公开(公告)号：KR100740575B1

公开(公告)日：2007-07-18

申请号：KR1020060029631

申请日：2006-03-31

Applicant: (주)아모레퍼시픽

Inventor： 유재원 ,  백흥수 ,  노호식 ,  김덕희 ,  장이섭

IPC: C07D319/18 ,  C07D317/60

Abstract: 2,3-Dihydroxybenzoic acid derivatives, a preparation method thereof, and a skin-whitening cosmetic composition containing the same compounds are provided to inhibit activity of tyrosinase and melanin formation while cytotoxicity of the compounds is very low, so that the compounds are useful for improvement of pigmentation in the skin. The method for preparing the 2,3-dihydroxybenzoic acid derivatives represented by the formula(1) comprises the steps of: (A) reacting 2,3-dihydroxybenzoic acid with acetic acid anhydride in the presence of base to prepare a 2,3-diacetyloxybenzoic acid compound represented by the formula(2); (B) preparing an amide compound represented by the formula(3) from the 2,3-diacetyloxybenzoic acid compound by using ethylchloroformate and amine having a lipophilic group; and (C) hydrolyzing an acetyl group of the amide compound represented by formula (3) to prepare 2,3-dihydroxybenzoic acid represented by the formula (1), wherein R is 4-ethoxyphenyl, 2-cyclohexenylethyl, cycloheptyl, cyclohexyl, tert-octyl, 4-isopropylphenyl, 2,3-dihydrobenzo[1,4]dioxin-7-yl, benzo[1,3]-dioxol-6-yl or adamantyl-1-yl; and the amine having the lipophilic group is an amine selected from 4-ethoxyphenylamine, 2-cyclohexenylethylamine, cycloheptylamine, cyclohexylamine, tert-octylamine, 4-isopropylphenylamine, 2,3-dihydrobenzo[1,4]dioxin-7-amine, benzo[1,3]-dioxol-6-amine or adamantyl-1-amine. The skin-whitening cosmetic composition contains 0.01-20 wt.% of the 2,3-dihydroxybenzoic acid derivatives represented by the formula(1).

Abstract translation: 提供了2,3-二羟基苯甲酸衍生物，其制备方法和含有相同化合物的美白化妆品组合物，以抑制酪氨酸酶的活性和黑色素形成，同时化合物的细胞毒性非常低，使得该化合物可用于 改善皮肤色素沉着。 制备式（1）代表的2,3-二羟基苯甲酸衍生物的方法包括以下步骤：（A）使2,3-二羟基苯甲酸与乙酸酐在碱存在下反应，制得2,3-二羟基苯甲酸衍生物， 由式（2）表示的二乙酰氧基苯甲酸化合物; （B）使用氯甲酸乙酯和具有亲油性基团的胺，由2,3-二乙酰氧基苯甲酸化合物制备式（3）所示的酰胺化合物; （C）水解式（3）所示的酰胺化合物的乙酰基，制备式（1）所示的2,3-二羟基苯甲酸，其中R为4-乙氧基苯基，2-环己烯基乙基，环庚基，环己基，叔丁基 - 辛基，4-异丙基苯基，2,3-二氢苯并[1,4]二氧杂环己烯-7-基，苯并[1,3] - 二氧杂环戊烯-6-基或金刚烷基-1-基; 具有亲脂性基团的胺是选自4-乙氧基苯胺，2-环己烯基乙胺，环庚胺，环己胺，叔辛胺，4-异丙基苯胺，2,3-二氢苯并[1,4]二氧杂环己烯-7-胺，苯并[ 1,3] - 二氧六环-6-胺或金刚烷基-1-胺。 该美白化妆品组合物含有0.01-20重量％的由式（1）表示的2,3-二羟基苯甲酸衍生物。

公开(公告)号：KR1020060130835A

公开(公告)日：2006-12-20

申请号：KR1020050048717

申请日：2005-06-08

Applicant: (주)아모레퍼시픽

Inventor： 노호식 ,  유재원 ,  김덕희 ,  장이섭

IPC: C07F9/54

CPC classification number: A61K8/55 ,  A61K2800/522 ,  A61Q19/08 ,  C07F9/65517

Abstract: Sesamol derivatives or their salts, a process for preparing the same compounds, and a skin external composition containing the same compounds are provided to prevent aging of the biological membrane by slowly releasing sesamol and 3-aminopropan phosphate, and reduce the skin irritation. The sesamol derivatives represented by the formula(I) or their salts are provided, wherein the salt is alkali metal salt or alkali earth metal salt. The process for preparing the sesamol derivatives represented by the formula(I) or their salts comprises the steps of: (A) reacting sesamol with phosphorus oxychloride in the presence of organic base at 12-18 deg. C for 1-2 hours to prepare dichloro[3,4-methylene dioxy penoxy]-phosphino-1-one; (B) reacting the dichloro[3,4-methylene dioxy penoxy]-phosphino-1-one with organic solvent in the presence of base to prepare [3,4-methylene dioxy penoxy]-1,3,2-oxazaphosphorin P-oxide; (C) after filtering the reaction solution and concentrating the filtered solution under reduced pressure, adding the acid solution into the concentrate and reacting them at 5-100 deg. C for 3-12 hours to prepare sesamol(3-aminopropane phosphate diester); and (D) crystallizing the sesamol(3-aminopropane phosphate diester) by slowly dropping polar organic solvent into the sesamol.

Abstract translation: 提供芝麻酚衍生物或其盐，制备相同化合物的方法和含有相同化合物的皮肤外用组合物，以通过缓慢释放芝麻酚和3-氨基丙酸磷酸盐来防止生物膜的老化，并减少皮肤刺激。 提供由式（I）表示的芝麻酚衍生物或其盐，其中盐为碱金属盐或碱土金属盐。 制备由式（I）表示的芝麻酚衍生物或其盐的方法包括以下步骤：（A）在有机碱的存在下在12-18℃使芝麻酚与磷酰氯反应。 C 1-2小时制备二氯[3,4-亚甲二氧二氧基] - 膦酰基-1-酮; （B）在碱存在下使二氯[3,4-亚甲二氧基二氧基]膦基-1-酮与有机溶剂反应，制备[3,4-亚甲基二氧基壬氧基] -1,3,2-氧杂磷杂环磷酸P- 氧化物; （C）过滤反应溶液后，减压浓缩滤液，加入酸溶液至浓缩物，并在5〜100℃反应。 3〜12小时制备芝麻酚（3-氨基丙烷磷酸二酯）; 和（D）通过将极性有机溶剂缓慢滴入芝麻酚中来结晶芝麻酚（3-氨基丙烷磷酸二酯）。

公开(公告)号：KR1020050099406A

公开(公告)日：2005-10-13

申请号：KR1020040024704

申请日：2004-04-10

Applicant: (주)아모레퍼시픽

Inventor： 유재원 ,  이찬우 ,  김덕희 ,  김길중 ,  남개원 ,  이병석 ,  장이섭

IPC: C07C31/24

CPC classification number: C09K19/06 ,  A61K8/39 ,  A61Q19/00 ,  C07C67/08 ,  C07C69/708 ,  C11D3/2093 ,  C11D17/0026

Abstract: 본 발명은 피부에 적용되었을 때 각질층의 수분 유지 능력을 향상시키며, 특히 건조환경에서도 높은 보습력을 보이는, 하기 화학식 1로 표시되는 펜타에리스리톨 유도체 및 이의 제조방법, 그리고 이를 포함하는 액정베이스에 관한 것이다.

(상기 식에서, R은 서로 동일하거나 다른 수소 또는 히드록시기를 포함하거나 포함하지 않는 탄소수 1 내지 24개의 포화, 불포화 및 직쇄, 분지쇄를 포함하는 알킬기이고; m은 0 내지 10, n은 1 내지 10의 서로 동일하거나 다른 정수이다.)

公开(公告)号：KR1020170104387A

公开(公告)日：2017-09-15

申请号：KR1020170027220

申请日：2017-03-02

Applicant: 성균관대학교산학협력단

Inventor： 정지훈 ,  김낙원 ,  박지원 ,  유재원

IPC: A61M37/00 ,  A61L27/26 ,  A61L27/54 ,  A61L27/58 ,  A61K9/127 ,  A61K9/00 ,  A61K39/395 ,  A61K48/00

Abstract: 본발명은약물을내포하는생체적합성양친성블록공중합체로이루어진것을특징으로하는, 자가조립나노입자방출형용해성마이크로니들구조체및 이의제조방법에관한것이다. 본발명의마이크로니들구조체는수용성또는소수성약물을마이크로니들에내포시켜전달할수 있으며, 특히지용성약물은구조체의용해와함께형성되는미셀형태의자기조립나노입자내에담지되어전달되므로, 수용액상의용해도를크게높일수 있어, 기존의흡수가용이하지않았던약물을피부를통해체내로전달할수 있다.

Abstract translation: 本发明涉及一种生物相容的两亲性嵌段，自组装的纳米颗粒释放可溶性微针结构和一种方法，其中所述主体包括包含共聚药物。 本发明的微针结构可递送在微针，特别是脂溶性药物被如此传递加载到纳米颗粒胶束形式的自组装到与所述结构的溶解来形成涉及水溶性或疏水性药物，增加了含水的溶解度 可以通过皮肤将不易被吸收的药物转移到体内。