KR920007999A - 4-또는 5-치환된 피리딘-2-카복실산. 이들의 제조방법 및 약제로서 이들의 용도 - Google Patents
4-또는 5-치환된 피리딘-2-카복실산. 이들의 제조방법 및 약제로서 이들의 용도 Download PDFInfo
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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
- C07D213/60—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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
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Abstract
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Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (8)
- 일반식(I)의 4-또는 5-치환된 피리딘-2-카복실산 및 이들의 생리학적으로 허용되는 염(피리딘-4-및-5-카복사미드-2-카복실산은 제외)상기식에서, R1및 R2는 각각 독립적으로 수소, C1-C12-알킬, C2-C12-알케닐, C1-C12-알키닐, 비-벤조-융합되거나 벤조-융합된 C5-C7-사이클로알킬, 아릴 또는 헤테로아릴이고, R1및 R2에 대하여 언급한 이들 라디칼은 하나 이상의 동일하거나 상이한 라디칼 R3에 의하여 치환되거나 비치환되고, R3는 할로겐, 하이드록실, 시아노, 니트로, 니트록시, 아미노, 카복실, C1-C4-알콕시, C1-C4-알콕시바보닐, C1-C4-알킬- 또는 -디알키아미노, 인돌릴 또는 페닐이고, 인돌릴 및 페닐 라디칼은 할로겐, 니트로, C1-C4-알킬 또는 C1-C4-알콕시에 의하여 1회, 2회 또는 3회 치환되거나 비치환되며, 다중치환되는 경우 라디칼은 동일하거나 상이하며, 또는 R1이 수소이면 R2는 라디칼-N(R4)(R5)(여기에서, R4는 R5는 동일하거나 상이하고 각각 수소, C1-C4-알킬, C1-C3-알킬카보닐 또는 페닐이다)이거나, R1이 수소이면 R2는 N말단을 통하여 결합된 α-아미노산알킬-또는 디알칼아미드 잔기이고, 알킬 라디칼은 1내지 4개의 탄소원자를 함유하며 페닐에 의하여 임의로 일치환되며, C3-및 C4-알킬 라디칼을 또한 측쇄일 수 있거나, R1이 수소이면 R2는 N말단을 통하여 결합된 디-또는 트리펩타이드 잔기(여기서, “잔기”란 각각의 경우에 N-말단이 부족한 특정의 α-아미노산 및 이의 유도체 또는 디-또는 트리펩타이드를 의미한다)이고, R1은 R2의 의미를 갖고 라디칼 R1및 R2는 동일하거나 상이하거나, R1및 R2는 이들이 결합된 질소원자와 함께 일반식 (Ⅱ)의 라디칼이다.[여기에서, n은 1내지 3이고, A는 O,S,CH2이거나 -N(R6)-(여기에서, R6는 수소, 페닐, C1-C6-알킬, C2-C6-알케닐 또는 C2-C6-알케닐이며 이들 라디칼은 페닐에 의하여 치환되거나 비치환되며 페닐은 할로겐, 니트로, 시아노, 카복실, 하이드록실, 메틸, 에틸, 메톡시, 에톡시 및 트리플루오로메틸 중에서 선택된 하나 이상의 동일하거나 상이한 치환체에 의하여 1회이상 치환되거나 비치환된다), 또는-N(R7)2(여기에서, R7은 수소 또는 C1-C3-알킬이다), 또는 -COOR7또는 -CON(R8)2또는 -CONHR6(여기에서, R8은 수소 또는 C1-C3-알킬이다), 또는 -COOR7또는 -CON(R3)2또는 -CONHR6(여기에서, R8은 R7의 의미를 갖거나 (R8)2는 질소원자에 직접 인접하지 않은 0또는 하나의 CH2그룹이 O,S 또는 N-R7에 의하여 치환되는 C4-C6-알킬렌 쇄이거나, R6는 C1-C4-알콕시카보닐 또는 C3-C7-사이클로알킬이다)이다].
- 제1항에 있어서, R1및 R2가 각각 독립적으로 수소, C1-C6-알킬, C2-C6-알케닐, C2-C6-알키닐, C5-C7-사이클로알킬, 아릴 또는 헤테로 아릴이고, R1및 R2에 대하여 언급한 이들 라디칼은 하나 또는 둘의 동일하거나 상이한 라디칼 R3에 의하여 치환되거나 비치환되고, R3에 의하여 치환되거나 비치환되고, R3가 할로겐, 하이드록실, 시아노, 아미노, 카복실, C1-C4-알콕시, C1-C4-알콕시카보닐, C1-C4-알킬-또는-디알킬아미노 또는 페닐이고, 페닐 라디칼은 할로겐, C1-C2-알킬 또는 C1-C2-알콕시에 의하여 1회 치환되거나 비치환되거나, R1이 수소이면 R2는 라디칼 -N(R4)(R5) (여기에서, R4및 R5는 동일하거나 상이하고 각각 수소 또는 C1-C3-알킬이거나, R1이 수소이면 R2는 N말단을 통하여 결합된 α-아미노산 또는 α-아미노산 알킬 에스테르 잔기이고, 알킬 라디칼은 1내지 3개의 탄소원자를 함유하며 페닐에 의하여 임의로 일치환되며, C3-알킬 라디칼은 또한 측쇄일 수 있으며, R1은 R2의 의미를 갖고 라디칼 R1및 R2는 동일하거나 상이하거나, R1및 R2는 이들이 결합된 질소 원자와 함께 일반식[여기서, n은 1내지 3이고, A는 O,S,CH2이거나 -N(R6)-(여기에서, R6는 수소, 페닐, C1-C6-알킬이며 이들 라디칼은 C1-C4-알콕시카보닐 또는 C3-C7-사이클로알킬에 의해 치환되거나 비치환된다]의 라디칼인 화합물 및 이의 생리학적으로 허용되는 염(피리딘-4-및-5-카복사이드-2-카복실산은 제외).
- 제1항에 있어서, R1및 R2가 각각 독립적으로 수소, C1-C5-알킬, 특히 C1-C3-알킬, C6-사이클로알킬, 페닐 또는 피리딜이고 R1및 R2에 대하여 언급한 이들 라디칼은 하나 또는 둘의 동일한 라디칼 R3에 의하여 치횐되거나 비치환되며, R3가 하이드록실, 아미노, 카복실, C1-C4-알콕시, 특히 메톡시, C1-C4-알콕시카보닐 또는 페닐이며 페닐 라디칼은 메틸 또는 메톡시에 의하여 1회 치환되거나 비치환되며, R1이 R2의 의미를 갖고 라디칼 R1및 R2는 동일하거나 상이하며, 또는 R1및 R2가 이들이 결합된 질소 원자와 함께 일반식(여기에서, n은 2이고 A는 0또는 CH2이다)의 라디칼인 화합물 및 이의 생리학적으로 허용되는 염(피리딘-4-및-5-카복사미드-2-카복실산의 제외)
- 피리딘-2,4-디카복실산을 이의 디할라이드로 전환시키고, 디할라이드를 디벤질 에스테르로 전환시킨 다음, 디벤질 에스테를 2위치에서 선택적으로 가수분해시키며, 가수분해하여 생성된 모노벤질 에스테를 유리산 작용기에서 상응하는 산 클로라이드로 전환시킨 다음, 벤질알콜에 해당하지 않는 알콜을 사용하여 상응하는 2-카복실산 에스테르로 전환시키고, 4위치 또는 5위치의 벤질 보호그룹을 가수소분해로 제거시키고 4위치 또는 5위치의 생성된 유리산을 상응하는 산 클로라이드로 전환시키고, 전 단계에서 수득한 산 클로라이드를 일반식 HNR1R2(Ⅲ) (여기서, R1및 R2는 일반식(1)에서 정의된 바와같다)아민을 사용하여 혼합된 피리딘-디카복실산 4-또는 5-이미드-2-에스테르로 전환시킨 다음, 최종적으로, 2-카복실산 에스테르를 무기산을 사용하여 2위치를 유리산으로 전환시킴을 특징으로 하여, 일반식(I)의 4-또는 5-치환된 피리딘-4-및-5-카복사미드-2-카복실산을 제조하는 방법.
- 프롤린 하이드록실라제 및 라이신 하이드록실라제를 억제시키기 위한 제4항에 따른 화합물.
- 섬유 억제제 및 면역억제제로서 사용하기 위한 제4항에 따른 화합물.
- 콜라겐 및 콜라겐-유사 물질의 생합성 및 Clq의 생합성 장해를 치료하기 위한, 제4항에 따른 화합물 및/또는 이의 생리학적으로 허용되는 염의 함유하는 약제.
- 제4항에 따른 일반식(I)의 화합물 및/또는 이의 생리학적으로 허용되는 염을 약제에 혼입시킴을 특징으로 하여, 콜라겐 및 콜라겐-유사 물질의 생합성 및 Clq의 생합성에 영향을 미치는 약제를 생성하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개되는 것임.
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DE4031000A DE4031000A1 (de) | 1990-10-01 | 1990-10-01 | 4- oder 5-substituierte pyridin-2-carbonsaeuren, verfahren zu deren herstellung sowie deren verwendung als arzneimittel |
DEP4031000.0 | 1990-10-01 |
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KR920007999A true KR920007999A (ko) | 1992-05-27 |
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EP (1) | EP0479177A3 (ko) |
JP (1) | JPH04247070A (ko) |
KR (1) | KR920007999A (ko) |
CN (1) | CN1060655A (ko) |
AU (1) | AU8485291A (ko) |
BR (1) | BR9104205A (ko) |
CA (1) | CA2052510A1 (ko) |
CS (1) | CS299191A3 (ko) |
DE (1) | DE4031000A1 (ko) |
FI (1) | FI914556A (ko) |
HU (1) | HUT59103A (ko) |
IE (1) | IE913435A1 (ko) |
IL (1) | IL99605A0 (ko) |
MA (1) | MA22313A1 (ko) |
MX (1) | MX9101347A (ko) |
NO (1) | NO913834L (ko) |
PL (1) | PL291881A1 (ko) |
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EP0617020A1 (en) * | 1992-04-02 | 1994-09-28 | Shudo, Koichi, Prof. Dr. | Carboxylic acid derivatives having retinoic acid-like activity |
DE4233124A1 (de) * | 1992-10-02 | 1994-04-07 | Hoechst Ag | Acylsulfonamido- und Sulfonamidopyridin-2-carbonsäureester sowie ihre Pyridin-N-oxide, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
BRPI0515489A (pt) | 2004-09-20 | 2008-07-29 | Xenon Pharmaceuticals Inc | derivados heterocìclicos e sua utilização como inibidores de estearoil-coa desaturase |
JP5043668B2 (ja) | 2004-09-20 | 2012-10-10 | ゼノン・ファーマシューティカルズ・インコーポレイテッド | 複素環誘導体および治療薬としてのそれらの使用 |
EP1807085B1 (en) | 2004-09-20 | 2013-08-21 | Xenon Pharmaceuticals Inc. | Heterocyclic derivatives and their use as stearoyl-coa desaturase inhibitors |
CA2580857A1 (en) | 2004-09-20 | 2006-09-28 | Xenon Pharmaceuticals Inc. | Heterocyclic derivatives and their use as stearoyl-coa desaturase inhibitors |
JP5094398B2 (ja) | 2004-09-20 | 2012-12-12 | ゼノン・ファーマシューティカルズ・インコーポレイテッド | 複素環式誘導体およびステアロイル−CoAデサチュラーゼのメディエータとしてのそれらの使用 |
US7919496B2 (en) | 2004-09-20 | 2011-04-05 | Xenon Pharmaceuticals Inc. | Heterocyclic derivatives for the treatment of diseases mediated by stearoyl-CoA desaturase enzymes |
CN101083992A (zh) | 2004-09-20 | 2007-12-05 | 泽农医药公司 | 抑制人硬脂酰CoA去饱和酶的哒嗪衍生物 |
WO2007130075A1 (en) | 2005-06-03 | 2007-11-15 | Xenon Pharmaceuticals Inc. | Aminothiazole derivatives as human stearoyl-coa desaturase inhibitors |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3703959A1 (de) * | 1987-02-10 | 1988-08-18 | Hoechst Ag | Pyridin-2,4- und 2,5-dicarbonsaeureamide, verfahren zu ihrer herstellung, verwendung derselben sowie arzneimittel auf basis dieser verbindungen |
DE3703962A1 (de) * | 1987-02-10 | 1988-08-18 | Hoechst Ag | Pyridin-2,4- und 2,5-dicarbonsaeure-derivate, verfahren zu ihrer herstellung, verwendung derselben sowie arzneimittel auf basis dieser verbindungen |
DE58908519D1 (de) * | 1988-08-04 | 1994-11-24 | Hoechst Ag | Verbessertes Verfahren zur Herstellung von N,N-Bis(alkoxyalkyl)-pyridin -2,4-dicarbonsäurediamiden. |
-
1990
- 1990-10-01 DE DE4031000A patent/DE4031000A1/de not_active Withdrawn
-
1991
- 1991-09-27 FI FI914556A patent/FI914556A/fi unknown
- 1991-09-27 IL IL99605A patent/IL99605A0/xx unknown
- 1991-09-30 ZA ZA917805A patent/ZA917805B/xx unknown
- 1991-09-30 BR BR919104205A patent/BR9104205A/pt unknown
- 1991-09-30 KR KR1019910017066A patent/KR920007999A/ko not_active Application Discontinuation
- 1991-09-30 PL PL29188191A patent/PL291881A1/xx unknown
- 1991-09-30 NO NO91913834A patent/NO913834L/no unknown
- 1991-09-30 EP EP19910116632 patent/EP0479177A3/de not_active Withdrawn
- 1991-09-30 JP JP3250719A patent/JPH04247070A/ja active Pending
- 1991-09-30 CS CS912991A patent/CS299191A3/cs unknown
- 1991-09-30 AU AU84852/91A patent/AU8485291A/en not_active Abandoned
- 1991-09-30 HU HU913119A patent/HUT59103A/hu unknown
- 1991-09-30 CN CN91109400A patent/CN1060655A/zh active Pending
- 1991-09-30 CA CA002052510A patent/CA2052510A1/en not_active Abandoned
- 1991-09-30 IE IE343591A patent/IE913435A1/en not_active Application Discontinuation
- 1991-09-30 MX MX9101347A patent/MX9101347A/es unknown
- 1991-10-01 PT PT99132A patent/PT99132A/pt not_active Application Discontinuation
- 1991-10-01 MA MA22593A patent/MA22313A1/fr unknown
Also Published As
Publication number | Publication date |
---|---|
HU913119D0 (en) | 1992-01-28 |
CA2052510A1 (en) | 1992-04-02 |
PL291881A1 (en) | 1992-06-15 |
EP0479177A3 (en) | 1992-10-28 |
PT99132A (pt) | 1992-09-30 |
AU8485291A (en) | 1992-04-02 |
CS299191A3 (en) | 1992-06-17 |
NO913834D0 (no) | 1991-09-30 |
MX9101347A (es) | 1992-06-05 |
NO913834L (no) | 1992-04-02 |
FI914556A0 (fi) | 1991-09-27 |
JPH04247070A (ja) | 1992-09-03 |
IE913435A1 (en) | 1992-04-08 |
DE4031000A1 (de) | 1992-04-09 |
IL99605A0 (en) | 1992-08-18 |
EP0479177A2 (de) | 1992-04-08 |
ZA917805B (en) | 1992-05-27 |
MA22313A1 (fr) | 1992-07-01 |
CN1060655A (zh) | 1992-04-29 |
FI914556A (fi) | 1992-04-02 |
BR9104205A (pt) | 1992-06-02 |
HUT59103A (en) | 1992-04-28 |
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