CA2587210A1 - Tubulin binding anti cancer agents and prodrugs thereof - Google Patents
Tubulin binding anti cancer agents and prodrugs thereof Download PDFInfo
- Publication number
- CA2587210A1 CA2587210A1 CA002587210A CA2587210A CA2587210A1 CA 2587210 A1 CA2587210 A1 CA 2587210A1 CA 002587210 A CA002587210 A CA 002587210A CA 2587210 A CA2587210 A CA 2587210A CA 2587210 A1 CA2587210 A1 CA 2587210A1
- Authority
- CA
- Canada
- Prior art keywords
- alkylamino
- hydrogen
- compound
- aryl
- alkoxy
- 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
- 239000002246 antineoplastic agent Substances 0.000 title claims description 44
- 229940002612 prodrug Drugs 0.000 title abstract description 201
- 239000000651 prodrug Substances 0.000 title abstract description 201
- 102000004243 Tubulin Human genes 0.000 title abstract description 70
- 108090000704 Tubulin Proteins 0.000 title abstract description 70
- 150000001875 compounds Chemical class 0.000 claims abstract description 559
- 206010028980 Neoplasm Diseases 0.000 claims abstract description 144
- 201000011510 cancer Diseases 0.000 claims abstract description 108
- 206010021143 Hypoxia Diseases 0.000 claims abstract description 70
- 201000010099 disease Diseases 0.000 claims abstract description 22
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 22
- 230000003463 hyperproliferative effect Effects 0.000 claims abstract description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 299
- 239000001257 hydrogen Substances 0.000 claims description 297
- 125000003118 aryl group Chemical group 0.000 claims description 227
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims description 202
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 184
- 125000001072 heteroaryl group Chemical group 0.000 claims description 176
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 176
- -1 NHOH Chemical group 0.000 claims description 145
- 125000000623 heterocyclic group Chemical group 0.000 claims description 142
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 127
- 238000000034 method Methods 0.000 claims description 120
- 125000005843 halogen group Chemical group 0.000 claims description 117
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 116
- 239000000203 mixture Substances 0.000 claims description 115
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 114
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 91
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 86
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 80
- 125000003545 alkoxy group Chemical group 0.000 claims description 79
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 70
- 125000000217 alkyl group Chemical group 0.000 claims description 69
- 150000003839 salts Chemical class 0.000 claims description 69
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 68
- 125000006716 (C1-C6) heteroalkyl group Chemical group 0.000 claims description 64
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 64
- 230000001146 hypoxic effect Effects 0.000 claims description 58
- 239000012453 solvate Substances 0.000 claims description 55
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 claims description 54
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 claims description 53
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 49
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 46
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 42
- 239000012190 activator Substances 0.000 claims description 40
- 238000011282 treatment Methods 0.000 claims description 35
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 24
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 22
- 125000003435 aroyl group Chemical group 0.000 claims description 21
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 20
- 125000004670 alkyl amino thio carbonyl group Chemical group 0.000 claims description 20
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- 125000006728 (C1-C6) alkynyl group Chemical group 0.000 claims description 11
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 30
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 27
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- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 20
- 230000002194 synthesizing effect Effects 0.000 description 19
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- 239000007832 Na2SO4 Substances 0.000 description 17
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 17
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- 235000011152 sodium sulphate Nutrition 0.000 description 17
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- WWTBZEKOSBFBEM-SPWPXUSOSA-N (2s)-2-[[2-benzyl-3-[hydroxy-[(1r)-2-phenyl-1-(phenylmethoxycarbonylamino)ethyl]phosphoryl]propanoyl]amino]-3-(1h-indol-3-yl)propanoic acid Chemical compound N([C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)O)C(=O)C(CP(O)(=O)[C@H](CC=1C=CC=CC=1)NC(=O)OCC=1C=CC=CC=1)CC1=CC=CC=C1 WWTBZEKOSBFBEM-SPWPXUSOSA-N 0.000 description 12
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- FBTUMDXHSRTGRV-ALTNURHMSA-N zorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(\C)=N\NC(=O)C=1C=CC=CC=1)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 FBTUMDXHSRTGRV-ALTNURHMSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
- C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4738—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4745—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems condensed with ring systems having nitrogen as a ring hetero atom, e.g. phenantrolines
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Saccharide Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63042204P | 2004-11-22 | 2004-11-22 | |
| US60/630,422 | 2004-11-22 | ||
| US72692805P | 2005-10-14 | 2005-10-14 | |
| US60/726,928 | 2005-10-14 | ||
| PCT/US2005/042095 WO2006057946A2 (en) | 2004-11-22 | 2005-11-17 | Tubulin binding anti cancer agents and prodrugs thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2587210A1 true CA2587210A1 (en) | 2006-06-01 |
Family
ID=36498450
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002587210A Abandoned CA2587210A1 (en) | 2004-11-22 | 2005-11-17 | Tubulin binding anti cancer agents and prodrugs thereof |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20090042820A1 (enExample) |
| EP (1) | EP1819338A4 (enExample) |
| JP (1) | JP2008520719A (enExample) |
| KR (1) | KR20070086595A (enExample) |
| AU (1) | AU2005309761A1 (enExample) |
| CA (1) | CA2587210A1 (enExample) |
| IL (1) | IL183212A0 (enExample) |
| MX (1) | MX2007006102A (enExample) |
| NO (1) | NO20073211L (enExample) |
| WO (1) | WO2006057946A2 (enExample) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA200507752B (en) | 2003-03-28 | 2007-01-31 | Threshold Pharmaceuticals Inc | Compositions and methods for treating cancer |
| SI1896040T1 (sl) | 2005-06-29 | 2012-12-31 | Threshold Pharmaceuticals, Inc. | Fosforamidatna alkilatorska predzdravila |
| KR20090025367A (ko) * | 2006-06-28 | 2009-03-10 | 가부시키가이샤산와카가쿠켄큐쇼 | 신규 6-5계 이환식 복소환 유도체 및 그 의약용도 |
| ES2884044T3 (es) | 2006-12-26 | 2021-12-10 | Immunogenesis Inc | Profármaco alquilante de fosforamidato para el tratamiento del cáncer |
| WO2008124691A1 (en) | 2007-04-05 | 2008-10-16 | Threshold Pharmaceuticals, Inc. | Glufosfamide combination therapy |
| WO2008151253A1 (en) * | 2007-06-04 | 2008-12-11 | Threshold Pharmaceuticals, Inc. | Hypoxia activated prodrugs of antineoplastic agents |
| JP5765634B2 (ja) | 2008-10-21 | 2015-08-19 | スレッシュホールド ファーマシューティカルズ, インコーポレイテッド | 低酸素活性化型プロドラッグを用いるがんの処置 |
| FR2962437B1 (fr) * | 2010-07-06 | 2012-08-17 | Sanofi Aventis | Derives d'imidazopyridine, leur procede de preparation et leur application en therapeutique |
| WO2012139495A1 (en) | 2011-04-13 | 2012-10-18 | Merck Sharp & Dohme Corp. | Mineralocorticoid receptor antagonists |
| JP5922791B2 (ja) | 2012-10-29 | 2016-05-24 | 京セラ株式会社 | 弾性表面波センサ |
| US9546162B2 (en) * | 2013-09-27 | 2017-01-17 | Allergan, Inc. | Compounds and methods for skin repair |
| WO2015123437A1 (en) | 2014-02-13 | 2015-08-20 | Incyte Corporation | Cyclopropylamines as lsd1 inhibitors |
| PE20161573A1 (es) | 2014-02-13 | 2017-01-19 | Incyte Corp | Ciclopropilamina como inhibidor de la lsd1 |
| WO2015123408A1 (en) | 2014-02-13 | 2015-08-20 | Incyte Corporation | Cyclopropylamines as lsd1 inhibitors |
| TWI664164B (zh) | 2014-02-13 | 2019-07-01 | 美商英塞特控股公司 | 作為lsd1抑制劑之環丙胺 |
| US9695168B2 (en) | 2014-07-10 | 2017-07-04 | Incyte Corporation | Substituted imidazo[1,5-α]pyridines and imidazo[1,5-α]pyrazines as LSD1 inhibitors |
| WO2016007722A1 (en) | 2014-07-10 | 2016-01-14 | Incyte Corporation | Triazolopyridines and triazolopyrazines as lsd1 inhibitors |
| US9695180B2 (en) | 2014-07-10 | 2017-07-04 | Incyte Corporation | Substituted imidazo[1,2-a]pyrazines as LSD1 inhibitors |
| US9758523B2 (en) | 2014-07-10 | 2017-09-12 | Incyte Corporation | Triazolopyridines and triazolopyrazines as LSD1 inhibitors |
| WO2016011195A1 (en) | 2014-07-17 | 2016-01-21 | Threshold Pharmaceuticals, Inc. | Th-302 solid forms and methods related thereto |
| SG11201707293VA (en) | 2015-03-10 | 2017-10-30 | Ascenta Pharmaceuticals Ltd | Dna alkylating agents |
| US10829437B2 (en) * | 2015-04-02 | 2020-11-10 | Obi Pharma, Inc. | Nitrobenzyl derivatives of anti-cancer agents |
| MY191796A (en) | 2015-04-03 | 2022-07-15 | Incyte Corp | Heterocyclic compounds as lsd1 inhibitors |
| US20180169064A1 (en) | 2015-06-24 | 2018-06-21 | Threshold Pharmaceuticals, Inc. | Aziridine containing dna alkylating agents |
| KR102710120B1 (ko) | 2015-08-12 | 2024-09-27 | 인사이트 홀딩스 코포레이션 | Lsd1 저해제의 염 |
| PE20190377A1 (es) | 2016-04-22 | 2019-03-08 | Incyte Corp | Formulaciones de un inhibidor de lsd 1 |
| US10968200B2 (en) | 2018-08-31 | 2021-04-06 | Incyte Corporation | Salts of an LSD1 inhibitor and processes for preparing the same |
| US11427591B2 (en) * | 2018-10-17 | 2022-08-30 | Insilico Medicine Ip Limited | Kinase inhibitors |
| CN115403483B (zh) * | 2021-07-02 | 2024-01-26 | 河南省儿童医院郑州儿童医院 | 含二苯乙烯或二苯甲酮骨架的ca-4衍生物、药物组合物及其制备方法和应用 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004099139A1 (en) * | 2000-09-15 | 2004-11-18 | Baylor University | Indole-containing compounds with anti-tubulin and vascular targeting activity |
| ATE368046T1 (de) * | 2000-03-10 | 2007-08-15 | Univ Baylor | Tubulin bindende liganden |
| FR2816938B1 (fr) * | 2000-11-22 | 2003-01-03 | Sanofi Synthelabo | Derives de 3-aroylindole, leur procede de preparation et les compositions pharmaceutiques en contenant |
| FR2838123B1 (fr) * | 2002-04-04 | 2005-06-10 | Sanofi Synthelabo | Nouveaux derives d'indolozine-1,2,3 substituee, inhibiteurs selectifs du b-fgf |
| FR2839718B1 (fr) * | 2002-05-17 | 2004-06-25 | Sanofi Synthelabo | Derives d'indole, leur procede de preparation et les compositions pharmaceutiques en contenant |
| EP1506960B1 (en) * | 2003-08-07 | 2011-04-06 | National Health Research Institutes | Indole compounds as inhibitors of tubulin polymerisation for the treatment of angiogenesis-related disorders |
| US7456289B2 (en) * | 2004-12-31 | 2008-11-25 | National Health Research Institutes | Anti-tumor compounds |
-
2005
- 2005-11-17 US US11/791,420 patent/US20090042820A1/en not_active Abandoned
- 2005-11-17 EP EP05826480A patent/EP1819338A4/en not_active Withdrawn
- 2005-11-17 CA CA002587210A patent/CA2587210A1/en not_active Abandoned
- 2005-11-17 AU AU2005309761A patent/AU2005309761A1/en not_active Abandoned
- 2005-11-17 KR KR1020077014342A patent/KR20070086595A/ko not_active Withdrawn
- 2005-11-17 JP JP2007543334A patent/JP2008520719A/ja not_active Withdrawn
- 2005-11-17 WO PCT/US2005/042095 patent/WO2006057946A2/en not_active Ceased
- 2005-11-17 MX MX2007006102A patent/MX2007006102A/es not_active Application Discontinuation
-
2007
- 2007-05-15 IL IL183212A patent/IL183212A0/en unknown
- 2007-06-22 NO NO20073211A patent/NO20073211L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| EP1819338A4 (en) | 2009-11-04 |
| NO20073211L (no) | 2007-08-21 |
| IL183212A0 (en) | 2008-04-13 |
| WO2006057946A2 (en) | 2006-06-01 |
| MX2007006102A (es) | 2007-07-11 |
| JP2008520719A (ja) | 2008-06-19 |
| AU2005309761A1 (en) | 2006-06-01 |
| KR20070086595A (ko) | 2007-08-27 |
| WO2006057946A3 (en) | 2007-07-05 |
| EP1819338A2 (en) | 2007-08-22 |
| US20090042820A1 (en) | 2009-02-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |