AU2001277242A1 - Cyclic oxyguanidine protease inhibitors - Google Patents
Cyclic oxyguanidine protease inhibitorsInfo
- Publication number
- AU2001277242A1 AU2001277242A1 AU2001277242A AU7724201A AU2001277242A1 AU 2001277242 A1 AU2001277242 A1 AU 2001277242A1 AU 2001277242 A AU2001277242 A AU 2001277242A AU 7724201 A AU7724201 A AU 7724201A AU 2001277242 A1 AU2001277242 A1 AU 2001277242A1
- Authority
- AU
- Australia
- Prior art keywords
- alkyl
- compound
- hydrogen
- alkoxy
- aryl
- 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.)
- Abandoned
Links
- 125000004122 cyclic group Chemical group 0.000 title description 9
- 229940042399 direct acting antivirals protease inhibitors Drugs 0.000 title description 5
- 239000000137 peptide hydrolase inhibitor Substances 0.000 title description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 303
- -1 amidino, guanidino Chemical group 0.000 claims description 180
- 150000001875 compounds Chemical class 0.000 claims description 167
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 95
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- 150000002431 hydrogen Chemical class 0.000 claims description 70
- 125000003118 aryl group Chemical group 0.000 claims description 67
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 62
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 60
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 42
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 39
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 36
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 35
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- 229910052736 halogen Inorganic materials 0.000 claims description 34
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- 229910052757 nitrogen Inorganic materials 0.000 claims description 34
- 125000001072 heteroaryl group Chemical group 0.000 claims description 33
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 20
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- 125000000147 tetrahydroquinolinyl group Chemical group N1(CCCC2=CC=CC=C12)* 0.000 claims description 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 7
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 6
- 229930192474 thiophene Natural products 0.000 claims description 6
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 6
- 229940122388 Thrombin inhibitor Drugs 0.000 claims description 5
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 5
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- 125000005842 heteroatom Chemical group 0.000 claims description 5
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- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 claims description 4
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- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims description 4
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- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 125000001312 palmitoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 238000007911 parenteral administration Methods 0.000 description 1
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- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 229940111202 pepsin Drugs 0.000 description 1
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- 125000004934 phenanthridinyl group Chemical group C1(=CC=CC2=NC=C3C=CC=CC3=C12)* 0.000 description 1
- 125000004625 phenanthrolinyl group Chemical group N1=C(C=CC2=CC=C3C=CC=NC3=C12)* 0.000 description 1
- 125000001791 phenazinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3N=C12)* 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001484 phenothiazinyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 description 1
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- 125000001644 phenoxazinyl group Chemical group C1(=CC=CC=2OC3=CC=CC=C3NC12)* 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 description 1
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- 239000002243 precursor Substances 0.000 description 1
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- BCNZYOJHNLTNEZ-UHFFFAOYSA-N tert-butyldimethylsilyl chloride Chemical compound CC(C)(C)[Si](C)(C)Cl BCNZYOJHNLTNEZ-UHFFFAOYSA-N 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
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- 229940124597 therapeutic agent Drugs 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 125000006090 thiamorpholinyl sulfone group Chemical group 0.000 description 1
- 125000006089 thiamorpholinyl sulfoxide group Chemical group 0.000 description 1
- 125000004627 thianthrenyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3SC12)* 0.000 description 1
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- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 125000004568 thiomorpholinyl group Chemical group 0.000 description 1
- 230000002885 thrombogenetic effect Effects 0.000 description 1
- 230000002537 thrombolytic effect Effects 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
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- 239000004408 titanium dioxide Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 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
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 125000004665 trialkylsilyl group Chemical group 0.000 description 1
- 229940078499 tricalcium phosphate Drugs 0.000 description 1
- 235000019731 tricalcium phosphate Nutrition 0.000 description 1
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 108010036927 trypsin-like serine protease Proteins 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 125000004933 β-carbolinyl group Chemical group C1(=NC=CC=2C3=CC=CC=C3NC12)* 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D273/00—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00
- C07D273/02—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00 having two nitrogen atoms and only one oxygen atom
- C07D273/06—Seven-membered rings
-
- 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
- A61P1/18—Drugs for disorders of the alimentary tract or the digestive system for pancreatic disorders, e.g. pancreatic enzymes
-
- 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
-
- 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
- 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
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/02—1,2-Oxazines; Hydrogenated 1,2-oxazines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Pain & Pain Management (AREA)
- Diabetes (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Hematology (AREA)
- Rheumatology (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Materials For Medical Uses (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US22322300P | 2000-08-04 | 2000-08-04 | |
| US60223223 | 2000-08-04 | ||
| PCT/US2001/024251 WO2002012207A1 (fr) | 2000-08-04 | 2001-08-02 | Inhibiteurs de protease a base d'oxyguanidine cyclique |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2001277242A1 true AU2001277242A1 (en) | 2002-02-18 |
Family
ID=22835583
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2001277242A Abandoned AU2001277242A1 (en) | 2000-08-04 | 2001-08-02 | Cyclic oxyguanidine protease inhibitors |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6635637B2 (fr) |
| EP (1) | EP1307432A1 (fr) |
| JP (1) | JP2004505956A (fr) |
| KR (1) | KR20030022353A (fr) |
| AU (1) | AU2001277242A1 (fr) |
| CA (1) | CA2417914A1 (fr) |
| MX (1) | MXPA03000963A (fr) |
| WO (1) | WO2002012207A1 (fr) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR0309976A (pt) * | 2002-05-13 | 2005-03-01 | Becton Dickinson Co | Sistema de coleta de amostra inibidor de protease |
| US8894970B2 (en) | 2010-12-31 | 2014-11-25 | Corridor Pharmaceuticals, Inc. | Arginase inhibitors and methods of use thereof |
| EP2709446A2 (fr) | 2011-05-17 | 2014-03-26 | Velico Medical, Inc. | Stockage de plaquettes sanguines en utilisant un sialidase inhibiteur |
| US9788539B2 (en) | 2011-05-17 | 2017-10-17 | Velico Medical, Inc. | Platelet protection solution having beta-galactosidase and sialidase inhibitors |
| CA2887083A1 (fr) | 2012-10-05 | 2014-04-10 | Velico Medical, Inc. | Solution additive plaquettaire comprenant un inhibiteur de beta-galactosidase |
| WO2014120886A1 (fr) | 2013-01-30 | 2014-08-07 | Velico Medical, Inc. | Solution additive plaquettaire ayant un peptide formant un hydrogel à auto-assemblage |
Family Cites Families (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3131218A (en) | 1961-02-15 | 1964-04-28 | Smith Kline French Lab | N-amino guanidine derivatives |
| US3271446A (en) | 1962-07-02 | 1966-09-06 | Petro Tex Chem Corp | Preparing acetic acid by the catalytic oxidation of methacrolein |
| BE663481A (fr) | 1964-05-05 | |||
| US3413303A (en) | 1965-09-27 | 1968-11-26 | Ciba Geigy Corp | Aralkenyloxyguanidines |
| US4429146A (en) | 1982-04-15 | 1984-01-31 | Gaf Corporation | Substituted diphenyl ether herbicides and process for use |
| US4499082A (en) | 1983-12-05 | 1985-02-12 | E. I. Du Pont De Nemours And Company | α-Aminoboronic acid peptides |
| US4727064A (en) | 1984-04-25 | 1988-02-23 | The United States Of America As Represented By The Department Of Health And Human Services | Pharmaceutical preparations containing cyclodextrin derivatives |
| GB8506792D0 (en) | 1985-03-15 | 1985-04-17 | Janssen Pharmaceutica Nv | Derivatives of y-cyclodextrin |
| US5002935A (en) | 1987-12-30 | 1991-03-26 | University Of Florida | Improvements in redox systems for brain-targeted drug delivery |
| ZA897515B (en) | 1988-10-07 | 1990-06-27 | Merrell Dow Pharma | Novel peptidase inhibitors |
| EP0604022A1 (fr) | 1992-12-22 | 1994-06-29 | Advanced Cardiovascular Systems, Inc. | Endoprothèse résorbable, à plusieurs couches, pour le maintien des vaisseaux, et sa méthode de fabrication |
| TW257757B (fr) | 1993-03-03 | 1995-09-21 | Boehringer Mannheim Gmbh | |
| US5658885A (en) | 1993-04-27 | 1997-08-19 | The Dupont Merck Pharmaceutical Company | Amidino and guanidino substituted boronic acid inhibitors of trypsin-like enzymes |
| GB9318637D0 (en) | 1993-09-08 | 1993-10-27 | Ferring Res Ltd | Enzyme inhibitors |
| US6087479A (en) | 1993-09-17 | 2000-07-11 | Nitromed, Inc. | Localized use of nitric oxide-adducts to prevent internal tissue damage |
| US5466811A (en) | 1994-07-18 | 1995-11-14 | Merck & Co., Inc. | Dioxolenylmethyl carbamates pro moieties for amine drugs |
| DE69535973D1 (de) | 1994-10-17 | 2009-08-06 | Igaki Iryo Sekkei Kk | Medikamentenfreisetzender Stent |
| US5643580A (en) | 1994-10-17 | 1997-07-01 | Surface Genesis, Inc. | Biocompatible coating, medical device using the same and methods |
| US6011158A (en) * | 1994-12-13 | 2000-01-04 | Corvas International, Inc. | Aromatic heterocyclic derivatives as enzyme inhibitors |
| BR9509994A (pt) | 1994-12-13 | 1997-12-30 | Corvas Int Inc | Derivados heterocíclicos aromáticos como inibidores de enzimas |
| US5637113A (en) | 1994-12-13 | 1997-06-10 | Advanced Cardiovascular Systems, Inc. | Polymer film for wrapping a stent structure |
| DE19514104C2 (de) | 1995-04-13 | 1997-05-28 | Behringwerke Ag | Beschichtung für in den Blutstrom oder in das Gewebe des menschlichen Körpers einbringbares Biomaterial |
| JPH11508558A (ja) | 1995-06-27 | 1999-07-27 | メルク エンド カンパニー インコーポレーテッド | ピリジノン トロンビン阻害剤 |
| US5792769A (en) | 1995-09-29 | 1998-08-11 | 3-Dimensional Pharmaceuticals, Inc. | Guanidino protease inhibitors |
| CZ92298A3 (cs) | 1995-09-29 | 1998-07-15 | 3-Dimensional Pharmaceuticals, Inc. | Inhibitory guanidin proteasy |
| GB9525620D0 (en) | 1995-12-15 | 1996-02-14 | Glaxo Group Ltd | Chemical compounds |
| ES2213786T3 (es) * | 1995-12-29 | 2004-09-01 | 3-Dimensional Pharmaceuticals, Inc. | Inhibidores de la amidino-proteasa. |
| JP2000512616A (ja) | 1996-02-22 | 2000-09-26 | メルク エンド カンパニー インコーポレーテッド | ピリジノントロンビンインヒビター |
| DE69736777T2 (de) | 1996-03-29 | 2007-08-23 | Ortho-Mcneil Pharmaceutical, Inc. | Amidinohydrazone als protease-inhibitoren |
| CA2268381A1 (fr) | 1996-10-11 | 1998-04-23 | Cor Therapeutics, Inc. | Inhibiteurs selectifs du facteur xa |
| TW499412B (en) | 1996-11-26 | 2002-08-21 | Dimensional Pharm Inc | Aminoguanidines and alkoxyguanidines as protease inhibitors |
| CA2277929A1 (fr) | 1997-01-22 | 1998-07-23 | Merck & Co., Inc. | Inhibiteurs de thrombine |
| JP2001524467A (ja) | 1997-11-26 | 2001-12-04 | ３−ディメンショナル ファーマシューティカルズ， インコーポレイテッド | ヘテロアリールアミノグアニジンおよびアルコキシグアニジンおよびプロテアーゼインヒビターとしてのこれらの使用 |
| US6344486B1 (en) * | 1998-04-03 | 2002-02-05 | 3-Dimensional Pharmaceuticals, Inc. | Benzamide and sulfonamide substituted aminoguanidines and alkoxyguanidines as protease inhibitors |
| EP1189901A1 (fr) | 1999-05-27 | 2002-03-27 | 3-Dimensional Pharmaceuticals, Inc. | Oxazaheterocycles comme inhibiteurs de protease |
-
2001
- 2001-08-02 CA CA002417914A patent/CA2417914A1/fr not_active Abandoned
- 2001-08-02 EP EP01955035A patent/EP1307432A1/fr not_active Withdrawn
- 2001-08-02 JP JP2002518184A patent/JP2004505956A/ja active Pending
- 2001-08-02 MX MXPA03000963A patent/MXPA03000963A/es unknown
- 2001-08-02 AU AU2001277242A patent/AU2001277242A1/en not_active Abandoned
- 2001-08-02 WO PCT/US2001/024251 patent/WO2002012207A1/fr active Application Filing
- 2001-08-02 KR KR10-2003-7001596A patent/KR20030022353A/ko not_active Application Discontinuation
- 2001-08-02 US US09/919,815 patent/US6635637B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US6635637B2 (en) | 2003-10-21 |
| JP2004505956A (ja) | 2004-02-26 |
| CA2417914A1 (fr) | 2002-02-14 |
| EP1307432A1 (fr) | 2003-05-07 |
| WO2002012207A1 (fr) | 2002-02-14 |
| KR20030022353A (ko) | 2003-03-15 |
| US20020022615A1 (en) | 2002-02-21 |
| MXPA03000963A (es) | 2004-04-05 |
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