AU2006277074B2 - Novel benzothiazolone derivatives - Google Patents
Novel benzothiazolone derivatives Download PDFInfo
- Publication number
- AU2006277074B2 AU2006277074B2 AU2006277074A AU2006277074A AU2006277074B2 AU 2006277074 B2 AU2006277074 B2 AU 2006277074B2 AU 2006277074 A AU2006277074 A AU 2006277074A AU 2006277074 A AU2006277074 A AU 2006277074A AU 2006277074 B2 AU2006277074 B2 AU 2006277074B2
- Authority
- AU
- Australia
- Prior art keywords
- ethyl
- compound
- hydroxy
- benzothiazol
- oxo
- 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.)
- Ceased
Links
- BXQNSPXDWSNUKE-UHFFFAOYSA-N 1,3-benzothiazole 1-oxide Chemical class C1=CC=C2S(=O)C=NC2=C1 BXQNSPXDWSNUKE-UHFFFAOYSA-N 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims description 323
- 239000001257 hydrogen Substances 0.000 claims description 122
- 229910052739 hydrogen Inorganic materials 0.000 claims description 122
- -1 sulphonamido Chemical group 0.000 claims description 118
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 88
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 77
- 238000000034 method Methods 0.000 claims description 70
- 125000000217 alkyl group Chemical group 0.000 claims description 67
- 150000003839 salts Chemical class 0.000 claims description 63
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 55
- 229910052760 oxygen Inorganic materials 0.000 claims description 54
- 239000001301 oxygen Substances 0.000 claims description 54
- 229910052757 nitrogen Inorganic materials 0.000 claims description 51
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 51
- 229910052736 halogen Inorganic materials 0.000 claims description 47
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 44
- 150000002367 halogens Chemical class 0.000 claims description 43
- 125000005842 heteroatom Chemical group 0.000 claims description 43
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 41
- 125000001424 substituent group Chemical group 0.000 claims description 38
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 34
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 33
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 32
- 239000005864 Sulphur Substances 0.000 claims description 32
- 239000003112 inhibitor Substances 0.000 claims description 32
- 125000004122 cyclic group Chemical group 0.000 claims description 31
- 150000002431 hydrogen Chemical class 0.000 claims description 31
- 229920006395 saturated elastomer Polymers 0.000 claims description 31
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 29
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 28
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims description 24
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 23
- 102000007399 Nuclear hormone receptor Human genes 0.000 claims description 22
- 108020005497 Nuclear hormone receptor Proteins 0.000 claims description 22
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims description 22
- 238000011282 treatment Methods 0.000 claims description 21
- 239000003795 chemical substances by application Substances 0.000 claims description 19
- 125000003118 aryl group Chemical group 0.000 claims description 18
- 230000000694 effects Effects 0.000 claims description 17
- 239000000556 agonist Substances 0.000 claims description 16
- 201000010099 disease Diseases 0.000 claims description 16
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 16
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 15
- 125000000623 heterocyclic group Chemical group 0.000 claims description 14
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 14
- 125000003386 piperidinyl group Chemical group 0.000 claims description 14
- 230000008569 process Effects 0.000 claims description 14
- 239000003814 drug Substances 0.000 claims description 13
- 125000001072 heteroaryl group Chemical group 0.000 claims description 13
- 125000002947 alkylene group Chemical group 0.000 claims description 12
- 125000004076 pyridyl group Chemical group 0.000 claims description 12
- 208000006673 asthma Diseases 0.000 claims description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 10
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims description 10
- 239000008194 pharmaceutical composition Substances 0.000 claims description 10
- 238000002560 therapeutic procedure Methods 0.000 claims description 9
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 8
- 206010039083 rhinitis Diseases 0.000 claims description 8
- 239000003638 chemical reducing agent Substances 0.000 claims description 7
- 125000005843 halogen group Chemical group 0.000 claims description 7
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- 239000002671 adjuvant Substances 0.000 claims description 5
- 208000011341 adult acute respiratory distress syndrome Diseases 0.000 claims description 5
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- 230000008878 coupling Effects 0.000 claims description 5
- 238000010168 coupling process Methods 0.000 claims description 5
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- 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 5
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- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000003149 muscarinic antagonist Substances 0.000 claims description 4
- SSVQIEZSEPUHKD-UHFFFAOYSA-N tert-butyl 4-[[2-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]ethyl-[3-(2-phenylethoxy)propanoyl]amino]methyl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)(C)C)CCC1CN(C(=O)CCOCCC=1C=CC=CC=1)CCNCCC1=CC=C(O)C2=C1SC(=O)N2 SSVQIEZSEPUHKD-UHFFFAOYSA-N 0.000 claims description 4
- XMKHJPWKXSCOOW-UHFFFAOYSA-N 3-[2-(4-bromophenyl)ethoxy]-n-[2-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]ethyl]-n-(2-phenylethyl)propanamide Chemical compound C1=2SC(=O)NC=2C(O)=CC=C1CCNCCN(C(=O)CCOCCC=1C=CC(Br)=CC=1)CCC1=CC=CC=C1 XMKHJPWKXSCOOW-UHFFFAOYSA-N 0.000 claims description 3
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- UGUFEFMMJARSLS-UHFFFAOYSA-N n-[2-(diethylamino)ethyl]-n-[2-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]ethyl]-3-(2-phenylethoxy)propanamide Chemical compound C=1C=C(O)C=2NC(=O)SC=2C=1CCNCCN(CCN(CC)CC)C(=O)CCOCCC1=CC=CC=C1 UGUFEFMMJARSLS-UHFFFAOYSA-N 0.000 claims description 3
- JXQBXKNWQNHKFQ-UHFFFAOYSA-N n-[2-(diethylamino)ethyl]-n-[2-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]ethyl]-3-[2-(3-methoxyphenyl)ethoxy]propanamide Chemical compound C=1C=C(O)C=2NC(=O)SC=2C=1CCNCCN(CCN(CC)CC)C(=O)CCOCCC1=CC=CC(OC)=C1 JXQBXKNWQNHKFQ-UHFFFAOYSA-N 0.000 claims description 3
- URHFVUMBWCENKR-UHFFFAOYSA-N n-[2-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]ethyl]-3-(2-phenylethoxy)-n-(piperidin-4-ylmethyl)propanamide Chemical compound C1=2SC(=O)NC=2C(O)=CC=C1CCNCCN(C(=O)CCOCCC=1C=CC=CC=1)CC1CCNCC1 URHFVUMBWCENKR-UHFFFAOYSA-N 0.000 claims description 3
- KHOIRYISJZWFTB-UHFFFAOYSA-N n-[2-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]ethyl]-3-(2-phenylethoxy)-n-piperidin-4-ylpropanamide Chemical compound C1=2SC(=O)NC=2C(O)=CC=C1CCNCCN(C(=O)CCOCCC=1C=CC=CC=1)C1CCNCC1 KHOIRYISJZWFTB-UHFFFAOYSA-N 0.000 claims description 3
- SBEDISBDHREAJH-UHFFFAOYSA-N n-[3-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]propyl]-3-(2-phenylethoxy)-n-(2-phenylethyl)propanamide Chemical compound C1=2SC(=O)NC=2C(O)=CC=C1CCNCCCN(C(=O)CCOCCC=1C=CC=CC=1)CCC1=CC=CC=C1 SBEDISBDHREAJH-UHFFFAOYSA-N 0.000 claims description 3
- 108010068338 p38 Mitogen-Activated Protein Kinases Proteins 0.000 claims description 3
- 239000002587 phosphodiesterase IV inhibitor Substances 0.000 claims description 3
- LHZIHZFOZNJXHV-UHFFFAOYSA-N n-[2-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]ethyl]-3-(2-phenylethoxy)-n-(2-phenylethyl)propanamide Chemical compound C1=2SC(=O)NC=2C(O)=CC=C1CCNCCN(C(=O)CCOCCC=1C=CC=CC=1)CCC1=CC=CC=C1 LHZIHZFOZNJXHV-UHFFFAOYSA-N 0.000 claims description 2
- QWWWHMPAWHZXJN-UHFFFAOYSA-N n-[2-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]ethyl]-3-(2-phenylethoxy)-n-[5-(2-phenylethoxy)pentyl]propanamide Chemical compound C1=2SC(=O)NC=2C(O)=CC=C1CCNCCN(C(=O)CCOCCC=1C=CC=CC=1)CCCCCOCCC1=CC=CC=C1 QWWWHMPAWHZXJN-UHFFFAOYSA-N 0.000 claims description 2
- 230000003637 steroidlike Effects 0.000 claims description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 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 claims 1
- BSURVCPNUZUCMK-UHFFFAOYSA-N n-[2-(diethylamino)ethyl]-n-[2-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]ethyl]-3-(2-naphthalen-2-ylethoxy)propanamide Chemical compound C1=CC=CC2=CC(CCOCCC(=O)N(CCNCCC=3C=4SC(=O)NC=4C(O)=CC=3)CCN(CC)CC)=CC=C21 BSURVCPNUZUCMK-UHFFFAOYSA-N 0.000 claims 1
- PJJBFZPBEIVXFW-UHFFFAOYSA-N n-[2-(diethylamino)ethyl]-n-[2-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]ethyl]-3-[2-(3-hydroxyphenyl)ethoxy]propanamide Chemical compound C=1C=C(O)C=2NC(=O)SC=2C=1CCNCCN(CCN(CC)CC)C(=O)CCOCCC1=CC=CC(O)=C1 PJJBFZPBEIVXFW-UHFFFAOYSA-N 0.000 claims 1
- QLMLFIVRQSTCGA-UHFFFAOYSA-N n-benzyl-n-[2-[2-(4-hydroxy-2-oxo-3h-1,3-benzothiazol-7-yl)ethylamino]ethyl]-3-(2-phenylethoxy)propanamide Chemical compound C1=2SC(=O)NC=2C(O)=CC=C1CCNCCN(C(=O)CCOCCC=1C=CC=CC=1)CC1=CC=CC=C1 QLMLFIVRQSTCGA-UHFFFAOYSA-N 0.000 claims 1
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000005344 pyridylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 400
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/428—Thiazoles condensed with carbocyclic rings
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/02—Nasal agents, e.g. decongestants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Otolaryngology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
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| SE0600515 | 2006-03-08 | ||
| SE0600515-1 | 2006-03-08 | ||
| PCT/SE2006/000927 WO2007018461A1 (en) | 2005-08-09 | 2006-08-03 | Novel benzothiazolone derivatives |
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| AU2010202319A Ceased AU2010202319B2 (en) | 2005-08-09 | 2010-06-03 | Novel benzothiazolone derivatives |
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| AU2010202319A Ceased AU2010202319B2 (en) | 2005-08-09 | 2010-06-03 | Novel benzothiazolone derivatives |
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| AU (2) | AU2006277074B2 (enExample) |
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| UY (1) | UY29732A1 (enExample) |
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| WO2009037503A2 (en) * | 2007-09-18 | 2009-03-26 | Astrazeneca Ab | New combination - 012 for the treatment of respiratory diseases |
| RU2010147881A (ru) * | 2008-05-13 | 2012-06-20 | Астразенека Аб (Se) | ФАРМАЦЕВТИЧЕСКИЙ ПРОДУКТ, СОДЕРЖАЩИЙ АНТАГОНИСТ МУСКАРИНОВОГО РЕЦЕПТОРА И АГОНИСТ β2-АДРЕНОРЕЦЕПТОРА |
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| EP2303266A4 (en) * | 2008-06-20 | 2015-01-21 | Astrazeneca Ab | PHARMACEUTICAL COMPOSITION COMPRISING A 4-HYDROXY-2-OXO-2,3-DIHYDRO-1,3-BENZOTHIAZOL-7-YLE COMPOUND FOR THE MODULATION OF BETA-2-ADRENORECEPTOR ACTIVITY |
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| CN103619816B (zh) | 2011-04-18 | 2016-05-18 | 联邦科学与工业研究组织 | 气体捕集方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997010227A1 (en) * | 1995-09-15 | 1997-03-20 | Astra Pharmaceuticals Limited | Benzothiazolone derivatives |
Family Cites Families (83)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2653977A (en) | 1953-09-29 | Chxnx | ||
| US3775477A (en) | 1971-03-10 | 1973-11-27 | Sterling Drug Inc | N,n'-bis(2-aryl-2-(hydroxy or oxo)-ethyl)-bridged-bis-carboxamides |
| US4145542A (en) | 1974-06-13 | 1979-03-20 | Otsuka Pharmaceutical Co., Ltd. | 5- 1-Hydroxy-2-(heterocyclic-amino)!alkyl-8-hydroxy-3,4-dihydrocarbostyril derivatives |
| US4460581A (en) | 1982-10-12 | 1984-07-17 | Boehringer Ingelheim Kg | (1-Hydroxy-2-amino-alkyl)-substituted benzoxazinones and benzoxazolinones |
| DK173685A (da) | 1984-04-17 | 1985-10-18 | Glaxo Group Ltd | Ethanolaminderivater |
| US4554284A (en) | 1984-09-12 | 1985-11-19 | Smithkline Beckman Corporation | 7-(2-Aminoethyl)-1,3-benzthia- or oxa-zol-2(3H)-ones |
| US4554287A (en) | 1984-09-12 | 1985-11-19 | Smithkline Beckman Corporation | Antihypertensive 7-[2-(dialkylamino)ethyl]-4-hydroxy-1,3-benzimidazol-2-ones |
| GB8525483D0 (en) | 1985-10-16 | 1985-11-20 | Glaxo Group Ltd | Chemical compounds |
| GB8718938D0 (en) | 1987-08-11 | 1987-09-16 | Glaxo Group Ltd | Chemical compounds |
| IE903614A1 (en) | 1989-10-10 | 1991-04-24 | Glaxo Group Ltd | Phenethanolamine Compound |
| GB9210632D0 (en) | 1992-05-19 | 1992-07-01 | Fisons Plc | Compounds |
| GB9211172D0 (en) | 1992-05-27 | 1992-07-08 | Fisons Plc | Compounds |
| IE914003A1 (en) | 1990-11-20 | 1992-05-20 | Astra Pharma Prod | Biologically Active Amines |
| US5648370A (en) | 1990-11-20 | 1997-07-15 | Astra Pharmaceuticals Limited | 7-(2-aminoethyl) benzothiazolones |
| GB9624482D0 (en) | 1995-12-18 | 1997-01-15 | Zeneca Phaema S A | Chemical compounds |
| GB9526511D0 (en) | 1995-12-23 | 1996-02-28 | Astra Pharma Prod | Pharmaceutically active compounds |
| PL194689B1 (pl) | 1996-02-13 | 2007-06-29 | Astrazeneca Uk Ltd | Pochodne chinazoliny, ich kompozycje farmaceutyczne oraz ich zastosowania |
| EP0885198B1 (en) | 1996-03-05 | 2001-12-19 | AstraZeneca AB | 4-anilinoquinazoline derivatives |
| CA2256492C (en) | 1996-05-20 | 2006-04-04 | Teijin Limited | Diarylalkyl cyclic diamine derivatives as chemokine receptor antagonists |
| GB9718972D0 (en) | 1996-09-25 | 1997-11-12 | Zeneca Ltd | Chemical compounds |
| SE9700706D0 (sv) | 1997-02-27 | 1997-02-27 | Astra Pharma Prod | Process for the preparation of benzothiazoline compounds |
| SE9701304D0 (sv) | 1997-04-09 | 1997-04-09 | Astra Pharma Prod | Compounds |
| GB9714249D0 (en) | 1997-07-08 | 1997-09-10 | Angiogene Pharm Ltd | Vascular damaging agents |
| EP1075278A1 (en) | 1998-01-13 | 2001-02-14 | AstraZeneca UK Limited | PHARMACEUTICAL COMPOSITIONS COMPRISING A COMPOUND HAVING DOPAMINE (D 2?) RECEPTOR AGONIST ACTIVITY AND A COMPOUND (B) HAVING $g(b) 2?-ADRENORECEPTOR AGONIST ACTIVITY |
| US6541669B1 (en) | 1998-06-08 | 2003-04-01 | Theravance, Inc. | β2-adrenergic receptor agonists |
| 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 |
| GB9913083D0 (en) | 1999-06-04 | 1999-08-04 | Novartis Ag | Organic compounds |
| US6683115B2 (en) | 1999-06-02 | 2004-01-27 | Theravance, Inc. | β2-adrenergic receptor agonists |
| SE9902937D0 (sv) | 1999-08-18 | 1999-08-18 | Astra Pharma Prod | Pharmaceutical compositions |
| SE9902936D0 (sv) | 1999-08-18 | 1999-08-18 | Astra Pharma Prod | Pharmaceutical compositions |
| SE9902938D0 (sv) | 1999-08-18 | 1999-08-18 | Astra Pharma Prod | Pharmaceutical compositions |
| SE9902935D0 (sv) | 1999-08-18 | 1999-08-18 | Astra Pharma Prod | Pharmaceutical compositions |
| OA11558A (en) | 1999-12-08 | 2004-06-03 | Advanced Medicine Inc | Beta 2-adrenergic receptor agonists. |
| EP1289952A1 (en) | 2000-05-31 | 2003-03-12 | AstraZeneca AB | Indole derivatives with vascular damaging activity |
| WO2002008213A1 (en) | 2000-07-07 | 2002-01-31 | Angiogene Pharmaceuticals Limited | Colchinol derivatives as angiogenesis inhibitors |
| CN1255391C (zh) | 2000-07-07 | 2006-05-10 | 安吉奥金尼药品有限公司 | 作为血管破坏剂的colchinol衍生物 |
| US6506901B2 (en) | 2000-07-17 | 2003-01-14 | Wyeth | Substituted 2-(S)-hydroxy-3-(piperidin-4-yl-methylamino)-propyl ethers and substituted 2-aryl-2-(R)-hydroxy-1-(piperidin-4-yl-methyl)-ethylamine β-3 adrenergic receptor agonists |
| EP1370521B1 (en) | 2001-03-22 | 2007-12-19 | Glaxo Group Limited | Formanilide derivatives as beta2-adrenoreceptor agonists |
| PL211953B1 (pl) | 2001-09-14 | 2012-07-31 | Glaxo Group Ltd | Pochodna fenetanoloaminy, zawierający ją środek farmaceutyczny i zastosowanie pochodnej fenetanoloaminy |
| US20030229058A1 (en) | 2001-11-13 | 2003-12-11 | Moran Edmund J. | Aryl aniline beta2 adrenergic receptor agonists |
| GB0217225D0 (en) | 2002-07-25 | 2002-09-04 | Glaxo Group Ltd | Medicinal compounds |
| PE20050130A1 (es) | 2002-08-09 | 2005-03-29 | Novartis Ag | Compuestos organicos |
| GB0225540D0 (en) | 2002-11-01 | 2002-12-11 | Glaxo Group Ltd | Medicinal compounds |
| 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 |
| GB0303396D0 (en) | 2003-02-14 | 2003-03-19 | Glaxo Group Ltd | Medicinal compounds |
| US7317102B2 (en) | 2003-04-01 | 2008-01-08 | Theravance, Inc. | Diarylmethyl and related compounds |
| TW200526547A (en) | 2003-09-22 | 2005-08-16 | Theravance Inc | Amino-substituted ethylamino β2 adrenergic receptor agonists |
| GB0324654D0 (en) | 2003-10-22 | 2003-11-26 | Glaxo Group Ltd | Medicinal compounds |
| GB0324886D0 (en) | 2003-10-24 | 2003-11-26 | Glaxo Group Ltd | Medicinal compounds |
| JP2005187357A (ja) | 2003-12-25 | 2005-07-14 | Nippon Suisan Kaisha Ltd | 選択的なβ２受容体アゴニスト活性を有するベンゾチアゾロン誘導体の製造方法 |
| TW200531692A (en) | 2004-01-12 | 2005-10-01 | Theravance Inc | Aryl aniline derivatives as β2 adrenergic receptor agonists |
| GB0402797D0 (en) | 2004-02-09 | 2004-03-10 | Novartis Ag | Organic compounds |
| WO2005092861A1 (en) | 2004-03-11 | 2005-10-06 | Pfizer Limited | Quinolinone derivatives pharmaceutical compositions containing them and their use |
| EP1577306A1 (de) | 2004-03-17 | 2005-09-21 | Boehringer Ingelheim Pharma GmbH & Co.KG | Neue Benzoxazinonderivate als langwirksame Betamimetika zur Behandlung von Atemwegserkrankungen |
| WO2005092841A1 (en) | 2004-03-23 | 2005-10-06 | Pfizer Limited | Compounds having beta-agonist activity |
| EP1595873A1 (de) | 2004-05-13 | 2005-11-16 | Boehringer Ingelheim Pharma GmbH & Co.KG | Substituierte Cycloalkylderivate zur Behandlung von Atemswegerkrankungen |
| EP1789394A1 (de) | 2004-05-13 | 2007-05-30 | Boehringer Ingelheim International Gmbh | Hydroxy-substituierte benzkondensierte heterozyklen als betaagonisten zur behandlung von atemwegserkrankungen |
| DE102004024453A1 (de) | 2004-05-14 | 2006-01-05 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue langwirksame Bronchodilatoren zur Behandlung von Atemwegserkrankungen |
| CN1984876A (zh) | 2004-06-03 | 2007-06-20 | 施万制药 | 二胺类β2肾上腺素能受体激动剂 |
| EP1778638A1 (en) | 2004-07-21 | 2007-05-02 | Theravance, Inc. | Diaryl ether beta2 adrenergic receptor agonists |
| WO2006023457A1 (en) | 2004-08-16 | 2006-03-02 | Theravance, Inc. | COMPOUNDS HAVING β2 ADRENERGIC RECEPTOR AGONIST AND MUSCARINIC RECEPTOR ANTAGONIST ACTIVITY |
| JP2008510015A (ja) | 2004-08-16 | 2008-04-03 | 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化合物 |
| EP1786762A2 (en) | 2004-09-10 | 2007-05-23 | Theravance, Inc. | Amidine substituted aryl aniline compounds |
| GB0426164D0 (en) | 2004-11-29 | 2004-12-29 | Novartis Ag | Organic compounds |
| CN101137625A (zh) | 2005-01-11 | 2008-03-05 | 葛兰素集团有限公司 | β2肾上腺素能激动剂的肉桂酸盐 |
| GB0511066D0 (en) | 2005-05-31 | 2005-07-06 | Novartis Ag | Organic compounds |
| AU2006271356A1 (en) | 2005-07-18 | 2007-01-25 | Pfizer Limited | Process for the preparation of sulfonamide derivatives |
| TW200738658A (en) * | 2005-08-09 | 2007-10-16 | Astrazeneca Ab | Novel compounds |
| TW200740781A (en) | 2005-08-29 | 2007-11-01 | Astrazeneca Ab | Novel compounds |
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| TW200745067A (en) | 2006-03-14 | 2007-12-16 | Astrazeneca Ab | Novel compounds |
| WO2008041914A1 (en) | 2006-10-06 | 2008-04-10 | Astrazeneca Ab | 5-(2-AMINO-L-HYDROXYETHYL)-8-HYDROXY-2-OXOQUINOLINE DERIVATIVES AND OTHER COMPOUNDS AS β2 -ADRENERGIC AGONISTS |
| US20100056508A1 (en) | 2006-12-20 | 2010-03-04 | Astrazeneca Ab | Amine derivatives and their use in beta-2-adrenoreceptor mediated diseases |
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| GB0702458D0 (en) | 2007-02-08 | 2007-03-21 | Astrazeneca Ab | Salts 668 |
| 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 |
| GB0702459D0 (en) | 2007-02-08 | 2007-03-21 | Astrazeneca Ab | Salts 669 |
| GB0704000D0 (en) | 2007-03-01 | 2007-04-11 | Astrazeneca Ab | Salts 670 |
| GB0703999D0 (en) | 2007-03-01 | 2007-04-11 | Astrazeneca Ab | New combination 667 |
| WO2009037503A2 (en) | 2007-09-18 | 2009-03-26 | Astrazeneca Ab | New combination - 012 for the treatment of respiratory diseases |
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2006
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- 2006-08-03 US US12/063,322 patent/US7709511B2/en active Active
- 2006-08-03 MX MX2008001664A patent/MX2008001664A/es active IP Right Grant
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- 2006-08-03 CA CA2618511A patent/CA2618511C/en not_active Expired - Fee Related
- 2006-08-03 JP JP2008525958A patent/JP4522474B2/ja not_active Expired - Fee Related
- 2006-08-03 BR BRPI0614542-6A patent/BRPI0614542A2/pt not_active IP Right Cessation
- 2006-08-03 AU AU2006277074A patent/AU2006277074B2/en not_active Ceased
- 2006-08-03 EP EP06769596A patent/EP1915354A4/en not_active Withdrawn
- 2006-08-03 KR KR1020087003165A patent/KR20080033372A/ko not_active Ceased
- 2006-08-03 NZ NZ565472A patent/NZ565472A/en not_active IP Right Cessation
- 2006-08-07 MY MYPI20063812A patent/MY145647A/en unknown
- 2006-08-08 UY UY29732A patent/UY29732A1/es not_active Application Discontinuation
- 2006-08-09 AR ARP060103492A patent/AR056026A1/es not_active Application Discontinuation
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2008
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- 2008-03-06 EC EC2008008246A patent/ECSP088246A/es unknown
- 2008-03-07 NO NO20081217A patent/NO20081217L/no not_active Application Discontinuation
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2010
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- 2010-06-03 AU AU2010202319A patent/AU2010202319B2/en not_active Ceased
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997010227A1 (en) * | 1995-09-15 | 1997-03-20 | Astra Pharmaceuticals Limited | Benzothiazolone derivatives |
Non-Patent Citations (1)
| Title |
|---|
| J Med Chem 2003, vol 46, 3210 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007018461A1 (en) | 2007-02-15 |
| AR056026A1 (es) | 2007-09-12 |
| US20100210688A1 (en) | 2010-08-19 |
| KR20080033372A (ko) | 2008-04-16 |
| CA2618511A1 (en) | 2007-02-15 |
| ECSP088246A (es) | 2008-05-30 |
| CA2618511C (en) | 2011-03-15 |
| EP1915354A4 (en) | 2010-07-14 |
| AU2010202319B2 (en) | 2011-09-22 |
| MX2008001664A (es) | 2008-02-19 |
| IL188857A0 (en) | 2008-04-13 |
| NO20081217L (no) | 2008-04-15 |
| TW200738658A (en) | 2007-10-16 |
| JP2009504639A (ja) | 2009-02-05 |
| JP4522474B2 (ja) | 2010-08-11 |
| AU2006277074A1 (en) | 2007-02-15 |
| EP1915354A1 (en) | 2008-04-30 |
| UY29732A1 (es) | 2007-03-30 |
| NZ565472A (en) | 2011-03-31 |
| US20080300275A1 (en) | 2008-12-04 |
| BRPI0614542A2 (pt) | 2012-11-27 |
| AU2010202319A1 (en) | 2010-07-01 |
| MY145647A (en) | 2012-03-15 |
| US7709511B2 (en) | 2010-05-04 |
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