Patents Assigned to Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
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Patent number: 5417862Abstract: 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: GrantFiled: September 8, 1992Date of Patent: May 23, 1995Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Klaus Bergemann, Georg Bader, Wolfgang Berthold, Rolf-Gunter Werner
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Patent number: 4560685Abstract: 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: GrantFiled: June 18, 1984Date of Patent: December 24, 1985Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Josef Roch, Josef Nickl, Erich Muller, Berthold Narr, Johannes Weisenberger, Rainer Zimmermann, Walter Haarmann
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Patent number: 4551464Abstract: 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: January 26, 1984Date of Patent: November 5, 1985Assignee: 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: 4533664Abstract: 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: GrantFiled: September 30, 1983Date of Patent: August 6, 1985Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Gunter Trummlitz, Wolfhard Engel, Ernst Seeger, Walter Haarmann
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Patent number: 4490369Abstract: 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: GrantFiled: November 2, 1983Date of Patent: December 25, 1984Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Manfred Reiffen, Joachim Heider, Norbert Hauel, Volkhard Austel, Wolfgang Eberlein, Walter Kobinger, Christian Lillie, Klaus Noll, Helmut Pieper, Gerd Kruger, Johannes Keck
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Patent number: 4486433Abstract: 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: GrantFiled: June 6, 1983Date of Patent: December 4, 1984Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Rudolf Hurnaus, Gerhart Griss, Robert Sauter, Wolfgang Grell, Walter Kobinger, Ludwig Pichler
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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: 4430355Abstract: 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: GrantFiled: August 27, 1981Date of Patent: February 7, 1984Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Gunter Trummlitz, Ernst Seeger, Wolfhard Engel
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Patent number: 4421755Abstract: 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: GrantFiled: February 18, 1982Date of Patent: December 20, 1983Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Lothar Benedikter, Eberhard Kutter
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Patent number: 4414225Abstract: 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: GrantFiled: February 12, 1982Date of Patent: November 8, 1983Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Robert Sauter, Gerhart Griss, Wolfgang Grell, Rudolf Hurnaus, Bernhard Eisele, Walter Haarmann, Eckhard Rupprecht
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Patent number: 4410527Abstract: 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: GrantFiled: January 31, 1983Date of Patent: October 18, 1983Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Wolfhard Engel, Gunther Schmidt, Wolfgang Eberlein, Gunter Trummlitz, Rudolf Hammer, Piero Del Soldato
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Patent number: 4409220Abstract: 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: GrantFiled: August 27, 1981Date of Patent: October 11, 1983Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Rudolf Hurnaus, Gerhart Griss, Robert Sauter, Wolfgang Grell, Walter Kobinger, Ludwig Pichler
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Patent number: 4379784Abstract: 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: GrantFiled: November 20, 1981Date of Patent: April 12, 1983Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Roland Maier, Bernd Wetzel, Eberhard Woitun, Wolfgang Reuter, Uwe Lechner, Hanns Goeth
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Patent number: 4379788Abstract: 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: GrantFiled: December 4, 1981Date of Patent: April 12, 1983Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Joachim Heider, Volkhard Austel, Wolfgang Eberlein, Rudolf Kadatz, Christian Lillie
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Patent number: 4376760Abstract: 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: GrantFiled: October 26, 1981Date of Patent: March 15, 1983Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Gunther Jung, Hans Bruckner, Peter Swetly, Gerhard Bozler
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Patent number: 4364944Abstract: 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: GrantFiled: November 20, 1981Date of Patent: December 21, 1982Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Bernd Wetzel, Eberhard Woitun, Wolfgang Reuter, Roland Maier, Uwe Lechner, Hanns Goeth
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Patent number: 4362725Abstract: 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: GrantFiled: September 28, 1981Date of Patent: December 7, 1982Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Bernd Wetzel, Eberhard Woitun, Wolfgang Reuter, Roland Maier, Uwe Lechner, Hanns Goeth
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Patent number: 4361563Abstract: 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: GrantFiled: May 1, 1981Date of Patent: November 30, 1982Assignee: Dr. Karl Thomae Gesellschaft mit Beschrankter HaftungInventors: Volkhard Austel, Joachim Heider, Wolfgang Eberlein, Willi Diederen, Walter Haarmann
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Patent number: 4353909Abstract: 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: GrantFiled: September 24, 1981Date of Patent: October 12, 1982Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Willi Diederen, Axel Prox, Albert Reuter, Willy Roth, Jochen Schmid