MXPA01011113A - Derivados de adenosina agonistas a1-n6 heterociclos 5'-tio substituidos parcial o totalmente. - Google Patents
Derivados de adenosina agonistas a1-n6 heterociclos 5'-tio substituidos parcial o totalmente.Info
- Publication number
- MXPA01011113A MXPA01011113A MXPA01011113A MXPA01011113A MXPA01011113A MX PA01011113 A MXPA01011113 A MX PA01011113A MX PA01011113 A MXPA01011113 A MX PA01011113A MX PA01011113 A MXPA01011113 A MX PA01011113A MX PA01011113 A MXPA01011113 A MX PA01011113A
- Authority
- MX
- Mexico
- Prior art keywords
- alkyl
- aryl
- group
- heteroaryl
- oxolan
- Prior art date
Links
- 230000036961 partial effect Effects 0.000 title abstract description 7
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 69
- 230000000694 effects Effects 0.000 claims abstract description 22
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 19
- 241000124008 Mammalia Species 0.000 claims abstract description 18
- 208000035475 disorder Diseases 0.000 claims abstract description 16
- 230000000747 cardiac effect Effects 0.000 claims abstract description 7
- 230000003919 adipocyte function Effects 0.000 claims abstract description 6
- 206010012601 diabetes mellitus Diseases 0.000 claims abstract description 6
- 208000008589 Obesity Diseases 0.000 claims abstract description 4
- 235000020824 obesity Nutrition 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 239
- 125000003118 aryl group Chemical group 0.000 claims description 180
- 125000001072 heteroaryl group Chemical group 0.000 claims description 132
- 239000000203 mixture Substances 0.000 claims description 83
- -1 CF 3 Chemical group 0.000 claims description 75
- 125000005843 halogen group Chemical group 0.000 claims description 72
- 229910052739 hydrogen Inorganic materials 0.000 claims description 68
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 68
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 63
- 125000001424 substituent group Chemical group 0.000 claims description 61
- 150000001875 compounds Chemical class 0.000 claims description 52
- 239000001257 hydrogen Substances 0.000 claims description 46
- OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 claims description 36
- 125000004545 purin-9-yl group Chemical group N1=CN=C2N(C=NC2=C1)* 0.000 claims description 34
- 125000003342 alkenyl group Chemical group 0.000 claims description 29
- 229910052799 carbon Inorganic materials 0.000 claims description 24
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 23
- 102000005962 receptors Human genes 0.000 claims description 23
- 108020003175 receptors Proteins 0.000 claims description 23
- 125000003545 alkoxy group Chemical group 0.000 claims description 22
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 22
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 22
- 125000000304 alkynyl group Chemical group 0.000 claims description 21
- 125000004104 aryloxy group Chemical group 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 20
- 229910052757 nitrogen Inorganic materials 0.000 claims description 20
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 claims description 19
- 239000002126 C01EB10 - Adenosine Substances 0.000 claims description 18
- 229960005305 adenosine Drugs 0.000 claims description 18
- 229910052736 halogen Inorganic materials 0.000 claims description 18
- 150000002367 halogens Chemical class 0.000 claims description 18
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 17
- 150000002431 hydrogen Chemical group 0.000 claims description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 15
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 15
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 15
- 125000003107 substituted aryl group Chemical group 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 13
- SSYDTHANSGMJTP-UHFFFAOYSA-N oxolane-3,4-diol Chemical compound OC1COCC1O SSYDTHANSGMJTP-UHFFFAOYSA-N 0.000 claims description 13
- 229910052760 oxygen Inorganic materials 0.000 claims description 12
- 229910052717 sulfur Inorganic materials 0.000 claims description 12
- 108050000203 Adenosine receptors Proteins 0.000 claims description 10
- 102000009346 Adenosine receptors Human genes 0.000 claims description 10
- 125000002252 acyl group Chemical group 0.000 claims description 10
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 claims description 10
- 239000008194 pharmaceutical composition Substances 0.000 claims description 9
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 8
- 230000004936 stimulating effect Effects 0.000 claims description 8
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 7
- 125000004429 atom Chemical group 0.000 claims description 6
- 125000002950 monocyclic group Chemical group 0.000 claims description 6
- YBJCDTIWNDBNTM-UHFFFAOYSA-N 1-methylsulfonylethane Chemical compound CCS(C)(=O)=O YBJCDTIWNDBNTM-UHFFFAOYSA-N 0.000 claims description 5
- 101100240528 Caenorhabditis elegans nhr-23 gene Proteins 0.000 claims description 5
- 102000004877 Insulin Human genes 0.000 claims description 5
- 108090001061 Insulin Proteins 0.000 claims description 5
- 229940125396 insulin Drugs 0.000 claims description 5
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 5
- 230000004224 protection Effects 0.000 claims description 5
- JMCLCUOVJBQBFX-VIEUHXQJSA-N (2s,3s,4r,5r)-2-[(4-methylphenyl)sulfanylmethyl]-5-[6-[[(3r)-oxolan-3-yl]amino]purin-9-yl]oxolane-3,4-diol Chemical compound C1=CC(C)=CC=C1SC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C3=NC=NC(N[C@H]4COCC4)=C3N=C2)O1 JMCLCUOVJBQBFX-VIEUHXQJSA-N 0.000 claims description 4
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 4
- 206010003658 Atrial Fibrillation Diseases 0.000 claims description 4
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- 230000001746 atrial effect Effects 0.000 claims description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
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- 239000000546 pharmaceutical excipient Substances 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- DGNOMQHJMKQNSB-RSUGUSAISA-N (2r,3r,4s,5s)-2-[6-[[(3r)-oxolan-3-yl]amino]purin-9-yl]-5-(propan-2-ylsulfanylmethyl)oxolane-3,4-diol Chemical compound O[C@@H]1[C@H](O)[C@@H](CSC(C)C)O[C@H]1N1C2=NC=NC(N[C@H]3COCC3)=C2N=C1 DGNOMQHJMKQNSB-RSUGUSAISA-N 0.000 claims description 3
- PFFMXFGIQGDWRM-CPJTVBMOSA-N (2r,3r,4s,5s)-2-[6-[[(3r)-oxolan-3-yl]amino]purin-9-yl]-5-[[4-(trifluoromethyl)phenyl]sulfanylmethyl]oxolane-3,4-diol Chemical compound C([C@@H]1[C@H]([C@H]([C@@H](O1)N1C2=NC=NC(N[C@H]3COCC3)=C2N=C1)O)O)SC1=CC=C(C(F)(F)F)C=C1 PFFMXFGIQGDWRM-CPJTVBMOSA-N 0.000 claims description 3
- YLJKUUXEYVVNDB-ZGOQAQPGSA-N (2s,3s,4r,5r)-2-(ethylsulfanylmethyl)-5-[6-[[(3r)-oxolan-3-yl]amino]purin-9-yl]oxolane-3,4-diol Chemical compound O[C@@H]1[C@H](O)[C@@H](CSCC)O[C@H]1N1C2=NC=NC(N[C@H]3COCC3)=C2N=C1 YLJKUUXEYVVNDB-ZGOQAQPGSA-N 0.000 claims description 3
- ZERGZRPUBSLECK-CPJTVBMOSA-N (2s,3s,4r,5r)-2-[(4-chlorophenyl)sulfanylmethyl]-5-[6-[[(3r)-oxolan-3-yl]amino]purin-9-yl]oxolane-3,4-diol Chemical compound C([C@@H]1[C@H]([C@H]([C@@H](O1)N1C2=NC=NC(N[C@H]3COCC3)=C2N=C1)O)O)SC1=CC=C(Cl)C=C1 ZERGZRPUBSLECK-CPJTVBMOSA-N 0.000 claims description 3
- KUWZZHVBEBCUBW-UMGDAMFDSA-N (2s,3s,4r,5r)-2-[(4-methoxyphenyl)sulfanylmethyl]-5-[6-[[(3r)-oxolan-3-yl]amino]purin-9-yl]oxolane-3,4-diol Chemical compound C1=CC(OC)=CC=C1SC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C3=NC=NC(N[C@H]4COCC4)=C3N=C2)O1 KUWZZHVBEBCUBW-UMGDAMFDSA-N 0.000 claims description 3
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- DECYRATUARXSAL-CPJTVBMOSA-N (2r,3r,4s,5s)-2-[6-[[(3r)-oxolan-3-yl]amino]purin-9-yl]-5-(phenylsulfanylmethyl)oxolane-3,4-diol Chemical compound C([C@@H]1[C@H]([C@H]([C@@H](O1)N1C2=NC=NC(N[C@H]3COCC3)=C2N=C1)O)O)SC1=CC=CC=C1 DECYRATUARXSAL-CPJTVBMOSA-N 0.000 claims 1
- CZCSUINWKDKTIO-JGPCONTHSA-N (2s,3s,4r,5r)-2-[(2-methoxyphenyl)sulfanylmethyl]-5-[6-[[(3r)-oxolan-3-yl]amino]purin-9-yl]oxolane-3,4-diol Chemical compound COC1=CC=CC=C1SC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C3=NC=NC(N[C@H]4COCC4)=C3N=C2)O1 CZCSUINWKDKTIO-JGPCONTHSA-N 0.000 claims 1
- YXEJTXDOMWJKLF-CPJTVBMOSA-N (2s,3s,4r,5r)-2-[(4-fluorophenyl)sulfanylmethyl]-5-[6-[[(3r)-oxolan-3-yl]amino]purin-9-yl]oxolane-3,4-diol Chemical compound C([C@@H]1[C@H]([C@H]([C@@H](O1)N1C2=NC=NC(N[C@H]3COCC3)=C2N=C1)O)O)SC1=CC=C(F)C=C1 YXEJTXDOMWJKLF-CPJTVBMOSA-N 0.000 claims 1
- VBDHNUHBSKNOMC-UHFFFAOYSA-N 2-(methylsulfanylmethyl)oxolane-3,4-diol Chemical compound CSCC1OCC(O)C1O VBDHNUHBSKNOMC-UHFFFAOYSA-N 0.000 claims 1
- JSWKBJIKVSXWDJ-UHFFFAOYSA-N 2-(oxolan-3-yl)acetic acid Chemical compound OC(=O)CC1CCOC1 JSWKBJIKVSXWDJ-UHFFFAOYSA-N 0.000 claims 1
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- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 238000011287 therapeutic dose Methods 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- 208000035408 type 1 diabetes mellitus 1 Diseases 0.000 description 1
- 208000001072 type 2 diabetes mellitus Diseases 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 230000024883 vasodilation Effects 0.000 description 1
- 230000002861 ventricular Effects 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000003260 vortexing Methods 0.000 description 1
- 210000000636 white adipocyte Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
- C07H19/167—Purine radicals with ribosyl as the saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
-
- 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
-
- 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
- A61P25/08—Antiepileptics; Anticonvulsants
-
- 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
- A61P3/04—Anorexiants; Antiobesity agents
-
- 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
- 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
-
- 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
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- 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)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Cardiology (AREA)
- Diabetes (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Heart & Thoracic Surgery (AREA)
- Biotechnology (AREA)
- Hematology (AREA)
- Biomedical Technology (AREA)
- Obesity (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Emergency Medicine (AREA)
- Vascular Medicine (AREA)
- Pain & Pain Management (AREA)
- Hospice & Palliative Care (AREA)
- Urology & Nephrology (AREA)
- Endocrinology (AREA)
- Child & Adolescent Psychology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Saccharide Compounds (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/454,136 US6605597B1 (en) | 1999-12-03 | 1999-12-03 | Partial or full A1agonists-N-6 heterocyclic 5′-thio substituted adenosine derivatives |
| PCT/US2000/032721 WO2001040246A1 (en) | 1999-12-03 | 2000-12-01 | Partial or full a1 agonists - n6 heterocyclic 5'-thio substituted adenosine derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA01011113A true MXPA01011113A (es) | 2002-06-04 |
Family
ID=23803455
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA01011113A MXPA01011113A (es) | 1999-12-03 | 2000-12-01 | Derivados de adenosina agonistas a1-n6 heterociclos 5'-tio substituidos parcial o totalmente. |
Country Status (25)
| Country | Link |
|---|---|
| US (2) | US6605597B1 (https=) |
| EP (1) | EP1233973B1 (https=) |
| JP (1) | JP4021195B2 (https=) |
| KR (1) | KR100484988B1 (https=) |
| CN (1) | CN1152042C (https=) |
| AR (1) | AR029199A1 (https=) |
| AT (1) | ATE254133T1 (https=) |
| AU (3) | AU4138701A (https=) |
| BR (1) | BR0016126A (https=) |
| CA (1) | CA2389264C (https=) |
| CZ (1) | CZ20013705A3 (https=) |
| DE (1) | DE60006576T2 (https=) |
| DK (1) | DK1233973T3 (https=) |
| ES (1) | ES2208437T3 (https=) |
| HK (1) | HK1047941A1 (https=) |
| HU (1) | HUP0500455A2 (https=) |
| IL (1) | IL145903A (https=) |
| MX (1) | MXPA01011113A (https=) |
| NO (1) | NO20015373L (https=) |
| NZ (1) | NZ514777A (https=) |
| PT (1) | PT1233973E (https=) |
| TR (2) | TR200103129T2 (https=) |
| TW (1) | TWI249536B (https=) |
| WO (2) | WO2001040243A2 (https=) |
| ZA (1) | ZA200204380B (https=) |
Families Citing this family (42)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6214807B1 (en) * | 1999-06-22 | 2001-04-10 | Cv Therapeutics, Inc. | C-pyrazole 2A A receptor agonists |
| US6403567B1 (en) | 1999-06-22 | 2002-06-11 | Cv Therapeutics, Inc. | N-pyrazole A2A adenosine receptor agonists |
| USRE47351E1 (en) | 1999-06-22 | 2019-04-16 | Gilead Sciences, Inc. | 2-(N-pyrazolo)adenosines with application as adenosine A2A receptor agonists |
| US6605597B1 (en) * | 1999-12-03 | 2003-08-12 | Cv Therapeutics, Inc. | Partial or full A1agonists-N-6 heterocyclic 5′-thio substituted adenosine derivatives |
| CA2671940A1 (en) * | 2000-02-23 | 2001-08-30 | Cv Therapeutics, Inc. | Identification of partial agonists of the a2a adenosine receptor |
| GB2372741A (en) * | 2001-03-03 | 2002-09-04 | Univ Leiden | C2,8-Disubstituted adenosine derivatives and their different uses |
| GB2372742A (en) * | 2001-03-03 | 2002-09-04 | Univ Leiden | C2,5'-Disubstituted and N6,C2,5'-trisubstituted adenosine derivatives and their different uses |
| US7713946B2 (en) | 2002-07-11 | 2010-05-11 | Cv Therapeutics, Inc. | Partial and full agonists A1 adenosine receptors |
| US6946449B2 (en) | 2001-07-13 | 2005-09-20 | Cv Therapeutics, Inc. | Partial and full agonists of A1 adenosine receptors |
| US7157440B2 (en) | 2001-07-13 | 2007-01-02 | Cv Therapeutics, Inc. | Partial and full agonists of A1 adenosine receptors |
| JP2005527502A (ja) * | 2002-02-19 | 2005-09-15 | シーブイ・セラピューティクス・インコーポレイテッド | Ａ１アデノシン受容体の部分的および全アゴニスト |
| CN101385738A (zh) * | 2002-04-18 | 2009-03-18 | Cv医药有限公司 | 包括给予A1腺苷激动剂以及β受体阻滞剂、钙通道阻滞剂、或强心苷的治疗心律失常的方法 |
| US8470801B2 (en) | 2002-07-29 | 2013-06-25 | Gilead Sciences, Inc. | Myocardial perfusion imaging methods and compositions |
| NZ537975A (en) * | 2002-07-29 | 2007-08-31 | Cv Therapeutics Inc | Method of producing coronary vasodilation without peripheral vasodilation comprising administering at least 10 mcg of at least one A2A receptor agonist |
| US20050020915A1 (en) * | 2002-07-29 | 2005-01-27 | Cv Therapeutics, Inc. | Myocardial perfusion imaging methods and compositions |
| NZ541651A (en) | 2003-02-03 | 2009-01-31 | Cv Therapeutics Inc | Partial and full agonists of A1 adenosine receptors |
| US7335648B2 (en) | 2003-10-21 | 2008-02-26 | Inspire Pharmaceuticals, Inc. | Non-nucleotide composition and method for inhibiting platelet aggregation |
| US7749981B2 (en) | 2003-10-21 | 2010-07-06 | Inspire Pharmaceuticals, Inc. | Drug-eluting stents coated with non-nucleotide P2Y12 receptor antagonist compound |
| JP2007509180A (ja) | 2003-10-21 | 2007-04-12 | インスパイアー ファーマシューティカルズ，インコーポレイティド | 疼痛を治療するための、非ヌクレオチド組成物および方法 |
| JP2007514647A (ja) | 2003-10-21 | 2007-06-07 | インスパイアー ファーマシューティカルズ，インコーポレイティド | テトラヒドロ−フロ［３，４−ｄ］ジオキソール化合物並びに血小板凝集を阻害する組成物及び方法 |
| CA2544678C (en) | 2003-11-05 | 2013-12-31 | Sunesis Pharmaceuticals, Inc. | Modulators of cellular adhesion |
| KR20070083714A (ko) | 2004-10-20 | 2007-08-24 | 씨브이 쎄러퓨틱스, 인코포레이티드 | Ａ2ａ 아데노신 수용체 작용제의 용도 |
| US7932376B2 (en) | 2005-05-05 | 2011-04-26 | Inspire Pharmaceuticals, Inc. | Pyrimidine-based non-nucleotide composition and method for inhibiting platelet aggregation |
| DK2444079T3 (en) | 2005-05-17 | 2017-01-30 | Sarcode Bioscience Inc | Compositions and Methods for the Treatment of Eye Diseases |
| EA015683B1 (ru) * | 2005-11-30 | 2011-10-31 | Инотек Фармасьютикалз Корпорейшн | Производные пурина и способы их применения |
| US7732595B2 (en) | 2006-02-03 | 2010-06-08 | Gilead Palo Alto, Inc. | Process for preparing an A2A-adenosine receptor agonist and its polymorphs |
| EP2021350B1 (en) | 2006-03-21 | 2016-12-21 | Rheinische Friedrich-Wilhelms-Universität Bonn | Phosphorylated a2a receptor agonists |
| CA2655310A1 (en) * | 2006-06-22 | 2008-05-29 | Cv Therapeutics, Inc. | Use of a2a adenosine receptor agonists in the treatment of ischemia |
| US20090081120A1 (en) * | 2006-09-01 | 2009-03-26 | Cv Therapeutics, Inc. | Methods and Compositions for Increasing Patient Tolerability During Myocardial Imaging Methods |
| RU2459626C2 (ru) * | 2006-09-01 | 2012-08-27 | Гайлид Сайэнсиз, Инк. | Способы и композиции, повышающие переносимость пациентом методов визуализации миокарда |
| US20080170990A1 (en) * | 2006-09-29 | 2008-07-17 | Cv Therapeutics, Inc. | Methods for Myocardial Imaging in Patients Having a History of Pulmonary Disease |
| JP2010515081A (ja) * | 2007-01-03 | 2010-05-06 | ギリアード・パロ・アルト・インコーポレイテッド | 心筋灌流画像化 |
| ES2830024T3 (es) | 2007-10-19 | 2021-06-02 | Novartis Ag | Composiciones y métodos para el tratamiento del edema macular |
| EP2274007B1 (en) | 2008-03-10 | 2016-12-14 | Cornell University | Modulation of blood brain barrier permeability |
| WO2009128934A1 (en) * | 2008-04-15 | 2009-10-22 | Sarcode Corporation | Topical lfa-1 antagonists for use in localized treatment of immune related disorders |
| WO2009139817A2 (en) | 2008-04-15 | 2009-11-19 | Sarcode Corporation | Crystalline pharmaceutical and methods of preparation and use thereof |
| WO2009128932A1 (en) * | 2008-04-15 | 2009-10-22 | Sarcode Corporation | Delivery of lfa-1 antagonists to the gastrointestinal system |
| US20090257957A1 (en) * | 2008-04-15 | 2009-10-15 | John Burnier | Aerosolized LFA-1 antagonists for use in localized treatment of immune related disorders |
| AU2009296235A1 (en) * | 2008-09-29 | 2010-04-01 | Gilead Sciences, Inc. | Combinations of a rate control agent and an A-2-alpha receptor antagonist for use in multidetector computed tomography methods |
| WO2011050175A1 (en) | 2009-10-21 | 2011-04-28 | Sarcode Corporation | Crystalline pharmaceutical and methods of preparation and use thereof |
| CN101934559B (zh) * | 2010-08-12 | 2013-04-17 | 中国电子科技集团公司第四十五研究所 | 具有压力调节机构的砂浆供给装置 |
| KR20200108932A (ko) | 2012-07-25 | 2020-09-21 | 에스에이알코드 바이오사이언스 인코포레이티드 | Lfa-1 저해제 및 그의 다형체 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4373097A (en) | 1981-04-27 | 1983-02-08 | Bioresearch S.R.L. | Process for preparing adenosine derivatives of anti-inflammatory and analgesic activity |
| US5589467A (en) | 1993-09-17 | 1996-12-31 | Novo Nordisk A/S | 2,5',N6-trisubstituted adenosine derivatives |
| WO1995033726A1 (en) * | 1994-06-09 | 1995-12-14 | Ss Pharmaceutical Co., Ltd. | 4-quinolinone derivative or salt thereof |
| US5789416B1 (en) * | 1996-08-27 | 1999-10-05 | Cv Therapeutics Inc | N6 mono heterocyclic substituted adenosine derivatives |
| GB9723566D0 (en) * | 1997-11-08 | 1998-01-07 | Glaxo Group Ltd | Chemical compounds |
| GB9723590D0 (en) * | 1997-11-08 | 1998-01-07 | Glaxo Group Ltd | Chemical compounds |
| US6258793B1 (en) * | 1999-12-03 | 2001-07-10 | Cv Therapeutics, Inc. | N6 heterocyclic 5′ modified adenosine derivatives |
| US6605597B1 (en) * | 1999-12-03 | 2003-08-12 | Cv Therapeutics, Inc. | Partial or full A1agonists-N-6 heterocyclic 5′-thio substituted adenosine derivatives |
| US6294522B1 (en) * | 1999-12-03 | 2001-09-25 | Cv Therapeutics, Inc. | N6 heterocyclic 8-modified adenosine derivatives |
-
1999
- 1999-12-03 US US09/454,136 patent/US6605597B1/en not_active Expired - Fee Related
-
2000
- 2000-11-30 WO PCT/US2000/042509 patent/WO2001040243A2/en not_active Ceased
- 2000-11-30 AU AU41387/01A patent/AU4138701A/en not_active Abandoned
- 2000-12-01 BR BR0016126-8A patent/BR0016126A/pt not_active Application Discontinuation
- 2000-12-01 JP JP2001541001A patent/JP4021195B2/ja not_active Expired - Fee Related
- 2000-12-01 TR TR2001/03129T patent/TR200103129T2/xx unknown
- 2000-12-01 ES ES00980919T patent/ES2208437T3/es not_active Expired - Lifetime
- 2000-12-01 AU AU18117/01A patent/AU1811701A/en not_active Abandoned
- 2000-12-01 CZ CZ20013705A patent/CZ20013705A3/cs unknown
- 2000-12-01 WO PCT/US2000/032721 patent/WO2001040246A1/en not_active Ceased
- 2000-12-01 TR TR2003/01971T patent/TR200301971T4/xx unknown
- 2000-12-01 PT PT00980919T patent/PT1233973E/pt unknown
- 2000-12-01 NZ NZ514777A patent/NZ514777A/xx active Application Filing
- 2000-12-01 HK HK02109274.6A patent/HK1047941A1/zh unknown
- 2000-12-01 EP EP00980919A patent/EP1233973B1/en not_active Expired - Lifetime
- 2000-12-01 HU HU0500455A patent/HUP0500455A2/hu unknown
- 2000-12-01 CN CNB008139334A patent/CN1152042C/zh not_active Expired - Fee Related
- 2000-12-01 DK DK00980919T patent/DK1233973T3/da active
- 2000-12-01 AR ARP000106398A patent/AR029199A1/es unknown
- 2000-12-01 AT AT00980919T patent/ATE254133T1/de not_active IP Right Cessation
- 2000-12-01 CA CA002389264A patent/CA2389264C/en not_active Expired - Fee Related
- 2000-12-01 DE DE60006576T patent/DE60006576T2/de not_active Expired - Lifetime
- 2000-12-01 KR KR10-2002-7007097A patent/KR100484988B1/ko not_active Expired - Fee Related
- 2000-12-01 MX MXPA01011113A patent/MXPA01011113A/es active IP Right Grant
- 2000-12-02 TW TW089125680A patent/TWI249536B/zh active
-
2001
- 2001-10-11 IL IL145903A patent/IL145903A/en not_active IP Right Cessation
- 2001-10-12 AU AU79383/01A patent/AU761029B2/en not_active Ceased
- 2001-11-01 US US09/980,533 patent/US20050054605A1/en not_active Abandoned
- 2001-11-02 NO NO20015373A patent/NO20015373L/no not_active Application Discontinuation
-
2002
- 2002-05-31 ZA ZA200204380A patent/ZA200204380B/xx unknown
Also Published As
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| FG | Grant or registration |