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: 4623727Abstract: 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: February 11, 1983Date of Patent: November 18, 1986Assignee: Ciba-Geigy CorporationInventor: Adolf Hubele
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Patent number: 4564629Abstract: 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-triazolylmethyl 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 heterocycle having oxygen as the hetero atom.are valuable fungicidal active substances.Type: GrantFiled: August 22, 1980Date of Patent: January 14, 1986Assignee: Ciba-Geigy CorporationInventors: Walter Kunz, Wolfgang Eckhardt, Adolf Hubele
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Patent number: 4546109Abstract: There are described novel organotin compounds of the formula I ##STR1## wherein R.sub.1 is unsubstituted or substituted lower alkyl, lower alkenyl, cycloalkyl, furyl or tetrahydrofuryl;R.sub.2 is unsubstituted or substituted aryl;R.sub.3 and R.sub.4 independently of one another are each hydrogen, or unsubstituted or substituted lower alkyl; andR.sub.5, R.sub.6 and R.sub.7 independently of one another are each unsubstituted or substituted lower alkyl, cycloalkyl or aryl.There are also disclosed methods of producing these products, and also pesticidal compositions containing one of the said compounds as active ingredient. Also described is a method for controlling plant pests, which method is based on the application of the stated active substances or of compositions prepared therefrom.Type: GrantFiled: June 13, 1983Date of Patent: October 8, 1985Assignee: Ciba-Geigy CorporationInventors: Adolf Hubele, Peter Riebli
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Patent number: 4508731Abstract: Compounds of the formula ##STR1## in which Ar is 2-alkyl-, -alkoxy- or -halo-methyl-phenyl or .alpha.-naphthyl, each of which is further substituted,R.sub.1 is 2-furyl, 2-tetrahydrofuryl, alkenyl, cyclopropyl, .beta.-alkoxyethyl, hydroxymethyl, triazolylmethyl, imidazolylmethyl, pyrazolylmethyl, alkylsulfinyl, alkylsulfonyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkenylthio, alkynylthio, alkylsulfinyloxy, dialkylaminosulfinyloxy, phosphoric or thiophosphoric esters or amides, or alkylcarbonyloxy, andR.sub.9 is hydrogen or methyl,are microbicidally, in particular fungicidally active. The preferred compounds are those in which Ar is 2-methylphenyl, 2-methoxyphenyl, 2-chlorophenyl or .alpha.-naphthyl, each of which is further substituted by azido, and R.sub.9 is hydrogen.Type: GrantFiled: February 13, 1984Date of Patent: April 2, 1985Assignee: Ciba Geigy CorporationInventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
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Patent number: 4479004Abstract: A description is given of new compounds of the formula defined herein: ##STR1## which display valuable microbicidal properties. The compounds can be used for combatting microorganisms harmful to plants, especially phytopathogenic fungi. The compounds of formula I thus possess a curative, systemic, and preventive action very useful for practical requirements for the protection of cultivated plants, without causing these to suffer any undesirable side effects. In practice, the compounds can be used by themselves or in the form of pesticides.Type: GrantFiled: September 24, 1982Date of Patent: October 23, 1984Assignee: Janssen Pharmaceutica N.V.Inventors: Adolf Hubele, Peter Riebli
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Patent number: 4448773Abstract: Compounds of the formula ##STR1## in which Ar is 2-alkyl-, -alkoxy- or -halo-methyl-phenyl or .alpha.-naphthyl, each of which is further substituted,R.sub.1 is 2-furyl, 2-tetrahydrofuryl, alkenyl, cyclopropyl, .beta.-alkoxyethyl, hydroxymethyl, triazolylmethyl, imidazolylmethyl, pyrazolylmethyl, alkylsulfinyl, alkylsulfonyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkenylthio, alkynylthio, alkylsulfinyloxy, dialkylaminosulfinyloxy, phosphoric or thiophosphoric esters or amides, or alkylcarbonyloxy,R.sub.7 is hydrogen or optionally-substituted methyl or ethyl, andR.sub.8 is alkyl optionally substituted by alkoxy,are microbicidally, in particular fungicidally, active. Preferred compounds are those in which Ar is 2-methylphenyl, 2-methoxyphenyl, 2-chlorophenyl or .alpha.-naphthyl, each of which is further substituted by azido, and each of R.sub.7 and R.sub.8 is methyl.Type: GrantFiled: April 22, 1982Date of Patent: May 15, 1984Assignee: Ciba-Geigy CorporationInventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
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Patent number: 4443618Abstract: 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 alkythioalkyl 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-triazolylmethyl 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: March 2, 1982Date of Patent: April 17, 1984Assignee: Ciba-Geigy CorporationInventors: Walter Kunz, Wolfgang Eckhart, Adolf Hubele
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Patent number: 4442117Abstract: There are described novel homoserine derivatives of the formula (I) ##STR1## which possess valuable microbicidal properties. In the formula: Ar is substituted phenyl or naphthyl; R.sub.1 is C.sub.2 -C.sub.6 alkyl optionally interrupted by oxygen or sulfur, 2-furyl, 2-tetrahydrofuryl, 1H-1,2,4-triazolylmethyl, 1-imidazolylmethyl, 1-pyrazolylmethyl, C.sub.2 -C.sub.4 alkenyl or cyclopropyl, each of which is optionally substituted by halogen; R.sub.2 is hydrogen or methyl; R.sub.3 is hydrogen or C.sub.1 -C.sub.4 alkyl; and B is halogen or an ester, thioester, sulfonic acid ester or sulfonic acid amide group. Additionally, where B is halogen, R.sub.1 may be halomethyl. The novel derivatives can be used for combating microorganisms harmful to plants, particularly for combating phytopathogenic fungi, and they have for practical requirements a very favorable curative and protective action for protecting cultivating plants, without the plants being impaired as a result of undesirable secondary effects.Type: GrantFiled: October 23, 1980Date of Patent: April 10, 1984Assignee: Ciba-Geigy CorporationInventors: Walter Kunz, Wolfgang Eckhardt, Adolf Hubele, Peter Riebli
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Patent number: 4439447Abstract: New acylanilides are disclosed which act as microbicides. They may preferably be used for combating phytopathogenic fungi.Type: GrantFiled: June 15, 1981Date of Patent: March 27, 1984Assignee: Ciba-Geigy CorporationInventor: Adolf Hubele
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Patent number: 4438125Abstract: The invention relates to novel microbicides of the general formula I ##STR1## wherein R is hydrogen or methyl, Ar is a phenyl or .alpha.-naphthyl group which is substituted by NH.sub.2 or NO.sub.2 and further radicals, W is a cyano, ester, alkenyl or alkynyl group, and B is alkyl, alkenyl, cyclopropyl, 2-furyl, 2-tetrahydrofuryl, .beta.-(alkoxy)ethyl, triazolylmethyl, methylsulfonylmethyl, alkoxymethyl, alkenyloxymethyl, alkynylmethyl, alkylthiomethyl, alkenylthiomethyl, alkynylthiomethyl, --OSO.sub.2 -alkyl, --OSO.sub.2 NH(alkyl) or --N(alkyl).sub.2. The invention also describes plant protection compositions which contain these compounds, a process for the production of the novel compounds and compositions, and a method of controlling phytopathogenic microorganisms which comprises the use thereof.Type: GrantFiled: September 13, 1982Date of Patent: March 20, 1984Assignee: Ciba-Geigy CorporationInventors: Adolf Hubele, Wolfgang Eckhardt, Peter Riebli
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Patent number: 4428964Abstract: There are described novel compounds of the formula I defined herein: ##STR1## which have valuable microbicidal properties. The novel compounds can be used for combating microorganisms harmful to plants, particularly for combating phytopathogenic fungi. The compounds of the formula I thus have a very favorable curative and preventive action for practical requirements for the protection of cultivated plants, without the plants being impaired as a result of undesirable secondary effects. The compounds can be used in practice on their own or in the form of pesticidal compositions.Type: GrantFiled: August 28, 1980Date of Patent: January 31, 1984Assignee: Ciba-Geigy CorporationInventors: Adolf Hubele, Peter Riebli, Wolfgang Eckhardt, Walter Kunz
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Patent number: 4427696Abstract: New acylanilides are disclosed which act as microbicides. They may preferably be used for combating phytopathogenic fungi.Type: GrantFiled: June 15, 1981Date of Patent: January 24, 1984Assignee: Ciba-Geigy CorporationInventor: Adolf Hubele
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Patent number: 4423059Abstract: Amino aceto anilides of the formula I shown hereinafter are effective microbicides. They may be used to control fungi on plants or parts of plants or to prevent them from fungi attack.Type: GrantFiled: November 10, 1980Date of Patent: December 27, 1983Assignee: Ciba-Geigy CorporationInventors: Adolf Hubele, Walter Kunz, Wolfgang Eckhardt
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Patent number: 4402953Abstract: Amino aceto anilides of the formula I shown hereinafter are effective microbicides. They may be used to control fungi on plants or parts of plants or to prevent them from fungi attack.Type: GrantFiled: November 10, 1980Date of Patent: September 6, 1983Assignee: Ciba-Geigy CorporationInventors: Adolf Hubele, Walter Kunz, Wolfgang Eckhardt
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Patent number: 4377587Abstract: The invention relates to novel microbicides of the general formula I ##STR1## wherein R is hydrogen or methyl, Ar is a phenyl or .alpha.-naphthyl group which is substituted by NH.sub.2 or NO.sub.2 and further radicals, W is a cyano, ester, alkenyl or alkynyl group, and B is alkyl, alkenyl, cyclopropyl, 2-furyl, 2-tetrahydrofuryl, .beta.-(alkoxy)ethyl, triazolylmethyl, methylsulfonylmethyl, alkoxymethyl, alkenyloxymethyl, alkynyloxymethyl, alkylthiomethyl, alkenylthiomethyl, alkynylthiomethyl, --OSO.sub.2 -alkyl, --OSO.sub.2 NH(alkyl) or --N(alkyl).sub.2. The invention also describes plant protection compositions which contain these compounds, a process for the production of the novel compounds and compositions, and a method of controlling phytopathogenic microorganisms which comprises the use thereof.Type: GrantFiled: July 21, 1981Date of Patent: March 22, 1983Assignee: Ciba-Geigy CorporationInventors: Adolf Hubele, Wolfgang Eckhardt, Peter Riebli
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Patent number: 4349550Abstract: Amino aceto anilides of the formula ##STR1## wherein R.sub.1 represents C.sub.1 -C.sub.4 -alkyl, a C.sub.1 -C.sub.4 -alkoxy or a 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 a hydrogen, C.sub.1 -C.sub.3 -alkyl or halogen,R.sub.4 represents hydrogen or methyl, with the proviso that the total number of carbon atoms contained by the substituents R.sub.1, R.sub.2, R.sub.3 and R.sub.4 does not exceed 8, andX represents --CH.sub.2 -- or ##STR2## R.sub.5 represents --COOR', COSR' or ##STR3## wherein each of R', R" and R''' independently represents methyl or ethyl, R.sub.6 represents hydrogen or has a meaning assigned to R.sub.7, albeit an independent one,R.sub.7 represents a C.sub.1 -C.sub.6 -alkyl group which is unsubstituted or substituted by cyano, hydroxyl or C.sub.1 -C.sub.3 -alkoxy, or a C.sub.3 -C.sub.6 -alkenyl which is unsubstituted or substituted by halogen, or else represents a C.sub.3 -C.sub.6 -alkynyl or C.sub.3 -C.sub.Type: GrantFiled: September 5, 1980Date of Patent: September 14, 1982Assignee: Ciba-Geigy CorporationInventors: Adolf Hubele, Walter Kunz, Wolfgang Eckhardt
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Patent number: 4338327Abstract: Novel 1-(2-aryl-1,3-dioxolan-2-ylmethyl)-1H-1,2,4-triazoles wherein the 1,3-dioxolane ring is substituted in the 4-position which are useful for the protection of plants and plant products against fungal attack.Type: GrantFiled: June 29, 1979Date of Patent: July 6, 1982Assignee: Janssen Pharmaceutica, N.V.Inventors: Jan Heeres, Leo Backx, Adolf Hubele, Robert Nyfeler
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Patent number: 4332969Abstract: Novel substituted 11-aminoundecanols of the formula ##STR1## and a process for their preparation are described; in the formula, R.sub.1 and R.sub.3 independently of one another are hydrogen or alkyl having 1-8 C atoms and R.sub.2 and R.sub.4 independently of one another are alkyl having 1-8 C atoms, or R.sub.1 and R.sub.2 and/or R.sub.3 and R.sub.4 together with the bonding C atom form a cycloaliphatic ring having 4-8 C atoms, and R.sub.5 and R.sub.6 independently of one another are hydrogen or alkyl having 1-4 C atoms. The compounds of the formula I are valuable active compounds for combating plant pests.Type: GrantFiled: February 26, 1980Date of Patent: June 1, 1982Assignee: Ciba-Geigy CorporationInventors: Dieter Reinehr, Adolf Hubele
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Patent number: 4330556Abstract: Compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 independently of one another are each C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy or halogen,R.sub.3 is hydrogen, C.sub.1 -C.sub.3 -alkyl or halogen,R.sub.4 is hydrogen or methyl, the total number of carbon atoms in R.sub.1, R.sub.2, R.sub.3 and R.sub.4 not exceeding 6,R.sub.5 is C.sub.3 -C.sub.8 -alkyl, C.sub.2 -C.sub.6 -alkenyl or C.sub.3 -C.sub.6 -alkynyl both unsubstituted or substituted by halogen, or it is C.sub.3 -C.sub.7 -cycloalkyl unsubstituted or substituted by halogen or C.sub.1 -C.sub.3 -alkyl, or it is C.sub.6 -C.sub.10 -aryl unsubstituted or substituted by halogen, cyano, nitro, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy or C.sub.1 -C.sub.2 -halogenoalkyl,R.sub.6 is 2-furyl or 2-tetrahydrofuryl both unsubstituted or substituted by halogen, or R.sub.6 is .beta.-(C.sub.1 -C.sub.4)-alkoxyethyl, or the group CH.sub.2 Z, where Z is one of the groups (a) -X-R.sub.7, (b) -NH-N(R.sub.8)(R.sub.9), (c) -OSO.sub.2 R.sub.Type: GrantFiled: January 5, 1981Date of Patent: May 18, 1982Assignee: Ciba-Geigy CorporationInventors: Adolf Hubele, Wolfgang Eckhardt, Walter Kunz
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Patent number: 4316909Abstract: 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-triazolylmethyl 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 heterocycle having oxygen as the hetero atomare valuable fungicidal active substances.Type: GrantFiled: August 22, 1980Date of Patent: February 23, 1982Assignee: Ciba-Geigy CorporationInventors: Walter Kunz, Wolfgang Eckhardt, Adolf Hubele