JP2012525335A5 - - Google Patents
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- Publication number
- JP2012525335A5 JP2012525335A5 JP2012507474A JP2012507474A JP2012525335A5 JP 2012525335 A5 JP2012525335 A5 JP 2012525335A5 JP 2012507474 A JP2012507474 A JP 2012507474A JP 2012507474 A JP2012507474 A JP 2012507474A JP 2012525335 A5 JP2012525335 A5 JP 2012525335A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- piperazin
- benzamide
- pyridin
- acetyl
- 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
- -1 —S (O) m CH 3 Chemical group 0.000 claims 45
- 125000000217 alkyl group Chemical group 0.000 claims 38
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 18
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 14
- 150000003839 salts Chemical class 0.000 claims 13
- 125000003545 alkoxy group Chemical group 0.000 claims 12
- 150000001875 compounds Chemical class 0.000 claims 11
- 125000004093 cyano group Chemical group *C#N 0.000 claims 9
- 125000004076 pyridyl group Chemical group 0.000 claims 9
- 125000001072 heteroaryl group Chemical group 0.000 claims 8
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 150000002367 halogens Chemical class 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 6
- 125000004043 oxo group Chemical group O=* 0.000 claims 6
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 4
- 125000002252 acyl group Chemical group 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- 125000001041 indolyl group Chemical group 0.000 claims 4
- 125000002757 morpholinyl group Chemical group 0.000 claims 4
- 125000004193 piperazinyl group Chemical group 0.000 claims 4
- 125000003226 pyrazolyl group Chemical group 0.000 claims 4
- 125000000335 thiazolyl group Chemical group 0.000 claims 4
- 125000001246 bromo group Chemical group Br* 0.000 claims 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 3
- 125000001786 isothiazolyl group Chemical group 0.000 claims 3
- 125000002971 oxazolyl group Chemical group 0.000 claims 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 3
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 3
- 125000001113 thiadiazolyl group Chemical group 0.000 claims 3
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000005955 1H-indazolyl group Chemical group 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 2
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 2
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 125000000904 isoindolyl group Chemical group C=1(NC=C2C=CC=CC12)* 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 claims 2
- 125000003386 piperidinyl group Chemical group 0.000 claims 2
- 125000003373 pyrazinyl group Chemical group 0.000 claims 2
- 125000002098 pyridazinyl group Chemical group 0.000 claims 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims 2
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 claims 2
- 125000005960 1,4-diazepanyl group Chemical group 0.000 claims 1
- IKKSAYIJGUEBDV-IBGZPJMESA-N 2-[(3s)-4-[2-(3,5-dimethylpyrazol-1-yl)acetyl]-3-methylpiperazin-1-yl]-n-(2-methoxypyridin-4-yl)benzamide Chemical compound C1=NC(OC)=CC(NC(=O)C=2C(=CC=CC=2)N2C[C@H](C)N(CC2)C(=O)CN2C(=CC(C)=N2)C)=C1 IKKSAYIJGUEBDV-IBGZPJMESA-N 0.000 claims 1
- VHURPDQJHRHPJX-UHFFFAOYSA-N 2-[4-[2-(2-oxopiperidin-1-yl)acetyl]piperazin-1-yl]-n-[2-(2,2,2-trifluoroethoxy)pyridin-4-yl]benzamide Chemical compound C1=NC(OCC(F)(F)F)=CC(NC(=O)C=2C(=CC=CC=2)N2CCN(CC2)C(=O)CN2C(CCCC2)=O)=C1 VHURPDQJHRHPJX-UHFFFAOYSA-N 0.000 claims 1
- XRAJUEMFZUTVHJ-UHFFFAOYSA-N 2-[4-[2-(2-oxopiperidin-1-yl)acetyl]piperazin-1-yl]-n-[2-(trifluoromethyl)pyridin-4-yl]benzamide Chemical compound C1=NC(C(F)(F)F)=CC(NC(=O)C=2C(=CC=CC=2)N2CCN(CC2)C(=O)CN2C(CCCC2)=O)=C1 XRAJUEMFZUTVHJ-UHFFFAOYSA-N 0.000 claims 1
- WOZQXLYYDGJPNX-UHFFFAOYSA-N 2-[4-[2-(2-oxopiperidin-1-yl)acetyl]piperazin-1-yl]-n-[6-(trifluoromethyl)pyridin-3-yl]benzamide Chemical compound C1=NC(C(F)(F)F)=CC=C1NC(=O)C1=CC=CC=C1N1CCN(C(=O)CN2C(CCCC2)=O)CC1 WOZQXLYYDGJPNX-UHFFFAOYSA-N 0.000 claims 1
- UWANIMGBOCJLKM-UHFFFAOYSA-N 2-[4-[2-(2-oxopiperidin-1-yl)acetyl]piperazin-1-yl]-n-pyridin-4-ylbenzamide Chemical compound C1CN(C=2C(=CC=CC=2)C(=O)NC=2C=CN=CC=2)CCN1C(=O)CN1CCCCC1=O UWANIMGBOCJLKM-UHFFFAOYSA-N 0.000 claims 1
- PGFJRHBVVQKHDR-UHFFFAOYSA-N 2-[4-[2-(3,5-dimethylpyrazol-1-yl)acetyl]piperazin-1-yl]-5-fluoro-n-(2-methoxypyridin-4-yl)benzamide Chemical compound C1=NC(OC)=CC(NC(=O)C=2C(=CC=C(F)C=2)N2CCN(CC2)C(=O)CN2C(=CC(C)=N2)C)=C1 PGFJRHBVVQKHDR-UHFFFAOYSA-N 0.000 claims 1
- DCGKIBIPUFWTER-UHFFFAOYSA-N 2-[4-[2-(3,5-dimethylpyrazol-1-yl)acetyl]piperazin-1-yl]-n-(2-methoxypyridin-4-yl)benzamide Chemical compound C1=NC(OC)=CC(NC(=O)C=2C(=CC=CC=2)N2CCN(CC2)C(=O)CN2C(=CC(C)=N2)C)=C1 DCGKIBIPUFWTER-UHFFFAOYSA-N 0.000 claims 1
- FXJPCZVLALETEJ-UHFFFAOYSA-N 2-[4-[2-(3,5-dimethylpyrazol-1-yl)acetyl]piperazin-1-yl]-n-(5-fluoro-6-methylpyridin-3-yl)benzamide Chemical compound N1=C(C)C=C(C)N1CC(=O)N1CCN(C=2C(=CC=CC=2)C(=O)NC=2C=C(F)C(C)=NC=2)CC1 FXJPCZVLALETEJ-UHFFFAOYSA-N 0.000 claims 1
- KUEGOXLYJGZUJJ-UHFFFAOYSA-N 2-[4-[2-(3,5-dimethylpyrazol-1-yl)acetyl]piperazin-1-yl]-n-(5-methyl-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-2-yl)benzamide Chemical compound S1C=2CN(C)CCC=2N=C1NC(=O)C1=CC=CC=C1N(CC1)CCN1C(=O)CN1N=C(C)C=C1C KUEGOXLYJGZUJJ-UHFFFAOYSA-N 0.000 claims 1
- LLBIJXHDRFGKDB-UHFFFAOYSA-N 2-[4-[2-(3,5-dimethylpyrazol-1-yl)acetyl]piperazin-1-yl]-n-[2-(2,2,2-trifluoroethoxy)pyridin-4-yl]benzamide Chemical compound N1=C(C)C=C(C)N1CC(=O)N1CCN(C=2C(=CC=CC=2)C(=O)NC=2C=C(OCC(F)(F)F)N=CC=2)CC1 LLBIJXHDRFGKDB-UHFFFAOYSA-N 0.000 claims 1
- KQDUVTLHQGOLFO-UHFFFAOYSA-N 2-[4-[2-(3,5-dimethylpyrazol-1-yl)acetyl]piperazin-1-yl]-n-[2-(4-methylpiperazin-1-yl)pyridin-4-yl]benzamide Chemical compound C1CN(C)CCN1C1=CC(NC(=O)C=2C(=CC=CC=2)N2CCN(CC2)C(=O)CN2C(=CC(C)=N2)C)=CC=N1 KQDUVTLHQGOLFO-UHFFFAOYSA-N 0.000 claims 1
- NQDHJUFKISSKFB-UHFFFAOYSA-N 2-[4-[2-(3,5-dimethylpyrazol-1-yl)acetyl]piperazin-1-yl]-n-[2-(trifluoromethyl)pyridin-4-yl]benzamide Chemical compound N1=C(C)C=C(C)N1CC(=O)N1CCN(C=2C(=CC=CC=2)C(=O)NC=2C=C(N=CC=2)C(F)(F)F)CC1 NQDHJUFKISSKFB-UHFFFAOYSA-N 0.000 claims 1
- DIOJCCPKZMSDQX-UHFFFAOYSA-N 5-chloro-1-[2-[4-[2-[(4-methylsulfonylphenyl)carbamoyl]phenyl]piperazin-1-yl]-2-oxoethyl]indole-2-carboxylic acid Chemical compound C1=CC(S(=O)(=O)C)=CC=C1NC(=O)C1=CC=CC=C1N1CCN(C(=O)CN2C3=CC=C(Cl)C=C3C=C2C(O)=O)CC1 DIOJCCPKZMSDQX-UHFFFAOYSA-N 0.000 claims 1
- JRGPHHMMSOVVGD-UHFFFAOYSA-N 5-chloro-2-[4-[2-(3,5-dimethylpyrazol-1-yl)acetyl]piperazin-1-yl]-n-(5-methyl-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-2-yl)benzamide Chemical compound S1C=2CN(C)CCC=2N=C1NC(=O)C1=CC(Cl)=CC=C1N(CC1)CCN1C(=O)CN1N=C(C)C=C1C JRGPHHMMSOVVGD-UHFFFAOYSA-N 0.000 claims 1
- FTKPFEOYQOQLKA-UHFFFAOYSA-N 5-fluoro-n-(2-methoxypyridin-4-yl)-2-[4-[2-(2-oxopiperidin-1-yl)acetyl]piperazin-1-yl]benzamide Chemical compound C1=NC(OC)=CC(NC(=O)C=2C(=CC=C(F)C=2)N2CCN(CC2)C(=O)CN2C(CCCC2)=O)=C1 FTKPFEOYQOQLKA-UHFFFAOYSA-N 0.000 claims 1
- 208000023275 Autoimmune disease Diseases 0.000 claims 1
- 102100028990 C-X-C chemokine receptor type 3 Human genes 0.000 claims 1
- 208000024172 Cardiovascular disease Diseases 0.000 claims 1
- 101000916050 Homo sapiens C-X-C chemokine receptor type 3 Proteins 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 230000001363 autoimmune Effects 0.000 claims 1
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 1
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000005509 dibenzothiophenyl group Chemical group 0.000 claims 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 125000003838 furazanyl group Chemical group 0.000 claims 1
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 230000002757 inflammatory effect Effects 0.000 claims 1
- 125000000842 isoxazolyl group Chemical group 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- OAYKSMOVNCYGOT-SFHVURJKSA-N n-(2-methoxypyridin-4-yl)-2-[(3s)-3-methyl-4-[2-(2-oxopiperidin-1-yl)acetyl]piperazin-1-yl]benzamide Chemical compound C1=NC(OC)=CC(NC(=O)C=2C(=CC=CC=2)N2C[C@H](C)N(CC2)C(=O)CN2C(CCCC2)=O)=C1 OAYKSMOVNCYGOT-SFHVURJKSA-N 0.000 claims 1
- CRWNICAWHHXNNA-UHFFFAOYSA-N n-(2-methoxypyridin-4-yl)-2-[4-[2-(2-oxopiperidin-1-yl)acetyl]piperazin-1-yl]benzamide Chemical compound C1=NC(OC)=CC(NC(=O)C=2C(=CC=CC=2)N2CCN(CC2)C(=O)CN2C(CCCC2)=O)=C1 CRWNICAWHHXNNA-UHFFFAOYSA-N 0.000 claims 1
- XHJWERPLTZIMRX-UHFFFAOYSA-N n-(2-methoxypyridin-4-yl)-2-[4-[2-(3-oxo-1h-isoindol-2-yl)acetyl]piperazin-1-yl]benzamide Chemical compound C1=NC(OC)=CC(NC(=O)C=2C(=CC=CC=2)N2CCN(CC2)C(=O)CN2C(C3=CC=CC=C3C2)=O)=C1 XHJWERPLTZIMRX-UHFFFAOYSA-N 0.000 claims 1
- CLCNEIYTEWEPGK-UHFFFAOYSA-N n-(5-fluoropyridin-3-yl)-2-[4-(2-pyrrolo[2,3-c]pyridin-1-ylacetyl)piperazin-1-yl]benzamide Chemical compound FC1=CN=CC(NC(=O)C=2C(=CC=CC=2)N2CCN(CC2)C(=O)CN2C3=CN=CC=C3C=C2)=C1 CLCNEIYTEWEPGK-UHFFFAOYSA-N 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 125000004306 triazinyl group Chemical group 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17286909P | 2009-04-27 | 2009-04-27 | |
| US61/172,869 | 2009-04-27 | ||
| US31735110P | 2010-03-25 | 2010-03-25 | |
| US61/317,351 | 2010-03-25 | ||
| PCT/US2010/032477 WO2010126851A1 (en) | 2009-04-27 | 2010-04-27 | Cxcr3 receptor antagonists |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012525335A JP2012525335A (ja) | 2012-10-22 |
| JP2012525335A5 true JP2012525335A5 (enExample) | 2013-06-20 |
| JP5741574B2 JP5741574B2 (ja) | 2015-07-01 |
Family
ID=42272001
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012507474A Active JP5741574B2 (ja) | 2009-04-27 | 2010-04-27 | Ｃｘｃｒ３受容体アンタゴニスト |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US8362249B2 (enExample) |
| EP (1) | EP2424858B1 (enExample) |
| JP (1) | JP5741574B2 (enExample) |
| AR (1) | AR076460A1 (enExample) |
| TW (1) | TW201103933A (enExample) |
| UY (1) | UY32574A (enExample) |
| WO (1) | WO2010126851A1 (enExample) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2620027T3 (es) | 2008-09-03 | 2017-06-27 | Biomarin Pharmaceutical Inc. | Composiciones que incluyen derivados del ácido 6-aminohexanoico como inhibidores de HDAC |
| JP5807971B2 (ja) * | 2009-04-27 | 2015-11-10 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | Ｃｘｃｒ３受容体アンタゴニスト |
| JP2011057661A (ja) * | 2009-08-14 | 2011-03-24 | Bayer Cropscience Ag | 殺虫性カルボキサミド類 |
| WO2011084985A1 (en) * | 2010-01-07 | 2011-07-14 | Boehringer Ingelheim International Gmbh | Cxcr3 receptor antagonists |
| US9540395B2 (en) | 2011-02-28 | 2017-01-10 | Biomarin Pharmaceutical Inc. | Histone deacetylase inhibitors |
| US10059723B2 (en) | 2011-02-28 | 2018-08-28 | Biomarin Pharmaceutical Inc. | Histone deacetylase inhibitors |
| US8957066B2 (en) | 2011-02-28 | 2015-02-17 | Biomarin Pharmaceutical Inc. | Histone deacetylase inhibitors |
| EP2508511A1 (en) | 2011-04-07 | 2012-10-10 | Laboratoire Biodim | Inhibitors of viral replication, their process of preparation and their therapeutical uses |
| KR101800607B1 (ko) | 2012-02-02 | 2017-11-23 | 액테리온 파마슈티칼 리미티드 | ４-(벤조이미다졸-２-일)-티아졸 화합물 및 관련 아자 유도체 |
| KR20150132345A (ko) | 2013-03-15 | 2015-11-25 | 바이오마린 파머수티컬 인크. | Hdac 저해제 |
| WO2014182688A1 (en) * | 2013-05-07 | 2014-11-13 | Arena Pharmaceuticals, Inc. | Modulators of the g protein-coupled mas receptor and the treatment of disorders related thereto |
| WO2014182673A1 (en) * | 2013-05-07 | 2014-11-13 | Arena Pharmaceuticals, Inc. | Modulators of the g protein-coupled mas receptor and the treatment of disorders related thereto |
| WO2015002926A1 (en) | 2013-07-02 | 2015-01-08 | Bristol-Myers Squibb Company | Tricyclic pyrido-carboxamide derivatives as rock inhibitors |
| AR096788A1 (es) | 2013-07-02 | 2016-02-03 | Bristol Myers Squibb Co | Compuestos tricíclicos de carboxamida como inhibidores potentes de rock |
| JP6330040B2 (ja) | 2013-07-22 | 2018-05-23 | イドーシア ファーマシューティカルズ リミテッドＩｄｏｒｓｉａ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ Ｌｔｄ | １−（ピペラジン−１−イル）−２−（［１，２，４］トリアゾール−１−イル）−エタノン誘導体 |
| AR099789A1 (es) * | 2014-03-24 | 2016-08-17 | Actelion Pharmaceuticals Ltd | Derivados de 8-(piperazin-1-il)-1,2,3,4-tetrahidro-isoquinolina |
| DK3174868T3 (da) | 2014-08-01 | 2021-11-08 | Nuevolution As | Forbindelser, der er aktive mod bromodomæner |
| TWI689497B (zh) * | 2014-09-04 | 2020-04-01 | 南北兄弟藥業投資有限公司 | 芳雜環類衍生物及其在藥物中的應用 |
| AR103399A1 (es) | 2015-01-15 | 2017-05-10 | Actelion Pharmaceuticals Ltd | Derivados de (r)-2-metil-piperazina como moduladores del receptor cxcr3 |
| PT3245203T (pt) | 2015-01-15 | 2019-02-08 | Idorsia Pharmaceuticals Ltd | Derivados de hidroxialquil-piperazina como modeladores do recetor cxcr3 |
| IL312413B1 (en) | 2018-08-29 | 2025-09-01 | Acerta Pharma Bv | Processes for the preparation of 4-{8-amino-3-[(2s)-1-(but-2-enol)-pyrrolidin-2-yl]imidazo[1,5-a]-pyrazin-1-yl}n-(pyridin-2-yl)-benzamide |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2329356T3 (es) * | 2002-06-12 | 2009-11-25 | Chemocentryx, Inc. | Derivados de piperazina 1-arilo-4-sustituidos utilizados como antagonistas de ccr1 para el tratamiento de enfermedades inflamatorias e inmunitarias. |
| US20050256130A1 (en) * | 2002-06-12 | 2005-11-17 | Chemocentryx, Inc. | Substituted piperazines |
| CA2514940A1 (en) * | 2003-02-03 | 2004-08-19 | Janssen Pharmaceutica N.V. | Quinoline-derived amide modulators of vanilloid vr1 receptor |
| ES2543714T3 (es) * | 2005-06-22 | 2015-08-21 | Chemocentryx, Inc. | Compuestos de azaindazol y métodos de uso |
| US20090030012A1 (en) * | 2006-02-23 | 2009-01-29 | Adams Alan D | Pyridine, Pyrimidine and Pyrazine Derivatives as Cxcr3 Receptor Modulators |
| JP5286646B2 (ja) * | 2006-04-19 | 2013-09-11 | トヨタ自動車株式会社 | スルホン基含有モノマーの重合方法 |
| CN101426774B (zh) * | 2006-04-19 | 2012-04-25 | 安斯泰来制药有限公司 | 唑类甲酰胺衍生物 |
| US20090099201A1 (en) * | 2007-05-22 | 2009-04-16 | David Robert Bolin | Diacylglycerol Acyltransferase Inhibitors |
| JO2972B1 (en) * | 2007-06-08 | 2016-03-15 | جانسين فارماسوتيكا ان. في | Piperidine / piperazine derivatives |
| JP5807971B2 (ja) * | 2009-04-27 | 2015-11-10 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | Ｃｘｃｒ３受容体アンタゴニスト |
-
2010
- 2010-04-21 US US12/764,136 patent/US8362249B2/en active Active
- 2010-04-23 UY UY0001032574A patent/UY32574A/es not_active Application Discontinuation
- 2010-04-26 AR ARP100101401A patent/AR076460A1/es unknown
- 2010-04-26 TW TW099113117A patent/TW201103933A/zh unknown
- 2010-04-27 WO PCT/US2010/032477 patent/WO2010126851A1/en not_active Ceased
- 2010-04-27 JP JP2012507474A patent/JP5741574B2/ja active Active
- 2010-04-27 EP EP10715474.2A patent/EP2424858B1/en active Active
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