KR930004296A - 신규(2-알킬-3-피리딜)메틸피페라진 유도체 - Google Patents
신규(2-알킬-3-피리딜)메틸피페라진 유도체 Download PDFInfo
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- KR930004296A KR930004296A KR1019920014219A KR920014219A KR930004296A KR 930004296 A KR930004296 A KR 930004296A KR 1019920014219 A KR1019920014219 A KR 1019920014219A KR 920014219 A KR920014219 A KR 920014219A KR 930004296 A KR930004296 A KR 930004296A
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Abstract
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Claims (21)
- 하기 구조식 Ⅰ의 화합물 및 그의 염 :[상기식에서 : R1은 -CN, -CO2R3, -CON(R3)2, -COR3, -C≡CR3또는 -(R3)C=N-OR3이고(여기에서, R3는 수소 또는 (C1~C6)알킬기이다) : R2는 수소 또는 (C1~C3) 알킬기이고, Z는 구조식 :의 기를 나타내고, (여기에서, n은0,1 또는 2이고, R4는 수소, (C1~C6) 알킬, Ar1또는 Het를 나타내고(여기에서, Ar1은 할로겐, 트리플루오로메틸, (C1~C6) 알킬, (C1~C6) 알콕시 또는 히드록시로부터 선택된 하나 이상의 기에 의해 임으로 치환된 페닐기이고, Het는 N, O 또는 S로 부터 선택된 하나의 고리 헤테로원자 또는 N/N(N/O 또는 N/S의 쌍으로부터 선택된 두개의 고리 헤테로원자와의, 할로겐, (C1∼C6) 알킬, (C1∼C6) 알콕시 또는 히드록시로 부터 선택된 하나 이상의 기에 의해 임의로 치환될 수 있는 5- 또는 6- 원 방향족 헤테로사이클로부터의 임의의 라디칼이다.), R5는 수소, (C1∼C6) 알킬, Ar1, Ar2, 트리플루오로메틸 또는 히드록시- (C1∼C6) 알킬을 나타내고 a) R5가 수소, (C1∼C6) 알킬 또는 Ar1을 나타낼 때, R6은 수소, (C1∼C6) 알킬, OR7, Ar3S(=O)m- 할로겐, R3OC(=O)- 또는 기 NR8R9를 나타내고 (여기에서, R7은 수소, (C1∼C6) 알킬, Ar3또는 기 (Ar1)2C=N- 이고, m은0, 1 또는 2이고, R8은 수소, (C1∼C6) 알킬, Ar1, Ar2, Ar3또는 히드록시를 나타내고, R9는 수소, (C1∼C6) 알킬, (C2∼C6) 알케닐, (C2∼C6) 알키닐, Ar1, Ar2, (R3)2NC(=O)-, HO(R3)NC(=O)-, R10OC(=O)-, Ar1OC(=O)-, Ar2OC(=O)-, Ar1C(=O)-, Het-(C1∼C6) 알킬, HetC(=O)-, R3C(=O)-, 플루오레닐, R10SO2-, Ar1SO2,- 또는 Ar2SO2-를 나타내거나 또는 기 NR8R9는 피롤, 이미다졸 또는 O, S, N 으로 부터 선택된 두번째 고리 헤테로원자를 함유할 수 있으며 하나 또는 두개의 옥소기 및/또는 기 R10에 의해 임의적으로 치환될 수 있는 포화 5- 또는 6- 원 헤테로사이클을 형성한다. (여기에서, Ar2는 하나의 Ar1기에 의해 치환된 (C1∼C6) 알킬기이고, Ar3는 같거나 다를 수 있는 두개의 Ar1에 의해 치환된 (C1∼C6) 알킬기이고, R10은 (C1∼C6) 알킬기이다)), b) R5가 트리플루오로메틸을 나타낼 때, R6은 수소 또는 OR3를 나타내고 (여기에서, R3는 상기한 의미를 같는다.), c) R5가 히드록시 -(C1∼C6) 알킬 또는 Ar2를 나타낼 때, R6은 기 NR8R9를 나타낸다, (여기에서, R8및 R9는 상기한 의미를 갖는다)), 또는 Z는 구조식 :의 기를 나타낸다, (여기에서, R11은 수소, Ar1또는 트리플루오로메틸을 나타낸다.)].
- 제1항에 있어서, R1은 CN 이고, R2는 수소이고, Z는 전술한 의미를 갖는 화합물.
- 제1항 또는 제2항에 있어서, R1은 CN 이고, R2는 수소이고, Z는 하기 구조식의 기를 나타내는 화합물.[상기식에서, n은 1 이고, R4는 Ar1또는 Het는 전술한 의미를 가지며, R5는 (C1∼C6) 알킬 또는 Ar1을 나타내고, R6은 수소, (C1∼C6) 알킬, OR3또는 NH2를 나타내고, 여기에서 R3는 전술한 의미를 갖는다.]
- 제1항 또는 제2항에 있어서, R1은 CN 이고, R2는 수소이고, Z는 하기 구조식의 기를 나타내는 화합물.(상기식에서, n은 1 이고, R4는 Ar1또는 Het를 나타내고, 여기에서 Ar1및 Het는 전술한 의미를 가지며, R5는 트리플루오로메틸을 나타내며, R6은 수소 또는 OR3를 나타내고, 여기에서 R3는 전술한 의미를 갖는다.]
- 제1항 또는 제2항에 있어서, R1은 CN 이고, R2는 수소이고, Z는 하기 구조식의 기를 나타내는 화합물.[상기식에서, R11은 Ar1또는 트리플루오로메틸을 나타내고, 여기에서 Ar1은 전술한 의미를 갖는다.]
- 제1항 또는 제2항에 있어서, R1은 CN 이고, R2는 수소이고, Z는 하기 구조식의 기를 나타내는 화합물.[상기식에서, n은 0 또는 1 이고, R4및 R5는 각각 독립적으로 수소 또는 (C1∼C6) 알킬을 나타내고, R6은 기 NR8R9를 나타내고, 여기에서 : R8은 Ar3를 나타내고, Ar3는 상기한 바와 같으며, R9는 수소, (C1∼C6) 알킬, (R3)2NC(=O)-, R10OC(=O)-, R3C(=O)- 또는 R10SO2-를 나타내고, R3및 R10은 상기한 바와 같다.]
- 제1항 또는 제2항에 있어서, R1은 CN 이고, R2는 수소이고, Z는 하기 구조식의 기를 나타내는 화합물.[상기식에서, n은 1 이고, R4는 Ar1또는 Het를 나타내고, 여기에서 Ar1및 Het는 전술한 의미를 가지며, R5는 수소 또는 (C1∼C6) 알킬을 나타내고, R6은 NR8R9의 기를 나타내고, 여기에서 R8은 수소, (C1∼C6) 알킬, Ar1또는 히드록시를 나타내고, R9는 수소, (C1-C6) 알킬, (C1-C6) 알케닐, (C1∼C6) 알키닐, Ar2, (R3)2NC(=O)-, HO(R3)NC(=O)-, R10OC(=O)-, Ar1OC(=O)-, Ar2OC(=O)-, Ar1C(=O)-, Het-(C1~C6) 알킬, HetC(=O)-, R3C(=O)-, R10SO2-, Ar1SO2또는 Ar2SO2-를 나타내거나, 기 NR8R9는 하기 구조식(ⅰ),(ⅱ),(ⅲ),(ⅳ),(ⅴ),(ⅵ) 또는 (ⅶ)의 헤테로사이클을 형성한다 :(상기식들중에서, R3, R10, Ar1, Ar2및 Het는 전술한 의미를 갖는다.)]
- 제1항에 있어서, 1-(3,3-디페닐-3-히드록시프로피오닐)-4-[(2-메틸-3-피리딜) 시아노메틸] 피페라진 및 그의 염.
- 제1항에 있어서, 1-(3-페닐-3-히드록시-3-(트리플루오로메틸)프로피오닐)-4-[(2-메틸-3-피리딜)시아노메틸] 피페라진 및 그의 염.
- 제1항에 있어서, 1-(3-(N-벤질아미노-3-페닐프로피오닐)-4-[(2-메틸-3-피리딜) 시아노메틸] 피페라진 및 그의 염.
- 제1항에 있어서, 1-(3-(N-아세틸아미노-3-페닐프로피오닐]-4-[(2-메틸-3-피리딜) 시아노메틸] 피페라진 및 그의 염.
- 제1항에 있어서, 1-(N-(디페닐메틸) 아미노아세틸]-4-[(2-메틸-3-피리딜)-시아노메틸] 피페라진 및 그의 염.
- 제1항에 있어서, 1-[3-(N-메톡시카르보닐) 아미노)-3-페닐프로피오닐]-4-[(2-메틸-3-피리딜) 시아노메틸] 피페라진 및 그의 염.
- 제1항에 있어서, 1-[3-(N-페녹시카르보닐) 아미노)-3-페닐프로피오닐]-4-[(2-메틸-3-피리딜) 시아노메틸] 피페라진 및 그의 염.
- 제1항에 있어서, 1-[3-(2-옥소-3-옥사졸리디닐)-3-페닐프로피오닐]-4-[(2-메틸-3-피리딜)시아노메틸] 피페라진 및 그의 염.
- 제1항에 있어서, 1-[3-(N-페닐아미노)-3-페닐프로피오닐]-4-[(2-메틸-3-피리딜) 시아노메틸] 피페라진 및 그의 염.
- 제1항에 있어서, 1-[3-(N-아세틸-N-히드록시아미노)-3-페닐프로피오닐]-4-[(2-메틸-3-피리딜) 시아노메틸] 피페라진 및 그의 염.
- 제1항에 있어서, 1-[3-(N-카르바모일-N-히드록시아미노)-3-페닐프로피오닐]-4-[(2-메틸-3-피리딜) 시아노메틸] 피페라진 및 그의 염.
- 하기 구조식 Ⅱ(여기에서, R1및 R2는 전술한 의미를 가지며, p는 아민 보호기 또는 Z가 전술한 바와 같은 ZCO이고, Y는 클로라이드, 브로마이드, 요오다이드, 알킬술포네이트 또는 아릴술포네이트와 같은 음이온이다.)의 화합물을 아세토니트릴중의 1,8-디아자비시클로 [5.4.0] 운데크-7-엔과 같은 염기로 처리하여 하기 구조식 Ⅲ(여기에서, R1및 R2는 전술한 의미를 갖고, P는 ZCO이다.)의 화합물을 수득하거나 (이 경우에 있어서 Ⅲ은 Ⅰ이다), 대안적으로 P가 아민보호기인 경우에는, 탈보호시켜 하기 구조식 Ⅳ(여기에서, R1및 R2는 전술한 의미를 갖는다.)의 상응하는 아민을 수득한 다음, Ⅳ를 산 ZCOOH 또는 동등한 아실화제와 반응시켜 하기 구조식 Ⅰ(여기에서, Z, R1및 R2는 전술한 의미를 갖는다)의 화합물을 수득하며, 임의적으로, 구조식 Ⅰ의 화합물에서 Z가 구조식(여기에서, R4,R5,R8,R9및 n은 전술한 의미를 갖는다)의 기를 나타낼때, 구조식 Ⅰ의 화합물에서 기 R8및/또는 R9를 다른기 R8및/또는 R9로 변환시키는 것으로 구성되는 제1항에 따른 화합물의 제조방법.
- 유효랑의 적어도 하나의 구조식 Ⅰ의 화합물 또는 제약학적으로 허용가능한 그의 염을 제약학적으로 허용가능한 부형제와 혼합하여 포함하는 PAF- 매개 질병의 치료 또는 예방용 제약학적 조성물.
- 적어도 하나의 구조식 Ⅰ의 화합물 또는 제약학적으로 허용가능한 그의 염을 사용하는, 인간을 포함한 포유동물에 있어서의 PAF- 매개 질병의 치료 또는 예방용 위한 약품의 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES9101855 | 1991-08-08 | ||
ES9101855A ES2036926B1 (es) | 1991-08-08 | 1991-08-08 | "procedimiento para la obtencion de derivados de la (2-alquil-3-piridil)metilpiperazina". |
Publications (1)
Publication Number | Publication Date |
---|---|
KR930004296A true KR930004296A (ko) | 1993-03-22 |
Family
ID=8273271
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019920014219A KR930004296A (ko) | 1991-08-08 | 1992-08-07 | 신규(2-알킬-3-피리딜)메틸피페라진 유도체 |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0528172A1 (ko) |
JP (1) | JPH05213879A (ko) |
KR (1) | KR930004296A (ko) |
CA (1) | CA2075673A1 (ko) |
ES (1) | ES2036926B1 (ko) |
MX (1) | MX9204563A (ko) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5530418A (en) * | 1995-07-26 | 1996-06-25 | Taiwan Semiconductor Manufacturing Company | Method for shielding polysilicon resistors from hydrogen intrusion |
US9285160B1 (en) | 2014-10-10 | 2016-03-15 | Dongbu Daewoo Electronics Corporation | Refrigerator with tiltable drawer |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2062943B1 (es) * | 1993-03-23 | 1995-11-16 | Uriach & Cia Sa J | Nuevos derivados de la (2-metil-3-piridil) cianometilpiperazinas. |
ES2087038B1 (es) * | 1994-11-07 | 1997-03-16 | Uriach & Cia Sa J | Nuevas piperidinas con actividad antagonista del paf. |
CA2619901A1 (en) * | 1996-05-31 | 1997-12-04 | Allelix Neuroscience Inc. | Pharmaceutical for treatment of neurological and neuropsychiatric disorders |
UA59384C2 (uk) | 1996-12-20 | 2003-09-15 | Пфайзер, Інк. | Похідні сульфонамідів та амідів як агоністи простагландину, фармацевтична композиція та способи лікування на їх основі |
AR013693A1 (es) * | 1997-10-23 | 2001-01-10 | Uriach & Cia Sa J | Nuevas piperidinas y piperazinas como inhibidores de la agregacion plaquetaria |
TWI250152B (en) * | 1998-07-21 | 2006-03-01 | Eisai Co Ltd | N,N-substituted cyclic amine compounds used as calcium antagonizer |
WO2000026191A1 (fr) * | 1998-11-04 | 2000-05-11 | Meiji Seika Kaisha, Ltd. | Derives de picolinamide et pesticides contenant ces derives comme ingredient actif |
US6492396B2 (en) | 2000-05-16 | 2002-12-10 | Cephalon, Inc. | Substituted thioacetamides |
US6670358B2 (en) | 2000-05-16 | 2003-12-30 | Cephalon, Inc. | Substituted thioacetamides |
PL365024A1 (en) | 2001-02-16 | 2004-12-27 | Allelix Neuroscience, Inc. | Thiophene substituted amine derivatives as glyt-1 inhibitors |
WO2002067918A1 (fr) * | 2001-02-27 | 2002-09-06 | Banyu Pharmaceutical Co., Ltd. | Nouveau derive de diallylmethylamine |
FR2843590B1 (fr) | 2002-08-14 | 2007-10-05 | Prestwick Scient Capital Inc | Derives de l'acide r(+)-2-amino-3-hydroxypropanoique a action glycinergique |
US7314875B2 (en) | 2004-04-13 | 2008-01-01 | Cephalon, Inc. | Tricyclic aromatic and bis-phenyl sulfinyl derivatives |
CA2839703A1 (en) | 2011-06-24 | 2012-12-27 | Amgen Inc. | Trpm8 antagonists and their use in treatments |
MY157429A (en) | 2011-06-24 | 2016-06-15 | Amgen Inc | Trpm8 antagonists and their use in treatments |
US8952009B2 (en) | 2012-08-06 | 2015-02-10 | Amgen Inc. | Chroman derivatives as TRPM8 inhibitors |
CA2903746C (en) * | 2013-03-08 | 2022-08-23 | Amy Hauck Newman | Potent and selective inhibitors of monoamine transporters; method of making; and use thereof |
CN103980169A (zh) * | 2014-05-28 | 2014-08-13 | 河北康泰药业有限公司 | 一种莫达非尼的合成方法 |
US11365195B2 (en) | 2017-11-13 | 2022-06-21 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Atypical inhibitors of monoamine transporters; method of making; and use thereof |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IL85700A0 (en) * | 1987-03-24 | 1988-08-31 | Takeda Chemical Industries Ltd | 1,4-disubstituted piperazine compounds,their production and use |
EP0441226A1 (en) * | 1990-01-29 | 1991-08-14 | J. URIACH & CIA. S.A. | (cyanomethyl)pyridines useful as PAF antagonists |
ES2019029A6 (es) * | 1990-01-29 | 1991-05-16 | Uriach & Cia Sa J | Procedimiento para la obtencion de 4-arilacoil-1-(3-piridilcianometil)piperazinas. |
ES2027874A6 (es) * | 1990-11-30 | 1992-06-16 | Uriach & Cia Sa J | Procedimiento para la obtencion de (cianometil) piridinas. |
ES2024991A6 (es) * | 1990-12-27 | 1992-03-01 | Uriach & Cia Sa J | Procedimiento para la obtencion de piperazinilcarboxamidas. |
-
1991
- 1991-08-08 ES ES9101855A patent/ES2036926B1/es not_active Expired - Lifetime
-
1992
- 1992-07-14 EP EP92111986A patent/EP0528172A1/en not_active Withdrawn
- 1992-08-05 JP JP4229142A patent/JPH05213879A/ja active Pending
- 1992-08-06 MX MX9204563A patent/MX9204563A/es unknown
- 1992-08-07 KR KR1019920014219A patent/KR930004296A/ko not_active Application Discontinuation
- 1992-08-10 CA CA002075673A patent/CA2075673A1/en not_active Abandoned
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5530418A (en) * | 1995-07-26 | 1996-06-25 | Taiwan Semiconductor Manufacturing Company | Method for shielding polysilicon resistors from hydrogen intrusion |
US9285160B1 (en) | 2014-10-10 | 2016-03-15 | Dongbu Daewoo Electronics Corporation | Refrigerator with tiltable drawer |
Also Published As
Publication number | Publication date |
---|---|
CA2075673A1 (en) | 1993-02-09 |
ES2036926A1 (es) | 1993-06-01 |
EP0528172A1 (en) | 1993-02-24 |
MX9204563A (es) | 1993-02-01 |
ES2036926B1 (es) | 1994-01-16 |
JPH05213879A (ja) | 1993-08-24 |
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