Patents by Inventor Akihiko Yanagi
Akihiko Yanagi 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: 5502204Abstract: A process for the preparation of a 1-substituted-5(4H)-tetrazolinone of the formula ##STR1## wherein R.sub.1 is defined in the specificationn is 0, 1, 2, 3 or 4,which comprises reacting a 1-substituted-5(4H)-tetrazolinethione of the formula ##STR2## with an ethylene oxide of the formula ##STR3## wherein R.sup.2 represents hydrogen, methyl or ethyl,in the presence of a base and in the presence of water, an alcohol or a mixture thereof.Type: GrantFiled: September 7, 1994Date of Patent: March 26, 1996Assignee: Nihon Bayer Agrochem K.K.Inventors: Akihiko Yanagi, Yukiyoshi Watanabe, Shin-ichi Narabu
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Patent number: 5466660Abstract: Compositions comprising herbicidal tetrazolinones of the formula (I) ##STR1## wherein X is chlorine or bromine, Y is hydrogen, chlorine, bromine, methyl or ethyl, andR.sup.1 and R.sup.2 are the same or different C.sub.2-4 alkyl,and at least one additional herbicide.Type: GrantFiled: April 21, 1994Date of Patent: November 14, 1995Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Hidenori Hayakawa, Yukiyoshi Watanabe, Shin-ichi Narabu, Akihiko Yanagi
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Patent number: 5362704Abstract: Herbicidal novel tetrazolinones of the formula ##STR1## wherein Y represents hydrogen, chlorine, or methyl,R.sup.1 represents ethyl or n-propyl, andR.sup.2 represents cyclopentyl or cyclohexyl, with the proviso that the total of the carbon atoms of R.sup.1 and R.sup.2 is 7 or 8. They may be mixed with other herbicides.Type: GrantFiled: February 24, 1994Date of Patent: November 8, 1994Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Seishi Ito, Yukiyoshi Watanabe, Shin-ichi Narabu, Akihiko Yanagi
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Patent number: 5347010Abstract: Novel tetrazolinones of the formula (I) ##STR1## wherein X is chlorine or bromine,Y is hydrogen, chlorine, bromine, methyl or ethyl, andR.sup.1 and R.sup.2 are the same or different C.sub.2-4 alkyl, a process for their preparation, and the use of the new compounds as herbicides, especially against paddy-weeds.Type: GrantFiled: July 1, 1993Date of Patent: September 13, 1994Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Hidenori Hayakawa, Yukiyoshi Watanabe, Shin-ichi Narabu, Akihiko Yanagi
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Patent number: 5347009Abstract: Herbicidal 1-(3-halo-4-trifluoromethylphenyl) tetrazolinones of the formula ##STR1## wherein X represents halogen,R.sup.1 represents C.sub.1-3 alkyl, andR.sup.2 represents C.sub.1-3 alkyl.Type: GrantFiled: May 26, 1993Date of Patent: September 13, 1994Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Hidenori Hayakawa, Yukiyoshi Watanabe, Akihiko Yanagi
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Patent number: 5344814Abstract: Herbicidal 1-(3,4-disubstituted phenyl)tetrazolinones of the formula ##STR1## wherein X represents halogen,Y represents trifluoromethoxy or trifluoromethylthio,R.sup.1 represents propyl, isopropyl or allyl, andR.sup.2 represents propyl, isopropyl or allyl.Type: GrantFiled: May 26, 1993Date of Patent: September 6, 1994Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Hidenori Hayakawa, Yukiyoshi Watanabe, Akihiko Yanagi
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Patent number: 5342954Abstract: Herbicidal 1-(3-halo-4-substituted phenyl)tetrazolinones of the formula ##STR1## wherein X represents halogen,Y represents isopropyl or isopropoxy,R.sup.1 represents ethyl, propyl, isopropyl or allyl, andR.sup.2 represents ethyl, propyl, isopropyl or allyl.Type: GrantFiled: May 26, 1993Date of Patent: August 30, 1994Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Hidenori Hayakawa, Yukiyoshi Watanabe, Akihiko Yanagi
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Patent number: 5342938Abstract: Novel benzoxazines of the formula (I) ##STR1## the use of the new compounds as herbicides, and novel compounds of the formula (IX) as intermediates ##STR2## are disclosed.Type: GrantFiled: February 5, 1993Date of Patent: August 30, 1994Assignee: Nihon Bayer Agrochem K.K.Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Hidenori Hayakawa, Akihiko Yanagi, Tadao Asami
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Patent number: 5296454Abstract: The invention relates to novel acetanilides of the formula (I) ##STR1## wherein Ar represents phenyl, furyl or thienyl,R.sup.1 represents hydrogen, C.sub.1-5 -alkyl, C.sub.3-6 -cycloalkyl, C.sub.3-6 -cycloalkyl-methyl, C.sub.3-5 alkenyl, C.sub.3-5 -alkynyl, C.sub.1-3 -haloalkyl, C.sub.3-5 -epoxyalkyl, C.sub.1-3 -alkoxy-C.sub.1-4 -alkyl, C.sub.1-3 -alkylthio-C.sub.1-4 -alkyl, C.sub.1-3 -alkoxycarbonyl-C.sub.1-2 -alkyl, cyano-C.sub.1-3 -alkyl, or aralkylR.sup.2 represents hydrogen or C.sub.1-3 -alkyl,R.sup.3 represents hydrogen or C.sub.1-3 -alkyl,X represents halogen, andY represents iso-propyl, tert-butyl, C.sub.1-2 -haloalkyl, C.sub.1-2 -haloalkoxy, C.sub.1-2 -haloalkylthio or C.sub.1-2 -alkylsulfonyl,to processes for their preparation and to their use as herbicides. The invention also relates to novel intermediates and to processes for their preparation.Type: GrantFiled: June 26, 1992Date of Patent: March 22, 1994Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Hidenori Hayakawa, Itsuko Manabe, Akihiko Yanagi
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Patent number: 5207818Abstract: Novel benzoxazines of the formula (I) ##STR1## wherein Q represents ##STR2## X represents hydrogen or fluorine; and R represents alkyl, alkenyl, alkynyl, cyclopropylmethyl, cyanoalkyl, alkoxyalkyl, or alkylthioalkyl;the use of the new compounds as herbicides, and novel compounds of the formula (IX) as intermediates ##STR3## wherein Y represents hydrogen, nitro, or amino;X represents hydrogen or fluorine; andR' represents hydrogen or R;but Y and X do not at the same time represent hydrogen; are disclosed.Type: GrantFiled: September 16, 1991Date of Patent: May 4, 1993Assignee: Nihon Bayer Agrochem K.K.Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Hidenori Hayakawa, Akihiko Yanagi, Tadao Asami
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Patent number: 5158600Abstract: 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: GrantFiled: May 6, 1991Date of Patent: October 27, 1992Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Hidenori Hayakawa, Tadao Asami, Akihiko Yanagi
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Patent number: 5077401Abstract: 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: GrantFiled: October 6, 1989Date of Patent: December 31, 1991Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Shigeki Yagi, Hiroshi Miyauchi, Katsuhiko Shibuya
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Patent number: 5017213Abstract: 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: GrantFiled: July 7, 1989Date of Patent: May 21, 1991Assignee: Nihon Tokushu Noyaku Seizo K. K.Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Hiroshi Miyauchi, Tadao Asami
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Patent number: 5007952Abstract: 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: GrantFiled: November 9, 1989Date of Patent: April 16, 1991Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Hiroshi Miyauchi, Tadao Asami
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Patent number: 4971619Abstract: Herbicidal benzothiazolones of the formula ##STR1## wherein X represents hydrogen or halogen, R.sup.1 represents hydrogen, alkyl, various organic radicals, ##STR2## in which R.sub.2, R.sup.4, R.sup.5 and R.sup.6 each is hydrogen or an organic radical, and R.sup.3 is alkyl, cycloalkyl or optionally halo-substituted phenyl.Type: GrantFiled: July 12, 1989Date of Patent: November 20, 1990Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Shigeki Yagi, Hiroshi Miyauchi
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Patent number: 4909828Abstract: Herbicidal 2,5-dihydropyrroles of the formula ##STR1## wherein A represents hydroxy, halogen, an alkylcarbonyloxy group having alkyl with 1 to 4 carbon atoms optionally substituted by halogen, or an alkylsulfonyloxy group having 1 to 4 carbon atoms optionally substituted by halogen,X represents CH or N, andR.sup.1, R.sup.2 and R.sup.3 each represent hydrogen, or an alkyl group having 1 to 4 carbon atoms optionally substituted by halogen, with the proviso that all of R.sup.1, R.sup.2 and R.sup.3 do not simultaneously represent hydrogen,or R.sup.2 and R.sup.3, together with the carbon atom to which they are bonded, may form an alicyclic ring with 3 to 6 carbon atoms.Intermediates of the formula ##STR2## are also new.Type: GrantFiled: April 13, 1989Date of Patent: March 20, 1990Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Hiroshi Miyauchi
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Patent number: 4902335Abstract: 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, an 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: GrantFiled: June 17, 1988Date of Patent: February 20, 1990Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Shigeki Yagi, Hiroshi Miyauchi, Katsuhiko Shibuya
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Patent number: 4845230Abstract: Herbicidally active novel 2,5-dihydropyrroles of the formula ##STR1## wherein R.sup.1 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R.sup.2 and R.sup.3 each represent an alkyl group having 1 to 4 carbon atoms or a haloalkyl group having 1 to 4 carbon atoms or together may form a C.sub.2 -C.sub.6 alkylene group which may be substituted by halogen, and R represents a hydroxy group, a mercapto group, a halogen atom, an amino group or a group of the formula --O--W in which W represents an alkylcarbonyl, a halogenoalkylcarbonyl, an alkoxycarbonyl or a halogenoalkoxycarbonyl group each having 1 to 4 carbon atoms in the alkyl group, an alkylsulfonyl or a halogenoalkylsulfonyl group each having 1 to 4 carbon atoms in the alkyl group or a di-C.sub.1 -C.sub.4 -alkylamino sulfonyl group.Type: GrantFiled: November 22, 1988Date of Patent: July 4, 1989Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Shigeki Yagi, Hiroshi Miyauchi
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Patent number: 4836844Abstract: Novel herbicidally active N-benzothiazolyl-2-5-dihydropyrroles of the formula ##STR1## in which R is hydrogen or an acyl group,X is a halogen atom, an alkyl group, a haloalkyl group, a haloalkoxy group or a phenyl group,n is 0, 1 or 2, andY is an alkyl group.Type: GrantFiled: June 25, 1987Date of Patent: June 6, 1989Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Hidenori Hayakawa, Shigeki Yagi
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Patent number: 4828604Abstract: Herbicidally active novel 2,5-dihydropyrroles of the formula ##STR1## wherein R.sup.1 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, R.sup.2 and R.sup.3 each represent an alkyl group having 1 to 4 carbon atoms or a haloalkyl group having 1 to 4 carbon atoms or together may form a C.sub.2 -C.sub.6 alkylene group which may be substituted by halogen, and R represents a hydroxy group, a mercapto group, a halogen atom, an amino group or a group of the formula --O--W in which W represents an alkylcarbonyl, a halogenoalkylcarbonyl, an alkoxycarbonyl or a halogenoalkoxycarbonyl group each having 1 to 4 carbon atoms in the alkyl group, an alkylsulfonyl or a halogenoalkylsulfonyl group each having 1 to 4 carbon atoms in the alkyl group or a di-C.sub.1 -C.sub.4 -alkylamino sulfonyl group.Type: GrantFiled: March 9, 1988Date of Patent: May 9, 1989Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Shigeki Yagi, Hiroshi Miyauchi