Patents by Inventor Norbert Hauel

Norbert Hauel 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: 6248770
    Abstract: The present invention relates to new benzimidazoles of general formula wherein Ra to Rc, A, Ar and B are defined as in claim 1, the tautomers, the stereoisomers, the mixtures thereof the prodrugs, the derivatives thereof which contain a group which is negatively charged under physiological conditions, instead of a carboxy group, and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, which have valuable properties. The compounds of the above general formula I wherein Rc denotes a cyano group are valuable intermediates for preparing the other compounds of general formula I, and the compounds of the above general formula I wherein Rc denotes one of the amidino groups mentioned in claim 1 which have valuable pharmacological properties, particularly an antithrombotic activity.
    Type: Grant
    Filed: June 24, 1999
    Date of Patent: June 19, 2001
    Assignee: Boehringer Ingelheim Pharma KG
    Inventors: Uwe Ries, Iris Kauffmann, Norbert Hauel, Henning Priepke, Herbert Nar, Jean Marie Stassen, Wolfgang Wienen
  • Patent number: 6200976
    Abstract: Quinoxazolines having antithrombotic activity. Exemplary of those disclosed are: 4-{[6-(N-carboxymethyl-quinolin-8-yl-sulphonylamino)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzamidine, 4-{[6-(1-(N-cyclopentyl-carboxymethylcarbonylamino)-cyclo-propyl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzamidine, and 4-{[7-(N-carboxymethylaminocarbonyl-ethylamino)-4-methyl-quinolin-2-yl]-oxo}-benzamidine.
    Type: Grant
    Filed: March 29, 1999
    Date of Patent: March 13, 2001
    Assignee: Boehringer Ingelheim Pharma KG
    Inventors: Uwe Ries, Norbert Hauel, Henning Priepke, Herbert Nar, Jean Marie Stassen, Wolfgang Wienen
  • Patent number: 6121308
    Abstract: Novel disubstituted bicyclic heterocycles, of which the following are exemplary:(a) 1-methyl-2-[(4-amidinophenyl)-oxymethyl]-5-[N-(hydroxycarbonylmethyl)-quin oline-8-sulphonylamino]-benzimidazole,(b) 1-methyl-2-[2-(4-amidinophenyl)-ethyl]-5-[N-(N-(hydroxycarbonylmethyl)-ami nocarbonylmethyl)-quinoline-8-sulphonylamino]-benzimidazole,(c) 1-methyl-2-[N-(4-amidinophenyl)-aminomethyl]-5-[N-(hydroxycarbonylmethyl)- quinoline-8-sulphonylamino]-benzimidazole and(d) 1-methyl-2-[N-(4-amidinophenyl)-aminomethyl]-5-[N-(hydroxycarbonylmethyl)- quinoline-8-sulphonylamino]-indole.These are useful for the treatment of thrombotic disease.
    Type: Grant
    Filed: July 22, 1999
    Date of Patent: September 19, 2000
    Assignee: Boehringer Ingelheim KG
    Inventors: Norbert Hauel, Uwe Ries, Henning Priepke, Gerhard Mihm, Wolfgang Wienen, Jean Marie Stassen, Klaus Binder, Rainer Zimmermann
  • Patent number: 6114532
    Abstract: The present invention relates to 5-membered heterocyclic condensed benzoderivatives of formula ##STR1## wherein R.sub.a to R.sub.c, A, X and Y are defined as in claim 1, the tautomers, stereoisomers, mixtures thereof and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases which have valuable properties.The compounds of the above formula I wherein R.sub.c denotes a cyano group are valuable intermediates for preparing the other compounds of formula I, and the compounds of the above formula I wherein R.sub.c denotes one of the following amidino groups and the tautomers and stereoisomers thereof have valuable pharmacological properties, particularly an antithrombotic activity.
    Type: Grant
    Filed: February 2, 1999
    Date of Patent: September 5, 2000
    Assignee: Boehringer Ingelheim Pharma KG
    Inventors: Uwe Ries, Norbert Hauel, Gerhard Mihm, Henning Priepke, Klaus Binder, Jean-Marie Stassen, Wolfgang Weinen, Rainer Zimmerman
  • Patent number: 6087380
    Abstract: New disubstituted bicyclic heterocycles of general formulaR.sub.a --A--Het--B--Ar--E (I)Compounds of the above general formula I, wherein E denotes an R.sub.b NH--C(.dbd.NH)-- group, have valuable pharmacological properties, particularly a thrombin-inhibiting effect and the effect of prolonging thrombin time, and those wherein E denotes a cyano group, are valuable intermediates for preparing the other compounds of general formula I. Exemplary compounds of formula I are:(a) 1-Methyl-2-[N-(4-amidinophenyl)-aminomethyl]-benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(2-hydroxycarbonylethyl)-amide,(b) 1-Methyl-2-[N-(4-amidinophenyl)-aminomethyl]-benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(hydroxycarbonylmethyl)-amide,(c) 1-Methyl-2-[N-(4-amidino-2-methoxy-phenyl)-aminomethyl]-benzimidazol-5-yl- carboxylic acid-N-(2-pyridyl)-N-(hydroxycarbonylmethyl)-amide, and(d) 1-Methyl-2-[N-[4-(N-n-hexyloxycarbonylamidino)phenyl]aminomethyl]-benzimid azol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-ethoxycarbonylethyl) amide.
    Type: Grant
    Filed: February 18, 1998
    Date of Patent: July 11, 2000
    Assignee: Boehringer Ingelheim Pharma KG
    Inventors: Norbert Hauel, Henning Priepke, Uwe Ries, Jean Marie Stassen, Wolfgang Wienen
  • Patent number: 5864043
    Abstract: The invention relates to benzimidazoles of the formula ##STR1## in which R.sub.1 to R.sub.4 are as defined in claim 1,1 and 3 isomer mixtures thereof and addition salts thereof which have valuable properties.In particular, the novel compounds are angiotensin II antagonists.
    Type: Grant
    Filed: September 23, 1997
    Date of Patent: January 26, 1999
    Assignee: Karl Thomae GmbH
    Inventors: Berthold Narr, Andres Bomhard, Norbert Hauel, Jacques Van Meel, Wolfgang Wienen, Michael Entzeroth
  • Patent number: 5798228
    Abstract: This invention relates to a process for preparing recombinant horse and dog interferons and the interferons themselves.
    Type: Grant
    Filed: February 24, 1997
    Date of Patent: August 25, 1998
    Assignee: Boehringer Ingelheim International GmbH
    Inventors: Adolf Himmler, Rudolf Hauptmann, Norbert Hauel, Gunther Adolf, Peter Swetly
  • Patent number: 5684029
    Abstract: The invention relates to benzimidazoles of general formula ##STR1## wherein R.sub.1 to R.sub.4 are as defined herein, the 1-, 3-isomer mixtures thereof and the addition salts thereof. The new compounds are useful, in particular, as angiotensin antagonists.
    Type: Grant
    Filed: February 20, 1996
    Date of Patent: November 4, 1997
    Assignee: Karl Thomae GmbH
    Inventors: Berthold Narr, Norbert Hauel, Jacques Van Meel, Wolfgang Wienen, Michael Entzeroth, Uwe Ries
  • Patent number: 5614519
    Abstract: Angiotensin-II antagonists of the formula ##STR1## wherein R.sub.1 is, other than hydrogen and, inter alia, halogen, lower alkyl or cycloalkyl; R.sub.2 is, inter alia, optionally substituted benzimidazol-2-yl, 5,6,7,8-tetrahydro-imidazo[1,2-a]pyridin-2-yl, butanesultam-1-yl, imidazol-4-yl, and tetrahydobenzimidazol-2-yl; R.sub.3 is, inter alia, lower alkyl; and, R.sub.4 is an acidic group, such as carboxyl or tetrazolyl. An exemplary compound is: 4'-[(2-n-propyl-4-methyl-6-(1-(2-N-morpholinoethyl)-imidazol-4-yl)-benzimi dazol-1-yl)-methyl]-biphenyl-2-carboxylic acid.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: March 25, 1997
    Assignee: Karl Thomae GmbH
    Inventors: Norbert Hauel, Berthold Narr, deceased, Uwe Ries, Jacobus C. Antonius van Meel, Wolfgang Wienen, Michael Entzeroth
  • Patent number: 5605688
    Abstract: This invention relates to a process for preparing recombinant horse and dog interferons and the interferons themselves.
    Type: Grant
    Filed: September 8, 1994
    Date of Patent: February 25, 1997
    Assignee: Boehringer Ingelheim International GmbH
    Inventors: Adolf Himmler, Rudolf Hauptmann, Norbert Hauel, Gunther Adolf, Peter Swetly
  • Patent number: 5602127
    Abstract: Angiotensin-II antagonists of the formula ##STR1## wherein R.sub.1 is, other than hydrogen and, inter alia, halogen, lower alkyl or cycloalkyl; R.sub.2 is, inter alia, optionally substituted benzimidazol-2-yl, 5,6,7,8-tetrahydro-imidazo [1,2-a]pyridin-2-yl, butanesultam-1-yl, imidazol-4-yl, and tetrahydobenzimidazol-2-yl; R.sub.3 is, inter alia, lower alkyl; and, R.sub.4 is an acidic group, such as carboxyl or tetrazolyl. An exemplary compound is: 4'-[(2-n-propyl-4-methyl-6-(butanesultam-1-yl)benzimidazol-1-yl)-methyl]-b iphenyl-2-carboxylic acid.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: February 11, 1997
    Assignee: Karl Thomae GmbH
    Inventors: Norbert Hauel, Berthold Narr, deceased, Uwe Ries, Jacobus C. A. van Meel, Wolfgang Wienen, Michael Entzeroth
  • Patent number: 5594003
    Abstract: Angiotensin-II antagonists of the formula ##STR1## wherein R.sub.1 is, other than hydrogen and, inter alia, halogen, lower alkyl or cycloalkyl; R.sub.2 is, inter alia, optionally substituted benzimidazol-2-yl, 5,6,7,8-tetrahydro-imidazo[1,2-a]pyridin-2-yl, butanesultam-1-yl, imidazol-4-yl, and tetrahydobenzimidazol-2-yl; R.sub.3 is, inter alia, lower alkyl; and, R.sub.4 is an acidic group, such as carboxyl or tetrazolyl. An compound is:4'-[(2-Ethyl-4-methyl-6-(5,6,7,8-tetrahydro-imidazo[1,2-a]pyridin-2-yl)-ben zimidazol-1-yl)-methyl]-biphenyl-2-carboxylic acid.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: January 14, 1997
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Norbert Hauel, Berthold Narr, deceased, Uwe Ries, Jacobus C. A. van Meel, Wolfgang Wienen, Michael Entzeroth
  • Patent number: 5591762
    Abstract: Disclosed herein are angiotensin-II antagonists of the formula ##STR1## wherein R.sub.1 is, other than hydrogen and, inter alia, halogen, lower alkyl or cycloalkyl; R.sub.2 is, inter alia, optionally substituted benzimidazol-2-yl, 5,6,7,8-tetrahydro-imidazo[1,2-a]pyridin-2-yl, butanesultam-1-yl, imidazol-4-yl, and tetrahydobenzimidazol-2-yl; R.sub.3 is, inter alia, lower alkyl; and, R.sub.4 is an acidic group, such as carboxyl or tetrazolyl.An exemplary compound is:(a) 4'-[[2-n-propyl-4-methyl-6-(1-methylbenzimidazole-2-yl)-benzimidazol-1-yl] methyl]-biphenyl-2-carboxylic acid.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: January 7, 1997
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Norbert Hauel, Berthold Narr, deceased, Uwe Ries, Jacobus C. A. van Meel, Wolfgang Wienen, Michael Entzeroth
  • Patent number: 5587393
    Abstract: The invention relates to benzimidazoles of general formula ##STR1## wherein R.sub.1 to R.sub.4 are as defined herein, the 1-, 3-isomer mixtures thereof and the addition salts thereof. The new compounds are useful, in particular, as angiotensin antagonists.
    Type: Grant
    Filed: September 1, 1994
    Date of Patent: December 24, 1996
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Berthold Narr, Norbert Hauel, Jacques Van Meel, Wolfgang Wienen, Michael Entzeroth, Uwe Ries
  • Patent number: 5565469
    Abstract: Angiotensin-II inhibiting benzimidazoles, useful for the treatment of hypertension.
    Type: Grant
    Filed: March 13, 1995
    Date of Patent: October 15, 1996
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Gerhard Mihm, Norbert Hauel, Uwe Ries, Jacobus C. Antonius van Meel, Wolfgang Wienen, Michael Entzeroth
  • Patent number: 5541229
    Abstract: The invention relates to benzimidazoles of the formula ##STR1## in which R.sub.1 to R.sub.2 are as defined in claim 1,1 and 3 isomer mixtures thereof and addition salts thereof which have valuable properties.In particular, the novel compounds are angiotensin II antagonists.
    Type: Grant
    Filed: April 13, 1994
    Date of Patent: July 30, 1996
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Berthold Narr, Andreas Bomhard, Norbert Hauel, Jacques Van Meel, Wolfgang Wienen, Michael Entzeroth
  • Patent number: 5521177
    Abstract: The invention relates to benzimidazoles of general formula ##STR1## Exemplary compounds are: (a) 4'-[[2-Ethyl-4-methyl-6-[(2-dimethylamino-3,4-dioxo-1-cyclobuten-1-yl)amin o]-1H-benzimidazol-1-yl]-methyl]-2-(1H-tetrazol-5-yl)-biphenyl,(b) 4'-[[2-n-Propyl-4-methyl-6-(2-cyano-3,3-dimethyl-guanidino)-1H-benzimidazo l-1-yl]-methyl]-2-(1H-tetrazol-5-yl)-biphenyl,(c) 4'-[[2-n-Propyl-4-methyl-6-(2,2-dicyano-1-dimethylamino-etheneamino)-1H-be nzimidazol -1-yl]-methyl]-2-(1H-tetrazol-5-yl)-biphenyl,(d) 4'-[[2-n-Propyl-4-methyl-6-(1-morpholino-2-nitro-etheneamino)-1H-benzimida zol -1 -yl]-methyl]-2-(1H-tetrazol-5-yl)-biphenyl, and(e) 4'-[[2-n-Propyl-4-methyl-6-(1,1-dimethylamino-2-nitro-etheneamino)-1H-benz imidazol -1-yl]-methyl]-2-(1H-tetrazol-5-yl)-biphenyl.The new compounds are angiotensin-antagonists.
    Type: Grant
    Filed: October 4, 1993
    Date of Patent: May 28, 1996
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Uwe Ries, Norbert Hauel, Jacques van Meel, Wolfgang Wienen, Michael Entzeroth
  • Patent number: 5519138
    Abstract: A phenylalkyl derivative of the formula ##STR1## wherein R.sub.a to R.sub.f, A and B are substituents and n is the number 0 or 1.These phenylalkyl derivatives possess angiotensin antagonist activity.
    Type: Grant
    Filed: December 1, 1994
    Date of Patent: May 21, 1996
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Uwe Ries, Manfred Reiffen, Wolfgang Grell, Norbert Hauel, Berthold Narr, Armin Heckel, Andreas Bomhard, Jacques van Meel, Wolfgang Wienen, Michael Entzeroth
  • Patent number: 5459147
    Abstract: The invention relates to substituted benzimidazolyl derivatives of the general formula ##STR1## wherein A and R.sub.a to R.sub.c are defined as in claim 1, the mixtures of position isomers thereof and the salts thereof which have valuable properties.These compounds have valuable pharmacological properties, particularly angiotensin-antagonistic effects and preferably angiotensin-II-antagonistic effects.
    Type: Grant
    Filed: May 3, 1994
    Date of Patent: October 17, 1995
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Norbert Hauel, Uwe Ries, Berthold Narr, Jacques van Meel, Wolfgang Wienen, Michael Entzeroth
  • Patent number: 5385925
    Abstract: The invention relates to benzimidazoles of general formula ##STR1## wherein R.sub.1 to R.sub.4 are as defined herein, the 1-, 3-isomer mixtures thereof and the addition salts thereof. The new compounds are useful, in particular, as angiotensin antagonists.
    Type: Grant
    Filed: March 30, 1994
    Date of Patent: January 31, 1995
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Berthold Narr, Norbert Hauel, Jacques Van Meel, Wolfgang Wienen, Michael Entzeroth, Uwe Ries