudolf Kadatz
  • Patent number: 4182887
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is mono- or di-substituted amino, where the substituents are selected from the group consisting of alkyl of 1 to 6 carbon atoms, cyclohexyl, allyl and benzyl; unsubstituted, mono-substituted or di-substituted pyrrolidino, piperidino, hexamethyleneimino, morpholino, piperazino, thiomorpholino, 1-oxido-thiomorpholino or 1,1-dioxido-thiomorpholino, where the substituents are selected from the group consisting of methyl, hydroxymethyl, hydroxyl, phenyl and benzyl; 1,2,5,6-tetrahydropyridino; 1,2,3,4-tetrahydroisoquinolino; indolino; or 3,6-ethylene-hexamethyleneimino;R.sub.2 is hydrogen, methyl or benzyl; andR.sub.3 is hydrogen, halogen, alkyl of 1 to 3 carbon atoms or alkoxy of 1 to 3 carbon atoms;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as antiphlogistics and antithrombotics.
    Type: Grant
    Filed: September 19, 1977
    Date of Patent: January 8, 1980
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Josef Roch, Erich Muller, Berthold Narr, Josef Nickl, Walter Haarmann
  • Patent number: 4062973
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or halogen,R.sub.2 is hydroxyl, alkoxy of 1 to 6 carbon atoms, aralkoxy of 7 to 10 carbon atoms, amino, (alkyl of 1 to 3 carbon atoms)-amino, piperidino or morpholino, andn is 0, 1 or 2,Diastereoisomers thereof and, when R.sub.2 is hydroxyl, non-toxic, pharmacologically acceptable salts thereof formed with an inorganic or organic base; the compounds, their diastereoisomers and the salts are useful as antithrombotics, anti-hypercholesteremics and anti-hyperglyceridemics.
    Type: Grant
    Filed: October 6, 1976
    Date of Patent: December 13, 1977
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Josef Nickl, Berthold Narr, Erich Muller, Josef Roch, Walter Haarmann
  • Patent number: 4021479
    Abstract: Compounds of the formulas ##STR1## and ##STR2## wherein A is --CH.sub.2 -- or --CH(OH)--,R.sub.1 is hydrogen, halogen or, when R.sub.2 and R.sub.3 are other than both hydrogen, also methyl,R.sub.2 is hydrogen, halogen, cyano, nitro, amino or (alkanoyl of 1 to 4 carbon atoms)-amino,R.sub.3 is hydrogen or halogen,Provided, however, that at least one of R.sub.1, R.sub.2 and R.sub.3 is other than hydrogen, andR.sub.4 is hydrogen or alkyl of 1 to 4 carbon atoms, and non-toxic salts of the free acids (R.sub.4 = H) formed with inorganic or organic bases; the compounds as well as their salts are useful as antiphlogistics and antiproliferatives.
    Type: Grant
    Filed: October 15, 1973
    Date of Patent: May 3, 1977
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Ernst Seeger, Wolfhard Engel, Josef Nickl, Helmut Teufel
  • Patent number: 3997589
    Abstract: Compounds of the formula ##STR1## wherein R is hydrogen or alkyl of 1 to 4 carbon atoms, and, when R is hydrogen, non-toxic salts thereof formed with an inorganic or organic base; the compounds as well as the salts are useful as antiphlogistics and antiproliferatives.
    Type: Grant
    Filed: January 23, 1975
    Date of Patent: December 14, 1976
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Ernst Seeger, Wolfhard Engel, Josef Nickl, Helmut Teufel
  • Patent number: 3993683
    Abstract: Compounds of the formula ##SPC1##WhereinR.sub.1 is hydrogen, fluorine, bromine, methyl, methoxy, methylthio, nitro, cyano or, when A is other than methylene, R.sub.2 is hydrogen, R.sub.3 is carboxyl, m is 2 and n is 0, also chlorine;R.sub.2 is hydrogen or fluorine;R.sub.3 is hydrogen, methyl, hydroxymethyl, carboxyl, (alkoxy of 1 to 6 carbon atoms)-carbonyl, methoxy-(alkoxy of 1 to 6 carbon atoms)-carbonyl, (alkenyloxy of 2 to 6 carbon atoms)-carbonyl, (aralkoxy of 7 to 12 carbon atoms)-carbonyl, phenoxy-carbonyl, pyridylmethoxy-carbonyl, amino-carbonyl, (alkyl of 1 to 3 carbon atoms-amino)-carbonyl, (dialkyl of 1 to 3 carbon atoms-amino)-carbonyl, phenylamino-carbonyl, morpholino-carbonyl, piperidino-carbonyl, thiomorpholino-carbonyl, (1-oxidothiomorpholino)-carbonyl or (1,1-dioxido-thiomorpholino)-carbonyl;A is methylene, (alkyl of 1 to 3 carbon atoms)-methylene, di-(alkyl of 1 to 3 carbon atoms)-methylene, hydroxymethyl-methylene, hydroxymethylene or carbonyl;m is 1 or 2; andn is 0, 1, 2 or 3;And, when R.
    Type: Grant
    Filed: May 14, 1975
    Date of Patent: November 23, 1976
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Josef Nickl, Erich Muller, Berthold Narr, Walter Haarmann, Wolfgang Schroter, Rudolf Kadatz
  • Patent number: 3987197
    Abstract: 3-(2'-Fluoro-4-biphenylyl)-butyric acid and salts thereof formed with inorganic or organic bases; the compound as well as its salts are useful as antiphlogistics and antirheumatics.
    Type: Grant
    Filed: May 14, 1975
    Date of Patent: October 19, 1976
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Wolfhard Engel, Helmut Teufel, Ernst Seeger, Josef Nickl, Gunther Engelhardt
  • Patent number: 3975524
    Abstract: Compounds of the formula ##SPC1##WhereinR.sub.1 is hydrogen, alkyl of 1 to 3 carbon atoms, alkanoyl of 1 to 3 carbon atoms, or alkoxycarbonyl of 2 to 4 carbon atoms,R.sub.2 is morpholino, thiomorpholino or 1-oxido-thiomorpholino, andR.sub.3 is hydrogen, fluorine, chlorine, bromine, methyl, methoxy or nitro,And non-toxic, pharmacologicaly acceptable acid addition salts thereof; the compounds as well as the salts are useful as anticoagulants.
    Type: Grant
    Filed: April 11, 1975
    Date of Patent: August 17, 1976
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Josef Nickl, Erich Muller, Wolfgang Schroter, Walter Haarmann, Josef Roch
  • Patent number: 3969523
    Abstract: Pharmaceutical compositions containing a compound of the formula ##SPC1##WhereinR.sub.1 is hydrogen, fluoro or chloro,R.sub.2 is hydrogen or alkyl of 1 to 3 carbon atoms, andR.sub.3 is nicotinoyl or isonicotinoyl, or an optically active antipode thereof; and a method of using the same as antiphlogistics.
    Type: Grant
    Filed: August 25, 1975
    Date of Patent: July 13, 1976
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Josef Nickl, Helmut Teufel, Wolfhard Engel, Ernst Seeger, Gunther Engelhardt
  • Patent number: 3950427
    Abstract: Compounds of the formula ##SPC1##WhereinR.sub.1 is isobutyl, phenyl, o-fluoro-phenyl, o-chloro-phenyl, cyclopentyl, cyclohexyl, methyl-cyclo-hexyl or cycloheptyl,R.sub.2 is hydrogen, fluorine, chlorine or bromine,R.sub.3 is methyl, ethyl or, when R.sub.1 is phenyl, fluoro-phenyl or chloro-phenyl, or R.sub.1 is cyclohexyl and R.sub.2 is halogen, also hydrogen,Z.sub.1 and Z.sub.2 are hydrogen or together form an additional carbon-to-carbon bond,A is ##EQU1## or ##EQU2## and M IS 2, 4, 6, 8 OR WHEN R.sub.1 is halo-phenyl, isobutyl, cyclohexyl, methyl-cyclohexyl, cyclopentyl or cycloheptyl and/or R.sub.2 is halogen and/or R.sub.3 is methyl or ethyl and/or A is --CH(OH)--, also O; the compounds are useful as antiphlogistics.
    Type: Grant
    Filed: December 12, 1974
    Date of Patent: April 13, 1976
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Wolfhard Engel, Josef Nickl, Helmut Teufel, Gunther Engelhardt, Ernst Seeger, Gunter Trummlitz
  • Patent number: 3939268
    Abstract: Pharmaceutical compositions containing as an active ingredient a compound of the formula ##SPC1##WhereinR.sub.1 and R.sub.2, which may be identical to or different from each other, are each morpholino, thiomorpholino, 1-oxido-thiomorpholino, 1,1-dioxidothiomorpholino or piperidino, where each of these may optionally have a lower alkyl substituent attached thereto; piperazino; N'-acyl-piperazino; N'-carbamoyl-piperazino; N'-lower alkyl-piperazino; dialkanol-amino; or alkylenediamino; andR.sub.3 is hydrogen or methyl;Or a non-toxic, pharmacologically acceptable acid addition salt thereof; and methods of using the same to inhibit thrombocyte aggregation and adhesiveness.
    Type: Grant
    Filed: September 4, 1974
    Date of Patent: February 17, 1976
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Josef Nickl, Erich Muller, Berthold Narr, Josef Roch