KR910000613A - 피발산의 p-치환된 페닐 에스테르 유도체, 그의 제조방법 및 이를 포함하는 조성물 - Google Patents
피발산의 p-치환된 페닐 에스테르 유도체, 그의 제조방법 및 이를 포함하는 조성물 Download PDFInfo
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- KR910000613A KR910000613A KR1019890008080A KR890008080A KR910000613A KR 910000613 A KR910000613 A KR 910000613A KR 1019890008080 A KR1019890008080 A KR 1019890008080A KR 890008080 A KR890008080 A KR 890008080A KR 910000613 A KR910000613 A KR 910000613A
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- pivaloyloxybenzene
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- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
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- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/42—Radicals substituted by singly-bound nitrogen atoms having hetero atoms attached to the substituent nitrogen atom
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
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- A61K31/00—Medicinal preparations containing organic active ingredients
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- C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/56—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
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- C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/58—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/64—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
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- C07C311/22—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
- C07C311/29—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
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- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/57—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
- C07C323/58—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton
- C07C323/59—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton with acylated amino groups bound to the carbon skeleton
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- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/62—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
- C07C323/63—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
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- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
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- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
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Abstract
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Claims (10)
- 하기 일반식(I)의 화합물 및 제약학적으로 허용가능한 그의 염 :[상기식에서, Y는 설포닐(-SO2-) 기 또는 카르보닐()기를 나타내고, (i) R1및 R2는 각각 독립적으로 수소 원자 ; 16개 이하의 탄소 원자의 알킬 기 또는 카르복시(-COOH)기에 의해 치환된 16개 이하의 탄소원자의 알킬기 ; X가 단일 결합, 설포닐 기, 4개 이하의 탄소 원자의 알킬렌기 또는 카르복시 또는 벤질 옥시카르보닐()기에 의해 치환된 4개 이하의 탄소원자의 알킬렌기를 나타내고,가 카르보시클릭 고리 또는 헤테로시클릭 고리를 나타내고, n이 1-5의 정수를 나타내고 ; 기 R4가 독립적으로 수소 원자 또는 8개 이하의 탄소 원자의 알킬기 ; 14개 이하의 탄소 원자의 알콕시기 ; 6개 이하의 탄소원자의 알킬티오 기 ; 히드록시기, 할로겐, 원자, 니트로 기 또는 트리할로메틸기를 나타내는 일반식 ; X--(R4)n기 ; R41및 R42가 각각 독립적으로 수소원자 또는 4개 이하의 탄소원자의 알킬기 ; 테트라졸기 ; 설폰 산(-SO3H)기 또는 히드록시메틸(-CH2OH)기를 나타내는 일반식 -NR41R42기 ; R41및 R42가 상기와 같은 일반식 ; -SO2NR41R42기 ; Z41이 단일결합, 4개 이하의 탄소원자의 알킬렌기 또는 2-4개 탄소 원자의 알케닐렌기를 나타내고, R43이 수소원자, 4개 이하의 탄소원자의 알킬기 또는 벤질기를 나타내는 일반식 ; -Z41-COOR43기 ;R41및 R42가 상기와 같은 일반식 -CONR41R42기 ; Z42가 4개 이하의 탄소원자의 알킬렌기를 나타내고 R43이 상기와 같은 일반식 -COO-Z42-COOR43기 ; R42, R41및 R42가 상기와 같은 일반식 ; -COO-Z42-CONR41R42기 ; Z45가 8개 이하의 탄소원자의 알킬렌기 또는 P-구아니디노페닐 기를 나타내는 일반식 ; -OCO-R45기 ; Z46가 4개 이하의 탄소원자의 알킬기를 나타내는 일반식 ; -CO-R46기 ; Z43이 6개 이하의 탄소원자의 알킬렌기를 나타내고, R45이 수소원자, 8개 이하의 탄소원자의 알킬렌기 또는 P-구아니디노페닐 기를 나타내는 일반식 ; -O-Z43-COOR45기 ; -N-Z44-CO가 아미노산 잔기를 나타내고, R47이 단일결합 또는 4개 이하의 탄소원자의 알킬기를 나타내고, R48이 수소원자 또는 4개 이하의 탄소원자의 알킬기를 나타내고, R49가 히드록시기, 4개 이하의 탄소원자의 알콕시기, 아미노기, 4개 이하의 탄소원자의 하나 또는 두 개의 알킬기에 의해 치환된 아미노기, 카르바모일메톡시기 또는 카르바모일기의 질소 원자에서 4개 이하의 탄소 원자의 하나 또는 두 개의 알킬기에 의해 치환된 카르바모일메톡시기를 나타내거나,가 Z44및 R48이 붙어있는 질소원자를 포함하는 고리내 4-7개 원자를 함유하는 헤테로시클릭 고리를 나타내고 Z47및 R48가 각각 상기와 같은 의미를 갖는 일반식 ;가 Z44-CO-R49기를 나타내거나, (ii) R1, R2및 R1및 R2에 결합된 질소 원자는 함께 -COOH에 의해 치환되고 적어도 하나의 질소 원자를 함유하는 헤테로시클릭 고리, 또는 적어도 하나의 질소 원자를 함유하는 비치환된 헤테로시클릭 고리를 나타내고 R3는 (1)수소원자 ; (2)히드록시기 ; (3)6개 이하의 탄소 원자의 알킬기 ; (4)할로겐 원자 ; (5)4개 이하의 탄소 원자의 알콕시기 또는 (6) 2-5개 탄소원자의 아실옥시기를 나타내고, m은 4이하의 정수를 나타낸다.
- 제1항에 있어서, Y가 설포닐 (-SO2-)인 화합물.
- 제1항 또는 제2항에 있어서,가 카르보시클릭 고리인 화합물.
- 제1항 또는 제2항에 있어서,가 페닐기인 화합물.
- 제1항 내지 제4항중 어느 한항에 있어서, R4중 하나가 아미노 산-잔기인 화합물.
- 제5항에 있어서, 아미노산-잔기 R4가 글리신 또는 알라닌 잔기인 화합물.
- 제6항에 있어서, N-[0-(p-피발로일옥시벤젠)설포닐아미노벤조일] 글리신, N-[2-(p-피발로일옥시벤젠)설포닐아미노-5-클로로벤조일]-글리신, N-[5-메틸티오-2-(p-피발로일옥시벤젠)설포닐아미노벤조일] 글리신, N-[2-(p-피발로일옥시벤젠)설포닐아미노-5-프로필티오벤조일] 글리신, N-[5-메틸-2-(p-피발로일옥시벤젠)설포닐아미노벤조일] 글리신, N-[0-(p-피발로일옥시벤젠)설포닐아미노벤조일글리신] 메틸에스테르, N-[0-(3-메틸-4-피발로일옥시벤젠)설포닐아미노벤조일]-di-알라닌, N-[0-(3-메틸-4-피발로일옥시벤젠)설포닐아미노벤조일]-β-알라닌, N-[0-(3-메틸-4-피발로일옥시벤젠)설포닐아미노벤조일]-1-알라닌, N-[5-클로로-2-(3-메틸-4-피발로일옥시벤젠)설포닐아미노벤조일]-1-알라닌, 또는 N-[5-클로로-2-(3-메틸-4-피발로일옥시벤젠)설포닐아미노벤조일]-β-알라닌, 인 화합물.
- 일반식(여기서, R1,R2,R3및 m은 제1항에 정의된 바와 같다.)의 화합물을 에스테르화시키고, 일반식 ;(여기서, R3, Y 및 m은 제1항에 정의된 바와 같다.)의 화합물은 일반식 HNR1R2(여기서 R1및 R2는 제1항에 정의된 바와 같다.)의 아민과 반응시켜 아미드 결합을 형성하고, 일반식 ;(여기서 R11및 R21은 R1및 R2에 대해 제1항에 정의된 바와 같고, 단 적어도 R11및 R21중 하나는 벤질옥시카르보닐기를 함유하는 기를 나타내고, 다른 기들은 제1항에 정의된 바와 같다.)의 화합물로부터 벤질기를 수소화분해 시켜 일반식 ;(여기서, R13은 수소를 제외하고 R1및 R2에 대해 제1항에 정의된 바와 같고, R3, Y 및 m은 제2항에 정의된 바와 같다.)의 화합물을 N-알킬화시키거나 일반식 ;(여기서, R31은 아실옥시기를 나타내고, R1,R2, Y 및 m은 제1항에 정의된 바와 같다.)의 화합물을 탈아실화시켜 제거하는 것을 포함하는 일반식 ;(여기서, R1, R2및 R3및 m은 제1항에 정의된 바와 같다.)의 피발산 유도체의 제조 방법.
- 활성 성분으로서, 제1항에 정의된 일반식의 피발산 에스테르 유도체, 또는 제약학적으로 허용가능한 그의 염과 제약학적으로 허용가능한 담체 또는 피복물을 포함하는 제약학적 조성물.
- 제1항에 있어서, 폐기종, 아테롬성 동맥 경화증 또는 류마티스성 관절염의 예방 및/또는 치료시 사용하기 위한 화합물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
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JP63-145450 | 1988-06-13 | ||
JP145450 | 1988-06-13 | ||
JP14545088 | 1988-06-13 | ||
JP5354189 | 1989-03-06 | ||
JP89-53541 | 1989-03-06 | ||
JP53541 | 1989-03-06 |
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KR910000613A true KR910000613A (ko) | 1991-01-29 |
KR0143565B1 KR0143565B1 (ko) | 1998-07-15 |
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KR1019890008080A KR0143565B1 (ko) | 1988-06-13 | 1989-06-12 | 피발산의 p-치환된 페닐 에스테르 유도체, 그의 제조 방법 및 이를 포함하는 조성물. |
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US (3) | US5017610A (ko) |
EP (1) | EP0347168B1 (ko) |
KR (1) | KR0143565B1 (ko) |
CA (1) | CA1340191C (ko) |
DE (1) | DE68908788T2 (ko) |
ES (1) | ES2059752T3 (ko) |
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- 1989-06-12 KR KR1019890008080A patent/KR0143565B1/ko not_active IP Right Cessation
- 1989-06-13 DE DE89305959T patent/DE68908788T2/de not_active Expired - Lifetime
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- 1989-06-13 EP EP89305959A patent/EP0347168B1/en not_active Expired - Lifetime
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1992
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1994
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Also Published As
Publication number | Publication date |
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DE68908788D1 (de) | 1993-10-07 |
US5017610A (en) | 1991-05-21 |
EP0347168A1 (en) | 1989-12-20 |
CA1340191C (en) | 1998-12-15 |
US5336681A (en) | 1994-08-09 |
KR0143565B1 (ko) | 1998-07-15 |
EP0347168B1 (en) | 1993-09-01 |
US5403850A (en) | 1995-04-04 |
DE68908788T2 (de) | 1994-01-27 |
ES2059752T3 (es) | 1994-11-16 |
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