NZ542380A - 8-Substituted-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one derivatives - Google Patents
8-Substituted-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one derivativesInfo
- Publication number
- NZ542380A NZ542380A NZ542380A NZ54238004A NZ542380A NZ 542380 A NZ542380 A NZ 542380A NZ 542380 A NZ542380 A NZ 542380A NZ 54238004 A NZ54238004 A NZ 54238004A NZ 542380 A NZ542380 A NZ 542380A
- Authority
- NZ
- New Zealand
- Prior art keywords
- phenyl
- group
- tetrahydro
- pyrimido
- pyrimidin
- Prior art date
Links
- -1 8-Substituted-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one Chemical class 0.000 title claims description 23
- 150000001875 compounds Chemical class 0.000 claims abstract description 93
- 150000003839 salts Chemical class 0.000 claims abstract description 39
- 239000003814 drug Substances 0.000 claims abstract description 32
- 238000002360 preparation method Methods 0.000 claims abstract description 18
- 230000000694 effects Effects 0.000 claims abstract description 17
- 230000003449 preventive effect Effects 0.000 claims abstract description 17
- 201000010099 disease Diseases 0.000 claims abstract description 16
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 16
- 230000001225 therapeutic effect Effects 0.000 claims abstract description 16
- 239000012453 solvate Substances 0.000 claims abstract description 15
- 230000002159 abnormal effect Effects 0.000 claims abstract description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 29
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 22
- DNCYBUMDUBHIJZ-UHFFFAOYSA-N 1h-pyrimidin-6-one Chemical compound O=C1C=CN=CN1 DNCYBUMDUBHIJZ-UHFFFAOYSA-N 0.000 claims description 19
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 19
- 239000004480 active ingredient Substances 0.000 claims description 18
- 125000005843 halogen group Chemical group 0.000 claims description 17
- 150000008318 pyrimidones Chemical class 0.000 claims description 16
- 230000004770 neurodegeneration Effects 0.000 claims description 14
- 208000015122 neurodegenerative disease Diseases 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
- 125000001624 naphthyl group Chemical group 0.000 claims description 13
- 239000008194 pharmaceutical composition Substances 0.000 claims description 11
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- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 208000014674 injury Diseases 0.000 claims description 9
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 8
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 8
- LCKCIHLNWFCXLK-UHFFFAOYSA-N 1,4,7,8-tetrahydropyrimido[1,2-a]pyrimidin-6-one Chemical compound N1C=CCN2C(=O)CCN=C21 LCKCIHLNWFCXLK-UHFFFAOYSA-N 0.000 claims description 7
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- 102000001267 GSK3 Human genes 0.000 claims description 7
- 108060006662 GSK3 Proteins 0.000 claims description 7
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- NFVJNJQRWPQVOA-UHFFFAOYSA-N n-[2-chloro-5-(trifluoromethyl)phenyl]-2-[3-(4-ethyl-5-ethylsulfanyl-1,2,4-triazol-3-yl)piperidin-1-yl]acetamide Chemical compound CCN1C(SCC)=NN=C1C1CN(CC(=O)NC=2C(=CC=C(C=2)C(F)(F)F)Cl)CCC1 NFVJNJQRWPQVOA-UHFFFAOYSA-N 0.000 claims description 7
- 125000001424 substituent group Chemical group 0.000 claims description 7
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 6
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 6
- 125000004076 pyridyl group Chemical group 0.000 claims description 6
- SOQCSKKKURIFCX-UHFFFAOYSA-N pyrimido[1,2-a]pyrimidin-6-one Chemical compound N1=CC=CN2C(=O)C=CN=C21 SOQCSKKKURIFCX-UHFFFAOYSA-N 0.000 claims description 6
- 201000004384 Alopecia Diseases 0.000 claims description 5
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- 231100000360 alopecia Toxicity 0.000 claims description 5
- 125000003277 amino group Chemical group 0.000 claims description 5
- 125000002785 azepinyl group Chemical group 0.000 claims description 5
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 5
- 239000003112 inhibitor Substances 0.000 claims description 5
- 235000020824 obesity Nutrition 0.000 claims description 5
- 125000003386 piperidinyl group Chemical group 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- 201000000980 schizophrenia Diseases 0.000 claims description 5
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- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims description 5
- WNFFZIARVDNRHT-UHFFFAOYSA-N 9-[2-(3-bromophenyl)-2-hydroxyethyl]-2,8-dipyridin-4-yl-7,8-dihydro-6h-pyrimido[1,2-a]pyrimidin-4-one Chemical compound C=1C=CC(Br)=CC=1C(O)CN1C(C=2C=CN=CC=2)CCN(C(C=2)=O)C1=NC=2C1=CC=NC=C1 WNFFZIARVDNRHT-UHFFFAOYSA-N 0.000 claims description 4
- LCULGLDLJYUBOA-UHFFFAOYSA-N 9-[2-oxo-2-(4-phenylphenyl)ethyl]-8-phenyl-2-pyridin-4-yl-7,8-dihydro-6h-pyrimido[1,2-a]pyrimidin-4-one Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(=O)CN1C(C=2C=CC=CC=2)CCN(C(C=2)=O)C1=NC=2C1=CC=NC=C1 LCULGLDLJYUBOA-UHFFFAOYSA-N 0.000 claims description 4
- NHTYLWPUHXMUTR-UHFFFAOYSA-N 9-phenacyl-2,8-dipyridin-4-yl-7,8-dihydro-6h-pyrimido[1,2-a]pyrimidin-4-one Chemical compound C=1C=CC=CC=1C(=O)CN1C(C=2C=CN=CC=2)CCN(C(C=2)=O)C1=NC=2C1=CC=NC=C1 NHTYLWPUHXMUTR-UHFFFAOYSA-N 0.000 claims description 4
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- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
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- 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims description 4
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- IXMSDOQDLMKUAD-UHFFFAOYSA-N 9-[2-(3-fluorophenyl)-2-hydroxyethyl]-2,8-dipyridin-4-yl-7,8-dihydro-6h-pyrimido[1,2-a]pyrimidin-4-one Chemical compound C=1C=CC(F)=CC=1C(O)CN1C(C=2C=CN=CC=2)CCN(C(C=2)=O)C1=NC=2C1=CC=NC=C1 IXMSDOQDLMKUAD-UHFFFAOYSA-N 0.000 claims description 3
- BUOPYHVNRIEWGQ-UHFFFAOYSA-N 9-[2-(4-chlorophenyl)-2-oxoethyl]-8-phenyl-2-pyridin-4-yl-7,8-dihydro-6h-pyrimido[1,2-a]pyrimidin-4-one Chemical compound C1=CC(Cl)=CC=C1C(=O)CN1C2=NC(C=3C=CN=CC=3)=CC(=O)N2CCC1C1=CC=CC=C1 BUOPYHVNRIEWGQ-UHFFFAOYSA-N 0.000 claims description 3
- YYWBFLBRNMOYSI-UHFFFAOYSA-N 9-[2-(4-methoxyphenyl)-2-oxoethyl]-8-phenyl-2-pyridin-4-yl-7,8-dihydro-6h-pyrimido[1,2-a]pyrimidin-4-one Chemical compound C1=CC(OC)=CC=C1C(=O)CN1C2=NC(C=3C=CN=CC=3)=CC(=O)N2CCC1C1=CC=CC=C1 YYWBFLBRNMOYSI-UHFFFAOYSA-N 0.000 claims description 3
- AJXACISSEJQCCJ-UHFFFAOYSA-N 9-[2-(4-methylphenyl)-2-oxoethyl]-8-phenyl-2-pyridin-4-yl-7,8-dihydro-6h-pyrimido[1,2-a]pyrimidin-4-one Chemical compound C1=CC(C)=CC=C1C(=O)CN1C2=NC(C=3C=CN=CC=3)=CC(=O)N2CCC1C1=CC=CC=C1 AJXACISSEJQCCJ-UHFFFAOYSA-N 0.000 claims description 3
- 241000700605 Viruses Species 0.000 claims description 3
- VVFUQWCTMNBUPQ-UHFFFAOYSA-N 9-(2-hydroxy-2-naphthalen-2-ylethyl)-8-phenyl-2-pyridin-4-yl-7,8-dihydro-6h-pyrimido[1,2-a]pyrimidin-4-one Chemical compound C=1C=C2C=CC=CC2=CC=1C(O)CN1C(C=2C=CC=CC=2)CCN(C(C=2)=O)C1=NC=2C1=CC=NC=C1 VVFUQWCTMNBUPQ-UHFFFAOYSA-N 0.000 claims description 2
- VLVIJJKUTULFRX-UHFFFAOYSA-N 9-[2-(3-bromophenyl)-2-oxoethyl]-2,8-dipyridin-4-yl-7,8-dihydro-6h-pyrimido[1,2-a]pyrimidin-4-one Chemical compound BrC1=CC=CC(C(=O)CN2C=3N(C(C=C(N=3)C=3C=CN=CC=3)=O)CCC2C=2C=CN=CC=2)=C1 VLVIJJKUTULFRX-UHFFFAOYSA-N 0.000 claims description 2
- ZWEAXAATXJXBRE-UHFFFAOYSA-N 9-[2-(3-fluorophenyl)-2-oxoethyl]-2,8-dipyridin-4-yl-7,8-dihydro-6h-pyrimido[1,2-a]pyrimidin-4-one Chemical compound FC1=CC=CC(C(=O)CN2C=3N(C(C=C(N=3)C=3C=CN=CC=3)=O)CCC2C=2C=CN=CC=2)=C1 ZWEAXAATXJXBRE-UHFFFAOYSA-N 0.000 claims description 2
- YDUNPYYAGQJKNC-UHFFFAOYSA-N 9-[2-(4-fluorophenyl)-2-hydroxyethyl]-8-phenyl-2-pyridin-4-yl-7,8-dihydro-6h-pyrimido[1,2-a]pyrimidin-4-one Chemical compound C=1C=C(F)C=CC=1C(O)CN1C(C=2C=CC=CC=2)CCN(C(C=2)=O)C1=NC=2C1=CC=NC=C1 YDUNPYYAGQJKNC-UHFFFAOYSA-N 0.000 claims description 2
- HFMACNXIJIYYMA-UHFFFAOYSA-N 9-[2-hydroxy-2-(4-phenylphenyl)ethyl]-8-phenyl-2-pyridin-4-yl-7,8-dihydro-6h-pyrimido[1,2-a]pyrimidin-4-one Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(O)CN1C(C=2C=CC=CC=2)CCN(C(C=2)=O)C1=NC=2C1=CC=NC=C1 HFMACNXIJIYYMA-UHFFFAOYSA-N 0.000 claims description 2
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- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
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- A—HUMAN NECESSITIES
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03290727A EP1460075A1 (en) | 2003-03-21 | 2003-03-21 | Substituted 8-Pyridinyl-6,7,8,9-Tetrahydropyrimido[1,2-a]Pyrimidin-4-one and 8-Phenyl-6-7,8,9-Tetrahydropyrimido[1,2-a]Pyrimidin-4-one derivatives |
| PCT/EP2004/004014 WO2004082577A2 (en) | 2003-03-21 | 2004-03-19 | 8-SUBSTITUTED-6, 7, 8, 9-TETRAHYDROPYRIMIDO[1,2-a] PYRIMIDIN-4-ONE DERIVATIVES |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ542380A true NZ542380A (en) | 2009-01-31 |
Family
ID=32799140
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ542380A NZ542380A (en) | 2003-03-21 | 2004-03-19 | 8-Substituted-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one derivatives |
Country Status (25)
| Country | Link |
|---|---|
| US (2) | US7247638B2 (enExample) |
| EP (2) | EP1460075A1 (enExample) |
| JP (1) | JP4572195B2 (enExample) |
| KR (1) | KR101070149B1 (enExample) |
| CN (1) | CN100358897C (enExample) |
| AR (1) | AR043658A1 (enExample) |
| AT (1) | ATE452892T1 (enExample) |
| AU (1) | AU2004222596B2 (enExample) |
| BR (1) | BRPI0408591A (enExample) |
| CA (1) | CA2518299C (enExample) |
| CY (1) | CY1109890T1 (enExample) |
| DE (1) | DE602004024770D1 (enExample) |
| DK (1) | DK1608654T3 (enExample) |
| EA (1) | EA009197B1 (enExample) |
| ES (1) | ES2338325T3 (enExample) |
| IL (1) | IL170680A (enExample) |
| MX (1) | MXPA05010158A (enExample) |
| NO (1) | NO20054330L (enExample) |
| NZ (1) | NZ542380A (enExample) |
| PL (1) | PL1608654T3 (enExample) |
| PT (1) | PT1608654E (enExample) |
| SI (1) | SI1608654T1 (enExample) |
| TW (1) | TWI330186B (enExample) |
| WO (1) | WO2004082577A2 (enExample) |
| ZA (1) | ZA200507487B (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1460075A1 (en) * | 2003-03-21 | 2004-09-22 | Sanofi-Synthelabo | Substituted 8-Pyridinyl-6,7,8,9-Tetrahydropyrimido[1,2-a]Pyrimidin-4-one and 8-Phenyl-6-7,8,9-Tetrahydropyrimido[1,2-a]Pyrimidin-4-one derivatives |
| CA2666193A1 (en) | 2006-08-08 | 2008-02-14 | Sanofi-Aventis | Arylaminoaryl-alkyl-substituted imidazolidine-2,4-diones, process for preparing them, medicaments comprising these compounds, and their use |
| EP1939187A1 (en) * | 2006-12-20 | 2008-07-02 | Sanofi-Aventis | Substituted heteroaryl pyridopyrimidone derivatives |
| EP2025674A1 (de) | 2007-08-15 | 2009-02-18 | sanofi-aventis | Substituierte Tetrahydronaphthaline, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| AR072707A1 (es) | 2008-07-09 | 2010-09-15 | Sanofi Aventis | Compuestos heterociclicos, procesos para su preparacion, medicamentos que comprenden estos compuestos y el uso de los mismos |
| WO2010068601A1 (en) | 2008-12-08 | 2010-06-17 | Sanofi-Aventis | A crystalline heteroaromatic fluoroglycoside hydrate, processes for making, methods of use and pharmaceutical compositions thereof |
| AU2010288523A1 (en) | 2009-08-26 | 2012-03-15 | Sanofi | Novel crystalline heteroaromatic fluoroglycoside hydrates, pharmaceuticals comprising these compounds and their use |
| WO2011107494A1 (de) | 2010-03-03 | 2011-09-09 | Sanofi | Neue aromatische glykosidderivate, diese verbindungen enthaltende arzneimittel und deren verwendung |
| US8933024B2 (en) | 2010-06-18 | 2015-01-13 | Sanofi | Azolopyridin-3-one derivatives as inhibitors of lipases and phospholipases |
| US8530413B2 (en) | 2010-06-21 | 2013-09-10 | Sanofi | Heterocyclically substituted methoxyphenyl derivatives with an oxo group, processes for preparation thereof and use thereof as medicaments |
| TW201215387A (en) | 2010-07-05 | 2012-04-16 | Sanofi Aventis | Spirocyclically substituted 1,3-propane dioxide derivatives, processes for preparation thereof and use thereof as a medicament |
| TW201215388A (en) | 2010-07-05 | 2012-04-16 | Sanofi Sa | (2-aryloxyacetylamino)phenylpropionic acid derivatives, processes for preparation thereof and use thereof as medicaments |
| TW201221505A (en) | 2010-07-05 | 2012-06-01 | Sanofi Sa | Aryloxyalkylene-substituted hydroxyphenylhexynoic acids, process for preparation thereof and use thereof as a medicament |
| US8828994B2 (en) | 2011-03-08 | 2014-09-09 | Sanofi | Di- and tri-substituted oxathiazine derivatives, method for the production thereof, use thereof as medicine and drug containing said derivatives and use thereof |
| EP2683702B1 (de) | 2011-03-08 | 2014-12-24 | Sanofi | Neue substituierte phenyl-oxathiazinderivate, verfahren zu deren herstellung, diese verbindungen enthaltende arzneimittel und deren verwendung |
| WO2012120057A1 (de) | 2011-03-08 | 2012-09-13 | Sanofi | Neue substituierte phenyl-oxathiazinderivate, verfahren zu deren herstellung, diese verbindungen enthaltende arzneimittel und deren verwendung |
| US8828995B2 (en) | 2011-03-08 | 2014-09-09 | Sanofi | Branched oxathiazine derivatives, method for the production thereof, use thereof as medicine and drug containing said derivatives and use thereof |
| EP2683699B1 (de) | 2011-03-08 | 2015-06-24 | Sanofi | Di- und trisubstituierte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
| EP2766349B1 (de) | 2011-03-08 | 2016-06-01 | Sanofi | Mit carbozyklen oder heterozyklen substituierte oxathiazinderivate, verfahren zu deren herstellung, diese verbindungen enthaltende arzneimittel und deren verwendung |
| EP2683701B1 (de) | 2011-03-08 | 2014-12-24 | Sanofi | Mit benzyl- oder heteromethylengruppen substituierte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
| EP2683700B1 (de) | 2011-03-08 | 2015-02-18 | Sanofi | Tetrasubstituierte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
| US8809325B2 (en) | 2011-03-08 | 2014-08-19 | Sanofi | Benzyl-oxathiazine derivatives substituted with adamantane and noradamantane, medicaments containing said compounds and use thereof |
| WO2013037390A1 (en) | 2011-09-12 | 2013-03-21 | Sanofi | 6-(4-hydroxy-phenyl)-3-styryl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
| WO2013045413A1 (en) | 2011-09-27 | 2013-04-04 | Sanofi | 6-(4-hydroxy-phenyl)-3-alkyl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
| AU2019339777B2 (en) | 2018-09-12 | 2022-09-01 | Novartis Ag | Antiviral pyridopyrazinedione compounds |
| TWI867053B (zh) | 2019-09-26 | 2024-12-21 | 瑞士商諾華公司 | 抗病毒吡唑并吡啶酮化合物 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001270884A (ja) * | 2000-03-23 | 2001-10-02 | Mitsubishi-Tokyo Pharmaceuticals Inc | ピリミドン誘導体 |
| EP1136482A1 (en) * | 2000-03-23 | 2001-09-26 | Sanofi-Synthelabo | 2-Amino-3-(alkyl)-pyrimidone derivatives as GSK3beta inhibitors |
| TR200402342T4 (tr) * | 2000-09-01 | 2004-11-22 | Mitsubishi Pharma Corporation | 2-Pirindinil-6,7,8,9- Tetrahidropyrimido[1,2-A] Pirimidin-4-On ve 7-Pirindinil-1,3-Dihydoimidazo[1,2-A]Pirimidin-5(1H) on Türevleri |
| EP1184383A1 (en) * | 2000-09-01 | 2002-03-06 | Sanofi-Synthelabo | 9-[Alkyl], 9-[(heteroaryl)alkyl] and 9-[(aryl)alkyl]-2-pyridinyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one derivatives |
| EP1460075A1 (en) * | 2003-03-21 | 2004-09-22 | Sanofi-Synthelabo | Substituted 8-Pyridinyl-6,7,8,9-Tetrahydropyrimido[1,2-a]Pyrimidin-4-one and 8-Phenyl-6-7,8,9-Tetrahydropyrimido[1,2-a]Pyrimidin-4-one derivatives |
-
2003
- 2003-03-21 EP EP03290727A patent/EP1460075A1/en not_active Withdrawn
-
2004
- 2004-03-17 TW TW093107079A patent/TWI330186B/zh not_active IP Right Cessation
- 2004-03-19 AU AU2004222596A patent/AU2004222596B2/en not_active Ceased
- 2004-03-19 DE DE602004024770T patent/DE602004024770D1/de not_active Expired - Lifetime
- 2004-03-19 JP JP2006505152A patent/JP4572195B2/ja not_active Expired - Fee Related
- 2004-03-19 AR ARP040100917A patent/AR043658A1/es unknown
- 2004-03-19 SI SI200431367T patent/SI1608654T1/sl unknown
- 2004-03-19 EP EP04721906A patent/EP1608654B1/en not_active Expired - Lifetime
- 2004-03-19 BR BRPI0408591-4A patent/BRPI0408591A/pt not_active IP Right Cessation
- 2004-03-19 PT PT04721906T patent/PT1608654E/pt unknown
- 2004-03-19 CN CNB2004800120116A patent/CN100358897C/zh not_active Expired - Fee Related
- 2004-03-19 WO PCT/EP2004/004014 patent/WO2004082577A2/en not_active Ceased
- 2004-03-19 CA CA2518299A patent/CA2518299C/en not_active Expired - Fee Related
- 2004-03-19 ZA ZA200507487A patent/ZA200507487B/en unknown
- 2004-03-19 NZ NZ542380A patent/NZ542380A/en not_active IP Right Cessation
- 2004-03-19 DK DK04721906.8T patent/DK1608654T3/da active
- 2004-03-19 ES ES04721906T patent/ES2338325T3/es not_active Expired - Lifetime
- 2004-03-19 PL PL04721906T patent/PL1608654T3/pl unknown
- 2004-03-19 MX MXPA05010158A patent/MXPA05010158A/es active IP Right Grant
- 2004-03-19 AT AT04721906T patent/ATE452892T1/de active
- 2004-03-19 KR KR1020057017572A patent/KR101070149B1/ko not_active Expired - Fee Related
- 2004-03-19 EA EA200501315A patent/EA009197B1/ru not_active IP Right Cessation
-
2005
- 2005-09-05 IL IL170680A patent/IL170680A/en not_active IP Right Cessation
- 2005-09-13 US US11/225,218 patent/US7247638B2/en not_active Expired - Fee Related
- 2005-09-20 NO NO20054330A patent/NO20054330L/no not_active Application Discontinuation
-
2007
- 2007-06-18 US US11/764,374 patent/US8093256B2/en not_active Expired - Fee Related
-
2010
- 2010-03-09 CY CY20101100221T patent/CY1109890T1/el unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RENW | Renewal (renewal fees accepted) | ||
| PSEA | Patent sealed | ||
| RENW | Renewal (renewal fees accepted) | ||
| LAPS | Patent lapsed |