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).
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Patent number: 4797499Abstract: 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: GrantFiled: August 11, 1986Date of Patent: January 10, 1989Assignee: Bayer AktiengesellschaftInventors: Graham Holmwood, Erik Regel, Gerhard Jager, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes, Volker Paul
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Patent number: 4789672Abstract: 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: GrantFiled: May 8, 1985Date of Patent: December 6, 1988Assignee: Bayer AktiengesellschaftInventors: Graham Holmwood, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes
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Patent number: 4749405Abstract: 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: GrantFiled: August 8, 1986Date of Patent: June 7, 1988Assignee: Bayer AktiengesellschaftInventors: Wolf Reiser, Wilfried Draber, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Volker Paul
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Patent number: 4743293Abstract: 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: GrantFiled: July 30, 1986Date of Patent: May 10, 1988Assignee: Bayer AktiengesellschaftInventors: Wolf Reiser, Wilfried Draber, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Volker Paul
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Patent number: 4734126Abstract: 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: GrantFiled: December 20, 1984Date of Patent: March 29, 1988Assignee: Bayer AktiengesellschaftInventors: Graham Holmwood, Erik Regel, Gerhard Jager, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes, Volker Paul
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Patent number: 4729783Abstract: 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: GrantFiled: March 22, 1985Date of Patent: March 8, 1988Assignee: Bayer AktiengesellschaftInventors: Erik Regel, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes
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Patent number: 4728356Abstract: 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: GrantFiled: July 12, 1985Date of Patent: March 1, 1988Assignee: Bayer AktiengesellschaftInventors: Hans-Ludwig Elbe, Wolf Reiser, Erik Regel, Karl H. Buchel, Paul Reinecke, Wilhelm Brandes, Klaus Lurssen, Paul-Ernst Frohberger
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Patent number: 4723984Abstract: 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: GrantFiled: June 18, 1984Date of Patent: February 9, 1988Assignee: Bayer AktiengesellschaftInventors: Graham Holmwood, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes
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Patent number: 4715887Abstract: 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: GrantFiled: December 21, 1984Date of Patent: December 29, 1987Assignee: Bayer AktiengesellschaftInventors: Wolfgang Kramer, Karl H. Buchel, Paul-Ernst Frohberger, Wilhelm Brandes, Klaus Lurssen
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Patent number: 4711657Abstract: 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: GrantFiled: December 21, 1984Date of Patent: December 8, 1987Assignee: Bayer AktiengesellschaftInventors: Wolfgang Kramer, Karl H. Buchel, Paul-Ernst Frohberger, Wilhelm Brandes, Klaus Lurssen
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Patent number: 4699645Abstract: 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: GrantFiled: September 5, 1985Date of Patent: October 13, 1987Assignee: Bayer AktiengesellschaftInventors: Erik Regel, Wilfried Draber, Karl H. Buchel, Paul-Ernst Frohberger, Klaus Lurssen
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Patent number: 4647302Abstract: 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: GrantFiled: June 12, 1984Date of Patent: March 3, 1987Assignee: Bayer AktiengesellschaftInventors: Wolf Reiser, Wilfried Draber, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Volker Paul
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Patent number: 4629732Abstract: 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: GrantFiled: April 17, 1984Date of Patent: December 16, 1986Assignee: Bayer AktiengesellschaftInventors: Udo Kraatz, Erich Klauke, Gerhard Jager, Karl H. Buchel, Paul-Ernst Frohberger, Wilhelm Brandes
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Patent number: 4626595Abstract: 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: GrantFiled: January 28, 1985Date of Patent: December 2, 1986Assignee: Bayer AktiengesellschaftInventors: Graham Holmwood, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes
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Patent number: 4582846Abstract: 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: GrantFiled: June 20, 1984Date of Patent: April 15, 1986Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Karl H. Buchel, Paul Reinecke, Wilhelm Brandes, Paul-Ernst Frohberger
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Patent number: 4578396Abstract: 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: GrantFiled: May 27, 1983Date of Patent: March 25, 1986Assignee: Bayer AktiengesellschaftInventors: Gerhard Jager, Klaus Bockmann, Karl H. Buchel, Wilhelm Brandes, Paul-Ernst Frohberger, Hans Scheinpflug
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Patent number: 4559077Abstract: 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: GrantFiled: December 29, 1982Date of Patent: December 17, 1985Assignee: Bayer AktiengesellschaftInventors: Erik Regel, Wilfried Draber, Karl H. Buchel, Paul-Ernst Frohberger, Klaus Lurssen
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Patent number: 4549900Abstract: 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: GrantFiled: April 4, 1983Date of Patent: October 29, 1985Assignee: Bayer AktiengesellschaftInventors: Wolfgang Kramer, Karl H. Buchel, Hans-Ludwig Elbe, Udo Kraatz, Erik Regel, Paul-Ernst Frohberger, Wilhelm Brandes, Klaus Lurssen
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Patent number: 4532341Abstract: 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: GrantFiled: June 6, 1983Date of Patent: July 30, 1985Assignee: Bayer AktiengesellschaftInventors: Graham Holmwood, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes
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Patent number: RE32796Abstract: 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: GrantFiled: August 1, 1984Date of Patent: December 6, 1988Assignee: Bayer AktiengesellschaftInventors: Graham Holmwood, Klaus Lurssen, Paul-Ernst Frohberger