JP2009543860A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2009543860A5 JP2009543860A5 JP2009520710A JP2009520710A JP2009543860A5 JP 2009543860 A5 JP2009543860 A5 JP 2009543860A5 JP 2009520710 A JP2009520710 A JP 2009520710A JP 2009520710 A JP2009520710 A JP 2009520710A JP 2009543860 A5 JP2009543860 A5 JP 2009543860A5
- Authority
- JP
- Japan
- Prior art keywords
- chloro
- formula
- compound
- benzofuran
- spiro
- 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 33
- 150000003839 salts Chemical class 0.000 claims 17
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 12
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- 239000001257 hydrogen Substances 0.000 claims 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
- -1 nitro, hydroxyl Chemical group 0.000 claims 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 5
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 4
- 208000023504 respiratory system disease Diseases 0.000 claims 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 3
- 239000000460 chlorine Substances 0.000 claims 3
- 229910052801 chlorine Inorganic materials 0.000 claims 3
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000006239 protecting group Chemical group 0.000 claims 3
- HVTUHSABWJPWNK-SFHVURJKSA-N 2-[2-chloro-5-[(2s)-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-(methylcarbamoyl)phenoxy]-2-methylpropanoic acid Chemical compound CNC(=O)C1=CC(Cl)=C(OC(C)(C)C(O)=O)C=C1OC[C@@H](O)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1 HVTUHSABWJPWNK-SFHVURJKSA-N 0.000 claims 2
- LKYRJQDVLMTTKI-SFHVURJKSA-N 2-[4-acetamido-2-chloro-5-[(2s)-3-(5-fluorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]phenoxy]acetic acid Chemical compound CC(=O)NC1=CC(Cl)=C(OCC(O)=O)C=C1OC[C@@H](O)CN1CCC2(OC3=CC=C(F)C=C3C2)CC1 LKYRJQDVLMTTKI-SFHVURJKSA-N 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 claims 2
- 208000006673 asthma Diseases 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 208000027866 inflammatory disease Diseases 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 150000003254 radicals Chemical group 0.000 claims 2
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 1
- HVTUHSABWJPWNK-GOSISDBHSA-N 2-[2-chloro-5-[(2r)-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-(methylcarbamoyl)phenoxy]-2-methylpropanoic acid Chemical compound CNC(=O)C1=CC(Cl)=C(OC(C)(C)C(O)=O)C=C1OC[C@H](O)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1 HVTUHSABWJPWNK-GOSISDBHSA-N 0.000 claims 1
- DZJMSIRYUKUEQY-IBGZPJMESA-N 2-[2-chloro-5-[(2s)-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-(dimethylcarbamoyl)phenoxy]-2-methylpropanoic acid Chemical compound CN(C)C(=O)C1=CC(Cl)=C(OC(C)(C)C(O)=O)C=C1OC[C@@H](O)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1 DZJMSIRYUKUEQY-IBGZPJMESA-N 0.000 claims 1
- HXARRJUKBVADRA-FYZYNONXSA-N 2-[2-chloro-5-[(2s)-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-(dimethylcarbamoyl)phenoxy]-2-methylpropanoic acid;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.CN(C)C(=O)C1=CC(Cl)=C(OC(C)(C)C(O)=O)C=C1OC[C@@H](O)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1 HXARRJUKBVADRA-FYZYNONXSA-N 0.000 claims 1
- AFYKWKBRDDBQEK-FYZYNONXSA-N 2-[2-chloro-5-[(2s)-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-(dimethylcarbamoyl)phenoxy]-2-methylpropanoic acid;4-methylbenzenesulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1.CN(C)C(=O)C1=CC(Cl)=C(OC(C)(C)C(O)=O)C=C1OC[C@@H](O)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1 AFYKWKBRDDBQEK-FYZYNONXSA-N 0.000 claims 1
- WKVGTGUPUZWCMZ-FYZYNONXSA-N 2-[2-chloro-5-[(2s)-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-(dimethylcarbamoyl)phenoxy]-2-methylpropanoic acid;hydrochloride Chemical compound Cl.CN(C)C(=O)C1=CC(Cl)=C(OC(C)(C)C(O)=O)C=C1OC[C@@H](O)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1 WKVGTGUPUZWCMZ-FYZYNONXSA-N 0.000 claims 1
- JHIDGFQCPLUWJY-SFHVURJKSA-N 2-[2-chloro-5-[(2s)-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-(dimethylcarbamoyl)phenoxy]acetic acid Chemical compound CN(C)C(=O)C1=CC(Cl)=C(OCC(O)=O)C=C1OC[C@@H](O)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1 JHIDGFQCPLUWJY-SFHVURJKSA-N 0.000 claims 1
- YSYPVQVWZYGERR-KRWDZBQOSA-N 2-[2-chloro-5-[(2s)-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-(methylcarbamoyl)phenoxy]acetic acid Chemical compound CNC(=O)C1=CC(Cl)=C(OCC(O)=O)C=C1OC[C@@H](O)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1 YSYPVQVWZYGERR-KRWDZBQOSA-N 0.000 claims 1
- UMXKXXUOHZLYSM-PMACEKPBSA-N 2-[2-chloro-5-[(2s)-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-[(3s)-3-hydroxypyrrolidine-1-carbonyl]phenoxy]acetic acid Chemical compound C([C@@H](O)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1)OC1=CC(OCC(O)=O)=C(Cl)C=C1C(=O)N1CC[C@H](O)C1 UMXKXXUOHZLYSM-PMACEKPBSA-N 0.000 claims 1
- TXHXGCNERHYBNN-SFHVURJKSA-N 2-[4-acetamido-2-chloro-5-[(2s)-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]phenoxy]acetic acid Chemical compound CC(=O)NC1=CC(Cl)=C(OCC(O)=O)C=C1OC[C@@H](O)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1 TXHXGCNERHYBNN-SFHVURJKSA-N 0.000 claims 1
- YSRCFGHVNSCDIJ-IBGZPJMESA-N 2-[4-acetamido-3-[(2s)-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]phenoxy]acetic acid Chemical compound CC(=O)NC1=CC=C(OCC(O)=O)C=C1OC[C@@H](O)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1 YSRCFGHVNSCDIJ-IBGZPJMESA-N 0.000 claims 1
- DASCLCSLWQXBOE-FQEVSTJZSA-N 2-[5-[(2s)-3-(7-tert-butyl-5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-2-chloro-4-(methylcarbamoyl)phenoxy]-2-methylpropanoic acid Chemical compound CNC(=O)C1=CC(Cl)=C(OC(C)(C)C(O)=O)C=C1OC[C@@H](O)CN1CCC2(OC3=C(C=C(Cl)C=C3C2)C(C)(C)C)CC1 DASCLCSLWQXBOE-FQEVSTJZSA-N 0.000 claims 1
- NPENWYOUDLNLRI-BDQAORGHSA-N 2-[5-[(2s)-3-(7-tert-butyl-5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-2-chloro-4-(methylcarbamoyl)phenoxy]-2-methylpropanoic acid;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.CNC(=O)C1=CC(Cl)=C(OC(C)(C)C(O)=O)C=C1OC[C@@H](O)CN1CCC2(OC3=C(C=C(Cl)C=C3C2)C(C)(C)C)CC1 NPENWYOUDLNLRI-BDQAORGHSA-N 0.000 claims 1
- PUYOAVGNCWPANW-UHFFFAOYSA-N 2-methylpropyl 4-aminobenzoate Chemical class CC(C)COC(=O)C1=CC=C(N)C=C1 PUYOAVGNCWPANW-UHFFFAOYSA-N 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 125000004043 oxo group Chemical group O=* 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- PVBJMTINNVXULY-NTEVMMBTSA-M sodium;2-[2-chloro-5-[(2s)-3-(5-chlorospiro[3h-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxypropoxy]-4-(methylcarbamoyl)phenoxy]-2-methylpropanoic acid;hydroxide Chemical compound [OH-].[Na+].CNC(=O)C1=CC(Cl)=C(OC(C)(C)C(O)=O)C=C1OC[C@@H](O)CN1CCC2(OC3=CC=C(Cl)C=C3C2)CC1 PVBJMTINNVXULY-NTEVMMBTSA-M 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 229940124597 therapeutic agent Drugs 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US83177606P | 2006-07-19 | 2006-07-19 | |
| PCT/SE2007/000694 WO2008010765A1 (en) | 2006-07-19 | 2007-07-17 | Novel tricyclic spiropiperidine compounds, their synthesis and their uses as modulators of chemokine receptor activity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009543860A JP2009543860A (ja) | 2009-12-10 |
| JP2009543860A5 true JP2009543860A5 (enExample) | 2010-08-26 |
Family
ID=38957025
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009520710A Pending JP2009543860A (ja) | 2006-07-19 | 2007-07-17 | 新規三環系スピロピペリジン化合物、それらの合成およびケモカイン受容体活性モジュレーターとしてのそれらの使用 |
Country Status (17)
| Country | Link |
|---|---|
| US (2) | US20080167332A1 (enExample) |
| EP (1) | EP2069355A4 (enExample) |
| JP (1) | JP2009543860A (enExample) |
| KR (1) | KR20090030347A (enExample) |
| CN (1) | CN101553493B (enExample) |
| AR (2) | AR061923A1 (enExample) |
| AU (1) | AU2007275931B2 (enExample) |
| BR (1) | BRPI0714463A2 (enExample) |
| CA (1) | CA2657639A1 (enExample) |
| CL (2) | CL2007002099A1 (enExample) |
| IL (1) | IL196323A0 (enExample) |
| MX (1) | MX2009000475A (enExample) |
| NO (1) | NO20090760L (enExample) |
| PE (1) | PE20090626A1 (enExample) |
| TW (2) | TW200821316A (enExample) |
| UY (1) | UY30493A1 (enExample) |
| WO (1) | WO2008010765A1 (enExample) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE0303541D0 (sv) | 2003-12-22 | 2003-12-22 | Astrazeneca Ab | New compounds |
| CA2657639A1 (en) * | 2006-07-19 | 2008-01-24 | Astrazeneca Ab | Novel tricyclic spiropiperidine compounds, their synthesis and their uses as modulators of chemokine receptor activity |
| TW200825084A (en) | 2006-11-14 | 2008-06-16 | Astrazeneca Ab | New compounds 521 |
| GB0702456D0 (en) | 2007-02-08 | 2007-03-21 | Astrazeneca Ab | New combination |
| EP2125728A4 (en) * | 2007-02-23 | 2011-06-22 | Astrazeneca Ab | NOVEL COMBINATION OF COMPOUNDS FOR THE TREATMENT OF AIRWAY DISEASES, IN PARTICULAR CHRONIC OBSTRUCTIVE BRONCHOPNEUMOPATHY (COPD) AND ASTHMA |
| 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 |
| CN101965208B (zh) | 2007-12-20 | 2013-04-17 | 阿斯利康(瑞典)有限公司 | 用于在气流中夹带粉末的方法和分配器 |
| AU2008356409B2 (en) | 2008-05-13 | 2012-01-19 | Astrazeneca Ab | Quinuclidine derivatives as muscarinic M3 receptor antagonists |
| GB0808709D0 (en) * | 2008-05-13 | 2008-06-18 | Astrazeneca Ab | New combination 295 |
| GB0811099D0 (en) * | 2008-06-17 | 2008-07-23 | Astrazeneca Ab | New combination 376 |
| WO2010007408A2 (en) * | 2008-07-14 | 2010-01-21 | Astrazeneca Ab | Intermediates 2-(2-chloro-5-hydroxy-4-methylcarbamoylphenoxy)-2-methylpropionic acid tert-butyl ester and glycidyl benzene sulfonates or salts thereof and the process for preparation of said intermediates |
| GB0814729D0 (en) * | 2008-08-12 | 2008-09-17 | Argenta Discovery Ltd | New combination |
| EA019293B1 (ru) | 2008-10-08 | 2014-02-28 | Астразенека Аб | Ингаляторное устройство и способ раздачи лекарственного средства |
| NZ591853A (en) | 2008-10-08 | 2012-11-30 | Astrazeneca Ab | Dispenser with a number of sealed compartments where movement of an actuator presents a compartment to the outlet |
| TW201036957A (en) | 2009-02-20 | 2010-10-16 | Astrazeneca Ab | Novel salt 628 |
| 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. |
| RU2536826C2 (ru) | 2009-07-01 | 2014-12-27 | Астразенека Аб | Устройство раздачи и способ увеличения порошкообразного средства в поток воздуха |
| GB0913345D0 (en) | 2009-07-31 | 2009-09-16 | Astrazeneca Ab | New combination 802 |
| US8410139B2 (en) * | 2009-10-07 | 2013-04-02 | Bristol-Myers Squibb Company | Prodrugs of a piperidinyl derivative as modulators of chemokine receptor activity |
| WO2011061527A1 (en) | 2009-11-17 | 2011-05-26 | Astrazeneca Ab | Combinations comprising a glucocorticoid receptor modulator for the treatment of respiratory diseases |
| AR078948A1 (es) * | 2009-11-30 | 2011-12-14 | Lilly Co Eli | Compuestos de espiropiperidina, composicion farmaceutica que lo comprenden y su uso para preparar un medicamento util para tratar la diabetes |
| WO2011073662A1 (en) | 2009-12-17 | 2011-06-23 | Astrazeneca Ab | Combination of a benzoxazinone and a further agent for treating respiratory diseases |
| MX2012008906A (es) | 2010-02-10 | 2012-08-15 | Astrazeneca Uk Ltd | Proceso para proporcionar un cartucho relleno para un inhalador. |
| KR20130036287A (ko) | 2010-07-21 | 2013-04-11 | 아스트라제네카 아베 | 흡입기 |
| BR112013001342A2 (pt) | 2010-07-21 | 2016-05-17 | Astrazeneca Ab | dispositivo |
| GB201021979D0 (en) | 2010-12-23 | 2011-02-02 | Astrazeneca Ab | New compound |
| GB201021992D0 (en) | 2010-12-23 | 2011-02-02 | Astrazeneca Ab | Compound |
| WO2012163848A1 (en) | 2011-05-27 | 2012-12-06 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods and pharmaceutical compositions for the treatment of crohn's disease |
| GB201115874D0 (en) | 2011-09-14 | 2011-10-26 | Astrazeneca Ab | Inhaler |
| GB201115870D0 (en) | 2011-09-14 | 2011-10-26 | Astrazeneca Ab | Inhaler |
| EP2918658B1 (de) * | 2014-03-10 | 2020-05-13 | Merck Patent GmbH | Flüssigkristalline Medien mit homöotroper Ausrichtung |
| NL2019273B1 (nl) | 2017-07-19 | 2019-02-25 | Synbra Tech B V | houder voor vloeistoffen |
| CN111170753B (zh) * | 2020-01-21 | 2022-05-17 | 烟台大学 | 一种具有耐高温性能的含电路屏陶瓷吸波材料及其制备方法 |
| CN116640062B (zh) * | 2023-05-23 | 2025-07-01 | 贵州中医药大学 | 一种新型坝巴酸醚类衍生物及其合成方法和应用 |
Family Cites Families (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4010201A (en) * | 1974-04-12 | 1977-03-01 | The Upjohn Company | Organic compounds |
| US4263317A (en) * | 1979-09-06 | 1981-04-21 | Hoechst-Roussel Pharmaceuticals, Inc. | Spiro[cyclohexane-1,1'(3'H)-isobenzofuran]s |
| GB8334494D0 (en) | 1983-12-24 | 1984-02-01 | Tanabe Seiyaku Co | Carbostyril derivatives |
| DE3822449A1 (de) * | 1988-07-02 | 1990-01-04 | Henkel Kgaa | Oxidationshaarfaerbemittel mit neuen kupplern |
| GR1001529B (el) | 1990-09-07 | 1994-03-31 | Elmuquimica Farm Sl | Μέ?οδος για την λήψη νέων 21-εστέρων της 16-17-ακετάλης της πρ να-1,4-διενο-3,20-διόνης. |
| TW513418B (en) * | 1996-07-31 | 2002-12-11 | Otsuka Pharma Co Ltd | Thiazole derivatives, their production and use |
| US5962462A (en) * | 1996-12-13 | 1999-10-05 | Merck & Co., Inc. | Spiro-substituted azacycles as modulators of chemokine receptor activity |
| ES2165768B1 (es) | 1999-07-14 | 2003-04-01 | Almirall Prodesfarma Sa | Nuevos derivados de quinuclidina y composiciones farmaceuticas que los contienen. |
| GB0015876D0 (en) | 2000-06-28 | 2000-08-23 | Novartis Ag | Organic compounds |
| DE10050995A1 (de) | 2000-10-14 | 2002-04-18 | Boehringer Ingelheim Pharma | Neue Anticholinergika, Verfahren zu deren Herstellung und deren Verwendung als Arzneimittel |
| WO2002076933A1 (en) | 2001-03-22 | 2002-10-03 | Glaxo Group Limited | Formailide derivatives as beta2-adrenoreceptor agonists |
| DK1383786T3 (da) | 2001-04-30 | 2009-01-12 | Glaxo Group Ltd | Antiinflammatoriske 17-beta-carbothioatesterderivater af androstan med en cyklisk estergruppe i 17alfa-stilling |
| TWI249515B (en) | 2001-11-13 | 2006-02-21 | Theravance Inc | Aryl aniline beta2 adrenergic receptor agonists |
| US20030229058A1 (en) | 2001-11-13 | 2003-12-11 | Moran Edmund J. | Aryl aniline beta2 adrenergic receptor agonists |
| DE10216339A1 (de) | 2002-04-13 | 2003-10-23 | Boehringer Ingelheim Pharma | Neue Ester hydroxy-substituierter Stickstoffheterocyclen, Verfahren zu deren Herstellung sowie deren Verwendung als Arzneimittel |
| SE0202133D0 (sv) * | 2002-07-08 | 2002-07-08 | Astrazeneca Ab | Novel compounds |
| EA200500618A1 (ru) | 2002-10-11 | 2005-12-29 | Пфайзер Инк. | Производные индола в качестве бета-2 агонистов |
| US20040092529A1 (en) * | 2002-10-30 | 2004-05-13 | Pfizer Inc | Methods of using piperazine derivatives |
| US7056916B2 (en) | 2002-11-15 | 2006-06-06 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Medicaments for the treatment of chronic obstructive pulmonary disease |
| WO2004050024A2 (en) * | 2002-11-27 | 2004-06-17 | Incyte Corporation | 3-aminopyrrolidine derivatives as modulators of chemokine receptors |
| SE0302755D0 (sv) | 2003-10-17 | 2003-10-17 | Astrazeneca Ab | Novel compounds |
| US20070021498A1 (en) * | 2004-10-14 | 2007-01-25 | Nafizal Hossain | Novel tricyclic spiroderivatives as modulators of chemokine receptor activity |
| SE0302811D0 (sv) * | 2003-10-23 | 2003-10-23 | Astrazeneca Ab | Novel compounds |
| CA2544422C (en) | 2003-11-03 | 2010-01-19 | Norton Healthcare, Ltd. | Soft steroid compositions for use in dry powder inhalers |
| 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 |
| ES2257152B1 (es) | 2004-05-31 | 2007-07-01 | Laboratorios Almirall S.A. | Combinaciones que comprenden agentes antimuscarinicos y agonistas beta-adrenergicos. |
| KR20070068432A (ko) | 2004-10-29 | 2007-06-29 | 아스트라제네카 아베 | 염증 질환의 치료를 위한 글루코코르티코이드 수용체조절제로서의 신규 술폰아미드 유도체 |
| GT200500375A (es) * | 2004-12-20 | 2006-11-28 | Derivados de piperidina y su uso como agentes antiinflamatorios | |
| CA2657639A1 (en) * | 2006-07-19 | 2008-01-24 | Astrazeneca Ab | Novel tricyclic spiropiperidine compounds, their synthesis and their uses as modulators of chemokine receptor activity |
| EP2125728A4 (en) * | 2007-02-23 | 2011-06-22 | Astrazeneca Ab | NOVEL COMBINATION OF COMPOUNDS FOR THE TREATMENT OF AIRWAY DISEASES, IN PARTICULAR CHRONIC OBSTRUCTIVE BRONCHOPNEUMOPATHY (COPD) AND ASTHMA |
| 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 |
-
2007
- 2007-07-17 CA CA002657639A patent/CA2657639A1/en not_active Abandoned
- 2007-07-17 KR KR1020097003296A patent/KR20090030347A/ko not_active Withdrawn
- 2007-07-17 JP JP2009520710A patent/JP2009543860A/ja active Pending
- 2007-07-17 WO PCT/SE2007/000694 patent/WO2008010765A1/en not_active Ceased
- 2007-07-17 EP EP07748335A patent/EP2069355A4/en not_active Withdrawn
- 2007-07-17 CN CN2007800347087A patent/CN101553493B/zh not_active Expired - Fee Related
- 2007-07-17 TW TW096125993A patent/TW200821316A/zh unknown
- 2007-07-17 MX MX2009000475A patent/MX2009000475A/es not_active Application Discontinuation
- 2007-07-17 BR BRPI0714463-6A patent/BRPI0714463A2/pt not_active IP Right Cessation
- 2007-07-17 AU AU2007275931A patent/AU2007275931B2/en not_active Ceased
- 2007-07-18 CL CL200702099A patent/CL2007002099A1/es unknown
- 2007-07-18 US US11/779,700 patent/US20080167332A1/en not_active Abandoned
- 2007-07-18 AR ARP070103205A patent/AR061923A1/es unknown
- 2007-07-19 UY UY30493A patent/UY30493A1/es unknown
-
2008
- 2008-07-16 TW TW097126936A patent/TW200909433A/zh unknown
- 2008-07-17 AR ARP080103080A patent/AR068323A1/es unknown
- 2008-07-17 PE PE2008001217A patent/PE20090626A1/es not_active Application Discontinuation
- 2008-07-17 CL CL2008002107A patent/CL2008002107A1/es unknown
-
2009
- 2009-01-01 IL IL196323A patent/IL196323A0/en unknown
- 2009-01-16 US US12/355,478 patent/US20090176815A1/en not_active Abandoned
- 2009-02-17 NO NO20090760A patent/NO20090760L/no not_active Application Discontinuation