Patents Assigned to API Corporation
  • Patent number: 10071958
    Abstract: 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: Grant
    Filed: May 1, 2014
    Date of Patent: September 11, 2018
    Assignee: API Corporation
    Inventors: Yuuki Asuma, Hisatoshi Uehara, Tomoko Maeda, Yasuyo Saito, Ryoma Miyake, Hiroshi Kawabata
  • Patent number: 9981984
    Abstract: The present invention aims to provide a method for purifying cis-5-hydroxy-2-piperidinecarboxylic acid with high purity, and a method for producing its derivative. The present invention provides a method for producing a cis-5-hydroxy-2-piperidinecarboxylic acid derivative, which method comprises a step of converting cis-5-hydroxy-2-piperidinecarboxylic acid into a compound(s) of Formula (1) and/or Formula (2) (wherein R1 represents a protective group for an amino group, and R2 represents a C1-C6 alkyl group), and a method for purifying cis-5-hydroxy-2-piperidinecarboxylic acid.
    Type: Grant
    Filed: December 19, 2013
    Date of Patent: May 29, 2018
    Assignee: API Corporation
    Inventors: Tomoko Maeda, Hisatoshi Uehara, Yasuyo Saito, Masato Murai
  • Patent number: 9624181
    Abstract: The invention provides a production method of a biaryl compound of the formula [3] or a salt thereof, including reacting a 2-phenylazole derivative of the formula [1] or a salt thereof, with a benzene derivative of the formula [2] or a salt thereof in the presence of a metal catalyst, a base, and one or more of (a) a monocarboxylic acid metal salt, (b) a dicarboxylic acid metal salt, (c) a sulfonic acid metal salt, and (d) a phosphate or phosphoric amide metal salt represented by RAxP(O)(OM)y wherein each symbol is as defined herein.
    Type: Grant
    Filed: August 30, 2013
    Date of Patent: April 18, 2017
    Assignee: API Corporation
    Inventor: Masahiko Seki
  • Patent number: 9527821
    Abstract: The present invention relates to a method of deprotecting a tetrazole compound, useful as an intermediate for angiotensin II receptor blockers, and provides a novel production method of angiotensin II receptor blockers. Provided is a production method of a compound represented by the formula [3] or [4] or a salt thereof, including (i) reducing a compound represented by the formula [1] or [2] or a salt thereof in the presence of a metal catalyst and an alkaline earth metal salt, or (ii) reacting the compound with a particular amount of Brønsted acid: wherein each symbol is as defined in the present specification.
    Type: Grant
    Filed: September 26, 2013
    Date of Patent: December 27, 2016
    Assignee: API Corporation
    Inventor: Masahiko Seki
  • Patent number: 9512452
    Abstract: 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: Grant
    Filed: February 18, 2014
    Date of Patent: December 6, 2016
    Assignee: API Corporation
    Inventors: Kuniki Kino, Ryotaro Hara, Ryoma Miyake, Hiroshi Kawabata
  • Publication number: 20160083341
    Abstract: 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: Application
    Filed: May 1, 2014
    Publication date: March 24, 2016
    Applicant: API Corporation
    Inventors: Yuuki Asuma, Hisatoshi Uehara, Tomoko Maeda, Yasuyo Saito, Ryoma Miyake, Hiroshi Kawabata
  • Publication number: 20150259715
    Abstract: 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: Application
    Filed: February 18, 2014
    Publication date: September 17, 2015
    Applicant: API Corporation
    Inventors: Kuniki Kino, Ryotaro Hara, Ryoma Miyake, Hiroshi Kawabata
  • Patent number: 9029107
    Abstract: 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: Grant
    Filed: August 31, 2011
    Date of Patent: May 12, 2015
    Assignee: API Corporation
    Inventors: Hiroshi Kawabata, Ryoma Miyake, Kuniko Asada, Ryouhei Katou
  • Publication number: 20130289011
    Abstract: 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: Application
    Filed: August 11, 2011
    Publication date: October 31, 2013
    Applicant: API Corporation
    Inventor: Masaaki Yoshimaru
  • Patent number: 8492308
    Abstract: 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: Grant
    Filed: August 21, 2008
    Date of Patent: July 23, 2013
    Assignees: Nippon Paper Industries Co., Ltd., API Corporation
    Inventors: Tatsuyuki Kurihara, Tatsuo Nagai, Yoshimi Midorikawa, Akihito Ogino, Mamoru Suga, Yoshimune Aosaki
  • Patent number: 8470735
    Abstract: 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: Grant
    Filed: April 2, 2010
    Date of Patent: June 25, 2013
    Assignees: Nippon Paper Industries Co., Ltd., API Corporation
    Inventors: Yoshimune Aosaki, Mai Kaneko, Katsuto Ohse, Yukiko Sato
  • Patent number: 8420847
    Abstract: 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: Grant
    Filed: March 8, 2011
    Date of Patent: April 16, 2013
    Assignees: National University Corporation Tohoku University, API Corporation
    Inventors: Masahiro Terada, Norie Momiyama, Tohru Konno
  • Patent number: 8394935
    Abstract: 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: Grant
    Filed: December 7, 2007
    Date of Patent: March 12, 2013
    Assignee: API Corporation
    Inventors: Manabu Katsurada, Tomoko Sasaki, Yasuko Nakajima, Nobuo Kyoumura
  • Publication number: 20120330038
    Abstract: 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: Application
    Filed: March 8, 2011
    Publication date: December 27, 2012
    Applicants: API Corporation, National University Corporation TOHOKU UNIVERSITY
    Inventors: Masahiro Terada, Norie Momiyama, Tohru Konno
  • Patent number: 8258302
    Abstract: 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: Grant
    Filed: January 31, 2007
    Date of Patent: September 4, 2012
    Assignee: API Corporation
    Inventor: Hisatoshi Uehara
  • Patent number: 8202821
    Abstract: 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: Grant
    Filed: September 26, 2007
    Date of Patent: June 19, 2012
    Assignees: Nippon Paper Industries Co., Ltd, API Corporation
    Inventors: Junpei Natsui, Hiroshi Kohama, Mamoru Suga, Yoshimune Aosaki
  • Patent number: 8062993
    Abstract: 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: Grant
    Filed: March 11, 2005
    Date of Patent: November 22, 2011
    Assignees: API Corporation, Nippon Paper Industries Co., Ltd.
    Inventors: Mamoru Suga, Nanako Okamoto, Aya Kato, Takashi Date, Yoshihide Kimura
  • Patent number: 7902282
    Abstract: 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: Grant
    Filed: April 28, 2006
    Date of Patent: March 8, 2011
    Assignee: API Corporation
    Inventors: Wataru Sato, Kumiko Okamoto, Yasuyo Saito, Masahiro Kawashima, Takeshi Kaneda
  • Publication number: 20090280980
    Abstract: 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: Application
    Filed: September 26, 2007
    Publication date: November 12, 2009
    Applicants: Nippon Paper Industries Co., Ltd., API Corporation
    Inventors: Junpei Natsui, Hiroshi Kohama, Mamoru Suga, Yoshimune Aosaki
  • Patent number: 7553481
    Abstract: An underwater antifouling coating composition which contains a metal pyrithione compound and cuprous oxide as an active ingredient, and a compound represented by the general formula (II): (wherein M2 is H, Na, ½Zn or ½Cu) as a stabilizer has high storage stability over long.
    Type: Grant
    Filed: March 14, 2003
    Date of Patent: June 30, 2009
    Assignee: API Corporation
    Inventors: Yasuhiro Kozasa, Yuji Koga