Patents by Inventor Adolf Hubele
Adolf Hubele 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: 4940806Abstract: Novel substituted 2-(1H-1,2,4-triazolyl)-1-phenylethan-1-one ketals of the general formula ##STR1## wherein one of the two phenyl substituents is in 2-position and the other is in 4-position, and wherein R.sub.a is halogen, methyl or C.sub.1 -C.sub.3 haloalkoxy, and U and V are each independently of the other C.sub.1 -C.sub.12 alkyl, unsubstituted or substituted by halogen or C.sub.1 -C.sub.6 alkoxy, or together are an alkylene bridge selected from ##STR2## wherein R.sub.1 to R.sub.5 are as defined herein, and the acid addition salts and metal complex salts, have microbicidal properties and are especially suitable for controling phytopathogenic microorganisms. They can be used in the form of plant protective or seed dressing agents for preventing or controlling plant pathogens.Type: GrantFiled: June 21, 1989Date of Patent: July 10, 1990Assignee: Ciba-Geigy CorporationInventor: Adolf Hubele
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Patent number: 4940799Abstract: The 2R,4S-isomer of formula I and the 2RS,4S-diastereoisomeric mixture of formula Ia of 1-[2-(2,4-dichlorophenyl)-4-n-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-tri azole ##STR1## and the preparation thereof are described. The compounds of formulae I and Ia have pronounced microbicidal activity without having phytotoxic side-effects. They are used as active ingredients in microbicidal compositions, especially as seed dressings.Type: GrantFiled: July 13, 1988Date of Patent: July 10, 1990Assignee: Ciba-Geigy CorporationInventors: Rudolf Aebi, Adolf Hubele, Jurg Speich
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Patent number: 4939162Abstract: Novel 1-(2-aryl-1,3-dioxan-2-ylmethyl)-1H-imidazoles and 1H-1,2,4-triazoles wherein the 1,3-dioxane ring is optionally substituted with 1 to 3 substituents.Type: GrantFiled: February 24, 1989Date of Patent: July 3, 1990Assignee: Janssen Pharmaceutica N.V.Inventors: Jan Heeres, Leo Backx, Adolf Hubele
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Patent number: 4931560Abstract: Compounds of the formula ##STR1## in which: R.sub.1 and R.sub.2 independently of one another are hydrogen, halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.2 haloalkyl, C.sub.1 -C.sub.3 alkoxy orC.sub.1 -C.sub.3 haloalkoxy; R.sub.3 is hydrogen; C.sub.1 -C.sub.4 alkyl; or C.sub.1 -C.sub.4 alkyl substituted by halogen, hydroxy or by cyano; cyclopropyl; or cyclopropyl mono- to tri-substituted by methyl and/or by halogen; and R.sub.4 is C.sub.3 -C.sub.6 cycloalkyl orC.sub.3 -C.sub.6 cycloalkyl mono-to tri-substituted by methyl and/or by halogen, have valuable microbicidal and insecticidal properties. The novel active ingredients can be used in plant protection for preventing an attack on cultivated plants by phytopathogenic microorganisms or by harmful insects, and for controlling these pests.Type: GrantFiled: September 21, 1988Date of Patent: June 5, 1990Assignee: Ciba-Geigy CorporationInventor: Adolf Hubele
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Patent number: 4916157Abstract: There are described novel acylated naphthylamines of the formula I defined herein ##STR1## which have valuable fungicidal properties. They can be used in practice on their own or in the form of compositions for the protection of cultivated plants against fungus infection.Type: GrantFiled: April 3, 1989Date of Patent: April 10, 1990Assignee: Ciba-Geigy CorporationInventors: Hans Moser, Wolfgang Eckhardt, Walter Kunz, Adolf Hubele
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Patent number: 4902340Abstract: In the method of protecting cultivated plants from the harmful effects of agrochemicals, quinoline derivatives of the formula ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 independently of one another are hydrogen, halogen, nitro, cyano, alkyl or alkoxy, R.sub.4, R.sub.5 and R.sub.6 independently of one another are hydrogen, halogen or alkyl, X is an aliphatic, acyclic, saturated hydrocarbon radical having 1 to 3 carbon atoms and Y is a carboxyl group, or a salt thereof, a mercaptocarbonyl group or a salt thereof, a carboxylic acid ester group, a carboxylic acid thiolester group, an unsubstituted or substituted carboxylic acid amide group, a cyclized, unsubstituted or substituted derivative of a carboxylic acid amide group or a carboxylic acid hydrazide group, or X and Y together are an unsubstituted or substituted tetrahydrofuran-2-one ring, including acid addition salts and metal complexes thereof, or compositions containing such derivatives, are used.Type: GrantFiled: May 27, 1986Date of Patent: February 20, 1990Assignee: Ciba-Geigy CorporationInventor: Adolf Hubele
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Patent number: 4897396Abstract: Novel compounds of the formula ##STR1## in which: R.sub.1 and R.sub.2 independently of one another are hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.2 -haloalkyl, C.sub.1 -C.sub.3 -alkoxy or C.sub.1 -C.sub.3 -haloalkoxy;R.sub.3 is hydrogen; C.sub.1 -C.sub.4 -alkyl; C.sub.1 -C.sub.2 -alkyl substituted by halogen or by hydroxy; cyclopropyl; or cyclopropyl substituted by halogen and/or by methyl;R.sub.4 is C.sub.1 -C.sub.8 -alkyl; C.sub.2 -C.sub.6 -alkyl substituted by halogen, hydroxy, cyano, C.sub.1 -C.sub.4 -alkoxy, C.sub.3 -C.sub.4 -alkoxyalkoxy or by C.sub.1 -C.sub.3 -alkylthio; C.sub.3 -C.sub.6 -alkenyl; C.sub.3 -C.sub.6 -alkynyl; C.sub.3 -C.sub.7 -cycloalkyl; or C.sub.3 -C.sub.7 -cycloalkyl substituted by methyl; andX is oxygen or sulphur.Compounds of formula I are valuable preparations for controlling microorganisms, especially in the agrochemical sector, and insect pests.Type: GrantFiled: June 3, 1988Date of Patent: January 30, 1990Assignee: Ciba-Geigy CorporationInventor: Adolf Hubele
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Patent number: 4881966Abstract: The use of quinoline derivatives of the formula ##STR1## against the harmful effects of herbicidally active 2-[4-(5-chloro-3-fluoropyridin-2-yloxy)-phenoxy]-propionic acid derivatives.Type: GrantFiled: March 30, 1988Date of Patent: November 21, 1989Assignee: Ciba-Geigy CorporationInventors: Andreas Nyffeler, Adolf Hubele
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Patent number: 4853399Abstract: Novel substituted 2-(1H-1,2,4-triazolyl)-1-phenylethan-1-one ketals of the general formula ##STR1## wherein one of the two phenyl substituents is in 2-position and the other is in 4-position, and whereinR.sub.a is halogen, methyl or C.sub.1 -C.sub.3 haloalkoxy, andU and V are each independently of the other C.sub.1 -C.sub.12 alkyl, unsubstituted or substituted by halogen or C.sub.1 -C.sub.6 alkoxy, or together are an alkylene bridge selected from ##STR2## wherein R.sub.1 to R.sub.5 are as defined herein, and the acid addition salts and metal complex salts, have microbicidal properties and are especially suitable for controlling phytopathogenic microorganisms. They can be used in the form of plant protective or seed dressing agents for preventing or controlling plant pathogens.Type: GrantFiled: November 17, 1986Date of Patent: August 1, 1989Assignee: Ciba-Geigy CorporationInventor: Adolf Hubele
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Patent number: 4851031Abstract: The invention relates to the use of quinoline derivatives of formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are each independently hydrogen, halogen, nitro, cyano, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.3 alkoxy,R.sub.4, R.sub.5 and R.sub.6 are each independently hydrogen, halogen or C.sub.1 -C.sub.3 alkyl,A is a group selected from --CH.sub.2 --, --CH.sub.2 --CH.sub.2 -- or --CH(CH.sub.3)-- andZ is (a) cyano or amidoxime which may be acylated at the oxygen atom, or (b) a carboxyl group or a salt thereof, a mercaptocarbonyl group or a salt thereof, an esterified carboxyl group, a thiocarbonyl group, an unsubstituted or a substituted carbamoyl group, a cyclized unsubstituted or substituted derivative of a carbamoyl group, or is a carbonohydrazido group; or A and Z together are an unsubstituted or a substituted tetrafuran-2-one ring.Type: GrantFiled: September 10, 1986Date of Patent: July 25, 1989Assignee: Ciba-Geigy CorporationInventors: Sergio Bellucci, Adolf Hubele, Andreas Nyffeler
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Patent number: 4851033Abstract: A process for the protection of cultivated plants against harmful effects of aggressive agricultural chemicals by the use of compounds of the formula I ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 independently of one another are each hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy, nitro or cyano,R.sub.4, R.sub.5 and R.sub.6 independently of one another are each hydrogen, halogen or C.sub.1 -C.sub.3 -alkyl,A is any one of the groups --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --CH.sub.2 -- or --CH(CH.sub.3)--, andZ is cyano, or amidoxime which can be acylated on the oxygen atom,including acid addition salts and metal complexes thereof.Type: GrantFiled: May 13, 1988Date of Patent: July 25, 1989Assignee: Ciba-Geigy CorporationInventor: Adolf Hubele
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Patent number: 4840662Abstract: The invention discloses novel N-(2-nitrophenyl)-5-aminopyrimidine derivatives of the general formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently NO.sub.2 or CF.sub.3, or one of R.sub.1 and R.sub.2 is hydrogen,R.sub.3 is hydrogen or halogen,R.sub.4 is hydrogen or the --C(O)R' group, in which R' is C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio,R.sub.5, R.sub.6 and R.sub.7 are each independently hydrogen, halogen, nitro, cyano, thiocyano, mercapto, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkoxy which is substituted by halogen, nitro, cyano, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio and/or N(C.sub.1 -C.sub.4 alkyl).sub.2 ; or are C.sub.3 -C.sub.6 cycloalkoxy, C.sub.3 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 alkynyloxy, C.sub.1 -C.sub.6 alkylthio, C.sub.3 -C.sub.6 alkenylthio, C.sub.1 -C.sub.6 alkylsulfonyl, C.sub.1 -C.sub.6 alkylsulfoxyl, C.sub.3 -C.sub.Type: GrantFiled: July 16, 1984Date of Patent: June 20, 1989Assignee: Ciba-Geigy CorporationInventors: Helmut Zondler, Adolf Hubele, Robert Nyfeler
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Patent number: 4822884Abstract: A process for the protection of cultivated plants against harmful effects of aggressive agricultural chemicals by the use of compounds of the formula I ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 independently of one another are each hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy, nitro or cyano,R.sub.4, R.sub.5 and R.sub.6 independently of one another are each hydrogen, halogen or C.sub.1 -C.sub.3 -alkyl,A is any one of the groups --CH.sub.2 --, --CH.sub.2 --CH.sub.2 -- or --CH(CH.sub.3)--, and Z is cyano, or admidoxime which can be acylated on the oxygen atom,including acid addition salts and metal complexes thereof.Type: GrantFiled: September 29, 1986Date of Patent: April 18, 1989Assignee: Ciba-Geigy CorporationInventor: Adolf Hubele
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Patent number: 4810724Abstract: N-Acylated N-phenyl-aminotetrahydro-2-furanones of the formula ##STR1## wherein R represents C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,R.sub.1 represents C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,R.sub.2 represents hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,R.sub.3 represents hydrogen or methyl, with the total number of C atoms of the substituents R, R.sub.1, R.sub.2 and R.sub.3 in the phenyl ring not exceeding the number 8,R.sub.4 represents hydrogen or methyl, whileR.sub.5 represents one of the following groups: an alkylthioalkyl or alkoxyalkyl group having 2 to 5 carbon atoms or an alkoxyalkoxymethyl group having a maximum of 6 carbon atoms, a 2-furanyl or 2-tetrahydrofuranyl group optionally substituted by halogen, a 1,2,4-trizolylmethyl group, a 1,2-pyrazolylmethyl group, or a group --CH.sub.2 --OR.sub.6 in which R.sub.6 represents a 5- or 6-membered heterocyclic having oxygen as the hetero atom,are valuable fungicidal active substances.Type: GrantFiled: May 6, 1985Date of Patent: March 7, 1989Assignee: Ciba-Geigy CorporationInventors: Walter Kunz, Wolfgang Eckhardt, Adolf Hubele
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Patent number: 4785105Abstract: A process for the protection of cultivated plants against harmful effects of aggressive agricultural chemicals by the use of compounds of the formula I ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 independently of one another are each hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy, nitro or cyano,R.sub.4, R.sub.5 and R.sub.6 independently of one another are each hydrogen, halogen or C.sub.1 -C.sub.3 -alkyl,A is any one of the groups --CH.sub.2 --, --CH.sub.2 --CH.sub.2 -- or --CH(CH.sub.3)--, andZ is cyano, or amidoxime which can be acylated on the oxygen atom,including acid addition salts and metal complexes thereof.Type: GrantFiled: September 29, 1986Date of Patent: November 15, 1988Assignee: Ciba-Geigy CorporationInventor: Adolf Hubele
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Patent number: 4785106Abstract: A process for the protection of cultivated plants against harmful effects of aggressive agricultural chemicals by the use of compounds of the formula I ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 independently of one another are each hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy, nitro or cyano,R.sub.4, R.sub.5 and R.sub.6 independently of one another are each hydrogen, halogen or C.sub.1 -C.sub.3 -alkyl,A is any one of the groups --CH.sub.2 --, --CH.sub.2 --CH.sub.2 -- or --CH(CH.sub.3)--, andZ is cyano, or amidoxime which can be acylated on the oxygen atom,including acid addition salts and metal complexes thereof.Type: GrantFiled: September 29, 1986Date of Patent: November 15, 1988Assignee: Ciba-Geigy CorporationInventor: Adolf Hubele
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Patent number: 4758264Abstract: A process for the protection of cultivated plants against harmful effects of aggressive cultural chemicals by the use of compounds of the formula I ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 indpendently of one another are each hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy, nitro or cyano,R.sub.4, R.sub.5 and R.sub.6 independently of one another are each hydrogen, halogen or C.sub.1 -C.sub.3 -alkyl,A is any one of the groups --CH.sub.2 --, --CH.sub.2 --CH.sub.2 -- or --CH(CH.sub.3)--, andZ is cyano, or amidoxime which can be acylated on the oxygen atom,including acid addition salts and metal complexes thereof.Type: GrantFiled: August 11, 1986Date of Patent: July 19, 1988Assignee: Ciba-Geigy CorporationInventor: Adolf Hubele
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Patent number: 4705790Abstract: The invention relates to novel N-(2-nitrophenyl)-4-aminopyrimidine derivatives of the general formula I ##STR1## wherein R.sub.1 is NO.sub.2 or CF.sub.3,R.sub.2 is NO.sub.2 or CF.sub.3,R.sub.3 is hydrogen or halogen,R.sub.4 is hydrogen or the --C(O)R.sub.7 group, wherein R.sub.7 is C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio,R.sub.5 and R.sub.6 are each independently halogen, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkyl which is substituted by halogen or C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.6 alkoxy which is substituted by halogen or C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.6 alkylthio or C.sub.1 -C.sub.6 alkylthio which is substituted by halogen or C.sub.1 -C.sub.3 alkoxy, or are C.sub.3 -C.sub.6 cycloalkoxy, C.sub.3 -C.sub.6 cycloalkylthio, C.sub.3 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 alkenylthio, C.sub.3 -C.sub.6 alkynyloxy, C.sub.1 -C.sub.6 alkylsulfoxyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.Type: GrantFiled: September 25, 1985Date of Patent: November 10, 1987Assignee: CIBA-GEIGY CorporationInventors: Adolf Hubele, Wolfgang Eckhardt
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Patent number: 4694009Abstract: The invention discloses novel N-(2-nitrophenyl)-2-aminopyrimidine derivatives of the general formula I ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen, NO.sub.2 or CF.sub.3, with the proviso that only R.sub.1 or R.sub.2 can be NO.sub.2 ;R.sub.4 is hydrogen or the --C(O)R' group, in which R' is C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio;R.sub.5, R.sub.6 and R.sub.7 are each independently halogen, nitro, cyano, thiocyano, C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.1 -C.sub.8 alkylthio, C.sub.1 -C.sub.6 alkylsulfonyl, C.sub.1 -C.sub.6 alkylsulfoxyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 haloalkenyl, C.sub.3 -C.sub.6 alkynyl, C.sub.3 -C.sub.6 haloalkynyl, C.sub.3 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 haloalkenyloxy, C.sub.3 -C.sub.6 alkenylthio, C.sub.3 -C.sub.6 alkynyloxy, C.sub.3 -C.sub.6 haloalkynyloxy, C.sub.1 -C.sub.8 alkyl which is substituted by halogen, cyano and/or C.sub.1 -C.sub.Type: GrantFiled: June 19, 1985Date of Patent: September 15, 1987Assignee: Ciba-Geigy CorporationInventors: Adolf Hubele, Helmut Zondler, Peter Riebli, Wolfgang Eckhardt
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Patent number: 4659363Abstract: The invention discloses novel N-(2-nitrophenyl)-2-aminopyrimidine derivatives of the general formula I ##STR1## wherein R.sub.1 and R.sub.2 are each independently NO.sub.2 or CF.sub.3, with the proviso that only R.sub.1 or R.sub.2 can be NO.sub.2R.sub.3 is halogen,R.sub.4 is hydrogen or the --C(O)R' group, in which R' is C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio,R.sub.5, R.sub.6 and R.sub.7 are each independently hydrogen, halogen, nitro, cyano, thiocyano, C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.1 -C.sub.8 alkylthio, C.sub.1 -C.sub.6 alkylsulfonyl, C.sub.1 -C.sub.6 alkylsulfoxyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 haloalkenyl, C.sub.3 -C.sub.6 alkynyl, C.sub.3 -C.sub.6 haloalkynyl, C.sub.3 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 -haloalkenyloxy, C.sub.3 -C.sub.6 alkenylthio, C.sub.3 -C.sub.6 alkynyloxy, C.sub.3 -C.sub.6 haloalkynyloxy, C.sub.1 -C.sub.Type: GrantFiled: July 18, 1984Date of Patent: April 21, 1987Assignee: Ciba-Geigy CorporationInventors: Adolf Hubele, Helmut Zondler, Peter Riebli, Wolfgang Eckhardt