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: 5245060
    Abstract: A terpene derivative represented by the general formula (I): ##STR1## wherein R.sup.1 represents a lower alkyl group; R.sup.2 represents an alkyl group, a cycloalkyl group, a cycloalkylalkyl group, an aryl group, an arylalkyl group or a heteroaryl group; n is 0 or 1 or 2; and the symbol " " represents a single or double bond with the proviso that both of the linkages adjacent to each other are not simultaneously single bonds or double bonds which are useful for the preparation of drug, food, perfume and so on, and a process for preparing thereof.
    Type: Grant
    Filed: March 12, 1992
    Date of Patent: September 14, 1993
    Assignee: Eisai Co. Ltd.
    Inventors: Kimio Hamamura, Yoshio Urawa, Yukio Narabe, Yoshihiko Hisatake, Shizumasa Kijima
  • Patent number: 5104996
    Abstract: 2,3,5-trimethyl-benzoquinone is produced by oxidizing 2,3,6-trimethyl-phenol in the presence of a catalyst of cupric chloride and lithium chloride in a solvent mixture of an aromatic hydrocarbon and a lower aliphatic alcohol having 1 to 4 carbon atoms.
    Type: Grant
    Filed: May 11, 1988
    Date of Patent: April 14, 1992
    Assignee: Eisai Co., Ltd.
    Inventors: Noriyasu Hirose, Kimio Hamamura, Yuichi Inai, Kiiti Ema, Takashi Banba, Shizumasa Kijima
  • Patent number: 5102895
    Abstract: The novel vitamin E derivative provides an excellent antihyperlipemic effect and is defined by the formula (I): ##STR1## wherein R represents a nicotinoyl group; and m is an integer of from 2 to 5 while n is an integer of from 3 to 6, provided that n is larger than m.
    Type: Grant
    Filed: December 31, 1990
    Date of Patent: April 7, 1992
    Assignee: Eisai Co., Ltd.
    Inventors: Noriyasu Hirose, Kimio Hamamura, Takaharu Nakamura, Kiiti Ema, Takashi Banba, Tetsuya Nakamura, Hidetoshi Kawashima, Yuuichi Inai, Noritoshi Sano, Yuko Miyauchi, Shizumasa Kijima
  • Patent number: 5073659
    Abstract: A terpene compound having the formula (III) is produced by reacting an allylic halide having the formula (I) with a Grignard reagent having the formula (II) in the presence of anhydrous zinc chloride and a copper compound or an organic zinc halide compound having the formula (IV) in the presence of a copper compound, provided that when A-A is C-C, R' is hydrogen and when A-A is C=C, X is chlorine.
    Type: Grant
    Filed: August 10, 1990
    Date of Patent: December 17, 1991
    Assignee: Eisai Co., Ltd.
    Inventors: Kichisaburo Hamamura, Yutaka Ohnuki, Yukio Narabe, Yoshihiro Hisatake, Takashi Banba, Shizumasa Kijima
  • Patent number: 4613571
    Abstract: There are disclosed polyprenyl sulfone derivatives of the general formula: ##STR1## wherein n represents an integer of 1-4, R.sub.1 represents an aryl group d R.sub.2 represents a hydroxymethyl or carboxyl group. The polyprenyl sulfone derivatives are prepared by cultivating a microorganism of the genus Nocardia capable of oxidizing a compound of the general formula: ##STR2## wherein n and R.sub.1 have the same meanings as defined above, in a culture medium containing a compound of the above general formula (II), and then collecting the oxidation product from the culture mixture. The polyprenyl sulfone derivatives are useful as intermediates for preparing various useful polyprenyl compounds.
    Type: Grant
    Filed: February 21, 1984
    Date of Patent: September 23, 1986
    Assignees: Esai Co., Ltd., General Director of the Agency of Industrial Science and Technology
    Inventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Hideaki Watanabe, Tamio Kawamura, Yasushi Nagai
  • Patent number: 4500463
    Abstract: Polyprenyl carboxylic acid derivatives having the general formula (I): ##STR1## in which n is an integer of from 2 to 4, R.sub.1 represents the hydrogen atom or a protecting group for the carboxylic acid group, and R.sub.2 represents a hydroxymethyl, formyl or carboxyl group, are disclosed. A process for the preparation of the polyprenyl carboxylic acid derivative involving microbiological oxidation using a strain belonging to the genus Nocardia is disclosed. The compounds have anti-ulcer activity and hypotensive activity. The compounds also are useful as intermediates for preparing polyprenyl carboxylic acids of the formula ##STR2## and esters thereof, wherein l is an integer of from 4 to 11. The polyprenyl carboxylic acids and esters thereof have hypotensive activity and anti-ulcer activity.
    Type: Grant
    Filed: May 1, 1981
    Date of Patent: February 19, 1985
    Assignees: Eisai Co., Ltd., Agency of Industrial Science & Technology
    Inventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Yuichi Inai, Yoshiyuki Kohara, Yoshiyuki Kawakami, Tomio Tsurugi
  • Patent number: 4474881
    Abstract: A process is disclosed for the preparation of a compound having the general formula: ##STR1## wherein n is an integer of from 2 to 4, R.sub.1 is an ester-forming moiety effective as a protecting group for a carboxyl group, and R.sub.2 is hydroxymethyl, formyl or carboxyl. The compounds (I) are useful as intermediates for the preparation of polyprenyl compounds having hypotensive and anti-ulcer activity. The process of the invention includes cultivating a microorganism selected from a strain of the genus Nocardia called BPM 1613, FERM-P No. 1609, Corynebacterium equi IAM 1038, Candida lipolytica IFO 0746, and Mycobacterium smegmatis IFO 3083, in a nutritive culture medium, in the presence of a compound having the general formula: ##STR2## wherein R.sub.3 is an ester-forming moiety effective as a protecting group for a carboxyl group, whereby the microorganism utilizes the compound (II) as a carbon source and oxidizes the compound (II), thereby converting the compound (II) into the compound (I).
    Type: Grant
    Filed: June 28, 1982
    Date of Patent: October 2, 1984
    Assignees: Eisai Co., Ltd., Agency of Industrial Science and Technology
    Inventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Yuichi Inai, Yoshiyuki Kohara, Yoshiyuki Kawakami, Tomio Tsurugi
  • Patent number: 4468459
    Abstract: Longer carbon chain polyprenyl ketone derivatives are prepared by cultivag Nocardia strain FERM-P No. 1609 in the presence of shorter carbon chain polyprenyl ketones.
    Type: Grant
    Filed: December 3, 1982
    Date of Patent: August 28, 1984
    Assignees: Eisai Co., Ltd., Director General of the Agency of Industrial Science and Technology
    Inventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Isao Yamatsu, Kouichi Suzuki, Takeshi Suzuki, Toshihiko Nakamura
  • Patent number: 4468458
    Abstract: A process for the preparation of a two-functional-group-containing terpenoid having the general formula: ##STR1## in which n is an integer of from 1 to 5, R represents a hydroxymethyl, formyl or carboxyl group, and A represents the hydrogen atom, or a 2-tetrahydropyranyl, benzyl, methoxymethol or methoxyethoxymethyl group comprising the oxidation with a microorganism belonging to the genus Nocardia. Some of the terpenoids are of value as anti-ulcer agents, while others are useful as intermediates.
    Type: Grant
    Filed: March 22, 1982
    Date of Patent: August 28, 1984
    Assignees: Eisai Co., Ltd., Director General of the Agency of Industrial Science and Technology
    Inventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Noriaki Kuwana, Shinya Abe, Kouzi Yamada
  • Patent number: 4456558
    Abstract: This invention relates to novel polyprenyl ketone derivatives having the eral formula: ##STR1## in which n is an integer of 1-5, and R represents a hydroxymethyl, formyl or carboxyl group, and a process for the preparation of the same.
    Type: Grant
    Filed: October 16, 1981
    Date of Patent: June 26, 1984
    Assignees: Eisai Co., Ltd., General Director of the Agency of Industrial Science and Technology
    Inventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Isao Yamatsu, Kouichi Suzuki, Takeshi Suzuki, Toshihiko Nakamura
  • Patent number: 4454330
    Abstract: A process for the preparation of a two-functional-group-containing terpenoid having the general formula: ##STR1## in which n is an integer of from 1 to 5, R represents a hydroxymethyl, formyl or carboxyl group, and A represents the hydrogen atom, or a 2-tetrahydropyranyl, benzyl, methoxymethol or methoxyethoxymethyl group comprising the oxidation with a microorganism belonging to the genus Nocardia. Some of the terpenoids are of value as anti-ulcer agents, while others are useful as intermediates.
    Type: Grant
    Filed: March 22, 1982
    Date of Patent: June 12, 1984
    Assignees: Eisai Co., Ltd., General Director of the Agency of Industrial Science and Technology
    Inventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Noriaki Kuwana, Shinya Abe, Kouzi Yamada
  • Patent number: 4449002
    Abstract: There are disclosed polyprenyl sulfone derivatives of the general formula: ##STR1## wherein n represents an integer of 1-4, R.sub.1 represents an aryl group d R.sub.2 represents a hydroxymethyl or carboxyl group. The polyprenyl sulfone derivatives are prepared by cultivating a microorganism of the genus Nocardia capable of oxidizing a compound of the general formula: ##STR2## wherein n and R.sub.1 have the same meanings as defined above, in a culture medium containing a compound of the above general formula (II), and then collecting the oxidation product from the culture mixture. The polyprenyl sulfone derivatives are useful as intermediates for preparing various useful polyprenyl compounds.
    Type: Grant
    Filed: April 14, 1982
    Date of Patent: May 15, 1984
    Assignees: Eisai Co., Ltd., General Director of the Agency of Industrial Science and Technology
    Inventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Hideaki Watanabe, Tamio Kawamura, Yasushi Nagai
  • Patent number: 4435423
    Abstract: A process for the preparation of a two-functional-group-containing terpenoid having the general formula: ##STR1## in which n is an integer of from 1 to 5, R represents a hydroxymethyl, formyl or carboxyl group, and A represents the hydrogen atom, or a 2-tetrahydropyranyl, benzyl, methoxymethol or methoxyethoxymethyl group comprising the oxidation with a microorganism belonging to the genus Nocardia. Some of the terpenoids are of value as anti-ulcer agents, while others are useful as intermediates.
    Type: Grant
    Filed: March 22, 1982
    Date of Patent: March 6, 1984
    Assignees: Eisai Co., Ltd., General Director of the Agency of Industrial Science and Technology, Seiichi Ishizaka
    Inventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Noriaki Kuwana, Shinya Abe, Kouzi Yamada
  • Patent number: 4386227
    Abstract: A process for the preparation of a two-functional-group-containing terpen having the general formula: ##STR1## in which n is an integer of from 1 to 5, R represents a hydroxymethyl, formyl, or carboxyl group, and A represents the hydrogen atom, or a 2-tetrahydropyranyl, benzyl, methoxymethol or methoxyethoxymethyl group comprising the oxidation with a microorganism belonging to the genus Nocardia. Some of the terpenoids are of value as anti-ulcer agents, while others are useful as intermediates.
    Type: Grant
    Filed: March 22, 1982
    Date of Patent: May 31, 1983
    Assignees: Eisai Co., Ltd., General Director of the Agency of Industrial Science and Technology
    Inventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Noriaki Kuwana, Shinya Abe, Kouzi Yamada
  • Patent number: 4338251
    Abstract: A process for the preparation of a two-functional-group-containing terpenoid having the general formula: ##STR1## in which n is an integer of from 1 to 5, R represents a hydroxymethyl, formyl or carboxyl group, and A represents the hydrogen atom, or a 2-tetrahydropyranyl, benzyl, methoxymethol or methoxyethoxymethyl group comprising the oxidation with a microorganism belonging to the genus Nocardia. Some of the terpenoids are of value as anti-ulcer agents, while others are useful as intermediates.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: July 6, 1982
    Assignees: Eisai Co., Ltd., Agency of Industrial Science and Technology
    Inventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Noriaki Kuwana, Shinya Abe, Kouzi Yamada
  • Patent number: 4208426
    Abstract: Novel pyranochromone derivatives having the general formula: ##STR1## wherein R.sub.1 represents hydrogen atom, an alkali metal or an alkyl group containing 1-4 carbon atoms; R.sub.2, R.sub.3 and R.sub.4 represent hydrogen atom or an alkyl group containing 1-4 carbon atoms respectively, provided that both R.sub.3 and R.sub.4 are not hydrogen atom at the same time; R.sub.5 and R.sub.6 represent an alkyl group containing 1-4 carbon atoms respectively; and R.sub.7 represents hydrogen atom, hydroxyl group, an alkyl group containing 1-4 carbon atoms or an alkoxyl group containing 1-4 carbon atoms. The novel medicaments comprising predominantly the above derivative are effective for the treatment of allergic diseases.
    Type: Grant
    Filed: July 24, 1978
    Date of Patent: June 17, 1980
    Assignee: Eisai Co., Ltd.
    Inventors: Norio Minami, Shizumasa Kijima, Satoshi Katayama, Hiroshi Shionoya
  • Patent number: 4199587
    Abstract: This invention relates to a hypertension treating agent comprising an ester of a polyprenyl alcohol of the general formula: ##STR1## wherein n represents an integer of 7-10 and R' is a saturated or unsaturated aliphatic hydrocarbon group of 1-17 carbon atoms; cyclohexyl group; unsubstituted phenyl group or phenyl group substituted with a halogen atom or a lower alkoxy group; (halogen atom-substituted phenoxy)-lower alkyl group; or pyridyl group.
    Type: Grant
    Filed: February 12, 1979
    Date of Patent: April 22, 1980
    Assignee: Eisai Co., Ltd.
    Inventors: Shizumasa Kijima, Isao Yamatsu, Yuichi Inai, Toshiji Igarashi, Yoshikage Nakajima
  • Patent number: 4175139
    Abstract: This invention relates to a hypertension treating agent comprising a polyprenyl alcohol or an ester thereof of the general formula: ##STR1## wherein n represents an integer of 7-10 and A represents a group of the general formula: ##STR2## in which a and b each represent hydrogen or they may form a bond, or ##STR3## in which R represents hydrogen or --COR', R' being a saturated or unsaturated aliphatic hydrocarbon group of 1-17 carbon atoms; cyclohexyl group; unsubstituted phenyl group or phenyl group substituted with a halogen atom or a lower alkoxy group; (halogen atom-substituted phenoxy)-lower alkyl group; or pyridyl group.
    Type: Grant
    Filed: August 7, 1978
    Date of Patent: November 20, 1979
    Assignee: Eisai Co. Ltd.
    Inventors: Shizumasa Kijima, Isao Yamatsu, Yuichi Inai, Toshiji Igarashi, Yoshikage Nakajima
  • Patent number: 4169157
    Abstract: A therapeutic preparation having excellent effect for peptic ulcers with low toxicity which comprises aliphatic ketone derivative of the general formula: ##STR1## wherein represents a saturated or unsaturated bond, R.sub.1 is hydrogen or a lower alkyl group, R.sub.2 is hydrogen atom, a lower alkyl group or a lower alkylcarbonyl group, R.sub.3 is an aliphatic hydrocarbon group of the general formula: ##STR2## WHEREIN L, M AND N ARE 0 OR 1, PROVIDED THAT L+M+N.gtoreq.2; AND A, B, C, D, E AND F ARE HYDROGEN ATOM, OR THEY MAY FORM A BOND OF A--B, C--D OR E--F, PROVIDED THAT IF THE BOND IS A SATURATED BOND, THE A, B, C, D, E AND F REPRESENT ALL HYDROGEN ATOM.
    Type: Grant
    Filed: May 23, 1978
    Date of Patent: September 25, 1979
    Assignee: Eisai Co., Ltd.
    Inventors: Shizumasa Kijima, Isao Yamatsu, Yuichi Inai, Toshiharu Ohgoh, Manabu Murakami
  • Patent number: 4163864
    Abstract: 2-METHYL-3-PRENYL-4,5,6-TRIMETHOXYPHENOL OF THE FORMULA: ##STR1## wherein R represents a group of the formula: ##STR2## WHEREIN N IS AN INTEGER OF 0 TO 9 AND A and B represent hydrogen atom or A--B may form a bond,Is prepared by reacting 6-methyl-2,3,4-trimethoxyphenol with a prenol or isoprenol substituted by the group R as defined above in the presence of a complex catalyst comprising Lewis acid and a silica-alumina compound.
    Type: Grant
    Filed: February 16, 1978
    Date of Patent: August 7, 1979
    Assignee: Eisai Co., Ltd.
    Inventors: Eiichi Morita, Hirosaburo Ejiri, Keizo Takayanagi, Yukio Morita, Yasuhide Tanaka, Shizumasa Kijima, Kimio Hamamura, Isao Yamatsu