KR920019722A - 신규의 아미노페놀 유도체 및 그의 약학 조성물 - Google Patents
신규의 아미노페놀 유도체 및 그의 약학 조성물 Download PDFInfo
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- KR920019722A KR920019722A KR1019920005792A KR920005792A KR920019722A KR 920019722 A KR920019722 A KR 920019722A KR 1019920005792 A KR1019920005792 A KR 1019920005792A KR 920005792 A KR920005792 A KR 920005792A KR 920019722 A KR920019722 A KR 920019722A
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Abstract
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Claims (9)
- 하기 식(Ⅰ)의아미노페놀 유도체 또는 약학적으로 허용될 수 있는 그의 염.상기식에서, X는 수소 원자, 저급 알킬기, 또는 페놀성 하이드록시의 보호기이고, Y는 Y1~Y3이며, Z는 수소 원자, 저급 알킬기, 할로겐 원자 또는 트리플루오로메틸기이고, A는 A1~A5이며 B는 B1~B5인데, A가 A1일 때 B는 B1이고 Y는 Y1또는 Y2이며, A가 A2일 때 B는 B2이고 Y는 Y3이며, A가 A3일 때 B는 B3이고 Y는 Y3이며, A가 A4일 때 B는 B4이고 Y는 Y4이며, A가 A5일 때 B는 B5이고 Y는 Y3이며; 여기에서, A가 A1이고 B가 B1이며 Y가 Y1인 경우, A1및 B1은 서로 같거나 다르며 각각 수소 원자 저급 알킬기이거나, A1과 B1이 결합하여 탄소수 2~5의 알킬렌기를 형성할 수 있고, Y1은 다음[이 식에서, n은 1~4의 정수이고, R1은 R1A~R1E이고, R2는 R2A~R2E이며, R3는 R3A~R3E이고, R4는 R4A~R4E이며, R5는 R5A~R5E이며, R6은 R6A~R6E이며, R7는 R7A~R7E이고, D는 산소 원자, 질소 원자 또는 탄소 원자인데, D가 산소 원자일 때 R1~R7은 R1A~R7A이고, D가 질소 원자일 때 R1~R7은 R1BR7B또는 R1CR7C이고, D가 탄소 원자일 때 R1~R7은 R1D~R7D또는 R1E~R7E이고; 여기에서, D가 산소 원자인 경우, R1A는 페닐기 또는 피리딜기(이들 기는 치환체를 가지고 있을 수 있다)이고, R2A는 수소 원자 또는 저급 알킬기이며, R3A및 R4A는 없고, R5A~R7A는 서로 같거나 다르며 각각 수소 원자, 저급 알킬기이거나 R5A~R7A중에서 선택된 임의의 2개 기가 탄소수 2~5의 알킬렌기를 형성할 수 있고; D가 질소 원자인 경우, R1B는 페닐기 또는 피리딜기(이들 기는 치환체를 가지고 있을 수 있다)이고, R2B는 수소 원자 또는 저급 알킬기이며, R3B는 없고, R4B~R7B는 서로 같거나 다르며 각각 수소 원자, 저급 알킬기이거나 R4B~R7B중에서 선택된 임의의 2개 기가 탄소수 2~5의 알킬렌기를 형성할 수 있고, 또한 RC및 R2C는 서로 같거나 다르며 각각 수소 원자 또는 저급 알킬기이며, R3C는 없고, R4C는 페닐기 또는 피리딜기(이들 기는 치환체를 가지고 있을 수 있다)이며, R5C~R7C는 서로 같거나 다르며 각각 수소 원자, 저급 알킬기이거나 R5C~R7C중에서 선택된 임의의 2개 기가 탄소수 2~5의 알킬렌기를 형성할 수 있고; D가 탄소 원자인 경우, R1D는 페닐기 또는 피리딜기(이들 기는 치환체를 가지고 있을 수 있다)이고, R2D~R4D는 서로 같거나 다르며 각각 수소 원자 또는 저급 알킬기이며, R5D~R7D는 서로 같거나 다르며 각각 수소 원자, 저급 알킬기이거나 R5D~R7D중에서 선택된 임의의 2개 기가 탄소수 2~5의 알킬렌기를 형성할수 있고, 또한 R1E는 페닐기, 피리딜기, 벤질기또는 피리딜메틸기(이들 기는 치환체를 가지고 있을 수 있다)이며, R2E및 R3E는 단일 결합을 형성할 수 있고, R4E는 수소 원자 또는 저급 알킬기이며, R5E~R7E는 서로 같거나 다르며 각각 수소 원자 또는 저급 알킬기이거나 R5E~R7E중에서 선택된 임의의 2개 기가 탄소수 2~5의 알킬렌기를 형성할수 있다.]의 기이며; A가 A1이고 B가 B1이며 Y가 Y2인 경우, A1과 B1은 상술한 바와 같고, Y2는 다음 식[이 식에서, t는 1~5의 정수이고, 1 및 m은 각각 2~4의 정수이며, E 및 W는 서로 같거나 다르며 각각 질소 원자 또는 CH이고, F는 직접 결합 또는 산소 원자이며, P 및 Q는 서로 같거나 다르며 각각 수소 원자, 할로겐 원자, 저급 알킬기 또는 저급 알콕시기이고, R8은 수소 원자, 하이드록시기 또는 하이드록시-보호기이다.]의 기이고; A가 A2이고 B가 B2이며 Y가 Y3인 경우, Y3는 수소 원자 또는 저급 알킬기이고, A2는 페닐기, 피리딜기, 벤질기 또는 피리딜메틸기(이들 기는 치환체를 가지고 있을 수 있다)이며, B2는 다음 식[이 식에서, G는 1~3의 정수이고, R9~R11은 서로 같거나 다르며 각각 수소 원자, 저급 알킬기이거나 R9~R11중에서 선택된 임의의 2개 기가 탄소수 2~5의 알킬렌기를 형성할 수 있다.]의 기이며; A가 A3이고 B가 B3이며 Y가 Y3인 경우, Y3는 상술한 바와 같고, A3는 수소 원자 또는 저급 알킬기이거나, A3및 R12는 탄소수 2~5의 알킬렌기를 형성할 수 있고, B3는 다음 식[이 식에서, k는 1~3의 정수이고, h는 0 또는 1이며, R12는 수소 원자 또는 저급 알킬기이거나, R12및 A3는 탄소수 2~5의 알킬렌기를 형성할 수 있고, R13및 R14는 서로 같거나 다르면 각각 페닐기 또는 피리딜기(이들기는 치환체를 가지고 있을 수 있다)이다.]의 기이고; A가 A4이고 B가 B4이며 Y가 Y3인 경우, Y3는 상술한 바와 같고, A4는 수소 원자 또는 저급 알킬기이거나, A4및 V가 인접 질소 원자와 함께 4~6-원 고리를 형성할 수 있고, B4는 다음 식[이 식에서, V는 알킬렌기이거나 V 및 A4가 인접 질소 원자와 함께 4~6-원 고리를 형성할 수 있고, W는 질소 원자 또는 CH이다.]의 기이며; A가 A5이고 B가 B5이며 Y가 Y3인 경우, Y3는 상술한 바와 같고, A5는 수소 원자 또는 저급 알킬기이며, B5는 다음 식[이 식에서 각 기호는 상술한 바와 같다]의 기이다.
- 제1항에 있어서,는 화합물(Ⅰ)의 OX에 대하여 오르토-위치에 결합되고, Y는 파라-위치에 결합되어 있는 것을 특징으로 하는 아미노페놀 유도체 또는 약학적으로 허용될 수 있는 그의 염.
- 제1항에 있어서, 다음 식으로 나타내는 아미노페놀 유도체 또는 약학적으로 허용될 수 있는 그의 염.[상기식에서, X는 수소 원자, 저급 알킬기, 또는 페놀성 하이드록시의 보호기이고, Y3는 수소 원자 또는 저급 알킬기이며, Z는 수소 원자, 저급 알킬기, 할로겐 원자 또는 트리플루오로메틸기이고, A5는 수소 원자 또는 저급 알킬기이며, t는 1~5의 정수이고, 1 및 m은 각각 2~4의 정수이며, E 및 W는 서로 같거나 다르며 각각 질소 원자 또는 CH이고, F는 직접 결합 또는 산소 원자이며, P 및 Q는 서로 같거나 다르며 각각 수소 원자, 할로겐 원자, 저급 알킬기 또는 저급 알콕시기이고, R8은 수소 원자, 하이드록시기 또는 하이드록시-보호기이다.
- 제3항에 있어서, N은 OX에 대하여 오르토-위치에 결합되고, Y3는 파라-위치에 결합되어 있는 것을 특징으로 하는 아미노페놀 유도체 또는 약학적으로 허용될 수 있는 그의 염.
- 제1항에 있어서, 2-[1-(4-클로로페닐)-1-(3-디메틸아미노-4-하이드록시페닐)메톡시]-N, N-디메틸에틸아민, 2-[(3-디메틸아미노-4-하이드록시페닐)-2-피리딜메톡시]-N, N-디메틸에틸아민, 4-(4-클로로페닐-4-메틸피페라지노)메틸-2-디메틸아미노페놀, 2-디메틸아미노-4-(N-2-디메틸아미노에틸-N-페닐)아미노메틸페놀, 1-(4-클로로페닐)-3-디메틸아미노-1-(3-디메틸아미노-4-하이드록시페닐)-1-프로펜, 4-[1-(4-클로로페닐)3-디메틸아미노프로필]-2-디메틸아미노페놀, 4-[4-(4-클로로벤즈하이드릴)피페라지노]메틸-2-디메틸아미노페놀, N, N-디메틸-N′-(2-하이드록시-5-메틸페닐)-N′-페닐에틸렌디아민, N-벤질-N′, N′-디메틸-N-(2-하이드록시-5-메틸에틸)에틸렌디아민, 2-(N-2-벤즈하이드릴옥시에틸-N-메틸)아미노-4-메틸페놀, 3-(4-클로로페닐)-N-(2-메톡시-4-메틸페닐)-N-n-옥틸-3-(2-피리딜)프로필아민, 2-[1-메틸-2-(페노티아진-10-일)에틸]아미노-4-메틸페놀, 2-[N-메틸-N-[1-메틸-2-(페노티아진-10-일)에틸]아미노-4-메틸페놀, 2-[3-(4-벤즈하이드릴피페라지노)프로필]아미노-4-메틸페놀, 2-[3-[4-(4-클로로벤즈하이드릴)피페라지노]프로필]아미노-4-메틸페놀, 2-[N-[3-(4-벤즈하이드릴피페라지노)프로필]-N-메틸]아미노-4-메틸페놀, 2-[3-[4-(4-클로로벤즈하이드릴)호모피페라지노]프로필]아미노-4-메틸페놀, 2-[3-(4-하이드록시디페닐메틸-1-피페리디닐)프로필]아미노-4-메틸페놀, 2-[3-(4-벤즈하이드릴옥시-1-피폐리디닐)프로필]아미노-4-메틸페놀, 2-t-부틸-6-[3-[4-(4-클로로벤즈하이드릴)피페라지노]프로필]아미노-4-메틸페놀, 2-[N-[3-(4-(4-클로로벤즈하이드릴)피페라니조)프로필]-N-이소프로필]아미노-4-메틸페놀, 6-t-부틸-2-[N-[3-[4-(4-클로로벤즈하이드릴)피페라지노]프로필]-N-이소프로필]아미노-4-메틸페놀, 2-[N-[3-(4-하이드록시디페닐메틸-1-피페리디닐)프로필]-N-이소프로필]아미노-4-메틸페놀, 4-t-부틸-2-[3-[4-(4-클로로벤즈하이드릴)피페라지노]프로필]아미노페놀, 4-t-부틸-2-[N-[3-[4-(4-클로로벤즈하이드릴)피페라지노]프로필]-N-이소프로필]아미노페놀, 2-[3-[4-[(4-클로로페닐)하이드록시페닐메틸]-1-피페리디닐]프로필]아미노-4-메틸페놀, 2-[N-[3-[4-(4-클로로페닐)하이드록시페닐메틸]-1-피페리디닐]프로필]-N-이소프로필]아미노-4-메틸페놀, 2-[3-[4-(4-클로로벤즈하이드릴옥시)-1-피페리디닐]프로필]아미노-4-메틸페놀, 2-[3-[4-(4,4′-디클로로벤즈하이드릴)피페라지노]프로필]아미노-4-메틸페놀, 2-[N-[3-[4-(4,4′-디클로로벤즈하이드릴)피페라지노]프로필]-N-이소프로필]아미노-4-메틸페놀, 2-[N-[3-(4-벤즈하이드릴피페라지노)프로필]-N-이소프로필]아미노-4-메틸페놀, 2-[3-[4-(4,4′-디플루오로벤즈하이드릴)피페라지노]프로필]아미노-4-메틸페놀, 및 2-[N-[3-[4-(4,4′-디플루오로벤즈하이드릴)피페라지노]프로필]-N-이소프로필]아미노-4-메틸페놀로 이루어진 군으로부터 선택된 것을 특징으로 하는 아미노페놀 유도체.
- 제1항에 따른 아미노페놀 유도체 또는 약학적으로 허용될 수 있는 그의 염을 활성 성분으로서 함유하는 것을 특징으로 하는 약학 조성물.
- 제6항에 있어서, 활성 산소 생성 억제제 또는 활성 산소 포착제인 것을 특징으로 하는 약학 조성물.
- 제6항에 있어서, 항감염제인 것을 특징으로 하는 약학 조성물.
- 제6항에 있어서, 항알레르기제인 것을 특징으로 하는 약학 조성물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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US20030045722A1 (en) * | 1994-05-18 | 2003-03-06 | Henton Daniel R. | Processes for preparing anhydrous and hydrate forms of antihistaminic piperidine derivatives, polymorphs and pseudomorphs thereof |
AU5271196A (en) * | 1995-04-07 | 1996-10-23 | Novo Nordisk A/S | Novel heterocyclic compounds |
US5962449A (en) * | 1995-04-07 | 1999-10-05 | Novo Nordisk A/S | Tricyclic compounds in treating hyperalgesic conditions and NIDDM |
EP1087963B1 (en) | 1998-06-19 | 2004-08-25 | Chiron Corporation | Inhibitors of glycogen synthase kinase 3 |
US7045519B2 (en) * | 1998-06-19 | 2006-05-16 | Chiron Corporation | Inhibitors of glycogen synthase kinase 3 |
JPWO2003099788A1 (ja) * | 2002-05-28 | 2005-09-22 | 日本ケミファ株式会社 | ピペリジン誘導体 |
US8338648B2 (en) * | 2004-06-12 | 2012-12-25 | Signum Biosciences, Inc. | Topical compositions and methods for epithelial-related conditions |
WO2015191635A2 (en) * | 2014-06-09 | 2015-12-17 | Baylor College Of Medicine | Xanthine oxidase inhibitors and methods of use |
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US3953448A (en) * | 1972-12-07 | 1976-04-27 | Delmar Chemicals Limited | Piperazino-anilido compounds |
US4254129A (en) * | 1979-04-10 | 1981-03-03 | Richardson-Merrell Inc. | Piperidine derivatives |
GB2056968A (en) * | 1979-08-21 | 1981-03-25 | Fujisawa Pharmaceutical Co | Piperazine derivative, processes for the preparation thereof and pharmaceutical composition comprising the same |
DE3000441A1 (de) * | 1980-01-08 | 1981-07-09 | Merck Patent Gmbh, 6100 Darmstadt | Anilinderivate,,diese enthaltende pharmazeutische zubereitungen und verfahren zu ihrer herstellung |
EP0235463A3 (en) * | 1985-12-20 | 1990-01-17 | A.H. ROBINS COMPANY, INCORPORATED (a Delaware corporation) | N-substituted-arylalkyl and arylalkylene piperidines as cardiovascular antihistaminic and antisecretory agents |
US5028610A (en) * | 1987-03-18 | 1991-07-02 | Sankyo Company Limited | N-benzhydryl-substituted heterocyclic derivatives, their preparation and their use |
US4929618A (en) * | 1988-03-25 | 1990-05-29 | Ube Industries, Ltd. | Piperdine and piperazine derivatives, and antihistaminic pharmaceutical compositions containing the same |
US5070087A (en) * | 1989-05-08 | 1991-12-03 | A. H. Robins Company, Incorporated | Aryl(alkyland alkylene)-N-((phenoxy and phenylthio)alkyl) aminoheterocyclics as cardiovascular, anthihistaminic, antisecretory and antiallergy agents |
-
1992
- 1992-04-02 TW TW081102536A patent/TW198008B/zh active
- 1992-04-04 DE DE69223835T patent/DE69223835T2/de not_active Expired - Fee Related
- 1992-04-04 ES ES92105857T patent/ES2111008T3/es not_active Expired - Lifetime
- 1992-04-04 EP EP92105857A patent/EP0508334B1/en not_active Expired - Lifetime
- 1992-04-04 DK DK92105857T patent/DK0508334T3/da active
- 1992-04-06 US US07/863,752 patent/US5308840A/en not_active Expired - Fee Related
- 1992-04-07 JP JP11553492A patent/JP3158638B2/ja not_active Expired - Fee Related
- 1992-04-07 CA CA002065526A patent/CA2065526A1/en not_active Abandoned
- 1992-04-08 KR KR1019920005792A patent/KR920019722A/ko not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
EP0508334B1 (en) | 1998-01-07 |
JPH05132453A (ja) | 1993-05-28 |
EP0508334A2 (en) | 1992-10-14 |
CA2065526A1 (en) | 1992-10-09 |
ES2111008T3 (es) | 1998-03-01 |
DE69223835T2 (de) | 1998-05-28 |
DK0508334T3 (da) | 1998-09-07 |
EP0508334A3 (en) | 1993-07-21 |
TW198008B (ko) | 1993-01-11 |
US5308840A (en) | 1994-05-03 |
JP3158638B2 (ja) | 2001-04-23 |
DE69223835D1 (de) | 1998-02-12 |
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