WO2009031202A1 - 桂皮酸誘導体及びその紫外線吸収剤としての利用 - Google Patents

桂皮酸誘導体及びその紫外線吸収剤としての利用 Download PDF

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Publication number
WO2009031202A1
WO2009031202A1 PCT/JP2007/067200 JP2007067200W WO2009031202A1 WO 2009031202 A1 WO2009031202 A1 WO 2009031202A1 JP 2007067200 W JP2007067200 W JP 2007067200W WO 2009031202 A1 WO2009031202 A1 WO 2009031202A1
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WIPO (PCT)
Prior art keywords
alkyl
methoxy
hydroxyl
acid derivatives
cinnamic acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2007/067200
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English (en)
French (fr)
Inventor
Takuya Hiruma
Masaru Suetsugu
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Shiseido Co Ltd
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Shiseido Co Ltd
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Publication date
Application filed by Shiseido Co Ltd filed Critical Shiseido Co Ltd
Priority to PCT/JP2007/067200 priority Critical patent/WO2009031202A1/ja
Publication of WO2009031202A1 publication Critical patent/WO2009031202A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42—Amides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/32—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C07C235/34—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/32—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C07C235/36—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

　本発明は、水などの親水性溶媒に対して溶解性が高く、優れた紫外線吸収能を有し、可視領域には吸収がなく、しかも安定性、安全性の高い紫外線吸収剤、これを配合した紫外線吸収性組成物、特に皮膚外用剤を提供する。本発明にかかる桂皮酸誘導体又はその塩は、下記一般式（１）で示され、これは紫外線吸収剤として非常に有用である。 （式中、Ｒ１、Ｒ２、Ｒ３はそれぞれＨまたはメトキシ基；Ｒ４、Ｒ５は、その何れか一方が-｛(ＣＨ２)ｍ-Ｏ｝ｎ-Ｒ６［Ｒ６はＨまたは炭素数１～４のアルキル基、ｍは２～４、ｎは１～５を表す］、水酸基を有する炭素数２～６のアルキル基、メトキシ基またはモルホリノ基を有する炭素数２～６のアルキル基、または水酸基を有する炭素数３～６のシクロアルキル基であり、他方がＨ、メチル基、水酸基またはメトキシ基を有する炭素数２～６のアルキル基であるか、あるいは、ＮＲ４Ｒ５が５～７員環を形成する。）
PCT/JP2007/067200 2007-09-04 2007-09-04 桂皮酸誘導体及びその紫外線吸収剤としての利用 Ceased WO2009031202A1 (ja)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/JP2007/067200 WO2009031202A1 (ja) 2007-09-04 2007-09-04 桂皮酸誘導体及びその紫外線吸収剤としての利用

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/JP2007/067200 WO2009031202A1 (ja) 2007-09-04 2007-09-04 桂皮酸誘導体及びその紫外線吸収剤としての利用

Publications (1)

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WO2009031202A1 true WO2009031202A1 (ja) 2009-03-12

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WO (1) WO2009031202A1 (ja)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101181175B1 (ko) * 2010-08-17 2012-09-18 연세대학교 산학협력단 새로운 신남산 유도체 및 이를 유효성분으로 함유하는 약학적 조성물
WO2018080166A3 (ko) * 2016-10-26 2018-08-09 (주)아모레퍼시픽 3,4,5-트리메톡시 신남산 에스테르 유도체와 그 제조방법 및 이를 포함하는 피부 미백용 조성물
WO2020122341A1 (ko) * 2018-12-14 2020-06-18 주식회사 엘지생활건강 신규 계피산 유도체 및 이를 포함하는 항균용 조성물

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB906319A (en) * 1959-11-01 1962-09-19 American Cyanamid Co 3,4,5-tri (lower) alkoxycinnamamides and process for preparation
JPS505389A (ja) * 1973-01-29 1975-01-21
JPS548666B1 (ja) * 1969-04-02 1979-04-17
JPS62502749A (ja) * 1985-03-28 1987-10-22 ウニベルシテ　ルイ　パスツ−ル パラメトキシ桂皮酸及びウロカニン酸のアミド、それらの製造法、それらのソ−ラ−フイルタ−としての用途及びそれらを含有する皮膚−薬理的及び化粧用組成物
JPH0456949A (ja) * 1990-06-26 1992-02-24 Konica Corp ハロゲン化銀写真感光材料
JP2006131603A (ja) * 2004-11-05 2006-05-25 Shiseido Co Ltd 桂皮酸誘導体、その紫外線吸収剤としての用途、及びこれを配合した紫外線吸収性組成物、皮膚外用剤。
JP2006131855A (ja) * 2004-11-05 2006-05-25 Shiseido Co Ltd 水溶性紫外線吸収剤及びこれを含有する紫外線吸収性組成物、皮膚外用剤。
JP2008007443A (ja) * 2006-06-28 2008-01-17 Shiseido Co Ltd 桂皮酸誘導体、その紫外線吸収剤としての用途、及びこれを配合した紫外線吸収性組成物、皮膚外用剤。
JP2008007444A (ja) * 2006-06-28 2008-01-17 Shiseido Co Ltd 新規な桂皮酸誘導体、その紫外線吸収剤としての用途、及びこれを配合した紫外線吸収性組成物、皮膚外用剤。

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB906319A (en) * 1959-11-01 1962-09-19 American Cyanamid Co 3,4,5-tri (lower) alkoxycinnamamides and process for preparation
JPS548666B1 (ja) * 1969-04-02 1979-04-17
JPS505389A (ja) * 1973-01-29 1975-01-21
JPS62502749A (ja) * 1985-03-28 1987-10-22 ウニベルシテ　ルイ　パスツ−ル パラメトキシ桂皮酸及びウロカニン酸のアミド、それらの製造法、それらのソ−ラ−フイルタ−としての用途及びそれらを含有する皮膚−薬理的及び化粧用組成物
JPH0456949A (ja) * 1990-06-26 1992-02-24 Konica Corp ハロゲン化銀写真感光材料
JP2006131603A (ja) * 2004-11-05 2006-05-25 Shiseido Co Ltd 桂皮酸誘導体、その紫外線吸収剤としての用途、及びこれを配合した紫外線吸収性組成物、皮膚外用剤。
JP2006131855A (ja) * 2004-11-05 2006-05-25 Shiseido Co Ltd 水溶性紫外線吸収剤及びこれを含有する紫外線吸収性組成物、皮膚外用剤。
JP2008007443A (ja) * 2006-06-28 2008-01-17 Shiseido Co Ltd 桂皮酸誘導体、その紫外線吸収剤としての用途、及びこれを配合した紫外線吸収性組成物、皮膚外用剤。
JP2008007444A (ja) * 2006-06-28 2008-01-17 Shiseido Co Ltd 新規な桂皮酸誘導体、その紫外線吸収剤としての用途、及びこれを配合した紫外線吸収性組成物、皮膚外用剤。

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101181175B1 (ko) * 2010-08-17 2012-09-18 연세대학교 산학협력단 새로운 신남산 유도체 및 이를 유효성분으로 함유하는 약학적 조성물
WO2018080166A3 (ko) * 2016-10-26 2018-08-09 (주)아모레퍼시픽 3,4,5-트리메톡시 신남산 에스테르 유도체와 그 제조방법 및 이를 포함하는 피부 미백용 조성물
WO2020122341A1 (ko) * 2018-12-14 2020-06-18 주식회사 엘지생활건강 신규 계피산 유도체 및 이를 포함하는 항균용 조성물

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