KR960705797A - 5-아릴이소옥사졸-4-일-치환된 2-아미노카르복실산 화합물(5-arylisoxa-zol-4-yl-substituted 2-amino carboxylic acid compounds) - Google Patents
5-아릴이소옥사졸-4-일-치환된 2-아미노카르복실산 화합물(5-arylisoxa-zol-4-yl-substituted 2-amino carboxylic acid compounds)Info
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Abstract
5-아릴이소옥사졸-4-일 또는 5-아릴이소티아졸-4-일로 치환되고 일반식(I)을 갖는 2-아미노카르복실산의 화합물:
상기 식에서, A는 결합 또는 스페이서기이며; B는 -CH(NR′R″)-COOH기 (상기 식에서 R′ 및 R″는 독립적으로 수소 또는 C1-6알킬임)이거나 일반식(Ⅱ)의 기이며
(상기 식에서, R2, R3및 R4는 치환기이거나, R3및 R4또는 R4및 R2는 연결되어 고리를 형성함); E는 0, S, COO, (CH2)n-COO, O-(CH2)n-COO 또는 S-(CH2)n-COO (상기식에서 n=1~6), 5-테트라졸일, 5-테트라졸일-C1-6알킬, 3-히드록시이소옥사졸일 또는 3-히드록시이소옥사졸일-C1-6알킬이며; D는 0 또는 S이며; R1은 임의적으로 치환된 아릴 또는 헤테로아릴기이다.
본 발명의 화합물은 뇌허혈, Huntington 질병, 간질병, Parkinson 질병, Alzheimer 질병, 정신분열증, 동통, 우울증 및 불안의 치료에 유용한 흥분성 아미노산 리셉터 리간드이다.
Description
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Claims (11)
- 일반식 I를 갖는 (5-아릴이소옥사졸-4-일)- 또는 (5-아릴이소옥사졸-4-일)-치환된2-아미노카르복실산 화합물 또는 약학적으로 허용가능한 그것의 염:상기 식에서 A는 결합 또는 C1-6알킬렌, C2-6알킨일렌 또는 C2-6알켄일렌 및 시클로알킬렌으로부터 선택된 스페이서기이며; B는 R′가 R″가 독립적으로 수소 또는 C1-6알킬인 -CH(NR′R″)-COOH기이거나 일반식 Ⅱ의 기이며(상기 식에서 R2, R3및 R4는 a) 수소, C1-6알킬, C2-6알켄일, C2-6알킨일, 시클로알크 (엔)일, 시클로알크(엔)일-C1-6알크(엔/인)일, 페닐-C1-6알킬, 티에닐-C1-6-알킬, 및 b) 한개 이상의 탄소원자가 N, O 및/또는 S로 치환된 C1-6알킬, C2-6알켄일 및 C2-6알킨일로 구성된 군으로부터 독립적으로 선택되거나; R3및 R4는 연결되어 C2-6알킬렌, C2-6알켄일렌 또는 C2-6알킨일렌기를 형성하거나; R4및 R2는 연결되어 임의적으로 히드록시 또는 메틸로 모노- 또는 디-치환된 C1-C3알킬렌, C2-C3알켄일렌 또는 C2-C3알킨일렌기 또는 CH2-0-CH2를 형성한다); E는 0, S, COO, n이 1~6의 정수인 (CH2)n-COO, O-(CH2)n-COO 또는 S-(CH2)n-COO 이거나 5-테트라졸일기, 5-테트라졸일-C1-6알킬기, 3-히드록시-이소옥사졸일 또는 3-히드록시이소옥사졸일-C1-6알킬이며; D는 0 또는 S이며; R1는 아릴 또는 헤테로아릴기이거나 할로겐, C1-6알킬, C1-6알콕시, 히드록시, C1-6알킬티오, C1-6알킬술포닐, C1-6알킬아미노 또는 디-(C1-6알킬)아미노, 시아노, 니트로, 트리플루오로메틸 또는 트리플루오로메틸티오로부터 선택된 한개 이상의 치환기로 치환된 아릴 또는 헤테로아릴기이며; 만약 A는 메틸렌, B는 -CH(NH2)-COOH기, E는 0, D는 0 그리고 R1는 페닐 또는 할로겐 또는 메톡시로 치환된 페닐이라면, 화합물은 분명히 거울상이성질체의 순수형일 것이다.
- 제1항에 있어서, A는 결합 또는 C1-C3알킬렌인 것을 특징으로 하는 화합물.
- 제1항에 있어서, B는 -CH(NR′R″)-COOH 또는 일반식 Ⅱ (상기 식에서 R2, R3및 R4는 수소 또는 저릅알킬이거나 R4및 R2는 연결되어 임의적으로 히드록시로 치환된 C1-C3알킬렌기를 형성함)의 기인 것을 특징으로 하는 화합물.
- 제3항에 있어서, B는 -CH(NH2)-COOH 또는 일반식 Ⅱ (상기 식에서 각각의 R2, R3및 R4는 수소임)의 기인 것을 특징으로 하는 화합물.
- 제1항에 있어서, E는 0, C00, -0-(CH2)n-COO(n=1,2 또는 3) 또는 테트라졸일이고, D는 산소인 것을 특징으로 하는 화합물.
- 제1항에 있어서, R1은 아릴 또는 티에닐, 푸릴, 피롤일, 옥사졸일, 이소옥사졸일, 티아졸일, 이소티아졸일, 피라졸일, 이미다졸일, 트리아졸일, 옥사디아졸일, 티아디아졸일 및 테트라졸일과 같은 N, 0 및 S로부터 선택된 1~4 헤테로원자를 포함하는 5-원 방향족 헤테로아릴기, 벤조티에닐, 벤조푸라닐, 인돌릴, 페닐, 바이페닐, 피리딜, 피리미디닐, 피리다지닐, 피라지닐, 나프틸, 퀴놀일, 퀴나졸리닐, 퀴녹살리닐 및 신놀리닐로 구성된 군으로부터 선택된 헤테로아릴기이고, 그러한 아릴 또는 헤테로아릴기는 할로겐, C1-6알킬, C1-6알콕시, 히드록시, C1-6알킬티오, C1-6알킬술포닐, C1-6알킬아미노 또는 디-(C1-6알킬)아미노, 시아노, 니트로, 트리플루오로메틸 또는 트리플루오로메틸티오로부터 선택된 한개 이상의 치환기로 치환되는 것을 특징으로 하는 화합물.
- 제6항에 있어서, R1은 티에닐, 옥사졸일, 이소옥사졸일, 티아졸일, 이소티아졸일, 피라졸일, 이미다졸일, 옥사디아졸일, 티아디아졸일, 테트라졸일, 티아졸일, 피리닐, 페닐, 바이페닐 또는 나프틸이거나 할로겐 또는 메틸로 치환된 테이닐, 옥사디아졸일 또는 페닐인 것을 특징으로 하는 화합물.
- 제7항에 있어서, R1은 2-티에닐, 3-티에닐, 페닐, 2-피리딜 또는 4-피리딜이거나 할로겐 또는 메틸로 치환된 2-티에닐 또는 페닐인 것을 특징으로 하는 화합물.
- 제1항에 있어서, A는 결합 또는 C1-C3알킬렌이고, B는 -CH(NH2)-COOH 또는 일반식 Ⅱ(상기 식에서 각각의 R3, R4및 R5는 수소임)의 기이고, E 및 D는 둘다 산소이고, R1은 2-피리딜, 4-피리딜, 티에닐, 페닐, 치환된 티에닐 또는 치환된 페닐인 것을 특징으로 하는 화합물.
- 제1항 내지 제9항 중 어느 한 항에 따른 화합물과 함께 약학적으로 허용가능한 담체 또는 희석제로 이루어진 것을 특징으로 하는 약제조성물.
- 뇌허혈, Huntington 질병, 간질병, Parkinson 질병, Alzheimer 질병, 정신분열증, 동통, 우울증 또는 불안의 치료를 위한 약제조성물을 제조하기 위한 제1항 내지 제9항 중 어느 한 항에 따른 화합물의 사용.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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DK931243A DK124393D0 (da) | 1993-11-03 | 1993-11-03 | Compounds |
DK1243/93 | 1993-11-03 | ||
PCT/DK1994/000411 WO1995012587A1 (en) | 1993-11-03 | 1994-11-02 | 5-arylisoxazol-4-yl-substituted 2-amino carboxylic acid compounds |
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AU (1) | AU680062B2 (ko) |
CA (1) | CA2175685A1 (ko) |
CZ (1) | CZ127296A3 (ko) |
DK (1) | DK124393D0 (ko) |
FI (1) | FI961872A (ko) |
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RU (1) | RU2138488C1 (ko) |
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US5633272A (en) * | 1995-02-13 | 1997-05-27 | Talley; John J. | Substituted isoxazoles for the treatment of inflammation |
WO1996025405A1 (en) * | 1995-02-13 | 1996-08-22 | G.D. Searle & Co. | Substituted isoxazoles for the treatment of inflammation |
UA52698C2 (uk) * | 1996-10-04 | 2003-01-15 | Х. Луннбек А/С | Похідні (3-алкоксіізоксазол-4-іл)заміщеної 2-амінокарбонової кислоти та їх сірковмісні аналоги, фармацевтична композиція на їх основі |
IT1318636B1 (it) * | 2000-07-21 | 2003-08-27 | Roberto Pellicciari | Derivati dell'acido 2- o 3- tenoico ad attivita' antagonista deirecettori del glutammato. |
UA78529C2 (en) * | 2001-10-10 | 2007-04-10 | Wyeth Corp | Derivatives of [[2-(amino-3,4-dioxo-1-cyclobutene-1-yl)amino]alkyl] acid for treating pain |
DE602004029146D1 (de) | 2003-04-09 | 2010-10-28 | Wyeth Llc | Derivate von 2-(8,9-dioxo-2,6-diazabicyclo(5.2.0)non-1(7)-en-2-yl)alkylphosphonsäure und deren verwendung als n-methyl-d-aspartat- (nmda-) rezeptorantagonisten |
GT200400213A (es) | 2003-10-22 | 2007-09-05 | Metodos para la preparacion del acido {2-[(8,9)-dioxo-2,6-diaza-biciclo[5.2.0]-non-1(7)-en-2-il]etil} fosfonico y esteres del mismo | |
WO2008103185A2 (en) * | 2006-06-08 | 2008-08-28 | Eli Lilly And Company | Substituted carboxamides as group i metabotropic receptor antagonists |
Family Cites Families (2)
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DE69102816T2 (de) * | 1990-05-11 | 1995-03-16 | Sankyo Co | Piperdinyloxy- und Chinindidinyloxy- isoxazol- Derivate, ihre Herstellung und ihre therapeutische Verwendung. |
JPH08502508A (ja) * | 1992-10-23 | 1996-03-19 | メルク シヤープ エンド ドーム リミテツド | ドーパミンレセプターサブタイプリガンド |
-
1993
- 1993-11-03 DK DK931243A patent/DK124393D0/da not_active Application Discontinuation
-
1994
- 1994-11-02 KR KR1019960702307A patent/KR960705797A/ko not_active Application Discontinuation
- 1994-11-02 PL PL94314182A patent/PL314182A1/xx unknown
- 1994-11-02 ZA ZA948631A patent/ZA948631B/xx unknown
- 1994-11-02 NZ NZ275088A patent/NZ275088A/xx unknown
- 1994-11-02 EP EP99125828A patent/EP0994107A1/en not_active Withdrawn
- 1994-11-02 WO PCT/DK1994/000411 patent/WO1995012587A1/en not_active Application Discontinuation
- 1994-11-02 EP EP94931523A patent/EP0726896A1/en not_active Withdrawn
- 1994-11-02 CA CA002175685A patent/CA2175685A1/en not_active Abandoned
- 1994-11-02 CN CN94194388A patent/CN1056837C/zh not_active Expired - Fee Related
- 1994-11-02 SK SK564-96A patent/SK56496A3/sk unknown
- 1994-11-02 HU HU9601167A patent/HUT74692A/hu unknown
- 1994-11-02 AU AU80579/94A patent/AU680062B2/en not_active Ceased
- 1994-11-02 CZ CZ961272A patent/CZ127296A3/cs unknown
- 1994-11-02 JP JP7512970A patent/JPH09504531A/ja active Pending
- 1994-11-02 RU RU96112168A patent/RU2138488C1/ru active
-
1996
- 1996-05-02 FI FI961872A patent/FI961872A/fi unknown
- 1996-05-02 NO NO961783A patent/NO306159B1/no not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
HU9601167D0 (en) | 1996-07-29 |
WO1995012587A1 (en) | 1995-05-11 |
FI961872A0 (fi) | 1996-05-02 |
NO961783L (no) | 1996-06-25 |
EP0994107A1 (en) | 2000-04-19 |
HUT74692A (en) | 1997-01-28 |
AU680062B2 (en) | 1997-07-17 |
CZ127296A3 (en) | 1996-09-11 |
DK124393D0 (da) | 1993-11-03 |
FI961872A (fi) | 1996-05-03 |
NO306159B1 (no) | 1999-09-27 |
SK56496A3 (en) | 1996-12-04 |
CN1136810A (zh) | 1996-11-27 |
NZ275088A (en) | 1997-08-22 |
NO961783D0 (no) | 1996-05-02 |
CN1056837C (zh) | 2000-09-27 |
EP0726896A1 (en) | 1996-08-21 |
CA2175685A1 (en) | 1995-05-11 |
JPH09504531A (ja) | 1997-05-06 |
PL314182A1 (en) | 1996-09-02 |
ZA948631B (en) | 1995-07-10 |
RU2138488C1 (ru) | 1999-09-27 |
AU8057994A (en) | 1995-05-23 |
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