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).
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Patent number: 5245060Abstract: 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: GrantFiled: March 12, 1992Date of Patent: September 14, 1993Assignee: Eisai Co. Ltd.Inventors: Kimio Hamamura, Yoshio Urawa, Yukio Narabe, Yoshihiko Hisatake, Shizumasa Kijima
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Patent number: 5104996Abstract: 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: GrantFiled: May 11, 1988Date of Patent: April 14, 1992Assignee: Eisai Co., Ltd.Inventors: Noriyasu Hirose, Kimio Hamamura, Yuichi Inai, Kiiti Ema, Takashi Banba, Shizumasa Kijima
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Patent number: 5102895Abstract: 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: GrantFiled: December 31, 1990Date of Patent: April 7, 1992Assignee: 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
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Patent number: 5073659Abstract: 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: GrantFiled: August 10, 1990Date of Patent: December 17, 1991Assignee: Eisai Co., Ltd.Inventors: Kichisaburo Hamamura, Yutaka Ohnuki, Yukio Narabe, Yoshihiro Hisatake, Takashi Banba, Shizumasa Kijima
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Patent number: 4613571Abstract: 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: GrantFiled: February 21, 1984Date of Patent: September 23, 1986Assignees: Esai Co., Ltd., General Director of the Agency of Industrial Science and TechnologyInventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Hideaki Watanabe, Tamio Kawamura, Yasushi Nagai
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Patent number: 4500463Abstract: 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: GrantFiled: May 1, 1981Date of Patent: February 19, 1985Assignees: Eisai Co., Ltd., Agency of Industrial Science & TechnologyInventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Yuichi Inai, Yoshiyuki Kohara, Yoshiyuki Kawakami, Tomio Tsurugi
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Patent number: 4474881Abstract: 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: GrantFiled: June 28, 1982Date of Patent: October 2, 1984Assignees: Eisai Co., Ltd., Agency of Industrial Science and TechnologyInventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Yuichi Inai, Yoshiyuki Kohara, Yoshiyuki Kawakami, Tomio Tsurugi
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Patent number: 4468459Abstract: 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: GrantFiled: December 3, 1982Date of Patent: August 28, 1984Assignees: Eisai Co., Ltd., Director General of the Agency of Industrial Science and TechnologyInventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Isao Yamatsu, Kouichi Suzuki, Takeshi Suzuki, Toshihiko Nakamura
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Patent number: 4468458Abstract: 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: GrantFiled: March 22, 1982Date of Patent: August 28, 1984Assignees: Eisai Co., Ltd., Director General of the Agency of Industrial Science and TechnologyInventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Noriaki Kuwana, Shinya Abe, Kouzi Yamada
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Patent number: 4456558Abstract: 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: GrantFiled: October 16, 1981Date of Patent: June 26, 1984Assignees: Eisai Co., Ltd., General Director of the Agency of Industrial Science and TechnologyInventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Isao Yamatsu, Kouichi Suzuki, Takeshi Suzuki, Toshihiko Nakamura
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Patent number: 4454330Abstract: 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: GrantFiled: March 22, 1982Date of Patent: June 12, 1984Assignees: Eisai Co., Ltd., General Director of the Agency of Industrial Science and TechnologyInventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Noriaki Kuwana, Shinya Abe, Kouzi Yamada
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Patent number: 4449002Abstract: 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: GrantFiled: April 14, 1982Date of Patent: May 15, 1984Assignees: Eisai Co., Ltd., General Director of the Agency of Industrial Science and TechnologyInventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Hideaki Watanabe, Tamio Kawamura, Yasushi Nagai
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Patent number: 4435423Abstract: 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: GrantFiled: March 22, 1982Date of Patent: March 6, 1984Assignees: Eisai Co., Ltd., General Director of the Agency of Industrial Science and Technology, Seiichi IshizakaInventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Noriaki Kuwana, Shinya Abe, Kouzi Yamada
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Patent number: 4386227Abstract: 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: GrantFiled: March 22, 1982Date of Patent: May 31, 1983Assignees: Eisai Co., Ltd., General Director of the Agency of Industrial Science and TechnologyInventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Noriaki Kuwana, Shinya Abe, Kouzi Yamada
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Patent number: 4338251Abstract: 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: GrantFiled: December 29, 1980Date of Patent: July 6, 1982Assignees: Eisai Co., Ltd., Agency of Industrial Science and TechnologyInventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Noriaki Kuwana, Shinya Abe, Kouzi Yamada
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Patent number: 4208426Abstract: 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: GrantFiled: July 24, 1978Date of Patent: June 17, 1980Assignee: Eisai Co., Ltd.Inventors: Norio Minami, Shizumasa Kijima, Satoshi Katayama, Hiroshi Shionoya
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Patent number: 4199587Abstract: 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: GrantFiled: February 12, 1979Date of Patent: April 22, 1980Assignee: Eisai Co., Ltd.Inventors: Shizumasa Kijima, Isao Yamatsu, Yuichi Inai, Toshiji Igarashi, Yoshikage Nakajima
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Patent number: 4175139Abstract: 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: GrantFiled: August 7, 1978Date of Patent: November 20, 1979Assignee: Eisai Co. Ltd.Inventors: Shizumasa Kijima, Isao Yamatsu, Yuichi Inai, Toshiji Igarashi, Yoshikage Nakajima
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Patent number: 4169157Abstract: 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: GrantFiled: May 23, 1978Date of Patent: September 25, 1979Assignee: Eisai Co., Ltd.Inventors: Shizumasa Kijima, Isao Yamatsu, Yuichi Inai, Toshiharu Ohgoh, Manabu Murakami
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Patent number: 4163864Abstract: 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: GrantFiled: February 16, 1978Date of Patent: August 7, 1979Assignee: Eisai Co., Ltd.Inventors: Eiichi Morita, Hirosaburo Ejiri, Keizo Takayanagi, Yukio Morita, Yasuhide Tanaka, Shizumasa Kijima, Kimio Hamamura, Isao Yamatsu