JP2011520877A5 - - Google Patents
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- Publication number
- JP2011520877A5 JP2011520877A5 JP2011509442A JP2011509442A JP2011520877A5 JP 2011520877 A5 JP2011520877 A5 JP 2011520877A5 JP 2011509442 A JP2011509442 A JP 2011509442A JP 2011509442 A JP2011509442 A JP 2011509442A JP 2011520877 A5 JP2011520877 A5 JP 2011520877A5
- Authority
- JP
- Japan
- Prior art keywords
- ethyl
- active ingredient
- cycloheptanecarbonyloxy
- azonia
- bicyclo
- 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
- 239000004480 active ingredient Substances 0.000 claims description 26
- 150000003839 salts Chemical class 0.000 claims description 8
- WZKCUYWQFWEJSC-AKFGGTECSA-O [(3r)-1-[2-oxo-2-(pyridin-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=CC=1)C(=O)C1(C=2C=CC=CC=2)CCCCCC1 WZKCUYWQFWEJSC-AKFGGTECSA-O 0.000 claims description 7
- -1 2-{[2- (4-hydroxy-2-oxo-2,3-dihydro-1,3-benzothiazol-7-yl) ethyl] amino} Ethyl Chemical group 0.000 claims description 6
- UAGSBBULMRCCMT-TUXMBVIYSA-N [(3r)-1-[2-oxo-2-(pyridin-2-ylamino)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate;bromide Chemical group [Br-].O([C@@H]1C2CC[N+](CC2)(C1)CC(=O)NC=1N=CC=CC=1)C(=O)C1(C=2C=CC=CC=2)CCCCCC1 UAGSBBULMRCCMT-TUXMBVIYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 150000001450 anions Chemical class 0.000 claims description 6
- 229960004078 indacaterol Drugs 0.000 claims description 4
- QZZUEBNBZAPZLX-QFIPXVFZSA-N indacaterol Chemical compound N1C(=O)C=CC2=C1C(O)=CC=C2[C@@H](O)CNC1CC(C=C(C(=C2)CC)CC)=C2C1 QZZUEBNBZAPZLX-QFIPXVFZSA-N 0.000 claims description 4
- ZVULMJYRVAVKCP-UHFFFAOYSA-N n-[2-(diethylamino)ethyl]-n-[2-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]ethyl]-3-(2-naphthalen-1-ylethoxy)propanamide Chemical compound C1=CC=C2C(CCOCCC(=O)N(CCNCCC=3C=4SC(=O)NC=4C(O)=CC=3)CCN(CC)CC)=CC=CC2=C1 ZVULMJYRVAVKCP-UHFFFAOYSA-N 0.000 claims description 3
- GHQXRNRNBBBEQN-UHFFFAOYSA-N n-cyclohexyl-3-[2-(3-fluorophenyl)ethylamino]-n-[2-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]ethyl]propanamide Chemical compound C1=2SC(=O)NC=2C(O)=CC=C1CCNCCN(C(=O)CCNCCC=1C=C(F)C=CC=1)C1CCCCC1 GHQXRNRNBBBEQN-UHFFFAOYSA-N 0.000 claims description 3
- 239000000825 pharmaceutical preparation Substances 0.000 claims 9
- 229940127557 pharmaceutical product Drugs 0.000 claims 9
- 229940121948 Muscarinic receptor antagonist Drugs 0.000 claims 7
- 239000000048 adrenergic agonist Substances 0.000 claims 7
- 229940126157 adrenergic receptor agonist Drugs 0.000 claims 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 7
- 239000003149 muscarinic antagonist Substances 0.000 claims 7
- 239000000203 mixture Substances 0.000 claims 4
- 238000009472 formulation Methods 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- 208000023504 respiratory system disease Diseases 0.000 claims 3
- PWJNDVAKQLOWRZ-UHFFFAOYSA-N 1-hydroxynaphthalene-2-sulfonic acid Chemical class C1=CC=C2C(O)=C(S(O)(=O)=O)C=CC2=C1 PWJNDVAKQLOWRZ-UHFFFAOYSA-N 0.000 claims 2
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- ZMANZCXQSJIPKH-UHFFFAOYSA-N triethylamine Natural products CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 2
- LFXZSGVZSSMCMB-UHFFFAOYSA-N 2,5-dichlorobenzenesulfonic acid Chemical class OS(=O)(=O)C1=CC(Cl)=CC=C1Cl LFXZSGVZSSMCMB-UHFFFAOYSA-N 0.000 claims 1
- SCVJRXQHFJXZFZ-KVQBGUIXSA-N 2-amino-9-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3h-purine-6-thione Chemical compound C1=2NC(N)=NC(=S)C=2N=CN1[C@H]1C[C@H](O)[C@@H](CO)O1 SCVJRXQHFJXZFZ-KVQBGUIXSA-N 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- JKWGPZJKRRPSHL-JLMMNGPTSA-O [(3r)-1-[2-(1,2-oxazol-3-ylamino)-2-oxoethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-(3-fluorophenyl)cycloheptane-1-carboxylate Chemical compound FC1=CC=CC(C2(CCCCCC2)C(=O)O[C@@H]2C3CC[N+](CC3)(CC(=O)NC3=NOC=C3)C2)=C1 JKWGPZJKRRPSHL-JLMMNGPTSA-O 0.000 claims 1
- VHTIGXNEAZTOFX-IYKJVDJMSA-O [(3r)-1-[2-[(2-methylpyridin-4-yl)amino]-2-oxoethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound C1=NC(C)=CC(NC(=O)C[N+]23CCC(CC2)[C@H](C3)OC(=O)C2(CCCCCC2)C=2C=CC=CC=2)=C1 VHTIGXNEAZTOFX-IYKJVDJMSA-O 0.000 claims 1
- DQCMINAFBHBOOI-FZCUKYEHSA-O [(3r)-1-[2-[(5-fluoropyridin-2-yl)amino]-2-oxoethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-phenylcycloheptane-1-carboxylate Chemical compound N1=CC(F)=CC=C1NC(=O)C[N+]1(C[C@@H]2OC(=O)C3(CCCCCC3)C=3C=CC=CC=3)CCC2CC1 DQCMINAFBHBOOI-FZCUKYEHSA-O 0.000 claims 1
- DSOSUTCGTSBHKJ-QJYFYXOJSA-O [(3r)-1-[2-oxo-2-(pyrazin-2-ylamino)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-(3-fluorophenyl)cycloheptane-1-carboxylate Chemical compound FC1=CC=CC(C2(CCCCCC2)C(=O)O[C@@H]2C3CC[N+](CC3)(CC(=O)NC=3N=CC=NC=3)C2)=C1 DSOSUTCGTSBHKJ-QJYFYXOJSA-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
- ILQZJPKOIMGJOM-LMEDFRRQSA-O [(3r)-1-[2-oxo-2-(pyridin-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=1C=NC=CC=1)C(=O)C1(C=2C=CC=CC=2)CCCCCC1 ILQZJPKOIMGJOM-LMEDFRRQSA-O 0.000 claims 1
- 150000003842 bromide salts Chemical group 0.000 claims 1
- 229960002848 formoterol Drugs 0.000 claims 1
- BPZSYCZIITTYBL-UHFFFAOYSA-N formoterol Chemical group C1=CC(OC)=CC=C1CC(C)NCC(O)C1=CC=C(O)C(NC=O)=C1 BPZSYCZIITTYBL-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- NZWOPGCLSHLLPA-UHFFFAOYSA-N methacholine Chemical compound C[N+](C)(C)CC(C)OC(C)=O NZWOPGCLSHLLPA-UHFFFAOYSA-N 0.000 description 3
- 229960002329 methacholine Drugs 0.000 description 3
- 210000001519 tissue Anatomy 0.000 description 3
- 241000700198 Cavia Species 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000004044 bronchoconstricting agent Substances 0.000 description 2
- 230000003435 bronchoconstrictive effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000008602 contraction Effects 0.000 description 2
- WORMGNDAXQYVAV-UHFFFAOYSA-N n-[2-(diethylamino)ethyl]-n-[2-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]ethyl]-3-(2-naphthalen-1-ylethoxy)propanamide;dihydrobromide Chemical compound Br.Br.C1=CC=C2C(CCOCCC(=O)N(CCNCCC=3C=4SC(=O)NC=4C(O)=CC=3)CCN(CC)CC)=CC=CC2=C1 WORMGNDAXQYVAV-UHFFFAOYSA-N 0.000 description 2
- 210000000056 organ Anatomy 0.000 description 2
- QGMRQYFBGABWDR-UHFFFAOYSA-N sodium;5-ethyl-5-pentan-2-yl-1,3-diazinane-2,4,6-trione Chemical compound [Na+].CCCC(C)C1(CC)C(=O)NC(=O)NC1=O QGMRQYFBGABWDR-UHFFFAOYSA-N 0.000 description 2
- 210000003437 trachea Anatomy 0.000 description 2
- 210000005062 tracheal ring Anatomy 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- 241000700199 Cavia porcellus Species 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 229940124630 bronchodilator Drugs 0.000 description 1
- 210000000845 cartilage Anatomy 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 230000004199 lung function Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- BDDIUTHMWNWMRJ-UHFFFAOYSA-N octane;hydrobromide Chemical compound Br.CCCCCCCC BDDIUTHMWNWMRJ-UHFFFAOYSA-N 0.000 description 1
- 239000002464 receptor antagonist Substances 0.000 description 1
- 229940044551 receptor antagonist Drugs 0.000 description 1
- 230000000241 respiratory effect Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0808710A GB0808710D0 (en) | 2008-05-13 | 2008-05-13 | New combination 296 |
| GB0808710.8 | 2008-05-13 | ||
| GB0900563.8 | 2009-01-14 | ||
| GB0900563A GB0900563D0 (en) | 2009-01-14 | 2009-01-14 | New combination |
| PCT/SE2009/050525 WO2009139708A1 (en) | 2008-05-13 | 2009-05-12 | PHARMACEUTICAL PRODUCT COMPRISING A MUSCARINIC RECEPTOR ANTAGONIST AND A β2-ADRENOCEPTOR AGONIST |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2011520877A JP2011520877A (ja) | 2011-07-21 |
| JP2011520877A5 true JP2011520877A5 (enExample) | 2012-06-07 |
Family
ID=41318921
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011509442A Pending JP2011520877A (ja) | 2008-05-13 | 2009-05-12 | ムスカリン受容体アンタゴニストおよびβ2−アドレナリン受容体アゴニストを含む医薬品 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20110190309A1 (enExample) |
| EP (1) | EP2315589A4 (enExample) |
| JP (1) | JP2011520877A (enExample) |
| KR (1) | KR20110010725A (enExample) |
| CN (2) | CN102908624A (enExample) |
| AU (1) | AU2009247021B2 (enExample) |
| BR (1) | BRPI0912657A2 (enExample) |
| CA (1) | CA2723909A1 (enExample) |
| MX (1) | MX2010012019A (enExample) |
| RU (1) | RU2010147881A (enExample) |
| WO (1) | WO2009139708A1 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW200825084A (en) | 2006-11-14 | 2008-06-16 | Astrazeneca Ab | New compounds 521 |
| JP4837800B2 (ja) | 2008-05-13 | 2011-12-14 | アストラゼネカ・アクチエボラーグ | 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 |
| GB201016912D0 (en) | 2010-10-07 | 2010-11-24 | Astrazeneca Ab | Novel combination |
| KR101845257B1 (ko) | 2011-02-07 | 2018-04-04 | 삼성전자주식회사 | 이미지 센서 |
| 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 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL62140C (enExample) * | 1942-12-16 | |||
| GB8334494D0 (en) * | 1983-12-24 | 1984-02-01 | Tanabe Seiyaku Co | Carbostyril derivatives |
| 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. |
| US6223485B1 (en) * | 1996-06-07 | 2001-05-01 | Herman Miller, Inc. | Wall panel system |
| KR20000029703A (ko) * | 1996-07-29 | 2000-05-25 | 존 헤덴스트룀 | 아릴시클로알칸카르복실산에스테르,그것의용도,제약학적조성물및제조방법 |
| US6613795B2 (en) * | 1996-11-11 | 2003-09-02 | Christian Noe | Enantiomerically pure basic arylcycloalkylhydroxycarboxylic esters, processes for their preparation and their use in medicaments |
| WO2002096855A2 (en) * | 2001-04-03 | 2002-12-05 | Aryx Therapeutics | Anticholinergic compounds and methods of use |
| 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. |
| GB0424284D0 (en) * | 2004-11-02 | 2004-12-01 | Novartis Ag | Organic compounds |
| TW200738658A (en) * | 2005-08-09 | 2007-10-16 | Astrazeneca Ab | Novel compounds |
| TW200738659A (en) * | 2005-08-29 | 2007-10-16 | Astrazeneca Ab | Novel compounds |
| TW200825084A (en) * | 2006-11-14 | 2008-06-16 | Astrazeneca Ab | New compounds 521 |
| WO2008059239A1 (en) * | 2006-11-14 | 2008-05-22 | Astrazeneca Ab | Novel compounds 514 |
| TW200833670A (en) * | 2006-12-20 | 2008-08-16 | Astrazeneca Ab | Novel compounds 569 |
| 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 |
| GB0704000D0 (en) * | 2007-03-01 | 2007-04-11 | Astrazeneca Ab | Salts 670 |
| JP4837800B2 (ja) * | 2008-05-13 | 2011-12-14 | アストラゼネカ・アクチエボラーグ | 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 |
| 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 |
-
2009
- 2009-05-12 CN CN2012104520326A patent/CN102908624A/zh active Pending
- 2009-05-12 RU RU2010147881/15A patent/RU2010147881A/ru not_active Application Discontinuation
- 2009-05-12 US US12/992,226 patent/US20110190309A1/en not_active Abandoned
- 2009-05-12 EP EP09746868.0A patent/EP2315589A4/en not_active Withdrawn
- 2009-05-12 KR KR1020107025392A patent/KR20110010725A/ko not_active Withdrawn
- 2009-05-12 CN CN200980127403XA patent/CN102088976B/zh not_active Expired - Fee Related
- 2009-05-12 WO PCT/SE2009/050525 patent/WO2009139708A1/en not_active Ceased
- 2009-05-12 CA CA2723909A patent/CA2723909A1/en not_active Abandoned
- 2009-05-12 JP JP2011509442A patent/JP2011520877A/ja active Pending
- 2009-05-12 MX MX2010012019A patent/MX2010012019A/es active IP Right Grant
- 2009-05-12 AU AU2009247021A patent/AU2009247021B2/en not_active Ceased
- 2009-05-12 BR BRPI0912657A patent/BRPI0912657A2/pt not_active IP Right Cessation
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