Patents Assigned to API Corporation
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Publication number: 20160083341Abstract: According to the present invention, it becomes possible to perform a process for converting into an ?-substituted cysteine represented by general formula (1) or a salt thereof at low cost and on an industrial scale by employing a process that is routed through a compound represented by general formula (3) to a compound represented by general formula (6). Particularly, by employing a process that is routed through a compound represented by general formula (7-2), it becomes possible to detach a tert-butyl protection group in a simple manner and to produce the compound represented by general formula (1) with high purity. Furthermore, by employing a process that is routed through tert-butylthiomethanol or a process that is routed through a compound represented by general formula (9), it becomes possible to produce a compound represented by general formula (2) without generating bischloromethylether that is an oncogenic substance.Type: ApplicationFiled: May 1, 2014Publication date: March 24, 2016Applicant: API CorporationInventors: Yuuki Asuma, Hisatoshi Uehara, Tomoko Maeda, Yasuyo Saito, Ryoma Miyake, Hiroshi Kawabata
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Publication number: 20150259715Abstract: The present invention aims to provide a method for efficiently producing hydroxy-L-lysine. The present invention provides a method for producing hydroxy-L-lysine, the method comprising allowing 2-oxoglutarate-dependent L-lysine hydroxylase, a cell containing 2-oxoglutarate-dependent L-lysine hydroxylase, a processed product of the cell, and/or a culture broth obtained by culturing the cell, to act on L-lysine to produce hydroxy-L-lysine represented by the following General Formula (I) (wherein each of R1, R2 and R3 represents a hydrogen atom or hydroxyl group, with the proviso that at least one of R1, R2 and R3 represents a hydroxyl group).Type: ApplicationFiled: February 18, 2014Publication date: September 17, 2015Applicant: API CorporationInventors: Kuniki Kino, Ryotaro Hara, Ryoma Miyake, Hiroshi Kawabata
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Publication number: 20150252393Abstract: It is an object of the present invention to provide a novel hydrolase, which is used when dialkyl 2-vinylcyclopropane-1,1-dicarboxylate is hydrolyzed with an enzyme, so as to efficiently obtain (1S,2S)-1-alkoxycarbonyl-2-vinylcyclopropanecarboxylic acid that is useful as an intermediate for synthesizing therapeutic agents for hepatitis C. According to the present invention, there is provided a hydrolase protein, which consists of the amino acid sequence shown in any one of SEQ ID NOS. 2 to 5 and which has activity of catalyzing, at higher selectivity than the protein consisting of the amino acid sequence shown in SEQ ID NO. 1, a reaction of producing (1S,2S)-1-ethoxycarbonyl-2-vinylcyclopropanecarboxylic acid from diethyl 2-vinylcyclopropane- 1,1 -dicarboxylate.Type: ApplicationFiled: March 4, 2015Publication date: September 10, 2015Applicant: API CORPORATIONInventors: Hiroshi KAWABATA, Ryoma MIYAKE, Kuniko ASADA, Ryouhei KATOU
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Patent number: 9061991Abstract: It is an object of the present invention to provide a novel method for producing (1R,2S)/(1S,2R)-1-amino-1-alkoxycarbonyl-2-vinylcyclopropane which is useful as a synthetic intermediate of therapeutic agents for hepatitis C and a synthetic intermediate thereof. According to the present invention, when a trans-2-butene derivative having a leaving group at each of the 1- and 4-positions is reacted with a malonic ester in the presence of a base, a specific amount of an alkali metal alkoxide or an alkali metal hydride is used as the base, and further a specific amount of a malonic ester is used to produce a cyclopropane diester, and further, chiral or achiral 1-amino-1-alkoxy-carbonyl-2-vinylcyclopropane and a salt thereof are synthesized using the cyclopropane diester.Type: GrantFiled: February 16, 2011Date of Patent: June 23, 2015Assignee: API CORPORATIONInventors: Yuuki Asuma, Tatsuya Suzuki, Jun Takehara, Tsugihiko Hidaka, Kuniko Asada, Ryoma Miyake, Yasumasa Dekishima, Hiroshi Kawabata
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Patent number: 9029107Abstract: It is an object of the present invention to provide a novel hydrolase, which is used when dialkyl 2-vinylcyclopropane-1,1-dicarboxylate is hydrolyzed with an enzyme, so as to efficiently obtain (1S,2S)-1-alkoxycarbonyl-2-vinylcyclopropanecarboxylic acid that is useful as an intermediate for synthesizing therapeutic agents for hepatitis C. According to the present invention, there is provided a hydrolase protein, which consists of the amino acid sequence shown in any one of SEQ ID NOS. 2 to 5 and which has activity of catalyzing, at higher selectivity than the protein consisting of the amino acid sequence shown in SEQ ID NO. 1, a reaction of producing (1S,2S)-1-ethoxycarbonyl-2-vinylcyclopropanecarboxylic acid from diethyl 2-vinylcyclopropane-1,1-dicarboxylate.Type: GrantFiled: August 31, 2011Date of Patent: May 12, 2015Assignee: API CorporationInventors: Hiroshi Kawabata, Ryoma Miyake, Kuniko Asada, Ryouhei Katou
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Publication number: 20130289011Abstract: To provide an aqueous antibacterial dispersion which contains a metal pyrithione salt and a cationic polymer and which can maintain a stable dispersed state. An antibacterial dispersion characterized by containing at least one cationic polymer, at least one metal pyrithione salt, and at least one non-anionic surfactant. In an aqueous dispersion of the metal pyrithione salt, the non-anionic surfactant is blended instead of a conventional anionic component, whereby good dispersion stability can be maintained in a cationic polymer blend system.Type: ApplicationFiled: August 11, 2011Publication date: October 31, 2013Applicant: API CorporationInventor: Masaaki Yoshimaru
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Publication number: 20130237414Abstract: The invention provides a phenolsulfonic acid aryl ester represented by formula (1) wherein each symbol is as defined in the description. The phenolsulfonic acid aryl ester is useful as a developer to provide a thermal recording material with good color-developing sensitivity, image density when printed at a low application energy (i.e., high start-up sensitivity), and heat and plasticizer resistance. The invention also provides a thermal recording material using the developer.Type: ApplicationFiled: September 16, 2011Publication date: September 12, 2013Applicants: NIPPON PAPER INDUSTRIES CO., LTD., API CORPORATIONInventors: Mai Higuchi, Yoshimune Aosaki, Keiichiro Inada, Mamoru Suga, Katsuto Ohse, Yoshimi Midorikawa, Yukiko Sato
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Patent number: 8492308Abstract: The present invention provides a thermosensitive recording medium with excellent color developing sensitivity, moist heat resistance and plasticizer resistance, as well as excellent heat resistance, background coloring, light resistance and the like in the printed image. A diphenyl sulfone derivative containing a hydroxyl group on one end and an alkoxy group on the other end has a higher melting point than the one containing hydroxyl groups on both ends. As a result, the thermosensitive recording medium obtained using the diphenyl sulfone derivative as the color developing agent in the thermosensitive color developing layer has excellent heat resistance. However the color developing sensitivity of the thermosensitive recording medium generally declines simultaneously, when a color developing agent with a high melting point is ordinarily used.Type: GrantFiled: August 21, 2008Date of Patent: July 23, 2013Assignees: Nippon Paper Industries Co., Ltd., API CorporationInventors: Tatsuyuki Kurihara, Tatsuo Nagai, Yoshimi Midorikawa, Akihito Ogino, Mamoru Suga, Yoshimune Aosaki
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Patent number: 8470735Abstract: Provided are a coating solution for a thermosensitive color developing layer of excellent storability wherein color development during its storage or during producing a thermal recording material is suppressed, and a thermal recording material with excellent print portion (image portion) storability and suppressed staining in the background color (white background). A coating solution for a thermosensitive color developing layer, which comprises a colorless or pale-colored electron-donating leuco dye, a hindered phenol compound and, as an electron-accepting developer, a diphenylsulfone derivative represented by the following formula (1): wherein the aforementioned hindered phenol compound has an average particle size (D50) of not more than 0.5 ?m, and the coating solution has a color tone a* of not less than ?4.0 as measured according to JIS Z 8729 and a whiteness W of not less than 62 as measured according to JIS Z 8715.Type: GrantFiled: April 2, 2010Date of Patent: June 25, 2013Assignees: Nippon Paper Industries Co., Ltd., API CorporationInventors: Yoshimune Aosaki, Mai Kaneko, Katsuto Ohse, Yukiko Sato
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Publication number: 20130130338Abstract: It is an object of the present invention to provide a novel hydrolase, which is used when dialkyl 2-vinylcyclopropane-1,1-dicarboxylate is hydrolyzed with an enzyme, so as to efficiently obtain (1S,2S)-1-alkoxycarbonyl-2-vinylcyclopropanecarboxylic acid that is useful as an intermediate for synthesizing therapeutic agents for hepatitis C. According to the present invention, there is provided a hydrolase protein, which consists of the amino acid sequence shown in any one of SEQ ID NOS. 2 to 5 and which has activity of catalyzing, at higher selectivity than the protein consisting of the amino acid sequence shown in SEQ ID NO. 1, a reaction of producing (1S,2S)-1-ethoxycarbonyl-2-vinylcyclopropanecarboxylic acid from diethyl 2-vinylcyclopropane-1,1-dicarboxylate.Type: ApplicationFiled: August 31, 2011Publication date: May 23, 2013Applicant: API CORPORATIONInventors: Hiroshi Kawabata, Ryoma Miyake, Kuniko Asada, Ryouhei Katou
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Publication number: 20130096339Abstract: It is an object of the present invention to provide a novel method for producing (1R,2S)/(1S,2R)-1-amino-1-alkoxycarbonyl-2-vinylcyclopropane which is useful as a synthetic intermediate of therapeutic agents for hepatitis C and a synthetic intermediate thereof. According to the present invention, when a trans-2-butene derivative having a leaving group at each of the 1- and 4-positions is reacted with a malonic ester in the presence of a base, a specific amount of an alkali metal alkoxide or an alkali metal hydride is used as the base, and further a specific amount of a malonic ester is used to produce a cyclopropane diester, and further, chiral or achiral 1-amino-1-alkoxy-carbonyl-2-vinylcyclopropane and a salt thereof are synthesized using the cyclopropane diester.Type: ApplicationFiled: February 16, 2011Publication date: April 18, 2013Applicant: API CORPORATIONInventors: Yuuki Asuma, Tatsuya Suzuki, Jun Takehara, Tsugihiko Hidaka, Kuniko Asada, Ryoma Miyake, Yasumasa Dekishima, Hiroshi Kawabata
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Patent number: 8420847Abstract: A novel bis-phosphate compound is provided which can be applied to a wide range of reactive substrates and reactions as an asymmetric reaction catalyst and can realize an asymmetric reaction affording a high yield and a high enantiomeric excess. The bis-phosphate compound has a tetraaryl skeleton represented by General Formula (1). In an asymmetric reaction, an amidodiene and an unsaturated aldehyde compound are reacted with each other in the presence of the optically active bis-phosphate compound to give an optically active amidoaldehyde. The invention allows a reaction such as an asymmetric Diels-Alder reaction to proceed efficiently, which has been difficult with conventional mono-phosphate compounds.Type: GrantFiled: March 8, 2011Date of Patent: April 16, 2013Assignees: National University Corporation Tohoku University, API CorporationInventors: Masahiro Terada, Norie Momiyama, Tohru Konno
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Patent number: 8394935Abstract: An object of the present invention is to provide a industrially appropriate method for producing the ?-anomers of ribofuranose derivatives in a highly selective manner at a high yield. The present invention provides a method for producing ribofuranose derivatives wherein ?-anomers is precipitated from among the generated furanose derivatives by controlling the amount of a reaction reagent used and/or using a poor solvent in the acetolysis reactions of 2,3,5-tri-O-acyl-1-O-alkyl-ribofuranose and 2,3-di-O-acyl-1-O-alkyl-5-deoxy-ribofuranose.Type: GrantFiled: December 7, 2007Date of Patent: March 12, 2013Assignee: API CorporationInventors: Manabu Katsurada, Tomoko Sasaki, Yasuko Nakajima, Nobuo Kyoumura
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Publication number: 20120330038Abstract: A novel bis-phosphate compound is provided which can be applied to a wide range of reactive substrates and reactions as an asymmetric reaction catalyst and can realize an asymmetric reaction affording a high yield and a high enantiomeric excess. The bis-phosphate compound has a tetraaryl skeleton represented by General Formula (1). In an asymmetric reaction, an amidodiene and an unsaturated aldehyde compound are reacted with each other in the presence of the optically active bis-phosphate compound to give an optically active amidoaldehyde. The invention allows a reaction such as an asymmetric Diels-Alder reaction to proceed efficiently, which has been difficult with conventional mono-phosphate compounds.Type: ApplicationFiled: March 8, 2011Publication date: December 27, 2012Applicants: API Corporation, National University Corporation TOHOKU UNIVERSITYInventors: Masahiro Terada, Norie Momiyama, Tohru Konno
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Patent number: 8258302Abstract: It is an object of the present invention to provide 2-iminocarboxylic acid derivatives, and a practically suitable industrial method for producing benzazepinones in a short process under mild conditions. The present invention provides a method for producing a benzazepinone or a salt thereof, which comprises opening a ring of an isoquinoline derivative and subsequently converting the thus generated amine into a benzazepinone through lactamization reaction.Type: GrantFiled: January 31, 2007Date of Patent: September 4, 2012Assignee: API CorporationInventor: Hisatoshi Uehara
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Publication number: 20120157303Abstract: Provided are a coating solution for a thermosensitive color developing layer of excellent storability wherein color development during its storage or during producing a thermal recording material is suppressed, and a thermal recording material with excellent print portion (image portion) storability and suppressed staining in the background color (white background). A coating solution for a thermosensitive color developing layer, which comprises a colorless or pale-colored electron-donating leuco dye, a hindered phenol compound and, as an electron-accepting developer, a diphenylsulfone derivative represented by the following formula (1): wherein the aforementioned hindered phenol compound has an average particle size (D50) of not more than 0.5 ?m, and the coating solution has a color tone a* of not less than ?4.0 as measured according to JIS Z 8729 and a whiteness W of not less than 62 as measured according to JIS Z 8715.Type: ApplicationFiled: April 2, 2010Publication date: June 21, 2012Applicants: API CORPORATION, NIPPON PAPER INDUSTRIES CO., LTD.Inventors: Yoshimune Aosaki, Mai Kaneko, Katsuto Ohse, Yukiko Sato
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Patent number: 8202821Abstract: Provided is a thermal recording material superior in color development sensitivity, and having good preservation properties such as in heat resistance, moisture resistance, water resistance and the like.Type: GrantFiled: September 26, 2007Date of Patent: June 19, 2012Assignees: Nippon Paper Industries Co., Ltd, API CorporationInventors: Junpei Natsui, Hiroshi Kohama, Mamoru Suga, Yoshimune Aosaki
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Patent number: 8062993Abstract: The present invention relates to a developer mixture for a thermal recording material, which comprises a mixture of the first organic developer comprising a condensate or a condensed composition represented by the formula (I): wherein R is a lower alkyl group or an aralkyl group, n is an integer of 0 to 5, and X and Y are each a hydrogen atom, an alkyl group or an aryl group, and the second organic developer other than the first organic developer (except 2,2-bis(3-methyl-4-hydroxyphenyl)propane), a developer mixture for a thermal recording material, and a thermal recording material having a heat-coloring layer containing the developer mixture. Using the developer mixture for a thermal recording material of the present invention, a thermal recording material sufficiently satisfying the recent requirement for high sensitivity, and having superior preservation stability of color images and non-image areas can be realized.Type: GrantFiled: March 11, 2005Date of Patent: November 22, 2011Assignees: API Corporation, Nippon Paper Industries Co., Ltd.Inventors: Mamoru Suga, Nanako Okamoto, Aya Kato, Takashi Date, Yoshihide Kimura
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Publication number: 20110082246Abstract: A pressure-sensitive adhesive containing a near infrared absorbing dye having excellent shielding function for near infrared rays and excellent in durability is provided. In a light resistance test, a layer of the pressure-sensitive adhesive having a thickness of 25±5 ?m has an absorption intensity at the maximum absorption wavelength of the near infrared absorbing dye after a light resistance test of 50% or more of the absorption intensity before the test in which light with an irradiance of 64.5 W/m2 at a wavelength of 300 to 400 nm is irradiated on the layer for 160 hours.Type: ApplicationFiled: September 30, 2010Publication date: April 7, 2011Applicant: API CORPORATIONInventors: Wataru SATO, Kumiko Okamoto, Yasuyo Saito, Masahiro Kawashima, Takeshi Kaneda
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Patent number: 7902282Abstract: A pressure-sensitive adhesive containing a near infrared absorbing dye having excellent shielding function for near infrared rays and excellent in durability is provided. In a light resistance test, a layer of the pressure-sensitive adhesive having a thickness of 25±5 ?m has an absorption intensity at the maximum absorption wavelength of the near infrared absorbing dye after a light resistance test of 50% or more of the absorption intensity before the test in which light with an irradiance of 64.5 W/m2 at a wavelength of 300 to 400 nm is irradiated on the layer for 160 hours.Type: GrantFiled: April 28, 2006Date of Patent: March 8, 2011Assignee: API CorporationInventors: Wataru Sato, Kumiko Okamoto, Yasuyo Saito, Masahiro Kawashima, Takeshi Kaneda