Patents by Inventor Katsuhiko Shibuya

Katsuhiko Shibuya 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: 6017853
    Abstract: Novel 1-substituted methyltetrazolinones of the formula (I) ##STR1## wherein R.sup.1 represents a 5-membered heterocyclic radical which has 1 to 3 heteroatoms selected arbitrarily from the group consisting of N, O and S and which is optionally substituted by halogen and/or C.sub.1-4 alkyl, or represents oxiran-2-yl, optionally chloro-substituted pyridyl or C.sub.1-4 alkyl-S(O).sub.m --wherein m represents 0, 1 or 2, or represents a C.sub.3-6 alicyclic hydrocarbon radical; R.sup.2 and R.sup.3 represent, independently of one another, C.sub.1-4 alkyl, C.sub.3-7 cycloalkyl or optionally substituted phenyl, or R.sup.2 and R.sup.3 may form, together with the N-atom to which they are bonded, an optionally substituted ring; R.sup.4 represents a hydrogen atom or methyl; and n represents 0 or 1; as well as for their preparation processes and novel intermediates in their production. The inventive compounds of formula (I) are used as herbicides.
    Type: Grant
    Filed: July 9, 1997
    Date of Patent: January 25, 2000
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Toshio Goto, Yoshinori Kitagawa, Seishi Ito, Katsuhiko Shibuya, Chieko Ueno, Yoshiko Kyo
  • Patent number: 5981438
    Abstract: The present invention relates to novel 1-Phenyl-5-anilinotetrazoles of the formula (I): ##STR1## wherein, R.sup.1, R.sup.2, R.sup.3, R.sup.4, m and n have the meaning provided in the specification, precesses for their preparation and their use as microbiocides, insecticides and/or herbicides.
    Type: Grant
    Filed: January 22, 1998
    Date of Patent: November 9, 1999
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Fritz Maurer, Kaori Kido, Yoshio Kurahashi, Haruko Sawada, Keiko Tanaka, Yuichi Otsu, Yumi Hattori, Katsuhiko Shibuya, Takahisa Abe, Toshio Goto, Seishi Ito
  • Patent number: 5719146
    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: February 7, 1996
    Date of Patent: February 17, 1998
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Yumi Hattori, Ikuro Honda, Katsuhiko Shibuya
  • Patent number: 5668087
    Abstract: Herbicidal 1-alkenyltetrazolinones of the formula: ##STR1## wherein R.sup.1 represents the group: ##STR2## or the group: ##STR3## R.sup.2 and R.sup.3, independently of one another, represent C.sub.1-6 alkyl, C.sub.3-7 cycloalkyl which may optionally be substited by methyl, C.sub.2-4 alkenyl, C.sub.2-5 alkynyl, phenyl which may optionally be substituted or aralkyl which may optionally be substituted, orR.sup.2 and R.sup.3 may optionally form, together with the N-atom to which they are bonded, a heterocyclic ring which may optionally be substituted, and novel intermediates therefor.
    Type: Grant
    Filed: March 15, 1996
    Date of Patent: September 16, 1997
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Toshio Goto, Yoshinori Kitagawa, Seishi Ito, Katsuhiko Shibuya, Kazuhiro Ukawa, Yoshiko Kyo, Natsuko Minegishi
  • Patent number: 5654257
    Abstract: 1-cycloalkenyltetrazolinone derivatives of the following herbicidal formula ##STR1## R.sup.1 is cycloalkenyl which may optionally be substituted by halogen C.sub.1-4 alkyl, or bicycloalkenyl which may optionally be substituted by halogen or C.sub.1-4 alkyl, andR.sup.2 and R.sup.3 each independently is alkyl, cycloalkyl, phenyl (optionally substituted by a member selected from the group consisting of nitro, cyano, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and alkylthio), alkenyl and alkynyl,orR.sup.2 and R.sup.3 together with the N-atom to which they are bonded form, a 5- or 6-membered heterocyclic ring which may optionally contain a further hetero atom, said heterocyclic ring optionally being benzo-condensed, or a C-.sub.
    Type: Grant
    Filed: February 15, 1996
    Date of Patent: August 5, 1997
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Toshio Goto, Yoshinori Kitagawa, Seishi Ito, Katsuhiko Shibuya, Tatsuya Yamaoka, Chieko Ueno, Yoshiko Kyo
  • Patent number: 5650374
    Abstract: Herbicidal 1-cyclopropyl tetrazolinones of the formula ##STR1## wherein X represents C.sub.1-3 alkyl, C.sub.2-4 alkenyl or halogen,n represents 0 to 5,R.sup.1 and R.sup.2 each independently represents C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-7 cycloalkyl which may optionally be substituted by C.sub.1-3 alkyl, epoxy-C.sub.3-5 alkan-1-yl, phenyl which may optionally be substituted, or aralkyl which may optionally be substituted, orR.sup.1 and R.sup.2 together with the N-atom to which they are attached, represent a cyclic ring which may be substituted, and some novel intermediates therefor.
    Type: Grant
    Filed: November 7, 1995
    Date of Patent: July 22, 1997
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Toshio Goto, Yoshinori Kitagawa, Seishi Ito, Katsuhiko Shibuya, Kazuhiro Ukawa, Yoshiko Kyo
  • Patent number: 5622956
    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: June 5, 1995
    Date of Patent: April 22, 1997
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shoko Sasaki, Koichi Moriya, Yumi Hattori, Katsuhiko Shibuya
  • Patent number: 5605920
    Abstract: Disclosed are herbicidal tetrazolinone derivatives, selective in paddy fields of the formula ##STR1## wherein X represents C.sub.1-4 alkyl,n represents 1, 2, 3 or 4,R.sup.1 and R.sup.2 each independently represents C.sub.1-6 alkyl, C.sub.2-4 alkenyl, C.sub.2-6 alkynyl, C.sub.3-8 cycloalkyl, aryl which may optionally be substituted (wherein the substituent is at least one radical selected from the group consisting of halogen, C.sub.1-4 alkyl, C.sub.1-2 haloalkyl, C.sub.1-2 haloalkoxy, C.sub.1-2 haloalkylthio, acyl, nitro and cyano) or aralkyl optionally substituted by halogen orR.sup.1 and R.sup.2 form, together with the N-atom to which they are bonded, a cyclic ring which may be substituted. Also, disclosed are novel intermediates useful in the preparation of the compounds of formula (I).
    Type: Grant
    Filed: March 20, 1996
    Date of Patent: February 25, 1997
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Toshio Goto, Yoshinori Kitagawa, Seishi Ito, Katsuhiko Shibuya, Tatsuya Yamaoka, Chieko Ueno, Yoshiko Kyo
  • Patent number: 5472960
    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: August 16, 1994
    Date of Patent: December 5, 1995
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shoko Sasaki, Koichi Moriya, Yumi Hattori, Katsuhiko Shibuya
  • Patent number: 5472971
    Abstract: Novel guanidine derivatives of the formula (I) ##STR1## wherein Z is 2-chloro-5-pyridyl, 2-chloro-5-thiazolyl, or 3-chloro-5-isoxazolyl,R.sup.1 is hydrogen or C.sub.1-4 alkyl,R.sup.2 is hydrogen, C.sub.1-4 alkyl, C.sub.3-4 alkynyl, C.sub.3-4 alkenyl or 2-chloro-5-pyridylmethyl,R.sup.3 and R.sup.4 each represent hydrogen, halogen, C.sub.1-4 alkyl, C.sub.3-4 alkynyl, C.sub.3-4 alkenyl, benzyl which may be substituted, or Z--C(R.sup.1)H-,n is 2 or 3, andY is nitro or cyano,and pesticidal compositions comprising the compound of the formula (I) as active components.
    Type: Grant
    Filed: January 18, 1994
    Date of Patent: December 5, 1995
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Shin-ichi Tsuboi, Koichi Moriya, Yumi Hattori, Shinzaburo Sone, Katsuhiko Shibuya
  • Patent number: 5391562
    Abstract: Insecticidal guanidine derivatives of the formula ##STR1## wherein Z represents an optionally substituted five- or six-membered ring containing at least one ring hetero atom selected from the group consisting of oxygen, sulfur and nitrogen,R.sup.1 represents hydrogen atoms or a C.sub.1-4 alkyl group,R.sup.2 and R.sup.3 each independently represents hydrogen, C.sub.1-4 alkyl, C.sub.1-4 haloalkyl or optionally substituted phenyl,R.sup.4 and R.sup.5 each independently represents hydrogen, C.sub.1-4 alkyl, C.sub.3-4 alkenyl, C.sub.3-4 alkynyl, optionally substituted benzyl or a group of the formula Z--C(R.sup.1)H--,n represents the integer 2 or 3, andY represents nitro or cyano.
    Type: Grant
    Filed: August 30, 1993
    Date of Patent: February 21, 1995
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Shin-ichi Tsuboi, Koichi Moriya, Yumi Hattori, Shinzaburo Sone, Katsuhiko Shibuya
  • Patent number: 5384324
    Abstract: A cyano compound useful as an insecticide, of the formula (I) ##STR1## wherein the radicals are defined in the claims.
    Type: Grant
    Filed: April 30, 1993
    Date of Patent: January 24, 1995
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Ikuro Honda, Yumi Hattori, Katsuhiko Shibuya
  • Patent number: 5366976
    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: September 27, 1993
    Date of Patent: November 22, 1994
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shoko Sasaki, Koichi Moriya, Yumi Hattori, Katsuhiko Shibuya
  • Patent number: 5346880
    Abstract: This invention relates to novel pyrimidinylthioalkane derivatives of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are defined in the specification and A represents hydroxy, and B represents hydrogen or A and B together form a carbonyl group, a process for their production and a method of using said derivatives to combat unwanted plant growth.
    Type: Grant
    Filed: April 6, 1993
    Date of Patent: September 13, 1994
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Toshio Goto, Yoshinori Kitagawa, Hidenori Hayakawa, Katsuhiko Shibuya, Ryo Watanabe
  • Patent number: 5314897
    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 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: July 12, 1993
    Date of Patent: May 24, 1994
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Yumi Hattori, Ikuro Honda, Katsuhiko Shibuya
  • Patent number: 5308855
    Abstract: Insecticidal guanidine derivatives of the formula ##STR1## wherein Z represents an optionally substituted five- or six-membered ring containing at least one ring hetero atom selected from the group consisting of oxygen, sulfur and nitrogen,R.sup.1 represents hydrogen atoms or a C.sub.1-4 alkyl group, R.sup.2 and R.sup.3 each independently represents hydrogen, C.sub.1-4 alkyl, C.sub.1-4 haloalkyl or optionally substituted phenyl,R.sup.4 and R.sup.5 each independently represents hydrogen, C.sub.1-4 alkyl, C.sub.3-4 alkenyl, C.sub.3-4 alkynyl, optionally substituted benzyl or a group of the formula Z-C(R.sup.1)H-,n represents the integer 2 or 3, andY represents nitro or cyano.
    Type: Grant
    Filed: December 7, 1992
    Date of Patent: May 3, 1994
    Assignee: Nihon Bayer Agrochem
    Inventors: Shin-ichi Tsuboi, Koichi Moriya, Yumi Hattori, Shinzaburo Sone, Katsuhiko Shibuya
  • Patent number: 5304564
    Abstract: Novel guanidine derivatives of the formula (I) ##STR1## wherein Z is 2-chloro-5-pyridyl, 2-chloro-5-thiazolyl, or 3-chloro-5-isoxazolyl,R.sup.1 is hydrogen or C.sub.1-4 alkyl,R.sup.2 is hydrogen, C.sub.1-4 alkyl, C.sub.3-4 alkynyl, C.sub.3-4 alkenyl or 2-chloro-5-pyridylmethyl,R.sup.3 and R.sup.4 each represent hydrogen, halogen, C.sub.1-4 alkyl, C.sub.3-1 alkynyl, C.sub.3-4 alkenyl, benzyl which may be substituted, or Z--C(R.sup.1)H--,n is 2 or 3, andY is nitro or cyano,and pesticidal compositions comprising the compound of the formula (I) as active components.
    Type: Grant
    Filed: December 7, 1992
    Date of Patent: April 19, 1994
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Shin-ichi Tsuboi, Koichi Moriya, Yumi Hattori, Shinzaburo Sone, Katsuhiko Shibuya
  • Patent number: 5290779
    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-aom 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 xeto group. Such compounds being useful as insecticides.
    Type: Grant
    Filed: December 30, 1992
    Date of Patent: March 1, 1994
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shoko Sasaki, Koichi Moriya, Yumi Hattori, Katsuhiko Shibuya
  • Patent number: 5238949
    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: May 22, 1990
    Date of Patent: August 24, 1993
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Yumi Hattori, Ikuro Honda, Katsuhiko Shibuya
  • Patent number: RE35811
    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: October 3, 1995
    Date of Patent: May 26, 1998
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Yumi Hattori, Ikuro Honda, Katsuhiko Shibuya