Patents Assigned to Hamari Chemicals, LTD
  • Patent number: 9695112
    Abstract: Objects of the present invention are to provide an industrially applicable method for producing an optically active ?-amino acid in high yield and in a highly enantioselective manner, to provide a simple production method of an optically active ?,?-disubstituted ?-amino acid, and to provide an intermediate useful for the above production methods of an optically active ?-amino acid and an optically active ?,?-disubstituted ?-amino acid. The present invention provides a production method of an optically active ?-amino acid or a salt thereof, the production method comprising introducing a substituent into the ? carbon in the ?-amino acid moiety of a metal complex represented by the following Formula (1): by an alkylation reaction, an aldol reaction, the Michael reaction, or the Mannich reaction, and releasing an optically pure ?-amino acid enantiomer or a salt thereof by acid decomposition of the metal complex.
    Type: Grant
    Filed: March 27, 2014
    Date of Patent: July 4, 2017
    Assignee: HAMARI CHEMICALS, LTD.
    Inventors: Hiroki Moriwaki, Aki Kawashima, Ryosuke Takeda, Akie Kawamura, Vadim A. Soloshonok
  • Patent number: 9688612
    Abstract: An object of the present invention is to provide a method for producing an optically active amino acid in high yield and in a highly enantioselective manner, which method has fewer restrictions on the material that can be used as the substrate, and to provide, among others, a compound useful as a chiral auxiliary for the method.
    Type: Grant
    Filed: December 17, 2013
    Date of Patent: June 27, 2017
    Assignee: HAMARI CHEMICALS, LTD.
    Inventors: Hiroki Moriwaki, Ryosuke Takeda, Akie Kawamura, Aki Kawashima, Vadim A. Soloshonok
  • Publication number: 20150321994
    Abstract: An object of the present invention is to provide a method for producing an optically active amino acid in high yield and in a highly enantioselective manner, which method has fewer restrictions on the material that can be used as the substrate, and to provide, among others, a compound useful as a chiral auxiliary for the method.
    Type: Application
    Filed: December 17, 2013
    Publication date: November 12, 2015
    Applicant: Hamari Chemicals, Ltd. 4-29
    Inventors: Hiroki MORIWAKI, Ryosuke TAKEDA, Akie KAWAMURA, Aki KAWASHIMA, Vadim A. SOLOSHONOK
  • Patent number: 9174899
    Abstract: A method is provided for producing optically active alcohols from ketones by reducing a ketone in the presence of an iridium(III) complex having a chiral prolinamide compound as a ligand.
    Type: Grant
    Filed: October 24, 2012
    Date of Patent: November 3, 2015
    Assignee: HAMARI CHEMICALS, LTD.
    Inventors: Sadayuki Maeda, Tatsunori Sato
  • Patent number: 9108986
    Abstract: Provided are a novel chiral iridium(III) complex; and a method for producing optically active 2-substituted-1,2,3,4-tetrahydroquinolines from 2-substituted-quinolines with the use of the chiral iridium(III) complex through a more economical and easy production process.
    Type: Grant
    Filed: July 13, 2012
    Date of Patent: August 18, 2015
    Assignee: HAMARI CHEMICALS, LTD.
    Inventors: Sadayuki Maeda, Tatsunori Sato, Yasuhiko Kawano, Toshio Miyawaki
  • Publication number: 20140228572
    Abstract: Provided are a novel chiral iridium(III) complex; and a method for producing optically active 2-substituted-1,2,3,4-tetrahydroquinolines from 2-substituted-quinolines with the use of the chiral iridium(III) complex through a more economical and easy production process.
    Type: Application
    Filed: July 13, 2012
    Publication date: August 14, 2014
    Applicant: HAMARI CHEMICALS, LTD.
    Inventors: Sadayuki Maeda, Tatsunori Sato, Yasuhiko Kawano, Toshio Miyawaki
  • Patent number: 8445669
    Abstract: The present invention provides a process for producing 2?,3?-didehydro-3?-deoxy-4?-ethynylthymidine, which is useful as a medicine, in an efficient and industrially advantageous manner, and more specifically, provides a process for producing 2?,3?-didehydro-3?-deoxy-4?-ethynylthymidine as shown below. (wherein R1 and R2 independently represent a protective group for a hydroxy group, or R1 and R2 together form a protective group for two hydroxy groups, R3 and R4 independently represent a protective group for a hydroxy group, R5 represents a protective group for a hydroxy group, R6 represents a protective group for a hydroxy group, X represents a leaving group, and Y represents a halogen atom.
    Type: Grant
    Filed: April 10, 2009
    Date of Patent: May 21, 2013
    Assignee: Hamari Chemicals, Ltd.
    Inventors: Tatsunori Sato, Tetsuya Kawashima, Toshio Miwa, Kazutoyo Dokei, Chikoto Fujimoto
  • Patent number: 8222452
    Abstract: The present invention provides a method for producing chiral amines, comprising asymmetric transfer hydrogenation of imine compounds in the presence of a hydrogen donor compound and an iridium(III) complex having a chiral prolinamide compound as a ligand. The present invention is useful for production of chiral amines in an efficient manner in terms of their optical and chemical yields.
    Type: Grant
    Filed: June 30, 2008
    Date of Patent: July 17, 2012
    Assignee: Hamari Chemicals, Ltd.
    Inventor: Sadayuki Maeda
  • Publication number: 20110207926
    Abstract: A compound represented by formula (1), a tautomer thereof, or a salt of the compound or tautomer, which is useful as a bactericide/disinfectant. In the formula, R1 represents a hydrogen atom, an optionally substituted alkyl group or the like, R2 represents a hydrogen atom or an optionally substituted alkyl group, or alternatively R1 and R2 may combine together with an adjacent nitrogen atom to form an optionally substituted nitrogen-containing heterocyclic group; R4 represents a hydrogen atom or an optionally substituted alkyl group; R3 represents an optionally substituted alkyl group; and R5 and R6 each represents a hydrogen atom or a methyl group, excluding a compound wherein both R2 and R4 represent a hydrogen atom and a compound wherein both R1 and R4 represent a hydrogen atom are excluded.
    Type: Application
    Filed: August 24, 2009
    Publication date: August 25, 2011
    Applicant: HAMARI CHEMICALS, LTD.
    Inventors: Shirou Maeda, Akihisa Maeda
  • Patent number: 7622469
    Abstract: The present invention relates to an antibacterial agent, which comprises, as an active ingredient, a compound represented by the following general formula (1): or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: December 16, 2003
    Date of Patent: November 24, 2009
    Assignee: Hamari Chemicals, Ltd.
    Inventors: Shirou Maeda, Toshiko Kita, Kanji Meguro
  • Patent number: 6358999
    Abstract: A new use of a zinc tranexamate compound in the treatment of diabetes is disclosed. Oral administration of the compound adequately slows down absorption of glucose from digestive tracts by inhibiting &agr;-glucosidase in vivo. The zinc tranexamate compound is also effective in the treatment of insulin-resistant type II diabetes.
    Type: Grant
    Filed: March 7, 2001
    Date of Patent: March 19, 2002
    Assignee: Hamari Chemicals, LTD
    Inventors: Hajime Fujimura, Masakatsu Nozaki, Shun-ichi Tanaka, Reiko Natsuki
  • Patent number: 5238931
    Abstract: An agent for the prevention and treatment of inflammatory bowel disease (IBD) containing at least one of zinc L-carnosine salts and complexes as an active ingredient. A use of the zinc L-carnosine salts or complexes and a therapeutic method of IBD by using the same are also disclosed.
    Type: Grant
    Filed: July 5, 1991
    Date of Patent: August 24, 1993
    Assignees: Zeria Pharmaceutical Co., Ltd., Hamari Chemicals, Ltd.
    Inventors: Toshikazu Yoshikawa, Tomoyuki Yoneda, Yasuhiro Nishimura
  • Patent number: 5055469
    Abstract: There are provided quaternary ammonium compounds of the formula: ##STR1## wherein R.sub.1 and R.sub.2, each independently represents a hydrogen atom, a C.sub.1 to C.sub.8 lower alkyl or alkenyl group, or C.sub.3 to C.sub.8 lower cycloalkyl, cycloalkenyl, aralkyl or aryl group; or R.sub.1 and R.sub.2 combine with each other in combination with the adjacent N and carbon atoms or further with at least one of nitrogen, oxygen and sulfur atoms to represent a 3- to 8- membered heterocyclic ring group: R.sub.3, R.sub.4 and R.sub.5, each independently represents a C.sub.1 to C.sub.8 lower alkyl or alkenyl group, C.sub.3 to C.sub.8 lower cycloalkyl, cycloalkenyl, aralkyl or aryl group; or either two of R.sub.3, R.sub.4 and R.sub.5 combine with each other in combination with the adjacent N and carbon atoms or further with at least one of nitrogen, oxygen and sulfur atoms to represent a 3- or 8-membered heterocyclic ring group, with the remaining being the same as defined in the above; or R.sub.3, R.sub.4 and R.sub.
    Type: Grant
    Filed: August 15, 1989
    Date of Patent: October 8, 1991
    Assignee: Hamari Chemicals, Ltd.
    Inventors: Naomichi Mitsumori, Yasuhiro Nishimura, Keiko Yokota, Shiro Okuno, Motoko Suzuki
  • Patent number: 4981846
    Abstract: A novel crystalline L-carnosine zinc complex is produced by reacting L-carnosine, a zinc salt and an alkali metal compound in an anhydrous or hydrous polar organic solvent.The crystalline L-carnosine zinc complex substantially corresponds to the formula C.sub.9 H.sub.12 N.sub.4 O.sub.3 Zn and has physical properties clearly different from the known amorphous L-carnosine zinc complex.As compared with the amorphous complex, the crystalline complex is very low in impurity, stable to heat and moisture, and easy to filtrate, and has higher anti-ulcer activity.
    Type: Grant
    Filed: July 20, 1988
    Date of Patent: January 1, 1991
    Assignee: Hamari Chemicals, Ltd.
    Inventors: Takefumi Matsukura, Tamiko Takahashi, Yasuhiro Nishimura, Masahiro Takaya, Hajime Fujimura
  • Patent number: 4965064
    Abstract: Novel pheophorbide derivatives of the general formula: ##STR1## [wherein Z is O or NH; n is an integer of 1 to 6; Y is NR'R" or ##STR2## wherein R', R" and R'" are the same or different or each represents a C.sub.1 to C.sub.4 lower alkyl group; X.sup.- is a halogen or organic acid ion); R.sub.1 is an ethenyl group; C.sub.1 to C.sub.4 lower alkyl group or ##STR3## (wherein m is an integer of 0 to 6; R.sub.6 is H or a C.sub.1 to C.sub.4 lower alkyl group); R.sub.2 is CH.sub.3, CHO or CH.sub.2 OH; either of R.sub.3 and R.sub.4 is H, with the other being OH, or both of them combine to represent .dbd.O; R.sub.5 is H or CO.sub.2 CH.sub.3) are provided.When administered to a cancer-carrying animal, the derivatives accumulate specifically in cancer tissues and emit characteristic fluorescent spectrum under irradiation of light, which enables one to detect the cancer tissues.
    Type: Grant
    Filed: December 15, 1988
    Date of Patent: October 23, 1990
    Assignee: Hamari Chemicals, Ltd.
    Inventors: Michito Karasawa, Mari Uchimoto, Hirofumi Kawabe, Takuzo Otani, Katsuo Aizawa
  • Patent number: 4950667
    Abstract: There are provided acetamide compounds represented by the following formula; ##STR1## wherein R.sub.1 and R.sub.2 each independently represents a hydrogen atom, a C.sub.1 to C.sub.6 straight- or branched-chain alkyl or alkenyl group, a C.sub.3 to C.sub.6 cycloalkyl or cycloalkenyl group, or a C.sub.6 to C.sub.10 aromatic group; or R.sub.1 and R.sub.2 combine with each other in combination with the adjacent N and carbon atoms or further with at least one of nitrogen, oxygen and sulfur atoms to represent a 5- to 6-membered heterocyclic ring group; R.sub.3 represents hydrogen atom, a C.sub.1 to C.sub.6 straight- or branched-chain alkyl or alkenyl group, a C.sub.3 to C.sub.6 cycloalkyl or cycloalkenyl group, a halogen atom, a C.sub.1 to C.sub.6 straight- or branched-chain alkyloxy group, or a C.sub.3 to C.sub.6 cycloalkyloxy or cycloalkenyloxy group; and n is an integer of 1 to 4, and their pharmaceutically acceptable salts.
    Type: Grant
    Filed: August 16, 1989
    Date of Patent: August 21, 1990
    Assignee: Hamari Chemicals, Ltd.
    Inventors: Naomichi Mitsumori, Yasuhiro Nishimura, Katsuhiro Ibata, Shiro Okuno, Motoko Suzuki
  • Patent number: 4927817
    Abstract: A new preventive and therapeutic agent given by oral administration containing carnosine zinc salt as the effective component and, effective against alcoholic liver disorder, viral hepatitis or liver disorders caused by drugs, toxicants, radiation, etc.
    Type: Grant
    Filed: December 27, 1988
    Date of Patent: May 22, 1990
    Assignees: Zeria Pharmaceutical Co., Ltd., Hamari Chemicals, Ltd.
    Inventors: Tetsuya Inagaki, Eijiro Tagashira, Masahiro Takaya, Yasuhiro Nishimura
  • Patent number: 4868312
    Abstract: N.sup..epsilon. -Trifluoroacetyl-L-lysyl-L-proline.D-10-camphorsulfonic acid salt is produced in very high purity by reacting N.sup..epsilon. -trifluoroacetyl-L-lysyl-L-proline with D-10-camphorsulfonic acid in a suitable solvent, followed by crystallization from the reaction mixture.The salt is extremely stable at a temperature of working ambience as compared with other salts of N.sup..epsilon. -trifluoroacetyl-L-lysyl-L-proline including known dicyclohexylamine salt of the same.
    Type: Grant
    Filed: May 26, 1988
    Date of Patent: September 19, 1989
    Assignee: Hamari Chemicals Ltd.
    Inventors: Sadayuki Maeda, Usao Nakamura, Makoto Sakanaka
  • Patent number: 4772681
    Abstract: Novel porphyrin derivatives of the general formula: ##STR1## wherein R.sub.1 each independently denotes a hydrogen, a C.sub.1 -C.sub.4 alkyl group or an ethenyl group, and R.sub.2 each independently denotes COZ(C.sub.m H.sub.2m)Q, COZCH(C.sub.m H.sub.2m Q).sub.2, --CH.sub.2 --Q [wherein Z is O, S or NH, m is an integer of 1 to 23, and Q is a di-(C.sub.1 -C.sub.4 alkyl)amino group or tri-(C.sub.1 -C.sub.4 alkyl)ammonium halide group] or ##STR2## (wherein X is a halogen); or R.sub.1 each independently denotes --C.sub.2 H.sub.4 --Q (wherein Q is the same as defined above), ##STR3## (wherein X is the same as defined above), and R.sub.2 each independently denotes a carboxyl group or a C.sub.1 -C.sub.4 alkoxycarbonyl group, and the production thereof are described. The quarternary ammonium salt type of the above compounds exhibit affinity and photosensitizing activity for cancer cells and can be employed for diagnosing and treating cancer under irradiation of laser light.
    Type: Grant
    Filed: January 15, 1987
    Date of Patent: September 20, 1988
    Assignee: Hamari Chemicals, Ltd.
    Inventors: Yozo Fukuda, Takuzo Otani, Haruo Yamada, Michikazu Sawada, Katsuo Aizawa, Mari Uchimoto, Michito Karasawa
  • Patent number: 4670607
    Abstract: A 2-(substituted aryl)propionaldehyde of the formula, ##STR1## (wherein Ar denotes ##STR2## is produced in high yield by reacting a methyl (substituted aryl) ketone of the formula ##STR3## with phenyldimethylsulfonium methylsulfate of the formula, ##STR4## in the presence of alkali metal hydroxide to obtain a reaction mixture containing 2-(substituted aryl)1,2-epoxypropane of the formula, ##STR5## and thioanisole, and subjecting the reaction mixture to contact with anhydrous MgCl.sub.2. The propionaldehyde compound is also produced in high yield by contacting the epoxypropane compound with anhydrous MgCl.sub.2 in the presence of a soft nucleophile such as a sulfide, a thiol and a phosphine.
    Type: Grant
    Filed: May 16, 1986
    Date of Patent: June 2, 1987
    Assignee: Hamari Chemicals, Ltd.
    Inventors: Sadayuki Maeda, Yasutaka Shinoo, Shinji Takenaka, Susumu Arashida, Iwao Shimizu