Patents Assigned to Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
  • Patent number: 5417862
    Abstract: A process for inactivating the biological activity of DNA, especially recombinant DNA, is disclosed. The process includes the step of heating the DNA at 60.degree. to 100.degree. C. in the presence of an acid other than percarboxylic acid at a concentration of at least 0.2 mM and a pH value of maximum 4, preferably 3.
    Type: Grant
    Filed: September 8, 1992
    Date of Patent: May 23, 1995
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Klaus Bergemann, Georg Bader, Wolfgang Berthold, Rolf-Gunter Werner
  • Patent number: 4560685
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is phenylalkylamino, alkylamino, dialkylamino, piperidino, morpholino, thiomorpholino or 1-oxido-thiomorpholino;R.sub.2 is dialkylamino, piperidino, morpholino, thiomorpholino or 1-oxido-thiomorpholino; andR.sub.3 is halogen, alkoxy, alkylthio, phenylalkoxy or phenylalkylthio;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as antithrombotics and antimetastatics.
    Type: Grant
    Filed: June 18, 1984
    Date of Patent: December 24, 1985
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Josef Roch, Josef Nickl, Erich Muller, Berthold Narr, Johannes Weisenberger, Rainer Zimmermann, Walter Haarmann
  • Patent number: 4551464
    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: January 26, 1984
    Date of Patent: November 5, 1985
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Erich Muller, Josef Nickl, Berthold Narr, Josef Roch, Walter Haarmann, Johannes M. Weisenberger
  • Patent number: 4533664
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, methyl, methoxy, fluorine or chlorine; andR.sub.2 is hydrogen, methyl, ethyl or n-propyl;and non-toxic, pharmacologically acceptable salts thereof formed with an inorganic or organic base. The compounds as well as the salts are useful as antithrombotics.
    Type: Grant
    Filed: September 30, 1983
    Date of Patent: August 6, 1985
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Gunter Trummlitz, Wolfhard Engel, Ernst Seeger, Walter Haarmann
  • Patent number: 4490369
    Abstract: Compounds of the formula ##STR1## wherein A is --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--, --NH--CO--, --CH.sub.2 --CO-- or ##STR2## where R.sub.7 is alkyl of 1 to 3 carbon atoms, andB is methylene, carbonyl or thiocarbonyl, orA is --CO--CO--, --N.dbd.CH--, ##STR3## where R.sub.8 is hydrogen or alkyl of 1 to 3 carbon atoms substituted by a phenyl, methoxyphenyl or dimethoxyphenyl, andB is methylene;E is n-alkylene of 2 to 4 carbon atoms optionally substituted by an alkyl of 1 to 3 carbon atoms, 2-hydroxy-n-propylene, 2-hydroxy-n-butylene or 3-hydroxy-n-butylene;G is n-alkylene of 1 to 5 carbon atoms optionally substituted by an alkyl of 1 to 3 carbon atoms, wherein one methylene group of an n-alkylene of 2 to 5 carbon atoms can be replaced by a carbonyl group, with the proviso that B represents a methylene or carbonyl group, or methylene-n-hydroxy-alkylene of 1 to 4 carbon atoms, where the methylene group is attached to the nitrogen atom; andR.sub.1 to R.sub.
    Type: Grant
    Filed: November 2, 1983
    Date of Patent: December 25, 1984
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Manfred Reiffen, Joachim Heider, Norbert Hauel, Volkhard Austel, Wolfgang Eberlein, Walter Kobinger, Christian Lillie, Klaus Noll, Helmut Pieper, Gerd Kruger, Johannes Keck
  • Patent number: 4486433
    Abstract: Compounds of the formula ##STR1## wherein A and B, which may be the same or different, each represent methylene, (alkyl of 1 to 3 carbon atoms)-methylene, ethylene or (alkyl of 1 to 3 carbon atoms)-ethylene;R.sub.1 is hydrogen, alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, alkenyl of 3 to 6 carbon atoms, phenyl-(alkyl of 1 to 3 carbon atoms), halophenyl-(alkyl of 1 to 3 carbon atoms), alkanoyl of 1 to 3 carbon atoms, phenyl-(alkanoyl of 1 to 3 carbon atoms), halophenyl-(alkanoyl of 1 to 3 carbon atoms), alkoxycarbonyl of 2 to 4 carbon atoms, aralkoxycarbonyl of 8 to 10 carbon atoms or phenyl;one of R.sub.2 and R.sub.3 is amino and the other is hydrogen, chlorine, bromine, alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms, alkoxycarbonyl of 2 to 4 carbon atoms, phenyl or halophenyl;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as bradycardiacs.
    Type: Grant
    Filed: June 6, 1983
    Date of Patent: December 4, 1984
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Rudolf Hurnaus, Gerhart Griss, Robert Sauter, Wolfgang Grell, Walter Kobinger, Ludwig Pichler
  • 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: 4430355
    Abstract: Compounds of the formula ##STR1## wherein X is oxygen or sulfur;R.sub.1 is hydrogen, methyl or ethyl; andR.sub.2 is methyl or ethyl;and non-toxic, physiologically acceptable salts thereof formed with an inorganic or organic base. The compounds as well as their salts are useful as sweetening agents.
    Type: Grant
    Filed: August 27, 1981
    Date of Patent: February 7, 1984
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Gunter Trummlitz, Ernst Seeger, Wolfhard Engel
  • Patent number: 4421755
    Abstract: Pharmaceutical compositions containing, as an active ingredient, a compound of the formula ##STR1## wherein R.sub.1 is alkoxy of 1 to 4 carbon atoms, and R.sub.2 is (alkyl of 1 to 4 carbon atoms) sulfinyl, or a non-toxic, pharmacologically acceptable acid addition salt thereof; and a method of using the same for the treatment of coronary heart diseases or coronary spasms.
    Type: Grant
    Filed: February 18, 1982
    Date of Patent: December 20, 1983
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Lothar Benedikter, Eberhard Kutter
  • Patent number: 4414225
    Abstract: Compounds of the formula ##STR1## wherein n and m are each 1, 2 or 3, and the sum of n+m is 4;R.sub.1 is alkyl; alkenyl; unsubstituted, mono- or di-substituted aralkyl; unsubstituted, mono- or di-substituted benzoyl; alkoxycarbonyl; aralkoxycarbonyl; or, when m and n are each 2 and/or R.sub.2 and R.sub.3 are other than both hydrogen at the same time, also hydrogen;one of R.sub.2 and R.sub.3 is hydrogen or amino, and the other is carboxyl or alkoxycarbonyl; or, when R.sub.3 is hydrogen,R.sub.2 is hydrogen; amino; alkoxycarbonyl-amino; (unsubstituted or mono-substituted phenyl)-aminocarbonyl-; (unsubstituted or mono-substituted phenyl)ethylaminocarbonyl; azidocarbonyl; or hydrazinocarbonyl;X is oxygen, sulfur or ##STR2## where R.sub.4 is hydrogen; alkyl; phenyl-alkyl; or phenyl; non-toxic, pharmacologically acceptable acid addition salts thereof; and, when R.sub.2 or R.sub.3 is carboxyl, non-toxic, pharmacologically acceptable salts thereof formed with inorganic or organic bases.
    Type: Grant
    Filed: February 12, 1982
    Date of Patent: November 8, 1983
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Robert Sauter, Gerhart Griss, Wolfgang Grell, Rudolf Hurnaus, Bernhard Eisele, Walter Haarmann, Eckhard Rupprecht
  • Patent number: 4410527
    Abstract: Compounds of the formula ##STR1## wherein R is 1-methyl-4-piperididinyl, 4-methyl-1-piperazinyl, or 3 - or 3 -tropanyl, each of which may optionally have another methyl substituent attached to the heterocyclic ring;R.sub.1 is hydrogen or alkyl of 1 to 4 carbon atoms;R.sub.2 is hydrogen, halogen or alkyl of 1 to 4 carbon atoms; andX is oxygen, --NH-- or --N(CH.sub.3)--;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as anti-ulcerogenics.
    Type: Grant
    Filed: January 31, 1983
    Date of Patent: October 18, 1983
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Wolfhard Engel, Gunther Schmidt, Wolfgang Eberlein, Gunter Trummlitz, Rudolf Hammer, Piero Del Soldato
  • Patent number: 4409220
    Abstract: Compounds of the formula ##STR1## wherein A and B, which may be the same or different, each represent methylene, (alkyl of 1 to 3 carbon atoms)-methylene, ethylene or (alkyl of 1 to 3 carbon atoms)-ethylene;R.sub.1 is hydrogen, alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, alkenyl of 3 to 6 carbon atoms, phenyl-(alkyl of 1 to 3 carbon atoms), halophenyl-(alkyl of 1 to 3 carbon atoms), alkanoyl of 1 to 3 carbon atoms, phenyl-(alkanoyl of 1 to 3 carbon atoms), halophenyl-(alkanoyl of 1 to 3 carbon atoms), alkoxycarbonyl of 2 to 4 carbon atoms, aralkoxycarbonyl of 8 to 10 carbon atoms or phenyl;one of R.sub.2 and R.sub.3 is amino and the other is hydrogen, chlorine, bromine, alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms, alkoxycarbonyl of 2 to 4 carbon atoms, phenyl or halophenyl;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as bradycardiacs.
    Type: Grant
    Filed: August 27, 1981
    Date of Patent: October 11, 1983
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Rudolf Hurnaus, Gerhart Griss, Robert Sauter, Wolfgang Grell, Walter Kobinger, Ludwig Pichler
  • Patent number: 4379784
    Abstract: Compounds of the formula ##STR1## wherein A is phenyl, 4-hydroxy-phenyl, 2-thienyl or 3,4-dihydroxy-phenyl; andR is ##STR2## where R.sub.1 and R.sub.2, which may be identical to or different from each other, are each methylmercapto or amino;Z' is oxygen, sulfur or .dbd.NR.sub.3 ;R.sub.3 is hydrogen, alkyl of 1 to 3 carbon atoms or hydroxy-(alkyl of 1 to 3 carbon atoms);R.sub.4 is hydrogen, hydroxyl, hydroxymethyl or methyl;n is 2, 3 or 4;Y is --SO.sub.2 NH--, --SO-- or --SO.sub.2 --;Z is straight or branched alkylene of 1 to 3 carbon atoms;X is hydroxyl, aminocarbonyl, aminosulfonyl, formylamino, acetylamino, amino, methylsulfinyl, methylsulfonyl or ##STR3## or --Y--Z--X is ##STR4## and non-toxic, pharmacologically acceptable salts thereof formed with inorganic or organic bases. The compounds as well as the salts are useful as antibiotics.
    Type: Grant
    Filed: November 20, 1981
    Date of Patent: April 12, 1983
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Roland Maier, Bernd Wetzel, Eberhard Woitun, Wolfgang Reuter, Uwe Lechner, Hanns Goeth
  • Patent number: 4379788
    Abstract: Compounds of the formula ##STR1## wherein A and B, together with each other and the respective carbon atoms to which they are attached, form a phenyl or pyridine ring;R.sub.1 is hydrogen, halogen, amino, nitro, alkyl of 1 to 3 carbon atoms or alkoxy of 1 to 3 carbon atoms;R.sub.2 is hydrogen or alkoxy of 1 to 3 carbon atoms;D is alkylene of 3 to 4 carbon atoms or hydroxy(alkylene of 3 to 4 carbon atoms);R.sub.3 and R.sub.5, which may be identical to or different from each other, are each hydrogen or alkyl of 1 to 3 carbon atoms;R.sub.4 is hydrogen or alkoxy of 1 to 3 carbon atoms; andR.sub.6 is straight or branched alkyl of 1 to 6 carbon atoms or --E--R.sub.7 ;where E is straight alkylene of 2 to 4 carbon atoms or hydroxy-substituted straight alkylene of 2 to 4 carbon atoms, andR.sub.7 is ##STR2## where R.sub.8 and R.sub.
    Type: Grant
    Filed: December 4, 1981
    Date of Patent: April 12, 1983
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Joachim Heider, Volkhard Austel, Wolfgang Eberlein, Rudolf Kadatz, Christian Lillie
  • Patent number: 4376760
    Abstract: The tridecapeptide of the formulaH-Met-Ser-Tyr-Asn-Leu-Leu-Gly-Phe-Leu-Gln-Arg-Ser-Ser-OHand the use thereof as a hapten, tracer or antibody.
    Type: Grant
    Filed: October 26, 1981
    Date of Patent: March 15, 1983
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Gunther Jung, Hans Bruckner, Peter Swetly, Gerhard Bozler
  • Patent number: 4364944
    Abstract: Compounds of the formula ##STR1## wherein Y is hydrogen or methoxy;A is ##STR2## or, when Y is methoxy, also phenyl, 4-hydroxy-phenyl, 2-thienyl, 3-thienyl of 3,4-dihydroxy-phenyl;A' is hydrogen, --COCH.sub.2 Cl, --COCH.sub.2 Br, --COOCH.sub.2 CCL.sub.3, formyl or trityl;D is hydrogen, acetoxy, aminocarbonyloxy, pyridinium, 4-aminocarbonyl-pyridinium or -S-Het, where Het is 3-methyl-1,2,4-thiadiazol-5-yl, 1,2,4-thiadiazol-5-yl, 1,3,4-thiadiazol-5-yl, 2-methyl-1,3,4-thiadiazol-5-yl, 4H-5,6-dioxo-1,2,4-triazine-3-yl, 4-methyl-5,6-dioxo-1,2,4-triazin-3-yl, 1-vinyl-tetrazol-5-yl, 1-allyl-tetrazol-5-yl or ##STR3## n is 1, 2 or 3; R.sub.1 is hydroxyl, amino, dimethylamino, acetylamino, aminocarbonyl, aminocarbonylamino, aminosulfonyl, aminosulfonylamino, methylcarbonyl, methylsulfonylamino, cyano, hydroxysulfonylamino, methylsulfonyl, methylsulfinyl, a carboxylic acid group or a sulfonic acid group; or--(CH.sub.2).sub.n R.sub.1 is alkyl of 1 to 4 carbon atoms or 2,3-dihydroxy-propyl;R.sub.
    Type: Grant
    Filed: November 20, 1981
    Date of Patent: December 21, 1982
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Bernd Wetzel, Eberhard Woitun, Wolfgang Reuter, Roland Maier, Uwe Lechner, Hanns Goeth
  • Patent number: 4362725
    Abstract: Compounds of the formula ##STR1## wherein A is phenyl, 4-hydroxy-phenyl, 2-thienyl, 2-furyl or 3,4-dihydroxy-phenyl;Y is hydrogen or methoxy;Het is 4H-5,6-dioxo-1,2,4-triazin-3-yl,4-methyl-5,6-dioxo-1,2,4-triazin-3-yl,2-methyl-5,6-dioxo-1,2,4-triazin-3-yl,1-vinyl-tetrazol-5-yl, 1-allyl-tetrazol-5-yl or ##STR2## where n is an integer from 1 to 3, inclusiveR.sub.1 is hydroxyl, amino, dimethylamino, acetylamino, aminocarbonyl, aminocarbonylamino, aminosulfonyl, aminosulfonylamino, methylcarbonyl, methylsulfonylamino, cyano, hydroxysulfonylamino, methylsulfonyl, methylsulfinyl, a carboxylic acid group or a sulfonic acid group, and--(CH.sub.2).sub.n --R.sub.1 may also be alkyl of 2 to 4 carbon atoms or 2,3-dihydroxy-propyl;R is cyclopropyl, 4'-hydroxycyclohexyl-amino ##STR3## where R.sub.
    Type: Grant
    Filed: September 28, 1981
    Date of Patent: December 7, 1982
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Bernd Wetzel, Eberhard Woitun, Wolfgang Reuter, Roland Maier, Uwe Lechner, Hanns Goeth
  • Patent number: 4361563
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen; trifluoromethyl; alkyl of 1 to 11 carbon atoms; cycloalkyl of 3 to 7 carbon atoms; hydroxyl; alkoxy of 1 to 6 carbon atoms; mercapto; (alkyl of 1 to 6 carbon atoms)-mercapto; phenyl-(alkyl of 1 to 3 carbon atoms); phenyl; or mono-, di- or tri-substituted phenyl, where the substituents, which may be identical to or different from each other, are each halogen, alkyl of 1 to 4 carbon atoms, (alkyl of 1 to 6 carbon atoms)-sulfinyl, hydroxyl, alkoxy of 1 to 6 carbon atoms, mercapto or (alkyl of 1 to 6 carbon atoms)-mercapto;R.sub.2 is hydrogen, alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms or phenyl-(alkyl of 1 to 3 carbon atoms); andR.sub.3 is alkyl of 1 to 6 carbon atoms; optically active antipodes thereof; and non-toxic, pharmaceutically acceptable acid addition salts of said compounds or of said optically active antiposed. The compounds are useful as cardiotonics and antithrombotics.
    Type: Grant
    Filed: May 1, 1981
    Date of Patent: November 30, 1982
    Assignee: Dr. Karl Thomae Gesellschaft mit Beschrankter Haftung
    Inventors: Volkhard Austel, Joachim Heider, Wolfgang Eberlein, Willi Diederen, Walter Haarmann
  • Patent number: 4353909
    Abstract: Compounds of the formula ##STR1## wherein R is methylsulfinyl or methylsulfonyl, their 3H-tautomers, and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds are useful as cardiotonics.
    Type: Grant
    Filed: September 24, 1981
    Date of Patent: October 12, 1982
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Willi Diederen, Axel Prox, Albert Reuter, Willy Roth, Jochen Schmid