JP2000510111A - 血栓形成疾患の処置のためのピロリジン、ピペリジン及びヘキサヒドロアゼピンのカルボキサミド誘導体 - Google Patents
血栓形成疾患の処置のためのピロリジン、ピペリジン及びヘキサヒドロアゼピンのカルボキサミド誘導体Info
- Publication number
- JP2000510111A JP2000510111A JP09539134A JP53913497A JP2000510111A JP 2000510111 A JP2000510111 A JP 2000510111A JP 09539134 A JP09539134 A JP 09539134A JP 53913497 A JP53913497 A JP 53913497A JP 2000510111 A JP2000510111 A JP 2000510111A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- nipecotyl
- amino
- propionic acid
- piperidinepropionyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title claims description 6
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 title abstract description 6
- 229940053202 antiepileptics carboxamide derivative Drugs 0.000 title abstract description 3
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 title abstract description 3
- 150000003235 pyrrolidines Chemical class 0.000 title abstract 2
- 201000010099 disease Diseases 0.000 title description 4
- 230000002885 thrombogenetic effect Effects 0.000 title 1
- 208000007536 Thrombosis Diseases 0.000 claims abstract description 13
- 150000001875 compounds Chemical class 0.000 claims description 62
- -1 4-Piperidinepropionyl Chemical group 0.000 claims description 52
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 44
- 239000013256 coordination polymer Substances 0.000 claims description 43
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- 239000000203 mixture Substances 0.000 claims description 14
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- 239000001257 hydrogen Substances 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 7
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- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 2
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- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 6
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 6
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- NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 description 6
- 238000000338 in vitro Methods 0.000 description 6
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- 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
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
- C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- 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
- C07D211/08—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/34—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—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
- 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
- C07D213/54—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
- C07D213/55—Acids; Esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D223/06—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/60—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1. 一般式(I) 式中、 Aはピペリジン−2−イル、ピペリジン−3−イル、ピペリジン−4−イル 、ピペラジン−1−イル、ピロリジン−2−イル、ピロリジン−3−イルまたは NHR2のいずれかから選択され; R2はH、アルキルまたはアシルのいずれかから選択され、好ましくはR2は 水素であり; mは整数1、2または3であり、好ましくはmは1または2であり; XはC(O)、C(O)O、C(O)NH、CH2またはSO2のいずれかか ら選択され; nは整数1、2または3であり; R1はHまたはシクロアルキルから選択され; Yは(CH2)p、CH(R3)(CH2)q、(CH2)qCH(R3)、(CH (COR4)CH2)q、(CH2)qCHOHまたはピペリジン−3−カルボン酸 のいずれかから選択され;ただし、Yが (CH2)pであり且つPが2である場合には、XがC(O)以外であるかまたは XがC(O)である場合にはR1がH以外であるかもしくはR2がH以外であり、 そしてさらにYが(CH(CO2R4)CH2)qである場合にはXがC(O)また はCH2以外であり; pは2または3であり; qは1、2または3であり、好ましくはqは1であり; R3はアルキル、C2−C8アルケニル、C2−C8アルキニル、アリール、 アリールアルキルまたはヘテロアリールであり; R4はHまたはアルキルまたはシクロアルキルであり、好ましくはR4は水 素であり; ZはCO2H、CO2アルキル、SO3H、PO3H2または5−テトラゾー ルである: により表される化合物またはその鏡像異性体もしくは製薬学的に許容しうる塩。 2. Aがピペリジン−4−イルである、請求の範囲1の化合物。 3. R2が水素である、請求の範囲1の化合物。 4. mが1または2である、請求の範囲1の化合物。 5. XがC(O)である、請求の範囲1の化合物。 6. R1が水素である、請求の範囲1の化合物。 7. Yが4−オキソ−ニペコチン酸である、請求の範囲1の化合物。 8. qが1である、請求の範囲1の化合物。 9. R3がアリールである、請求の範囲1の化合物。 10. R4が水素である、請求の範囲1の化合物。 11. ZがCO2Hである、請求の範囲1の化合物。 10. 基C(O)N(R1)YZが中心のアザ環の3−または4−位で結合 している、請求の範囲1の化合物。 11. 基C(O)N(R1)YZが中心のアザ環の3−位で結合している、 請求の範囲1の化合物。 12. N−3−(4−ピペリジンプロピオニル)−ニペコチル−(3−アミ ノ−3−フェニル)プロピオン酸・TFA(CP#1) N−(4−ピペリジンメチルアミノカルボニル)−ニペコチル−(3−アミノ− 2−メチル)プロピオン酸・TFA(CP#2) N−(4−ピペリジンメチルオキシカルボニル)−ニペコチル−D−アスパラギ ン酸α−メチルエステル・TFA(CP#3) N−3−(4−ピペリジンプロピオニル)−ピロリジン−3−カルボキシー[3 −アミノ−3−(4−トリル)]プロピオン酸・TFA(CP#4) N−3−(4−ピペリジンプロピオニル)−イソニペコチルー(3−アミノ−3 −メチル)プロピオン酸・TFA(CP#5) N−3−(4−ピペリジンプロピオニル)−イソニペコチル−[3−アミノ−3 −(4−カルボキシフェニル)]プロピオン酸・TFA(CP#6) N−3−(4−N−メチル−ピペリジンプロピオニル)−ニペコチル−3−アミ ノプロピオン酸・Li(CP#7) N−3−(4−ピペリジンプロピオニル)−ニペコチル−4−オキソニペコチン 酸・TFA(CP#8) N−3−(4−ピペリジンプロピオニル)−ニペコチル−[3−アミノ−3−( 2−トリメチルシリルエチニル)]プロピオン酸・TFA(CP#9) N−(6−アミノカプロイル)−ニペコチル−3−アミノ−3−(3−ピリジル )プロピオン酸・3TFA(CP#10) N−3−(4−ピペリジンプロピオニル)−R−(−)−ニペコチル−(3−ア ミノ−2−ヒドロキシ)プロピオン酸・TFA(CP#11) N−3−(4−ピペリジンエタンスルホニル)−ニペコチル−3−アミノプロピ オン酸・HCl(CP#12) N−3−(4−ピペリジンプロピオニル)−ニペコチル−5H−(2−アミノエ チル)テトラゾール・HCl(CP#13) N−3−(4−N−メチル−ピペラジンプロピオニル)−ニペコチル− [3−アミノ−3−(3,4−メチレンジオキシフェニル)プロピオン酸・Na (CP#14) N−3−(4−N−メチル−ピペラジンプロピオニル)−ニペコチル−[3−ア ミノ−3−(3−キノリニル)]プロピオン酸・3TFA(CP#15) N−3−(4−ピペリジンプロピオニル)−R−(−)−ニペコチル−[(S) −3−アミノ−3−(3,4−メチレンジオキシフェニル)]プロピオン酸・H Cl(CP#16) N−3−(4−ピペリジンプロピオニル)−ヘキサヒドロアゼピン−3−カルボ キシ−[3−アミノ−3−(3−キノリニル)]プロピオン酸・2TFA(CP #17) N−3−(4−ピペリジンプロピオニル)−R−(−)−ニペコチル−[(S) −3−アミノ−3−(3−キノリニル)]プロピオン酸・2HCl(CP#18 ) N−3−(4−ピペリジンプロピオニル)−R−(−)−ニペコチル−[(S) −3−アミノ−3−(2−t−ブチルエチニル)]プロピオン酸・HCl (C P#19) N−3−(4−ピペリジンプロピル)−ニペコチル−[(S)−3−ア ミノ−3−(3,4−メチレンジオキシフェニル)]プロピオン酸・2TFA( CP#20) N−3−(4−ピペリジンプロピオニル)−R−(−)−ニペコチル−[(S) −3−アミノ−3−(3−ピリジル)]プロピオン酸・2TFA(CP#21) のいずれかから選択される、請求の範囲1の化合物。 13. 好ましい化合物15、16、18、19または21のいずれかから選 択される、請求の範囲14の化合物。 14. 血小板による血栓性疾患を処置するために有効な量の請求の範囲1の 化合物を製薬学的に許容しうる担体と組み合わせて含んでなるそのような疾患を 処置するための組成物。 15. 血小板による血栓性疾患を処置するために請求の範囲1の化合物の有 効量をそのような疾患に苦しむ患者に投与することを含んでなるそのような疾患 の処置方法。 16. 量が0.1−300mg/mg/日である、請求の範囲17の方法。 17. 式AG3の化合物をペニシリンアミダーゼで処理することを含んでなる式AG4 の化合物の製造方法。 18. 式AG3の化合物が水溶液中に置かれ、ペニシリンアミダーゼでの処 理の前にpHが約7.5に調整される、請求の範囲19の方法。 19. 式AG4 の化合物。
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US1667596P | 1996-05-01 | 1996-05-01 | |
US60/016,675 | 1996-05-01 | ||
PCT/US1997/007130 WO1997041102A1 (en) | 1996-05-01 | 1997-04-29 | Carboxamide derivatives of pyrrolidine, piperidine and hexahydroazepine for the treatment of thrombosis disorders |
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JP2000510111A true JP2000510111A (ja) | 2000-08-08 |
JP4328387B2 JP4328387B2 (ja) | 2009-09-09 |
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JP53913497A Expired - Lifetime JP4328387B2 (ja) | 1996-05-01 | 1997-04-29 | 血栓形成疾患の処置のためのピロリジン、ピペリジン及びヘキサヒドロアゼピンのカルボキサミド誘導体 |
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US (1) | US6069254A (ja) |
EP (2) | EP0923555B1 (ja) |
JP (1) | JP4328387B2 (ja) |
KR (1) | KR100510854B1 (ja) |
CN (1) | CN1286684A (ja) |
AT (2) | ATE297894T1 (ja) |
AU (1) | AU726594B2 (ja) |
BG (1) | BG64276B1 (ja) |
BR (1) | BR9710434A (ja) |
CA (1) | CA2258701C (ja) |
CZ (2) | CZ294094B6 (ja) |
DE (2) | DE69739239D1 (ja) |
DK (1) | DK0923555T3 (ja) |
EE (1) | EE03823B1 (ja) |
ES (3) | ES2320316T3 (ja) |
GE (1) | GEP20002187B (ja) |
HK (1) | HK1041406A1 (ja) |
NZ (1) | NZ332585A (ja) |
PL (1) | PL190796B1 (ja) |
PT (1) | PT923555E (ja) |
RU (1) | RU2194038C2 (ja) |
SK (1) | SK149798A3 (ja) |
TR (1) | TR199802207T2 (ja) |
UA (1) | UA70285C2 (ja) |
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KR19980703107A (ko) * | 1995-03-17 | 1998-10-15 | 후지야마 아키라 | N-아실피페리디닐카보닐아미노카복실산 및 당단백질 IIB/IIa 길항제와 피브리노겐-혈소판 결합 억제제로서의 이의 용도 |
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JP2013511486A (ja) * | 2009-11-18 | 2013-04-04 | ファブ ファーマ エスエーエス | 新規の複素環式アクリルアミド及び医薬としてのその使用 |
US9051321B2 (en) | 2009-11-18 | 2015-06-09 | Fab Pharma S.A.S. | Heterocyclic acrylamides and their use as pharmaceuticals |
US9321769B2 (en) | 2009-11-18 | 2016-04-26 | Fab Pharma S.A.S. | Heterocyclic acrylamides and their use as pharmaceuticals |
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