JP2013526494A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2013526494A5 JP2013526494A5 JP2013509473A JP2013509473A JP2013526494A5 JP 2013526494 A5 JP2013526494 A5 JP 2013526494A5 JP 2013509473 A JP2013509473 A JP 2013509473A JP 2013509473 A JP2013509473 A JP 2013509473A JP 2013526494 A5 JP2013526494 A5 JP 2013526494A5
- Authority
- JP
- Japan
- Prior art keywords
- hydroxy
- amino
- methyl
- group
- ethyl
- 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 8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl Chemical group 0.000 claims description 71
- GUTQMBQKTSGBPQ-UHFFFAOYSA-N dithiophen-2-ylmethanone Chemical group C=1C=CSC=1C(=O)C1=CC=CS1 GUTQMBQKTSGBPQ-UHFFFAOYSA-N 0.000 claims description 49
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 40
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 36
- WIUHYQBOXHNHLG-UHFFFAOYSA-N acetic acid hydrofluoride Chemical compound F.C(C)(=O)O WIUHYQBOXHNHLG-UHFFFAOYSA-N 0.000 claims description 30
- 150000001875 compounds Chemical class 0.000 claims description 23
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 23
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 18
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 16
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 8
- 235000019253 formic acid Nutrition 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- 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 description 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 4
- MFDRXDAELXCWCB-OXVIYWBMSA-N [4-[9-[[(2r)-2-hydroxy-2-(8-hydroxy-2-oxo-1h-quinolin-5-yl)ethyl]amino]nonyl-methylamino]cyclohexyl] 2-hydroxy-2,2-dithiophen-2-ylacetate Chemical compound C([C@H](O)C=1C=2C=CC(=O)NC=2C(O)=CC=1)NCCCCCCCCCN(C)C(CC1)CCC1OC(=O)C(O)(C=1SC=CC=1)C1=CC=CS1 MFDRXDAELXCWCB-OXVIYWBMSA-N 0.000 claims description 2
- IPBVNPXQWQGGJP-UHFFFAOYSA-N acetic acid phenyl ester Natural products CC(=O)OC1=CC=CC=C1 IPBVNPXQWQGGJP-UHFFFAOYSA-N 0.000 claims description 2
- RWWDBINLIXRDCK-UHFFFAOYSA-N cyclohexyl 9-methylxanthene-9-carboxylate Chemical compound C1(CCCCC1)OC(=O)C1(C2=CC=CC=C2OC=2C=CC=CC1=2)C RWWDBINLIXRDCK-UHFFFAOYSA-N 0.000 claims description 2
- 229940049953 phenylacetate Drugs 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 13
- 125000001424 substituent group Chemical group 0.000 claims 11
- 125000004093 cyano group Chemical group *C#N 0.000 claims 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 7
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 7
- 229910052801 chlorine Inorganic materials 0.000 claims 6
- 125000001309 chloro group Chemical group Cl* 0.000 claims 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 5
- 125000001544 thienyl group Chemical group 0.000 claims 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 4
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 208000035475 disorder Diseases 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000012453 solvate Substances 0.000 claims 2
- 238000002560 therapeutic procedure Methods 0.000 claims 2
- 102100039705 Beta-2 adrenergic receptor Human genes 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- 208000010412 Glaucoma Diseases 0.000 claims 1
- 206010061218 Inflammation Diseases 0.000 claims 1
- 208000019693 Lung disease Diseases 0.000 claims 1
- 241001465754 Metazoa Species 0.000 claims 1
- 229940121948 Muscarinic receptor antagonist Drugs 0.000 claims 1
- 229940123932 Phosphodiesterase 4 inhibitor Drugs 0.000 claims 1
- 208000005107 Premature Birth Diseases 0.000 claims 1
- 206010036590 Premature baby Diseases 0.000 claims 1
- 239000000048 adrenergic agonist Substances 0.000 claims 1
- 229940126157 adrenergic receptor agonist Drugs 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 150000001408 amides Chemical group 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 108010014499 beta-2 Adrenergic Receptors Proteins 0.000 claims 1
- 239000013066 combination product Substances 0.000 claims 1
- 229940127555 combination product Drugs 0.000 claims 1
- 239000003246 corticosteroid Substances 0.000 claims 1
- 229960001334 corticosteroids Drugs 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 230000001079 digestive effect Effects 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 208000019622 heart disease Diseases 0.000 claims 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 1
- 230000004054 inflammatory process Effects 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 1
- 239000003149 muscarinic antagonist Substances 0.000 claims 1
- 201000001119 neuropathy Diseases 0.000 claims 1
- 230000007823 neuropathy Effects 0.000 claims 1
- 208000033808 peripheral neuropathy Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000002587 phosphodiesterase IV inhibitor Substances 0.000 claims 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 125000001981 tert-butyldimethylsilyl group Chemical group [H]C([H])([H])[Si]([H])(C([H])([H])[H])[*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- QRMKTNANRJCRCY-UHFFFAOYSA-N ethylammonium acetate Chemical compound CC[NH3+].CC([O-])=O QRMKTNANRJCRCY-UHFFFAOYSA-N 0.000 description 1
- IKGLACJFEHSFNN-UHFFFAOYSA-N hydron;triethylazanium;trifluoride Chemical compound F.F.F.CCN(CC)CC IKGLACJFEHSFNN-UHFFFAOYSA-N 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000004007 reversed phase HPLC Methods 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000012321 sodium triacetoxyborohydride Substances 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10382118A EP2386555A1 (en) | 2010-05-13 | 2010-05-13 | New cyclohexylamine derivatives having beta2 adrenergic agonist and m3 muscarinic antagonist activities |
| EP10382118.7 | 2010-05-13 | ||
| US36504510P | 2010-07-16 | 2010-07-16 | |
| US61/365,045 | 2010-07-16 | ||
| PCT/EP2011/002376 WO2011141180A1 (en) | 2010-05-13 | 2011-05-13 | NEW CYCLOHEXYLAMINE DERIVATIVES HAVING β2 ADRENERGIC AGONIST AND M3 MUSCARINIC ANTAGONIST ACTIVITIES |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013526494A JP2013526494A (ja) | 2013-06-24 |
| JP2013526494A5 true JP2013526494A5 (enExample) | 2013-11-14 |
| JP5851489B2 JP5851489B2 (ja) | 2016-02-03 |
Family
ID=42646365
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013509473A Expired - Fee Related JP5851489B2 (ja) | 2010-05-13 | 2011-05-13 | β２アドレナリンアゴニスト活性およびＭ３ムスカリンアンタゴニスト活性を有する新規シクロヘキシルアミン誘導体 |
Country Status (38)
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ITRM20110083U1 (it) | 2010-05-13 | 2011-11-14 | De La Cruz Jose Antonio Freire | Piastra per la costruzione di carrelli per aeroplani |
| EP2386555A1 (en) | 2010-05-13 | 2011-11-16 | Almirall, S.A. | New cyclohexylamine derivatives having beta2 adrenergic agonist and m3 muscarinic antagonist activities |
| EP2592077A1 (en) * | 2011-11-11 | 2013-05-15 | Almirall, S.A. | New cyclohexylamine derivatives having beta2 adrenergic agonist and M3 muscarinic antagonist activities |
| EP2592078A1 (en) * | 2011-11-11 | 2013-05-15 | Almirall, S.A. | New cyclohexylamine derivatives having beta2 adrenergic agonist and M3 muscarinic antagonist activities |
| EP2925336B1 (en) | 2012-11-30 | 2022-10-12 | Harmonic Pharma | Natural compounds for use in the treatment of beta-2 adrenergic receptor related diseases |
| EA201500651A1 (ru) | 2012-12-18 | 2015-11-30 | Альмираль, С.А. | НОВЫЕ ПРОИЗВОДНЫЕ ЦИКЛОГЕКСИЛ- И ХИНУКЛИДИНИЛКАРБАМАТА, ОБЛАДАЮЩИЕ АГОНИСТИЧЕСКОЙ АКТИВНОСТЬЮ ПО ОТНОШЕНИЮ К β2 АДРЕНЕРГИЧЕСКОМУ РЕЦЕПТОРУ И АНТАГОНИСТИЧЕСКОЙ АКТИВНОСТЬЮ ПО ОТНОШЕНИЮ К МУСКАРИНОВОМУ РЕЦЕПТОРУ М3 |
| TW201440768A (zh) * | 2013-02-27 | 2014-11-01 | Almirall Sa | 雙毒蕈鹼拮抗劑-β2腎上腺素促效劑複合物及皮質類固醇之組合物 |
| TWI643853B (zh) * | 2013-02-27 | 2018-12-11 | 阿爾米雷爾有限公司 | 同時具有β2腎上腺素受體促效劑和M3毒蕈鹼受體拮抗劑活性之2-氨基-1-羥乙基-8-羥基喹啉-2(1H)-酮衍生物之鹽類 |
| TWI641373B (zh) | 2013-07-25 | 2018-11-21 | 阿爾米雷爾有限公司 | 具有蕈毒鹼受體拮抗劑和β２腎上腺素受體促效劑二者之活性的２－胺基－１－羥乙基－８－羥基喹啉－２（１Ｈ）－酮衍生物之鹽 |
| 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 |
| HK1225385A1 (zh) * | 2013-12-05 | 2017-09-08 | 奇斯药制品公司 | 用於治疗呼吸病的杂芳基衍生物 |
| US9145409B2 (en) | 2013-12-05 | 2015-09-29 | Chiesi Farmaceutici S.P.A | Benzhydryl derivatives |
| CA2944714C (en) * | 2014-05-06 | 2023-05-16 | Anthony G. Visco | Methods of treating or preventing preterm labor |
| EP3152557A4 (en) | 2014-06-09 | 2017-12-13 | Biometry Inc. | Low cost test strip and method to measure analyte |
| US11175268B2 (en) | 2014-06-09 | 2021-11-16 | Biometry Inc. | Mini point of care gas chromatographic test strip and method to measure analytes |
| 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 |
| TWI703138B (zh) * | 2015-02-12 | 2020-09-01 | 義大利商吉斯藥品公司 | 具有蕈毒鹼受體拮抗劑及β２腎上腺素受體促效劑活性之化合物 |
| WO2018017699A1 (en) | 2016-07-19 | 2018-01-25 | Nolan Bryan | Methods of and systems for measuring analytes using batch calibratable test strips |
| WO2020244452A1 (zh) * | 2019-06-06 | 2020-12-10 | 中国医药研究开发中心有限公司 | 具有β 2受体激动及M受体拮抗活性的杂环衍生物及其医药用途 |
| US20240208951A1 (en) * | 2021-02-12 | 2024-06-27 | Gbr Laboratories Private Limited | A process for preparing navafenterol and intermediates thereof |
| WO2025245591A1 (en) * | 2024-05-31 | 2025-12-04 | Aché Laboratórios Farmacêuticos S.A. | Compounds, process for obtaining the compounds, intermediate compounds, reagent compounds, pharmaceutical compositions, pharmaceutical combinations, medicaments, uses and methods of treatment |
Family Cites Families (92)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT7920688U1 (it) | 1979-02-05 | 1980-08-05 | Chiesi Paolo | Inalatore per sostanze medicamentose pulverulente, con combinata funzione di dosatore |
| ATE23272T1 (de) | 1981-07-08 | 1986-11-15 | Draco Ab | Pulverinhalator. |
| IT1212742B (it) | 1983-05-17 | 1989-11-30 | Dompe Farmaceutici Spa | Derivati dibenzo [1,4]diazepinonici pirido [1,4] benzodiazepinonici,pirido [1,5] benzodiazepinonici e loro attivita' farmacologica |
| US4570630A (en) | 1983-08-03 | 1986-02-18 | Miles Laboratories, Inc. | Medicament inhalation device |
| DE3370320D1 (en) | 1983-09-26 | 1987-04-23 | Magis Farmaceutici | Aminocyclohexanol derivatives having an expectorant activity, process for their preparation and pharmaceutical compositions containing them |
| FI69963C (fi) | 1984-10-04 | 1986-09-12 | Orion Yhtymae Oy | Doseringsanordning |
| DE3927170A1 (de) | 1989-08-17 | 1991-02-21 | Boehringer Ingelheim Kg | Inhalator |
| CA2024789C (en) | 1989-09-07 | 2001-02-06 | Malcolm Johnson | Compounds for the treatment of inflammation and allergy |
| IT1237118B (it) | 1989-10-27 | 1993-05-18 | Miat Spa | Inalatore multidose per farmaci in polvere. |
| US5201308A (en) | 1990-02-14 | 1993-04-13 | Newhouse Michael T | Powder inhaler |
| GB9004781D0 (en) | 1990-03-02 | 1990-04-25 | Glaxo Group Ltd | Device |
| SG45171A1 (en) | 1990-03-21 | 1998-01-16 | Boehringer Ingelheim Int | Atomising devices and methods |
| GB9015522D0 (en) | 1990-07-13 | 1990-08-29 | Braithwaite Philip W | Inhaler |
| WO1992003175A1 (en) | 1990-08-11 | 1992-03-05 | Fisons Plc | Inhalation device |
| DE4027391A1 (de) | 1990-08-30 | 1992-03-12 | Boehringer Ingelheim Kg | Treibgasfreies inhalationsgeraet |
| GB9020051D0 (en) | 1990-09-13 | 1990-10-24 | Pfizer Ltd | Muscarinic receptor antagonists |
| ATE209938T1 (de) | 1990-09-26 | 2001-12-15 | Pharmachemie Bv | Wirbelkammer-pulverinhalator |
| GB9026025D0 (en) | 1990-11-29 | 1991-01-16 | Boehringer Ingelheim Kg | Inhalation device |
| AU650953B2 (en) | 1991-03-21 | 1994-07-07 | Novartis Ag | Inhaler |
| DE4239402A1 (de) | 1992-11-24 | 1994-05-26 | Bayer Ag | Pulverinhalator |
| PL173090B1 (pl) | 1992-12-18 | 1998-01-30 | Schering Corp | Inhalator do sproszkowanych lekarstw |
| MX9707864A (es) | 1995-04-14 | 1997-11-29 | Glaxo Wellcome Inc | Inhalador de dosis medida por salmeterol. |
| CA2378713C (en) | 1995-06-21 | 2003-08-12 | Asta Medica Aktiengesellschaft | Pharmaceutical powder cartridge with integrated metering device and inhaler for powdered medicaments |
| DE19536902A1 (de) | 1995-10-04 | 1997-04-10 | Boehringer Ingelheim Int | Vorrichtung zur Hochdruckerzeugung in einem Fluid in Miniaturausführung |
| WO1998009632A1 (en) | 1996-09-06 | 1998-03-12 | Merck & Co., Inc. | Methods and compositions for treating preterm labor |
| JPH1171331A (ja) * | 1997-08-27 | 1999-03-16 | Tokyo Tanabe Co Ltd | アミノシクロアルキルメタノール化合物 |
| SE9704644D0 (sv) | 1997-12-12 | 1997-12-12 | Astra Ab | New use |
| US6673908B1 (en) | 1999-02-22 | 2004-01-06 | Nuvelo, Inc. | Tumor necrosis factor receptor 2 |
| BR0013469B1 (pt) | 1999-08-20 | 2011-01-25 | amidas aromáticas heterocìclicas fungicidas, composição fungicida compreendendo as mesmas, bem como método para o controle ou a prevenção de infestação fúngica. | |
| BR0107964A (pt) * | 2000-01-31 | 2002-10-29 | Pfizer Prod Inc | Derivados de nicotinamida benzofundida com heterociclica úteis como inibidores seletivos de isozimas pde4 |
| CA2415468A1 (en) * | 2000-07-11 | 2003-01-10 | Yoshio Ogino | Ester derivatives |
| WO2002053564A2 (en) | 2000-12-28 | 2002-07-11 | Almirall Prodesfarma Ag | Quinuclidine derivatives and their use as m3 antagonists |
| DE10129703A1 (de) | 2001-06-22 | 2003-01-02 | Sofotec Gmbh & Co Kg | Zerstäubungssystem für eine Pulvermischung und Verfahren für Trockenpulverinhalatoren |
| DE10202940A1 (de) | 2002-01-24 | 2003-07-31 | Sofotec Gmbh & Co Kg | Patrone für einen Pulverinhalator |
| ES2195785B1 (es) | 2002-05-16 | 2005-03-16 | Almirall Prodesfarma, S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
| ES2211344B1 (es) | 2002-12-26 | 2005-10-01 | Almirall Prodesfarma, S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
| PE20040950A1 (es) | 2003-02-14 | 2005-01-01 | Theravance Inc | DERIVADOS DE BIFENILO COMO AGONISTAS DE LOS RECEPTORES ADRENERGICOS ß2 Y COMO ANTAGONISTAS DE LOS RECEPTORES MUSCARINICOS |
| JP4767842B2 (ja) | 2003-04-01 | 2011-09-07 | セラヴァンス， インコーポレーテッド | β２アドレナリン作用性レセプターアゴニスト活性およびムスカリン性レセプターアンタゴニスト活性を有するジアリールメチル化合物および関連化合物 |
| EP1626970B1 (en) | 2003-05-28 | 2009-07-08 | Theravance, Inc. | Azabicycloalkane compounds as muscarinic receptor antagonists |
| ES2232306B1 (es) | 2003-11-10 | 2006-08-01 | Almirall Prodesfarma, S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
| WO2005080375A1 (en) | 2004-02-13 | 2005-09-01 | Theravance, Inc. | Crystalline form of a biphenyl compound |
| DE102004024453A1 (de) | 2004-05-14 | 2006-01-05 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue langwirksame Bronchodilatoren zur Behandlung von Atemwegserkrankungen |
| ES2251866B1 (es) | 2004-06-18 | 2007-06-16 | Laboratorios Almirall S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
| ES2251867B1 (es) | 2004-06-21 | 2007-06-16 | Laboratorios Almirall S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
| ES2353018T3 (es) | 2004-07-16 | 2011-02-24 | Almirall, S.A. | Inhalador para la administración de productos farmacéuticos en polvo, y un cartucho de polvo para uso con este inhalador. |
| TWI374883B (en) | 2004-08-16 | 2012-10-21 | Theravance Inc | Crystalline form of a biphenyl compound |
| EP1778626A1 (en) | 2004-08-16 | 2007-05-02 | Theravance, Inc. | Compounds having beta2 adrenergic receptor agonist and muscarinic receptor antagonist activity |
| EP1833822A2 (en) | 2004-08-16 | 2007-09-19 | Theravance, Inc. | Compounds having beta2 adrenergic receptor agonist and muscarinic receptor antagonist activity |
| RU2442771C2 (ru) * | 2005-08-08 | 2012-02-20 | Арджента Дискавери Лтд | Производные бицикло[2,2,1]гепт-7-иламина и их применения |
| GB0602778D0 (en) | 2006-02-10 | 2006-03-22 | Glaxo Group Ltd | Novel compound |
| EA016203B1 (ru) | 2006-03-20 | 2012-03-30 | Пфайзер Лимитед | Производные амина |
| TW200811104A (en) | 2006-04-25 | 2008-03-01 | Theravance Inc | Crystalline forms of a dimethylphenyl compound |
| GB0613154D0 (en) | 2006-06-30 | 2006-08-09 | Novartis Ag | Organic Compounds |
| GB0702384D0 (en) * | 2007-02-07 | 2007-03-21 | Argenta Discovery Ltd | Chemical compounds |
| WO2008017827A2 (en) | 2006-08-08 | 2008-02-14 | Argenta Discovery Limited | Azole and thiazole derivatives and their uses |
| EP1894568A1 (en) | 2006-08-31 | 2008-03-05 | Novartis AG | Pharmaceutical compositions for the treatment of inflammatory or obstructive airway diseases |
| BRPI0719270A2 (pt) | 2006-10-04 | 2014-03-11 | Pfizer Ltd | Derivados de sulfonamida como agonistas adrenérgicos e antagonistas muscarínicos |
| GB0700972D0 (en) | 2007-01-18 | 2007-02-28 | Imp Innovations Ltd | Treatment of inflammatory disease |
| GB0702413D0 (en) | 2007-02-07 | 2007-03-21 | Argenta Discovery Ltd | New chemical compounds |
| 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 |
| 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 |
| UY31235A1 (es) | 2007-07-21 | 2009-03-02 | Nuevos medicamentos pulverulentos que contienen tiotropio y salmeterol, asi como lactosa como excipiente | |
| WO2009017813A1 (en) | 2007-08-02 | 2009-02-05 | Teva Pharmaceutical Industries Ltd. | O-desmethyl venlafaxine saccharinate |
| PT2242759E (pt) | 2008-02-06 | 2012-12-17 | Astrazeneca Ab | Compostos |
| CN101544572B (zh) | 2008-03-26 | 2013-03-20 | 连云港恒邦医药科技有限公司 | 一种氨溴索衍生物及其制备方法 |
| GB0808708D0 (en) | 2008-05-13 | 2008-06-18 | Astrazeneca Ab | New compounds 274 |
| US8263623B2 (en) | 2008-07-11 | 2012-09-11 | Pfizer Inc. | Triazol derivatives useful for the treatment of diseases |
| 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 |
| EP2196465A1 (en) | 2008-12-15 | 2010-06-16 | Almirall, S.A. | (3-oxo)pyridazin-4-ylurea derivatives as PDE4 inhibitors |
| RU2676686C2 (ru) | 2009-04-23 | 2019-01-10 | Тереванс Рэспирэйтори Кампани Эл Эл Си | ДИАМИДНЫЕ СОЕДИНЕНИЯ, ОБЛАДАЮЩИЕ АКТИВНОСТЬЮ АНТАГОНИСТА МУСКАРИНОВОГО РЕЦЕПТОРА И АКТИВНОСТЬЮ АГОНИСТА β2 АДРЕНЕРГИЧЕСКОГО РЕЦЕПТОРА |
| CA2760630A1 (en) | 2009-04-30 | 2010-11-04 | Teijin Pharma Limited | Quaternary ammonium salt compounds |
| GB0913345D0 (en) | 2009-07-31 | 2009-09-16 | Astrazeneca Ab | New combination 802 |
| ITRM20110083U1 (it) | 2010-05-13 | 2011-11-14 | De La Cruz Jose Antonio Freire | Piastra per la costruzione di carrelli per aeroplani |
| EP2386555A1 (en) | 2010-05-13 | 2011-11-16 | Almirall, S.A. | New cyclohexylamine derivatives having beta2 adrenergic agonist and m3 muscarinic antagonist activities |
| AR083115A1 (es) | 2010-09-30 | 2013-01-30 | Theravance Inc | Sales oxalato cristalinas de un compuesto diamida |
| GB201021979D0 (en) | 2010-12-23 | 2011-02-02 | Astrazeneca Ab | New compound |
| GB201021992D0 (en) | 2010-12-23 | 2011-02-02 | Astrazeneca Ab | Compound |
| EA022342B1 (ru) | 2011-06-10 | 2015-12-30 | КЬЕЗИ ФАРМАЧЕУТИЧИ С.п.А. | Соединения с активностью антагонистов мускариновых рецепторов и агонистов адренергического рецептора бета2 |
| WO2012168349A1 (en) | 2011-06-10 | 2012-12-13 | Chiesi Farmaceutici S.P.A. | Compounds having muscarinic receptor antagonist and beta2 adrenergic receptor agonist activity |
| EP3628320B1 (en) | 2011-11-11 | 2022-03-16 | Gilead Apollo, LLC | Acc inhibitors and uses thereof |
| EP2592077A1 (en) | 2011-11-11 | 2013-05-15 | Almirall, S.A. | New cyclohexylamine derivatives having beta2 adrenergic agonist and M3 muscarinic antagonist activities |
| UA116622C2 (uk) | 2011-11-11 | 2018-04-25 | Аллерган, Інк. | Похідні 4-прегенен-11ss-17-21-тріол-3,20-діону для лікування хвороб очей |
| SG11201401531RA (en) | 2011-11-11 | 2014-07-30 | Pfizer | 2-thiopyrimidinones |
| EP2592078A1 (en) | 2011-11-11 | 2013-05-15 | Almirall, S.A. | New cyclohexylamine derivatives having beta2 adrenergic agonist and M3 muscarinic antagonist activities |
| MX369311B (es) | 2012-12-06 | 2019-11-05 | Chiesi Farm Spa | Compuestos con actividad antagonista de los receptores muscarinicos y actividad agonista del receptor beta2 adrenergico. |
| AR093832A1 (es) | 2012-12-06 | 2015-06-24 | Chiesi Farm Spa | COMPUESTOS CON ACTIVIDAD ANTAGONISTA DE LOS RECEPTORES MUSCARINICOS Y ACTIVIDAD AGONISTA DEL RECEPTOR b2 ADRENERGICO |
| EA201500651A1 (ru) | 2012-12-18 | 2015-11-30 | Альмираль, С.А. | НОВЫЕ ПРОИЗВОДНЫЕ ЦИКЛОГЕКСИЛ- И ХИНУКЛИДИНИЛКАРБАМАТА, ОБЛАДАЮЩИЕ АГОНИСТИЧЕСКОЙ АКТИВНОСТЬЮ ПО ОТНОШЕНИЮ К β2 АДРЕНЕРГИЧЕСКОМУ РЕЦЕПТОРУ И АНТАГОНИСТИЧЕСКОЙ АКТИВНОСТЬЮ ПО ОТНОШЕНИЮ К МУСКАРИНОВОМУ РЕЦЕПТОРУ М3 |
| TWI643853B (zh) | 2013-02-27 | 2018-12-11 | 阿爾米雷爾有限公司 | 同時具有β2腎上腺素受體促效劑和M3毒蕈鹼受體拮抗劑活性之2-氨基-1-羥乙基-8-羥基喹啉-2(1H)-酮衍生物之鹽類 |
| TW201440768A (zh) | 2013-02-27 | 2014-11-01 | Almirall Sa | 雙毒蕈鹼拮抗劑-β2腎上腺素促效劑複合物及皮質類固醇之組合物 |
| 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 |
| TWI641373B (zh) | 2013-07-25 | 2018-11-21 | 阿爾米雷爾有限公司 | 具有蕈毒鹼受體拮抗劑和β２腎上腺素受體促效劑二者之活性的２－胺基－１－羥乙基－８－羥基喹啉－２（１Ｈ）－酮衍生物之鹽 |
| 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 |
-
2010
- 2010-05-13 EP EP10382118A patent/EP2386555A1/en not_active Withdrawn
-
2011
- 2011-04-28 UY UY33362A patent/UY33362A/es unknown
- 2011-05-09 TW TW100116155A patent/TWI526442B/zh not_active IP Right Cessation
- 2011-05-11 AR ARP110101622A patent/AR081387A1/es active IP Right Grant
- 2011-05-13 MY MYPI2012700932A patent/MY171899A/en unknown
- 2011-05-13 EP EP11720386.9A patent/EP2569308B1/en active Active
- 2011-05-13 MX MX2012012897A patent/MX2012012897A/es active IP Right Grant
- 2011-05-13 KR KR1020127029561A patent/KR101756497B1/ko not_active Expired - Fee Related
- 2011-05-13 HU HUE11720386A patent/HUE033244T2/hu unknown
- 2011-05-13 SM SM20170022T patent/SMT201700022T1/it unknown
- 2011-05-13 NZ NZ602556A patent/NZ602556A/xx not_active IP Right Cessation
- 2011-05-13 DK DK11720386.9T patent/DK2569308T3/da active
- 2011-05-13 SG SG2012078689A patent/SG185007A1/en unknown
- 2011-05-13 CA CA2799099A patent/CA2799099C/en active Active
- 2011-05-13 PT PT117203869T patent/PT2569308T/pt unknown
- 2011-05-13 BR BR112012026570A patent/BR112012026570A2/pt not_active Application Discontinuation
- 2011-05-13 RS RS20170180A patent/RS55725B1/sr unknown
- 2011-05-13 JP JP2013509473A patent/JP5851489B2/ja not_active Expired - Fee Related
- 2011-05-13 HR HRP20170307TT patent/HRP20170307T1/hr unknown
- 2011-05-13 EA EA201201541A patent/EA022358B1/ru not_active IP Right Cessation
- 2011-05-13 WO PCT/EP2011/002376 patent/WO2011141180A1/en not_active Ceased
- 2011-05-13 SI SI201131037A patent/SI2569308T1/sl unknown
- 2011-05-13 PE PE2012002162A patent/PE20130215A1/es active IP Right Grant
- 2011-05-13 CN CN201180023678.6A patent/CN102892765B/zh not_active Expired - Fee Related
- 2011-05-13 ME MEP-2017-18A patent/ME02675B/me unknown
- 2011-05-13 PH PH1/2012/502237A patent/PH12012502237A1/en unknown
- 2011-05-13 PL PL11720386T patent/PL2569308T3/pl unknown
- 2011-05-13 ES ES11720386.9T patent/ES2613355T3/es active Active
- 2011-05-13 AU AU2011252337A patent/AU2011252337C1/en not_active Ceased
- 2011-05-13 LT LTEP11720386.9T patent/LT2569308T/lt unknown
-
2012
- 2012-09-19 ZA ZA2012/07031A patent/ZA201207031B/en unknown
- 2012-10-03 EC ECSP12012213 patent/ECSP12012213A/es unknown
- 2012-10-18 IL IL222538A patent/IL222538A/en active IP Right Grant
- 2012-11-12 GT GT201200307A patent/GT201200307A/es unknown
- 2012-11-12 CL CL2012003171A patent/CL2012003171A1/es unknown
- 2012-11-13 CO CO12203219A patent/CO6592031A2/es active IP Right Grant
- 2012-11-13 CR CR20120574A patent/CR20120574A/es unknown
-
2016
- 2016-03-14 US US15/068,926 patent/US9643961B2/en not_active Expired - Fee Related
- 2016-12-19 CY CY20161101314T patent/CY1118352T1/el unknown
-
2017
- 2017-01-16 SM SM201700022T patent/SMT201700022B/it unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2013526494A5 (enExample) | ||
| JP2022050538A (ja) | プロスタサイクリン（ｐｇｉ２）受容体に関連する障害の処置に有用なｐｇｉ２受容体の調節因子 | |
| JP5752315B2 (ja) | ４−（４−（３−（４−クロロ−３−（トリフルオロメチル）フェニル）ウレイド）−フェノキシ）−Ｎ−（１’，１’，１’−トリデューテロメチル）ピコリンアミドのｐ−トルエンスルホン酸塩（ＣＭ４３０７・ＴｓＯＨ）、ＣＭ４３０７・ＴｓＯＨの製造方法、及びＣＭ４３０７・ＴｓＯＨを含有する医薬組成物 | |
| JP2010540593A5 (enExample) | ||
| CN1083830C (zh) | 经取代的苄脒,其制备及作为药物化合物的用途 | |
| TW201107318A (en) | Furazanobenzimidazoles | |
| JP6422974B2 (ja) | リゾホスファチジン酸受容体拮抗薬としてのアミド誘導体 | |
| JP2020517677A5 (enExample) | ||
| JP2013522245A (ja) | 重水素化メチルアミン及びその塩の製造方法 | |
| JP2004307440A (ja) | ２−アミノ‐１，３‐プロパンジオール誘導体とその付加塩 | |
| JP2014518554A (ja) | スフィンゴシン−１リン酸受容体調節剤としての置換二環式メチルアミン誘導体 | |
| JP2023516714A (ja) | 新規ｅｐ４拮抗薬の合成及びその癌及び炎症における使用 | |
| JP2008524210A5 (enExample) | ||
| CN100497323C (zh) | 新的杂环肟化合物、它们的制备方法和含有它们的药物组合物 | |
| TW201035050A (en) | Bis aromatic compounds for use as LTC4 synthase inhibitors | |
| JP6739653B2 (ja) | ピリミジン化合物 | |
| JP6228667B2 (ja) | 新規な抗真菌性オキソジヒドロピリジンカルボヒドラジド誘導体 | |
| JPH072848A (ja) | モルホリンおよびチオモルホリン誘導体 | |
| EP2867215B1 (en) | Tetrazole derivatives and their use as potassium channel modulators | |
| JP2018522068A (ja) | Ｉｄｈ２突然変異を標的とする抗腫瘍化合物及びその使用方法 | |
| JP2018500324A5 (enExample) | ||
| JP5436941B2 (ja) | ラクタム化合物又はその塩及びｐｐａｒ活性化剤 | |
| JP2023002841A (ja) | 高血圧症及び／又は線維症を処置するための組成物 | |
| JP3468729B2 (ja) | ５−リポキシゲナーゼ阻害剤を製造するための方法及び中間体 | |
| JP2004035485A (ja) | テロメラーゼ阻害剤 |