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).
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Patent number: 6017853Abstract: 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: GrantFiled: July 9, 1997Date of Patent: January 25, 2000Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Yoshinori Kitagawa, Seishi Ito, Katsuhiko Shibuya, Chieko Ueno, Yoshiko Kyo
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Patent number: 5981438Abstract: 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: GrantFiled: January 22, 1998Date of Patent: November 9, 1999Assignee: 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
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Patent number: 5719146Abstract: 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: GrantFiled: February 7, 1996Date of Patent: February 17, 1998Assignee: Nihon Bayer Agrochem K.K.Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Yumi Hattori, Ikuro Honda, Katsuhiko Shibuya
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Patent number: 5668087Abstract: 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: GrantFiled: March 15, 1996Date of Patent: September 16, 1997Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Yoshinori Kitagawa, Seishi Ito, Katsuhiko Shibuya, Kazuhiro Ukawa, Yoshiko Kyo, Natsuko Minegishi
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Patent number: 5654257Abstract: 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: GrantFiled: February 15, 1996Date of Patent: August 5, 1997Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Yoshinori Kitagawa, Seishi Ito, Katsuhiko Shibuya, Tatsuya Yamaoka, Chieko Ueno, Yoshiko Kyo
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Patent number: 5650374Abstract: 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: GrantFiled: November 7, 1995Date of Patent: July 22, 1997Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Yoshinori Kitagawa, Seishi Ito, Katsuhiko Shibuya, Kazuhiro Ukawa, Yoshiko Kyo
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Patent number: 5622956Abstract: 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: GrantFiled: June 5, 1995Date of Patent: April 22, 1997Assignee: Nihon Bayer Agrochem K.K.Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shoko Sasaki, Koichi Moriya, Yumi Hattori, Katsuhiko Shibuya
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Patent number: 5605920Abstract: 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: GrantFiled: March 20, 1996Date of Patent: February 25, 1997Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Yoshinori Kitagawa, Seishi Ito, Katsuhiko Shibuya, Tatsuya Yamaoka, Chieko Ueno, Yoshiko Kyo
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Patent number: 5472960Abstract: 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: GrantFiled: August 16, 1994Date of Patent: December 5, 1995Assignee: Nihon Bayer Agrochem K.K.Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shoko Sasaki, Koichi Moriya, Yumi Hattori, Katsuhiko Shibuya
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Patent number: 5472971Abstract: 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: GrantFiled: January 18, 1994Date of Patent: December 5, 1995Assignee: Nihon Bayer Agrochem K.K.Inventors: Shin-ichi Tsuboi, Koichi Moriya, Yumi Hattori, Shinzaburo Sone, Katsuhiko Shibuya
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Patent number: 5391562Abstract: 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: GrantFiled: August 30, 1993Date of Patent: February 21, 1995Assignee: Nihon Bayer Agrochem K.K.Inventors: Shin-ichi Tsuboi, Koichi Moriya, Yumi Hattori, Shinzaburo Sone, Katsuhiko Shibuya
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Patent number: 5384324Abstract: A cyano compound useful as an insecticide, of the formula (I) ##STR1## wherein the radicals are defined in the claims.Type: GrantFiled: April 30, 1993Date of Patent: January 24, 1995Assignee: Nihon Bayer Agrochem K.K.Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Ikuro Honda, Yumi Hattori, Katsuhiko Shibuya
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Patent number: 5366976Abstract: 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: GrantFiled: September 27, 1993Date of Patent: November 22, 1994Assignee: Nihon Bayer Agrochem K.K.Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shoko Sasaki, Koichi Moriya, Yumi Hattori, Katsuhiko Shibuya
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Patent number: 5346880Abstract: 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: GrantFiled: April 6, 1993Date of Patent: September 13, 1994Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Yoshinori Kitagawa, Hidenori Hayakawa, Katsuhiko Shibuya, Ryo Watanabe
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Patent number: 5314897Abstract: 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: GrantFiled: July 12, 1993Date of Patent: May 24, 1994Assignee: Nihon Bayer Agrochem K.K.Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Yumi Hattori, Ikuro Honda, Katsuhiko Shibuya
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Patent number: 5308855Abstract: 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: GrantFiled: December 7, 1992Date of Patent: May 3, 1994Assignee: Nihon Bayer AgrochemInventors: Shin-ichi Tsuboi, Koichi Moriya, Yumi Hattori, Shinzaburo Sone, Katsuhiko Shibuya
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Patent number: 5304564Abstract: 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: GrantFiled: December 7, 1992Date of Patent: April 19, 1994Assignee: Nihon Bayer Agrochem K.K.Inventors: Shin-ichi Tsuboi, Koichi Moriya, Yumi Hattori, Shinzaburo Sone, Katsuhiko Shibuya
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Patent number: 5290779Abstract: 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: GrantFiled: December 30, 1992Date of Patent: March 1, 1994Assignee: Nihon Bayer Agrochem K.K.Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shoko Sasaki, Koichi Moriya, Yumi Hattori, Katsuhiko Shibuya
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Patent number: 5238949Abstract: 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: GrantFiled: May 22, 1990Date of Patent: August 24, 1993Assignee: Nihon Bayer Agrochem K.K.Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Yumi Hattori, Ikuro Honda, Katsuhiko Shibuya
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Patent number: RE35811Abstract: 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: GrantFiled: October 3, 1995Date of Patent: May 26, 1998Assignee: Nihon Bayer Agrochem K.K.Inventors: Kozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Yumi Hattori, Ikuro Honda, Katsuhiko Shibuya