Patents by Inventor Masahiro Aya

Masahiro Aya 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: 4602941
    Abstract: Herbicidally active substituted phenylsulfonyl urea derivatives of the formula ##STR1## in which X is phenyl or phenoxy,R is ##STR2## R.sup.1 and R.sup.2 each independently is methyl or methoxy. They are made from phenylisocyanates of the formula--SO.sub.2 --N.dbd.C.dbd.Owhich are produced by reacting a phenylsulfonamide of the formula ##STR3## with phosgene or with trichloromethyl chloroformate in the presence of an aliphatic isocyanate.
    Type: Grant
    Filed: August 31, 1984
    Date of Patent: July 29, 1986
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Kozo Shiokawa, Norihisa Morishima, Toshio Goto
  • Patent number: 4586951
    Abstract: Herbicidally active substituted phenylsulfonyl urea derivatives of the formula ##STR1## in which X is phenyl or phenoxy,R is ##STR2## R.sup.1 and R.sup.2 each independently is methyl or methoxy. They are made from phenylisocyanates of the formula--SO.sub.2 --N.dbd.C.dbd.Owhich are produced by reacting a phenylsulfonamide of the formula ##STR3## with phosgene or with trichloromethyl chloroformate in the presence of an aliphatic isocyanate.
    Type: Grant
    Filed: July 19, 1984
    Date of Patent: May 6, 1986
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Kozo Shiokawa, Norihisa Morishima, Toshio Goto
  • Patent number: 4584396
    Abstract: Novel substituted phenoxypropionate of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently are a hydrogen atom or a C.sub.1 to C.sub.6 alkyl group,X is a hydrogen or halogen atom or a nitro, C.sub.1 to C.sub.6 alkyl or C.sub.1 to C.sub.6 alkoxy group,a and n each independently are 1 or 2, andAr is a group of the formula ##STR2## wherein Y is a trifluoromethyl group, a halogen atom or a nitro, cyano or C.sub.1 to C.sub.6 alkyl group, andb is 1, 2 or 3,and their use as herbicides. Novel intermediates are taught, of the formula ##STR3## in which Z.sup.1 is halogen or a 4-hydroxyphenoxy group.
    Type: Grant
    Filed: December 12, 1983
    Date of Patent: April 22, 1986
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Kozo Shiokawa, Koichi Moriya
  • Patent number: 4552586
    Abstract: 2-Pyridyloxyacetanilides of the formula ##STR1## in which X is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 halogenoalkyl,Y each independently is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 halogenoalkyl, andn is 0, 1, 2 or 3which possess herbicidal and plant-growth regulating activity.
    Type: Grant
    Filed: November 17, 1983
    Date of Patent: November 12, 1985
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Shinzo Kagabu, Atsumi Kamochi, Naoko Yamaguchi
  • Patent number: 4545944
    Abstract: Substituted phenylsulfonylurea derivatives of the general formula ##STR1## wherein X represents an oxygen atom or a direct bond, Y and Z each represents a halogen atom, a lower alkyl group, a lower alkoxy group or a nitro group, R represents a group: ##STR2## wherein R.sup.1 and R.sup.2 each represents a lower alkyl group or a lower alkoxy group, m and n each represents 0, 1 or 2 with the proviso that m and n do not represent 0 at the same time, are novel and find use as herbicides. Corresponding substituted benzenesulfonyl isocyanates are novel intermediate compounds for use in preparing compounds of formula (I).
    Type: Grant
    Filed: December 14, 1983
    Date of Patent: October 8, 1985
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Kozo Shiokawa, Norihisa Morishima, Toshio Goto
  • Patent number: 4530717
    Abstract: A herbicidal synergistic compound combination containing as active ingredients(1) a compound selected from substituted phenylsulfonylurea derivatives of the general formula ##STR1## in which X represents an oxygen atom or a direct bond,Y represents a hydrogen or chlorine atom, andR represents a group of the general formula ##STR2## in which R.sup.1 and R.sup.2 each independently represents a methyl group or a methoxy group, and(2) benzthiazol-2-yl-oxyacetic acid N-methylanilide of the formula ##STR3## alone or in admixture with a solid or liquid diluent or carrier, is effective for controlling perennial weeds, especially paddy field weeds.
    Type: Grant
    Filed: January 18, 1983
    Date of Patent: July 23, 1985
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Kazuomi Yasui, Atsumi Kamochi
  • Patent number: 4514210
    Abstract: Methyl-substituted tetrahydro-2-pyrimidinone derivatives of the general formula ##STR1## in which each Ar, independently of each other, represents an aryl group which is optionally mono- or poly-substituted by substituent(s) selected from halogen, C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 alkoxy, C.sub.1 to C.sub.6 alkylthio, nitro, phenoxy and trifluoromethyl, andR.sup.1, R.sup.2 and R.sup.3 independently represent a hydrogen atom or a methyl group,provided that at least one of R.sup.1, R.sup.2 and R.sup.3 represents a methyl group,are new and find use as herbicides, in particular as selective herbicides which may be used on weeds in crops such as cotton and rice. The N,N'-diaryl-N-haloalkyl-ureas which are starting materials for the production of compounds of formula (I) are also new.
    Type: Grant
    Filed: February 15, 1983
    Date of Patent: April 30, 1985
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Kozo Shiokawa
  • Patent number: 4500342
    Abstract: Herbicidally active substituted phenylsulfonyl urea derivatives of the formula ##STR1## in which X is phenyl or phenoxy,R is ##STR2## and R.sup.1 and R.sup.2 each independently is methyl or methoxy.They are made from phenylisocyanates of the formula--SO.sub.2 --N.dbd.C.dbd.Owhich are produced by reacting a phenylsulfonamide of the formula ##STR3## with phosgene or with trichloromethyl chloroformate in the presence of an aliphatic isocyanate.
    Type: Grant
    Filed: January 20, 1982
    Date of Patent: February 19, 1985
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Kozo Shiokawa, Norihisa Morishima, Toshio Goto
  • Patent number: 4474600
    Abstract: Substituted phenylsulfonylurea-derivatives of the general formula ##STR1## wherein X represents an oxygen atom or a direct bond, Y and Z each represents a halogen atom, a lower alkyl group, a lower alkoxy group or a nitro group, R represents a group: ##STR2## wherein R.sup.1 and R.sup.2 each represents a lower alkyl group or a lower alkoxy group, m and n each represents 0, 1 or 2 with the proviso that m and n do not represent 0 at the same time, are novel and find use as herbicides. Corresponding substituted benzenesulfonyl isocyanates are novel intermediate compounds for use in preparing compounds of formula (I).
    Type: Grant
    Filed: September 7, 1982
    Date of Patent: October 2, 1984
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Kozo Shiokawa, Norihisa Morishima, Toshio Goto
  • Patent number: 4441913
    Abstract: Novel substituted phenoxypropionates of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently are a hydrogen atom or a C.sub.1 to C.sub.6 alkyl group,X is a hydrogen or halogen atom, nitro, C.sub.1 to C.sub.6 alkyl or C.sub.1 to C.sub.6 alkoxy,a and n each independently are 1 or 2, andAr is a group of the formula ##STR2## wherein Y is a trifluoromethyl group, a halogen atom ora nitro, cyano or C.sub.1 to C.sub.6 alkyl group, andb is 1, 2 or 3,and their use as herbicides.Novel intermediates of the formulae ##STR3## in which formulae R.sup.1, R.sup.2, X, a and n have the meanings given above andZ.sup.1 represents halogen.
    Type: Grant
    Filed: June 17, 1982
    Date of Patent: April 10, 1984
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Kozo Shiokawa, Koichi Moriya
  • Patent number: 4431441
    Abstract: Pyrazole derivatives of the formula ##STR1## in which X each independently is a halogen atom, andR is a halogen atom or an aryl group optionally substituted by halogen or C.sub.1 to C.sub.6 alkyl,which possess herbicidal activity.
    Type: Grant
    Filed: May 27, 1982
    Date of Patent: February 14, 1984
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Junichi Saito, Atsumi Kamochi, Koichi Moriya
  • Patent number: 4402731
    Abstract: A substituted tetrahydropyrimidinone of the formula ##STR1## in which Ar each independently is an .alpha.-naphthyl group or a group of the formula, ##STR2## X is halogen, lower alkyl, lower alkoxy, nitro, cyano, lower alkylcarbonyl, lower alkoxycarbonyl, trifluoromethyl or phenoxy, andn is 0, 1, 2 or 3,which possesses herbicidal activity.
    Type: Grant
    Filed: January 20, 1982
    Date of Patent: September 6, 1983
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Kozo Shiokawa
  • Patent number: 4391629
    Abstract: 2-Pyridyloxyacetanilides of the formula ##STR1## in which X is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 halogenoalkyl,R is C.sub.1 -C.sub.4 alkyl,Y each independently is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 halogenoalkyl, andn is 0, 1, 2 or 3which possess herbicidal and plant-growth regulating activity.
    Type: Grant
    Filed: January 21, 1982
    Date of Patent: July 5, 1983
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Shinzo Kakabu, Atsumi Kamochi, Naoko Yamaguchi
  • Patent number: 4384881
    Abstract: Substituted acetanilides of the formula ##STR1## in which X is an oxygen atom or a sulfur atom,Y is an alkylthio group having 1 to 4 carbon atoms, andR is an alkyl group having 1 to 4 carbon atoms,which possess herbicidal activity.
    Type: Grant
    Filed: March 26, 1982
    Date of Patent: May 24, 1983
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Shinpei Kuyama, Masahiro Aya, Junichi Saito
  • Patent number: 4132543
    Abstract: The selective growth of rice in paddies is promoted by applying thereto a composition comprising(a) a thiolcarbamate of the formula ##STR1## wherein X is halogen or a lower alkoxy or lower alkyl radical,Y is a dialkylamino, hexamethylenimino or 2-methylpiperidino radical, andN is 1 or 2, (if n is 2 the X radicals may be identical or different)(b) a phenylurea of the formula ##STR2## wherein ONE OF R' and R.sup.2 is difluorochloromethylmercapto and the other is difluorochloromethylmercapto, chloro or hydrogen, and(c) O,O-diethyl-S-(2-ethylmercaptoethyl)-thionothiolphosphate.
    Type: Grant
    Filed: July 31, 1974
    Date of Patent: January 2, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Masahiro Aya, Nobuo Fukazawa, Kazuo Kurihara, Itsuro Kobori
  • Patent number: 4132542
    Abstract: New organic (thio) phosphoric acid ester compounds of the formula ##STR1## wherein R.sup.1 is alkyl of from 1 to 6 carbon atoms, cyclohexyl or phenyl,R.sup.2 is alkyl of from 1 to 6 carbon atoms,R.sup.3 is alkylene of up to 6 carbon atoms,X is oxygen or sulfur, andY is oxygen or sulfurHave been found to exhibit excellent herbicidal, particularly selective herbicidal activity.
    Type: Grant
    Filed: September 22, 1976
    Date of Patent: January 2, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Masahiro Aya, Junichi Saito, Toyohiko Kume, Kazuomi Yasui
  • Patent number: 4059430
    Abstract: New organic (thio) phosphoric acid ester compounds of the formula ##STR1## in which R.sup.1 is C.sub.1 -C.sub.6 alkyl, cyclohexyl, or phenyl,R.sup.2 is C.sub.1 -C.sub.6 alkyl,R.sup.3 is C.sub.1 -C.sub.6 alkyl,R.sup.4 is cyclohexyl or phenyl,X is oxygen or sulfur, andY is oxygen or sulfurHave been found to exhibit excellent herbicidal, particularly selective herbicidal activity.
    Type: Grant
    Filed: September 22, 1976
    Date of Patent: November 22, 1977
    Assignee: Bayer Aktiengesellschaft
    Inventors: Masahiro Aya, Junichi Saito, Toyohiko Kume, Kazuomi Yasui
  • Patent number: 4039313
    Abstract: 4-CHLOROBENZYL-N,N-hexamethylenethiolcarbamate has been found to be uniquely active and selective in the control of weeds, particularly in crop cultivations such as rice paddies.
    Type: Grant
    Filed: June 24, 1974
    Date of Patent: August 2, 1977
    Assignee: Bayer Aktiengesellschaft
    Inventors: Masahiro Aya, Masao Miyamoto, Nobuo Fukazawa
  • Patent number: 4029646
    Abstract: Certain thiolcarbamate compounds of the general formula ##STR1## wherein X is alkyl, e.g., lower alkyl, e.g., of from 1 to 4 carbon atoms, lower alkoxy of from, e.g., 1 to 3 carbon atoms, or halogen, e.g., chlorine or bromine, preferably chlorine. When n is greater than 1, the various radicals X may be the same or different, with provisos.R is hydrogen, or methyl; andN is an integer from 0 to 3;Are outstandingly effective herbicides, especially selective herbicides that can be used in rice paddies.
    Type: Grant
    Filed: February 9, 1971
    Date of Patent: June 14, 1977
    Assignee: Bayer Aktiengesellschaft
    Inventors: Masahiro Aya, Masao Miyamoto, Nobuo Fukazawa, Masaaki Yamagishi
  • Patent number: 4005071
    Abstract: Certain novel thiolcarbamate compounds of the general formula ##STR1## wherein X is alkyl, e.g., lower alkyl, e.g., of from 1 to 4 carbon atoms, lower alkoxy of from, e.g., 1 to 3 carbon atoms, or halogen, e.g., chlorine or bromine, preferably chlorine. When n is greater than 1, the various radicals X may be the same or different, with provisos.R is hydrogen, or methyl; andn is an integer from 0 to 3;Are outstandingly effective herbicides, especially selective herbicides that can be used in rice paddies.
    Type: Grant
    Filed: April 16, 1975
    Date of Patent: January 25, 1977
    Assignee: Bayer Aktiengesellschaft
    Inventors: Masahiro Aya, Masao Miyamoto, Nobuo Fukazawa, Masaaki Yamagishi