Patents by Inventor Paul Ernst

Paul Ernst 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: 4797499
    Abstract: Compounds which are substituted 1-hydroxyalkyl-azolyl derivatives of the general formula ##STR1## in which A represents a nitrogen atom or a CH group,B represents oxygen, sulphur or a CH.sub.2 group,R represents substituted alkyl, and, in the case in which B represents sulphur, also represents an unsubstituted alkyl, optionally substituted cycloalkyl or optionally substituted phenyl group,Z represents a halogen atom or an alkyl, cycloalkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy, halogenoalkylthio, optionally substituted phenyl, optionally substituted phenoxy, optionally substituted phenylalkyl or optionally substituted phenylalkoxy group, andm is 0, 1, 2 or 3,and the acid addition salts and metal salt complexes thereof, are new, are prepared as described and find use as fungicides and plant growth regulators.
    Type: Grant
    Filed: August 11, 1986
    Date of Patent: January 10, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Graham Holmwood, Erik Regel, Gerhard Jager, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes, Volker Paul
  • Patent number: 4789672
    Abstract: New 1-hydroxyethyl-azole derivatives of the general formula ##STR1## in which R represents an alkyl radical, an optionally substituted cycloalkyl radical or an optionally substituted phenyl radical,X represents a nitrogen atom or a CH group,Y represents a grouping --OCH.sub.2 --, --CH.sub.2 CH.sub.2 -- or --CH.dbd.CH--,Z represents a halogen atom, an alkyl, cycloalkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy or halogenoalkylthio radical, an optionally substituted phenyl radical, an optionally substituted phenoxy radical, an optionally substituted phenylalkyl radical or an optionally substituted phenylalkoxy radical andm is 0, 1, 2 or 3,a process for their preparation and their use as plant growth regulators and fungicides.
    Type: Grant
    Filed: May 8, 1985
    Date of Patent: December 6, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Graham Holmwood, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes
  • Patent number: 4749405
    Abstract: 1-Vinyltriazole compounds of the formula ##STR1## wherein R.sup.1 is alkyl, substituted alkyl, cycloalkyl, aryl or substituted aryl;R.sup.2 is alkyl;R.sup.3 is alkyl, cycloalkyl, cycloalkenyl, substituted cycloalkenyl, alkenyl, aryl or substituted aryl; orR.sup.2 and R.sup.3, together with the carbon to which they are bonded, represent cycloalkenyl, substituted cycloalkenyl, cycloalkyl or substituted cycloalkyl;is the group ##STR2## or, alternatively, X may represent a keto group provided that when X is a keto group, R.sup.1 is alkyl, substituted alkyl, cycloalkyl, or substituted cycloalkyl;R.sup.4 is hydrogen, alkyl, aralkyl, substituted aralkyl, acyl, carbamoyl or substituted carbamoyl;R.sup.5 is hydrogen, alkyl, aralkyl or substituted aralkyl;and acid addition salts and metal salt complexes thereof; are outstandingly effective plant growth regulants and as fungicides.
    Type: Grant
    Filed: August 8, 1986
    Date of Patent: June 7, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolf Reiser, Wilfried Draber, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Volker Paul
  • Patent number: 4743293
    Abstract: 1-Vinyltriazole compounds of the formula ##STR1## wherein R.sup.1 is alkyl, substituted alkyl, cycloalkyl, aryl or substituted aryl;R.sup.2 is alkyl;R.sup.3 is alkyl, cycloalkyl, cycloalkenyl, substituted cycloalkenyl, alkenyl, aryl or substituted aryl; orR.sup.2 and R.sup.3, together with the carbon to which they are bonded, represent cycloalkenyl, substituted cycloalkenyl, cycloalkyl or substituted cycloalkyl;X is the group ##STR2## or, alternatively, X may represent a keto group provided that when X is a keto group, R.sup.1 is alkyl, substituted alkyl, cycloalkyl, or substituted cycloalkyl;R.sup.4 is hydrogen, alkyl, aralkyl, substituted aralkyl, acyl, carbamoyl or substituted carbamoyl;R.sup.5 is hydrogen, alkyl, aralkyl or substituted aralkyl;and acid addition salts and metal salt complexes thereof;are outstandingly effective plant growth regulants and as fungicides.
    Type: Grant
    Filed: July 30, 1986
    Date of Patent: May 10, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolf Reiser, Wilfried Draber, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Volker Paul
  • Patent number: 4734126
    Abstract: Compounds which are substituted 1-hydroxyalkyl-azolyl derivatives of the general formula ##STR1## in which A represents a nitrogen atom or a CH group,B represents oxygen, sulphur or a CH.sub.2 group,R represents substituted alkyl, and, in the case in which B represents sulphur, also represents an unsubstituted alkyl, optionally substituted cycloalkyl or optionally substituted phenyl group,Z represents a halogen atom or an alkyl, cycloalkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy, halogenoalkylthio, optionally substituted phenyl, optionally substituted phenoxy, optionally substituted phenylalkyl or optionally substituted phenylalkoxy group, andm is 0, 1, 2 or 3,and the acid addition salts and metal salt complexes thereof, are new, are prepared as described and find use as fungicides and plant growth regulators.
    Type: Grant
    Filed: December 20, 1984
    Date of Patent: March 29, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Graham Holmwood, Erik Regel, Gerhard Jager, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes, Volker Paul
  • Patent number: 4729783
    Abstract: Halogenated triazolylvinyl keto derivatives and carbinol derivatives of the general formula ##STR1## in which A represents a keto group or a CH(OH) grouping,X represents a hydrogen or halogen atom,Y represents a halogen atom,R represents a halogen atom, an alkyl, halogenoalkyl, halogenoalkoxy, alkoxy, alkylthio, halogenoalkylthio, alkylamino, dialkylamino, nitro, cyano, hydroxyl or alkylcarbonyloxy radical, an optionally substituted phenyl radical, an optionally substituted phenoxy radical or an optionally substituted benzyloxy radical andn is 0, 1, 2 or 3,and physiologically acceptable acid addition salts and metal salt complexes thereof are outstandingly effective as plant growth regulators and as fungicides. The inventive compounds can be prepared by reacting a triazolylketone with an aldehyde.
    Type: Grant
    Filed: March 22, 1985
    Date of Patent: March 8, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Erik Regel, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes
  • Patent number: 4728356
    Abstract: A substituted azolylvinyl ketone or carbinol of the formula ##STR1## in which R.sup.1 represents optionally substituted cycloalkyl with 3 to 5 carbon atoms, substituted cyclohexyl or the grouping ##STR2## wherein R.sup.3 represents optionally substituted phenyl, alkenyl, alkinyl, cyano or the grouping --Z--R.sup.4,whereinR.sup.4 represents alkyl, halogenoalkyl, optionally substituted phenyl or optionally substituted phenylalkyl andZ represents O, S, SO or SO.sub.2,n represents a number from 0 to 2,R.sup.2 represents alkyl, alkenyl, alkinyl, in each case optionally substituted phenyl or phenylalkyl, or in each case optionally substituted cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, bicycloalkyl or bicycloalkenyl, but R.sup.2 does not represent optionally substituted phenyl at the same time as R.sup.1 represents optionally substituted cycloalkyl with 3 to 5 carbon atoms or substituted cyclohexyl or R.sup.
    Type: Grant
    Filed: July 12, 1985
    Date of Patent: March 1, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Ludwig Elbe, Wolf Reiser, Erik Regel, Karl H. Buchel, Paul Reinecke, Wilhelm Brandes, Klaus Lurssen, Paul-Ernst Frohberger
  • Patent number: 4723984
    Abstract: New 1-hydroxyethyl-azole derivatives of the general formula ##STR1## in which R represents an alkyl radical, an optionally substituted cycloalkyl radical or an optionally substituted phenyl radical,X represents a nitrogen atom or a CH group,Y represents a grouping --OCH.sub.2 --, -- CH.sub.2 CH.sub.2 -- or --CH.dbd.CH--,Z represents a halogen atom, an alkyl, cycloalkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy or halogenoalkylthio radical, an optionally substituted phenyl radical, an optionally substituted phenoxy radical, an optionally substituted phenylalkyl radical or an optionally substituted phenylalkoxy radical andm is 0, 1, 2 or 3,a process for their preparation and their use as plant growth regulators and fungicides.
    Type: Grant
    Filed: June 18, 1984
    Date of Patent: February 9, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Graham Holmwood, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes
  • Patent number: 4715887
    Abstract: New substituted triazolylmethyl tert.-butyl carbinols of the formula ##STR1## in which R represents alkyl, alkenyl, alkynyl, optionally substituted cycloalkyl, optionally substituted cycloalkylalkyl or optionally substituted aralkyl,X represents hydrogen or halogen andY represents halogen,and the acid addition salts and metal salt complexes thereof, a process for the preparation of said novel compounds, their use as plant protection agents and as intermediate products for the synthesis of other plant protection agents.
    Type: Grant
    Filed: December 21, 1984
    Date of Patent: December 29, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Kramer, Karl H. Buchel, Paul-Ernst Frohberger, Wilhelm Brandes, Klaus Lurssen
  • Patent number: 4711657
    Abstract: New substituted triazolylmethyl tert.-butyl ketones of the formula ##STR1## in which R represents alkyl, alkenyl, alkynyl, optionally substituted cycloalkyl, optionally substituted cycloalkylalkyl or optionally substituted aralkyl,X represents hydrogen or halogen andY represents halogen,and the acid addition salts and metal salt complexes thereof, a process for the preparation of said novel compounds, their use as plant protection agents and as intermediate products for the synthesis of other plant protection agents.
    Type: Grant
    Filed: December 21, 1984
    Date of Patent: December 8, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Kramer, Karl H. Buchel, Paul-Ernst Frohberger, Wilhelm Brandes, Klaus Lurssen
  • Patent number: 4699645
    Abstract: Compound which are azolyl-thioether derivatives of the general formula ##STR1## in which A represents a nitrogen atom or a CH group,B represents a CO or CH(OH) group,m is 0 or 2,R.sup.1 represents an optionally substituted phenyl radical andR.sup.2 represents an optionally substituted cycloalkyl radical or a grouping of the general formula ##STR2## wherein X and Y are identical or different and represent a hydrogen or halogen atom,Z represent an alkyl, optionally substituted phenyl, optionally substituted phenoxy, optionally substituted phenylthio, optionally substituted benzyloxy, optionally substituted benzylthio, alkoxy, alkylthio, halogenoalkoxy, halogenoalkylthio, alkoxycar-onyl or cyano radical, andn is 0 or 1,and the acid addition salts and metal salt complexes thereof, are novel and prepared by several processes described and find use as fungicides and as agents for regulating plant growth.
    Type: Grant
    Filed: September 5, 1985
    Date of Patent: October 13, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Erik Regel, Wilfried Draber, Karl H. Buchel, Paul-Ernst Frohberger, Klaus Lurssen
  • Patent number: 4647302
    Abstract: 1-Vinyltriazole compounds of the formula ##STR1## wherein R.sup.1 is alkyl, substituted alkyl, cycloalkyl, aryl or substituted aryl;R.sup.2 is alkyl;R.sup.3 is alkyl, cycloalkyl, cycloalkenyl, substituted cycloalkenyl, alkenyl, aryl or substituted aryl; orR.sup.2 and R.sup.3, together with the carbon to which they are bonded, represent cycloalkenyl, substituted cycloalkenyl, cycloalkyl or substituted cycloalkyl;X is the group ##STR2## or, alternatively, X may represent a keto group provided that when X is a keto group R.sup.1 is alkyl, substituted alkyl, cycloalkyl, or substituted cycloalkyl;R.sup.4 is hydrogen, alkyl, aralkyl, substituted aralkyl, acyl, carbamoyl or substituted carbamoyl;R.sup.5 is hydrogen, alkyl, aralkyl or substituted aralkyl;and acid addition salts and metal salt complexes thereof; are outstandingly effective plant growth regulants and as fungicides.
    Type: Grant
    Filed: June 12, 1984
    Date of Patent: March 3, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolf Reiser, Wilfried Draber, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Volker Paul
  • Patent number: 4629732
    Abstract: New 3-substituted 1-azolyl-3-methyl-1-phenoxy-butan-2-ones and -ols of the general formula ##STR1## in which Az represents 1,2,4-triazol-1-yl, 1,2,4-triazol-4-yl or imidazol-1-yl,B represents the keto group or the CH(OH) group,Y represents oxygen or sulphur,R represents halogenoalkyl, optionally substituted phenyl or optionally substituted benzyl, or provided Y represents sulphur, may represent alkyl andX.sup.1, X.sup.2 and X.sup.3 are selected independently and each represent hydrogen, halogen, alkyl, halogenoalkyl, alkoxy, alkylthio, alkylsulphonyl, nitro, cyano, alkoxycarbonyl or optionally substituted phenyl,are obtained if halogenoether ketones are reacted with 1,2,4-triazole or imidazole in the presence of a diluent and of an acid-binding agent, and, if appropriate, the keto derivatives thus obtained are reduced.
    Type: Grant
    Filed: April 17, 1984
    Date of Patent: December 16, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Udo Kraatz, Erich Klauke, Gerhard Jager, Karl H. Buchel, Paul-Ernst Frohberger, Wilhelm Brandes
  • Patent number: 4626595
    Abstract: According to the present invention 1-hydroxyethyl azole compounds are provided for in a process characterized by reacting an oxirane of the general formula ##STR1## in which R represents an alkyl radical, an optionally substituted cycloalkyl radical or an optionally substituted phenyl radical,Y represents a grouping --OCH.sub.2 --, --CH.sub.2 CH.sub.2 -- or --CH.dbd.CH--,Z represents a halogen atom, an alkyl, cycloalkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy or halogenoalkylthio radical, an optionally substituted phenyl radical, an optionally substituted phenoxy radical, an optionally substituted phenylalkyl radical or an optionally substituted phenylalkoxy radical andm is 0, 1, 2 or 3,with an azole of the general formula ##STR2## in which X represents a nitrogen atom or a CH group.
    Type: Grant
    Filed: January 28, 1985
    Date of Patent: December 2, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Graham Holmwood, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes
  • Patent number: 4582846
    Abstract: Fungicidally active novel substituted azolylethyl oximinoalkyl ethers of the formula ##STR1## in which A is a nitrogen atom or the CH group,R.sup.1 is optionally substituted phenyl,R.sup.2, R.sup.3 and R.sup.4 each independently is hydrogen, alkyl or optionally substituted phenyl, andR.sup.5 is hydrogen, alkyl, alkenyl, alkinyl, optionally substituted phenyl or optionally substituted phenylalkyl,or addition products thereof with acids or metal salts.
    Type: Grant
    Filed: June 20, 1984
    Date of Patent: April 15, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jorg Stetter, Karl H. Buchel, Paul Reinecke, Wilhelm Brandes, Paul-Ernst Frohberger
  • Patent number: 4578396
    Abstract: Hydroxyalkinyl-azolyl derivatives of the formula ##STR1## in which A is a nitrogen atom or the CH group,R is optionally substituted alkyl, cycloalkyl or phenyl,R.sup.1 is hydrogen, alkyl, alkenyl, alkinyl, or optionally substituted benzyl,R.sup.2 is hydrogen or methyl, andX is hydrogen, bromine or iodine,or addition products thereof with acids or metal salts exhibit fungicidal activity. Some intermediates therefor are also new.
    Type: Grant
    Filed: May 27, 1983
    Date of Patent: March 25, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Jager, Klaus Bockmann, Karl H. Buchel, Wilhelm Brandes, Paul-Ernst Frohberger, Hans Scheinpflug
  • Patent number: 4559077
    Abstract: Compounds which are azolyl-thioether derivatives of the general formula ##STR1## in which A represents a nitrogen atom or a CH group,B represents a CO or CH(OH) group,m is 0 or 2,R.sup.1 represents an optionally substituted phenyl radical andR.sup.2 represents an optionally substituted cycloalkyl radical or a grouping of the general formula ##STR2## wherein X and Y are identical or different and represent a hydrogen or halogen atom,Z represents an alkyl, optionally substituted phenyl, optionally substituted phenoxy, optionally substituted phenylthio, optionally substituted benzyloxy, optionally substituted benzylthio, alkoxy, alkylthio, halogenoalkoxy, halogenoalkylthio, alkoxycar-onyl or cyano radical, andn is 0 or 1,and the acid addition salts and metal salt complexes thereof, are novel and prepared by several processes described and find use as fungicides and as agents for regulating plant growth.
    Type: Grant
    Filed: December 29, 1982
    Date of Patent: December 17, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Erik Regel, Wilfried Draber, Karl H. Buchel, Paul-Ernst Frohberger, Klaus Lurssen
  • Patent number: 4549900
    Abstract: Substituted 1-azolyl-but-2-ones and -2-ols of the formula ##STR1## in which B is --CO-- or --CH(OH)--Az represents a 1,2,4-triazol-1-yl or -4-yl or imidazol-1-yl radical,R.sup.1 represents a hydrogen atom, an alkyl, alkenyl, alkinyl, optionally substituted cycloalkyl, optionally substituted cycloalkylalkyl, optionally substituted phenoxyalkyl or optionally substituted aralkyl radical,n is 0 or 1,R.sup.2 represents a cyano radical or a grouping of the general formula --X--R.sup.3 or --CO--NR.sup.4 R.sup.5, or, if n does not represent O at the same time as R.sup.1 represents a hydrogen atom and Az represents a 1,2,4-triazolyl radical,R.sup.2 also additionally represents an optionally substituted aryl or alkoxycarbonyl radical,and whereinX represents an oxygen or sulphur atom or an SO or SO.sub.2 group,R.sup.3 represents an alkyl, halogenoalkyl, optionally substituted aryl or optionally substituted aralkyl radical,R.sup.4 represents a hydrogen atom or an alkyl or optionally substituted aryl radical, andR.sup.
    Type: Grant
    Filed: April 4, 1983
    Date of Patent: October 29, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Kramer, Karl H. Buchel, Hans-Ludwig Elbe, Udo Kraatz, Erik Regel, Paul-Ernst Frohberger, Wilhelm Brandes, Klaus Lurssen
  • Patent number: 4532341
    Abstract: Oxirane compounds of the formula ##STR1## in which R represents tert-butyl, iso-propyl radical, cyclopropyl, substituted cyclopropyl, cyclopentyl or substituted cyclopentyl, cyclohexyl or substituted cyclohexyl, in each case the substituent being selected from methyl, or phenyl which is optionally mono or di-substituted by identical or different substituents selected from fluorine, chlorine, methyl and trifluoromethyl,Y represents a grouping --OCH.sub.
    Type: Grant
    Filed: June 6, 1983
    Date of Patent: July 30, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Graham Holmwood, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes
  • Patent number: RE32796
    Abstract: A benzyl-pyrimidinylalkyl-ether of the formula ##STR1## in which R is alkyl, optionally substituted cycloalkyl or optionally substituted phenyl, andX.sup.1, X.sup.2 and X.sup.3 each independently is hydrogen, halogen, alkyl, cycloalkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy, halogenoalkylthio, cyano, optionally substituted phenoxy, optionally substituted phenylalkyl or optionally substituted phenylalkoxy,or an acid addition salt or metal salt complex thereof, which possesses fungicidal and plant growth-regulating properties. The corresponding pyrimidinyl-carbinols are also new.
    Type: Grant
    Filed: August 1, 1984
    Date of Patent: December 6, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Graham Holmwood, Klaus Lurssen, Paul-Ernst Frohberger