Patents by Inventor Toshio Katoh
Toshio Katoh 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: 11981644Abstract: Provided herein are compounds of formula (1): or a stereoisomer or tautomer thereof, or a pharmaceutically acceptable salt of any of the foregoing, wherein X1, X2, Ry, Rz, R1, R2, R3, and R4 are as defined herein. Also provided herein is a pharmaceutically acceptable composition comprising a compound of formula (I), or a stereoisomer or tautomer thereof, or a pharmaceutically acceptable salt of any of the foregoing. Also provided herein are methods of using a compound of formula (I), or a stereoisomer or tautomer thereof, or a pharmaceutically acceptable salt of any of the foregoing, to treat various diseases, disorders, and conditions responsive to the modulation of the contractility of the skeletal sarcomere.Type: GrantFiled: November 5, 2021Date of Patent: May 14, 2024Assignee: CYTOKINETICS, INC.Inventors: Bradley P. Morgan, Chris Evans, Pu-Ping Lu, Makoto Yamasaki, Wenyue Wang, Scott Collibee, Takuya Makino, Kazuyuki Tsuchiya, Toshio Kurosaki, Susumu Yamaki, Eriko Honjo, Yuka Koizumi, Naoto Katoh, Ryuichi Sekioka, Ikumi Kuriwaki
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Publication number: 20070117960Abstract: A polyimide compound crosslinked with a polyamine which is soluble in the specific solvent is produced by dehydration and condensation of amino acid or salt thereof and polyamine in an organic solvent under the presence of protonic acid. In the case of using a polyamine having low solubility to an organic solvent such as lysine and ornithine, the reaction rate of the polymerization can be increased by adding a polyamine in the step before or at the initial step of polymerization because water which is contained in the raw material or produced in the dehydration reaction serves as a good solvent for the polyamine.Type: ApplicationFiled: February 10, 2005Publication date: May 24, 2007Applicant: Mitsui Chemicals Inc.Inventors: Hisashi Kizuka, Hisaharu Kuboyama, Kunio Okumura, Toshio Katoh
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Patent number: 6657041Abstract: A production process of high molecular weight polysuccinimide having a weight average molecular weight of 40,000 or higher is disclosed, which comprises the following steps: 1) mixing and heating aspartic acid and an acidic catalyst to produce a liquid, low molecular weight polymer mixture, 2) separating the acidic catalyst to appropriate extent from the liquid, low molecular weight polymer mixture, thereby directly changing a polymer-containing phase from a liquid phase into a solid phase to produce a solid, low molecular weight polymer mixture, and 3) conducting solid-state polymerization on the thus-obtained solid, low molecular weight polymer mixture. This process can be practiced in a simple apparatus, and is free of problems such as formation of a highly viscous phase, excessive formation of foam, and formation of a reaction mixture into coherent mass.Type: GrantFiled: June 18, 2001Date of Patent: December 2, 2003Assignee: Mitsui Chemicals, Inc.Inventors: Katsuhiko Machida, Susumu Fukawa, Shinji Ogawa, Toshio Katoh, Makoto Sukegawa, Yoshihiro Irizato
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Patent number: 6346569Abstract: A process is disclosed for producing with good productivity a cross-linked polyaspartic acid resin having biodegradability and high water absorbency. The process features inclusion of one of the following steps: (a) a polysuccinimide, which has been brought into a dispersed state by a dispersant, and a cross-linking agent are reacted to produce the cross-linked polyaspartic acid resin; (b) imide rings of a cross-linked polysuccinimide are subjected to a hydrolysis reaction while controlling a swelling degree of a resulting gel, whereby the cross-linked polyaspartic acid resin is produced; and (c) a gel of a cross-linked polysuccinimide, which has been obtained by reacting a cross-linking agent to a solution of a polysuccinimide in an organic solvent, is disintegrated to subject imide rings of the cross-linked polysuccinimide to a hydrolysis reaction, so that the cross-linked polyaspartic acid resin is produced.Type: GrantFiled: February 28, 2000Date of Patent: February 12, 2002Assignee: Mitsui Chemicals, Inc.Inventors: Yoshihiro Irizato, Makoto Sukegawa, Toshio Katoh, Hiroaki Tamatani, Akinori Nagatomo, Masaru Wada
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Patent number: 6072024Abstract: A process is disclosed for producing with good productivity a cross-linked polyaspartic acid resin having biodegradability and high water absorbency. The process features inclusion of one of the following steps: (a) a polysuccinimide, which has been brought into a dispersed state by a dispersant, and a cross-linking agent are reacted to produce the cross-linked polyaspartic acid resin; (b) imide rings of a cross-linked polysuccinimide are subjected to a hydrolysis reaction while controlling a swelling degree of a resulting gel, whereby the cross-linked polyaspartic acid resin is produced; and (c) a gel of a cross-linked polysuccinimide, which has been obtained by reacting a cross-linking agent to a solution of a polysuccinimide in an organic solvent, is disintegrated to subject imide rings of the cross-linked polysuccinimide to a hydrolysis reaction, so that the cross-linked polyaspartic acid resin is produced.Type: GrantFiled: March 17, 1998Date of Patent: June 6, 2000Assignee: Mitsui Chemicals, Inc.Inventors: Yoshihiro Irizato, Makoto Sukegawa, Toshio Katoh, Hiroaki Tamatani, Akinori Nagatomo, Masaru Wada
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Patent number: 5986042Abstract: A cross-linked polymer containing, in its molecule, recurring units represented by the following formula (1), and having biodegradability and high water-absorbency: ##STR1## wherein R.sub.1 is a pendant group having at least one functional group selected from the group consisting of acidic groups and salts thereof, a glycino group and salts thereof, cationic groups and betaine groups; X.sub.1 is NH, NR.sub.1 ', R.sub.1 ' being an alkyl, aralkyl or aryl group, O or S; and n.sub.1 is 1 or 2.Type: GrantFiled: January 27, 1998Date of Patent: November 16, 1999Assignee: Mitsui Chemicals, Inc.Inventors: Yoshihiro Irizato, Makoto Sukegawa, Toshio Katoh, Hiroaki Tamatani
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Patent number: 5571889Abstract: A polymer containing the following monomer unit (I) and/or (II): ##STR1## and a process for preparing the polymer which comprises, in ring opening reaction of the polysuccinimide, opening the ring of polysuccinimide by using an amino acid ester having an extremely high reactivity in place of an .alpha.-amino acid having an extremely low reactivity. The polymer is characterized by having no irritation to organisms (e.g., eyes and skin), and for example, the polymer is useful in the industrial fields of fields of medical supplies, health, beauty and sanitary aids, quasi-pharmaceuticals, and the like.Type: GrantFiled: May 25, 1995Date of Patent: November 5, 1996Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Toshio Katoh, Akinori Nagatomo, Hiroaki Tamatani, Masanobu Ajioka, Akihiro Yamaguchi
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Patent number: 5302743Abstract: Disclosed is an improved process for the preparation of an N-protected .alpha.-L-aspartyl-L-phenylalanine methyl ester from an N-protected L-aspartic anhydride and L-phenylalanine methyl ester, the improvement which comprises employing the L-phenylalanine methyl ester in the form of a mineral acid salt thereof and conducting the reaction either (a) in an organic solvent and in the presence of a salt of an organic carboxylic acid, or (b) in an organic solvent comprising an organic carboxylic acid and in the presence of at least one member of the group consisting of an alkali metal or an alkaline earth metal inorganic base, an ammonium alkali metal or alkaline earth metal salt of an organic carboxylic acid and ammonium carbonate. The starting N-protected aspartic anhydride, e.g., N-benzyloxycarbonyl-L-aspartic anhydride, can be produced by the reaction of N-protected aspartic acid with phosgene.Type: GrantFiled: January 21, 1992Date of Patent: April 12, 1994Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Toshio Katoh, Chojiro Higuchi, Takeshi Oura, Masanobu Ajioka, Akihiro Yamaguchi
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Patent number: 5283357Abstract: A method for separating .alpha.-L-aspartyl-L-phenylalanine methyl ester (.alpha.-APM) from a solution containing .alpha.-APM and impurities associated with the production thereof which comprises adding a mineral acid or an organic sulfonic acid to the solution in an organic carboxylic acid or in a solvent containing an organic carboxylic acid, and isolating the pure salt of .alpha.-APM which precipitates therefrom.Type: GrantFiled: April 23, 1991Date of Patent: February 1, 1994Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Toshio Katoh, Chojiro Higuchi, Takeshi Oura, Masanobu Ajioka, Akihiro Yamaguchi
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Patent number: 5206413Abstract: A method for preparing .alpha.-L-aspartyl-L-phenylalanine methyl ester (.alpha.-APM), substantially free from acid ion contamination, is disclosed which comprises the steps of contacting a solution of a mineral acid salt or an organic sulfonic acid salt of .alpha.-APM in an aqueous solvent with an anion exchange resin in free base form, separating the resin from the thus-produced solution of .alpha.-APM; and isolating the .alpha.-APM therefrom, preferably with regeneration and recycling the resin.Type: GrantFiled: June 14, 1990Date of Patent: April 27, 1993Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Masanobu Ajioka, Takeshi Oura, Chojiro Higuchi, Toshio Katoh, Akihiro Yamaguchi
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Patent number: 5113009Abstract: A cyclical process for producing and isolating a mineral acid salt of an amino acid methyl ester in high purity and yield from the reaction solution produced by esterifying an amino acid with methanol in methanol in the presence of a mineral acid, by cooling the resulting reaction solution to precipitate crystals of the mineral acid salt; filtering the crystals;drying the isolated wet crystals or washing with another organic solvent; and recycling the filtrate for reuse in the esterification reaction.Type: GrantFiled: December 26, 1989Date of Patent: May 12, 1992Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Masanobu Ajioka, Chojiro Higuchi, Takeshi Oura, Toshio Katoh, Akihiro Yamaguchi
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Patent number: 4962222Abstract: .alpha.-L-Aspartyl-L-phenylalanine methyl ester having low hygroscopicity is prepared by bringing a cake of .alpha.-L-aspartyl-L-phenylalanine methyl ester, which cake has been obtained by solid-liquid separation through a desired preparation process of .alpha.-L-aspartyl-L-phenylalanine methyl ester, into contact with an organic solvent of uniform phase so as to treat the cake with the organic solvent, subjecting the resulting mixture of the cake and organic solvent to solid-liquid separation to obtain a cake, and then drying the last-mentioned cake at a temperature not higher than 60.degree. C. The organic solvent is dry or contains water in an amount up to 30 wt.%.Type: GrantFiled: January 25, 1989Date of Patent: October 9, 1990Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Ryuichi Mita, Toshio Katoh, Chojiro Higuchi, Takeshi Oura, Akihiro Yamaguchi
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Patent number: 4918216Abstract: .alpha.-L-aspartyl-L-phenylalanine methyl ester or the hydrohalide thereof is prepared by esterifying .alpha.-L-aspartyl-L-phenylalanine or .alpha.-L-aspartyl-L-phenylalanine which has been formed in situ by treating an N-protected-.alpha.-L-aspartyl-L-phenylalanine in an aqueous solution of sulfuric acid or a methanol-containing aqueous solution of sulfuric acid in the presence of an alkali metal halide or alkaline earth metal halide in a medium composed of sulfuric acid, water and methanol, thereby to allow the resulting .alpha.-L-aspartyl-L-phenyl-alanine methyl ester to precipitate as its corresponding hydrohalide, and then isolating the hydrohalide; and when the preparation of the methyl ester is desired, neutralizing the hydrohalide.Type: GrantFiled: May 25, 1989Date of Patent: April 17, 1990Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Ryuichi Mita, Toshio Katoh, Chojiro Higuchi, Takeshi Oura, Akihiro Yamaguchi
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Patent number: 4897506Abstract: A method for preparing .alpha.-L-aspartyl-L-phenylalanine methyl ester having improved solubilization by the isolation thereof from an aqueous medium containing at least one additive selected from the group consisting of sodium alginate, sodium salt of carboxymethylcellulose, sodium starch glycolate and sodium polyacrylate.Type: GrantFiled: October 12, 1988Date of Patent: January 30, 1990Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Ryuichi Mita, Takeshi Oura, Toshio Katoh, Chojiro Higuchi, Akihiro Yamaguchi, Masanobu Ajioka
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Patent number: 4801732Abstract: This invention relates to an improved process for preparing .alpha.-L-aspartyl-L-phenylalanine methyl ester. More specifically, it relates to a process for preparing .alpha.-L-aspartyl-L-phenylalanine methyl ester which comprises treating, as a raw material, N-formyl-.alpha.-L-aspartyl-L-phenylalanine in methanol in the presence of an acid to form .alpha.-L-aspartyl-L-phenylalanine dimethyl ester, hydrolyzing the .alpha.-L-aspartyl-L-phenylalanine dimethyl ester by bringing it into contact with hydrochloric acid in the presence of methanol as desired, separating the thereby-precipitated .alpha.-L-aspartyl-L-phenylalanine methyl ester hydrochloride and neutralizing the hydrochloride. Further, this invention also provides a process for preparing .alpha.-L-aspartyl-L-phenylalanine methyl ester capable of using, as a raw material, N-formyl-.alpha.-L-aspartyl-L-phenylalanine which contains N-formyl-.beta.-L-aspartyl-L-phenylalanine in an amount of 30% by weight or less.Type: GrantFiled: March 22, 1988Date of Patent: January 31, 1989Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Ryuichi Mita, Takeshi Oura, Chojiro Higuchi, Toshio Katoh, Akihiro Yamaguchi
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Patent number: 4780561Abstract: Disclosed herein is a process for preparing .alpha.-L-aspartyl-L-phenylalanine methyl ester or its hydrochloride from 5-benzyl-3,6-dioxo-2-piperazine acetic acid or its methyl ester, prepared without using L-penylalanine methyl ester which involves problems in its stability, as a raw material. Specifically, the process comprises: bringing 5-benzyl-3,6-dioxo-2-piperazine acetic acid in the presence of methanol or 5-benzyl-3,6-dioxo-2-piperazine acetic acid methyl ester in the presence or absence of methanol into contact with hydrochloric acid; isolating the thereby deposited .alpha.-L-aspartyl-L-phenylalanine methyl ester hydrochloride; and neutralizing said hydrochloride with an alkali as required. Preparation processes of 5-benzyl-3,6-dioxo-2-piperazine acetic acid or its methyl ester are also disclosed.Type: GrantFiled: December 9, 1987Date of Patent: October 25, 1988Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Ryuichi Mita, Takeshi Oura, Toshio Katoh, Chojiro Higuchi, Akihiro Yamaguchi
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Patent number: 4778916Abstract: The present invention relates to a process for preparing .alpha.-L-aspartyl-L-phenylalanine methyl ester or its hydrochloride. .alpha.-L-aspartyl-L-phenylalanine methyl ester or its hydrochloride is prepared by a process comprising: condensating N-formyl-L-aspartic acid anhydride and L-phenylalanine in water or in water containing methanol at a pH in the range of 7-12 to form N-formyl-.alpha.-L-aspartyl-L-phenylalanine; acidifying the reaction mixture successively with hydrochloric acid in the presence of methanol without isolating the N-formyl-.alpha.-L-aspartyl-L-phenylalanine so as to bring it into contact with hydrochloric acid in the presence of methanol for reaction and thereby to deposit .alpha.-L-aspartyl-L-phenylalanine methyl ester hydrochloride; separating the .alpha.-L-aspartyl-L-phenylalanine methyl ester hydrochloride; and neutralizing said hydrochloride as required.Type: GrantFiled: November 17, 1987Date of Patent: October 18, 1988Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Ryuichi Mita, Toshio Katoh, Chojiro Higuchi, Takeshi Oura, Akihiro Yamaguchi
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Patent number: 4745210Abstract: This invention relates to an improved process for preparing N-formyl-.alpha.- aspartyl phenylalanine. More specifically, it relates to a process for preparing N-formyl-.alpha.-aspartyl phenylalanine by condensating N-formyl aspartic acid anhydride and phenylalanine which comprises effecting the condensation reaction in a water medium while maintaining the pH during the reaction in the range of 7-12 and at a reaction temperature of 50.degree. C. or below.Type: GrantFiled: December 4, 1985Date of Patent: May 17, 1988Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Ryuichi Mita, Toshio Katoh, Chojiro Higuchi, Takeshi Oura, Akihiro Yamaguchi
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Patent number: 4675439Abstract: A process for preparing an N-acylphenylalanine represented by the formula (II): ##STR1## wherein R.sub.3 and R.sub.4 mean individually a hydrogen atom or an alkyl, alkoxy, phenoxy, hydroxy or methylenedioxy group, and R denotes a methyl or phenyl group, which comprises catalytically reducing an N-acyl-.beta.-phenylserine represented by the formula (I): ##STR2## wherein R.sub.1 and R.sub.2 mean individually a hydrogen atom or an alkyl, alkoxy, phenoxy, benzyloxy or methylenedioxy group, and R has the same meaning as defined in the formula (II), in the presence of a reducing catalyst or both reducing catalyst and acid, in a solvent.Type: GrantFiled: November 4, 1985Date of Patent: June 23, 1987Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Ryuichi Mita, Toshio Katoh, Chojiro Higuchi, Akihiro Yamaguchi
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Patent number: 4612388Abstract: Disclosed herein is a process for producing an N-acyl-substituted or unsubstituted phenylalanine comprising hydrolyzing a 2-substituted-4-substituted or unsubstituted benzylidene-5-oxazolone with alkali, adjusting pH of the reaction solution containing its hydrolysis product with acid at 5-9 and reducing the resultant reaction solution catalytically in the presence of a palladium or platinum reducing catalyst.In accordance with the process of the present invention, time duration required for effecting the reduction can be shortened markedly in comparison with the reduction in an aqueous strong alkaline solution. Moreover, the catalyst recovered after completion of the reduction can be used repeatedly without any additional treatment and without any observed lowering in its activity. Accordingly, the reduction using the recovered catalyst may proceed in practically the same time as in the case of using a fresh catalyst.Type: GrantFiled: April 3, 1985Date of Patent: September 16, 1986Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Ryuichi Mita, Toshio Katoh, Chojiro Higuchi, Akihiro Yamaguchi