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: 4100292
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3, which may be identical or different from each other, are each hydrogen, fluorine, chlorine, bromine, methyl, ethyl, methoxy, hydroxyl, trifluoromethyl or cyano; andR.sub.4 is (cycloalkyl of 3 to 6 carbon atoms)-methyl; and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as analgesics.
    Type: Grant
    Filed: August 12, 1977
    Date of Patent: July 11, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Klaus Stockhaus, Wolfgang Hoefke, Franz Josef Kohn
  • Patent number: 4084002
    Abstract: Pharmaceutical dosage unit compositions containing as an active ingredient a 1-aryloxy-2-hydroxy-3-alkynylamino-propane selected from the group consisting of racemic or optically active compounds of the formula ##STR1## wherein R.sub.1 is a member selected from the group consisting of hydrogen; halogen; nitro; alkyl having from 1 to 5 carbon atoms; alkoxy having from 1 to 4 carbon atoms; alkenyl having from 2 to 5 carbon atoms; alkynyl having from 2 to 5 carbon atoms; alkylamino having from 1 to 5 carbon atoms; dialkylamino having from 1 to 5 carbon atoms in each alkyl; alkoxyalkyl having from 2 to 6 carbon atoms; alkylaminoalkyl having from 2 to 6 carbon atoms; dialkylaminoalkyl having from 3 to 12 carbon atoms; --(CH.sub.2).sub.x -NH.sub.2 or --(CH.sub.2).sub.x -OH, where x is an integer from 0 to 3; alkynyloxy having from 3 to 6 carbon atoms; alkenyloxy having from 3 to 6 carbon atoms; --CO-R.sub.9, where R.sub.
    Type: Grant
    Filed: November 17, 1976
    Date of Patent: April 11, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Werner Kummer, Helmut Stahle, Gojko Muacevic
  • Patent number: 4080503
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2, which may be identical to or different from each other, are each hydrogen, chlorine, bromine or alkyl of 1 to 3 carbon atoms,R.sub.3 is hydrogen, furfuryl, hydroxyethyl, .beta.-hydroxy-phenethyl, monochlorophenyl-ethyl, dichlorophenyl-ethyl, N-ethyl-piperidyl or --A--NR.sub.6 R.sub.7,whereA is alkylene of 1 to 5 carbon atoms, andR.sub.6 and R.sub.7 are alkyl of 1 to 2 carbon atoms or, together with each other and the nitrogen atom to which they are attached, form a heterocycle selected from the group consisting of pyrrolidino, morpholino, piperazino or N'-dimethylphenyl-piperazino,R.sub.4 is hydrogen or, together with R.sub.3 and the nitrogen to which they are attached, forms a heterocycle selected from the group consisting of piperidino, morpholino, dimethyl-morpholino or N'-methyl-piperazino,R.sub.5 is hydrogen, alkyl of 1 to 3 carbon atoms, hydroxy-ethyl, diethylamino-ethyl or furfuryl,Provided, however, that R.sub.1 and R.sub.
    Type: Grant
    Filed: July 16, 1973
    Date of Patent: March 21, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Werner Kummer, Herbert Koppe, Helmut Stahle, Walter Haarmann
  • Patent number: 4073905
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2, which may be identical to or different from each other, are each hydrogen, chlorine, bromine or alkyl of 1 to 3 carbon atoms,A is alkylene of 1 to 5 carbon atoms, andR.sub.6 and R.sub.7, together with each other and the nitrogen atom to which they are attached, form a heterocycle selected from the group consisting of morpholino, piperazino or N'-dimethylphenyl-piperazino, andR.sub.5 is hydrogen, alkyl of 1 to 3 carbon atoms, hydroxyethyl, diethylamino-ethyl or furfuryl,Provided, however, that R.sub.1 and R.sub.2 are other than both hydrogen or both alkyl at the same time, and non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as the salts are useful as hypotensives, platelet aggregation inhibitors and antiarrhythmics.
    Type: Grant
    Filed: March 9, 1977
    Date of Patent: February 14, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Werner Kummer, Herbert Koppe, Helmut Stahle, Walter Haarmann
  • Patent number: 4058616
    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, which may be identical to or different from each other, are each methyl, ethyl or alkoxy-alkyl of 2 to 4 carbon atoms or, together with each other and the nitrogen atom to which they are attached, form a 5-, 6- or 7-membered heterocycle which may contain an additional heteroatom, such as pyrrolidino, piperidino, morpholino, piperazino or hexamethyleneimino;And non-toxic, pharmaceutically acceptable acid addition salts thereof; the compounds as well as the salts are useful as antithrombotics.
    Type: Grant
    Filed: June 3, 1976
    Date of Patent: November 15, 1977
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Werner Kummer, Helmut Stahle, Herbert Koppe, Walter Haarmann, Richard Reichl
  • Patent number: 4039685
    Abstract: A compound selected from the group consisting of racemates of 1-phenoxy-2-hydroxy-3-tert.-butylamino propanes of the formula ##STR1## wherein R is selected from the group consisting of alkynyloxy of 2 to 4 carbon atoms, and R.sub.1 is selected from the group consisting of hydrogen, halogen and alkoxy of 1 to 4 carbon atoms, their optically active isomers and their non-toxic, pharmaceutically acceptable acid addition salts of said racemates and said optically active isomers which compounds possess bradycardia activity and isoproterenol antagonistic activity and also antiarrhythmic activity.
    Type: Grant
    Filed: April 25, 1975
    Date of Patent: August 2, 1977
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Albrecht Engelhardt, Karl Zeile
  • Patent number: 4036972
    Abstract: Compounds of the formula ##STR1## wherein R, R.sub.1 and R.sub.2 are each hydrogen, fluorine, chlorine, bromine, methoxy or trifluoromethyl, but other than all hydrogen at the same time, andR.sub.3 is hydrogen, methyl or ethyl,And non-toxic, pharmaceutically acceptable acid addition salts thereof; the compounds as well as their salts are useful as analgesics and hypotensives.
    Type: Grant
    Filed: August 25, 1975
    Date of Patent: July 19, 1977
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Klaus Stockhaus
  • Patent number: 4036988
    Abstract: A composition having bradycardia and isoproterenol activity comprising at least one compound selected from the group consisting of racemates of 1-phenoxy-2-hydroxy-3-tert.-butylamino propanes of the formula ##STR1## wherein R is --(CH.sub.2).sub.x --NH.sub.2, where x is an integer from 0 to 3, preferably 0, R.sub.1 and R.sub.2 are halogen, their optically active isomers and their non-toxic, pharmaceutically acceptable acid addition salts of said racemates and said optically active isomers and a major amount of a pharmaceutical carrier and a method of producing bradycardia and suppressing tachycardia effects of N-isopropyl-noradrenaline in warm-blooded animals.
    Type: Grant
    Filed: February 6, 1976
    Date of Patent: July 19, 1977
    Assignee: Boehringer Ingelheim G.m.b.H.
    Inventors: Herbert Koppe, Albrecht Engelhardt, Karl Zeile
  • Patent number: 4034703
    Abstract: An apparatus for externally coating elongated metal members and, particularly, endless metal tubing with synthetic-resin using a powder-melt process in which the powder is initially fused to the surface of the metal member and concurrently or subsequently caused to coalesce into a coating film. The metal member is passed through a fluidized bed of the synthetic-resin powder after being preheated and the powder is induced to flow along the metal member through an annular nozzle formed on a coating head within the fluidized bed. The powder is advantageously sucked through the coating head and is drawn via the annular nozzle into contact with the metal member.
    Type: Grant
    Filed: August 16, 1976
    Date of Patent: July 12, 1977
    Assignee: Metallgesellschaft Aktiengesellschaft
    Inventors: Werner Scheiber, Herbert Koppe
  • Patent number: 4031244
    Abstract: Pharmaceutical compositions containing as an active ingredient a compound of the formula ##STR1## wherein R is hydrogen or alkyl of 1 to 3 carbon atoms, and R.sub.1 is hydrogen or methyl, or a non-toxic, pharmacologically acceptable acid addition salt thereof; and a method of using the same as anticonvulsives and antiarrhythmics.
    Type: Grant
    Filed: January 29, 1976
    Date of Patent: June 21, 1977
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Karl Zeile, Werner Kummer, Helmut Stahle, Peter Danneberg
  • Patent number: 4025646
    Abstract: Pharmaceutical compositions containing as an active ingredient a racemic or optically active compound of the formula ##STR1## wherein R.sub.1 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms, andR.sub.2 is straight or branched hydroxyalkyl of 3 to 6 carbon atoms,Or a non-toxic, pharmacologically acceptable acid addition salt thereof; and a method of using the same as .beta.-adrenergic receptor blocking agents and hypotensives.
    Type: Grant
    Filed: January 26, 1976
    Date of Patent: May 24, 1977
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Helmut Stahle, Werner Kummer, Werner Traunecker
  • Patent number: 4025607
    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, ethyl, methoxy or trifluoromethyl, andR.sub.4 and R.sub.5 are each hydrogen or propargyl, but other than both hydrogen or both propargyl at the same time,And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as the salts are useful as analgesics and hypotensives.
    Type: Grant
    Filed: May 17, 1976
    Date of Patent: May 24, 1977
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Klaus Stockhaus, Wolfgang Hoefke, Franz Josef Kuhn
  • Patent number: 4021576
    Abstract: Pharmaceutical compositions containing as an active ingredient a compound of the formula ##STR1## wherein n is 4 or 5, or a non-toxic, pharmacologically acceptable acid addition salt thereof; and a method of using the same as .beta.-adrenergic receptor blockers.
    Type: Grant
    Filed: December 10, 1975
    Date of Patent: May 3, 1977
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Werner Kummer, Helmut Stahle, Karl Zeile, Albrecht Engelhardt, Werner Taunecker
  • Patent number: 4016286
    Abstract: Pharmaceutical compositions containing as an active ingredient a racemic or optically active compound of the formula ##STR1## wherein R.sub.1 is --(CH.sub.2).sub.X --CN, where X is 0, 1, 2 or 3,R.sub.2 is hydrogen, halogen or --NH--CO--NHR, where R is lower alkyl,R.sub.4 is alkyl of 1 to 3 carbon atoms, andR.sub.5 is alkyl of 1 to 3 carbon atoms or, together with R.sub.4, --(CH.sub.2).sub.p -- where p is 4, 5 or 6,Or a physiologically compatible acid addition salt thereof; and a method of using the same as adrenolytics and hypotensives.
    Type: Grant
    Filed: September 23, 1975
    Date of Patent: April 5, 1977
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Werner Kummer, Helmut Stahle, Gojko Muacevic
  • Patent number: 4016202
    Abstract: Racemic and optically active compounds of the formula ##STR1## wherein R.sub.1 is hydrogen; halogen; nitro; alkyl of 1 to 5 carbon atoms; alkoxy of 1 to 4 carbon atoms; alkenyl of 2 to 5 carbon atoms; alkynyl of 2 to 5 carbon atoms; alkylamino of 1 to 5 carbon atoms; dialkylamino of 1 to 5 carbon atoms in each alkyl; alkoxyalkyl of 2 to 6 carbon atoms; alkylamino-alkyl of 2 to 6 carbon atoms; dialkylaminoalkyl of 3 to 12 carbon atoms; --(CH.sub.2).sub.x --NH.sub.2, --(CH.sub.2).sub.x -- OH, all where x is an integer from 0 to 3; --COOH; --COOR.sub.6, where R.sub.6 is alkyl of 1 to 4 carbon atoms; alkynyloxy of 3 to 6 carbon atoms; alkenyloxy of 3 to 6 carbon atoms; --CO--R.sub.9, --OCO--R.sub.9, --NH--CO--R.sub.9, all where R.sub.9 is alkyl of 1 to 6 carbon atoms, phenylalkyl of 7 to 10 carbon atoms or phenyl; cycloalkyl of 3 to 7 carbon atoms; --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.
    Type: Grant
    Filed: September 3, 1975
    Date of Patent: April 5, 1977
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Werner Kummer, Helmut Stahle, Gojko Muacevic
  • Patent number: 4010158
    Abstract: Compounds of the formula ##STR1## wherein R is secondary butyl or tertiary butyl, and their non-toxic, pharmacologically acceptable acid addition salts; the compounds as well as their salts are useful as .beta.-adrenergic receptor blocking agents and hypotensives.
    Type: Grant
    Filed: January 18, 1973
    Date of Patent: March 1, 1977
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Karl Zeile, Werner Kummer, Helmut Stahle, Albrecht Engelhardt
  • Patent number: 3998956
    Abstract: Pharmaceutical compositions containing as an active ingredient a compound of the formula ##STR1## wherein R, R.sub.1 and R.sub.2 are each hydrogen, fluorine, chlorine, bromine, methyl, ethyl, methoxy, trifluoromethyl or cyano, andR.sub.5 is hydrogen, methyl or ethyl, or a non-toxic, pharmaceutically acceptable acid addition salt thereof; and a method of using the same as analgesics and hypotensives.
    Type: Grant
    Filed: December 10, 1975
    Date of Patent: December 21, 1976
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Stahle, Herbert Koppe, Werner Kummer, Klaus Stockhaus
  • Patent number: 3975539
    Abstract: Pharmaceutical compositions containing as an active ingredient a compound of the formula ##EQU1## wherein R.sub.1 is --(CH.sub.2).sub.x --CN, where x is 0,1,2 or 3,R.sub.2 is hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 5 carbon atoms, alkenyl of 2 to 5 carbon atoms or alkenyloxy of 2 to 5 carbon atoms;R.sub.3 is hydrogen, halogen, alkyl of 1 to 5 carbon atoms or alkoxy of 1 to 5 carbon atoms;R.sub.2 and R.sub.3, together with each other and the carbon atoms to which they are attached, form a saturated or unsaturated carbocyclic ring of up to 6 carbon atoms;R.sub.4 is hydrogen, alkyl of 1 to 5 carbon atoms or aralkyl; andn is an integer from 1 to 10, inclusive; or a non-toxic, pharmacologically acceptable acid addition salt thereof; and a method of using the same as .beta.-adrenergic receptor blockers and hypotensives.
    Type: Grant
    Filed: April 16, 1975
    Date of Patent: August 17, 1976
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Helmut Stahle, Werner Kummer, Gojko Muacevic, Werner Traunecker
  • Patent number: 3969512
    Abstract: Compounds of the formula ##EQU1## wherein R.sub.1 is allyl, allyloxy or chlorine, R.sub.2 is hydrogen or methyl,R.sub.3 is hydrogen, alkyl of 1 to 5 carbon atoms or benzyl, andn is an integer from 2 to 6, inclusive,Provided, however, that when R.sub.1 is allyl or allyloxy, R.sub.2 is hydrogen; and their non-toxic, pharmacologically acceptable acid addition salts; the compounds as well as their salts are useful as .beta.-adrenergic blocking agents and hypotensives.
    Type: Grant
    Filed: February 10, 1975
    Date of Patent: July 13, 1976
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Helmut Stahle, Werner Kummer, Gojko Muacevic, Werner Traunecker
  • Patent number: 3961071
    Abstract: A composition having bradycardia and isoproterenol antagonistic activity comprising at least one compound selected from the group consisting of racemates of 1-phenoxy-2-hydroxy-3-tert.-butylamino propanes of the formula ##SPC1##Wherein R is selected from the group consisting of --(CH.sub.2).sub. x --CN where x is an integer from 0 to 3, COOH and COOR' where R' is alkyl of 1 to 4 carbon atoms; R.sub.1 is selected from the group consisting of hydrogen, alkoxy and alkylthio of 1 to 4 carbon atoms,--CN and alkenyl and alkynyl of 2 to 4 carbon atoms and R.sub.2 is selected from the group consisting of hydrogen, halogen and alkyl and alkoxy of 1 to 4 carbon atoms, their optically active isomers and their non-toxic, pharmaceutically acceptable acid addition salts of said racemates and said optically active isomers and a major amount of a pharmaceutical carrier and a method of producing bradycardia and suppressing tachycardia effects of N-isopropyl-noradrenaline in warm-blooded animals.
    Type: Grant
    Filed: April 2, 1975
    Date of Patent: June 1, 1976
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Albrecht Engelhardt, Karl Zeile