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).

  • Patent number: 4623727
    Abstract: 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: Grant
    Filed: February 11, 1983
    Date of Patent: November 18, 1986
    Assignee: Ciba-Geigy Corporation
    Inventor: Adolf Hubele
  • Patent number: 4564629
    Abstract: 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: Grant
    Filed: August 22, 1980
    Date of Patent: January 14, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Walter Kunz, Wolfgang Eckhardt, Adolf Hubele
  • Patent number: 4546109
    Abstract: 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: Grant
    Filed: June 13, 1983
    Date of Patent: October 8, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Adolf Hubele, Peter Riebli
  • Patent number: 4508731
    Abstract: 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: Grant
    Filed: February 13, 1984
    Date of Patent: April 2, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
  • Patent number: 4479004
    Abstract: 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: Grant
    Filed: September 24, 1982
    Date of Patent: October 23, 1984
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Adolf Hubele, Peter Riebli
  • Patent number: 4448773
    Abstract: 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: Grant
    Filed: April 22, 1982
    Date of Patent: May 15, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
  • Patent number: 4443618
    Abstract: 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: Grant
    Filed: March 2, 1982
    Date of Patent: April 17, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Walter Kunz, Wolfgang Eckhart, Adolf Hubele
  • Patent number: 4442117
    Abstract: 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: Grant
    Filed: October 23, 1980
    Date of Patent: April 10, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Walter Kunz, Wolfgang Eckhardt, Adolf Hubele, Peter Riebli
  • Patent number: 4439447
    Abstract: New acylanilides are disclosed which act as microbicides. They may preferably be used for combating phytopathogenic fungi.
    Type: Grant
    Filed: June 15, 1981
    Date of Patent: March 27, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Adolf Hubele
  • Patent number: 4438125
    Abstract: 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: Grant
    Filed: September 13, 1982
    Date of Patent: March 20, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Adolf Hubele, Wolfgang Eckhardt, Peter Riebli
  • Patent number: 4428964
    Abstract: 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: Grant
    Filed: August 28, 1980
    Date of Patent: January 31, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Adolf Hubele, Peter Riebli, Wolfgang Eckhardt, Walter Kunz
  • Patent number: 4427696
    Abstract: New acylanilides are disclosed which act as microbicides. They may preferably be used for combating phytopathogenic fungi.
    Type: Grant
    Filed: June 15, 1981
    Date of Patent: January 24, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Adolf Hubele
  • Patent number: 4423059
    Abstract: 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: Grant
    Filed: November 10, 1980
    Date of Patent: December 27, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Adolf Hubele, Walter Kunz, Wolfgang Eckhardt
  • Patent number: 4402953
    Abstract: 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: Grant
    Filed: November 10, 1980
    Date of Patent: September 6, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Adolf Hubele, Walter Kunz, Wolfgang Eckhardt
  • Patent number: 4377587
    Abstract: 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: Grant
    Filed: July 21, 1981
    Date of Patent: March 22, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Adolf Hubele, Wolfgang Eckhardt, Peter Riebli
  • Patent number: 4349550
    Abstract: 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: Grant
    Filed: September 5, 1980
    Date of Patent: September 14, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Adolf Hubele, Walter Kunz, Wolfgang Eckhardt
  • Patent number: 4338327
    Abstract: 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: Grant
    Filed: June 29, 1979
    Date of Patent: July 6, 1982
    Assignee: Janssen Pharmaceutica, N.V.
    Inventors: Jan Heeres, Leo Backx, Adolf Hubele, Robert Nyfeler
  • Patent number: 4332969
    Abstract: 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: Grant
    Filed: February 26, 1980
    Date of Patent: June 1, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Dieter Reinehr, Adolf Hubele
  • Patent number: 4330556
    Abstract: 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: Grant
    Filed: January 5, 1981
    Date of Patent: May 18, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Adolf Hubele, Wolfgang Eckhardt, Walter Kunz
  • Patent number: 4316909
    Abstract: 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: Grant
    Filed: August 22, 1980
    Date of Patent: February 23, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Walter Kunz, Wolfgang Eckhardt, Adolf Hubele