公开(公告)号：US20120177797A1

公开(公告)日：2012-07-12

申请号：US13394475

申请日：2010-08-16

申请人： Susumu Yamaguchi ,  Hidenori Fujiwara ,  Reiko Kiyohara ,  Hideki Ushio ,  Daigo Iwanaga ,  Akira Shinoda

发明人： Susumu Yamaguchi ,  Hidenori Fujiwara ,  Reiko Kiyohara ,  Hideki Ushio ,  Daigo Iwanaga ,  Akira Shinoda

IPC分类号： A23L1/226 ,  C07C33/025 ,  C07C47/02

CPC分类号： A23L27/2026 ,  A23L27/2024 ,  A23L27/88

摘要： Disclosed is a taste enhancing agent for achieving sufficient saltiness or sweetness even in cases where the salt content or sugar content in food is reduced. Specifically disclosed is a taste enhancing agent which contains one or more substances selected from among linear aliphatic aldehydes having 3-10 carbon atoms and linear aliphatic alcohols having 4-10 carbon atoms as active ingredients. The amount of salt content or sugar content added to food can be reduced by adding the taste enhancing agent to the food.

摘要翻译： 公开了即使在食品中的盐含量或糖含量降低的情况下也可以获得足够的咸味或甜味的味觉增强剂。 具体公开了含有一种或多种选自具有3-10个碳原子的直链脂族醛和具有4-10个碳原子的直链脂肪醇作为活性成分的物质的味觉增强剂。 通过向食物中加入味道增强剂，可以减少添加到食物中的盐含量或糖含量。

公开(公告)号：US20090326259A1

公开(公告)日：2009-12-31

申请号：US12308364

申请日：2007-06-13

申请人： Hideki Ushio ,  Reiko Nagasaka ,  Kazuyuki Ohhara ,  Hiroshi Ozaki ,  Masatoshi Hori

发明人： Hideki Ushio ,  Reiko Nagasaka ,  Kazuyuki Ohhara ,  Hiroshi Ozaki ,  Masatoshi Hori

IPC分类号： C07C69/76

CPC分类号： A61K31/56 ,  A61K31/575 ,  C07J9/00 ,  C07J53/00

摘要： The object is to provide a highly safe NF-κB activation inhibitor at a low cost which can be used for prevention and treatment of diseases associated with the activation of NF-κB such as inflammation or type-2 diabetes. Specifically, the NF-κB activation inhibitor comprises a compound represented by the chemical structural formula depicted in the following Chemical Formula 1 [wherein R1 represents a hydroxy group; R2 represents a hydroxy group, a methoxy group or an alkoxy group; and R3 represents an ester comprising triterpene or a salt thereof] or a salt of the compound as active ingredient. A representative example of the compound is hydroxycinnamic acid derivative triterpene alcohol ester.

摘要翻译： 目的是以低成本提供高度安全的NF-κB活化抑制剂，其可用于预防和治疗与NF-κB活化相关的疾病如炎症或2型糖尿病。 具体地说，NF-κB激活抑制剂包含由下列化学式1所示的化学结构式表示的化合物[其中R1表示羟基; R2表示羟基，甲氧基或烷氧基; R3表示包含三萜烯或其盐的酯]或该化合物的盐作为活性成分。 该化合物的代表性实例是羟基肉桂酸衍生物三萜醇酯。

公开(公告)号：US06927290B2

公开(公告)日：2005-08-09

申请号：US10841644

申请日：2004-05-10

申请人： Takashi Miki ,  Hideki Ushio ,  Isao Kurimoto

发明人： Takashi Miki ,  Hideki Ushio ,  Isao Kurimoto

IPC分类号： A61K38/00 ,  C07C269/06 ,  C07C271/22 ,  C07D277/46 ,  C07F9/09 ,  C07F9/32 ,  C07K5/06 ,  C07D203/04 ,  C07C231/00 ,  C07D203/16

CPC分类号： C07K5/06026 ,  A61K38/00 ,  C07C269/06 ,  C07D277/46 ,  C07F9/096 ,  C07F9/3294 ,  C07C271/22

摘要： There is disclosed an advantageous mixed acid anhydride production method of formula (1): R1C(O)OY(O)n(R2)p  (1) wherein R1, R2 and Y denote the same as defined below, n and p denote an integer of 1 or 2, which is characterized by adding a carboxylic acid of formula (2); R1COOH  (2) wherein R1 denotes a hydrogen atom, an optionally substituted alkyl group or the like, an organic base to a solution of a carboxylic acid activating agent of formula (3); (R2)pY(O)nX  (3) wherein R2 denotes an optionally substituted aliphatic hydrocarbyl group or the like, Y denotes a carbon atom, a phosphorus atom, or a sulfur atom, and X denotes a chlorine atom or the like.

摘要翻译： 公开了式（1）的有利的混合酸酐生产方法：<？在线公式描述=“在线公式”end =“lead”→> R 1（O （O）（O）n（R 2）p（1）<？in-line-formula description =“In-line Formulas” 其中R 1，R 2和Y表示与下面定义的相同，n和p表示1或2的整数，其特征在于 通过加入式（2）的羧酸; <？in-line-formula description =“In-line Formulas”end =“lead”？> R＆lt; 1＆gt; COOH（2）<？in-line-formula description =“In-line Formulas” 其中R 1表示氢原子，任选取代的烷基等，式（3）的羧酸活化剂的溶液的有机碱; （？2 formulas <<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<< 其中R 2表示任选取代的脂族烃基等，其中R 2表示任选取代的脂族烃基等， Y表示碳原子，磷原子或硫原子，X表示氯原子等。

公开(公告)号：US06313315B1

公开(公告)日：2001-11-06

申请号：US09584853

申请日：2000-06-01

申请人： Kazuhiro Yamauchi ,  Hideki Ushio ,  Isao Kurimoto

发明人： Kazuhiro Yamauchi ,  Hideki Ushio ,  Isao Kurimoto

IPC分类号： C07D20504

CPC分类号： C07D205/04

摘要： There is disclosed a method for producing an essentially enantiomerically pure N-protected-azetidine-2-carboxylic acid of formula (1): which method is characterized by: subjecting a crude enantiomerically excess N-protected-azetidine-2-carboxylic acid comprising said enantiomer represented by formula (1) in excess to the other enantiomer thereof to crystallization in an organic solvent selected from aromatic hydrocarbon, aliphatic ether, aliphatic alcohol, aliphatic ketone, aliphatic nitrile, aliphatic amide, aliphatic sulfoxide, aliphatic ester and a mixed solvent thereof, wherein R is: an optionally substituted alkyl, alicyclic or alicyclicalkyl group, an optionally substituted alkenyl group, an optionally substituted aryl group, an optionally substituted heteroaryl group, or a dialkylamino group, and absolute configuration of the asterisked asymmetric carbon atom is S or R.

摘要翻译： 公开了一种制备基本上对映体纯的式（1）的N-保护的氮杂环丁烷-2-羧酸的方法：该方法的特征在于：将粗对映异构体过量的N-保护的氮杂环丁烷-2-羧酸 由式（1）表示的对映异构体与其它对映异构体反应，在选自芳族烃，脂族醚，脂族醇，脂族酮，脂族腈，脂族酰胺，脂族亚砜，脂族酯及其混合溶剂的有机溶剂中结晶 其中R是：任选取代的烷基，脂环族或脂环族烷基，任选取代的烯基，任选取代的芳基，任选取代的杂芳基或二烷基氨基，并且星号不对称碳原子的绝对构型是S或R.

公开(公告)号：US06277998B1

公开(公告)日：2001-08-21

申请号：US09662591

申请日：2000-09-14

申请人： Hideki Ushio ,  Takayuki Higashii ,  Masayoshi Minai ,  Akihiko Nakamura

发明人： Hideki Ushio ,  Takayuki Higashii ,  Masayoshi Minai ,  Akihiko Nakamura

IPC分类号： C07D40504

CPC分类号： C07D257/04 ,  C07C251/86 ,  C07C257/18 ,  C07C257/22 ,  C07D405/04

摘要： There are disclosed an industrially favorable process for producing a tetrazole compound of general formula (1): characterized in that a nitrile of general formula (2): R1CN  (2) is reacted with hydrazine or a salt thereof in the presence of a catalyst, followed by reaction with a nitrous acid compound of general formula (3): ANO2  (3) or a nitrile of general formula (2) is reacted with hydrogen sulfide, followed by reaction with an alkyl halide of general formula (4): R4J  (4) with hydrazine or a salt thereof, and then with a nitrous acid compound of general formula (3); and an intermediate of general formula (5): R1C(═R5)R6  (5) which is useful for the production of the tetrazole compound (in which R1 to R6, A and J in the above formulas are as defined in the specification).

公开(公告)号：US5637736A

公开(公告)日：1997-06-10

申请号：US286411

申请日：1994-08-05

申请人： Hiroaki Fujishima ,  Yasunobu Miyamoto ,  Masayoshi Minai ,  Tsutomu Matsumoto ,  Hideki Ushio ,  Takayuki Higashii

发明人： Hiroaki Fujishima ,  Yasunobu Miyamoto ,  Masayoshi Minai ,  Tsutomu Matsumoto ,  Hideki Ushio ,  Takayuki Higashii

IPC分类号： C07C15/44 ,  C07C17/08 ,  C07C17/087 ,  C07C17/26 ,  C07C41/22 ,  C07F3/02 ,  C07D319/14

CPC分类号： C07C17/2632 ,  C07C15/44 ,  C07C17/08 ,  C07C17/087 ,  C07C41/22 ,  C07F3/02

摘要： A 1-bromoalkylbenzene derivative is prepared by reacting a phenylalkene derivative with hydrogen bromide in the presence of a non-polar solvent. The phenylalkene derivative is prepared by reacting an alkenyl halide with metal magnesium to form a Grignard reagent, and then reacting the Grignard reagent with a benzyl halide derivative. An allyl Grignard reagent is prepared by reacting continuously an allyl halide derivative with metal magnesium in an organic solvent, in which the allyl halide derivative and metal magnesium are continuously added to the reaction system and the allyl Grignard reagent formed is continuously removed from the reaction system. The processes provide the intended compounds in high yields, high selectivities and high purities.

摘要翻译： 通过在非极性溶剂存在下使苯基烯烃衍生物与溴化氢反应来制备1-溴烷基苯衍生物。 苯基烯烃衍生物通过烯基卤化物与金属镁反应形成格氏试剂制备，然后使格利雅试剂与苄基卤衍生物反应。 通过连续将烯丙基卤衍生物与金属镁在有机溶剂中连续反应制备烯丙基格氏试剂，其中将烯丙基卤衍生物和金属镁连续加入到反应体系中，形成的烯丙基格氏试剂从反应体系中连续除去 。 这些方法以高产率，高选择性和高纯度提供目标化合物。

公开(公告)号：US20090281331A1

公开(公告)日：2009-11-12

申请号：US12297282

申请日：2006-06-28

申请人： Norihiko Hirata ,  Toshitsugi Uemura ,  Hideki Ushio

发明人： Norihiko Hirata ,  Toshitsugi Uemura ,  Hideki Ushio

IPC分类号： C07D209/00 ,  C07D207/04

CPC分类号： C07D209/52

摘要： A process for producing proline derivatives of formula (1) below or acid adduct salts thereof, including: the step of reacting N-protected pyrrolidinones of formula (2) below with reducing agents to thereby obtain N-protected pyrrolidinols of formula (3) below (step A); the step of reacting the N-protected pyrrolidinols obtained in the step A with cyanating agents to thereby obtain N-protected cyanopyrrolidines of formula (4) below (step B); the step of reacting the N-protected cyanopyrrolidines obtained in the step B with alcohols and bases to thereby obtain imidates of formula (5) below and treating the imidates with acids to thereby obtain N-protected prolines of formula (6) below (step C); and the step of treating the N-protected prolines obtained in the step C with acids (step D). In formulas (1)-(6) below, any two out of R1, R2, R3, R4, R5 and R6 are bonded with each other to thereby form an optionally substituted C1-C4 polymethylene; and R7 is an optionally substituted C1-C10 linear alkyl, etc.

摘要翻译： 制备下述式（1）的脯氨酸衍生物或其酸加合物盐的方法，包括：将下列式（2）的N-保护的吡咯烷酮与还原剂反应从而得到下式（3）的N-保护的吡咯烷醇的步骤 （步骤A）; 将步骤A中得到的N-保护的吡咯烷醇与氰化剂反应从而得到下式（4）的N-保护的氰基吡咯烷（步骤B）的步骤; 使步骤B中得到的N-保护的氰基吡咯烷酮与醇和碱反应，由此得到下述式（5）的亚胺酯，并用酸处理亚胺酯，由此得到下列式（6）的N-保护的脯氨酸（步骤C ）; 以及用酸处理步骤C中获得的N-保护的脯氨酸的步骤（步骤D）。 在下式（1） - （6）中，R 1，R 2，R 3，R 4，R 5和R 6中的任何两个彼此键合，从而形成任选取代的C 1 -C 4聚亚甲基; 并且R 7是任选取代的C 1 -C 10直链烷基等

公开(公告)号：US06348617B1

公开(公告)日：2002-02-19

申请号：US09284263

申请日：1999-06-21

申请人： Hideki Ushio ,  Motoo Hazama ,  Toshikazu Yagi ,  Akihiko Nakamura ,  Masahiko Mizuno

发明人： Hideki Ushio ,  Motoo Hazama ,  Toshikazu Yagi ,  Akihiko Nakamura ,  Masahiko Mizuno

IPC分类号： C09C6966

CPC分类号： C07C67/343 ,  C07C67/60 ,  C07C69/716

摘要： The present invention is directed to a method for purifying pyruvic acid compounds, which method comprises reacting a pyruvic acid compound of general formula (I): wherein R1 is an optionally substituted lower alkyl group, a lower alkenyl group, a lower alkynyl group, a cycloalkyl group, an aryl group, or a heterocyclic group, and R2 is a lower alkyl group, with a bisulfite of general formula (II): MHSO3  (II) wherein M is NH4 or an alkali metal, to give a bisulfite adduct of the pyruvic acid compound and then decomposing the adduct with an acid. According to the present invention, pyruvic acid compounds can be purified by simple and easy procedures without using purification techniques such as distillation or column chromatography, and the above method is advantageous as a process for the production on an industrial scale.

摘要翻译： 本发明涉及一种纯化丙酮酸化合物的方法，该方法包括使通式（I）的丙酮酸化合物：其中R 1为任选取代的低级烷基，低级烯基，低级炔基， 环烷基，芳基或杂环基，R2是低级烷基，与通式（II）的亚硫酸氢盐反应：其中M是NH 4或碱金属，得到丙酮酸化合物的亚硫酸氢盐加合物和 然后用酸分解加合物。 根据本发明，丙酮酸化合物可以通过简单且简单的方法纯化，而不使用蒸馏或柱色谱法等纯化技术，上述方法作为工业规模生产的方法是有利的。

公开(公告)号：US06191289B1

公开(公告)日：2001-02-20

申请号：US09176198

申请日：1998-10-21

申请人： Hideki Ushio ,  Takayuki Higashii ,  Masayoshi Minai ,  Akihiko Nakamura

发明人： Hideki Ushio ,  Takayuki Higashii ,  Masayoshi Minai ,  Akihiko Nakamura

IPC分类号： C07D25704

CPC分类号： C07D257/04 ,  C07C251/86 ,  C07C257/18 ,  C07C257/22 ,  C07D405/04

摘要： There are disclosed an industrially favorable process for producing a tetrazole compound of general formula (1): characterized in that a nitrile of general formula (2): R1CN  (2) is reacted with hydrazine or a salt thereof in the presence of a catalyst, followed by reaction with a nitrous acid compound of general formula (3): ANO2  (3) or a nitrile of general formula (2) is reacted with hydrogen sulfide, followed by reaction with an alkyl halide of general formula (4): R4J  (4) with hydrazine or a salt thereof, and then with a nitrous acid compound of general formula (3); and an intermediate of general formula (5): R1C(═R5)R6  (5) which is useful for the production of the tetrazole compound (in which R1 to R6, A and J in the above formulas are as defined in the specification).

摘要翻译： 公开了用于制备通式（1）的四唑化合物的工业上有利的方法：其特征在于通式（2）的腈与肼或其盐在催化剂存在下反应，然后与 将通式（3）的亚硝酸化合物或通式（2）的腈与硫化氢反应，然后与通式（4）的烷基卤反应：与肼或其盐反应，然后与 通式（3）的亚硝酸化合物; 和通式（5）的中间体：其可用于制备四唑化合物（其中上述式中的R 1至R 6，A和J如说明书中所定义）。

公开(公告)号：US5880291A

公开(公告)日：1999-03-09

申请号：US924320

申请日：1997-09-05

申请人： Hideki Ushio ,  Naoyuki Takano ,  Yukihiro Honda ,  Shinzo Seko ,  Motoo Hazama

发明人： Hideki Ushio ,  Naoyuki Takano ,  Yukihiro Honda ,  Shinzo Seko ,  Motoo Hazama

IPC分类号： C07D205/04

CPC分类号： C07D205/04

摘要： The present invention provides a process for preparing optically active azetidine-2-carboxylic acids using readily available reagents of relatively low price in the industry. Thus, there is provided optically active azetidine-2-carboxylic acid, and a process for producing the same by subjecting optically active N-(alkylbenzyl)azetidine-2-carboxylic acid represented by the formula (1): ##STR1## to hydrogenolysis in the presence of a catalyst.

摘要翻译： 本发明提供了使用工业中价格相对较低的容易获得的试剂制备光学活性氮杂环丁烷-2-羧酸的方法。 因此，提供光学活性的氮杂环丁烷-2-羧酸及其制备方法，该方法是使式（1）表示的旋光性N-（烷基苄基）氮杂环丁烷-2-羧酸：（1） 在催化剂存在下氢解。