AU2002210990A1 - Novel pyrazole derivatives and diabetes remedies containing the same - Google Patents
Novel pyrazole derivatives and diabetes remedies containing the sameInfo
- Publication number
- AU2002210990A1 AU2002210990A1 AU2002210990A AU1099002A AU2002210990A1 AU 2002210990 A1 AU2002210990 A1 AU 2002210990A1 AU 2002210990 A AU2002210990 A AU 2002210990A AU 1099002 A AU1099002 A AU 1099002A AU 2002210990 A1 AU2002210990 A1 AU 2002210990A1
- Authority
- AU
- Australia
- Prior art keywords
- group
- lower alkyl
- perfluoro
- alkyl group
- same
- 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
- 206010012601 diabetes mellitus Diseases 0.000 title abstract 2
- 150000003217 pyrazoles Chemical class 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- -1 perfluoro Chemical group 0.000 abstract 5
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000004414 alkyl thio group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
Classifications
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
- A61K31/7056—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing five-membered rings with nitrogen as a ring hetero atom
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/02—Heterocyclic radicals containing only nitrogen as ring hetero atoms
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Molecular Biology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Diabetes (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Genetics & Genomics (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Hematology (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Obesity (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Abstract
The invention provides a pyrazole derivative of formula 1A or 1B which is useful in treating diabetes:
wherein X represents a ²-D-glucopyranosyl group, of which one or more hydroxyl groups may be acylated or ²-D-glucuronyl group, of which one or more hydroxyl groups may be acylated and carboxyl group may be esterified; Y represents a lower alkyl group or perfluoro lower alkyl group; Z represents a hydrogen atom, lower alkyl group, perfluoro lower alkyl group, aralkyl group or phenyl group; R1 to R5 may be the same or different and represent a hydrogen atom, lower alkyl group, perfluoro lower alkyl group, lower alkoxy group, perfluoro lower alkoxy group, lower alkylthio group, perfluoro lower alkylthio group, lower alkyl amino group, halogeno group, lower alkanoyl group, lower alkenyl group or lower alkynyl group, and n represents an integer from 0 to 3; wherein the term "lower" indicates 1 to 6 carbon atoms.
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2000335851 | 2000-11-02 | ||
JP2000-335851 | 2000-11-02 | ||
JP2001-131264 | 2001-04-27 | ||
JP2001131264 | 2001-04-27 | ||
PCT/JP2001/009555 WO2002036602A1 (en) | 2000-11-02 | 2001-10-31 | Novel pyrazole derivatives and diabetes remedies containing the same |
Publications (1)
Publication Number | Publication Date |
---|---|
AU2002210990A1 true AU2002210990A1 (en) | 2002-05-15 |
Family
ID=26603344
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AU2002210990A Abandoned AU2002210990A1 (en) | 2000-11-02 | 2001-10-31 | Novel pyrazole derivatives and diabetes remedies containing the same |
Country Status (8)
Country | Link |
---|---|
US (6) | US6815428B2 (en) |
EP (2) | EP2163555A1 (en) |
JP (1) | JP3915116B2 (en) |
AT (1) | ATE455785T1 (en) |
AU (1) | AU2002210990A1 (en) |
DE (1) | DE60141156D1 (en) |
ES (1) | ES2337127T3 (en) |
WO (1) | WO2002036602A1 (en) |
Families Citing this family (75)
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---|---|---|---|---|
CN1020944C (en) | 1990-01-30 | 1993-05-26 | 阿图尔-费希尔股份公司费希尔厂 | Fastening element |
TR200201082T2 (en) * | 1999-08-31 | 2002-07-22 | Kissei Pharmaceutical Co., Ltd. | Glycopyriranozyloxypyrazole derivatives |
ATE455785T1 (en) * | 2000-11-02 | 2010-02-15 | Ajinomoto Kk | NEW PYRAZOLE DERIVATIVES AND AGENTS AGAINST DIABETES CONTAINING THEM |
JP4591781B2 (en) * | 2000-11-02 | 2010-12-01 | 味の素株式会社 | Novel pyrazole derivatives and therapeutic agents for diabetes containing them |
CZ305971B6 (en) | 2000-12-28 | 2016-06-01 | Kissei Pharmaceutical Co., Ltd. | Glucopyranosyloxypyrazole derivatives and use thereof in medicaments |
WO2002068439A1 (en) * | 2001-02-26 | 2002-09-06 | Kissei Pharmaceutical Co., Ltd. | Glycopyranosyloxypyrazole derivatives and medicinal use thereof |
US7294618B2 (en) | 2001-02-27 | 2007-11-13 | Kissei Pharmaceutical Co., Ltd. | Glucopyranosyloxypyrazole derivatives and medicinal use thereof |
EP1389621A4 (en) | 2001-04-27 | 2005-05-11 | Ajinomoto Kk | N-substituted pyrazolyl-o-glycoside derivatives and remedial agent for diabetes containing the same |
JP4399251B2 (en) | 2001-05-30 | 2010-01-13 | キッセイ薬品工業株式会社 | Glucopyranosyloxypyrazole derivative, pharmaceutical composition containing the same, pharmaceutical use thereof and production intermediate thereof |
US20030087843A1 (en) * | 2001-09-05 | 2003-05-08 | Washburn William N. | O-pyrazole glucoside SGLT2 inhibitors and method of use |
AU2003231517A1 (en) * | 2002-04-26 | 2003-11-10 | Ajinomoto Co., Inc. | Preventive/remedy for diabetes |
US7956041B2 (en) | 2002-04-26 | 2011-06-07 | Ajinomoto Co., Inc. | Prophylactic and therapeutic agent of diabetes mellitus |
UA79804C2 (en) * | 2002-07-03 | 2007-07-25 | Janssen Pharmaceutica Nv | Cck-1 receptor modulators |
CN100351263C (en) * | 2002-08-08 | 2007-11-28 | 橘生药品工业株式会社 | Pyrazole derivative, medicinal composition containing the same, medicinal use thereof, and intermediate for production thereof |
ES2345250T3 (en) * | 2002-08-08 | 2010-09-20 | Kissei Pharmaceutical Co., Ltd. | DERIVED FROM PIRAZOL IN THE MEDICINAL COMPOSITION CONTAINING THE SAME, THE MEDICINAL USE OF THE SAME, AND AN INTERMEDIATE FOR THE PRODUCTION OF THE SAME. |
NZ535229A (en) | 2002-08-09 | 2006-05-26 | Taisho Pharmaceutical Co Ltd | Aryl 5-thio-beta-D-glucopyranoside derivatives and therapeutic agents for diabetes containing the same |
JP2004137245A (en) * | 2002-08-23 | 2004-05-13 | Kissei Pharmaceut Co Ltd | Pyrazole derivative, pharmaceutical composition containing the same, its pharmaceutical use and production intermediate |
CN100413878C (en) * | 2002-08-23 | 2008-08-27 | 橘生药品工业株式会社 | Pyrazole derivatives, pharmaceutical compositions containing the derivatives, their medical use and intermediates for their preparation |
WO2004019958A1 (en) * | 2002-08-27 | 2004-03-11 | Kissei Pharmaceutical Co., Ltd. | Pyrazole derivatives, medicinal composition containing the same, and medicinal use thereof |
WO2004031203A1 (en) * | 2002-10-04 | 2004-04-15 | Kissei Pharmaceutical Co., Ltd. | Pyrazole derivative, medicinal composition containing the same, medicinal use thereof and intermediate in producing the same |
CA2507665A1 (en) * | 2002-12-04 | 2004-06-17 | Kissei Pharmaceutical Co., Ltd. | Preventive or remedy for diseases caused by hyperglycemia |
DE10258008B4 (en) * | 2002-12-12 | 2006-02-02 | Sanofi-Aventis Deutschland Gmbh | Heterocyclic fluoroglycoside derivatives, medicaments containing these compounds and methods of making these medicaments |
DE10258007B4 (en) * | 2002-12-12 | 2006-02-09 | Sanofi-Aventis Deutschland Gmbh | Aromatic fluoroglycoside derivatives, medicaments containing these compounds and methods for the preparation of these medicaments |
WO2004058790A1 (en) * | 2002-12-25 | 2004-07-15 | Kissei Pharmaceutical Co., Ltd. | Nitrogen-containing heterocycic derivatives, medicinal compositions containing the same and medicinal use thereof |
WO2004089967A1 (en) * | 2003-04-01 | 2004-10-21 | Taisho Pharmaceutical Co., Ltd. | HETEROARYL 5-THIO-β-D-GLUCOPYRANOSIDE DERIVATIVES AND REMEDIES FOR DIABETES CONTAINING THE SAME |
CN1761676A (en) | 2003-04-01 | 2006-04-19 | 大正制药株式会社 | Heteroaryl 5-thio-beta-d-glucopyranoside derivatives and remedies for diabetes containing the same |
US20040248937A1 (en) * | 2003-04-14 | 2004-12-09 | The Institute For Pharmaceutical Discovery Llc | Substituted phenylalkanoic acids for the treatment of diabetes |
JP4708187B2 (en) * | 2003-06-20 | 2011-06-22 | キッセイ薬品工業株式会社 | Pyrazole derivative, pharmaceutical composition containing the same and production intermediate thereof |
KR100942622B1 (en) | 2003-08-01 | 2010-02-17 | 미쓰비시 타나베 파마 코퍼레이션 | Novel compounds with inhibitory activity against sodium-dependent transporters |
US8785403B2 (en) | 2003-08-01 | 2014-07-22 | Mitsubishi Tanabe Pharma Corporation | Glucopyranoside compound |
US7375090B2 (en) | 2003-08-26 | 2008-05-20 | Boehringer Ingelheim International Gmbh | Glucopyranosyloxy-pyrazoles, pharmaceutical compositions containing these compounds, the use thereof and processed for the preparation thereof |
ATE422204T1 (en) * | 2003-08-26 | 2009-02-15 | Boehringer Ingelheim Int | GLUCOPYRANOSYLOXY-PYRAZOLES, MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS, THEIR USE AND METHOD FOR THEIR PRODUCTION |
DE102004028241B4 (en) * | 2004-06-11 | 2007-09-13 | Sanofi-Aventis Deutschland Gmbh | New fluoroglycoside derivatives of pyrazoles, medicines containing these compounds and manufacture of these medicines |
TW200606129A (en) | 2004-07-26 | 2006-02-16 | Chugai Pharmaceutical Co Ltd | Novel cyclohexane derivative, its prodrug, its salt and diabetic therapeutic agent containing the same |
WO2006050097A1 (en) * | 2004-10-28 | 2006-05-11 | The Institutes For Pharmaceutical Discovery, Llc | Substituted phenylalkanoic acids |
US7750145B2 (en) * | 2004-11-18 | 2010-07-06 | Kissei Pharmaceutical Co., Ltd. | 1-substituted-3-β-D-glucopyranosylated nitrogenous hetero-cyclic compounds and medicines containing the same |
TW200637869A (en) | 2005-01-28 | 2006-11-01 | Chugai Pharmaceutical Co Ltd | The spiroketal derivatives and the use as therapeutical agent for diabetes of the same |
KR101196454B1 (en) | 2005-03-17 | 2012-11-01 | 깃세이 야쿠힌 고교 가부시키가이샤 | Process for production of glucopyranosyloxypyrazole derivative |
EP1910391A1 (en) * | 2005-07-22 | 2008-04-16 | Boehringer Ingelheim International GmbH | Processes for preparing pyrazole-o-glycoside derivatives and novel intermediates of said processes |
UY29694A1 (en) * | 2005-07-28 | 2007-02-28 | Boehringer Ingelheim Int | METHODS TO PREVENT AND TREAT METABOLIC AND NEW DISORDERS DERIVED FROM PIRAZOL-O-GLUCOSIDO |
UY30082A1 (en) | 2006-01-11 | 2007-08-31 | Boehringer Ingelheim Int | CRYSTAL FORM OF 1- (1-METHYLETHYL) -4` - ((2-FLUORO-4-METOXIFENIL) METHYL) -5`- METHYL-1H-PIRAZOL-3`-OBD-GLUCOPYRANOSIDE, A METHOD FOR PREPARATION AND USE OF THE SAME TO PREPARE MEDICATIONS |
US7834050B2 (en) * | 2006-03-29 | 2010-11-16 | Duke University | Small molecule insulin mimetics absent quinones |
PE20110235A1 (en) | 2006-05-04 | 2011-04-14 | Boehringer Ingelheim Int | PHARMACEUTICAL COMBINATIONS INCLUDING LINAGLIPTIN AND METMORPHINE |
DE102006028862A1 (en) | 2006-06-23 | 2007-12-27 | Merck Patent Gmbh | 3-amino-imidazo [1,2-a] pyridine |
US20080020987A1 (en) * | 2006-07-20 | 2008-01-24 | Waldemar Pfrengle | Processes for preparing pyrazole-O-glycoside derivatives and novel intermediates of said processes |
UY30730A1 (en) | 2006-12-04 | 2008-07-03 | Mitsubishi Tanabe Pharma Corp | CRYSTAL FORM OF HEMIHYDRATE 1- (B (BETA) -D-GLUCOPYRANOSIL) -4-METHYL-3- [5- (4-FLUOROPHENYL) -2-TIENYLMETHYL] BENZENE |
CN101657471B (en) | 2006-12-06 | 2013-07-03 | 史密丝克莱恩比彻姆公司 | Bicyclic compounds and their use as antidiabetics |
DE102007008420A1 (en) | 2007-02-21 | 2008-08-28 | Merck Patent Gmbh | benzimidazole derivatives |
EP2200606B1 (en) | 2007-09-10 | 2017-10-25 | Janssen Pharmaceutica, N.V. | Process for the preparation of compounds useful as inhibitors of sglt |
DE102007048716A1 (en) | 2007-10-11 | 2009-04-23 | Merck Patent Gmbh | Imidazo [1,2-a] pyrimidine derivatives |
CL2008003653A1 (en) | 2008-01-17 | 2010-03-05 | Mitsubishi Tanabe Pharma Corp | Use of a glucopyranosyl-derived sglt inhibitor and a selected dppiv inhibitor to treat diabetes; and pharmaceutical composition. |
DE102008017590A1 (en) | 2008-04-07 | 2009-10-08 | Merck Patent Gmbh | Glucopyranosidderivate |
ES2526930T3 (en) | 2008-05-22 | 2015-01-16 | Astrazeneca Ab | Method for the treatment of hyperuricemia using an SGLT2 inhibitor and composition containing the same |
CN102149717B (en) * | 2008-08-28 | 2014-05-14 | 辉瑞大药厂 | Dioxa-bicyclo[3.2.1]octane-2,3,4-triol derivatives |
US9056850B2 (en) | 2008-10-17 | 2015-06-16 | Janssen Pharmaceutica N.V. | Process for the preparation of compounds useful as inhibitors of SGLT |
US20110009347A1 (en) | 2009-07-08 | 2011-01-13 | Yin Liang | Combination therapy for the treatment of diabetes |
JP5658751B2 (en) | 2009-07-10 | 2015-01-28 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプJanssen Pharmaceutica Naamloze Vennootschap | Crystallization method for 1- (β-D-glucopyranosyl) -4-methyl-3- [5- (4-fluorophenyl) -2-thienylmethyl] benzene |
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US9035044B2 (en) | 2011-05-09 | 2015-05-19 | Janssen Pharmaceutica Nv | L-proline and citric acid co-crystals of (2S, 3R, 4R, 5S,6R)-2-(3-((5-(4-fluorophenyl)thiopen-2-yl)methyl)4-methylphenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol |
EP2774619B1 (en) | 2013-03-04 | 2016-05-18 | BioActive Food GmbH | Composition for the treatment of hyperglycaemic diseases |
EP2944311A1 (en) | 2014-05-16 | 2015-11-18 | BioActive Food GmbH | Combination of biologically active substances for treating hyperglycemic diseases |
US20170071970A1 (en) | 2015-09-15 | 2017-03-16 | Janssen Pharmaceutica Nv | Co-therapy comprising canagliflozin and phentermine for the treatment of obesity and obesity related disorders |
US11312979B2 (en) | 2017-02-17 | 2022-04-26 | Hyasynth Biologicals Inc. | Method and cell line for production of phytocannabinoids and phytocannabinoid analogues in yeast |
PE20210644A1 (en) | 2018-07-19 | 2021-03-23 | Astrazeneca Ab | METHODS OF TREATMENT OF HFpEF USING DAPAGLIFLOZIN AND COMPOSITIONS INCLUDING THE SAME |
WO2020039394A1 (en) | 2018-08-24 | 2020-02-27 | Novartis Ag | New drug combinations |
US20220023252A1 (en) | 2020-07-27 | 2022-01-27 | Astrazeneca Ab | Methods of treating chronic kidney disease with dapagliflozin |
EP4315350A1 (en) | 2021-04-01 | 2024-02-07 | AstraZeneca UK Limited | Systems and methods for managing prediabetes with a gliflozin sodium-glucose cotransport 2 inhibitor pharmaceutical composition |
US20250108065A1 (en) | 2022-01-26 | 2025-04-03 | Astrazeneca Ab | Methods of treating prediabetes or reducing the risk of developing type 2 diabetes with dapagliflozin |
WO2025125513A1 (en) | 2023-12-15 | 2025-06-19 | AstraZeneca Ireland Limited | Sglt2 inhibitors and baxdrostat for treating chronic kidney disease and hypertension |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5264451A (en) * | 1992-04-07 | 1993-11-23 | American Home Products Corporation | Process for treating hyperglycemia using trifluoromethyl substituted 3H-pyrazol-3-ones |
US5274111A (en) | 1992-04-07 | 1993-12-28 | American Home Products Corporation | Trifluoromethyl substituted 1H-pyrazoles and derivatives thereof |
EP0850946A1 (en) | 1996-12-24 | 1998-07-01 | Ciba SC Holding AG | Cyclic phosphinic acid derivatives as stabilizers |
TW406086B (en) | 1996-12-26 | 2000-09-21 | Tanabe Seiyaku Co | Propiophenone derivatives and process for preparing the same |
TR200201082T2 (en) * | 1999-08-31 | 2002-07-22 | Kissei Pharmaceutical Co., Ltd. | Glycopyriranozyloxypyrazole derivatives |
ATE455785T1 (en) * | 2000-11-02 | 2010-02-15 | Ajinomoto Kk | NEW PYRAZOLE DERIVATIVES AND AGENTS AGAINST DIABETES CONTAINING THEM |
CZ305971B6 (en) | 2000-12-28 | 2016-06-01 | Kissei Pharmaceutical Co., Ltd. | Glucopyranosyloxypyrazole derivatives and use thereof in medicaments |
WO2002068439A1 (en) | 2001-02-26 | 2002-09-06 | Kissei Pharmaceutical Co., Ltd. | Glycopyranosyloxypyrazole derivatives and medicinal use thereof |
EP1389621A4 (en) * | 2001-04-27 | 2005-05-11 | Ajinomoto Kk | N-substituted pyrazolyl-o-glycoside derivatives and remedial agent for diabetes containing the same |
JP4115105B2 (en) | 2001-07-02 | 2008-07-09 | 協和醗酵工業株式会社 | Pyrazole derivative |
US7956041B2 (en) | 2002-04-26 | 2011-06-07 | Ajinomoto Co., Inc. | Prophylactic and therapeutic agent of diabetes mellitus |
-
2001
- 2001-10-31 AT AT01978978T patent/ATE455785T1/en not_active IP Right Cessation
- 2001-10-31 ES ES01978978T patent/ES2337127T3/en not_active Expired - Lifetime
- 2001-10-31 EP EP09013281A patent/EP2163555A1/en not_active Withdrawn
- 2001-10-31 WO PCT/JP2001/009555 patent/WO2002036602A1/en active Application Filing
- 2001-10-31 DE DE60141156T patent/DE60141156D1/en not_active Expired - Lifetime
- 2001-10-31 JP JP2002539360A patent/JP3915116B2/en not_active Expired - Fee Related
- 2001-10-31 AU AU2002210990A patent/AU2002210990A1/en not_active Abandoned
- 2001-10-31 EP EP01978978A patent/EP1338603B1/en not_active Expired - Lifetime
-
2003
- 2003-05-02 US US10/427,959 patent/US6815428B2/en not_active Expired - Fee Related
-
2004
- 2004-09-09 US US10/936,535 patent/US7015201B2/en not_active Expired - Fee Related
-
2005
- 2005-10-24 US US11/255,937 patent/US7247616B2/en not_active Expired - Fee Related
-
2006
- 2006-12-05 US US11/567,039 patent/US7256209B2/en not_active Expired - Fee Related
-
2007
- 2007-07-06 US US11/774,102 patent/US7645787B2/en not_active Expired - Fee Related
-
2009
- 2009-11-19 US US12/621,626 patent/US20100063124A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
US6815428B2 (en) | 2004-11-09 |
ATE455785T1 (en) | 2010-02-15 |
US20070099979A1 (en) | 2007-05-03 |
US20070270479A1 (en) | 2007-11-22 |
US7247616B2 (en) | 2007-07-24 |
DE60141156D1 (en) | 2010-03-11 |
EP2163555A1 (en) | 2010-03-17 |
US20040006025A1 (en) | 2004-01-08 |
ES2337127T3 (en) | 2010-04-21 |
WO2002036602A1 (en) | 2002-05-10 |
US20060058244A1 (en) | 2006-03-16 |
US7256209B2 (en) | 2007-08-14 |
EP1338603A1 (en) | 2003-08-27 |
JP3915116B2 (en) | 2007-05-16 |
US7015201B2 (en) | 2006-03-21 |
JPWO2002036602A1 (en) | 2004-03-11 |
US7645787B2 (en) | 2010-01-12 |
US20100063124A1 (en) | 2010-03-11 |
EP1338603B1 (en) | 2010-01-20 |
EP1338603A4 (en) | 2007-03-28 |
US20050043249A1 (en) | 2005-02-24 |
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