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1. 发明授权

US07414152B2 N-substituted p-menthane carboxamides 有权
标题翻译： N-取代的对薄荷烷甲酰胺
公开(公告)号：US07414152B2
公开(公告)日：2008-08-19
申请号：US11437294
申请日：2006-05-19
申请人： Christophe C. Galopin , Pablo Victor Krawec , Jay Patrick Slack , Lori W. Tigani
发明人： Christophe C. Galopin , Pablo Victor Krawec , Jay Patrick Slack , Lori W. Tigani
IPC分类号： C07C233/58 , A61K31/165
CPC分类号： C07C255/60 , A61K8/42 , A61K2800/244 , A61Q11/00 , A61Q19/00 , C07C233/60 , C07C233/61 , C07C255/42 , C07C255/44 , C07C311/46 , C07C2601/14
摘要： Cooling compounds are provided having the formula: wherein, m is 0 or 1, Y and Z are selected independently from the group consisting of H, OH, C1-C4 straight or branched alkyl, and a C1-C4 straight or branched alkoxy, X is (CH2)n—R, where n is 0 or 1 and R is a group with non-bonding electrons, with the provisos that: (a) when Y and Z are H, X is not F, OH, MeO or NO2 in the 4-position and is not OH in the 2 or 6-position (b) when Y or Z is H then X, Y and Z are such that (i) the groups in the 3- and 4-positions are not both OMe, (ii) the groups in the 4- and 5-positions are not both OMe, (iii) the groups in 3- and 5-positions are not OMe if the group in the 4-position is OH, and (iv) the groups in the 3- and 5-positions are not OH if the group in the 4-position is methyl.
摘要翻译：提供具有下式的冷却化合物：其中m为0或1，Y和Z独立地选自H，OH，C 1 -C 4直链或支链烷基和C 1 -C 4直链或支链烷氧基，X 其中n为0或1，R为具有非键合电子的基团，前提条件是：（a）当Y（Y）为（CH 2）并且Z是H，X不是4位的F，OH，MeO或NO 2 2，并且在Y或Z是H时不在2或6位（b）中的OH，则X ，Y和Z为（i）3-和4-位的基团不同时为OMe，（ii）4-和5-位的基团不同时为OMe，（iii）3 - 和5-位不是OMe，如果4位的基团是OH，和（iv）如果4位的基团是甲基，那么3-和5-位的基团不是OH。

2. 发明申请

US20080300314A1 Cooling Compounds 审中-公开
标题翻译：冷却化合物
公开(公告)号：US20080300314A1
公开(公告)日：2008-12-04
申请号：US12165202
申请日：2008-06-30
申请人： Christophe C. Galopin , Pablo Victor Krawec , Jay Patrick Slack , Lori W. Tigani , Stefan Michael Furrer
发明人： Christophe C. Galopin , Pablo Victor Krawec , Jay Patrick Slack , Lori W. Tigani , Stefan Michael Furrer
IPC分类号： A61K8/42 , C07C255/20 , C07C235/32 , A61Q19/00
CPC分类号： A61K8/42 , A61K2800/244 , A61Q11/00 , A61Q19/00 , C07C233/60 , C07C233/61 , C07C233/63 , C07C255/44 , C07C255/60 , C07C311/46 , C07C2601/14
摘要： Compounds of the formula I give a cooling sensation to the mouth and skin: In Formula I, m is 0 or 1; X is —(CH2)n—R, where n is 0 or 1 and R is selected from —OR′. —COOH, —COOR″, —SO2NH2, —CHO, —COR′″, and —CN, R′ being selected from H and C1-C3 straight- and branched-chain alkyl. R″ from C1-C4 straight- and branched-chain alkyl and R′″ from C1-C3 straight- and branched-chain alkyl:Y is selected from H, —COOH and —OR′″, where R′″ has the significance previously referred to; and Z is H; with the provisos that (iii) When Y is H and X is any of the abovementioned significances, except —CN and —COOH, X is in the 4-position; (iv) when Y has a significance other than H, it is in the 5-position when X is in the 2-position and in the 6-position when X is in the 3-position. The compounds give a cooling sensation that can be more powerful than the best current commercial materials.
摘要翻译：式I的化合物给出口和皮肤的冷却感：在式I中，m为0或1; X是 - （CH 2）n -R，其中n是0或1，R选自-OR'。 -COOH，-COOR“，-SO 2 NH 2，-CHO，-COR”和-CN，R'选自H和C 1 -C 3直链和支链烷基。 C 1 -C 4直链和支链烷基的R“和C 1 -C 3直链和支链烷基的Y”选自H，-COOH和-OR“，其中R” “具有以前提到的意义; Z为H; 条件是（iii）当Y为H且X为上述含义之一时，除了-CN和-COOH之外，X为4-位; （iv）当Y具有H以外的意义时，当X在3-位时X为2-位时为5-位，X为3-位。这些化合物给出的冷却感可以比最新的商业材料更强大。

3. 发明申请

US20080253974A1 N-Phenyl-N-Pyridinyl-Benzamides and Benzenesulfonamides Having Cooling Properties 有权
标题翻译：具有冷却性能的N-苯基-N-吡啶基 - 苯甲酰胺和苯磺酰胺
公开(公告)号：US20080253974A1
公开(公告)日：2008-10-16
申请号：US12090801
申请日：2006-10-23
申请人： Christophe C. Galopin , Lori W. Tigani , Jay Patrick Slack , Pablo Victor Krawec , Lucienne Cole
发明人： Christophe C. Galopin , Lori W. Tigani , Jay Patrick Slack , Pablo Victor Krawec , Lucienne Cole
IPC分类号： A61K9/68 , C07D213/38 , A61K8/49 , A61Q19/00 , A61K31/4402
CPC分类号： C07D213/36
摘要： Used as cooling agents are the compounds of formula (I), wherein Y is carbonyl (C(═O)) or sulfonyl (SO2—); and X is O CH3, CN, C(═O)NHR, C(═O)OR, or halogen; and R is hydrogen or C1-C4 alkyl.
摘要翻译：用作冷却剂的是式（I）的化合物，其中Y是羰基（C（= O））或磺酰基（SO 2 - ） - ; 并且X为O，CH 3，CN，C（-O）NHR，C（= O）OR或卤素; 且R为氢或C 1 -C 4烷基。

4. 发明授权

US07893110B2 Carboxylic acid amides provoking a cooling sensation 有权
标题翻译：羧酸酰胺引起冷却感
公开(公告)号：US07893110B2
公开(公告)日：2011-02-22
申请号：US11884497
申请日：2006-02-27
申请人： Christophe C. Galopin , Stefan Michael Furrer , Lori W. Tigani , Jay Patrick Slack , Pablo Victor Krawec , Lucienne Cole
发明人： Christophe C. Galopin , Stefan Michael Furrer , Lori W. Tigani , Jay Patrick Slack , Pablo Victor Krawec , Lucienne Cole
IPC分类号： A61K31/165 , C07C255/58 , C07C233/00
CPC分类号： C07C233/60 , A23G4/06 , A61K8/42 , A61K2800/244 , A61Q11/00 , A61Q19/00 , C07C233/61 , C07C255/60 , C07C2601/14
摘要： The present invention refers to cooling compounds of formula I wherein R1, R2, R3, X, Y, Z, and m have the same meaning as given in the specification. The present invention refers furthermore to a process for their production and to product compositions comprising them.
摘要翻译：本发明涉及式I的冷却化合物，其中R1，R2，R3，X，Y，Z和m具有与说明书中给出的相同的含义。本发明还涉及其生产方法和包含它们的产品组合物。

5. 发明申请

US20080176945A1 Carboxilic Acid Amides Provoking A Cooling Sensation 有权
标题翻译：羧酸酰胺引起冷却感
公开(公告)号：US20080176945A1
公开(公告)日：2008-07-24
申请号：US11884497
申请日：2006-02-27
申请人： Christophe C. Galopin , Stefan Michael Furrer , Lori W. Tigani , Jay Patrick Slack , Pablo Victor Krawec , Lucienne Cole
发明人： Christophe C. Galopin , Stefan Michael Furrer , Lori W. Tigani , Jay Patrick Slack , Pablo Victor Krawec , Lucienne Cole
IPC分类号： A61K31/165 , C07C255/58 , C07C233/00
CPC分类号： C07C233/60 , A23G4/06 , A61K8/42 , A61K2800/244 , A61Q11/00 , A61Q19/00 , C07C233/61 , C07C255/60 , C07C2601/14
摘要： The present invention refers to cooling compounds of formula I wherein R1, R2, R3, X, Y, Z, and m have the same meaning as given in the specification. The present invention refers furthermore to a process for their production and to product compositions comprising them.
摘要翻译：本发明涉及式I的冷却化合物，其中R1，R2，R3，X，Y，Z和m具有与说明书中给出的相同的含义。本发明还涉及其生产方法和包含它们的产品组合物。

6. 再颁专利

USRE44339E1 N-substituted P-menthane carboxamides 有权
标题翻译： N-取代的对 - 薄荷烷甲酰胺
公开(公告)号：USRE44339E1
公开(公告)日：2013-07-02
申请号：US13222947
申请日：2011-08-31
申请人： Christophe C. Galopin , Pablo Victor Krawec , Jay Patrick Slack , Lori W. Tigani
发明人： Christophe C. Galopin , Pablo Victor Krawec , Jay Patrick Slack , Lori W. Tigani
IPC分类号： C07C233/58 , A61K31/165
CPC分类号： C07C255/60 , A61K8/42 , A61K2800/244 , A61Q11/00 , A61Q19/00 , C07C233/60 , C07C233/61 , C07C255/42 , C07C255/44 , C07C311/46 , C07C2601/14
摘要： Cooling compounds are provided having the formula: wherein, m is 0 or 1, Y and Z are selected independently from the group consisting of H, OH, C1-C4 straight or branched alkyl, and a C1-C4 straight or branched alkoxy, X is (CH2)n—R, where n is 0 or 1 and R is a group with non-bonding electrons, with the provisos that: (a) when Y and Z are H, X is not F, OH, MeO or NO2 in the 4-position and is not OH in the 2 or 6-position (b) when Y or Z is H then X, Y and Z are such that (i) the groups in the 3- and 4-positions are not both OMe, (ii) the groups in the 4- and 5-positions are not both OMe, (iii) the groups in 3- and 5-positions are not OMe if the group in the 4-position is OH, and (iv) the groups in the 3- and 5-positions are not OH if the group in the 4-position is methyl.
摘要翻译：提供具有下式的冷却化合物：其中m为0或1，Y和Z独立地选自H，OH，C 1 -C 4直链或支链烷基和C 1 -C 4直链或支链烷氧基，X 是（CH 2）n R，其中n是0或1，R是具有非键合电子的基团，条件是：（a）当Y和Z为H时，X不为F，OH，MeO或NO 2 4位，而当Y或Z为H时，不是2或6位的OH（b），那么X，Y和Z使得（i）3位和4位的基团不同时为OMe，（ii）4位和5位的基团不能同时为OMe，（iii）如果4位的基团为OH，则3位和5位的基团不为OMe，（iv）基团如果4-位上的基团是甲基，则3-和5-位不是OH。

7. 发明授权

US08263046B2 N-phenyl-N-pyridinyl-benzamides and benzenesulfonomides having cooling properties 有权
标题翻译： N-苯基-N-吡啶基 - 苯甲酰胺和具有冷却性能的苯磺酰胺
公开(公告)号：US08263046B2
公开(公告)日：2012-09-11
申请号：US12090801
申请日：2006-10-23
申请人： Christophe C. Galopin , Lori W. Tigani , Jay Patrick Slack , Pablo Victor Krawec , Lucienne Cole
发明人： Christophe C. Galopin , Lori W. Tigani , Jay Patrick Slack , Pablo Victor Krawec , Lucienne Cole
IPC分类号： A61K9/68 , A61K8/00 , A61K31/74 , A61K8/02 , A61K38/00
CPC分类号： C07D213/36
摘要： Used as cooling agents are the compounds of formula (I), wherein Y is carbonyl (C(═O)) or sulfonyl (SO2—); and X is OCH3, CN, C(═O)NHR, C(═O)OR, or halogen; and R is hydrogen or C1-C4 alkyl.
摘要翻译：用作冷却剂的是式（I）的化合物，其中Y是羰基（C（= O））或磺酰基（SO 2 - ）; 并且X是OCH 3，CN，C（= O）NHR，C（= O）OR或卤素; 和R是氢或C 1 -C 4烷基。

8. 发明申请

US20100035938A1 Cooling Compounds 有权
标题翻译：冷却化合物
公开(公告)号：US20100035938A1
公开(公告)日：2010-02-11
申请号：US11990103
申请日：2006-08-14
申请人： Karen Ann Bell , Christophe C. Galopin , Jay Patrick Slack , Lori W. Tigani
发明人： Karen Ann Bell , Christophe C. Galopin , Jay Patrick Slack , Lori W. Tigani
IPC分类号： A61K31/44 , C07D213/81 , C07D213/56
CPC分类号： C07D213/40 , A23L2/56 , A23V2002/00 , A61K8/4926 , A61K2800/244 , A61K2800/92 , A61Q11/00
摘要： A method of providing a cooling effect to a product includes the incorporation into the product of at least one compound of the formula I in which m is a number between 0 and 2, X, Y and Z are selected independently from the group consisting of H, halogen, OH, Me, Et, MeO and EtO, and R1, R2 and R3together comprise at least 6 carbons, selected such that (a) (i) R1 is selected from the group consisting of H, Me, Et, isopropyl and C4-C5 branched alkyl; and (ii) R2 and R3 are independently selected from the group consisting of Me, Et, isopropyl and C4-branched alkyl; or (b) any two or all of R1, R2 and R3 together form a monocyclic, bicyclic or tricyclic radical having up to 10 carbons. The compounds confer substantial cooling effects on compositions applied to the skin or taken orally, such as toothpastes, mouthwashes, foodstuffs, beverages, confectionery, tobacco products, skin creams and ointments.
摘要翻译：向产品提供冷却效果的方法包括将至少一种式I化合物（其中m为0和2之间的数字）并入产物中，X，Y和Z独立地选自H ，卤素，OH，Me，Et，MeO和EtO，R1，R2和R3共计包含至少6个碳，选择为（a）（i）R1选自H，Me，Et，异丙基和 C4-C5支链烷基; 和（ii）R2和R3独立地选自Me，Et，异丙基和C 4 - 支链烷基; 或（b）R 1，R 2和R 3中的任何两个或全部一起形成具有至多10个碳原子的单环，双环或三环基团。这些化合物对施用于皮肤或口服的组合物如牙膏，漱口剂，食品，饮料，糖果，烟草制品，护肤霜和软膏施加显着的冷却效果。

9. 发明授权

US09452982B2 Pyridinyl cyclohexanecarboxamide cooling compounds 有权
标题翻译：吡啶基环己烷甲酰胺冷却化合物
公开(公告)号：US09452982B2
公开(公告)日：2016-09-27
申请号：US11990103
申请日：2006-08-14
申请人： Karen Ann Bell , Christophe C. Galopin , Jay Patrick Slack , Lori W. Tigani
发明人： Karen Ann Bell , Christophe C. Galopin , Jay Patrick Slack , Lori W. Tigani
IPC分类号： A61K31/44 , C07D213/40 , A23L2/56 , A61K8/49 , A61Q11/00
CPC分类号： C07D213/40 , A23L2/56 , A23V2002/00 , A61K8/4926 , A61K2800/244 , A61K2800/92 , A61Q11/00
摘要： A method of providing a cooling effect to a product includes the incorporation into the product of at least one compound of the formula I in which m is a number between 0 and 2, X, Y and Z are selected independently from the group consisting of H, halogen, OH, Me, Et, MeO and EtO, and R1, R2 and R3together comprise at least 6 carbons, selected such that (a) (i) R1 is selected from the group consisting of H, Me, Et, isopropyl and C4-C5 branched alkyl; and (ii) R2 and R3 are independently selected from the group consisting of Me, Et, isopropyl and C4-branched alkyl; or (b) any two or all of R1, R2 and R3 together form a monocyclic, bicyclic or tricyclic radical having up to 10 carbons. The compounds confer substantial cooling effects on compositions applied to the skin or taken orally, such as toothpastes, mouthwashes, foodstuffs, beverages, confectionery, tobacco products, skin creams and ointments.
摘要翻译：这些化合物对施用于皮肤或口服的组合物如牙膏，漱口剂，食品，饮料，糖果，烟草制品，护肤霜和软膏施加显着的冷却效果。

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