Patents by Inventor Herbert Koppe

Herbert Koppe 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: 4293564
    Abstract: The compound of the formula ##STR1## and non-toxic, pharmacologically acceptable acid addition salts thereof. The compound as well as its salts are useful as bradycardiacs.
    Type: Grant
    Filed: August 20, 1980
    Date of Patent: October 6, 1981
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Wolfgang Hoefke, Wolfram Gaida, Ludwig Pichler
  • Patent number: 4277487
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, represent a hydrogen atom, a chlorine atom, or a methyl group, with the proviso that not both R.sub.1 and R.sub.2 are hydrogen, andR represents a radical selected from the group consisting of --(CH.sub.2).sub.2 --C(CH.sub.3).dbd.CH.sub.2, --(CH.sub.2).sub.2 --CH.dbd.CH.sub.2, --O--CH.sub.2 --CH.dbd.CH.sub.2, --O--(CH.sub.2).sub.2 --CH.dbd.CH.sub.2, --O--CH.sub.2 --C(CH.sub.3).dbd.CH.sub.2, --O--CH.sub.2 --CH.dbd.CH--CH.sub.3, ##STR2## and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as bradycardiacs.
    Type: Grant
    Filed: July 17, 1979
    Date of Patent: July 7, 1981
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Walter Kobinger, Christian Lillie, Ludwig Pichler
  • Patent number: 4271175
    Abstract: The method of using 2-[N-2,6-Dichloro-phenyl)-N-allyl-amino]-2-imidazoline or a non-toxic acid addition salt thereof as bradycardiacs.
    Type: Grant
    Filed: July 9, 1979
    Date of Patent: June 2, 1981
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Dietrich Arndts, Walter Kobinger, Christian Lillie, Ludwig Pichler
  • Patent number: 4263300
    Abstract: This invention relates to 2-phenylamino-1,3-tetrahydro-2-pyrimidines of general formula ##STR1## wherein R is a radical selected from the group consisting of ##STR2##--CH.sub.2 --CH.dbd.CH.sub.2, --CH.sub.2 --CH.dbd.CH--CH.sub.3, and --CH.sub.2 --C(CH.sub.3).dbd.CH.sub.2,and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds, including the salts, are useful as bradycardiacs.
    Type: Grant
    Filed: July 17, 1979
    Date of Patent: April 21, 1981
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Walter Kobinger, Christian Lillie, Ludwig Pichler
  • Patent number: 4259346
    Abstract: Pharmaceutical compositions containing as an active ingredient a compound of the formula ##STR1## wherein R.sub.1 is hydrogen or lower alkyl,R.sub.2 is hydrogen, lower alkyl, hydroxy-lower alkyl, chloro-hydroxy-propyl, 2,3-epoxy-propyl, alkoxyalkyl, aminoalkyl, N-substituted aminoalkyl, benzyl or phenethyl,R.sub.3 is hydrogen or halogen, andR.sub.4 is halogen or methyl, or a non-toxic, pharmacologically acceptable acid addition salt thereof; and a method of using the same as bradycardiacs.
    Type: Grant
    Filed: December 14, 1979
    Date of Patent: March 31, 1981
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Walter Kobinger, Christian Lillie, Ludwig Pichler, Wolfgang Hoefke, Wolfram Gaida
  • Patent number: 4256756
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are hydrogen or substituents of various types;R.sub.4 is hydrogen; alkyl of 1 to 5 carbon atoms; or optionally substituted aralkyl of 7 to 14 carbon atoms;R.sub.5 is a heterocycle;D is alkylene of 1 to 12 carbon atoms; andA is hydrogen or acyl;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as .alpha.- and .beta.-adrenergic receptor blocking agents and antidepressants.
    Type: Grant
    Filed: January 17, 1979
    Date of Patent: March 17, 1981
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Anton Mentrup, Ernst-Otto Renth, Kurt Schromm, Wolfgang Hoefke, Gojko Muacevic
  • Patent number: 4255430
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are each hydrogen or a substituent of various types;R.sub.4 is hydrogen, alkyl of 1 to 5 carbon atoms, or optionally substituted aralkyl of 7 to 14 carbon atoms;R.sub.5 is a heterocycle;D is a alkylene of 1 to 12 carbon atoms; andA is hydrogen or acyl,and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as .alpha.- and .beta.-adrenergic receptor blocking agents and antidepressants.
    Type: Grant
    Filed: December 14, 1979
    Date of Patent: March 10, 1981
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Anton Mentrup, Ernst-Otto Renth, Kurt Schromm, Wolfgang Hoefke, Gojko Muacevic
  • Patent number: 4250186
    Abstract: Compounds of the formula ##STR1## wherein R is 2-bromo-4,5-dihydroxy-phenyl; 3-chloro-4-hydroxy-phenyl; 4-bromo-2,5-dihydroxy-phenyl; 3,5-dihydroxy-phenyl; 5-chloro-2,4-dihydroxy-phenyl; 3-hydroxy-4-methyl-phenyl; 2,6-dibromo-4-hydroxymethyl-phenyl; 3,5-dibromo-4-amino-phenyl; 3-methylmercapto-phenyl; 3,4,5-trihydroxy-phenyl; or 3-bromo-4-fluoro-phenyl;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as bradycardiacs.
    Type: Grant
    Filed: February 16, 1979
    Date of Patent: February 10, 1981
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Wolfgang Hoefke, Wolfram Gaida, Ludwig Pichler
  • Patent number: 4239764
    Abstract: Compounds of the formula ##STR1## where Ar represents a radical selected from the group consisting of 2,6-dichlorophenyl, 2,5-dichlorophenyl, 2-chloro-6-methylphenyl, 2-chloro-4-methylphenyl, 2,6-dichloro-4-bromophenyl, 4-cyanophenyl, 2,5-dimethoxyphenyl, and 2-methyl-5-fluorophenyl, and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as bradycardiacs.
    Type: Grant
    Filed: July 16, 1979
    Date of Patent: December 16, 1980
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Wolfgang Hoefke
  • Patent number: 4220659
    Abstract: Racemic and optically active compounds of the formula ##STR1## wherein R.sub.1 is --COOR.sub.6, where R.sub.6 is hydrogen or alkyl of 1 to 4 carbon atoms; --OCO--R.sub.9, where R.sub.9 is alkyl of 1 to 6 carbon atoms, phenyl (alkyl of 1 to 4 carbon atoms) or phenyl; --Q--CO--NR.sub.7 R.sub.8, where Q is a single bond, oxygen, --NH--, --CH2-- or --CH.sub.2 --NH--, and R.sub.7 and R.sub.8, taken together with the nitrogen, are pyrrolidino, piperidino or morpholino; cyano-phenyl; carboxyl-phenyl; cyano-phenoxy; or carboxyl-phenoxy;R.sub.2 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkanoyl of 2 to 4 carbon atoms, alkenyl of 2 to 4 carbon atoms, amino, nitro or, together with R.sub.1, 3,4-methylenedioxy;R.sub.3 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or, together with R.sub.2 in the ortho-position, --CH.dbd.CH--CH.dbd.CH-- or --(CH.sub.2).sub.n -- where n is an integer from 3 to 5;R.sub.
    Type: Grant
    Filed: July 14, 1978
    Date of Patent: September 2, 1980
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Werner Kummer, Helmut Stahle, Gojko Muacevic
  • Patent number: 4215133
    Abstract: 2-[N-(Cyclopropyl-methyl)-N-(2'-chloro-4'-methyl-thienyl-3')-amino]-2-imida zoline and non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds are useful as bradycardiacs.
    Type: Grant
    Filed: July 5, 1979
    Date of Patent: July 29, 1980
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Walter Kobinger, Christian Lillie, Ludwig Pichler
  • Patent number: 4213995
    Abstract: Compounds of the formula ##STR1## wherein R is 2,6-dichloro-4-hydroxymethyl-phenyl; 2-chloro-4-methyl-5-amino-phenyl; 2,5-dichloro-4-methyl-phenyl; 2-chloro-4-methyl-5-nitro-phenyl; 2,3-dichloro-4-methyl-phenyl; 2-chloro-4-methyl-6-nitro-phenyl; 2-chloro-4-methyl-6-amino-phenyl; 2,4,6-trifluorophenyl; tetrafluoro-phenyl; or 3-bromo-4-fluoro-phenyl; and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as hypotensives.
    Type: Grant
    Filed: February 12, 1979
    Date of Patent: July 22, 1980
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Wolfgang Hoefke, Ludwig Pichler
  • Patent number: 4212877
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are hydrogen or substituents of various types;R.sub.4 is hydrogen, alkyl of 1 to 5 carbon atoms, or optionally substituted aralkyl of 7 to 14 carbon atoms;R.sub.5 is a heterocycle;D is alkylene of 1 to 12 carbon atoms; andA is hydrogen or acyl;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as .alpha.- and .beta.-adrenergic receptor blocking agents and antidepressants.
    Type: Grant
    Filed: January 17, 1979
    Date of Patent: July 15, 1980
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Anton Mentrup, Ernst-Otto Renth, Kurt Schromm, Wolfgang Hoefke, Gojko Muacevic
  • Patent number: 4210659
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3, which may be identical to or different from each other, are each hydrogen, fluorine, chlorine, bromine, methyl, methoxy or trifluoromethyl, provided that one of them is other than hydrogen; andR.sub.4 and R.sub.5, which may be identical to or different from each other, are each hydrogen or methyl;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as bradycardiacs.
    Type: Grant
    Filed: June 27, 1979
    Date of Patent: July 1, 1980
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Walter Kobinger, Christian Lillie, Ludwig Pichler
  • Patent number: 4166859
    Abstract: The compound of the formula ##STR1## and non-toxic, pharmacologically acceptable acid addition salts thereof; the compound as well as the salts are useful as antihypertensives.
    Type: Grant
    Filed: June 20, 1977
    Date of Patent: September 4, 1979
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Wolfgang Hoefke
  • Patent number: 4146638
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is halogen, hydroxyl, amino, alkyl, alkoxy or acylamido,R.sub.2 is hydrogen, hydroxyl, alkyl, alkoxy or carboxamido,R.sub.3 is hydrogen, halogen, alkyl or alkoxy,R.sub.4 is hydrogen, methyl or ethyl, andR.sub.5 and R.sub.6 are each hydrogen, halogen, alkyl, alkoxy, benzyloxy, hydroxyl, amino, cyano, carboxyl, carbalkoxy, carboxamido, alkylenecarboxamido or acylamido,Provided, however, that, when R.sub.1 is 4-hydroxyl or 4-chloro, R.sub.2 and R.sub.3 are hydrogen, R.sub.4 is methyl and R.sub.5 is halogen or 2-halo, R.sub.6 is other than 4-hydroxyl or 4-benzyloxy; and nontoxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as cardiotonics, vasodilators, hypotensives and antiarrhythmics.
    Type: Grant
    Filed: May 15, 1978
    Date of Patent: March 27, 1979
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Ernst-Otto Renth, Anton Mentrup, Kurt Schromm, Herbert Koppe, Richard Reichl
  • Patent number: 4125620
    Abstract: Compounds of the formula ##STR1## wherein Z is 2-ETHYL-6-METHYL-PHENYL,2,6-di-trifluoromethyl-phenyl,2-chloro-6-trifluoromethyl-phenyl or2-fluoro-6-trifluoromethyl-phenyl,And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as the salts are useful as hypotensives.
    Type: Grant
    Filed: November 11, 1977
    Date of Patent: November 14, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Wolfgang Hoefke
  • Patent number: 4119728
    Abstract: Racemic and optically active compounds of the formula ##STR1## wherein R.sub.1 is --COOR.sub.6, where R.sub.6 is hydrogen or alkyl of 1 to 4 carbon atoms; --OCO--R.sub.9 or --NH--CO--R.sub.9, where R.sub.9 is alkyl of 1 to 6 carbon atoms, phenyl (alkyl of 1 to 4 carbon atoms) or phenyl; --Q--CO--NR.sub.7 R.sub.8, where Q is a single bond, oxygen, --NH--, --CH.sub.2 -- or --CH.sub.2 --NH--, and R.sub.7 and R.sub.8 are hydrogen, lower alkyl or, taken together with the nitrogen, pyrrolidino, piperidino or morpholino; cyano-phenyl; carboxylphenyl; cyano-phenoxy; or carboxyl-phenoxy;R.sub.2 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkanoyl of 2 to 4 carbon atoms, alkenyl of 2 to 4 carbon atoms, amino, nitro or, together with R.sub.1, 3,4-methylenedioxy;R.sub.3 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or, together with R.sub.2 in the ortho-position, --CH.dbd.CH--CH.dbd.CH-- or --(CH.sub.2)n-- where n is an integer from 3 to 5;R.sub.
    Type: Grant
    Filed: November 18, 1976
    Date of Patent: October 10, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Werner Kummer, Helmut Stahle, Gojko Muacevic
  • Patent number: 4105765
    Abstract: A compound of the formula ##STR1## wherein R.sub.1 is chlorine, bromine, fluorine or methyl;R.sub.2 and R.sub.3, which may be identical to or different from each other, are each hydrogen, chlorine or methyl;R.sub.4 is hydrogen, methyl or ethyl; andR.sub.5 and R.sub.6, together with each other and the nitrogen atom to which they are attached, are morpholino, piperazino or N-methylpiperazino;And non-toxic, pharmaceutically acceptable acid addition salts thereof; the compounds as well as the salts are useful as antithrombotics.
    Type: Grant
    Filed: September 29, 1977
    Date of Patent: August 8, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Werner Kummer, Helmut Stahle, Herbert Koppe, Walter Haarmann, Richard Reichl
  • Patent number: 4105796
    Abstract: Pharmaceutical dosage unit compositions containing as an active ingredient racemic or optically active 1-(2',6'-dimethyl-phenoxy)-2-methylamino-propane of the formula ##STR1## or a non-toxic, pharmaceutically acceptable acid addition salt thereof; and a method of using the same as anticonvulsives and antiarrhythmics.
    Type: Grant
    Filed: May 19, 1976
    Date of Patent: August 8, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Werner Kummer, Helmut Stahle, Richard Reichl, Rolf Giesemann