Patents Assigned to Nihon Tokushu Noyaku Seizo K.K.
  • Patent number: 5196442
    Abstract: A method of combating termites comprising combating termites and/or their habit with an effective termite combating amount of at least one active compound of the formula (I) ##STR1## wherein R.sup.1 represents hydrogen atom or a C.sub.1-4 alkyl group, R.sup.2 represents --S--CH.sub.3 or ##STR2## wherein R.sup.3 and R.sup.4 each represent hydrogen atom or a C.sub.1-4 alkyl group,Y represents CH or N, andZ represents a nitro group or a cyano group, provided that where Z represents a cyano group, then Y represents N, either alone or in admixture with an extender and/or a surface active agent.
    Type: Grant
    Filed: October 3, 1991
    Date of Patent: March 23, 1993
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Sinichi Tsuboi, Ikuro Honda, Sakae Murata, Yumi Hattori
  • Patent number: 5158600
    Abstract: Herbicidal 3-hydroxy-2-cyclohexen-1-ones of the formula ##STR1## wherein R.sup.1 and R.sup.2 each is hydrogen or methyl,R.sup.3 is C.sub.1-4 alkyl, cyclopropylmethyl, C.sub.3-4 alkenyl which may be substituted by one to three halogen atoms or C.sub.3-4 alkynyl,R.sup.4 is C.sub.1-4 alkyl,R.sup.5 each independently is halogen, C.sub.1-4 alkyl, C.sub.1-4 haloalkyl, C.sub.1-4 alkoxy, C.sub.1-4 haloalkoxy, C.sub.1-4 alkylthio, C.sub.1-4 haloalkylthio or cyano,n is 0, 1 or 2, andm is 0, 1 or 2.
    Type: Grant
    Filed: May 6, 1991
    Date of Patent: October 27, 1992
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Hidenori Hayakawa, Tadao Asami, Akihiko Yanagi
  • Patent number: 5140019
    Abstract: Compositions which contain, as the active ingredients, a combination of heterocyclic compounds of the general formula (I) and organophosphorous compounds, in addition to one or more compounds having a polyethyleneglycol or polypropyleneglycol chain or an ethyleneglycol-propyleneglycol copolymeric chain, or a mixture of these compounds which results in a stabilization of the active ingredients without any adverse influences on the physical properties of the formulations.
    Type: Grant
    Filed: November 19, 1990
    Date of Patent: August 18, 1992
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Yuzuru Wada, Shigeharu Koyama
  • Patent number: 5122527
    Abstract: Nitro-substituted heterocyclic compounds of the formula (I) ##STR1## wherein R is hydrogen or alkyl,Z is an optionally substituted aryl or optionally substituted heterocyclic groun containing at least one atom selected from N, O and S,A is optionally substituted ethylene or optionally substituted trimethylene, andB stands for 2 or 3 members of a heterocyclic ring which is formed, together with the adjacent C-atom and N-atom and at least one of said members may represent a hetero atom and may be optionally substituted, provided that when B stands for 3 members, two of which are carbon atoms and the other one is a nitrogen atom which is located in the middle of the three members, then at least one of said two carbon atoms must be substituted by a keto group. Such compounds being useful as insecticides.
    Type: Grant
    Filed: May 13, 1991
    Date of Patent: June 16, 1992
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shoko Sasaki, Koichi Moriya, Yumi Hattori, Katsuhiko Shibuya
  • Patent number: 5117053
    Abstract: Novel fungicidally active N-benzyl-cyclopropanecarboxamides of the formula ##STR1## wherein X=represents halogen,n=represents 1 or 2,R.sup.1 =represents hydrogen, halogen or lower alkyl,R.sup.2 =represents lower alkyl, halogen-substituted lower alkyl or hydrogen, andR.sup.3 =represents hydrogen or lower alkyl.The acid components thereof, other than when R.sup.1 is hydrogen or alkyl and R.sup.2 is hydrogen or alkyl, are also new.
    Type: Grant
    Filed: September 5, 1991
    Date of Patent: May 26, 1992
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Yoshio Kurahashi, Kozo Shiokawa, Shinzo Kagabu, Shinji Sakawa, Koichi Moriya
  • Patent number: 5087632
    Abstract: A method of combating termites comprising combating termites and/or their habit with an effective termite combating amount of at least one active compound of the formula (I) ##STR1## wherein R.sup.1 represents hydrogen atom or a C.sub.1-4 alkyl group,R.sup.2 represents --S--CH.sub.3 or ##STR2## wherein R.sup.3 and R.sup.4 each represent hydrogen atom or a C.sub.1-4 alkyl group,Y represents CH or N, andZ represents a nitro group or a cyano group, provided that where Z represents a cyano group, then Y represents N, either alone or in admixture with an extender and/or a surface active agent.
    Type: Grant
    Filed: June 13, 1990
    Date of Patent: February 11, 1992
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Sinichi Tsuboi, Ikuro Honda, Sakae Murata, Yumi Hattori
  • Patent number: 5084467
    Abstract: Insecticidally active nitro compounds of the formula ##STR1## wherein R.sup.1 is hydrogen, cyano or alkyl,R.sup.2 is hydrogen or an organic radical,R.sup.3 is --O--R.sup.4, --S--R.sup.4 or ##STR2## R.sup.4 is an organic radical, R.sup.5 and R.sup.6 are hydrogen or organic radicals,Y is CH or N, andZ is an optionally substituted 5- or 6-membered heterocyclic group,with certain conditions and exceptions.
    Type: Grant
    Filed: February 12, 1990
    Date of Patent: January 28, 1992
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Yumi Hattori, Ikuro Honda, Katsuhiko Shibuya
  • Patent number: 5081132
    Abstract: Insecticidal nitro-substituted heterocyclic compounds of the formula ##STR1## wherein R.sup.1 represents hydrogen, cyano or C.sub.1-4 alkyl,m represents 0 or 1,n represents 0 or 1,R.sup.2 represents hydrogen or C.sub.1-4 alkyl,R.sup.3 represents hydrogen, C.sub.1-6 alkyl optionally substituted by cyano, halogen or C.sub.1-4 alkoxy, C.sub.3-4 alkenyl, C.sub.3-4 alkynyl, optionally substituted phenyl, optionally substituted benzyl or optionally substituted heterocyclic-methyl,T represents an optionally substituted two- or three-membered divalent or trivalent chain comprising hetero atoms and/or carbon atom, andA represents optionally substituted phenyl or an optionally substituted five- or six-membered heterocyclic radical comprising at least one hetero atom selected from the group consisting of N, O and S.
    Type: Grant
    Filed: May 3, 1990
    Date of Patent: January 14, 1992
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Yumi Hattori, Ikuro Honda, Katsuhiko Shibuya
  • Patent number: 5077401
    Abstract: Herbicidal benzo-fused cyclic compounds of the formula ##STR1## wherein Q is ##STR2## Y is O or S, W is ##STR3## T is O, S, --NH-- or ##STR4## and R.sup.4 may represent, together with T, chlorine,Z is O or S,X is hydrogen or halogen,n is 0 or 1 andR is C.sub.3-6 cycloalkyl, and optionally substituted 5-membered heterocyclic group or an optionally substituted 6-membered heteroaromatic group which contains one to three nitrogen atoms,and salts thereof.
    Type: Grant
    Filed: October 6, 1989
    Date of Patent: December 31, 1991
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Shigeki Yagi, Hiroshi Miyauchi, Katsuhiko Shibuya
  • Patent number: 5066808
    Abstract: A cyano compound useful as an insecticide, of the formula (I) ##STR1## wherein R.sup.1 is hydrogen, cyano or C.sub.1-4 alkyl, m is 0 or 1,R.sup.2 is hydrogen, C.sub.1-6 alkyl, C.sub.3-4 alkenyl optionally substituted by halogen,C.sub.3-4 alkynyl, C.sub.3-8 cycloalkyl optionally substituted by methyl, optionally substituted phenyl, optionally substituted benzyl, hydroxy, C.sub.1-4 alkoxy or --CH.sub.2 --Z, in which Z has the same meanings as stated below,R.sup.3 is ##STR2## in which R.sup.4 is C.sub.1-6 alkyl, C.sub.3-4 alkenyl, C.sub.3-4 alkynyl, C.sub.3-8 cycloalkyl, optionally substituted phenyl, optionally substituted benzyl or --(CH.sub.2)n-Z, in which n is 1 or 2 andZ has the same meanings as stated below, andR.sup.5 and R.sup.6 are hydrogen, C.sub.1-9 alkyl optionally substituted by at least one selected from a group consisting of halogen, hydroxy, mercapto, C.sub.1-2 alkoxy, C.sub.1-2 alkylthio, C.sub.3-6 cycloalkyl, amino, C.sub.1-2 monoalkylamino, C.sub.2-4 (in total)di-alkylamino, carboxy, C.sub.
    Type: Grant
    Filed: September 14, 1990
    Date of Patent: November 19, 1991
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Ikuro Honda, Yumi Hattori, Katsuhiko Shibuya
  • Patent number: 5062883
    Abstract: Fungicidal and herbicidal novel 3-substituted pyridines of the formula ##STR1## wherein A represents oxygen or sulfur,B represents oxygen, sulfur or sulfinyl,R.sup.1 represents hydrogen, halogen, alkyl or haloalkyl,R.sup.2 represents hydrogen, halogen, alkyl, phenyl, haloalkyl or phenoxy,l is 0 or 1,m is an integer from 1 to 4,n is an integer from 1 to 5, andW represents ##STR2## in which R.sup.3 and R.sup.4 each represent hydrogen, hydroxyalkyl, alkoxyalkyl, alkyl, benzyloxyalkyl, haloalkyl or carboxyalkyl, orR.sup.3 and R.sup.4 form a hydrocarbon ring having 3 to 12 carbon atoms in total together with the carbon atoms to which they are bonded, andR.sup.5, R.sup.6, R.sup.7 and R.sup.8 each represent hydrogen, alkyl or hydroxyalkyl, provided that none of R.sup.1, R.sup.2, R.sup.3, and R.sup.
    Type: Grant
    Filed: May 3, 1990
    Date of Patent: November 5, 1991
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Yoshio Kurahashi, Toshio Goto, Kunihiro Isono, Yoshinori Kitagawa, Tetsuji Izumi, Toshihito Kondo, Takayo Sato
  • Patent number: 5061731
    Abstract: Novel fungicidally active N-benzyl-cyclopropanecarboxamides of the formula ##STR1## wherein X represents halogen,n represents 1 or 2,R.sup.1 represents hydrogen, halogen or lower alkyl,R.sup.2 represents lower alkyl, halogen-substituted lower alkyl or hydrogen, andR.sup.3 represents hydrogen or lower alkyl.The acid components thereof, other than when R.sup.1 is hydrogen or alkyl and R.sup.2 is hydrogen or alkyl, are also new.
    Type: Grant
    Filed: June 25, 1990
    Date of Patent: October 29, 1991
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Yoshio Kurahashi, Kozo Shiokawa, Shinzo Kagabu, Shinji Sakawa, Koichi Moriya
  • Patent number: 5051434
    Abstract: Insecticidal novel nitro compounds of the formula ##STR1## in which R.sup.1 and R.sup.2 are hydrogen or C.sub.1-4 alkyl, R.sup.3 is --S--R.sup.4 or ##STR2## in which R.sup.4 is C.sub.1-4 alkyl, R.sup.5 and R.sup.6 are hydrogen or C.sub.1-4 alkyl,Y is CH or N, andZ is a five- or six-membered heterocyclic group having at least one nitrogen atom which may be substituted by halogen or C.sub.1-4 alkyl, provided that where Y is CH,then R.sup.1 is C.sub.1-4 alkyl.
    Type: Grant
    Filed: November 16, 1989
    Date of Patent: September 24, 1991
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Shiokawa Kozo, Shinichi Tsuboi, Koichi Moriya, Yumi Hattori, Ikuro Honda, Katsuhiko Shibuya
  • Patent number: 5036082
    Abstract: Nitro-substituted heterocyclic compounds of the formula (I) ##STR1## wherein R is hydrogen or alkyl, Z is an optionally substituted aryl or optionally substituted heterocyclic group containing at least one atom selected from N, O and S,A is optionally substituted ethylene or optionally substituted trimethylene, andB stands for 2 or 3 members of a heterocyclic ring which is formed, together with the adjacent C-atom and N-atom and at least one of said members may represent a hetero atom and may be optionally substituted, provided that when B stands for 3 members, two of which are carbon atoms and the other one is a nitrogen atom which is located in the middle of the three members, then at least one of said two carbon atoms must be substituted by a keto group. Such compounds being useful as insecticides.
    Type: Grant
    Filed: April 18, 1990
    Date of Patent: July 30, 1991
    Assignee: Nihon Tokushu Noyaku Seizo K. K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shoko Sasaki, Koichi Moriya, Yumi Hattori, Katsuhiko Shibuya
  • Patent number: 5034524
    Abstract: Insecticidal heterocyclic compounds of the formula ##STR1## wherein A represents a five-membered or six-membered heteroaryl group containing one to three hetero atoms selected from the group consisting of S, O and N, said heteroaryl group being unsubstituted or substituted by a hologen atom or C.sub.1-4 alkyl group, Z represents a three-membered straight chain, each member being selected from the group consisting of CH.sub.2 -, O, S and N-R.sup.2 with at least one of said three members being O, S or N-R.sup.2, E represents CH.sub.2, O, S or N-R.sup.2, wherein R.sup.2 represents a hydrogen atom, a C.sub.1-4 alkyl group, a C.sub.1-4 alkoxy group or the group ##STR2## wherein R.sup.3 represents a hydrogen atom or halogen atom, X represents CH or N, Y represents a nitro group or cyano group, and R.sup.1 represents a hydrogen atom or methyl group.
    Type: Grant
    Filed: November 7, 1990
    Date of Patent: July 23, 1991
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Yumi Hattori, Ikuro Honda, Katsuhiko Shibuya
  • Patent number: 5034051
    Abstract: Herbicidal compounds of the formula ##STR1## in which X denotes an oxygen atom or sulfur atom,Y denotes a hydrogen atom or halogen atom,Z denotes an oxygen atom or sulfur atom,n denotes 0 to 1, andR denotes hydrogen, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 4 carbon atoms or an alkynyl group having 2 to 4 carbon atoms.Intermediates of the formula ##STR2## are also new.
    Type: Grant
    Filed: June 23, 1989
    Date of Patent: July 23, 1991
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Katsuhiko Shibuya, Hiroshi Miyauchi
  • Patent number: 5032589
    Abstract: Insecticidal heterocyclic compounds of the formula ##STR1## wherein A represents a five-membered or six-membered heteroaryl group containing one to three hetero atoms selected from the group consisting of S, O and N, said heteroaryl group being unsubstituted or substituted by a halogen atom or C.sub.1-4 alkyl group, Z represents a three-membered straight chain, each member being selected from the group consisting of CH.sub.2 --, O, S and N--R.sup.2 with at least one of said three members being O, S or N--R.sup.2, E represents CH.sub.2, O, S or N--R.sup.2 wherein R.sup.2 represents a hydrogen atom, a C.sub.1-4 alkyl group, a C.sub.1-4 alkoxy group or the group ##STR2## wherein R.sup.3 represents a hydrogen atom or halogen atom, X represents CH or N, Y represents a nitro group or cyano group, and R.sup.1 represents a hydrogen atom or methyl group.
    Type: Grant
    Filed: March 1, 1990
    Date of Patent: July 16, 1991
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Yumi Hattori, Ikuro Honda, Katsuhiko Shibuya
  • Patent number: 5017213
    Abstract: Herbicidal 1-phenylpyrroles of the formula ##STR1## wherein each R.sup.1 represents methyl or together form a tetramethylene group,R.sup.2 represents hydrogen, C.sub.1-6 alkyl, cyclopropylmethyl, C.sub.1-4 alkoxy-C.sub.1-2 alkyl, C.sub.1-4 alkylthio-C.sub.1-2 alkyl, C.sub.1-4 alkylsulfinyl-C.sub.1-2 alkyl, C.sub.1-4 alkylsulfonyl-C.sub.1-2 alkyl, benzyl or phenylethyl which are optionally substituted by halogen, C.sub.3-4 alkenyl, C.sub.3-4 alkynyl, C.sub.3-4 haloalkenyl, C.sub.2-3 cyanoalkyl or carbmoylmethyl, thiocarbamoylmethyl, trimethylsilylmethyl, CH.sub.2 COOR.sup.3, ##STR2## or a C.sub.1-2 alkyl group which is connected with an optionally substituted 5-6 membered heterocyclic group, whereinR.sup.3 represents C.sub.1-6 alkyl or C.sub.5-6 cycloalkyl,R.sup.4 represents hydrogen, methyl, ethyl or cyclopropyl,R.sup.5 represents OR.sup.6 or N(CH.sub.3).sub.2, in whichR.sup.6 represents hydrogen, C.sub.1-5 alkyl, allyl, propargyl or benzyl, andn represents 0 to 1.
    Type: Grant
    Filed: July 7, 1989
    Date of Patent: May 21, 1991
    Assignee: Nihon Tokushu Noyaku Seizo K. K.
    Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Hiroshi Miyauchi, Tadao Asami
  • Patent number: 5007952
    Abstract: Herbicidally active pyrroles of the formula ##STR1## wherein R.sup.1 represents C.sub.1-4 alkyl, or one R.sup.1 together with the other R.sup.1 forms tetramethylene or butenylene,X represents hydrogen or halogen,Y represents O or S,n represents 0 or 1,R.sup.2 represents hydrogen or an organic radical.
    Type: Grant
    Filed: November 9, 1989
    Date of Patent: April 16, 1991
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Hiroshi Miyauchi, Tadao Asami
  • Patent number: 5001138
    Abstract: Novel insecticides of the formula ##STR1## in which n is 0 or 1,X is S, O, ##STR2## Y is N or ##STR3## Z is a 5- or 6-membered nitrogen-containing heterocyclic ring, and R to R.sup.9 variously represent hydrogen or specified organic radicals.
    Type: Grant
    Filed: May 4, 1989
    Date of Patent: March 19, 1991
    Assignee: Nihon Tokushu Noyaku Seizo, K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shinzo Kagabu, Koichi Moriya