Patents by Inventor Shizumasa Kijima

Shizumasa Kijima 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: 4130659
    Abstract: A polyprenyl carboxylic acid compound represented by the following general formula: ##STR1## wherein R stands for a hydrogen atom or an alkyl, alkenyl, cycloalkyl or aryl group, and n is an integer of 6 to 11. This compound is effective to treat hypertension of warm blooded animals.
    Type: Grant
    Filed: May 8, 1978
    Date of Patent: December 19, 1978
    Assignee: Eisai Co., Ltd.
    Inventors: Shizumasa Kijima, Toshiji Igarashi, Isao Yamatsu, Kimio Hamamura, Yoshikage Nakajima, Norio Minami, Youji Yamagishi, Yuithi Inai
  • Patent number: 4130648
    Abstract: Novel 5-fluorouracil derivatives of the general formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 each represent hydrogen atom or methyl group, and R.sub.4 represents a straight or branched alkyl or alkenyl group, which has low toxicity and improved antitumor activity, and novel antitumor preparations containing the said 5-fluorouracil derivative.
    Type: Grant
    Filed: December 14, 1977
    Date of Patent: December 19, 1978
    Assignee: Eisai Co., Ltd.
    Inventors: Shizumasa Kijima, Hiroshi Shionoya, Kimio Hamamura, Haruyoshi Arai, Nozomu Koyanagi
  • Patent number: 4107193
    Abstract: A polyprenyl carboxylic acid compound represented by the following general formula: ##STR1## wherein R stands for a hydrogen atom or an alkyl, alkenyl, cycloalkyl or aryl group, and n is an integer of 6 to 11. This compound is effective to treat hypertension of warm blooded animals.
    Type: Grant
    Filed: May 13, 1977
    Date of Patent: August 15, 1978
    Assignee: Eisai Co., Ltd.
    Inventors: Shizumasa Kijima, Toshiji Igarashi, Isao Yamatsu, Kimio Hamamura, Yoshikage Nakajima, Norio Minami, Youji Yamagishi, Yuithi Inai
  • Patent number: 4062879
    Abstract: A process for synthesizing 2,3-dimethoxy-5-methyl-6-substituted-1,4-benzoquinones having the formula: ##STR1## wherein R is ##STR2## in which n is an integer of 0 to 9, and A and B are hydrogens or taken together form a valence bond,In which 2-methyl-4,5,6-trimethoxyphenol is reacted with boric acid or a reactive derivative thereof to obtain a 2-methyl-4,5,6-trimethoxyphenol ester of boric acid, reacting the resulting ester with an n-prenol or iso-prenol having the formula: ##STR3## wherein R is as defined above, OR A REACTIVE DERIVATIVE OF SAID N- OR ISO-PRENOL, IN THE PRESENCE OF A SILICA-ALUMINA COMPOUND, TO OBTAIN A 2-METHYL-3-SUBSTITUTED-4,5,6-TRIMETHOXYPHENOL ESTER OF BORIC ACID, AND HYDROLYZING THE THUS-OBTAINED ESTER AND TREATING THE RESULTING 2-METHYL-3-SUBSTITUTED 4,5,6-TRIMETHOXYPHENOL HAVING THE FORMULA: ##STR4## wherein R is as defined above, with an oxidant.
    Type: Grant
    Filed: September 22, 1976
    Date of Patent: December 13, 1977
    Assignee: Eisai Co., Ltd.
    Inventors: Shizumasa Kijima, Isao Yamatsu, Norio Minami, Yuichi Inai
  • Patent number: 4061660
    Abstract: A process for the synthesis of 2,3-dimethoxy-5-methyl-6-substituted-1,4-benzoquinones having the formula: ##STR1## wherein R is ##STR2## in which n is an integer of 0 to 9, and A and B are hydrogens or A--B is a direct valence bond between the carbon atoms to which they are attached,Characterized by reacting 2-methyl-4,5,6-trimethoxyphenol with an aryl boronic acid, a lower alkyl boronic acid or an acid anhydride thereof to obtain a 2-methyl-4,5,6-trimethoxyphenol ester of boric acid, reacting the resulting ester with an n-prenol or iso-prenol having the formula: ##STR3## wherein R is as defined above, OR A REACTIVE DERIVATIVE OF SAID N- OR ISO-PRENOL, IN THE PRESENCE OF A SILICA-ALUMINA COMPOUND, TO OBTAIN A 2-METHYL-3-SUBSTITUTED-4,5,6-TRIMETHOXYPHENOL ESTER OF BORIC ACID, AND HYDROLYZING THE THUS-OBTAINED ESTER AND TREATING THE RESULTING 2-METHYL-3-SUBSTITUTED-4,5,6-TRIMETHOXYPHENOL HAVING THE FORMULA: ##STR4## wherein R is as defined above, WITH AN OXIDIZING AGENT.
    Type: Grant
    Filed: September 22, 1976
    Date of Patent: December 6, 1977
    Assignee: Eisai Co., Ltd.
    Inventors: Shizumasa Kijima, Isao Yamatsu, Norio Minami, Yuichi Inai
  • Patent number: 4057568
    Abstract: 2,3-DIMETHOXY-5-METHYL-6-SUBSTITUTED-1,4-BENZOQUINONE HAVING THE FORMULA: ##STR1## in which S is an integer of 0 to 11 and A and B stand for hydrogen or may form a direct bond,Is prepared by reacting boric acid ester of 2,3-dimethoxy-5-methyl-1,4-benzohydroquinone with prenol or isoprenol having the above group R and subsequently reacting the resulting borate with a mild oxidant. The compound is useful as coenzyme Q and has various clinical effects.
    Type: Grant
    Filed: September 22, 1976
    Date of Patent: November 8, 1977
    Assignee: Eisai Co., Ltd.
    Inventors: Shizumasa Kijima, Isao Yamatu, Kimio Hamamura, Norio Minami, Youji Yamagishi, Yuichi Inai
  • Patent number: 4039573
    Abstract: 2,3-DIMETHOXY-5-SUBSTITUTED-6-METHYL-1,4-BENZOHYDROQUINONE OR 1-MONOESTER THEREOF IS PREPARED BY REACTING 2,3-DIMETHOXY-6-METHYL-1,4-BENZOHYDROQUINONE OR 1-MONOACYLESTER THEREOF WITH PRENOL, ISOPRENOL OR DERIVATIVES THEREOF IN THE PRESENCE OF AN ACIDIC CATALYST FOR CONDENSATION WHICH IS ADSORBED ON AN ADSORBENT. This obtained compound is easily converted to quinone compounds which produces many clinical effects in medical and pharmaceutical uses.
    Type: Grant
    Filed: October 9, 1975
    Date of Patent: August 2, 1977
    Assignee: Eisai Co., Ltd.
    Inventors: Shizumasa Kijima, Isao Yamatsu, Kimio Hamamura, Norio Minami, Youji Yamagishi, Yuichi Inai
  • Patent number: 3998858
    Abstract: 2,3-DIMETHOXY-5-METHYL-6-SUBSTITUTED-1,4-BENZOQUINONE HAVING THE FORMULA: ##STR1## in which R is ##STR2## in which S is an integer of 0 to 11 and A and B stand for hydrogen or may form a direct bond, is prepared by reacting a boric acid ester of 2,3-dimethoxy-5-methyl-1,4-benzohydroquinone with prenol or isoprenol having the above group R and subsequently reacting the resulting borate with a mild oxidant. The compound is useful as coenzyme Q and has various clinical effects.
    Type: Grant
    Filed: December 12, 1975
    Date of Patent: December 21, 1976
    Assignee: Eisai Co., Ltd.
    Inventors: Shizumasa Kijima, Isao Yamatu, Kimio Hamamura, Norio Minami, Youji Yamagishi, Yuichi Inai