MXPA04005503A - Derivados de n-aril-n??arilcicloalquilurea como antagonistas de la hormona concentradora de melanina para el tratamiento de la obesidad. - Google Patents
Derivados de n-aril-n??arilcicloalquilurea como antagonistas de la hormona concentradora de melanina para el tratamiento de la obesidad.Info
- Publication number
- MXPA04005503A MXPA04005503A MXPA04005503A MXPA04005503A MXPA04005503A MX PA04005503 A MXPA04005503 A MX PA04005503A MX PA04005503 A MXPA04005503 A MX PA04005503A MX PA04005503 A MXPA04005503 A MX PA04005503A MX PA04005503 A MXPA04005503 A MX PA04005503A
- Authority
- MX
- Mexico
- Prior art keywords
- alkyl
- compound
- substituted
- aryl
- alkylene
- Prior art date
Links
- 208000008589 Obesity Diseases 0.000 title claims abstract description 21
- 235000020824 obesity Nutrition 0.000 title claims abstract description 21
- 239000005557 antagonist Substances 0.000 title abstract description 9
- 150000001875 compounds Chemical class 0.000 claims abstract description 231
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 15
- 208000019454 Feeding and Eating disease Diseases 0.000 claims abstract description 12
- 208000030159 metabolic disease Diseases 0.000 claims abstract description 10
- 208000030814 Eating disease Diseases 0.000 claims abstract description 8
- 235000014632 disordered eating Nutrition 0.000 claims abstract description 7
- 206010012601 diabetes mellitus Diseases 0.000 claims abstract description 6
- 206010020710 Hyperphagia Diseases 0.000 claims abstract description 5
- -1 methylenedioxy Chemical group 0.000 claims description 145
- 125000000217 alkyl group Chemical group 0.000 claims description 120
- 150000003839 salts Chemical class 0.000 claims description 91
- 125000003118 aryl group Chemical group 0.000 claims description 78
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 65
- 125000003545 alkoxy group Chemical group 0.000 claims description 61
- 239000000203 mixture Substances 0.000 claims description 59
- 125000001072 heteroaryl group Chemical group 0.000 claims description 49
- 125000005843 halogen group Chemical group 0.000 claims description 45
- 239000001257 hydrogen Substances 0.000 claims description 44
- 229910052739 hydrogen Inorganic materials 0.000 claims description 44
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 37
- 239000012453 solvate Substances 0.000 claims description 37
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 35
- 125000002947 alkylene group Chemical group 0.000 claims description 34
- 125000004475 heteroaralkyl group Chemical group 0.000 claims description 33
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 30
- 125000004122 cyclic group Chemical group 0.000 claims description 27
- 238000002360 preparation method Methods 0.000 claims description 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 26
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 22
- 125000000623 heterocyclic group Chemical group 0.000 claims description 21
- 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 18
- 241000124008 Mammalia Species 0.000 claims description 17
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 17
- 229910052757 nitrogen Inorganic materials 0.000 claims description 17
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- 229910052717 sulfur Inorganic materials 0.000 claims description 17
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 17
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 14
- 229910052799 carbon Inorganic materials 0.000 claims description 14
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- 239000003795 chemical substances by application Substances 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
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- 239000000556 agonist Substances 0.000 claims description 9
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- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- KTZQTRPPVKQPFO-UHFFFAOYSA-N 1,2-benzoxazole Chemical compound C1=CC=C2C=NOC2=C1 KTZQTRPPVKQPFO-UHFFFAOYSA-N 0.000 claims description 8
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 claims description 8
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 8
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 8
- HYAFETHFCAUJAY-UHFFFAOYSA-N pioglitazone Chemical compound N1=CC(CC)=CC=C1CCOC(C=C1)=CC=C1CC1C(=O)NC(=O)S1 HYAFETHFCAUJAY-UHFFFAOYSA-N 0.000 claims description 8
- 125000004434 sulfur atom Chemical group 0.000 claims description 8
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- 125000006588 heterocycloalkylene group Chemical group 0.000 claims description 7
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- 239000003112 inhibitor Substances 0.000 claims description 6
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- 229940125710 antiobesity agent Drugs 0.000 claims description 5
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 5
- 239000012964 benzotriazole Substances 0.000 claims description 5
- XUFXOAAUWZOOIT-SXARVLRPSA-N (2R,3R,4R,5S,6R)-5-[[(2R,3R,4R,5S,6R)-5-[[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-1-cyclohex-2-enyl]amino]-2-oxanyl]oxy]-3,4-dihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-6-(hydroxymethyl)oxane-2,3,4-triol Chemical compound O([C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O[C@H]1O[C@@H]([C@H]([C@H](O)[C@H]1O)N[C@@H]1[C@@H]([C@@H](O)[C@H](O)C(CO)=C1)O)C)[C@@H]1[C@@H](CO)O[C@@H](O)[C@H](O)[C@H]1O XUFXOAAUWZOOIT-SXARVLRPSA-N 0.000 claims description 4
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- RKWGIWYCVPQPMF-UHFFFAOYSA-N Chloropropamide Chemical compound CCCNC(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1 RKWGIWYCVPQPMF-UHFFFAOYSA-N 0.000 claims description 4
- 208000031226 Hyperlipidaemia Diseases 0.000 claims description 4
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- XUFXOAAUWZOOIT-UHFFFAOYSA-N acarviostatin I01 Natural products OC1C(O)C(NC2C(C(O)C(O)C(CO)=C2)O)C(C)OC1OC(C(C1O)O)C(CO)OC1OC1C(CO)OC(O)C(O)C1O XUFXOAAUWZOOIT-UHFFFAOYSA-N 0.000 claims description 4
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- ZNNLBTZKUZBEKO-UHFFFAOYSA-N glyburide Chemical compound COC1=CC=C(Cl)C=C1C(=O)NCCC1=CC=C(S(=O)(=O)NC(=O)NC2CCCCC2)C=C1 ZNNLBTZKUZBEKO-UHFFFAOYSA-N 0.000 claims description 4
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- 239000000126 substance Substances 0.000 claims description 4
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical compound OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims description 4
- GXPHKUHSUJUWKP-UHFFFAOYSA-N troglitazone Chemical compound C1CC=2C(C)=C(O)C(C)=C(C)C=2OC1(C)COC(C=C1)=CC=C1CC1SC(=O)NC1=O GXPHKUHSUJUWKP-UHFFFAOYSA-N 0.000 claims description 4
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- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
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- 108090000828 Insulysin Proteins 0.000 claims description 2
- 108010015847 Non-Receptor Type 1 Protein Tyrosine Phosphatase Proteins 0.000 claims description 2
- 102100033001 Tyrosine-protein phosphatase non-receptor type 1 Human genes 0.000 claims description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 7
- KUFNEMCYFOJAGR-UHFFFAOYSA-N 4-benzyl-2h-triazole Chemical compound C=1C=CC=CC=1CC1=CNN=N1 KUFNEMCYFOJAGR-UHFFFAOYSA-N 0.000 claims 2
- 208000018460 Feeding disease Diseases 0.000 claims 2
- 102000007390 Glycogen Phosphorylase Human genes 0.000 claims 1
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- 108010009384 L-Iditol 2-Dehydrogenase Proteins 0.000 claims 1
- 102100026974 Sorbitol dehydrogenase Human genes 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 82
- 101800002739 Melanin-concentrating hormone Proteins 0.000 abstract description 16
- ORRDHOMWDPJSNL-UHFFFAOYSA-N melanin concentrating hormone Chemical compound N1C(=O)C(C(C)C)NC(=O)C(CCCNC(N)=N)NC(=O)CNC(=O)C(C(C)C)NC(=O)C(CCSC)NC(=O)C(NC(=O)C(CCCNC(N)=N)NC(=O)C(NC(=O)C(NC(=O)C(N)CC(O)=O)C(C)O)CCSC)CSSCC(C(=O)NC(CC=2C3=CC=CC=C3NC=2)C(=O)NC(CCC(O)=O)C(=O)NC(C(C)C)C(O)=O)NC(=O)C2CCCN2C(=O)C(CCCNC(N)=N)NC(=O)C1CC1=CC=C(O)C=C1 ORRDHOMWDPJSNL-UHFFFAOYSA-N 0.000 abstract description 16
- 102000047659 melanin-concentrating hormone Human genes 0.000 abstract 3
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- 229910052623 talc Inorganic materials 0.000 description 1
- QSYTWBKZNNEKPN-UHFFFAOYSA-N tert-butyl 4-(2-aminoethyl)piperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(CCN)CC1 QSYTWBKZNNEKPN-UHFFFAOYSA-N 0.000 description 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical class CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 1
- XBXCNNQPRYLIDE-UHFFFAOYSA-N tert-butylcarbamic acid Chemical compound CC(C)(C)NC(O)=O XBXCNNQPRYLIDE-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000003507 tetrahydrothiofenyl group Chemical group 0.000 description 1
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- LBLYYCQCTBFVLH-UHFFFAOYSA-M toluenesulfonate group Chemical group C=1(C(=CC=CC1)S(=O)(=O)[O-])C LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
-
- 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
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US33726201P | 2001-12-04 | 2001-12-04 | |
| US39985302P | 2002-07-31 | 2002-07-31 | |
| PCT/US2002/038408 WO2003047568A1 (en) | 2001-12-04 | 2002-12-03 | N-aryl-n'-arylcycloalkyl-urea derivatives as mch antagonists for the treatment of obesity |
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| Publication Number | Publication Date |
|---|---|
| MXPA04005503A true MXPA04005503A (es) | 2004-12-06 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA04005503A MXPA04005503A (es) | 2001-12-04 | 2002-12-03 | Derivados de n-aril-n??arilcicloalquilurea como antagonistas de la hormona concentradora de melanina para el tratamiento de la obesidad. |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US7348328B2 (enExample) |
| EP (1) | EP1453501B1 (enExample) |
| JP (2) | JP4330996B2 (enExample) |
| KR (1) | KR20050044664A (enExample) |
| CN (1) | CN1617718A (enExample) |
| AR (1) | AR037621A1 (enExample) |
| AT (1) | ATE404190T1 (enExample) |
| AU (1) | AU2002348269A1 (enExample) |
| CA (1) | CA2468967A1 (enExample) |
| DE (1) | DE60228317D1 (enExample) |
| ES (1) | ES2312637T3 (enExample) |
| HU (1) | HUP0500034A2 (enExample) |
| IL (1) | IL162311A0 (enExample) |
| MX (1) | MXPA04005503A (enExample) |
| PE (1) | PE20030680A1 (enExample) |
| TW (1) | TW200302719A (enExample) |
| WO (1) | WO2003047568A1 (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7304065B2 (en) | 2003-10-01 | 2007-12-04 | The Procter & Gamble Company | Melanin concentrating hormone antagonists |
| WO2005034947A1 (en) * | 2003-10-02 | 2005-04-21 | Schering Corporation | Aminobenzimidazoles as selective melanin concentrating hormone receptor antagonists for the treatment of obesity and related disorders |
| DE102004003811A1 (de) * | 2004-01-25 | 2005-08-11 | Aventis Pharma Deutschland Gmbh | Substituierte N-Cyclohexylimidazolinone, Verfahren ihrer Herstellung und ihre Verwendung als Arzneimittel |
| EP2305352A1 (en) | 2004-04-02 | 2011-04-06 | Merck Sharp & Dohme Corp. | 5-alpha-reductase inhibitors for use in the treatment of men with metabolic and anthropometric disorders |
| EP1773822B1 (en) * | 2004-07-16 | 2009-06-17 | Shering Corporation | Heterocyclyls as selective melanin concentrating hormone receptor antagonists for the treatment of obesity and related disorders |
| US20070043100A1 (en) | 2005-08-16 | 2007-02-22 | Hagen Eric J | Novel polymorphs of azabicyclohexane |
| CA2583454A1 (en) * | 2004-10-12 | 2006-04-27 | Pharmacopeia Drug Discovery, Inc. | Bicyclic compounds as selective melanin concentrating hormone receptor antagonists for the treatment of obesity and related disorders |
| BRPI0518241A (pt) * | 2004-11-01 | 2008-04-22 | Amylin Pharmaceuticals Inc | métodos para tratar obesidade e doenças e distúrbios relacionados à obesidade |
| US8394765B2 (en) | 2004-11-01 | 2013-03-12 | Amylin Pharmaceuticals Llc | Methods of treating obesity with two different anti-obesity agents |
| AU2005305036B2 (en) * | 2004-11-01 | 2011-03-10 | Amylin Pharmaceuticals, Llc | Treatment of obesity and related disorders |
| US20090264650A1 (en) * | 2005-03-31 | 2009-10-22 | Nobuo Cho | Prophylactic/Therapeutic Agent for Diabetes |
| US7799943B2 (en) * | 2005-06-24 | 2010-09-21 | Rohm And Haas Company | Method for promoting Michael addition reactions |
| RU2008107336A (ru) | 2005-07-27 | 2009-09-10 | Дов Фармасьютикал, Инк. (Us) | Новые 1-арил-з-азабицикло{3.1.0.} гексаны: получение и применение для лечения психоневрологических расстройств |
| US20080045725A1 (en) | 2006-04-28 | 2008-02-21 | Murry Jerry A | Process For The Synthesis of (+) And (-)-1-(3,4-Dichlorophenyl)-3-Azabicyclo[3.1.0]Hexane |
| US20080269348A1 (en) * | 2006-11-07 | 2008-10-30 | Phil Skolnick | Novel Arylbicyclo[3.1.0]Hexylamines And Methods And Compositions For Their Preparation And Use |
| US8138377B2 (en) | 2006-11-07 | 2012-03-20 | Dov Pharmaceutical, Inc. | Arylbicyclo[3.1.0]hexylamines and methods and compositions for their preparation and use |
| US8030495B2 (en) * | 2007-05-23 | 2011-10-04 | Coleman Paul J | Cyclopropyl pyrrolidine orexin receptor antagonists |
| US9133159B2 (en) | 2007-06-06 | 2015-09-15 | Neurovance, Inc. | 1-heteroaryl-3-azabicyclo[3.1.0]hexanes, methods for their preparation and their use as medicaments |
| EP2036578A1 (en) * | 2007-09-13 | 2009-03-18 | Bayer Schering Pharma Aktiengesellschaft | Diagnostic agents for positron emission imaging using F-18 radio labeled amino-alcohols |
| US20140206740A1 (en) | 2011-07-30 | 2014-07-24 | Neurovance, Inc. | Use Of (1R,5S)-(+)-(Napthalen-2-yl)-3-Azabicyclo[3.1.0]Hexane In The Treatment Of Conditions Affected By Monoamine Neurotransmitters |
| CN102875385A (zh) * | 2012-10-18 | 2013-01-16 | 浙江大学 | N,n-二异丙基乙胺的合成方法 |
| WO2018026890A1 (en) | 2016-08-03 | 2018-02-08 | Cymabay Therapeutics | Oxymethylene aryl compounds for treating inflammatory gastrointestinal diseases or gastrointestinal conditions |
| AU2020308862A1 (en) * | 2019-06-28 | 2022-01-20 | Research Triangle Institute | Urea derivatives as CB1 allosteric modulators |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW209868B (enExample) | 1991-04-04 | 1993-07-21 | Yoshitomi Pharmaceutical | |
| US5908830A (en) * | 1996-10-31 | 1999-06-01 | Merck & Co., Inc. | Combination therapy for the treatment of diabetes and obesity |
| CA2273102A1 (en) * | 1996-12-03 | 1998-06-11 | Banyu Pharmaceutical Co., Ltd. | Urea derivatives |
| CN1311773A (zh) * | 1998-06-08 | 2001-09-05 | 先灵公司 | 神经肽y5受体拮抗剂 |
| GB0010757D0 (en) * | 2000-05-05 | 2000-06-28 | Astrazeneca Ab | Chemical compounds |
-
2002
- 2002-12-03 WO PCT/US2002/038408 patent/WO2003047568A1/en not_active Ceased
- 2002-12-03 DE DE60228317T patent/DE60228317D1/de not_active Expired - Lifetime
- 2002-12-03 AR ARP020104668A patent/AR037621A1/es unknown
- 2002-12-03 IL IL16231102A patent/IL162311A0/xx unknown
- 2002-12-03 AU AU2002348269A patent/AU2002348269A1/en not_active Abandoned
- 2002-12-03 US US10/308,782 patent/US7348328B2/en not_active Expired - Fee Related
- 2002-12-03 EP EP02782401A patent/EP1453501B1/en not_active Expired - Lifetime
- 2002-12-03 MX MXPA04005503A patent/MXPA04005503A/es not_active Application Discontinuation
- 2002-12-03 AT AT02782401T patent/ATE404190T1/de not_active IP Right Cessation
- 2002-12-03 CA CA002468967A patent/CA2468967A1/en not_active Abandoned
- 2002-12-03 HU HU0500034A patent/HUP0500034A2/hu unknown
- 2002-12-03 CN CNA028277554A patent/CN1617718A/zh active Pending
- 2002-12-03 PE PE2002001165A patent/PE20030680A1/es not_active Application Discontinuation
- 2002-12-03 KR KR1020047008490A patent/KR20050044664A/ko not_active Withdrawn
- 2002-12-03 ES ES02782401T patent/ES2312637T3/es not_active Expired - Lifetime
- 2002-12-03 TW TW091135038A patent/TW200302719A/zh unknown
- 2002-12-03 JP JP2003548823A patent/JP4330996B2/ja not_active Expired - Fee Related
-
2009
- 2009-05-14 JP JP2009118103A patent/JP2009235076A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| ES2312637T3 (es) | 2009-03-01 |
| HUP0500034A2 (hu) | 2005-04-28 |
| US20040122017A1 (en) | 2004-06-24 |
| PE20030680A1 (es) | 2003-08-11 |
| EP1453501A1 (en) | 2004-09-08 |
| AR037621A1 (es) | 2004-11-17 |
| KR20050044664A (ko) | 2005-05-12 |
| US7348328B2 (en) | 2008-03-25 |
| CA2468967A1 (en) | 2003-06-12 |
| WO2003047568A1 (en) | 2003-06-12 |
| DE60228317D1 (de) | 2008-09-25 |
| JP4330996B2 (ja) | 2009-09-16 |
| JP2009235076A (ja) | 2009-10-15 |
| ATE404190T1 (de) | 2008-08-15 |
| AU2002348269A1 (en) | 2003-06-17 |
| EP1453501B1 (en) | 2008-08-13 |
| JP2005511656A (ja) | 2005-04-28 |
| IL162311A0 (en) | 2005-11-20 |
| TW200302719A (en) | 2003-08-16 |
| CN1617718A (zh) | 2005-05-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA | Abandonment or withdrawal |