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).
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Patent number: 4478833Abstract: 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: GrantFiled: December 16, 1981Date of Patent: October 23, 1984Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Josef Roch, Erich Muller, Berthold Narr, Josef Nickl, Walter Haarmann, Johannes M. Weisenberger
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Patent number: 4442111Abstract: 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: GrantFiled: July 6, 1982Date of Patent: April 10, 1984Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Erich Muller, Josef Nickl, Berthold Narr, Josef Roch, Walter Haarmann, Johannes M. Weisenberger
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Patent number: 4329347Abstract: 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: GrantFiled: July 24, 1980Date of Patent: May 11, 1982Assignee: Boehringer Ingelheim GmbHInventors: Erich Muller, Josef Nickl, Josef Roch, Berthold Narr, Walter Haarmann, Johannes M. Weisenberger
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Patent number: 4260621Abstract: 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: GrantFiled: September 13, 1979Date of Patent: April 7, 1981Assignee: Boehringer Ingelheim GmbHInventors: Josef Roch, Erich Muller, Berthold Narr, Josef Nickl, Walter Haarmann
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Patent number: 4224322Abstract: 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: GrantFiled: September 13, 1979Date of Patent: September 23, 1980Assignee: Boehringer Ingelheim GmbHInventors: Josef Roch, Erich Muller, Berthold Narr, Josef Nickl, Walter Haarmann
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Patent number: 4191776Abstract: 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: GrantFiled: November 18, 1977Date of Patent: March 4, 1980Assignee: Boehringer Ingelheim GmbHInventors: Josef Nickl, Erich Muller, Berthold Narr, Walter Haarmann, Wolfgang Schroter, Rudolf Kadatz
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Patent number: 4182887Abstract: 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: GrantFiled: September 19, 1977Date of Patent: January 8, 1980Assignee: Boehringer Ingelheim GmbHInventors: Josef Roch, Erich Muller, Berthold Narr, Josef Nickl, Walter Haarmann
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Patent number: 4062973Abstract: 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: GrantFiled: October 6, 1976Date of Patent: December 13, 1977Assignee: Boehringer Ingelheim GmbHInventors: Josef Nickl, Berthold Narr, Erich Muller, Josef Roch, Walter Haarmann
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Patent number: 4021479Abstract: 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: GrantFiled: October 15, 1973Date of Patent: May 3, 1977Assignee: Boehringer Ingelheim GmbHInventors: Ernst Seeger, Wolfhard Engel, Josef Nickl, Helmut Teufel
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Patent number: 3997589Abstract: 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: GrantFiled: January 23, 1975Date of Patent: December 14, 1976Assignee: Boehringer Ingelheim GmbHInventors: Ernst Seeger, Wolfhard Engel, Josef Nickl, Helmut Teufel
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Patent number: 3993683Abstract: 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: GrantFiled: May 14, 1975Date of Patent: November 23, 1976Assignee: Boehringer Ingelheim GmbHInventors: Josef Nickl, Erich Muller, Berthold Narr, Walter Haarmann, Wolfgang Schroter, Rudolf Kadatz
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Patent number: 3987197Abstract: 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: GrantFiled: May 14, 1975Date of Patent: October 19, 1976Assignee: Boehringer Ingelheim GmbHInventors: Wolfhard Engel, Helmut Teufel, Ernst Seeger, Josef Nickl, Gunther Engelhardt
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Patent number: 3975524Abstract: 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: GrantFiled: April 11, 1975Date of Patent: August 17, 1976Assignee: Boehringer Ingelheim GmbHInventors: Josef Nickl, Erich Muller, Wolfgang Schroter, Walter Haarmann, Josef Roch
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Patent number: 3969523Abstract: 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: GrantFiled: August 25, 1975Date of Patent: July 13, 1976Assignee: Boehringer Ingelheim GmbHInventors: Josef Nickl, Helmut Teufel, Wolfhard Engel, Ernst Seeger, Gunther Engelhardt
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Patent number: 3950427Abstract: 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: GrantFiled: December 12, 1974Date of Patent: April 13, 1976Assignee: Boehringer Ingelheim GmbHInventors: Wolfhard Engel, Josef Nickl, Helmut Teufel, Gunther Engelhardt, Ernst Seeger, Gunter Trummlitz
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Patent number: 3939268Abstract: 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: GrantFiled: September 4, 1974Date of Patent: February 17, 1976Assignee: Boehringer Ingelheim GmbHInventors: Josef Nickl, Erich Muller, Berthold Narr, Josef Roch