JP2010509391A5 - - Google Patents
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- JP2010509391A5 JP2010509391A5 JP2009536788A JP2009536788A JP2010509391A5 JP 2010509391 A5 JP2010509391 A5 JP 2010509391A5 JP 2009536788 A JP2009536788 A JP 2009536788A JP 2009536788 A JP2009536788 A JP 2009536788A JP 2010509391 A5 JP2010509391 A5 JP 2010509391A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- azoniabicyclo
- octane
- oxy
- carbonyl
- 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
- 125000000217 alkyl group Chemical group 0.000 claims 54
- 125000001424 substituent group Chemical group 0.000 claims 29
- 229910052736 halogen Inorganic materials 0.000 claims 27
- 150000002367 halogens Chemical class 0.000 claims 27
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 26
- 150000001875 compounds Chemical class 0.000 claims 21
- 125000003545 alkoxy group Chemical group 0.000 claims 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 16
- -1 R 21 Chemical compound 0.000 claims 8
- 239000002253 acid Substances 0.000 claims 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 4
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 4
- 150000001450 anions Chemical class 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 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
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000001931 aliphatic group Chemical group 0.000 claims 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 2
- 239000002671 adjuvant Substances 0.000 claims 2
- 125000004122 cyclic group Chemical group 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 229940124750 glucocorticoid receptor agonist Drugs 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 230000003637 steroidlike Effects 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- OEZCQPCNRTUQAT-WLBKGHODSA-N 2-[(3R)-3-(1-phenylcycloheptanecarbonyl)oxy-1-azoniabicyclo[2.2.2]octan-1-yl]acetate Chemical compound O([C@@H]1C2CC[N+](CC2)(C1)CC(=O)[O-])C(=O)C1(C=2C=CC=CC=2)CCCCCC1 OEZCQPCNRTUQAT-WLBKGHODSA-N 0.000 claims 1
- 102100039705 Beta-2 adrenergic receptor Human genes 0.000 claims 1
- 102000009410 Chemokine receptor Human genes 0.000 claims 1
- 108050000299 Chemokine receptor Proteins 0.000 claims 1
- 108091000080 Phosphotransferase Proteins 0.000 claims 1
- NGSBDKFSRILIDF-PSWPWZSKSA-O [(3r)-1-(2-amino-2-oxoethyl)-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound O([C@@H]1C2CC[N+](CC2)(C1)CC(=O)N)C(=O)C1(C=2C=CC=CC=2)CCCCCC1 NGSBDKFSRILIDF-PSWPWZSKSA-O 0.000 claims 1
- CZOWFMAPYKSLAP-YVAFOINJSA-N [(3r)-1-(2-naphthalen-2-ylethyl)-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound O([C@@H]1C2CC[N+](CC2)(CCC=2C=C3C=CC=CC3=CC=2)C1)C(=O)C1(C=2C=CC=CC=2)CCCCCC1 CZOWFMAPYKSLAP-YVAFOINJSA-N 0.000 claims 1
- VYHGUKGXNPWESL-ROTRRZJSSA-N [(3r)-1-(2-phenoxyethyl)-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound C([C@@H](C(CC1)CC2)OC(=O)C3(CCCCCC3)C=3C=CC=CC=3)[N+]21CCOC1=CC=CC=C1 VYHGUKGXNPWESL-ROTRRZJSSA-N 0.000 claims 1
- MFSUMGDKWRMGPT-KGBLJUBMSA-N [(3r)-1-(2-phenylethyl)-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound C([C@@H](C(CC1)CC2)OC(=O)C3(CCCCCC3)C=3C=CC=CC=3)[N+]21CCC1=CC=CC=C1 MFSUMGDKWRMGPT-KGBLJUBMSA-N 0.000 claims 1
- WUTXCDJSORWIOO-ZYOFUYEDSA-N [(3r)-1-(2-phenylmethoxyethyl)-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound C([C@@H](C(CC1)CC2)OC(=O)C3(CCCCCC3)C=3C=CC=CC=3)[N+]21CCOCC1=CC=CC=C1 WUTXCDJSORWIOO-ZYOFUYEDSA-N 0.000 claims 1
- FMRJFBVIMHOAPF-GPQFNORQSA-N [(3r)-1-(3-phenoxypropyl)-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound C([C@@H](C(CC1)CC2)OC(=O)C3(CCCCCC3)C=3C=CC=CC=3)[N+]21CCCOC1=CC=CC=C1 FMRJFBVIMHOAPF-GPQFNORQSA-N 0.000 claims 1
- SSVFEKMHMYUHBG-IMYXDSERSA-N [(3r)-1-[(3,4-difluorophenyl)methyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound C1=C(F)C(F)=CC=C1C[N+]1(C[C@@H]2OC(=O)C3(CCCCCC3)C=3C=CC=CC=3)CCC2CC1 SSVFEKMHMYUHBG-IMYXDSERSA-N 0.000 claims 1
- GDOMMQSCTLYZNK-ROTRRZJSSA-N [(3r)-1-[(3-methoxyphenyl)methyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound COC1=CC=CC(C[N+]23CCC(CC2)[C@H](C3)OC(=O)C2(CCCCCC2)C=2C=CC=CC=2)=C1 GDOMMQSCTLYZNK-ROTRRZJSSA-N 0.000 claims 1
- HKHCDPDPJFUXPH-SHCORVSCSA-N [(3r)-1-[(4-fluorophenyl)methyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound C1=CC(F)=CC=C1C[N+]1(C[C@@H]2OC(=O)C3(CCCCCC3)C=3C=CC=CC=3)CCC2CC1 HKHCDPDPJFUXPH-SHCORVSCSA-N 0.000 claims 1
- ZMDRQLCWQWRLIB-HZCURFCSSA-O [(3r)-1-[2-(1,2-oxazol-3-ylamino)-2-oxoethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound O([C@@H]1C2CC[N+](CC2)(C1)CC(=O)NC1=NOC=C1)C(=O)C1(C=2C=CC=CC=2)CCCCCC1 ZMDRQLCWQWRLIB-HZCURFCSSA-O 0.000 claims 1
- KDSVYWIWPYWJNB-QZLZOZNSSA-N [(3r)-1-[2-(1,3-benzodioxol-5-yl)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound O([C@@H]1C2CC[N+](CC2)(CCC=2C=C3OCOC3=CC=2)C1)C(=O)C1(C=2C=CC=CC=2)CCCCCC1 KDSVYWIWPYWJNB-QZLZOZNSSA-N 0.000 claims 1
- XBQRHDCYAGXODN-WKWZVSMFSA-N [(3r)-1-[2-(1,3-dioxoisoindol-2-yl)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound O([C@@H]1C2CC[N+](CC2)(CCN2C(C3=CC=CC=C3C2=O)=O)C1)C(=O)C1(C=2C=CC=CC=2)CCCCCC1 XBQRHDCYAGXODN-WKWZVSMFSA-N 0.000 claims 1
- OTHHLJYDOFMRSW-JUEZVXFGSA-N [(3r)-1-[2-(3-chloro-4-methoxyphenyl)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound C1=C(Cl)C(OC)=CC=C1CC[N+]1(C[C@@H]2OC(=O)C3(CCCCCC3)C=3C=CC=CC=3)CCC2CC1 OTHHLJYDOFMRSW-JUEZVXFGSA-N 0.000 claims 1
- DAQHIIOXIMZCKN-FYKVLBHHSA-N [(3r)-1-[2-(3-chlorophenyl)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound ClC1=CC=CC(CC[N+]23CCC(CC2)[C@H](C3)OC(=O)C2(CCCCCC2)C=2C=CC=CC=2)=C1 DAQHIIOXIMZCKN-FYKVLBHHSA-N 0.000 claims 1
- FLGWQKCYJHVWOP-QUBVCFFMSA-O [(3r)-1-[2-(3-fluoroanilino)-2-oxoethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound FC1=CC=CC(NC(=O)C[N+]23CCC(CC2)[C@H](C3)OC(=O)C2(CCCCCC2)C=2C=CC=CC=2)=C1 FLGWQKCYJHVWOP-QUBVCFFMSA-O 0.000 claims 1
- XRACNWVAPFAPRC-GPQFNORQSA-N [(3r)-1-[2-(3-methoxyphenyl)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound COC1=CC=CC(CC[N+]23CCC(CC2)[C@H](C3)OC(=O)C2(CCCCCC2)C=2C=CC=CC=2)=C1 XRACNWVAPFAPRC-GPQFNORQSA-N 0.000 claims 1
- CTECLDDAHAOOBL-AJXMQQCNSA-N [(3r)-1-[2-(4-cyanophenyl)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound C([C@@H](C(CC1)CC2)OC(=O)C3(CCCCCC3)C=3C=CC=CC=3)[N+]21CCC1=CC=C(C#N)C=C1 CTECLDDAHAOOBL-AJXMQQCNSA-N 0.000 claims 1
- ACJZKUYZTMXUQR-JOMKWTIYSA-N [(3r)-1-[2-(5-methylthiophen-2-yl)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound S1C(C)=CC=C1CC[N+]1(C[C@@H]2OC(=O)C3(CCCCCC3)C=3C=CC=CC=3)CCC2CC1 ACJZKUYZTMXUQR-JOMKWTIYSA-N 0.000 claims 1
- QEOQOGWJVWUJAX-WITHESGTSA-O [(3r)-1-[2-[(3-methyl-1,2-oxazol-5-yl)amino]-2-oxoethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound O1N=C(C)C=C1NC(=O)C[N+]1(C[C@@H]2OC(=O)C3(CCCCCC3)C=3C=CC=CC=3)CCC2CC1 QEOQOGWJVWUJAX-WITHESGTSA-O 0.000 claims 1
- NNCGETNRKRCVCF-CKQYWTFRSA-N [(3r)-1-[2-[3-(trifluoromethyl)phenyl]ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound FC(F)(F)C1=CC=CC(CC[N+]23CCC(CC2)[C@H](C3)OC(=O)C2(CCCCCC2)C=2C=CC=CC=2)=C1 NNCGETNRKRCVCF-CKQYWTFRSA-N 0.000 claims 1
- WWTLDDUPZFPOSZ-AQELMELHSA-O [(3r)-1-[2-oxo-2-(2-phenoxyethylamino)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound O([C@@H]1C2CC[N+](CC2)(C1)CC(=O)NCCOC=1C=CC=CC=1)C(=O)C1(C=2C=CC=CC=2)CCCCCC1 WWTLDDUPZFPOSZ-AQELMELHSA-O 0.000 claims 1
- HBVYYPABZRTBLD-ZGBRQYORSA-O [(3r)-1-[2-oxo-2-(3-phenylpropylamino)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound O([C@@H]1C2CC[N+](CC2)(C1)CC(=O)NCCCC=1C=CC=CC=1)C(=O)C1(C=2C=CC=CC=2)CCCCCC1 HBVYYPABZRTBLD-ZGBRQYORSA-O 0.000 claims 1
- UDWRGWVYJNZRME-HBUOLCFLSA-O [(3r)-1-[2-oxo-2-(pyrazin-2-ylamino)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound O([C@@H]1C2CC[N+](CC2)(C1)CC(=O)NC=1N=CC=NC=1)C(=O)C1(C=2C=CC=CC=2)CCCCCC1 UDWRGWVYJNZRME-HBUOLCFLSA-O 0.000 claims 1
- NKWQBIXNTADYFR-HBUOLCFLSA-O [(3r)-1-[2-oxo-2-(pyridazin-3-ylamino)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound O([C@@H]1C2CC[N+](CC2)(C1)CC(=O)NC=1N=NC=CC=1)C(=O)C1(C=2C=CC=CC=2)CCCCCC1 NKWQBIXNTADYFR-HBUOLCFLSA-O 0.000 claims 1
- VOTFMALLPTVLLS-RZXUQNCUSA-N [(3r)-1-[[1-(4-chlorophenyl)cyclopropyl]methyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound C1=CC(Cl)=CC=C1C1(C[N+]23CCC(CC2)[C@H](C3)OC(=O)C2(CCCCCC2)C=2C=CC=CC=2)CC1 VOTFMALLPTVLLS-RZXUQNCUSA-N 0.000 claims 1
- MIRFXUYYLNEELO-BFIOTATESA-N [(3r)-1-[[3-(trifluoromethoxy)phenyl]methyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound FC(F)(F)OC1=CC=CC(C[N+]23CCC(CC2)[C@H](C3)OC(=O)C2(CCCCCC2)C=2C=CC=CC=2)=C1 MIRFXUYYLNEELO-BFIOTATESA-N 0.000 claims 1
- XCULUOASBAQYLD-ZITBFLLYSA-N [(3r)-1-[[5-(trifluoromethyl)furan-2-yl]methyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound O1C(C(F)(F)F)=CC=C1C[N+]1(C[C@@H]2OC(=O)C3(CCCCCC3)C=3C=CC=CC=3)CCC2CC1 XCULUOASBAQYLD-ZITBFLLYSA-N 0.000 claims 1
- ADYYIFSAKZORJY-MUZWYTLNSA-N [(3r)-1-benzyl-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound C([C@@H](C(CC1)CC2)OC(=O)C3(CCCCCC3)C=3C=CC=CC=3)[N+]21CC1=CC=CC=C1 ADYYIFSAKZORJY-MUZWYTLNSA-N 0.000 claims 1
- NAJYZLIFKZKXFY-WWAKMMQFSA-N [(3r)-1-methyl-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound O([C@@H]1C2CC[N+](CC2)(C1)C)C(=O)C1(C=2C=CC=CC=2)CCCCCC1 NAJYZLIFKZKXFY-WWAKMMQFSA-N 0.000 claims 1
- 150000008065 acid anhydrides Chemical class 0.000 claims 1
- 239000000048 adrenergic agonist Substances 0.000 claims 1
- 229940126157 adrenergic receptor agonist Drugs 0.000 claims 1
- 125000005907 alkyl ester group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 108010014499 beta-2 Adrenergic Receptors Proteins 0.000 claims 1
- 229940082638 cardiac stimulant phosphodiesterase inhibitors Drugs 0.000 claims 1
- 229940042399 direct acting antivirals protease inhibitors Drugs 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000000137 peptide hydrolase inhibitor Substances 0.000 claims 1
- 239000002571 phosphodiesterase inhibitor Substances 0.000 claims 1
- 102000020233 phosphotransferase Human genes 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US86566706P | 2006-11-14 | 2006-11-14 | |
| US60/865,667 | 2006-11-14 | ||
| US86938406P | 2006-12-11 | 2006-12-11 | |
| US60/869,384 | 2006-12-11 | ||
| PCT/GB2007/004350 WO2008059245A1 (en) | 2006-11-14 | 2007-11-13 | Quiniclidine derivatives of (hetero) arylcycloheptanecarboxylic acid as muscarinic receptor antagonists |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010509391A JP2010509391A (ja) | 2010-03-25 |
| JP2010509391A5 true JP2010509391A5 (enExample) | 2011-08-18 |
| JP4904402B2 JP4904402B2 (ja) | 2012-03-28 |
Family
ID=39048793
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009536788A Expired - Fee Related JP4904402B2 (ja) | 2006-11-14 | 2007-11-13 | ムスカリン受容体アンタゴニストとしての（ヘテロ）アリールシクロヘプタンカルボン酸のキヌクリジン誘導体 |
Country Status (29)
| Country | Link |
|---|---|
| US (2) | US8207193B2 (enExample) |
| EP (2) | EP2094694B1 (enExample) |
| JP (1) | JP4904402B2 (enExample) |
| KR (1) | KR20090078828A (enExample) |
| AR (1) | AR063804A1 (enExample) |
| AT (1) | ATE496916T1 (enExample) |
| AU (1) | AU2007321019B2 (enExample) |
| BR (1) | BRPI0718750A2 (enExample) |
| CA (1) | CA2669326A1 (enExample) |
| CL (1) | CL2007003260A1 (enExample) |
| CO (1) | CO6160312A2 (enExample) |
| CY (1) | CY1111351T1 (enExample) |
| DE (1) | DE602007012300D1 (enExample) |
| DK (1) | DK2094694T3 (enExample) |
| EC (1) | ECSP099338A (enExample) |
| HR (1) | HRP20110178T1 (enExample) |
| IL (1) | IL198314A (enExample) |
| MX (1) | MX2009004780A (enExample) |
| MY (1) | MY148392A (enExample) |
| NO (1) | NO20092224L (enExample) |
| NZ (1) | NZ576679A (enExample) |
| PE (1) | PE20081164A1 (enExample) |
| PL (1) | PL2094694T3 (enExample) |
| PT (1) | PT2094694E (enExample) |
| RS (1) | RS51650B (enExample) |
| RU (1) | RU2456286C2 (enExample) |
| SA (1) | SA07280616B1 (enExample) |
| TW (1) | TW200825084A (enExample) |
| WO (1) | WO2008059245A1 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2438915A1 (en) * | 2006-07-21 | 2012-04-11 | Mars Incorporated | Improvement of arginase levels/activity |
| TW200825084A (en) | 2006-11-14 | 2008-06-16 | Astrazeneca Ab | New compounds 521 |
| EP2300464A1 (en) * | 2008-05-13 | 2011-03-30 | AstraZeneca AB | Quinuclidine derivatives as muscarinic m3 receptor antagonists |
| GB0808708D0 (en) * | 2008-05-13 | 2008-06-18 | Astrazeneca Ab | New compounds 274 |
| GB0808709D0 (en) * | 2008-05-13 | 2008-06-18 | Astrazeneca Ab | New combination 295 |
| KR20110010725A (ko) * | 2008-05-13 | 2011-02-07 | 아스트라제네카 아베 | 무스카린성 수용체 길항제 및 β２아드레날린수용체 효능제를 포함하는 제약 생성물 |
| GB0811099D0 (en) * | 2008-06-17 | 2008-07-23 | Astrazeneca Ab | New combination 376 |
| AU2009260904A1 (en) * | 2008-06-20 | 2009-12-23 | Astrazeneca Ab | Pharmaceutical composition comprising a 4-hydroxy-2-oxo-2, 3- dihydro-1, 3-benzothiazol-7-yl compound for modulation of beta2-adrenoreceptor activity |
| WO2010008341A1 (en) * | 2008-07-16 | 2010-01-21 | Astrazeneca Ab | A combination of (a) glucocorticoid receptor modulator and (b) a muscarinic antagonist |
| GB0814729D0 (en) * | 2008-08-12 | 2008-09-17 | Argenta Discovery Ltd | New combination |
| EP2206712A1 (en) | 2008-12-23 | 2010-07-14 | CHIESI FARMACEUTICI S.p.A. | "Alkaloid aminoester derivatives and medicinal composition thereof" |
| TW201036957A (en) | 2009-02-20 | 2010-10-16 | Astrazeneca Ab | Novel salt 628 |
| EP2433124B1 (en) * | 2009-05-19 | 2017-03-01 | Vivia Biotech S.L. | Methods for providing personalized medicine tests ex vivo for hematological neoplasms |
| BR112012032333A2 (pt) * | 2010-06-22 | 2016-11-08 | Chiesi Farma Spa | composto, uso de um composto, composição farmacêutica, combinação de um composto e dispositivo |
| JP2011195593A (ja) * | 2011-06-30 | 2011-10-06 | Astrazeneca Ab | ムスカリンｍ３受容体アンタゴニストとしてのキヌクリジン誘導体 |
| JP6416751B2 (ja) | 2012-04-30 | 2018-10-31 | バイオセラ インコーポレイテッド | β−グルカン免疫治療方法 |
| TW201517906A (zh) | 2013-07-25 | 2015-05-16 | Almirall Sa | 含有ｍａｂａ化合物和皮質類固醇之組合 |
| TW201617343A (zh) * | 2014-09-26 | 2016-05-16 | 阿爾米雷爾有限公司 | 具有β２腎上腺素促效劑及Ｍ３蕈毒拮抗劑活性之新穎雙環衍生物 |
Family Cites Families (95)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL62140C (enExample) * | 1942-12-16 | |||
| DE2104179C3 (de) | 1971-01-29 | 1980-10-02 | Knoll Ag, 6700 Ludwigshafen | exo-2-Phenyl-bicyclo- [2,2,1] -heptan-2- (N-methylpiperidol-4)-carbonsäureester und dessen Salze, Verfahren zu deren Herstellung sowie diese enthaltende Arzneimittel |
| FR2155927A1 (en) | 1971-10-15 | 1973-05-25 | Synthelabo | 1-phenylcyclo hexane carboxylic acid esters - with antispasmodic and anticholinergic activity |
| FR2168881A1 (en) | 1972-01-25 | 1973-09-07 | Synthelabo | Tropanol 1-phenylcycloalkane carboxylic ester salts - spasmolytics and cholinergics |
| FR2208649A1 (en) | 1972-12-01 | 1974-06-28 | Synthelabo | 1-(2-Thienyl)cycloalkane carboxylic ester salts - with spasmolytic and anticholinergic activity |
| GB8334494D0 (en) | 1983-12-24 | 1984-02-01 | Tanabe Seiyaku Co | Carbostyril derivatives |
| IL77458A (en) | 1985-01-14 | 1990-07-26 | Eisai Co Ltd | Cephem derivatives,their production and antibacterial compositions containing them and certain novel intermediates therefor |
| 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. |
| SE9003057D0 (sv) | 1990-09-26 | 1990-09-26 | Astra Ab | New process |
| AU1578692A (en) | 1991-03-07 | 1992-10-06 | G.D. Searle & Co. | New meso-azacyclic aromatic acid amides and esters as novel serotonergic agents |
| NO2005012I1 (no) * | 1994-12-28 | 2005-06-06 | Debio Rech Pharma Sa | Triptorelin og farmasoytisk akseptable salter derav |
| GB9624482D0 (en) | 1995-12-18 | 1997-01-15 | Zeneca Phaema S A | Chemical compounds |
| KR19990082463A (ko) | 1996-02-13 | 1999-11-25 | 돈 리사 로얄 | 혈관 내피 성장 인자 억제제로서의 퀴나졸린유도체 |
| AU719327B2 (en) | 1996-03-05 | 2000-05-04 | Astrazeneca Ab | 4-anilinoquinazoline derivatives |
| WO1998004517A1 (en) | 1996-07-29 | 1998-02-05 | Pharmacia & Upjohn Ab | Arylcycloalkane carboxylic esters, their use, pharmaceutical compositions and preparation |
| GB9718972D0 (en) | 1996-09-25 | 1997-11-12 | Zeneca Ltd | Chemical compounds |
| US6613795B2 (en) | 1996-11-11 | 2003-09-02 | Christian Noe | Enantiomerically pure basic arylcycloalkylhydroxycarboxylic esters, processes for their preparation and their use in medicaments |
| ATE238280T1 (de) | 1996-11-11 | 2003-05-15 | Christian R Noe | Verwendung eines pharmazeutisch geeigneten salzes von (3r,2'r)-3-((cyclopentyl- hydroxyphenylacetyl)oxy)-1,1-dimethyl- pyrrolidinium zur herstellung eines arzneimittels |
| GB9714249D0 (en) | 1997-07-08 | 1997-09-10 | Angiogene Pharm Ltd | Vascular damaging agents |
| GB9900334D0 (en) | 1999-01-07 | 1999-02-24 | Angiogene Pharm Ltd | Tricylic vascular damaging agents |
| GB9900752D0 (en) | 1999-01-15 | 1999-03-03 | Angiogene Pharm Ltd | Benzimidazole vascular damaging agents |
| ES2165768B1 (es) | 1999-07-14 | 2003-04-01 | Almirall Prodesfarma Sa | Nuevos derivados de quinuclidina y composiciones farmaceuticas que los contienen. |
| EP1289952A1 (en) | 2000-05-31 | 2003-03-12 | AstraZeneca AB | Indole derivatives with vascular damaging activity |
| GB0015876D0 (en) | 2000-06-28 | 2000-08-23 | Novartis Ag | Organic compounds |
| MXPA02012905A (es) | 2000-07-07 | 2004-07-30 | Angiogene Pharm Ltd | Derivados de colquinol como agentes de dano vascular.. |
| WO2002008213A1 (en) | 2000-07-07 | 2002-01-31 | Angiogene Pharmaceuticals Limited | Colchinol derivatives as angiogenesis inhibitors |
| AU2002228015B2 (en) * | 2000-12-22 | 2007-08-23 | Almirall, S.A. | Quinuclidine carbamate derivatives and their use as M3 antagonists |
| PT1353919E (pt) | 2000-12-28 | 2006-11-30 | Almirall Prodesfarma Ag | Novos derivados de quinuclidina e composições medicinais contendo os mesmos |
| US7045658B2 (en) | 2001-03-22 | 2006-05-16 | Glaxo Group Limited | Formailide derivatives as beta2-adrenoreceptor agonists |
| EP1383730A2 (en) * | 2001-04-03 | 2004-01-28 | Aryx Therapeutics | Anticholinergic compounds and methods of use |
| WO2002088167A1 (en) | 2001-04-30 | 2002-11-07 | Glaxo Group Limited | Anti-inflammatory 17.beta.-carbothioate ester derivatives of androstane with a cyclic ester group in position 17.alpha |
| 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 |
| DE10216333A1 (de) | 2002-04-13 | 2003-10-30 | Boehringer Ingelheim Pharma | Neue Carbonsäureester mit anticholonerger Wirksamkeit, Verfahren zu deren Herstellung sowie deren Verwendung als Arzneimittel |
| ES2206021B1 (es) | 2002-04-16 | 2005-08-01 | Almirall Prodesfarma, S.A. | Nuevos derivados de pirrolidinio. |
| BR0315234A (pt) | 2002-10-11 | 2005-08-23 | Pfizer | Derivados de indol como agonistas beta-2 |
| US7056916B2 (en) | 2002-11-15 | 2006-06-06 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Medicaments for the treatment of chronic obstructive pulmonary disease |
| AR044134A1 (es) * | 2003-05-02 | 2005-08-24 | Novartis Ag | Derivados de quinuclidina, metodo de preparacion y composiciones farmaceuticas. |
| AR044851A1 (es) | 2003-06-24 | 2005-10-05 | Novartis Ag | Compuestos heterociclicos, antagonistas del receptor m3 muscarinico |
| WO2005041980A1 (en) | 2003-11-03 | 2005-05-12 | Ivax Corporation | Soft steroid compositions for use in dry powder inhalers |
| WO2006025324A1 (ja) | 2004-08-30 | 2006-03-09 | Ono Pharmaceutical Co., Ltd. | トロパン化合物およびそれらを有効成分として含有する医薬組成物 |
| EP1797040A1 (en) | 2004-09-29 | 2007-06-20 | Ranbaxy Laboratories Limited | Muscarinic receptor antagonists |
| EP1807391A4 (en) | 2004-10-29 | 2010-01-06 | Astrazeneca Ab | NOVEL SULFONAMIDE DERIVATIVES AS MODULATORS OF THE GLUCOCORTICOID RECEPTOR AND FOR THE TREATMENT OF INFLAMMATORY DISEASES |
| GB0424284D0 (en) * | 2004-11-02 | 2004-12-01 | Novartis Ag | Organic compounds |
| GB0428416D0 (en) | 2004-12-24 | 2005-02-02 | Novartis Ag | Organic compounds |
| TW200722418A (en) | 2005-04-20 | 2007-06-16 | Astrazeneca Ab | Novel compounds |
| CA2617127A1 (en) | 2005-08-01 | 2007-02-08 | Astrazeneca Ab | Novel piperidine derivatives as chemokine receptor modulators useful for the treatment of respiratory diseases. |
| TW200738635A (en) | 2005-08-02 | 2007-10-16 | Astrazeneca Ab | New salt |
| GB0516313D0 (en) | 2005-08-08 | 2005-09-14 | Argenta Discovery Ltd | Azole derivatives and their uses |
| EP1924553A1 (en) | 2005-08-08 | 2008-05-28 | Argenta Discovery Limited | Bicyclo[2.2.]hept-7-ylamine derivatives and their uses |
| TW200738658A (en) | 2005-08-09 | 2007-10-16 | Astrazeneca Ab | Novel compounds |
| TW200738659A (en) | 2005-08-29 | 2007-10-16 | Astrazeneca Ab | Novel compounds |
| US20090182033A1 (en) | 2005-12-16 | 2009-07-16 | Argenta Discovery Ltd. | Cyclic Amine Derivatives and Their Uses |
| US20090233965A1 (en) | 2006-04-24 | 2009-09-17 | Astrazeneca Ab | Alkyl Esters Of Cyclic Amino Alcohols With Muscarinic M3 Receptor Antagonist Activity, Useful For Treating E.G. Chronic Bronchial Obstruction, Asthma And Overactive Bladder |
| AU2007275931B2 (en) | 2006-07-19 | 2011-06-16 | Astrazeneca Ab | Novel tricyclic spiropiperidine compounds, their synthesis and their uses as modulators of chemokine receptor activity |
| WO2008017827A2 (en) | 2006-08-08 | 2008-02-14 | Argenta Discovery Limited | Azole and thiazole derivatives and their uses |
| GB0702384D0 (en) | 2007-02-07 | 2007-03-21 | Argenta Discovery Ltd | Chemical compounds |
| WO2008023157A1 (en) | 2006-08-21 | 2008-02-28 | Argenta Discovery Limited | Nitrogen containing heterocyclic compounds useful as m3-receptor modulators |
| EP1894568A1 (en) | 2006-08-31 | 2008-03-05 | Novartis AG | Pharmaceutical compositions for the treatment of inflammatory or obstructive airway diseases |
| WO2008059239A1 (en) | 2006-11-14 | 2008-05-22 | Astrazeneca Ab | Novel compounds 514 |
| TW200825084A (en) | 2006-11-14 | 2008-06-16 | Astrazeneca Ab | New compounds 521 |
| BRPI0721039A2 (pt) | 2006-12-19 | 2014-07-29 | Astrazeneca Ab | " derivados de quinuclidinol como antagonistas de receptores muscarínicos ". |
| WO2008075006A1 (en) | 2006-12-19 | 2008-06-26 | Astrazeneca Ab | Piperldinum compounds for treatment of obstructive pulmonary diseases ( copd) |
| TW200833670A (en) | 2006-12-20 | 2008-08-16 | Astrazeneca Ab | Novel compounds 569 |
| WO2008096093A1 (en) | 2007-02-06 | 2008-08-14 | Argenta Discovery Ltd. | Oxazole and thiazole derivatives and their uses |
| WO2008096094A1 (en) | 2007-02-06 | 2008-08-14 | Argenta Discovery Ltd. | Bicyclor[2.2.1]hept-7-ylamine derivatives as muscarinic m3 receptor modulators |
| WO2008096129A1 (en) | 2007-02-07 | 2008-08-14 | Argenta Discovery Ltd | Nitrogen containing hetrocyclic compounds useful as bifunctional modulators of m3 receptors and beta- 2 receptors |
| GB0702385D0 (en) | 2007-02-07 | 2007-03-21 | Argenta Discovery Ltd | New combination |
| GB0702414D0 (en) | 2007-02-07 | 2007-03-21 | Argenta Discovery Ltd | Oxazole and thiazole derivatives and their uses 2 |
| JP5373634B2 (ja) | 2007-02-07 | 2013-12-18 | パルメイゲン・セラピューティクス・（シナジー）・リミテッド | ムスカリンｍ３アンタゴニストのナパジシル酸塩 |
| GB0702382D0 (en) | 2007-02-07 | 2007-03-21 | Argenta Discovery Ltd | New salt |
| GB0702413D0 (en) | 2007-02-07 | 2007-03-21 | Argenta Discovery Ltd | New chemical compounds |
| GB0702416D0 (en) | 2007-02-07 | 2007-03-21 | Argenta Discovery Ltd | New combination |
| GB0702456D0 (en) | 2007-02-08 | 2007-03-21 | Astrazeneca Ab | New combination |
| GB0702457D0 (en) | 2007-02-08 | 2007-03-21 | Astrazeneca Ab | New combination 666 |
| CA2676581A1 (en) | 2007-02-15 | 2008-08-21 | Argenta Discovery Limited | Heterocyclic derivatives as m3 muscarinic receptors |
| GB0704000D0 (en) | 2007-03-01 | 2007-04-11 | Astrazeneca Ab | Salts 670 |
| WO2008149110A1 (en) | 2007-06-08 | 2008-12-11 | Argenta Discovery Limited | Bicyclor [2.2.1] hept-7-ylamine derivatives and their use in the treatment of diseases and conditions in which m3 muscarinic receptor activity and beta-adrenergic activity are implicated |
| WO2008149053A1 (en) | 2007-06-08 | 2008-12-11 | Argenta Discovery Ltd. | Bicycl0 [2. 2. 1] he pt- 2-ylamine derivates and their use |
| WO2009098455A1 (en) | 2008-02-06 | 2009-08-13 | Astrazeneca Ab | 2- (9h-xanthen-9-yl) -oxazol derivatives as m3 muscarinic receptor antagonists for the treatment of asthma and chronic obstructive lung disease |
| WO2009098453A1 (en) | 2008-02-06 | 2009-08-13 | Astrazeneca Ab | Azonia bicycloalkanes as m3 muscarinic acetylcholin receptor antagonists |
| EA018711B1 (ru) | 2008-02-06 | 2013-10-30 | Астразенека Аб | Производные диазаспиро[5.5]ундекана в качестве антагонистов мускариновых рецепторов и агонистов бета-адренорецепторов для применения в лечении легочных расстройств |
| GB0808707D0 (en) | 2008-05-13 | 2008-06-18 | Argenta Discovery Ltd | New compounds 275 |
| EP2300464A1 (en) | 2008-05-13 | 2011-03-30 | AstraZeneca AB | Quinuclidine derivatives as muscarinic m3 receptor antagonists |
| GB0808709D0 (en) | 2008-05-13 | 2008-06-18 | Astrazeneca Ab | New combination 295 |
| KR20110010725A (ko) * | 2008-05-13 | 2011-02-07 | 아스트라제네카 아베 | 무스카린성 수용체 길항제 및 β２아드레날린수용체 효능제를 포함하는 제약 생성물 |
| GB0808708D0 (en) | 2008-05-13 | 2008-06-18 | Astrazeneca Ab | New compounds 274 |
| WO2009153536A1 (en) | 2008-06-17 | 2009-12-23 | Argenta Discovery Limited | 1-aza-bicyclo [2.2.2] octane derivatives useful as muscarinic receptor antagonists |
| GB0811099D0 (en) | 2008-06-17 | 2008-07-23 | Astrazeneca Ab | New combination 376 |
| GB0811100D0 (en) | 2008-06-17 | 2008-07-23 | Astrazeneca Ab | New combination |
| WO2010015792A1 (en) | 2008-08-06 | 2010-02-11 | Argenta Discovery Limited | Nitrogen containing heterocyclic compounds useful as bifunctional modulators of m3 receptors and beta-2 receptors |
| GB0814728D0 (en) | 2008-08-12 | 2008-09-17 | Argenta Discovery Ltd | New combination |
| WO2010018352A1 (en) | 2008-08-12 | 2010-02-18 | Argenta Discovery Limited | Heterocyclic compounds used in the treatment of diseases where enhanced m3 receptor activation is implicated |
| GB0814729D0 (en) | 2008-08-12 | 2008-09-17 | Argenta Discovery Ltd | New combination |
| BRPI0917978A2 (pt) | 2008-08-12 | 2015-11-17 | Astrazeneca Ab | sal de 2-hidróxi-etanossulfonato |
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- 2007-11-13 KR KR1020097009772A patent/KR20090078828A/ko not_active Ceased
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