公开(公告)号：KR101023696B1

公开(公告)日：2011-03-25

申请号：KR1020090053199

申请日：2009-06-16

Applicant: 충남대학교산학협력단 ,  충북대학교 산학협력단

Inventor： 정상헌 ,  김영수

IPC: C07D239/10 ,  A61K31/17

Abstract: 본 발명은 미백활성이 우수한 하기 사이클릭 티오 유레아 유도체, 이의 제조 방법 및 이 물질을 유효성분으로 하는 과색소 침착과 관련된 피부질환 예방·치료용 조성물과 미백용 화장료 조성물에 관한 것이다.
본 발명의 화합물을 유효성분으로 함유하는 조성물은 종래의 미백제에 비해 멜라닌 색소의 생성을 효과적으로 억제하고 피부에 과도한 멜라닌 색소의 침착을 방지하거나 또는 이미 침착된 멜라닌 색소의 색을 엷게 하여 기미, 주근깨 등의 과색소 침착 피부질환을 개선하며 효율적인 미백제로 사용할 수 있다.
사이클릭 티오 유레아, 테트라하이드로피리미딘-2-티온, 이미다졸리딘-2-티온, 제법, 미백, 화장품, 과색소 침착, 피부질환, 조성물

公开(公告)号：KR1020110005339A

公开(公告)日：2011-01-18

申请号：KR1020090062806

申请日：2009-07-10

Applicant: 충남대학교산학협력단 ,  충북대학교 산학협력단

Inventor： 정상헌 ,  김영수

IPC: C07D239/72 ,  C07D239/93 ,  A61K8/49 ,  A61P19/02

Abstract: PURPOSE: A dihydroquinazoline-2-thion derivative with an effect of suppressing melanogenesis is provided to effectively suppress pigmentation and to relieve hyperpigmentation. CONSTITUTION: A dihydroquinazoline-2-thion derivative is denoted by chemical formula 1. In chemical formula 1, R1 is -CH3 or -Cl. A composition for preventing or treating hyperpigmentary dermatitis contains dihydroquinazoline-2-thion derivative as an active ingredient. A cosmetic composition for whitening contains dihydroquinazoline-2-thion derivative as an active ingredient. A method for preparing the dihydroquinazoline-2-thion derivative compound comprises: a step of coupling amine compounds with 2-nitrobenzyl chloride derivative or 2-nitrobenzaldehyde derivative to obtain intermediate, 2-nitrobenzyl amine derivative; a step of reducing the nitro group of the intermediate with amino group to convert to 2-amino benzyl amine derivative; a step of reacting the derivative with N,N'-carbonyl diimidazole(CDI) to obtain dihydroquinazoline-2-one derivative; a step of treating the intermediate with a reagent.

Abstract translation: 目的：提供抑制黑素生成的二氢喹唑啉-2-衍生物，有效抑制色素沉着，缓解色素沉着过度。 构成：二氢喹唑啉-2-衍生物由化学式1表示。在化学式1中，R 1为-CH 3或-Cl。 用于预防或治疗色素沉着过度皮炎的组合物含有二氢喹唑啉-2-衍生物作为活性成分。 用于增白的化妆品组合物含有二氢喹唑啉-2-基衍生物作为活性成分。 制备二氢喹唑啉-2-衍生物化合物的方法包括：将胺化合物与2-硝基苄基氯衍生物或2-硝基苯甲醛衍生物偶联以获得中间体2-硝基苄基胺衍生物的步骤; 用氨基还原中间体的硝基转化成2-氨基苄基胺衍生物的步骤; 使衍生物与N，N'-羰基二咪唑（CDI）反应得到二氢喹唑啉-2-酮衍生物的步骤; 用试剂处理中间体的步骤。

公开(公告)号：KR100543954B1

公开(公告)日：2007-04-12

申请号：KR1020030073575

申请日：2003-10-21

Applicant: 충남대학교산학협력단

Inventor： 정상헌 ,  김영수 ,  민경락 ,  이지현 ,  박경열

IPC: A61K8/41 ,  A61Q19/00

Abstract: 본 발명은 하기 화학식 (1)로 표시된 신물질 1
N -벤질-4-메틸벤젠-1,2-디아민과 이의 제법 및 이 물질을 유효성분으로 과색소 침착 피부질환을 예방 및 치료할 수 있는 미백기능 화장품 조성물에 관한 것이다.

1N-벤질-4-메틸벤젠-1,2-디아민, 미백, 화장품, 기능성, 멜라닌, 티로신, 티로시나제

公开(公告)号：KR1020040093962A

公开(公告)日：2004-11-09

申请号：KR1020030027850

申请日：2003-04-30

Applicant: 충남대학교산학협력단

Inventor： 정상헌 ,  김영수 ,  이승호 ,  김미경 ,  류재천

IPC: C07C65/40

Abstract: PURPOSE: A novel chalcone-based derivative is provided, which has an interleukin-5 inhibiting effect and a chronic allergic inflammation curing effect and is a low molecule and a non-peptide material. CONSTITUTION: The novel chalcone-based derivative represented by the formula(1) is produced by condensing a compound represented by the formula(2) and a compound represented by the formula(3) in an alcohol solvent in the presence of a base, wherein the alcohol solvent is a C1-C5 alcohol and the base is sodium hydroxide or potassium hydroxide. In the formulas, R1 and R2 are benzyloxy, cyclohexyl methoxy, hydrogen, or hydroxy and R3 is hydroxy or -COOH.

Abstract translation: 目的：提供一种新型的查耳酮衍生物，其具有白细胞介素-5抑制作用和慢性过敏性炎症治疗效果，是低分子和非肽材料。 构成：由式（1）表示的新型查耳酮系衍生物通过在醇溶剂中在碱存在下将式（2）表示的化合物与式（3）表示的化合物缩合而制备，其中 醇溶剂是C1-C5醇，碱是氢氧化钠或氢氧化钾。 式中R1和R2是苄氧基，环己基甲氧基，氢或羟基，R3是羟基或-COOH。

公开(公告)号：KR1020040093500A

公开(公告)日：2004-11-06

申请号：KR1020030027369

申请日：2003-04-30

Applicant: 충남대학교산학협력단

Inventor： 정상헌 ,  김영수 ,  이승호 ,  김미경 ,  류재천

IPC: C07D311/36

Abstract: PURPOSE: Isoflavonone derivative which inhibits IL-5 activity are provided. The derivative inhibits the introduction of eosinophil which is an inflammatory cell causing asthma into the airway, and improves the airway sensitivity to alleviate asthma symptom. CONSTITUTION: The isoflavonone derivatives of the formula (1) inhibiting IL-5 activity is provided, wherein R1 is benzyloxy, hydrogen or hydroxy; R2 is benzyloxy, hydrogen or hydroxy; R3 is hydroxy, -OCH2COOCH3, -OCH2COOH or compound groups of formula (2). The method for preparing the isoflavonone derivative of the formula (1) comprises the steps of: reacting a compound of the formula (3) to prepare an isoflavonone derivative of formula (1-1); reacting the compound of the formula (1-1) with benzyl triammonium chloride and glucopyranosyl bromoacetate in the presence of base to prepare a compound of the formula (1-2); reacting the compound of the formula (1-1) with epichlorohydrin in the presence of base to prepare an epoxymethyl derivative of the formula (1-4); and reacting the compound of formula (1-4) with anhydrous sodium acetate and titanium tetraisopropoxide in acetic acid to prepare a compound of the formula (1-5), deprotecting the compound of the formula (1-4) to prepare a compound of the formula (1-6), and reacting the compound of the formula (1-4) with sodium acetate and titanium tetraisopropoxide in methanol to prepare compounds of the formulas (1-7) and (1-8).

Abstract translation: 目的：提供抑制IL-5活性的异黄酮衍生物。 该衍生物抑制嗜酸性粒细胞的引入，嗜酸粒细胞是导致哮喘进入气道的炎症细胞，并且改善气道敏感性以减轻哮喘症状。 构成：提供抑制IL-5活性的式（1）的异黄酮衍生物，其中R1是苄氧基，氢或羟基; R2是苄氧基，氢或羟基; R3是羟基，-OCH2COOCH3，-OCH2COOH或式（2）的化合物基团。 制备式（1）的异黄酮衍生物的方法包括以下步骤：使式（3）的化合物与式（1-1）的异黄酮衍生物反应; 在碱的存在下使式（1-1）的化合物与苄基三氯化铵和溴代吡喃葡萄糖基吡喃酮反应，以制备式（1-2）的化合物; 在碱的存在下使式（1-1）的化合物与表氯醇反应以制备式（1-4）的环氧甲基衍生物; 并使式（1-4）化合物与无水乙酸钠和四异丙醇钛在乙酸中反应，制得式（Ⅰ-1）化合物，使式（1-4）化合物脱保护，制备 式（1-6）表示，并使式（1-4）化合物与乙酸钠和四异丙氧基钛在甲醇中反应，制备式（1-7）和（1-8）的化合物。