KR900012929A - 신경안정적 및/또는 정신안정적 활성을 가진 피리미디닐-피페라지닐-알킬 아졸 유도체 - Google Patents
신경안정적 및/또는 정신안정적 활성을 가진 피리미디닐-피페라지닐-알킬 아졸 유도체 Download PDFInfo
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Abstract
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Claims (7)
- 하기일반식(I)에 상응함을 특징으로 하는 신규한 헤테로 고리형 화합물.상기식에서 R1은 수소원자 또는 할로겐을 나타내고, n은 1 내지 6의 값을 가지며, Het는 아졸 또는 이미다졸, 인다졸, 테트라하이드로인다졸, 피라졸 및 피라졸린으로 부터 선택되는 일반식 (Ⅱ)의 아졸 유도체 중 하나를 나타내며,상기식에서, 언제나 상이한 A와 B는 탄소원자 또는 질소원자를 나타내고, 파선은 위치 4와 5 사이에 가능한 이중결합의 존재를 표시하고, 동일하거나 상이한 R2, R3및 R4는 방향성 또는 비방향성 다른 고리부분을 형성할수 있으며 수소원자, 할로겐, 저급알킬 라디칼, 니트로라디칼 하이드록시 라디칼, 옥시라디칼, 알콕시 라디칼, 시아노라디칼, 카르복실릭 라디칼 카르복시아미도 라디칼, 술포닉 라디칼, 아미노기가 치환되거나, 치환되지 않은 술폰아미도 라디칼, 일반식(Ⅲ)의 아민 라디칼을 나타내며,상기식에서, 동일하거나 상이한 R5및 R6는 수소원자, 알킬라디칼, 헤테로아릴 라디칼, 알케닐 라디칼, 알킬 카르복시라디칼, 아릴카르복시 라디칼, 알킬 술폰닐 라디칼 또는 아릴술폰닐 라디칼을 나타낸다.
- 제1항에 있어서 (1) 1H-피라졸-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (2) 1H-피라졸-3,5-디메틸-1-(4-(4-(2-피리미디닐)-1-피리미디닐)-부틸), (3) 1H-피라졸-3,5-디메틸-4-니트로-1-(4-C4-C2-피리이디닐)-1-피페라지닐-부틸), (4) 1H-피라졸-4-메틸-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (5) 1H-인다졸-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (6) 1H-피라졸-3,5-디메틸-5-브로모-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (7) 1H-피라졸-4-니트로-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (8) 1H-피라졸-4-클로로-1-4-클로로-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (9) 1H-피라졸-4-카르복실레이티드 에틸-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (10) 1H-피라조린-4-메틸-5-온-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (11) 1H-피라졸-3-메틸-5-페닐-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (12) 1H-피라졸-4-브로모-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (13) 1H-피라졸-4-시아노-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (14) 1H-피라졸-4-플루오로-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (15) 1H-피라졸-4-메록시-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (16) 1H-피라졸-4-아미노-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (17) 1H-피라졸-4-메틸술폰아미도-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (18) 1H-피라졸-4-벤즈아미도-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (19) 1H-피라졸-4-에세트아미도-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (20) 1H-피라졸-4-(2-부틸)아미노-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (21) 1H-피라졸-4-브로모-1-(4-(4-(2-브로모피리미딘-2일)-1-피레라지닐)-부틸), (22) 1H-피라졸-4-브로모-1-(4-(4-(5-클로로피리미딘-2-일)-1-피레라지닐)-부틸), (23) 1H-피라졸-5-메틸-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (24) 1H-피라졸-3-메틸-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (25) 1H-피라졸-4-브로모-5-메틸-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (26) 1H-피라졸-4-브로모-3-메틸-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (27) 1H-4,5,6,7-테트라하이드로 인다졸-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (28) 2H-3,4,5,6-테트라하이드로인다졸-2-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (29) 1H-피라졸-5-메틸-1-4-페닐-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (30) 1H-피라졸-3-메틸-4-페닐-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (31) 1H-피라졸-3-클로로-4-플루오로-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (32) 1H-피라졸-3-클로로-4-메톡시-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (33) 1H-피라졸-4-(4-메톡시페닐-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (34) 1H-피라졸-4-(4-클로로페닐)-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (35) 1H-피라졸-4-(1-피롤릴)-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (36) 1H-피라졸-4-페닐-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (37) 1H-피라졸-3,5-디페닐-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (38) 1H-피라졸-4-페닐설폰아미도-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (39) 1H-피라졸-4-(4-메틸벤젠)술폰아미도-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (40) 1H-피라졸-4-부틸술폰아미도-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (41) 1H-피라졸-4-프로필술폰아미도-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (42) 1H-피라졸-4-에틸술폰아미도-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (43) 1H-피라졸-3.5-디메틸-4-술폰아미도-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (44) 1H-피라졸-4-디메틸술폰아니도-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (45) 1H-피라졸-4-술포닉-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (46) 1H-이미다졸-1-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (47) 1H-이미다졸-2-메틸-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (48) 1H-아미다졸-3,4-디클로로-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (49) 1H-이미다졸-4-메틸-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (50) 1H-이미다졸-5-메틸-1-(4-(2-피리미디닐)-1-피레라지닐)-부틸), (51) 1H-피라지로-4-클로로-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸)하이드로클로류리, (52) 1H-피라졸-4-클로로-1-(4-(4-(2-피리미디닐)-1-피레라지닐)-부틸)디하이드로클로류리로 부터 선택되는 일반식(I)의 화합물.
- 하기 조작들 중 적어도 하나를 사용함을 특징으로 하는 제1항 또는 제2항에 따른 화합물의 제조공정.3.1식에서 R1과 n은 앞서 정의한 의미를 가지며, X는 할로겐 원자 또는 메실옥시 또는 토실옥시로 부터 선택되는 탈착가능기를 나타내는 일반식(Ⅳ)의 화합물과,식에서, A, B, R2, R3, R4및 파선으로 표시된 결합이 앞서 정의한 의미를 가지는 일반식(Ⅴ)의 화합물과의 반응3.2 식에서, A, B, R2, R3, R4, X 및 n은 앞서 정의한 바와 같은 의미를 가지는 일반식(Ⅳ)의 화합물과,식에서, R1이 앞서 정의한 바와 같은 의미를 가지는 일반식(Ⅶ)의 화합물과,의 반응.3.3 식에서 R1, R2, R3, Het 및 n이 앞서 정의한 의미를 가지며, 또는 치환체 R1, 또는 R3중 적어도 하나가 수소원자를 나타내는 일반식(I)의 화합물과, 할로겐과의 반응.3.4 식에서 R1, Het 및 n이 앞서 정의한 의미를 가지며, R2,R3또는 R4가 니트로기를 나타내는 일반식(I)의 화합물과, R2,R3또는 R4가 아미노기를 나타내는 동일한 일반식의 화합물을 얻기 위한 환원제와의 반응.3.5 식에서 Het, R1, 치환체중 하나 및 n이 앞서 정의한 바와 같은 의미를 가지며, R2, R3, n 및 R4가 아미노기 또는 알킬아미노기를 나타내는 일반식(I)의 화합물과, 알킬 또는 아릴 카르복시산의 무수물, 또는 아릴 또는 알킬술폰산의 할로겐화물과의 반응.
- 특히 중추 신경계 이상에 대한 치료제로 사용될 약물로서, 제1 항 내지 3항중 어느한 항에 따른 일반식(I)의 유도체 또는 치료학상 허용가능한 그의 염.
- 허용가능한 제약학적 보조물외에 제1 항 내지 4항중 어느 한 항에 따른 일반식(I)의 적어도 한 유도체 또는 생리학상 허용가능한 그의 염을 함유하는 것을 특징으로 하는 제약학적 조성물.
- 불안증 치료제로서 사용될 약물의 제조, 특히 정신안정제 및/신경 안정제의 제조를 위한, 제1항 내지 5항중 어느 한 항에 따른 일반식(I)의 유도체 및 생리학상 허용가능한 그의 염의 사용.
- 제약학적 조성물에 결합하는 제1항에 따른 일반식(I)의 화합물 또는 생리학적으로 허용가능한 그의 염으로 구성된 정신 안정제 및/또는 신경안정제의 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES89-01700 | 1989-02-09 | ||
FR8901700 | 1989-02-09 | ||
FR8901700A FR2642759B1 (fr) | 1989-02-09 | 1989-02-09 | Derives de pyrimidyl-piperazinyl-alkyl azoles avec activite anxiolytique et/ou tranquillisante |
Publications (2)
Publication Number | Publication Date |
---|---|
KR900012929A true KR900012929A (ko) | 1990-09-03 |
KR950000779B1 KR950000779B1 (ko) | 1995-02-02 |
Family
ID=9378642
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019900001536A KR950000779B1 (ko) | 1989-02-09 | 1990-02-08 | 신경안정적 또는 정신안정적 활성을 가진 피리미디닐-피페라지닐-알킬아졸 유도체 |
Country Status (18)
Country | Link |
---|---|
US (1) | US5128343A (ko) |
EP (1) | EP0382637B1 (ko) |
JP (1) | JP2521170B2 (ko) |
KR (1) | KR950000779B1 (ko) |
AT (1) | ATE92059T1 (ko) |
AU (1) | AU623734B2 (ko) |
CA (1) | CA2009480A1 (ko) |
DD (1) | DD292000A5 (ko) |
DE (1) | DE69002341T2 (ko) |
DK (1) | DK0382637T3 (ko) |
ES (1) | ES2021941A6 (ko) |
FR (1) | FR2642759B1 (ko) |
HU (1) | HU204817B (ko) |
NO (1) | NO176880C (ko) |
PT (1) | PT93095B (ko) |
RU (1) | RU2071474C1 (ko) |
YU (1) | YU48071B (ko) |
ZA (1) | ZA90929B (ko) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5219855A (en) * | 1988-01-29 | 1993-06-15 | Mitsubishi Kasei Corporation | Anxiolytic drug |
FR2654621B1 (fr) * | 1989-11-22 | 1994-09-23 | Esteve Labor Dr | Inhibition du syndrome d'abstinence. |
FR2672052B1 (fr) * | 1991-01-28 | 1995-05-24 | Esteve Labor Dr | Derives d'aryl (ou heteroaryl)-piperazinyl-alkyl-azoles, leur preparation et leur application en tant que medicaments. |
US5681956A (en) * | 1990-12-28 | 1997-10-28 | Neurogen Corporation | 4-aryl substituted piperazinylmethyl phenylimidazole derivatives; a new class of dopamine receptor subtype specific ligands |
US5633377A (en) * | 1990-12-28 | 1997-05-27 | Neurogen Corporation | 4-piperidino- and piperazinomethyl-2-cyclohexyl imidazole derivatives; dopamine receptor subtype specific ligands |
FR2671972B1 (fr) * | 1991-01-25 | 1995-03-03 | Esteve Labor Dr | Utilisation de derives 1-h-azole-(omega-(4-(2-pyrimidinyl)-1-piperazinyl)-alkyl) pour la preparation de medicaments destines au traitement des troubles des fonctions cognitives. |
FR2673628B1 (fr) * | 1991-03-07 | 1993-07-09 | Esteve Labor Dr | Procede de preparation de derives d'aryl (ou heteroaryl)-piperazinyl-butyl-azoles. |
FR2701260B1 (fr) * | 1993-02-05 | 1995-05-05 | Esteve Labor Dr | Dérivés de 2-[4-(4-azolylbutyl)-1-pipérazinyl]-5-hydroxypyrimidine, leur préparation et leur application en tant que médicaments. |
FR2705098B1 (fr) * | 1993-05-10 | 1995-08-04 | Esteve Labor Dr | Procédé de préparation de 2-{4-[4-(chloro-1-pyrazolyl)butyl]1-pipérazinyl}pyrimidine (Lesopitron) . |
ES2099031B1 (es) * | 1995-05-31 | 1997-12-01 | Esteve Labor Dr | Nuevos polimorfos de diclorhidrato de lesopitron y sus formas hidratadas, procedimientos de preparacion y composiciones que los contienen. |
FR2763950B1 (fr) * | 1997-06-02 | 2002-09-20 | Esteve Labor Dr | 2- {4- [4-(4,5-dichloro-2-methylimidazol-1-yl)butyl] -1- piperazinyl }-5-fluoropyrimidine, sa preparation et son utilisation therapeutique |
ES2125206B1 (es) * | 1997-07-21 | 1999-11-16 | Esteve Labor Dr | Derivados de acil-piperazinil-pirimidinas, su preparacion y su aplicacion como medicamentos. |
US6166205A (en) * | 1998-09-02 | 2000-12-26 | Neurogen Corporation | 2-Aryl-4-(1-[4-heteroaryl]piperazin-1-yl)methylimidazoles: dopamine . D.sub4 receptor subtype ligands |
EP1309592B9 (en) | 2000-08-14 | 2007-02-28 | Ortho-McNeil Pharmaceutical, Inc. | Substituted pyrazoles |
AU8645401A (en) | 2000-08-14 | 2002-02-25 | Ortho Mcneil Pharm Inc | Substituted pyrazoles |
DK1309591T3 (da) | 2000-08-14 | 2007-03-26 | Ortho Mcneil Pharm Inc | Substituerede pyrazoler |
US7332494B2 (en) | 2000-08-14 | 2008-02-19 | Janssen Pharmaceutica, N.V. | Method for treating allergies using substituted pyrazoles |
MXPA03001960A (es) | 2000-09-06 | 2004-03-18 | Johnson & Johnson | Un metodo para tratar alergias. |
ES2167276B1 (es) * | 2000-10-20 | 2003-04-01 | Esteve Labor Dr | Nuevos derivados de cianoaril (o cianoheteroaril)-carbonil-piperazinil-pirimidinas, su preparacion y su aplicacion como medicamentos. |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4487773A (en) * | 1981-03-16 | 1984-12-11 | Mead Johnson & Company | 1,2,4-Triazol-3-one antidepressants |
US4367335A (en) * | 1981-08-03 | 1983-01-04 | Mead Johnson & Company | Thiazolidinylalkylene piperazine derivatives |
DE3321969A1 (de) * | 1983-06-18 | 1984-12-20 | Troponwerke GmbH & Co KG, 5000 Köln | 2-pyrimidinyl-1-piperazin-derivate, verfahren zu ihrer herstellung und diese enthaltende arzneimittel |
US4547499A (en) * | 1984-05-10 | 1985-10-15 | The Upjohn Company | 2,4-Dihydro-2(omega-aminoalkyl)-1H-[1,2,4]triazolo[3,4-c]benzoxazin-1-one anti-allergy drug compounds, compositions and use |
US4675403A (en) * | 1985-10-16 | 1987-06-23 | American Home Products Corporation | 3-Aminoalkyl derivatives of 5,5-disubstituted hydantoins with psychotropic activity |
-
1989
- 1989-02-09 FR FR8901700A patent/FR2642759B1/fr not_active Expired - Lifetime
-
1990
- 1990-01-29 NO NO900411A patent/NO176880C/no not_active IP Right Cessation
- 1990-02-07 DE DE90400337T patent/DE69002341T2/de not_active Expired - Fee Related
- 1990-02-07 DK DK90400337.3T patent/DK0382637T3/da active
- 1990-02-07 AU AU49192/90A patent/AU623734B2/en not_active Ceased
- 1990-02-07 US US07/476,815 patent/US5128343A/en not_active Expired - Fee Related
- 1990-02-07 CA CA002009480A patent/CA2009480A1/fr not_active Abandoned
- 1990-02-07 AT AT90400337T patent/ATE92059T1/de not_active IP Right Cessation
- 1990-02-07 EP EP90400337A patent/EP0382637B1/en not_active Expired - Lifetime
- 1990-02-08 JP JP2031353A patent/JP2521170B2/ja not_active Expired - Lifetime
- 1990-02-08 ZA ZA90929A patent/ZA90929B/xx unknown
- 1990-02-08 DD DD90337677A patent/DD292000A5/de unknown
- 1990-02-08 HU HU90716A patent/HU204817B/hu not_active IP Right Cessation
- 1990-02-08 PT PT93095A patent/PT93095B/pt not_active IP Right Cessation
- 1990-02-08 ES ES9000369A patent/ES2021941A6/es not_active Expired - Fee Related
- 1990-02-08 KR KR1019900001536A patent/KR950000779B1/ko not_active IP Right Cessation
- 1990-02-09 YU YU25790A patent/YU48071B/sh unknown
-
1991
- 1991-09-18 RU SU915001503A patent/RU2071474C1/ru active
Also Published As
Publication number | Publication date |
---|---|
JP2521170B2 (ja) | 1996-07-31 |
ATE92059T1 (de) | 1993-08-15 |
NO176880B (no) | 1995-03-06 |
ZA90929B (en) | 1990-11-28 |
NO900411L (no) | 1990-08-10 |
AU4919290A (en) | 1990-08-16 |
DD292000A5 (de) | 1991-07-18 |
AU623734B2 (en) | 1992-05-21 |
ES2021941A6 (es) | 1991-11-16 |
PT93095A (pt) | 1990-08-31 |
CA2009480A1 (fr) | 1990-08-09 |
EP0382637B1 (en) | 1993-07-28 |
YU25790A (en) | 1991-08-31 |
US5128343A (en) | 1992-07-07 |
FR2642759B1 (fr) | 1991-05-17 |
EP0382637A1 (fr) | 1990-08-16 |
DE69002341D1 (de) | 1993-09-02 |
NO900411D0 (no) | 1990-01-29 |
KR950000779B1 (ko) | 1995-02-02 |
YU48071B (sh) | 1997-01-08 |
DE69002341T2 (de) | 1993-12-02 |
RU2071474C1 (ru) | 1997-01-10 |
HU900716D0 (en) | 1990-04-28 |
JPH032179A (ja) | 1991-01-08 |
HU204817B (en) | 1992-02-28 |
DK0382637T3 (da) | 1993-09-20 |
PT93095B (pt) | 1995-12-29 |
NO176880C (no) | 1995-06-14 |
FR2642759A1 (fr) | 1990-08-10 |
HUT53100A (en) | 1990-09-28 |
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