Patents by Inventor Masahiko Tsujii

Masahiko Tsujii 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).

  • Patent number: 8043832
    Abstract: The instant invention provides a method for the differential diagnosis of inflammatory bowel disease which comprises, determining the relative ratio of G0 oligosaccharide represented by formula (I): to G2 oligosaccharide represented by formula (II): wherein G represents galactose, M represents mannose, GN represents N-acetylglucosamine and F represents fucose in serum IgG oligosaccharide fraction obtained from a patient with inflammatory bowel disease or a patient with suspicion of inflammatory bowel disease, and discriminating inflammatory bowel disease based on the obtained ratio.
    Type: Grant
    Filed: May 18, 2007
    Date of Patent: October 25, 2011
    Assignee: Osaka University
    Inventors: Eiji Miyoshi, Hideki Iijima, Shinichiro Shinzaki, Masahiko Tsujii, Norio Hayashi, Takatoshi Nakagawa, Akihiro Kondo, Naoyuki Taniguchi
  • Patent number: 7754887
    Abstract: Process for producing sulfoxide derivatives or salts thereof in the amorphous state, characterized by heat-drying solvated crystals of a sulfoxide derivative or a salt thereof represented by the general formula (I): wherein R1 represents a hydrogen atom, a methoxy group, or a difluoromethoxy group; R2 represents a methyl group or a methoxy group; R3 represents a 3-methoxypropoxy group, a methoxy group, or a 2,2,2-trifluoroethoxy group; R4 represents a hydrogen atom or a methoxy group; and B represents a hydrogen atom, an alkali metal or ½ alkaline earth metal.
    Type: Grant
    Filed: November 13, 2007
    Date of Patent: July 13, 2010
    Assignee: EISAI R&D Management Co., Ltd.
    Inventors: Masahiko Tsujii, Yukio Morita
  • Publication number: 20090186371
    Abstract: The instant invention provides a method for the differential diagnosis of inflammatory bowel disease which comprises, determining the relative ratio of G0 oligosaccharide represented by formula (I): to G2 oligosaccharide represented by formula (II): wherein G represents galactose, M represents mannose, GN represents N-acetylglucosamine and F represents fucose in serum IgG oligosaccharide fraction obtained from a patient with inflammatory bowel disease or a patient with suspicion of inflammatory bowel disease, and discriminating inflammatory bowel disease based on the obtained ratio.
    Type: Application
    Filed: May 18, 2007
    Publication date: July 23, 2009
    Applicant: OSAKA UNIVERSITY
    Inventors: Eiji Miyoshi, Hideki Iijima, Shinichiro Shinzaki, Masahiko Tsujii, Norio Hayashi, Takatoshi Nakagawa, Akihiro Kondo, Naoyuki Taniguchi
  • Publication number: 20080214828
    Abstract: Process for producing sulfoxide derivatives or salts thereof in the amorphous state, characterized by heat-drying solvated crystals of a sulfoxide derivative or a salt thereof represented by the general formula (I): wherein R1 represents a hydrogen atom, a methoxy group, or a difluoromethoxy group; R2 represents a methyl group or a methoxy group; R3 represents a 3-methoxypropoxy group, a methoxy group, or a 2,2,2-trifluoroethoxy group; R4 represents a hydrogen atom or a methoxy group; and B represents a hydrogen atom, an alkali metal or ½ alkaline earth metal.
    Type: Application
    Filed: November 13, 2007
    Publication date: September 4, 2008
    Inventors: Masahiko TSUJII, Yukio Morita
  • Patent number: 7375236
    Abstract: In the present invention, the methods of producing a fluorinated cyclic benzamidine derivative (A), or a salt thereof, comprise the step of reacting a specific novel compound with ammonia or imide. The methods of this invention for producing a morpholine-substituted phenacyl derivative (B), or a salt thereof, comprise reaction of a specific novel compound with morpholine, reaction of the product with a halogenating reagent, and deketalization of the product. The methods of this invention for a producing cyclic benzamidine derivative (C), or a salt thereof, comprise the step of coupling compound (A), or a salt thereof, with compound (B), or a salt thereof, in the presence of an ether or a hydrocarbon.
    Type: Grant
    Filed: August 18, 2005
    Date of Patent: May 20, 2008
    Assignee: Eisai Co., Ltd.
    Inventors: Naoyuki Shimomura, Manabu Sasho, Akio Kayano, Kazuhiro Yoshizawa, Masahiko Tsujii, Hiroshi Kuroda, Ken Furukawa
  • Publication number: 20060178406
    Abstract: A process for producing sulfoxide derivatives or salts thereof in the amorphous state, characterized by heat-drying solvated crystals of a sulfoxide derivative or a salt thereof represented by the general formula (I): wherein R1 represents a hydrogen atom, a methoxy group, or a difluoromethoxy group; R2 represents a methyl group or a methoxy group; R3 represents a 3-methoxypropoxy group, a methoxy group, or a 2,2,2-trifluoroethoxy group; R4 represents a hydrogen atom or a methoxy group; and B represents a hydrogen atom, an alkali metal or ½ alkaline earth metal.
    Type: Application
    Filed: March 17, 2004
    Publication date: August 10, 2006
    Inventors: Masahiko Tsujii, Yukio Morita
  • Patent number: 7084268
    Abstract: The present invention provides carbapenem hydrochloride trihydrate crystals, which are chemically stable, easily purified and useful as antimicrobial agents, a process for producing them, and a powdery charged preparation for injection containing them. That is, it provides carbapenem hydrochloride trihydrate crystals having a powdery X-ray diffraction pattern containing lattice distances (d) of 9.0, 4.1 and 2.8 ?, a process for producing them, and a powdery charged preparation for injection containing them.
    Type: Grant
    Filed: June 5, 2000
    Date of Patent: August 1, 2006
    Assignee: Eisai Co., Ltd.
    Inventors: Hiroyuki Chiba, Masahiko Tsujii, Astsushi Koiwa, Shin Sakurai, Akio Kayano, Hiroyuki Ishizuka, Hiroyuki Saito, Taiju Nakamura, Ikuo Kushida, Yasuyuki Suzuki, Takako Yoshiba, Kazuhide Ashizawa, Masahiro Sakurai, Eiichi Yamamoto
  • Publication number: 20060058370
    Abstract: In the present invention, the methods of producing a fluorinated cyclic benzamidine derivative (A), or a salt thereof, comprise the step of reacting a specific novel compound with ammonia or imide. The methods of this invention for producing a morpholine-substituted phenacyl derivative (B), or a salt thereof, comprise reaction of a specific novel compound with morpholine, reaction of the product with a halogenating reagent, and deketalization of the product. The methods of this invention for a producing cyclic benzamidine derivative (C), or a salt thereof, comprise the step of coupling compound (A), or a salt thereof, with compound (B), or a salt thereof, in the presence of an ether or a hydrocarbon.
    Type: Application
    Filed: August 18, 2005
    Publication date: March 16, 2006
    Applicant: Eisai Co., Ltd.
    Inventors: Naoyuki Shimomura, Manabu Sasho, Akio Kayano, Kazuhiro Yoshizawa, Masahiko Tsujii, Hiroshi Kuroda, Ken Furukawa
  • Publication number: 20060040916
    Abstract: The present invention provides carbapenem hydrochloride trihydrate crystals, which are chemically stable, easily purified and useful as antimicrobial agents, a process for producing them, and a powdery charged preparation for injection containing them. That is, it provides carbapenem hydrochloride trihydrate crystals having a powdery X-ray diffraction pattern containing lattice distances (d) of 9.0, 4.1 and 2.8 ?, a process for producing them, and a powdery charged preparation for injection containing them.
    Type: Application
    Filed: October 26, 2005
    Publication date: February 23, 2006
    Inventors: Hiroyuki Chiba, Masahiko Tsujii, Astsushi Koiwa, Shin Sakurai, Akio Kayano, Hiroyuki Ishizuka, Hiroyuki Saito, Taiju Nakamura, Ikuo Kushida, Yasuyuki Suzuki, Takako Yoshiba, Kazuhide Ashizawa, Masahiro Sakurai, Eiichi Yamamoto
  • Patent number: 6545024
    Abstract: The present invention provides acetone complexes of sulfoxide compounds, useful as medicines such as inhibitors of gastric acid secretion and anti-ulcer agents or as intermediates for production of medicines, a process for producing the same and a purification method of using the same. Namely, it is the acetone complexes of sulfoxide compounds or of pharmaceutically acceptable salts thereof represented by the following formula: (wherein R1 represents a hydrogen atom, a methoxy group or a difluoromethoxy group, R2 represents a methyl group or a methoxy group, R3 represents a 3-methoxypropoxy group, a methoxy group or a 2,2,2-trifluoroethoxy group, R4represents a hydrogen atom or a methyl group, n and m independently represent an integer of 1 to 4, and B represents a hydrogen atom, an alkali metal atom or ½ alkaline earth metal atom), which are obtained by treating the sulfoxide compounds or pharmaceutically acceptable salts thereof with acetone.
    Type: Grant
    Filed: October 17, 2000
    Date of Patent: April 8, 2003
    Assignee: Eisai Co., Ltd.
    Inventors: Masahiko Tsujii, Nobuo Niikawa, Keizo Takayanagi, Shigeharu Nochi
  • Patent number: 6180652
    Abstract: The present invention provides acetone complexes of sulfoxide compounds, useful as medicines such as inhibitors of gastric acid secretion and anti-ulcer agents or as intermediates for production of medicines, a process for producing the same and a purification method of using the same. Namely, it is the acetone complexes of sulfoxide compounds or of pharmaceutically acceptable salts thereof represented by the following formula: (wherein R1 represents a hydrogen atom, a methoxy group or a difluoromethoxy group, R2 represents a methyl group or a methoxy group, R3 represents a 3-methoxypropoxy group, a methoxy group or a 2,2,2-trifluoroethoxy group, R4 represents a hydrogen atom or a methyl group, n and m independently represent an integer of 1 to 4, and B represents a hydrogen atom, an alkali metal atom or ½ alkaline earth metal atom), which are obtained by treating the sulfoxide compounds or pharmaceutically acceptable salts thereof with acetone.
    Type: Grant
    Filed: November 3, 1999
    Date of Patent: January 30, 2001
    Assignee: Eisai Co., Ltd.
    Inventors: Masahiko Tsujii, Nobuo Niikawa, Keizo Takayanagi, Shigeharu Nochi
  • Patent number: 5665888
    Abstract: Described is a protected aminothiazolylacetic acid derivative represented by the following formula (I): ##STR1## wherein A represents a nitrogen atom or a methine group, R.sup.1 and R.sup.2 may be the same or different and individually represent a hydrogen atom, a lower alkyl group or a substituted or unsubstituted aryl group, R.sup.3 represents a lower alkoxy group, a halogenated lower alkoxy group, a triphenylmethoxy group, a lower alkyl group or an acyloxy group, and R.sup.4 represents a halogen atom, a hydroxy group, a lower alkoxy group or a substituted or unsubstituted amino group; and salts thereof; as well as processes for the preparation thereof. The protected aminothaizolylacetic acid derivative according to the present invention is an useful intermediate for introducing a 2-(2-aminothiazol-4-yl)-2-alkoxyiminoacetyl group or a 2-(2-aminotiazol-4-yl)-2-alkenoyl group into a cephem skeleton.
    Type: Grant
    Filed: March 28, 1995
    Date of Patent: September 9, 1997
    Assignee: Eisai Chemical Co., Ltd.
    Inventors: Yoshio Urawa, Akihiko Shimotani, Takeo Kanai, Masahiko Tsujii
  • Patent number: 5650518
    Abstract: Described is a protected aminothiazolylacetic acid derivative represented by the following formula (I): ##STR1## wherein A represents a nitrogen atom or a methine group, R.sup.1 and R.sup.2 may be the same or different and individually represent a hydrogen atom, a lower alkyl group or a substituted or unsubstituted aryl group, R.sup.3 represents a lower alkoxy group, a halogenated lower alkoxy group, a triphenylmethoxy group, a lower alkyl group or an acyloxy group, and R.sup.4 represents a halogen atom, a hydroxy group, a lower alkoxy group or a substituted or unsubstituted amino group; and salts thereof; as well as processes for the preparation thereof. The protected aminothaizolylacetic acid derivative according to the present invention is an useful intermediate for introducing a 2-(2-aminothiazol-4-yl)-2-alkoxyiminoacetyl group or a 2-(2-aminotiazol-4-yl)-2-alkenoyl group into a cephem skeleton.
    Type: Grant
    Filed: January 25, 1996
    Date of Patent: July 22, 1997
    Assignee: Eisai Chemical Co., Ltd.
    Inventors: Yoshio Urawa, Akihiko Shimotani, Takeo Kanai, Masahiko Tsujii
  • Patent number: 5631378
    Abstract: Described is a protected aminothiazolylacetic acid derivative represented by the following formula (I): ##STR1## wherein A represents a nitrogen atom or a methine group, R.sup.1 and R.sup.2 may be the same or different and individually represent a hydrogen atom, a lower alkyl group or a substituted or unsubstituted aryl group, R.sup.3 represents a lower alkoxy group, a halogenated lower alkoxy group, a triphenylmethoxy group, a lower alkyl group or an acyloxy group, and R.sup.4 represents a halogen atom, a hydroxy group, a lower alkoxy group or a substituted or unsubstituted amino group; and salts thereof; as well as processes for the preparation thereof. The protected aminothaizolylacetic acid derivative according to the present invention is an useful intermediate for introducing a 2-(2-aminothiazol-4-yl)-2-alkoxyiminoacetyl group or a 2-(2-aminotiazol-4-yl)-2-alkenoyl group into a cephem skeleton.
    Type: Grant
    Filed: January 25, 1996
    Date of Patent: May 20, 1997
    Assignee: Eisai Chemical Co., Ltd.
    Inventors: Yoshio Urawa, Akihiko Shimotani, Takeo Kanai, Masahiko Tsujii
  • Patent number: 5547580
    Abstract: Disclosed herein is a purification method of a crude product by column chromatography on silica gel or on a vinyl alcohol copolymer. Methanol-containing n-hexane and/or n-hexane-containing methanol is used as an eluent to elute the crude product, thereby obtaining an intended product with high purity and good yield. The solvents recovered from the effluent can be regenerated without any trouble such as rectification and a great cost by mixing them under stirring and then separating the resulting upper and lower layer from each other. The column used can also be reused again and again by washing with methanol. The separation and purification method is excellent in separation efficiency, operation efficiency and economical efficiency.
    Type: Grant
    Filed: March 22, 1995
    Date of Patent: August 20, 1996
    Assignee: Eisai Chemical Co., Ltd.
    Inventors: Masahiko Tsujii, Hirofumi Kuroda, Yoshikazu Furusawa, Katsuhiko Hirota
  • Patent number: 4533494
    Abstract: Purified secretin is obtained by subjecting crude secretin to reversed-phase high-performance liquid chromatography using, as an eluant, a solvent mixture of an acid or salt thereof and an organic solvent.
    Type: Grant
    Filed: February 10, 1983
    Date of Patent: August 6, 1985
    Assignee: Eisai Co., Ltd.
    Inventors: Mikio Uchiyama, Takashi Sato, Hiroshi Yoshino, Yutaka Tsuchiya, Masayuki Konishi, Masahiko Tsujii, Yoshihiko Hisatake, Atsushi Koiwa
  • Patent number: 4407745
    Abstract: A heptacosapeptide having the following structural formula:Boc-His(Boc)-Ser(Bu.sup.t)-Asp(OBu.sup.t)-Gly-Thr(Bu.sup.t)-Phe-Thr(Bu.sup. t)-Ser(Bu.sup.t)-Glu(OBu.sup.t)-Leu-Ser(Bu.sup.t)-Arg(X)-Leu-Arg(X)-Asp(OBu .sup.t)-Ser(Bu.sup.t)-Ala-Arg(X)-Leu-Gln-Arg(X)-Leu-Leu-Gln-Gly-Leu-Val-NH. sub.2,in which X is a group having the formula: ##STR1## where R is an alkyl or alkoxy and m is an integer of 1 to 3, provided that R's may be the same or different in case m is 2 or 3. The heptacosapeptide may be converted to a secretin.
    Type: Grant
    Filed: September 10, 1981
    Date of Patent: October 4, 1983
    Assignee: Eisai Co., Ltd.
    Inventors: Mikio Uchiyama, Takashi Sato, Hiroshi Yoshino, Yutaka Tsuchiya, Masayuki Konishi, Masahiko Tsujii, Yoshihiko Hisatake, Atsushi Koiwa