JP2007515476A5 - - Google Patents
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- Publication number
- JP2007515476A5 JP2007515476A5 JP2006546906A JP2006546906A JP2007515476A5 JP 2007515476 A5 JP2007515476 A5 JP 2007515476A5 JP 2006546906 A JP2006546906 A JP 2006546906A JP 2006546906 A JP2006546906 A JP 2006546906A JP 2007515476 A5 JP2007515476 A5 JP 2007515476A5
- Authority
- JP
- Japan
- Prior art keywords
- amino
- alkyl
- formula
- compound
- benzofuran
- 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.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 claims description 30
- -1 cyano, hydroxyl Chemical group 0.000 claims description 27
- 150000003839 salts Chemical class 0.000 claims description 20
- 239000012453 solvate Substances 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 6
- 125000006239 protecting group Chemical group 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims 21
- 150000002367 halogens Chemical class 0.000 claims 21
- 229910052757 nitrogen Inorganic materials 0.000 claims 17
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 12
- 125000001424 substituent group Chemical group 0.000 claims 11
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 8
- 238000004519 manufacturing process Methods 0.000 claims 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 7
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 6
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 6
- 125000004122 cyclic group Chemical group 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 5
- 239000003814 drug Substances 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
- 125000005842 heteroatom Chemical group 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 239000001301 oxygen Chemical group 0.000 claims 4
- 229920006395 saturated elastomer Polymers 0.000 claims 4
- 229910052717 sulfur Chemical group 0.000 claims 4
- 239000011593 sulfur Chemical group 0.000 claims 4
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 2
- 125000004070 6 membered heterocyclic 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
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 239000002671 adjuvant Substances 0.000 claims 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000004043 oxo group Chemical group O=* 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 1
- DUVLVEWJJZCDBT-UHFFFAOYSA-N 2-[2-amino-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]-5-chloro-4-hydroxybenzoic acid Chemical compound C1CC2(OC3=CC=C(Cl)C=C3C2)CCN1CC(N)COC1=CC(O)=C(Cl)C=C1C(O)=O DUVLVEWJJZCDBT-UHFFFAOYSA-N 0.000 claims 1
- DUIPHYMVNRMZCO-KRWDZBQOSA-N 5-[(2s)-2-amino-3-(5-fluorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]-4h-1,4-benzoxazin-3-one Chemical compound C1C2=CC(F)=CC=C2OC1(CC1)CCN1C[C@H](N)COC1=CC=CC2=C1NC(=O)CO2 DUIPHYMVNRMZCO-KRWDZBQOSA-N 0.000 claims 1
- SMTZBQWTZXYYTH-UHFFFAOYSA-N 5-chloro-2-[2-chloro-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]-4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC(Cl)=C(O)C=C1OCC(Cl)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1 SMTZBQWTZXYYTH-UHFFFAOYSA-N 0.000 claims 1
- ACTJKGJMWUVTGT-UHFFFAOYSA-N 5-chloro-2-[3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-(dimethylamino)propoxy]-4-hydroxybenzoic acid Chemical compound C1CC2(OC3=CC=C(Cl)C=C3C2)CCN1CC(N(C)C)COC1=CC(O)=C(Cl)C=C1C(O)=O ACTJKGJMWUVTGT-UHFFFAOYSA-N 0.000 claims 1
- JLACTVLWRWQQEI-UHFFFAOYSA-N 5-chloro-2-[3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-(methylamino)propoxy]-4-hydroxybenzoic acid Chemical compound C1CC2(OC3=CC=C(Cl)C=C3C2)CCN1CC(NC)COC1=CC(O)=C(Cl)C=C1C(O)=O JLACTVLWRWQQEI-UHFFFAOYSA-N 0.000 claims 1
- NPRRMRYPBGEKBY-IBGZPJMESA-N 8-[(2s)-2-amino-3-(5-fluorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]-1h-quinolin-2-one Chemical compound C1C2=CC(F)=CC=C2OC1(CC1)CCN1C[C@H](N)COC1=CC=CC2=C1NC(=O)C=C2 NPRRMRYPBGEKBY-IBGZPJMESA-N 0.000 claims 1
- 102000009410 Chemokine receptor Human genes 0.000 claims 1
- 108050000299 Chemokine receptor Proteins 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- CHWGHHXWLQXCBC-UHFFFAOYSA-N [2-[3-amino-2-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]phenyl]urea Chemical compound C1CC2(OC3=CC=C(Cl)C=C3C2)CCN1C(CN)COC1=CC=CC=C1NC(N)=O CHWGHHXWLQXCBC-UHFFFAOYSA-N 0.000 claims 1
- VDJQXVBVSWTOOX-UHFFFAOYSA-N [2-[3-amino-2-(5-fluorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]phenyl]urea Chemical compound C1CC2(OC3=CC=C(F)C=C3C2)CCN1C(CN)COC1=CC=CC=C1NC(N)=O VDJQXVBVSWTOOX-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 230000009286 beneficial effect Effects 0.000 claims 1
- 150000001728 carbonyl compounds Chemical class 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- SKXZQBTWCWIBOO-UHFFFAOYSA-N n-[2-(3-amino-2-spiro[3h-1-benzofuran-2,4'-piperidine]-1'-ylpropoxy)-4-methoxyphenyl]acetamide Chemical compound COC1=CC=C(NC(C)=O)C(OCC(CN)N2CCC3(OC4=CC=CC=C4C3)CC2)=C1 SKXZQBTWCWIBOO-UHFFFAOYSA-N 0.000 claims 1
- QKIBSNRBRFMBRL-NRFANRHFSA-N n-[2-[(2s)-2-acetamido-3-(5-fluorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]-4-methoxyphenyl]acetamide Chemical compound COC1=CC=C(NC(C)=O)C(OC[C@H](CN2CCC3(OC4=CC=C(F)C=C4C3)CC2)NC(C)=O)=C1 QKIBSNRBRFMBRL-NRFANRHFSA-N 0.000 claims 1
- HJCWYBWMEZOYTF-NTEVMMBTSA-N n-[2-[(2s)-2-amino-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]-4-hydroxyphenyl]acetamide;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F.CC(=O)NC1=CC=C(O)C=C1OC[C@@H](N)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1 HJCWYBWMEZOYTF-NTEVMMBTSA-N 0.000 claims 1
- QGFUMASBDBAAFV-IBGZPJMESA-N n-[2-[(2s)-2-amino-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]-4-methoxyphenyl]acetamide Chemical compound COC1=CC=C(NC(C)=O)C(OC[C@@H](N)CN2CCC3(OC4=CC=C(Cl)C=C4C3)CC2)=C1 QGFUMASBDBAAFV-IBGZPJMESA-N 0.000 claims 1
- JSAUQHHZESPOHK-NTEVMMBTSA-N n-[2-[(2s)-2-amino-3-(5-fluorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]-4-hydroxyphenyl]acetamide;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F.CC(=O)NC1=CC=C(O)C=C1OC[C@@H](N)CN1CCC2(OC3=CC=C(F)C=C3C2)CC1 JSAUQHHZESPOHK-NTEVMMBTSA-N 0.000 claims 1
- VJDQUMOMMQQPTR-IBGZPJMESA-N n-[2-[(2s)-2-amino-3-(5-fluorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]-4-methoxyphenyl]acetamide Chemical compound COC1=CC=C(NC(C)=O)C(OC[C@@H](N)CN2CCC3(OC4=CC=C(F)C=C4C3)CC2)=C1 VJDQUMOMMQQPTR-IBGZPJMESA-N 0.000 claims 1
- MXOCRMMYDODNPI-NTEVMMBTSA-N n-[2-[(2s)-2-amino-3-spiro[3h-1-benzofuran-2,4'-piperidine]-1'-ylpropoxy]-4-hydroxyphenyl]acetamide;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F.CC(=O)NC1=CC=C(O)C=C1OC[C@@H](N)CN1CCC2(OC3=CC=CC=C3C2)CC1 MXOCRMMYDODNPI-NTEVMMBTSA-N 0.000 claims 1
- VNNNTNKEXAIYHX-IBGZPJMESA-N n-[2-[(2s)-2-amino-3-spiro[3h-1-benzofuran-2,4'-piperidine]-1'-ylpropoxy]-4-methoxyphenyl]acetamide Chemical compound COC1=CC=C(NC(C)=O)C(OC[C@@H](N)CN2CCC3(OC4=CC=CC=C4C3)CC2)=C1 VNNNTNKEXAIYHX-IBGZPJMESA-N 0.000 claims 1
- NFBNWWPIDPGKLT-UHFFFAOYSA-N n-[2-[2-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]-4-methoxyphenyl]acetamide;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.COC1=CC=C(NC(C)=O)C(OCC(C)N2CCC3(OC4=CC=C(Cl)C=C4C3)CC2)=C1 NFBNWWPIDPGKLT-UHFFFAOYSA-N 0.000 claims 1
- RYSFHZIQDZFYOE-UHFFFAOYSA-N n-[2-[2-chloro-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]-4-hydroxyphenyl]acetamide;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.CC(=O)NC1=CC=C(O)C=C1OCC(Cl)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1 RYSFHZIQDZFYOE-UHFFFAOYSA-N 0.000 claims 1
- NCIQBQOFFXPCCQ-UHFFFAOYSA-N n-[2-[3-amino-2-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]-4-methoxyphenyl]acetamide Chemical compound COC1=CC=C(NC(C)=O)C(OCC(CN)N2CCC3(OC4=CC=C(Cl)C=C4C3)CC2)=C1 NCIQBQOFFXPCCQ-UHFFFAOYSA-N 0.000 claims 1
- COPHEXAQWYNORL-UHFFFAOYSA-N n-[2-[3-amino-2-(5-fluorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)propoxy]-4-methoxyphenyl]acetamide Chemical compound COC1=CC=C(NC(C)=O)C(OCC(CN)N2CCC3(OC4=CC=C(F)C=C4C3)CC2)=C1 COPHEXAQWYNORL-UHFFFAOYSA-N 0.000 claims 1
- 208000023504 respiratory system disease Diseases 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- 229940124530 sulfonamide Drugs 0.000 claims 1
- 150000003456 sulfonamides Chemical class 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE0303541A SE0303541D0 (sv) | 2003-12-22 | 2003-12-22 | New compounds |
| PCT/SE2004/001938 WO2005061499A1 (en) | 2003-12-22 | 2004-12-20 | Novel tricyclic spiroderivatives as modulators of chemokine receptor activity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007515476A JP2007515476A (ja) | 2007-06-14 |
| JP2007515476A5 true JP2007515476A5 (https=) | 2008-02-07 |
Family
ID=30768856
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006546906A Pending JP2007515476A (ja) | 2003-12-22 | 2004-12-20 | ケモカイン受容体活性のモジュレーターとしての新規三環式スピロ誘導体 |
Country Status (17)
| Country | Link |
|---|---|
| US (2) | US7524856B2 (https=) |
| EP (1) | EP1699791A1 (https=) |
| JP (1) | JP2007515476A (https=) |
| KR (1) | KR20060117343A (https=) |
| CN (1) | CN1918160A (https=) |
| AR (1) | AR046992A1 (https=) |
| AU (1) | AU2004303735B2 (https=) |
| BR (1) | BRPI0417036A (https=) |
| CA (1) | CA2548494A1 (https=) |
| IL (1) | IL175958A0 (https=) |
| MX (1) | MXPA06007025A (https=) |
| NO (1) | NO20063355L (https=) |
| SE (1) | SE0303541D0 (https=) |
| TW (1) | TW200604197A (https=) |
| UY (1) | UY28694A1 (https=) |
| WO (1) | WO2005061499A1 (https=) |
| ZA (1) | ZA200605082B (https=) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE0202133D0 (sv) | 2002-07-08 | 2002-07-08 | Astrazeneca Ab | Novel compounds |
| US8017762B2 (en) | 2003-04-17 | 2011-09-13 | Alnylam Pharmaceuticals, Inc. | Modified iRNA agents |
| US7851615B2 (en) | 2003-04-17 | 2010-12-14 | Alnylam Pharmaceuticals, Inc. | Lipophilic conjugated iRNA agents |
| US7723509B2 (en) | 2003-04-17 | 2010-05-25 | Alnylam Pharmaceuticals | IRNA agents with biocleavable tethers |
| DK1620544T3 (en) | 2003-04-17 | 2019-01-14 | Alnylam Pharmaceuticals Inc | MODIFIED iRNA AGENTS |
| US8796436B2 (en) | 2003-04-17 | 2014-08-05 | Alnylam Pharmaceuticals, Inc. | Modified iRNA agents |
| SE0303090D0 (sv) | 2003-11-20 | 2003-11-20 | Astrazeneca Ab | Novel compounds |
| SE0303541D0 (sv) | 2003-12-22 | 2003-12-22 | Astrazeneca Ab | New compounds |
| TWI350168B (en) | 2004-05-07 | 2011-10-11 | Incyte Corp | Amido compounds and their use as pharmaceuticals |
| US8071624B2 (en) | 2004-06-24 | 2011-12-06 | Incyte Corporation | N-substituted piperidines and their use as pharmaceuticals |
| US20080064884A1 (en) * | 2006-05-10 | 2008-03-13 | Astrazeneca Ab | Novel Process 1 |
| JP2009544609A (ja) * | 2006-07-18 | 2009-12-17 | アストラゼネカ・アクチエボラーグ | 置換２−アセチルアミノ−アルコキシフェニルの製造方法 |
| BRPI0714463A2 (pt) * | 2006-07-19 | 2013-04-02 | Astrazeneca Ab | compostos de espiropiperidina tricÍclicos, sua sÍntese e seus usos como moduladores de atividade receptora de quimiocina |
| WO2008103126A1 (en) * | 2007-02-23 | 2008-08-28 | Astrazeneca Ab | Novel combination of compounds to be used in the treatment of airway diseases, especially chronic obstructive pulmonary disease (copd) and asthma |
| WO2009011654A1 (en) * | 2007-07-17 | 2009-01-22 | Astrazeneca Ab | Process for the preparation of cyclic spiropiperidines |
| WO2009011655A1 (en) * | 2007-07-17 | 2009-01-22 | Astrazeneca Ab | Splropiperidine compounds, a process of their preparation, pharmaceutical compositions containing them, and their use in the treatment of airway diseases, inflammatory diseases, copd or asthma |
| WO2009061881A1 (en) * | 2007-11-07 | 2009-05-14 | Glaxo Group Limited | Spirodihydrobenzofurans as modulators of chemokine receptors |
| MX2011013437A (es) * | 2009-06-10 | 2012-02-21 | Sunovion Pharmaceuticals Inc | Antagonista y agonistas inversos de histamina h3 y metodos para el uso de los mismos. |
| WO2016100940A1 (en) | 2014-12-19 | 2016-06-23 | The Broad Institute, Inc. | Dopamine d2 receptor ligands |
| US10752588B2 (en) | 2014-12-19 | 2020-08-25 | The Broad Institute, Inc. | Dopamine D2 receptor ligands |
| KR102869129B1 (ko) | 2021-02-08 | 2025-10-14 | 닛본 세이고 가부시끼가이샤 | 역입력 차단 클러치 |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4010201A (en) * | 1974-04-12 | 1977-03-01 | The Upjohn Company | Organic compounds |
| US4166119A (en) | 1978-04-14 | 1979-08-28 | American Hoechst Corporation | Analgesic and tranquilizing spiro[dihydrobenzofuran]piperidines and pyrrolidines |
| US4166120A (en) | 1978-04-14 | 1979-08-28 | American Hoechst Corporation | Analgesic and tranquilizing benzoylpropyl-spiro[dihydrobenzofuran]piperidines and pyrrolidines |
| US4263317A (en) * | 1979-09-06 | 1981-04-21 | Hoechst-Roussel Pharmaceuticals, Inc. | Spiro[cyclohexane-1,1'(3'H)-isobenzofuran]s |
| US5366986A (en) | 1988-04-15 | 1994-11-22 | T Cell Sciences, Inc. | Compounds which inhibit complement and/or suppress immune activity |
| DE3930262A1 (de) | 1989-09-11 | 1991-03-21 | Thomae Gmbh Dr K | Kondensierte diazepinone, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
| US5576321A (en) | 1995-01-17 | 1996-11-19 | Eli Lilly And Company | Compounds having effects on serotonin-related systems |
| ES2191754T3 (es) | 1995-05-18 | 2003-09-16 | Altana Pharma Ag | Fenil-dihidrobenzofuranos. |
| US5962462A (en) * | 1996-12-13 | 1999-10-05 | Merck & Co., Inc. | Spiro-substituted azacycles as modulators of chemokine receptor activity |
| WO1998025605A1 (en) * | 1996-12-13 | 1998-06-18 | Merck & Co., Inc. | Spiro-substituted azacycles as modulators of chemokine receptor activity |
| EP1003743A4 (en) | 1997-01-21 | 2001-04-11 | Merck & Co Inc | 3,3-DISBSTITUED PIPERIDINE LIKE MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY |
| DE69922494T2 (de) | 1998-02-04 | 2005-05-25 | Banyu Pharmaceutical Co., Ltd. | Zyklische n-acylamin-derivate |
| US6288083B1 (en) * | 1998-09-04 | 2001-09-11 | Millennium Pharmaceuticals, Inc. | Chemokine receptor antagonists and methods of use therefor |
| ATE250604T1 (de) | 1999-10-27 | 2003-10-15 | Millennium Pharm Inc | Pyridyl enthaltende spirocyclische verbindungen als inhibitoren der fibrinogen-abhängigen blutplättchen aggregation |
| AU2001243394A1 (en) * | 2000-03-02 | 2001-09-12 | Smith Kline Beecham Corporation | Compounds and methods |
| AR028948A1 (es) | 2000-06-20 | 2003-05-28 | Astrazeneca Ab | Compuestos novedosos |
| WO2002102387A1 (en) | 2001-06-18 | 2002-12-27 | H. Lundbeck A/S | Treatment of neuropathic pain |
| AU2002363236A1 (en) | 2001-10-30 | 2003-05-12 | Millennium Pharmaceuticals, Inc. | Compounds, pharmaceutical compositions and methods of use therefor |
| SE0202133D0 (sv) * | 2002-07-08 | 2002-07-08 | Astrazeneca Ab | Novel compounds |
| WO2004041279A1 (en) | 2002-10-30 | 2004-05-21 | Merck & Co., Inc. | Gamma-aminoamide modulators of chemokine receptor activity |
| MXPA05005660A (es) | 2002-11-27 | 2005-10-18 | Incyte Corp | Derivados de 3-aminopirrolidina como moduladores de receptores de quimocina. |
| US20070021498A1 (en) * | 2004-10-14 | 2007-01-25 | Nafizal Hossain | Novel tricyclic spiroderivatives as modulators of chemokine receptor activity |
| SE0302755D0 (sv) | 2003-10-17 | 2003-10-17 | Astrazeneca Ab | Novel compounds |
| SE0302811D0 (sv) * | 2003-10-23 | 2003-10-23 | Astrazeneca Ab | Novel compounds |
| SE0303090D0 (sv) | 2003-11-20 | 2003-11-20 | Astrazeneca Ab | Novel compounds |
| SE0303280D0 (sv) | 2003-12-05 | 2003-12-05 | Astrazeneca Ab | Novel compounds |
| SE0303541D0 (sv) | 2003-12-22 | 2003-12-22 | Astrazeneca Ab | New compounds |
| CA2563164A1 (en) | 2004-03-29 | 2005-10-06 | Pfizer Inc. | Alpha aryl or heteroaryl methyl beta piperidino propanoic acid compounds as orl1-receptor antagonists |
| BRPI0714463A2 (pt) * | 2006-07-19 | 2013-04-02 | Astrazeneca Ab | compostos de espiropiperidina tricÍclicos, sua sÍntese e seus usos como moduladores de atividade receptora de quimiocina |
-
2003
- 2003-12-22 SE SE0303541A patent/SE0303541D0/xx unknown
-
2004
- 2004-12-20 TW TW093139699A patent/TW200604197A/zh unknown
- 2004-12-20 EP EP04809111A patent/EP1699791A1/en not_active Withdrawn
- 2004-12-20 CA CA002548494A patent/CA2548494A1/en not_active Abandoned
- 2004-12-20 US US10/583,468 patent/US7524856B2/en not_active Expired - Fee Related
- 2004-12-20 WO PCT/SE2004/001938 patent/WO2005061499A1/en not_active Ceased
- 2004-12-20 CN CNA200480042013XA patent/CN1918160A/zh active Pending
- 2004-12-20 BR BRPI0417036-9A patent/BRPI0417036A/pt not_active IP Right Cessation
- 2004-12-20 AU AU2004303735A patent/AU2004303735B2/en not_active Ceased
- 2004-12-20 JP JP2006546906A patent/JP2007515476A/ja active Pending
- 2004-12-20 KR KR1020067012389A patent/KR20060117343A/ko not_active Withdrawn
- 2004-12-20 MX MXPA06007025A patent/MXPA06007025A/es unknown
- 2004-12-22 UY UY28694A patent/UY28694A1/es not_active Application Discontinuation
- 2004-12-22 AR ARP040104881A patent/AR046992A1/es unknown
-
2006
- 2006-05-25 IL IL175958A patent/IL175958A0/en unknown
- 2006-06-20 ZA ZA200605082A patent/ZA200605082B/en unknown
- 2006-07-19 NO NO20063355A patent/NO20063355L/no not_active Application Discontinuation
-
2009
- 2009-04-28 US US12/431,338 patent/US20090298861A1/en not_active Abandoned
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