Patents Assigned to Otsuka Kagaku Yakuhin Kabushiki Kaisha
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Patent number: 4853468Abstract: This invention provides azetidinone derivatives represented by the formula ##STR1## and processes for preparing the same. The azetidinone derivatives are used as the intermediates for producing cephalosporin compounds useful as antibiotic agents.Type: GrantFiled: March 11, 1988Date of Patent: August 1, 1989Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Sigeru Torii, Kenji Uneyama, Hideo Tanaka, Junzo Nokami, Michio Sasaoka, Norio Saito, Takashi Shiroi
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Patent number: 4810788Abstract: An azetidinone derivative represented by the formula (I) ##STR1## wherein R.sup.1 is substituted or unsubstituted phenyl or substituted or unsubstituted phenoxy, R.sup.2 is hydrogen, optionally substituted hydrocarbon residue or aminoprotecting group selected from acyl, silyl, sulfonyl and phosphonyl derived from organic or inorganic acid, ##STR2## (wherein R.sup.3 is hydrogen or lower alkyl), X.sup.1 and X.sup.2 are the same or different and are halogen, hydroxyl, alkoxy, acyloxy, SR.sup.4 (wherein R.sup.4 is straight chain or branched chain lower alkyl substituted or unsubstituted, substituted or unsubstituted phenyl or substituted or unsubstituted heterocyclic group), amino or hydrogen, one of X.sup.1 and X.sup.2 being hydrogen when the other is not, and R.sup.5 is substituted or unsubstituted phenyl or substituted or unsubstituted heterocyclic group, and a process for preparing the same.Type: GrantFiled: May 6, 1987Date of Patent: March 7, 1989Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Sigeru Torii, Hideo Tanaka, Junzo Nokami, Michio Sasaoka, Norio Saito, Takashi Siroi
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Patent number: 4801720Abstract: An azetidinone derivative represented by the formula (I) ##STR1## wherein R.sup.1 is substituted or unsubstituted phenyl or substituted or unsubstituted phenoxy, R.sup.2 is hydrogen, optionally substituted hydrocarbon residue or amino-protecting group selected from acyl, silyl, sulfonyl and phosphonyl derived from organic or inorganic acid, ##STR2## is >C.dbd.O or>C.dbd.N--OR.sup.3 (wherein R.sup.3 is hydrogen or lower alkyl), X.sup.1 and X.sup.2 are the same or different and are halogen, hydroxyl, alkoxy, acyloxy, SR.sup.4 (wherein R.sup.4 is straight chain or branched chain lower alkyl substituted or unsubstituted, substituted or unsubstituted phenyl or substituted or unsubstituted heterocyclic group), amino or hydrogen, one of X.sup.1 and X.sup.2 being hydrogen when the other is not, and R.sup.5 is substituted or unsubstituted phenyl or substituted or unsubstituted heterocyclic group, and a process for preparing the same.Type: GrantFiled: May 6, 1987Date of Patent: January 31, 1989Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Sigeru Torii, Hideo Tanaka, Junzo Nokami, Michio Sasaoka, Norio Saito, Takashi Siroi
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Patent number: 4789740Abstract: A process for preparing an azetidinone derivative represented by the formula (I) ##STR1## wherein R.sup.1 represents an aryl group, arylmethyl group or aryloxymethyl group, R.sup.2 represents hydrogen atom or a carboxyl-protecting group and R.sup.3 represents an alkyl group or aryl group, the process comprising reacting an azetidinone derivative represented by the formula (II) ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 are as defined above with a chlorinating agent.Type: GrantFiled: March 9, 1987Date of Patent: December 6, 1988Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Sigeru Torii, Hideo Tanaka, Yuzuru Ogata, Michio Sasaoka, Norio Saito, Shigemitsu Nagao
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Patent number: 4784734Abstract: This invention provides azetidinone derivatives represented by the formula ##STR1## and processes for preparing the same. The azetidinone derivatives are used as the intermediates for producing cephalosporin compounds useful as antibiotic agents.Type: GrantFiled: July 9, 1987Date of Patent: November 15, 1988Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Sigeru Torii, Kenji Uneyama, Hideo Tanaka, Junzo Nokami, Michio Sasaoka, Norio Saito, Takashi Shiroi
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Patent number: 4689411Abstract: This invention provides azetidinone derivatives represented by the formula ##STR1## and processes for preparing the same. The azetidinone derivatives are used as the intermediates for producing cephalosporin compounds useful as antibiotic agents.Type: GrantFiled: May 15, 1986Date of Patent: August 25, 1987Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Sigeru Torii, Kenji Uneyama, Hideo Tanaka, Junzo Nokami, Michio Sasaoka, Norio Saito, Takashi Shiroi
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Patent number: 4603014Abstract: This invention provides thiazolinoazetidinone derivatives represented by the formula ##STR1## and processes for preparing the same. The thiazolinoazetidinone derivatives are used as the intermediates for producing cephalosporin compounds useful as antibiotic agents.Type: GrantFiled: June 28, 1984Date of Patent: July 29, 1986Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Sigeru Torii, Hideo Tanaka, Junzo Nokami, Michio Sasaoka, Norio Saito, Takashi Shiroi, Akira Tanaka
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Patent number: 4588835Abstract: A process for preparing an alkoxyphenol represented by the formula: ##STR1## wherein R is hydrogen, alkyl having 1 to 4 carbon atoms, formyl, hydroxymethyl, alkoxymethyl, dialkoxymethyl, acetoxymethyl or diacetoxymethyl, R' is alkyl having 1 to 4 carbon atoms, and n is an integer of 1 to 5, characterized in that a phenol halide represented by the formula: ##STR2## wherein R and n are as defined above, and X is chlorine or bromine is reacted, in the presence of a copper salt serving as a catalyst and of a solvent, with a product prepared by heating, in the presence of a dehydrating agent, an alkali metal hydroxide and a compound of the formula R'OH wherein R' is as defined above.Type: GrantFiled: October 19, 1984Date of Patent: May 13, 1986Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Sigeru Torii, Hideo Tanaka, Mitsuo Akada
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Patent number: 4557750Abstract: This invention provides sulfinamide derivatives, a process for preparing the derivatives and herbicides containing the same as the active ingredient, the sulfinamide derivatives being represented by the formula ##STR1## wherein R.sub.1 represents an alkoxy (C.sub.1-6) carbonylmethyl group or cyanomethyl group; R.sub.2 represents a group ##STR2## (in which X and Y are each an alkyl group having 1-6 carbon atoms or alkoxy group having 1-6 carbon atoms and m and n are 0 or an integer of 1 to 3); and Ph represents phenyl.Type: GrantFiled: September 7, 1982Date of Patent: December 10, 1985Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Tetsuya Imai, Kenichi Toyohara, Takeshi Goto, Tadateru Murata, Akihide Ando, Toshiro Uchida, Izuru Yamamoto
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Patent number: 4544766Abstract: This invention relates to a process for preparing an aryl acetic acid derivative represented by the formulaAr--CH.sub.2 COY).sub.ncomprising hydrolyzing in an alkaline substance a dichloroethenyl compound represented by the formulaAr--CH.dbd.CCl.sub.2).sub.n.Type: GrantFiled: February 26, 1982Date of Patent: October 1, 1985Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventor: Tatsuya Shono
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Patent number: 4540708Abstract: A sulfenyl carbamate derivative represented by the formula ##STR1## wherein Ar represents ##STR2## R.sup.1 represents --X--COO--R.sup.3 or --Y--CN in which X and Y is each an alkylene group having 1 to 6 carbon atoms and R.sup.3 is an alkyl group having 1 to 8 carbon atoms; R.sup.2 represents --CH.sub.2 --.sub.n O--R.sup.4 in which R.sup.4 is an alkyl group having 1 to 5 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, a phenyl group or a benzyl group; and n is an integer or 2 to 5.Type: GrantFiled: November 2, 1983Date of Patent: September 10, 1985Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventor: Hisashi Takao
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Patent number: 4532077Abstract: This invention relates to novel thiazolineazetidinone-type compounds represented by the formula ##STR1## wherein R represents a hydrogen atom, alkyl group, alkyl group replaced with halogen atoms, methyl group replaced with substituted or unsubstituted phenyl groups, methyl replaced with halogen atoms, or trialkylsilyl group and Z represents O or Cl.sub.2.Type: GrantFiled: August 25, 1982Date of Patent: July 30, 1985Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Sigeru Torii, Kenji Uneyama, Hideo Tanaka, Junzo Nokami, Takashi Shiroi, Norio Saito
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Patent number: 4532339Abstract: A process for purifying an aminosulfenylcarbamate derivative represented by the formula (I) ##STR1## wherein Ar is ##STR2## and R.sup.1 and R.sup.2 are the same or different and are each C.sub.1-8 alkyl, C.sub.3-6 cycloalkyl, benzyl which is unsubstituted or substituted with halogen, C.sub.1-3 alkyl or C.sub.1-3 alkoxy, phenyl which is unsubstituted or substituted with halogen, C.sub.1-3 alkyl or C.sub.1-3 alkoxy, --X--COOR.sup.3 or --Y--CN (in which X and Y are each straight-chain or branched-chain alkylene and R.sup.3 is C.sub.1-8 alkyl or C.sub.3-6 cycloalkyl), R.sup.1 and R.sup.2, when taken together, represent a 5- or 6-membered heterocyclic ring which may contain a sulphur or oxygen atom, the process comprising bringing a solution of the unreacted carbamate-containing aminosulfenylcarbamate derivative of the formula (I) in a water-insoluble organic solvent into contact with an aqueous alkali solution or a mixture of alkali, water and a water-soluble organic solvent.Type: GrantFiled: March 2, 1984Date of Patent: July 30, 1985Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventor: Hisashi Takao
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Patent number: 4499265Abstract: This invention provides a process for preparing a 3-exo-methylenecepham derivative represented by the formula ##STR1## wherein R.sup.1 represents an aralkyl or aryloxymethyl group both of which may be substituted on the aromatic ring, and R.sup.2 represents a carboxyl-protecting group, the process comprising subjecting a compound represented by the formula ##STR2## wherein R.sup.1 and R.sup.2 are as defined above, to a cyclization reaction in an acidic water-containing solvent.Type: GrantFiled: August 9, 1982Date of Patent: February 12, 1985Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Sigeru Torii, Hideo Tanaka, Junzo Nokami, Takashi Shiroi, Norio Saito, Michio Sasaoka
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Patent number: 4496469Abstract: A heat-insulating refractory coating composition or heat-insulating refractory film chiefly comprising an alkali titanate and a silicone resin, and a heat-insulating refractory sheet comprising an inorganic core material and a heat-insulating refractory layer.Type: GrantFiled: January 4, 1983Date of Patent: January 29, 1985Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Takuo Morimoto, Kihachiro Nishiuchi, Misao Izumi, Noriyoshi Ejima
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Patent number: 4482435Abstract: This invention provides a process for preparing a thiazolidine compound of the formula ##STR1## wherein R.sup.1 represents a hydrogen atom, alkyl group, aralkyl group, aryl group or aryloxymethyl group, and R.sup.2 represents a hydrogen atom or a group ##STR2## wherein R.sup.3 represents a hydrogen atom, alkyl group, halogenated alkyl group, benzyl group or silyl group, and X represents a hydrogen atom, halogen atom, hydroxy group, alkoxy group or acyloxy group, the process comprising electrolyzing a thiazoline compound represented by the formula ##STR3## wherein R.sup.1 and R.sup.2 are as defined above, in a mixture comprising a perchloric acid aqueous solution and an organic solvent.Type: GrantFiled: August 9, 1982Date of Patent: November 13, 1984Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Sigeru Torii, Hideo Tanaka, Takashi Shiroi
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Patent number: 4482491Abstract: This invention provides thiazolinoazetidinone derivatives represented by the formula ##STR1## and processes for preparing the same. The thiazolinoazetidinone derivatives are used as the intermediates for producing cephalosporin compounds useful as antibiotic agents.Type: GrantFiled: April 20, 1982Date of Patent: November 13, 1984Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Sigeru Torii, Hideo Tanaka, Junzo Nokami, Michio Sasaoka, Norio Saito, Takashi Shiroi, Akira Tanaka
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Patent number: 4475992Abstract: Cyclohexadiene derivatives represented by the formula (I) ##STR1## (wherein --X-- represents ##STR2## --Y-- represents ##STR3## and R.sup.1 and R.sup.2 represent a lower alkyl group) and a process for preparing the same.Type: GrantFiled: June 3, 1983Date of Patent: October 9, 1984Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Mitsuo Akada, Tsunehiko Masatomi, Yasuo Shimizu, Shigeru Torii, Hideo Tanaka
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Patent number: 4470887Abstract: This invention provides a process for preparing a thiazolinoazetidinone derivative represented by the formula ##STR1## wherein R.sup.1 represents a hydrogen atom, alkyl group, alkenyl group, aralkyl group, aryl group or aryloxymethyl group, the process comprising electrolyzing in a solvent a compound represented by the formula ##STR2## wherein R.sup.1 is as defined above, R.sup.2 represents a carboxyl group or protected carboxyl group, and R.sup.3 and R.sup.4 represent a hydrogen atom, halogen atom or acetoxy group.Type: GrantFiled: August 9, 1982Date of Patent: September 11, 1984Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Sigeru Torii, Hideo Tanaka, Norio Saito
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Patent number: 4465867Abstract: A process for preparing o-methallyloxyphenol by reacting catechol with methallyl chloride in the presence of at least one of KI and NaI serving as a catalyst with use of a base, and an organic solvent or a mixture of an organic solvent and water, the process being characterized in that methallyl chloride is reacted with the catalyst after the reaction to recover the catalyst as converted to methallyl iodide and reuse the catalyst.Type: GrantFiled: June 11, 1982Date of Patent: August 14, 1984Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventors: Tsukasa Maekawa, Takeshi Gondo, Shigeo Takahashi, Hidetoshi Kume