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1. 发明授权

US4500463A Polyprenyl carboxylic acid derivatives 失效
标题翻译：聚丙烯基羧酸衍生物
公开(公告)号：US4500463A
公开(公告)日：1985-02-19
申请号：US259772
申请日：1981-05-01
申请人： Akio Sato , Kenji Nakajima , Yoshimasa Takahara , Shizumasa Kijima , Yuichi Inai , Yoshiyuki Kohara , Yoshiyuki Kawakami , Tomio Tsurugi
发明人： Akio Sato , Kenji Nakajima , Yoshimasa Takahara , Shizumasa Kijima , Yuichi Inai , Yoshiyuki Kohara , Yoshiyuki Kawakami , Tomio Tsurugi
IPC分类号： A61K31/19 , A61K31/22 , A61P1/04 , A61P9/12 , C07C51/00 , C07C57/13 , C07C59/42 , C07C59/74 , C07C67/00 , C07C69/602 , C07C69/73 , C07C69/732 , C12P7/40 , C12P7/42 , C12P7/44 , C12P7/62 , C12P7/64
CPC分类号： C12P7/6409 , C07C57/13 , C07C59/42 , C07C59/74 , C12P7/42 , C12P7/44 , C12P7/62 , C12P7/6436 , C12R1/15 , C12R1/34 , C12R1/365 , C12R1/73 , Y02P20/55 , Y10S435/843 , Y10S435/866 , Y10S435/872 , Y10S435/923
摘要： 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.

2. 发明授权

US4474881A Process for preparing polyprenyl carboxylic acid derivatives 失效
标题翻译：聚戊烯基羧酸衍生物的制备方法
公开(公告)号：US4474881A
公开(公告)日：1984-10-02
申请号：US392831
申请日：1982-06-28
申请人： Akio Sato , Kenji Nakajima , Yoshimasa Takahara , Shizumasa Kijima , Yuichi Inai , Yoshiyuki Kohara , Yoshiyuki Kawakami , Tomio Tsurugi
发明人： Akio Sato , Kenji Nakajima , Yoshimasa Takahara , Shizumasa Kijima , Yuichi Inai , Yoshiyuki Kohara , Yoshiyuki Kawakami , Tomio Tsurugi
IPC分类号： A61K31/19 , A61K31/22 , A61P1/04 , A61P9/12 , C07C51/00 , C07C57/13 , C07C59/42 , C07C59/74 , C07C67/00 , C07C69/602 , C07C69/73 , C07C69/732 , C12P7/40 , C12P7/42 , C12P7/44 , C12P7/62 , C12P7/64 , C12N1/20 , C12N9/02 , C12P7/00
CPC分类号： C12P7/6409 , C07C57/13 , C07C59/42 , C07C59/74 , C12P7/42 , C12P7/44 , C12P7/62 , C12P7/6436 , C12R1/15 , C12R1/34 , C12R1/365 , C12R1/73 , Y02P20/55 , Y10S435/843 , Y10S435/866 , Y10S435/872 , Y10S435/923
摘要： 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).
摘要翻译：公开了用于制备具有以下通式的化合物的方法：其中n是2至4的整数，R 1是有效作为羧基的保护基的酯形成部分，和 R2是羟甲基，甲酰基或羧基。化合物（I）可用作制备具有降血压和抗溃疡活性的聚异戊二烯基化合物的中间体。本发明的方法包括在营养培养基中培养选自诺卡氏菌属称为BPM1613的菌株，FERM-P No.1609，Corynebacterium equi IAM 1038，解脂亚油酸歧杆菌IFO 0746和耻垢分枝杆菌IFO 3083的微生物，在具有以下通式的化合物的存在下：其中R 3是有效作为羧基的保护基的酯形成部分，由此微生物将化合物（II）用作碳源并氧化化合物（II），从而将化合物（II）转化为化合物（I）。

3. 发明授权

US5104996A Process for preparing 2,3,5-trimethylbenzoquinone 失效
标题翻译：制备2,3,5-三甲苯硼酸的方法
公开(公告)号：US5104996A
公开(公告)日：1992-04-14
申请号：US192661
申请日：1988-05-11
申请人： Noriyasu Hirose , Kimio Hamamura , Yuichi Inai , Kiiti Ema , Takashi Banba , Shizumasa Kijima
发明人： Noriyasu Hirose , Kimio Hamamura , Yuichi Inai , Kiiti Ema , Takashi Banba , Shizumasa Kijima
IPC分类号： B01J27/122 , C07B61/00 , C07C45/00 , C07C46/08 , C07C50/02 , C07C67/00
CPC分类号： C07C50/02 , C07C46/08
摘要： 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.

4. 发明授权

US4199587A Method of treating hypertension with polyprenyl alcohol ester 失效
标题翻译：用聚丙烯醇酯治疗高血压的方法
公开(公告)号：US4199587A
公开(公告)日：1980-04-22
申请号：US11234
申请日：1979-02-12
申请人： Shizumasa Kijima , Isao Yamatsu , Yuichi Inai , Toshiji Igarashi , Yoshikage Nakajima
发明人： Shizumasa Kijima , Isao Yamatsu , Yuichi Inai , Toshiji Igarashi , Yoshikage Nakajima
IPC分类号： C07C29/40 , C07C29/42 , C07C33/02 , C07C33/048 , C07D213/80 , A61K31/22 , A61K31/235 , A61K31/455
CPC分类号： C07D213/80 , C07C29/40 , C07C29/42 , C07C33/02 , C07C33/048
摘要： 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.
摘要翻译：本发明涉及包含以下通式的聚异戊醇的酯的高血压治疗剂：其中n表示7-10的整数，R'是1-17个碳原子的饱和或不饱和脂族烃基; 环己基未取代的苯基或被卤素原子或低级烷氧基取代的苯基; （卤素原子取代的苯氧基） - 低级烷基; 或吡啶基。

5. 发明授权

US4175139A Hypertension treating agent containing polyprenyl alcohol 失效
标题翻译：含有聚丙烯醇的高血压治疗剂
公开(公告)号：US4175139A
公开(公告)日：1979-11-20
申请号：US931687
申请日：1978-08-07
申请人： Shizumasa Kijima , Isao Yamatsu , Yuichi Inai , Toshiji Igarashi , Yoshikage Nakajima
发明人： Shizumasa Kijima , Isao Yamatsu , Yuichi Inai , Toshiji Igarashi , Yoshikage Nakajima
IPC分类号： C07C29/40 , C07C29/42 , C07C33/02 , C07C33/048 , C07D213/80 , A61K31/45
CPC分类号： C07D213/80 , C07C29/40 , C07C29/42 , C07C33/02 , C07C33/048
摘要： 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.
摘要翻译：本发明涉及包含以下通式的聚丙烯醇或其酯的高血压治疗剂：其中n表示7-10的整数，A表示以下通式的基团：（a）在其中a和b各自表示氢或它们可以形成键，或者其中R表示氢或-COR'，R'是1-17个碳原子的饱和或不饱和脂族烃基的图像（b）环己基未取代的苯基或被卤素原子或低级烷氧基取代的苯基; （卤素原子取代的苯氧基） - 低级烷基; 或吡啶基。

6. 发明授权

US4169157A Therapeutic preparations for peptic ulcers comprising aliphatic ketone derivative 失效
标题翻译：包含脂肪族酮衍生物的消化性溃疡的治疗剂
公开(公告)号：US4169157A
公开(公告)日：1979-09-25
申请号：US908634
申请日：1978-05-23
申请人： Shizumasa Kijima , Isao Yamatsu , Yuichi Inai , Toshiharu Ohgoh , Manabu Murakami
发明人： Shizumasa Kijima , Isao Yamatsu , Yuichi Inai , Toshiharu Ohgoh , Manabu Murakami
IPC分类号： A61K31/12 , A61P1/04 , C07C45/00 , C07C45/62 , C07C45/67 , C07C45/68 , C07C49/04 , C07C49/203 , C07C67/00 , A61K31/11
CPC分类号： A61K31/12 , C07C45/62 , C07C45/676
摘要： 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.
摘要翻译：一种具有低毒性的消化性溃疡具有优异效果的治疗剂，其包含以下通式的脂肪族酮衍生物：其中表示饱和或不饱和键，R 1为氢或低级烷基，R 2为氢原子，低级烷基基团或低级烷基羰基，R 3是以下通式的脂族烃基：其中L，M和N为0或1，提供L + M + N> / = 2; A，B，C，D，E和F是氢原子，或者他们可以形成AB，CD或EF的债券，如果债券是饱和债券，A，B，C，D，E和代表所有氢原子。

7. 发明授权

US4062879A Process for synthesis of coenzyme Q compounds 失效
标题翻译：合成辅酶Q化合物的方法
公开(公告)号：US4062879A
公开(公告)日：1977-12-13
申请号：US725447
申请日：1976-09-22
申请人： Shizumasa Kijima , Isao Yamatsu , Norio Minami , Yuichi Inai
发明人： Shizumasa Kijima , Isao Yamatsu , Norio Minami , Yuichi Inai
IPC分类号： C07C45/00 , C07C46/06 , C07C50/28 , C07C67/00 , C07F5/04 , C07C49/73
CPC分类号： C07F5/04 , C07C46/06 , C07C50/28
摘要： 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.
摘要翻译：具有下式的合成2,3-二甲氧基-5-甲基-6-取代-1,4-苯醌的方法：其中R是，其中n是0-9的整数，A和 B是氢或一起形成价键，其中2-甲基-4,5,6-三甲氧基苯酚与硼酸或其反应性衍生物反应，得到2-甲基-4,5,6-三甲氧基苯酚酯硼酸，用具有本公式的N-丙烯酸酯或ISO-PRENOL反应所述酯类：其中R如上所定义，或者是在SILICA存在下的反应性衍生物，氧化铝化合物，得到2-甲基-3-取代的4,5,6-三甲氧基苯甲酸酯，并将所得的酯水解并处理结晶的2-甲基-3-取代的4,5,6- 具有公式的三甲苯酚：其中R如上所定义，其中R 1与氧化剂一起形成。

8. 发明授权

US4061660A Process for synthesis of coenzyme Q compounds 失效
标题翻译：合成辅酶Q化合物的方法
公开(公告)号：US4061660A
公开(公告)日：1977-12-06
申请号：US725510
申请日：1976-09-22
申请人： Shizumasa Kijima , Isao Yamatsu , Norio Minami , Yuichi Inai
发明人： Shizumasa Kijima , Isao Yamatsu , Norio Minami , Yuichi Inai
IPC分类号： C07C45/00 , C07C46/06 , C07C50/28 , C07C67/00 , C07F5/04 , C07C49/73
CPC分类号： C07F5/04 , C07C46/06 , C07C50/28
摘要： 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.
摘要翻译：一种用于合成具有下式的2,3-二甲氧基-5-甲基-6-取代-1,4-苯醌的方法，其中R是其中n是0-9的整数，以及 A和B是氢原子，或AB是它们所连接的碳原子之间的直接键合键，其特征在于通过使具有亚芳基酸的2-甲基-4,5,6-三甲氧基苯酚，低级碱金属硼酸或酸获得硼酸的2-甲基-4,5,6-三甲氧基苯酚的无水物，用具有下式的N-PRENOL或ISO-PRENOL反应结果的酯：其中R如上所定义，OR A 在二氧化硅铝化合物存在下，得到N-或ISO-PRENOL的反应性衍生物，得到2-甲基-3-取代的4,5,6-三甲氧基苯甲酸酯，并将所得的酯化和处理具有该化合物的结构式2-甲基-3-取代的4,5,6-三甲氧基苯酚：其中R如上定义，其中R是氧化剂。

9. 发明授权

US4039573A Process for preparation of 1,4-benzohydroquinone derivatives 失效
标题翻译： 1,4-苯并氢醌衍生物的制备方法
公开(公告)号：US4039573A
公开(公告)日：1977-08-02
申请号：US621084
申请日：1975-10-09
申请人： Shizumasa Kijima , Isao Yamatsu , Kimio Hamamura , Norio Minami , Youji Yamagishi , Yuichi Inai
发明人： Shizumasa Kijima , Isao Yamatsu , Kimio Hamamura , Norio Minami , Youji Yamagishi , Yuichi Inai
IPC分类号： C07C69/035 , B01J27/00 , B01J31/00 , C07C41/00 , C07C43/23 , C07C46/06 , C07C50/28 , C07C67/00 , C07C43/22 , C07C69/16
CPC分类号： C07C50/28 , C07C46/06
摘要： 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.
摘要翻译： 2,3-二甲基-5-取代的6-甲基-1,4-苯并噻唑酮或其单 - 单体是通过用PRENOL反应2,3-二甲基-6-甲基-1,4-苯并噻唑酮或其单 - 单体等制备的。，其中存在酸性催化剂的异丙酚或其衍生物，用于在吸附剂上吸收的凝血剂。所得化合物容易转化为在医疗和药物用途中产生许多临床效果的醌化合物。

10. 发明授权

US4057568A Process for synthesis of boric acid ester 失效
标题翻译：合成硼酸酯的方法
公开(公告)号：US4057568A
公开(公告)日：1977-11-08
申请号：US725427
申请日：1976-09-22
申请人： Shizumasa Kijima , Isao Yamatu , Kimio Hamamura , Norio Minami , Youji Yamagishi , Yuichi Inai
发明人： Shizumasa Kijima , Isao Yamatu , Kimio Hamamura , Norio Minami , Youji Yamagishi , Yuichi Inai
IPC分类号： C07F5/04
CPC分类号： C07F5/04
摘要： 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.
摘要翻译：具有该公式的2,3-二甲基-5-甲基-6-取代的1,4-苯并噻吩酮：其中S为0至11的整数，A和B代表氢或可形成直接键合，是通过使具有上述组R的具有丙烯酸或异丙酚的2,3-二甲基-5-甲基-1,4-苯并二唑的硼酸反应制备的，随后使得到的硼酸盐与温和的氧化剂反应。该化合物可用作辅酶Q并具有多种临床效果。

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