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1. 发明申请

US20130245286A1 PROCESS FOR PRODUCING WINE LACTONE 审中-公开
公开(公告)号：US20130245286A1
公开(公告)日：2013-09-19
申请号：US13887566
申请日：2013-05-06
申请人： TAKASAGO INTERNATIONAL CORPORATION
发明人： Kenji Yagi , Yasuhiro Komatsuki , Hideo Ujihara , Kenya Ishida
IPC分类号： C07D307/77
CPC分类号： C07D307/83 , C07D307/77
摘要： The present invention relates to a method comprising (A) reacting a β-keto ester with a 2-halo ester under basic conditions to obtain a 2-aceto-3-methyl-succinic acid ester; (B) reacting the resulting 2-aceto-3-methyl-succinic acid ester with methyl vinyl ketone under basic conditions, optionally followed by a decarboxylation reaction and hydrolysis, etc., to obtain an α-methyl-γ-keto acid; and (C) reducing the resulting α-methyl-γ-keto acid to obtain wine lactone or a stereoisomer thereof or a mixture thereof. Alternatively, the present invention relates to a method comprising step (A) as recited above; (B) reacting the resulting 2-aceto-3-methyl-succinic acid ester with methyl vinyl ketone under basic conditions, followed by decarboxylation reaction to obtain an α-methyl-γ-keto acid ester; and (E) reducing the resulting α-methyl-γ-keto acid ester in the presence of a ruthenium complex having a specific structure and in the presence of a hydrogen donor to obtain wine lactone or a stereoisomer thereof or a mixture thereof.

2. 发明授权

US09975831B2 Method for producing ether compound 有权
公开(公告)号：US09975831B2
公开(公告)日：2018-05-22
申请号：US14376988
申请日：2013-02-05
申请人： TAKASAGO INTERNATIONAL CORPORATION
发明人： Yasuhiro Komatsuki , Kenya Ishida , Kenji Yagi
IPC分类号： C07C41/01
CPC分类号： C07C41/01 , C07C41/18 , C07C2601/12 , C07C2602/42 , C07C43/23 , C07C43/115 , C07C43/164 , C07C43/1783
摘要： An object of the present invention is to provide a method for producing an ether compound easily in a small number of steps at lower costs in high yields.The present invention relates to a method in which the ether compound represented by the general formula (1) is produced by reacting the specific carbonyl compound specified in the general formula (2) and the specific dialkoxy compound specified in the general formula (3) with hydrogen in the presence of a hydrogenation catalyst and an acidic substance to perform hydrogenation.

3. 发明授权

US09486395B2 Synthetic spilanthol and use thereof 有权
标题翻译：合成稀释剂及其用途
公开(公告)号：US09486395B2
公开(公告)日：2016-11-08
申请号：US14257755
申请日：2014-04-21
申请人： Takasago International Corporation
发明人： Louis Lombardo , Michael E. Lankin , Kenya Ishida , Shigeru Tanaka , Hideo Ujihara , Kenji Yagi , Jennifer B. Tartaglia , Carter B. Green , Amrit S. Mankoo
IPC分类号： A61K31/16 , A61K8/42 , A23L1/226 , A61Q5/00 , A61Q11/00 , A61Q15/00 , C07C43/303 , C07C45/41 , C07C57/66 , C07C231/12 , C07C233/09 , C07C235/28 , C07C309/66 , C12P13/02 , A23G1/32 , A23G3/36 , A23G4/06
CPC分类号： A61K8/42 , A23G1/32 , A23G3/36 , A23G4/06 , A23L27/202 , A61Q5/00 , A61Q11/00 , A61Q15/00 , C07C43/303 , C07C45/41 , C07C57/66 , C07C231/12 , C07C233/09 , C07C235/28 , C07C309/66 , C12P13/02 , C07C47/21
摘要： The present application provides a synthetic spilanthol flavor composition that includes (2E,6Z,8E)-N-(2-methylpropyl)-2,6,8-decatrienamide. The synthetic spilanthol composition can also contain, and at least one of (2E,6E,8E)-N-(2-methylpropyl)-2,6,8-decatrienamide and (2E,6Z,8Z)—N-(2-methylpropyl)-2,6,8-decatrienamide, the (N-(2-methylpropyl)-2,6,8-decatrienamide being present in amounts effective to impart a salivating or tingle effect while reducing the perception of off notes, as compared to the off-notes perceived upon consumption of natural spilanthol (e.g. spilanthol obtained from jambu oleoresin). Methods of increasing salivation and/or providing a tingling sensation upon consuming an orally consumable product that include adding to the product a synthetic spilanthol flavor composition are also provided. Synthetic spilanthol flavor compositions can be added to orally consumed products, such as, but not limited to, foods, beverages, pharmaceuticals, nutraceuticals, or therapeutic compositions, oral personal care products, gums (e.g. chewing gum or bubble gum), candy or lozenges.
摘要翻译：本申请提供了包括（2E，6Z，8E）-N-（2-甲基丙基）-2,6,8-十一三烯酰胺的合成稀释剂风味组合物。（2E，6E，8E）-N-（2-甲基丙基）-2,6,8-十一三烯酰胺和（2E，6Z，8Z）-N-（2- 甲基丙基）-2,6,8-十一三烯酰胺，（N-（2-甲基丙基）-2,6,8-癸三酰胺以有效赋予唾液或叮咬效果同时减少脱落感觉的量存在，相比之下在消费口服消耗品时，增加唾液分泌和/或提供刺痛感的方法包括向产品中加入合成的稀释剂风味组合物的方法也是合成的稀释剂风味组合物可以添加到口服食品中，例如但不限于食品，饮料，药物，营养保健品或治疗组合物，口腔个人护理产品，牙龈（例如口香糖或泡泡糖），糖果或锭剂。

4. 发明申请

US20150148558A1 METHOD FOR PRODUCING NITRILE 有权
标题翻译：生产氮的方法
公开(公告)号：US20150148558A1
公开(公告)日：2015-05-28
申请号：US14397224
申请日：2013-05-20
申请人： TAKASAGO INTERNATIONAL CORPORATION
发明人： Kenji Yagi , Kenya Ishida
IPC分类号： C07C253/00
CPC分类号： C07C253/00 , B01J27/1806 , C07C239/10 , C07C255/07 , C07C255/33
摘要： The present invention provides a method for producing a nitrile represented by general formula (1) (in the formula, R denotes an optionally substituted alkyl group, alkenyl group, dienyl group, aralkyl group or aryl group having a total of 3-20 carbon atoms), and the method includes heating an aldoxime represented by general formula (2) (in the formula, R denotes the same groups as those mentioned above) at 80-250° C. in the presence of an alkali metal or alkaline earth metal salt of phosphoric acid (catalyst A) and distilling off water generated as the reaction progresses to outside the reaction system.
摘要翻译：本发明提供一种制备由通式（1）表示的腈的方法（式中，R表示任意取代的烷基，烯基，二烯基，芳烷基或总碳原子数为3-20的芳基）），该方法包括在碱金属或碱土金属盐的存在下，在80-250℃下加热通式（2）表示的醛肟（式中，R表示与上述相同的基团）的磷酸（催化剂A），并且当反应进行到反应体系外时产生的蒸馏水。

5. 发明申请

US20140328771A1 METHOD FOR PRODUCING 3-MENTHOXY PROPANOL AND COMPOSITIONS FOR IMPARTING COOLING SENSATION 审中-公开
标题翻译：用于制造3-迷迭香丙醇的方法和用于减少冷却感觉的组合物
公开(公告)号：US20140328771A1
公开(公告)日：2014-11-06
申请号：US14354456
申请日：2012-10-01
申请人： Takasago International Corporation
发明人： Shigeru Tanaka , Kenya Ishida
IPC分类号： C07C41/18 , A23G4/06 , A61Q5/02 , C11B9/00 , A61Q11/00 , A61K8/33
CPC分类号： C07C41/18 , A23G4/06 , A23L2/52 , A23L27/2052 , A23V2002/00 , A61K8/33 , A61K8/34 , A61K2800/244 , A61Q5/02 , A61Q11/00 , C07B53/00 , C07B57/00 , C07C41/26 , C07C2601/14 , C11B9/0015 , C07C43/196
摘要： [Problem] The present invention provides: a composition for imparting a cooling sensation, which contains 3-menthoxy propanol; and a method for producing 3-menthoxy propanol with high selectivity and high yield using 3-menthoxy-1,2-epoxypropane as a starting material.[Solution] The present invention relates to: a method for producing 3-menthoxy propanol with high selectivity and high yield by performing catalytic hydrogenation of 3-menthoxy-1,2-epoxypropane in the presence of a heterogeneous metal catalyst such as a cobalt, a ruthenium catalyst or a nickel catalyst; and an excellent composition for imparting a cooling sensation, which contains a mixture of 3-menthoxy-1-propanol and 1-menthoxy-2-propanol.
摘要翻译：本发明提供一种含有3-甲氧基丙醇的用于赋予冷却感的组合物，以3-薄荷氧基-1,2-环氧丙烷为起始原料，以高选择性和高收率生产3-甲氧基丙醇的方法。本发明涉及通过在非均相金属催化剂如钴等的存在下进行3-甲氧基-1,2-环氧丙烷的催化氢化，以高选择性和高收率生产3-甲氧基丙醇的方法，钌催化剂或镍催化剂; 以及含有3-甲氧基-1-丙醇和1-甲氧基-2-丙醇的混合物的赋予冷却感的优良组合物。

6. 发明申请

US20140227200A1 SYNTHETIC SPILANTHOL AND USE THEREOF 审中-公开
标题翻译：合成螺旋体及其用途
公开(公告)号：US20140227200A1
公开(公告)日：2014-08-14
申请号：US14257755
申请日：2014-04-21
申请人： Takasago International Corporation
发明人： Louis Lombardo , Michael E. Lankin , Kenya Ishida , Shigeru Tanaka , Hideo Ujihara , Kenji Yagi , Jennifer B. Tartaglia , Carter B. Green , Amrit S. Mankoo
IPC分类号： A61K8/42 , A23G1/32 , A23G4/06 , A23G3/36 , A61Q11/00 , A23L1/226
CPC分类号： A61K8/42 , A23G1/32 , A23G3/36 , A23G4/06 , A23L27/202 , A61Q5/00 , A61Q11/00 , A61Q15/00 , C07C43/303 , C07C45/41 , C07C57/66 , C07C231/12 , C07C233/09 , C07C235/28 , C07C309/66 , C12P13/02 , C07C47/21
摘要： The present application provides a synthetic spilanthol flavor composition that includes (2E,6Z,8E)-N-(2-methylpropyl)-2,6,8-decatrienamide. The synthetic spilanthol composition can also contain, and at least one of (2E,6E,8E)-N-(2-methylpropyl)-2,6,8-decatrienamide and (2E,6Z,8Z)—N-(2-methylpropyl)-2,6,8-decatrienamide, the (N-(2-methylpropyl)-2,6,8-decatrienamide being present in amounts effective to impart a salivating or tingle effect while reducing the perception of off notes, as compared to the off-notes perceived upon consumption of natural spilanthol (e.g. spilanthol obtained from jambu oleoresin). Methods of increasing salivation and/or providing a tingling sensation upon consuming an orally consumable product that include adding to the product a synthetic spilanthol flavor composition are also provided. Synthetic spilanthol flavor compositions can be added to orally consumed products, such as, but not limited to, foods, beverages, pharmaceuticals, nutraceuticals, or therapeutic compositions, oral personal care products, gums (e.g. chewing gum or bubble gum), candy or lozenges.
摘要翻译：本申请提供了包括（2E，6Z，8E）-N-（2-甲基丙基）-2,6,8-十一三烯酰胺的合成稀释剂风味组合物。（2E，6E，8E）-N-（2-甲基丙基）-2,6,8-十一三烯酰胺和（2E，6Z，8Z）-N-（2- 甲基丙基）-2,6,8-十一三烯酰胺，（N-（2-甲基丙基）-2,6,8-癸三酰胺以有效赋予唾液或叮咬效果同时减少脱落感觉的量存在，相比之下在消费口服易消化产品时，增加唾液分泌和/或提供刺痛感的方法包括向产品中加入合成的稀释剂风味组合物也是合成的稀释剂风味组合物可以添加到口服食品中，例如但不限于食品，饮料，药物，营养保健品或治疗组合物，口腔个人护理产品，牙龈（例如口香糖或泡泡糖），糖果或锭剂。

7. 发明申请

US20200022889A1 TRPA1 ACTIVITY INHIBITOR 审中-公开
公开(公告)号：US20200022889A1
公开(公告)日：2020-01-23
申请号：US16495663
申请日：2018-03-13
申请人： MANDOM CORPORATION , TAKASAGO INTERNATIONAL CORPORATION
发明人： Masayuki Takaishi , Fumitaka Fujita , Hironori Shimizu , Shu Sakuyama , Kenya Ishida , Kenji Maruyama
IPC分类号： A61K8/34 , A61Q15/00 , A61Q19/00 , A61Q5/00
摘要： This TRPA1 activity inhibitor contains a compound represented by formula (I) wherein R1, R2, R3 and R4 each independently represent a hydrogen atom or a methyl group, and R5, R6, R7 and R8 each independently represent a hydrogen atom, a methyl group or —O—R9—OH (in the formula, R9 represents an alkylene group optionally having a substituent group), provided that at least one group of R5, R6, R7 and R8 is —O—R9—OH.

8. 发明授权

US09079826B2 Method for producing high-purity ceramide 有权
标题翻译：生产高纯度神经酰胺的方法
公开(公告)号：US09079826B2
公开(公告)日：2015-07-14
申请号：US14366883
申请日：2012-11-07
申请人： Takasago International Corporation
发明人： Kenya Ishida , Kenji Yagi
IPC分类号： C07C231/02 , C07C231/22 , C07C233/18 , C07C231/24 , C07C235/08
CPC分类号： C07C231/02 , C07B2200/07 , C07C231/22 , C07C231/24 , C07C233/18 , C07C235/08
摘要： Provided is a method for producing an optically active ceramide by an N-acylation (amidation) reaction of an optically active aminodiol, wherein a crude ceramide produced therein is purified by an industrially advantageous process. Namely, provided is a method for producing a high-purity ceramide that has high diastereo purity with high yield. A high-purity ceramide is produced by: a step wherein a ceramide represented by general formula (1) is produced by reacting an aminodiol with an alkyl ester having 1-5 carbon atoms of an aliphatic carboxylic acid having 12-24 carbon atoms, said aliphatic carboxylic acid optionally having a hydroxyl group, in a hydrocarbon solvent having 5-10 carbon atoms; and a step wherein an alcohol having 1-3 carbon atoms is added into the reaction mixture obtained in the preceding step, thereby causing crystals to precipitate. (In the formula, R1 represents an alkyl group which has 13-17 carbon atoms and optionally has a carbon-carbon unsaturated bond; R2 represents an alkyl group which has 11-23 carbon atoms and optionally has a hydroxyl group; and * represents an optically active state.).
摘要翻译：提供了通过光学活性氨基二醇的N-酰化（酰胺化）反应制备光学活性神经酰胺的方法，其中通过工业上有利的方法纯化其中产生的粗制神经酰胺。即，提供高纯度的高纯度神经酰胺的制造方法。高纯度神经酰胺是通过以下步骤生产的：其中由通式（1）表示的神经酰胺通过氨基二醇与具有12-24个碳原子的脂族羧酸的具有1-5个碳原子的烷基酯反应来制备，所述任选具有羟基的脂族羧酸，在具有5-10个碳原子的烃溶剂中; 并将其中将具有1-3个碳原子的醇加入到前述步骤中获得的反应混合物中，从而使晶体沉淀。（式中，R 1表示碳原子数为13〜17的烷基，可以具有碳 - 碳不饱和键; R 2表示碳原子数为11〜23的烷基，可以具有羟基），*表示光学活性状态）。

9. 发明授权

US08986660B2 Process for producing (3S)-1-menthyl 3-hydroxybutyrate and sensate composition 有权
标题翻译：（3S）-1-薄荷基3-羟基丁酸酯的制备方法和感官组成
公开(公告)号：US08986660B2
公开(公告)日：2015-03-24
申请号：US14052068
申请日：2013-10-11
申请人： Takasago International Corporation
发明人： Kazuma Hojo , Takashi Aida , Kenya Ishida
IPC分类号： A23L1/226 , A61K8/37 , A61Q19/00 , C07C67/31 , A23G4/06 , A23L1/22 , A61Q5/02 , A61Q11/00 , C11B9/00
CPC分类号： A61K8/37 , A23G4/06 , A23L27/203 , A23L27/88 , A61K2800/244 , A61Q5/02 , A61Q11/00 , A61Q19/00 , C07B2200/07 , C07C67/31 , C07C2601/14 , C11B9/0034 , C07C69/675
摘要： Disclosed is a cooling component or sensate component which does not have undesirable stimulus feeling, bitterness and the like and is excellent in the persistence of refresh-feeling and cool-feeling, a sensate composition which comprises the same, and various products that comprise said sensate composition. Also disclosed is a cooling agent comprising (3S)-1-menthyl 3-hydroxybutyrate represented by the following formula (I)
摘要翻译：公开了一种不具有不希望的刺激感，苦味等的冷却成分或敏感成分，并且具有优异的刷新感和冷感的持久性，含有该感觉组合物的感觉组合物，以及包含该感官组合物的各种产品组成。还公开了包含由下式（I）表示的（3S）-1-薄荷醇3-羟基丁酸酯的冷却剂，

10. 发明授权

US09233916B2 Method for producing nitrile 有权
标题翻译：腈的制备方法
公开(公告)号：US09233916B2
公开(公告)日：2016-01-12
申请号：US14397224
申请日：2013-05-20
申请人： TAKASAGO INTERNATIONAL CORPORATION
发明人： Kenji Yagi , Kenya Ishida
IPC分类号： C07C253/00 , C07C253/20 , C07C255/07 , B01J27/18 , C07C239/10 , C07C255/33
CPC分类号： C07C253/00 , B01J27/1806 , C07C239/10 , C07C255/07 , C07C255/33
摘要： The present invention provides a method for producing a nitrile represented by general formula (1) (in the formula, R denotes an optionally substituted alkyl group, alkenyl group, dienyl group, aralkyl group or aryl group having a total of 3-20 carbon atoms), and the method includes heating an aldoxime represented by general formula (2) (in the formula, R denotes the same groups as those mentioned above) at 80-250° C. in the presence of an alkali metal or alkaline earth metal salt of phosphoric acid (catalyst A) and distilling off water generated as the reaction progresses to outside the reaction system.
摘要翻译：本发明提供一种制备由通式（1）表示的腈的方法（式中，R表示任意取代的烷基，烯基，二烯基，芳烷基或总碳原子数为3-20的芳基）），该方法包括在碱金属或碱土金属盐的存在下，在80-250℃下加热通式（2）表示的醛肟（式中，R表示与上述相同的基团）的磷酸（催化剂A），并且当反应进行到反应体系外时产生的蒸馏水。

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