公开(公告)号：US07282597B2

公开(公告)日：2007-10-16

申请号：US10554872

申请日：2005-03-25

申请人： Hiroharu Shibayama ,  Koichi Ueda ,  Hachiro Indo ,  Satoshi Tachibana ,  Hiroshi Nishikawa ,  Masaru Yamabe

发明人： Hiroharu Shibayama ,  Koichi Ueda ,  Hachiro Indo ,  Satoshi Tachibana ,  Hiroshi Nishikawa ,  Masaru Yamabe

IPC分类号： C07D305/12 ,  C07F9/06

CPC分类号： A61Q19/02 ,  A61K8/676 ,  C07F9/65515

摘要： It is an object to provide an L-ascorbic acid derivative which can keep the L-ascorbic acid stable to heat and light and thus has a long shelf life, which is high in permeability into the skin, which can be quickly hydrolyzed by phosphatase, an enzyme that is ubiquitous in vivo, and which exhibits physiological activities that are inherent to L-ascorbic acid and beneficial to health, a method for producing such an L-ascorbic acid derivative, and a skin-whitening cosmetic material.There is provided an ascorbic acid derivative comprising an L-ascorbic acid-2-phosphate ester or a salt thereof wherein the phosphate ester has a branched alkyl group, the L-ascorbic acid-2-phosphate ester being of formula [13]. The ascorbic acid derivative is produced by a method comprising reacting a branched alkanol with phosphorus oxychloride to synthesize monoalkyldichlorophosphate or dialkylmonochlorophosphate, reacting the thus obtained substance with 5,6-O-isopropylidene-L-ascorbic acid obtained by reacting L-ascorbic acid with acetone, and subjecting the thus obtained substance to acid hydrolysis. There is also provided a cosmetic material containing such an ascorbic acid derivative by 0.05 to 80 percent by weight. (wherein each of R1 and R2 is a hydrogen (H) atom or an alkyl group having branches and including 3 to 30 carbon atoms, but not both of R1 and R2 are hydrogen (H) atoms).

摘要翻译： 本发明的目的是提供一种L-抗坏血酸衍生物，其能够保持L-抗坏血酸对热和光的稳定性，因此具有长的保存期限，其对皮肤的渗透性高，可以通过磷酸酶快速水解， 在体内无处不在，表现出L-抗坏血酸固有的生理活性，有益健康的酶，生产这种L-抗坏血酸衍生物的方法，以及美白化妆品。 提供了包含L-抗坏血酸-2-磷酸酯或其盐的抗坏血酸衍生物，其中磷酸酯具有支链烷基，L-抗坏血酸-2-磷酸酯具有式[13]。 抗坏血酸衍生物是通过使支链烷醇与磷酰氯反应合成二烷基单磷酸二烷基酯和一氯二磷酸二烷基酯，使得到的物质与通过L-抗坏血酸与丙酮反应得到的5,6-O-异亚丙基-L-抗坏血酸 并将由此获得的物质进行酸水解。 还提供含有0.05〜80重量％的抗坏血酸衍生物的化妆品。 （其中R 1和R 2各自为氢（H）原子或具有分支且包含3至30个碳原子的烷基，但不是R' SUP> 1和R 2是氢（H）原子）。

公开(公告)号：US20080253982A1

公开(公告)日：2008-10-16

申请号：US11889158

申请日：2007-08-09

申请人： Hiroharu Shibayama ,  Koichi Ueda ,  Hachiro Indo ,  Satoshi Tachibana ,  Hiroshi Nishikawa ,  Masaru Yamabe

发明人： Hiroharu Shibayama ,  Koichi Ueda ,  Hachiro Indo ,  Satoshi Tachibana ,  Hiroshi Nishikawa ,  Masaru Yamabe

IPC分类号： A61K8/55 ,  A61K31/665 ,  A61Q19/02

CPC分类号： A61Q19/02 ,  A61K8/676 ,  C07F9/65515

摘要： It is an object to provide an L-ascorbic acid derivative which can keep the L-ascorbic acid stable to heat and light and thus has a long shelf life, which is high in permeability into the skin, which can be quickly hydrolyzed by phosphatase, an enzyme that is ubiquitous in vivo, and which exhibits physiological activities that are inherent to L-ascorbic acid and beneficial to health, a method for producing such an L-ascorbic acid derivative, and a skin-whitening cosmetic material.There is provided an ascorbic acid derivative comprising an L-ascorbic acid-2-phosphate ester or a salt thereof wherein the phosphate ester has a branched alkyl group, the L-ascorbic acid-2-phosphate ester being of formula [13]. The ascorbic acid derivative is produced by a method comprising reacting a branched alkanol with phosphorus oxychloride to synthesize monoalkyldichlorophosphate or dialkylmonochlorophosphate, reacting the thus obtained substance with 5,6-O-isopropylidene-L-ascorbic acid obtained by reacting L-ascorbic acid with acetone, and subjecting the thus obtained substance to acid hydrolysis. There is also provided a cosmetic material containing such an ascorbic acid derivative by 0.05 to 80 percent by weight. (wherein each of R1 and R2 is a hydrogen (H) atom or an alkyl group having branches and including 3 to 30 carbon atoms, but not both of R1 and R2 are hydrogen (H) atoms)

摘要翻译： 本发明的目的是提供一种L-抗坏血酸衍生物，其能够保持L-抗坏血酸对热和光的稳定性，因此具有长的保存期限，其对皮肤的渗透性高，可以通过磷酸酶快速水解， 在体内无处不在，表现出L-抗坏血酸固有的生理活性，有益健康的酶，生产这种L-抗坏血酸衍生物的方法，以及美白化妆品。 提供了包含L-抗坏血酸-2-磷酸酯或其盐的抗坏血酸衍生物，其中磷酸酯具有支链烷基，L-抗坏血酸-2-磷酸酯具有式[13]。 抗坏血酸衍生物是通过使支链烷醇与磷酰氯反应合成二烷基单磷酸二烷基酯和一氯二磷酸二烷基酯，使得到的物质与通过L-抗坏血酸与丙酮反应得到的5,6-O-异亚丙基-L-抗坏血酸 并将由此获得的物质进行酸水解。 还提供含有0.05〜80重量％的抗坏血酸衍生物的化妆品。 （其中R 1和R 2各自为氢（H）原子或具有分支且包含3至30个碳原子的烷基，但不是R' SUP> 1和R 2是氢（H）原子）

公开(公告)号：US07569211B2

公开(公告)日：2009-08-04

申请号：US11889158

申请日：2007-08-09

申请人： Hiroharu Shibayama ,  Koichi Ueda ,  Hachiro Indo ,  Satoshi Tachibana ,  Hiroshi Nishikawa ,  Masaru Yamabe

发明人： Hiroharu Shibayama ,  Koichi Ueda ,  Hachiro Indo ,  Satoshi Tachibana ,  Hiroshi Nishikawa ,  Masaru Yamabe

IPC分类号： A61Q5/08

CPC分类号： A61Q19/02 ,  A61K8/676 ,  C07F9/65515

摘要： It is an object to provide an L-ascorbic acid derivative which can keep the L-ascorbic acid stable to heat and light and thus has a long shelf life, which is high in permeability into the skin, which can be quickly hydrolyzed by phosphatase, an enzyme that is ubiquitous in vivo, and which exhibits physiological activities that are inherent to L-ascorbic acid and beneficial to health, a method for producing such an L-ascorbic acid derivative, and a skin-whitening cosmetic material.There is provided an ascorbic acid derivative comprising an L-ascorbic acid-2-phosphate ester or a salt thereof wherein the phosphate ester has a branched alkyl group, the L-ascorbic acid-2-phosphate ester being of formula [13]. The ascorbic acid derivative is produced by a method comprising reacting a branched alkanol with phosphorus oxychloride to synthesize monoalkyldichlorophosphate or dialkylmonochlorophosphate, reacting the thus obtained substance with 5,6-O-isopropylidene-L-ascorbic acid obtained by reacting L-ascorbic acid with acetone, and subjecting the thus obtained substance to acid hydrolysis. There is also provided a cosmetic material containing such an ascorbic acid derivative by 0.05 to 80 percent by weight. (wherein each of R1 and R2 is a hydrogen (H) atom or an alkyl group having branches and including 3 to 30 carbon atoms, but not both of R1 and R2 are hydrogen (H) atoms)

摘要翻译： 本发明的目的是提供一种L-抗坏血酸衍生物，其能够保持L-抗坏血酸对热和光的稳定性，因此具有长的保存期限，其对皮肤的渗透性高，可以通过磷酸酶快速水解， 在体内无处不在，表现出L-抗坏血酸固有的生理活性，有益健康的酶，生产这种L-抗坏血酸衍生物的方法，以及美白化妆品。 提供了包含L-抗坏血酸-2-磷酸酯或其盐的抗坏血酸衍生物，其中磷酸酯具有支链烷基，L-抗坏血酸-2-磷酸酯具有式[13]。 抗坏血酸衍生物是通过使支链烷醇与磷酰氯反应合成二烷基单磷酸二烷基酯和一氯二磷酸二烷基酯，使得到的物质与通过L-抗坏血酸与丙酮反应得到的5,6-O-异亚丙基-L-抗坏血酸 并将由此获得的物质进行酸水解。 还提供含有0.05〜80重量％的抗坏血酸衍生物的化妆品。 （其中R 1和R 2各自为氢（H）原子或具有分支且包含3至30个碳原子但不包括R 1和R 2均为氢（H）原子）的烷基，

公开(公告)号：US20060264407A1

公开(公告)日：2006-11-23

申请号：US10554872

申请日：2005-03-25

申请人： Hiroharu Shibayama ,  Koichi Ueda ,  Hachiro Indo ,  Satoshi Tachibana ,  Hiroshi Nishikawa ,  Masaru Yamabe

发明人： Hiroharu Shibayama ,  Koichi Ueda ,  Hachiro Indo ,  Satoshi Tachibana ,  Hiroshi Nishikawa ,  Masaru Yamabe

IPC分类号： A61K31/665

CPC分类号： A61Q19/02 ,  A61K8/676 ,  C07F9/65515

摘要： It is an object to provide an L-ascorbic acid derivative which can keep the L-ascorbic acid stable to heat and light and thus has a long shelf life, which is high in permeability into the skin, which can be quickly hydrolyzed by phosphatase, an enzyme that is ubiquitous in vivo, and which exhibits physiological activities that are inherent to L-ascorbic acid and beneficial to health, a method for producing such an L-ascorbic acid derivative, and a skin-whitening cosmetic material. There is provided an ascorbic acid derivative comprising an L-ascorbic acid-2-phosphate ester or a salt thereof wherein the phosphate ester has a branched alkyl group, the L-ascorbic acid-2-phosphate ester being of formula [13]. The ascorbic acid derivative is produced by a method comprising reacting a branched alkanol with phosphorus oxychloride to synthesize monoalkyldichlorophosphate or dialkylmonochlorophosphate, reacting the thus obtained substance with 5,6-O-isopropylidene-L-ascorbic acid obtained by reacting L-ascorbic acid with acetone, and subjecting the thus obtained substance to acid hydrolysis. There is also provided a cosmetic material containing such an ascorbic acid derivative by 0.05 to 80 percent by weight. (wherein each of R1 and R2 is a hydrogen (H) atom or an alkyl group having branches and including 3 to 30 carbon atoms, but not both of R1 and R2 are hydrogen (H) atoms)

摘要翻译： 本发明的目的是提供一种L-抗坏血酸衍生物，其能够保持L-抗坏血酸对热和光的稳定性，因此具有长的保存期限，其对皮肤的渗透性高，可以通过磷酸酶快速水解， 在体内无处不在，表现出L-抗坏血酸固有的生理活性，有益健康的酶，生产这种L-抗坏血酸衍生物的方法，以及美白化妆品。 提供了包含L-抗坏血酸-2-磷酸酯或其盐的抗坏血酸衍生物，其中磷酸酯具有支链烷基，L-抗坏血酸-2-磷酸酯具有式[13]。 抗坏血酸衍生物是通过使支链烷醇与磷酰氯反应合成二烷基单磷酸二烷基酯和一氯二磷酸二烷基酯，使得到的物质与通过L-抗坏血酸与丙酮反应得到的5,6-O-异亚丙基-L-抗坏血酸 并将由此获得的物质进行酸水解。 还提供含有0.05〜80重量％的抗坏血酸衍生物的化妆品。 （其中R 1和R 2各自为氢（H）原子或具有分支且包含3至30个碳原子的烷基，但不是R' SUP> 1和R 2是氢（H）原子）