AU2003249604B2 - A2B adenosine receptor antagonists - Google Patents
A2B adenosine receptor antagonists Download PDFInfo
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- AU2003249604B2 AU2003249604B2 AU2003249604A AU2003249604A AU2003249604B2 AU 2003249604 B2 AU2003249604 B2 AU 2003249604B2 AU 2003249604 A AU2003249604 A AU 2003249604A AU 2003249604 A AU2003249604 A AU 2003249604A AU 2003249604 B2 AU2003249604 B2 AU 2003249604B2
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- dione
- trihydropurine
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- compound
- dipropyl
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- 229940121359 adenosine receptor antagonist Drugs 0.000 title abstract description 6
- 239000000296 purinergic P1 receptor antagonist Substances 0.000 title abstract description 6
- 101150078577 Adora2b gene Proteins 0.000 title description 18
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- -1 3-(4-chlorophenyl) [1,2,4]oxadiazol-5-yl Chemical group 0.000 claims description 132
- 239000001257 hydrogen Substances 0.000 claims description 79
- 229910052739 hydrogen Inorganic materials 0.000 claims description 79
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 74
- 125000001072 heteroaryl group Chemical group 0.000 claims description 57
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 49
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 42
- 125000003545 alkoxy group Chemical group 0.000 claims description 33
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- 125000000623 heterocyclic group Chemical group 0.000 claims description 23
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- 125000004505 1,2,4-oxadiazol-5-yl group Chemical group O1N=CN=C1* 0.000 claims description 3
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- STPGARCTSMLTPK-UHFFFAOYSA-N tert-butyl 1,3-dibenzyl-8-(2-fluoro-3-hydroxyphenyl)-2,6-dioxopurine-7-carboxylate Chemical compound O=C1N(CC=2C=CC=CC=2)C(=O)C=2N(C(=O)OC(C)(C)C)C(C=3C(=C(O)C=CC=3)F)=NC=2N1CC1=CC=CC=C1 STPGARCTSMLTPK-UHFFFAOYSA-N 0.000 description 1
- MCJYWDAOHOHJGS-UHFFFAOYSA-N tert-butyl 1,3-dibutyl-8-(4-hydroxy-3-methoxyphenyl)-2,6-dioxopurine-7-carboxylate Chemical compound CC(C)(C)OC(=O)N1C=2C(=O)N(CCCC)C(=O)N(CCCC)C=2N=C1C1=CC=C(O)C(OC)=C1 MCJYWDAOHOHJGS-UHFFFAOYSA-N 0.000 description 1
- QTDFDEBHIFCKGW-UHFFFAOYSA-N tert-butyl 1,3-diethyl-8-(4-hydroxyphenyl)-2,6-dioxopurine-7-carboxylate Chemical compound CC(C)(C)OC(=O)N1C=2C(=O)N(CC)C(=O)N(CC)C=2N=C1C1=CC=C(O)C=C1 QTDFDEBHIFCKGW-UHFFFAOYSA-N 0.000 description 1
- UZUCKIYCKNSJTB-UHFFFAOYSA-N tert-butyl 8-(3-hydroxypyridin-2-yl)-1,3-bis(2-methylpropyl)-2,6-dioxopurine-7-carboxylate Chemical compound CC(C)(C)OC(=O)N1C=2C(=O)N(CC(C)C)C(=O)N(CC(C)C)C=2N=C1C1=NC=CC=C1O UZUCKIYCKNSJTB-UHFFFAOYSA-N 0.000 description 1
- PUIKLAWXBSOGEJ-UHFFFAOYSA-N tert-butyl 8-(4-hydroxyphenyl)-1,3-bis(2-methoxyethyl)-2,6-dioxopurine-7-carboxylate Chemical compound CC(C)(C)OC(=O)N1C=2C(=O)N(CCOC)C(=O)N(CCOC)C=2N=C1C1=CC=C(O)C=C1 PUIKLAWXBSOGEJ-UHFFFAOYSA-N 0.000 description 1
- LAESWYYKVINKJE-UHFFFAOYSA-N tert-butyl 8-(4-hydroxyphenyl)-2,6-dioxo-1,3-bis[[4-(trifluoromethyl)phenyl]methyl]purine-7-carboxylate Chemical compound O=C1N(CC=2C=CC(=CC=2)C(F)(F)F)C(=O)C=2N(C(=O)OC(C)(C)C)C(C=3C=CC(O)=CC=3)=NC=2N1CC1=CC=C(C(F)(F)F)C=C1 LAESWYYKVINKJE-UHFFFAOYSA-N 0.000 description 1
- LNFWBKYKNAWSPN-UHFFFAOYSA-N tert-butyl 8-[4-hydroxy-2-(trifluoromethyl)phenyl]-2,6-dioxo-1,3-bis(2-phenylethyl)purine-7-carboxylate Chemical compound O=C1N(CCC=2C=CC=CC=2)C(=O)C=2N(C(=O)OC(C)(C)C)C(C=3C(=CC(O)=CC=3)C(F)(F)F)=NC=2N1CCC1=CC=CC=C1 LNFWBKYKNAWSPN-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- JILOFGXUYHCRMD-UHFFFAOYSA-M tetratert-butylazanium;fluoride Chemical compound [F-].CC(C)(C)[N+](C(C)(C)C)(C(C)(C)C)C(C)(C)C JILOFGXUYHCRMD-UHFFFAOYSA-M 0.000 description 1
- 229960004559 theobromine Drugs 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
- 229940033663 thimerosal Drugs 0.000 description 1
- 230000030968 tissue homeostasis Effects 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 230000037317 transdermal delivery Effects 0.000 description 1
- 230000009529 traumatic brain injury Effects 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 125000005259 triarylamine group Chemical group 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- 229960000281 trometamol Drugs 0.000 description 1
- 230000005740 tumor formation Effects 0.000 description 1
- 208000001072 type 2 diabetes mellitus Diseases 0.000 description 1
- 230000009959 type I hypersensitivity Effects 0.000 description 1
- 206010061393 typhus Diseases 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/04—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms
- C07D473/06—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Diabetes (AREA)
- Pulmonology (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Ophthalmology & Optometry (AREA)
- Urology & Nephrology (AREA)
- Hematology (AREA)
- Vascular Medicine (AREA)
- Psychology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Obesity (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU2011224104A AU2011224104B2 (en) | 2003-05-06 | 2011-09-16 | A2B adenosine receptor antagonists |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/US2003/014085 WO2004106337A1 (en) | 2003-05-06 | 2003-05-06 | Xanthine derivatives as a2b adenosine receptor antagonists |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2011224104A Division AU2011224104B2 (en) | 2003-05-06 | 2011-09-16 | A2B adenosine receptor antagonists |
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| AU2003249604A1 AU2003249604A1 (en) | 2005-01-21 |
| AU2003249604B2 true AU2003249604B2 (en) | 2011-06-30 |
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Country Status (15)
| Country | Link |
|---|---|
| EP (1) | EP1622908B1 (enExample) |
| JP (1) | JP2006515316A (enExample) |
| CN (1) | CN100590125C (enExample) |
| AT (1) | ATE403656T1 (enExample) |
| AU (1) | AU2003249604B2 (enExample) |
| CA (1) | CA2524778C (enExample) |
| CY (1) | CY1108457T1 (enExample) |
| DE (1) | DE60322748D1 (enExample) |
| DK (1) | DK1622908T3 (enExample) |
| ES (1) | ES2311759T3 (enExample) |
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| NZ (1) | NZ543416A (enExample) |
| PT (1) | PT1622908E (enExample) |
| SI (1) | SI1622908T1 (enExample) |
| WO (1) | WO2004106337A1 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2415858C2 (ru) * | 2005-06-16 | 2011-04-10 | Си Ви Терапьютикс, Инк. | Пролекарства антагонистов a2b рецептора аденозина |
| ES2270715B1 (es) | 2005-07-29 | 2008-04-01 | Laboratorios Almirall S.A. | Nuevos derivados de pirazina. |
| ES2274712B1 (es) | 2005-10-06 | 2008-03-01 | Laboratorios Almirall S.A. | Nuevos derivados imidazopiridina. |
| US20070208040A1 (en) * | 2006-03-02 | 2007-09-06 | Elfatih Elzein | A2a adenosine receptor antagonists |
| WO2009088518A1 (en) * | 2008-01-11 | 2009-07-16 | Cv Therapeutics, Inc. | A2b adenosine receptor antagonists for the treatment of cancer |
| US8871751B2 (en) | 2008-01-18 | 2014-10-28 | The Board Of Trustees Of The University Of Illinois | Compositions and methods relating to nuclear hormone and steroid hormone receptors including inhibitors of estrogen receptor alpha-mediated gene expression and inhibition of breast cancer |
| BRPI0909157A2 (pt) * | 2008-03-26 | 2015-11-24 | Advinus Therapeutics Private Ltd | compostos heterocíclicos como antagonistas de receptores de adenosina |
| WO2009157938A1 (en) * | 2008-06-26 | 2009-12-30 | Cv Therapeutics, Inc. | A2b adenosine receptor antagonists for treating cancer |
| US8859566B2 (en) | 2009-03-13 | 2014-10-14 | Advinus Therapeutics Private Limited | Substituted fused pyrimidine compounds |
| US8796290B2 (en) | 2009-11-09 | 2014-08-05 | Advinus Therapeutics Limited | Substituted fused pyrimidine compounds, its preparation and uses thereof |
| AU2011303420B2 (en) | 2010-09-13 | 2014-03-20 | Impetis Biosciences Ltd. | Purine compounds as prodrugs of A2B adenosine receptor antagonists, their process and medicinal applications |
| EP2970303B3 (en) * | 2013-03-15 | 2018-08-01 | Hydra Biosciences, Inc. | Substituted xanthines and methods of use thereof |
| ES2580702B1 (es) | 2015-02-25 | 2017-06-08 | Palobiofarma, S.L. | Derivados de 2-aminopiridina como antagonistas del receptor A2b de adenosina y ligandos del receptor MT3 de melatonina |
| EP3389664A4 (en) | 2015-12-14 | 2020-01-08 | Raze Therapeutics Inc. | MTHFD2 CAFFEIN INHIBITORS AND USES THEREOF |
| US11045472B2 (en) * | 2017-05-05 | 2021-06-29 | Arcus Biosciences, Inc. | Quinazoline-pyridine derivatives for the treatment of cancer-related disorders |
| US20210040097A1 (en) * | 2018-03-05 | 2021-02-11 | Teon Therapeutics, Inc. | Adenosine receptor antagonists and uses thereof |
| CN113727999A (zh) | 2019-01-11 | 2021-11-30 | 奥默罗斯公司 | 用于治疗癌症的方法和组合物 |
| CN118459463B (zh) * | 2024-07-10 | 2024-09-06 | 山东中医药大学附属医院 | 一种化合物及其制备方法和治疗2型糖尿病的用途 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4879296A (en) * | 1985-04-27 | 1989-11-07 | Burroughs Wellcome Co. | Xanthine derivatives |
| WO2000073307A2 (en) * | 1999-06-01 | 2000-12-07 | University Of Virginia Patent Foundation | Substituted 8-phenylxanthines useful as antagonists of a2b adenosine receptors |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4878296A (en) * | 1988-04-22 | 1989-11-07 | The United States Of America As Represented By The Secretary Of The Navy | Apparatus and method for locating the axis of symmetry (center of circular cross section) of three dimensional objects |
| DE3843117A1 (de) * | 1988-12-22 | 1990-06-28 | Boehringer Ingelheim Kg | Neue xanthinderivate mit adenosin-antagonistischer wirkung |
| JPH06102662B2 (ja) * | 1989-09-01 | 1994-12-14 | 協和醗酵工業株式会社 | キサンチン誘導体 |
| WO1995011681A1 (en) * | 1993-10-29 | 1995-05-04 | Merck & Co., Inc. | Human adenosine receptor antagonists |
| DE19535504A1 (de) * | 1995-09-25 | 1997-03-27 | Bayer Ag | Substituierte Xanthine |
| US6117878A (en) * | 1998-02-24 | 2000-09-12 | University Of Virginia | 8-phenyl- or 8-cycloalkyl xanthine antagonists of A2B human adenosine receptors |
| ES2189079T3 (es) * | 1998-04-24 | 2003-07-01 | Leuven K U Res & Dev | Efectos inmunosupresores de derivados de xantina 8-sustituidos. |
| KR100883292B1 (ko) * | 2001-06-29 | 2009-02-11 | 씨브이 쎄러퓨틱스, 인코포레이티드 | Ａ２ｂ 아데노신 수용체 길항제로서의 퓨린 유도체 |
| PT1444233E (pt) * | 2001-11-09 | 2011-09-29 | Gilead Palo Alto Inc | Antagonistas de receptor de adenosina a2b |
| WO2003063800A2 (en) * | 2002-02-01 | 2003-08-07 | King Pharmaceuticals Research And Development, Inc. | 8-heteroaryl xanthine adenosine a2b receptor antagonists |
-
2003
- 2003-05-06 WO PCT/US2003/014085 patent/WO2004106337A1/en not_active Ceased
- 2003-05-06 AU AU2003249604A patent/AU2003249604B2/en not_active Ceased
- 2003-05-06 PT PT03817096T patent/PT1622908E/pt unknown
- 2003-05-06 DK DK03817096T patent/DK1622908T3/da active
- 2003-05-06 NZ NZ543416A patent/NZ543416A/en not_active IP Right Cessation
- 2003-05-06 CN CN03826411A patent/CN100590125C/zh not_active Expired - Fee Related
- 2003-05-06 CA CA2524778A patent/CA2524778C/en not_active Expired - Fee Related
- 2003-05-06 MX MXPA05011860A patent/MXPA05011860A/es active IP Right Grant
- 2003-05-06 SI SI200331355T patent/SI1622908T1/sl unknown
- 2003-05-06 AT AT03817096T patent/ATE403656T1/de active
- 2003-05-06 EP EP03817096A patent/EP1622908B1/en not_active Expired - Lifetime
- 2003-05-06 ES ES03817096T patent/ES2311759T3/es not_active Expired - Lifetime
- 2003-05-06 JP JP2005500296A patent/JP2006515316A/ja active Pending
- 2003-05-06 DE DE60322748T patent/DE60322748D1/de not_active Expired - Lifetime
-
2008
- 2008-10-27 CY CY20081101212T patent/CY1108457T1/el unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4879296A (en) * | 1985-04-27 | 1989-11-07 | Burroughs Wellcome Co. | Xanthine derivatives |
| WO2000073307A2 (en) * | 1999-06-01 | 2000-12-07 | University Of Virginia Patent Foundation | Substituted 8-phenylxanthines useful as antagonists of a2b adenosine receptors |
Also Published As
| Publication number | Publication date |
|---|---|
| NZ543416A (en) | 2009-01-31 |
| EP1622908A1 (en) | 2006-02-08 |
| HK1092137A1 (en) | 2007-02-02 |
| DE60322748D1 (de) | 2008-09-18 |
| MXPA05011860A (es) | 2006-02-17 |
| JP2006515316A (ja) | 2006-05-25 |
| CN100590125C (zh) | 2010-02-17 |
| PT1622908E (pt) | 2008-11-14 |
| EP1622908B1 (en) | 2008-08-06 |
| ATE403656T1 (de) | 2008-08-15 |
| AU2003249604A1 (en) | 2005-01-21 |
| SI1622908T1 (sl) | 2008-12-31 |
| CN1771250A (zh) | 2006-05-10 |
| DK1622908T3 (da) | 2008-11-17 |
| ES2311759T3 (es) | 2009-02-16 |
| CA2524778A1 (en) | 2004-12-09 |
| WO2004106337A1 (en) | 2004-12-09 |
| CA2524778C (en) | 2013-01-29 |
| CY1108457T1 (el) | 2014-04-09 |
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Legal Events
| Date | Code | Title | Description |
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| DA3 | Amendments made section 104 |
Free format text: THE NATURE OF THE AMENDMENT IS: AMEND THE INVENTION TITLE TO READ A2B ADENOSINE RECEPTOR ANTAGONISTS |
|
| FGA | Letters patent sealed or granted (standard patent) | ||
| PC | Assignment registered |
Owner name: GILEAD SCIENCES, INC. Free format text: FORMER OWNER WAS: GILEAD PALO ALTO, INC. |
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| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |