ZA200604528B - Polycyclic agents for the treatment of respiratory syncytial virus infections - Google Patents

Polycyclic agents for the treatment of respiratory syncytial virus infections Download PDF

Info

Publication number: ZA200604528B
Authority: ZA; South Africa
Prior art keywords: phenyl; imidazo; tetrahydro; chloro; isoindol
Prior art date: 2003-12-24

Application number

ZA200604528A

Other languages

English (en)

Inventor

Bond Silas

Lambert John Nicholas

Mitchelll Jeffrey Peter

Nearn Roland Henry

Sanford Vanessa Anne

Lim Chin Yu

Draffan Alistair George

Original Assignee

Biota Scient Management

Priority date (The priority date 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 date listed.)

2003-12-24

Filing date

2006-06-02

Publication date

2007-06-27

2003-12-24 Priority claimed from AU2003907196A external-priority patent/AU2003907196A0/en

2006-06-02 Application filed by Biota Scient Management filed Critical Biota Scient Management

2007-06-27 Publication of ZA200604528B publication Critical patent/ZA200604528B/en

Links

206010061603 Respiratory syncytial virus infection Diseases 0.000 title description 4
125000003367 polycyclic group Chemical group 0.000 title description 4
150000001875 compounds Chemical class 0.000 claims abstract description 161
125000000217 alkyl group Chemical group 0.000 claims abstract description 137
150000003839 salts Chemical class 0.000 claims abstract description 73
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 66
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 35
239000001257 hydrogen Substances 0.000 claims abstract description 32
125000003545 alkoxy group Chemical group 0.000 claims abstract description 24
125000004429 atom Chemical group 0.000 claims abstract description 22
241000700605 Viruses Species 0.000 claims abstract description 16
208000015181 infectious disease Diseases 0.000 claims abstract description 13
229910052760 oxygen Inorganic materials 0.000 claims abstract description 13
229910052717 sulfur Inorganic materials 0.000 claims abstract description 9
125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 8
241000711904 Pneumoviridae Species 0.000 claims abstract 4
-1 cycloalkerayl Chemical group 0.000 claims description 129
125000003118 aryl group Chemical group 0.000 claims description 74
125000000623 heterocyclic group Chemical group 0.000 claims description 67
238000000034 method Methods 0.000 claims description 46
125000000304 alkynyl group Chemical group 0.000 claims description 44
125000005843 halogen group Chemical group 0.000 claims description 44
125000003342 alkenyl group Chemical group 0.000 claims description 43
125000001424 substituent group Chemical group 0.000 claims description 43
125000004076 pyridyl group Chemical group 0.000 claims description 29
125000000392 cycloalkenyl group Chemical group 0.000 claims description 26
125000000753 cycloalkyl group Chemical group 0.000 claims description 26
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 18
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 17
125000004356 hydroxy functional group Chemical group O* 0.000 claims description 17
239000002253 acid Substances 0.000 claims description 16
125000004093 cyano group Chemical group *C#N 0.000 claims description 15
125000001072 heteroaryl group Chemical group 0.000 claims description 14
229910052799 carbon Inorganic materials 0.000 claims description 13
125000002098 pyridazinyl group Chemical group 0.000 claims description 13
125000001544 thienyl group Chemical group 0.000 claims description 12
WEVYAHXRMPXWCK-UHFFFAOYSA-N acetonitrile Substances CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 11
229910052757 nitrogen Inorganic materials 0.000 claims description 11
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
125000002541 furyl group Chemical group 0.000 claims description 10
238000004519 manufacturing process Methods 0.000 claims description 10
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150000001204 N-oxides Chemical group 0.000 claims description 9
238000004128 high performance liquid chromatography Methods 0.000 claims description 9
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 9
125000002971 oxazolyl group Chemical group 0.000 claims description 9
125000000842 isoxazolyl group Chemical group 0.000 claims description 8
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125000002757 morpholinyl group Chemical group 0.000 claims description 5
230000000241 respiratory effect Effects 0.000 claims description 5
125000003831 tetrazolyl group Chemical group 0.000 claims description 5
125000004504 1,2,4-oxadiazolyl group Chemical group 0.000 claims description 4
125000004520 1,3,4-thiadiazolyl group Chemical group 0.000 claims description 4
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NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
239000005864 Sulphur Substances 0.000 claims description 4
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125000001422 pyrrolinyl group Chemical group 0.000 claims description 4
125000003107 substituted aryl group Chemical group 0.000 claims description 4
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HKDFRDIIELOLTJ-UHFFFAOYSA-N 1,4-dithianyl Chemical group [CH]1CSCCS1 HKDFRDIIELOLTJ-UHFFFAOYSA-N 0.000 claims description 3
241000711902 Pneumovirus Species 0.000 claims description 3
125000004603 benzisoxazolyl group Chemical group O1N=C(C2=C1C=CC=C2)* 0.000 claims description 3
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XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 3
125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims description 3
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YNFXWRMIKILVHC-UHFFFAOYSA-N 3h-imidazo[2,1-a]isoindole Chemical compound C1=CC=CC2=C3N=CCN3C=C21 YNFXWRMIKILVHC-UHFFFAOYSA-N 0.000 claims description 2
241000711920 Human orthopneumovirus Species 0.000 claims description 2
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125000004604 benzisothiazolyl group Chemical group S1N=C(C2=C1C=CC=C2)* 0.000 claims description 2
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
235000019260 propionic acid Nutrition 0.000 claims description 2
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SOWOYMBNJVLWGP-UHFFFAOYSA-N isoindol-5-one Chemical compound O=C1C=CC2=CN=CC2=C1 SOWOYMBNJVLWGP-UHFFFAOYSA-N 0.000 claims 58
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JPYQFYIEOUVJDU-UHFFFAOYSA-N beclamide Chemical compound ClCCC(=O)NCC1=CC=CC=C1 JPYQFYIEOUVJDU-UHFFFAOYSA-N 0.000 claims 3
HMTSWYPNXFHGEP-UHFFFAOYSA-N (4-methylphenyl)methanamine Chemical compound CC1=CC=C(CN)C=C1 HMTSWYPNXFHGEP-UHFFFAOYSA-N 0.000 claims 2
HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 2
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210000002345 respiratory system Anatomy 0.000 description 1
229960000329 ribavirin Drugs 0.000 description 1
HZCAHMRRMINHDJ-DBRKOABJSA-N ribavirin Natural products O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1N=CN=C1 HZCAHMRRMINHDJ-DBRKOABJSA-N 0.000 description 1
CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
229940081974 saccharin Drugs 0.000 description 1
235000019204 saccharin Nutrition 0.000 description 1
239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
229930195734 saturated hydrocarbon Natural products 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000004208 shellac Substances 0.000 description 1
ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
229940113147 shellac Drugs 0.000 description 1
235000013874 shellac Nutrition 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
238000007614 solvation Methods 0.000 description 1
235000010199 sorbic acid Nutrition 0.000 description 1
239000004334 sorbic acid Substances 0.000 description 1
229940075582 sorbic acid Drugs 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
239000008174 sterile solution Substances 0.000 description 1
239000008223 sterile water Substances 0.000 description 1
230000001954 sterilising effect Effects 0.000 description 1
238000004659 sterilization and disinfection Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
125000000547 substituted alkyl group Chemical group 0.000 description 1
239000000758 substrate Substances 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
IIACRCGMVDHOTQ-UHFFFAOYSA-M sulfamate Chemical compound NS([O-])(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-M 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
238000013268 sustained release Methods 0.000 description 1
239000012730 sustained-release form Substances 0.000 description 1
239000003765 sweetening agent Substances 0.000 description 1
229940036185 synagis Drugs 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
150000003557 thiazoles Chemical class 0.000 description 1
230000008719 thickening Effects 0.000 description 1
RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
229940033663 thimerosal Drugs 0.000 description 1
BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 description 1
229930192474 thiophene Natural products 0.000 description 1
238000011200 topical administration Methods 0.000 description 1
230000000699 topical effect Effects 0.000 description 1
125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
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235000010487 tragacanth Nutrition 0.000 description 1
239000000196 tragacanth Substances 0.000 description 1
229940116362 tragacanth Drugs 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
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239000011709 vitamin E Substances 0.000 description 1
235000012431 wafers Nutrition 0.000 description 1
239000009637 wintergreen oil Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4164—1,3-Diazoles
- A61K31/4188—1,3-Diazoles condensed with other heterocyclic ring systems, e.g. biotin, sorbinil
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
- A61K31/424—Oxazoles condensed with heterocyclic ring systems, e.g. clavulanic acid
- 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
- A61K31/4353—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 ortho- or peri-condensed with heterocyclic ring systems
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- 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
- C07D471/12—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 three hetero rings
- C07D471/14—Ortho-condensed systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
- C07D487/14—Ortho-condensed systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Animal Behavior & Ethology (AREA)
Epidemiology (AREA)
Virology (AREA)
Oncology (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Communicable Diseases (AREA)
Molecular Biology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

ZA200604528A 2003-12-24 2006-06-02 Polycyclic agents for the treatment of respiratory syncytial virus infections ZA200604528B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
AU2003907196A AU2003907196A0 (en)		2003-12-24	Polycyclic agents for the treatment of respiratory syncytial virus infections

Publications (1)

Publication Number	Publication Date
ZA200604528B true ZA200604528B (en)	2007-06-27

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ZA200604528A ZA200604528B (en)	2003-12-24	2006-06-02	Polycyclic agents for the treatment of respiratory syncytial virus infections

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US (2)	US8598193B2 (de)
EP (2)	EP2287167A1 (de)
JP (2)	JP5384793B2 (de)
KR (1)	KR20060127909A (de)
CN (2)	CN100582109C (de)
AT (1)	ATE496920T1 (de)
BR (1)	BRPI0418127A (de)
CA (1)	CA2551178C (de)
DE (1)	DE602004031258D1 (de)
ES (1)	ES2360222T3 (de)
IL (1)	IL176155A0 (de)
NO (1)	NO20062758L (de)
NZ (1)	NZ551468A (de)
RU (1)	RU2422444C2 (de)
WO (1)	WO2005061513A1 (de)
ZA (1)	ZA200604528B (de)

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2004
- 2004-12-24 RU RU2006126663/04A patent/RU2422444C2/ru not_active IP Right Cessation
- 2004-12-24 EP EP10177705A patent/EP2287167A1/de not_active Withdrawn
- 2004-12-24 CA CA2551178A patent/CA2551178C/en not_active Expired - Fee Related
- 2004-12-24 CN CN200480039049A patent/CN100582109C/zh not_active Expired - Fee Related
- 2004-12-24 AT AT04802131T patent/ATE496920T1/de not_active IP Right Cessation
- 2004-12-24 WO PCT/AU2004/001830 patent/WO2005061513A1/en not_active Ceased
- 2004-12-24 JP JP2006545846A patent/JP5384793B2/ja not_active Expired - Fee Related
- 2004-12-24 US US10/585,230 patent/US8598193B2/en not_active Expired - Fee Related
- 2004-12-24 DE DE602004031258T patent/DE602004031258D1/de not_active Expired - Lifetime
- 2004-12-24 CN CN2009102585362A patent/CN101723949B/zh not_active Expired - Fee Related
- 2004-12-24 EP EP04802131A patent/EP1697377B1/de not_active Expired - Lifetime
- 2004-12-24 NZ NZ551468A patent/NZ551468A/en not_active IP Right Cessation
- 2004-12-24 ES ES04802131T patent/ES2360222T3/es not_active Expired - Lifetime
- 2004-12-24 KR KR1020067014876A patent/KR20060127909A/ko not_active Ceased
- 2004-12-24 BR BRPI0418127-1A patent/BRPI0418127A/pt not_active IP Right Cessation
2006
- 2006-06-02 ZA ZA200604528A patent/ZA200604528B/en unknown
- 2006-06-06 IL IL176155A patent/IL176155A0/en unknown
- 2006-06-13 NO NO20062758A patent/NO20062758L/no not_active Application Discontinuation
2012
- 2012-09-18 JP JP2012204388A patent/JP5536842B2/ja not_active Expired - Fee Related
2013
- 2013-10-24 US US14/062,780 patent/US20140051689A1/en not_active Abandoned

Also Published As

Publication number	Publication date
US20140051689A1 (en)	2014-02-20
BRPI0418127A (pt)	2007-04-27
RU2422444C2 (ru)	2011-06-27
DE602004031258D1 (de)	2011-03-10
RU2006126663A (ru)	2008-01-27
CN101723949B (zh)	2013-10-23
EP2287167A1 (de)	2011-02-23
JP5384793B2 (ja)	2014-01-08
NZ551468A (en)	2010-05-28
WO2005061513A1 (en)	2005-07-07
EP1697377B1 (de)	2011-01-26
ES2360222T3 (es)	2011-06-02
JP2012246318A (ja)	2012-12-13
KR20060127909A (ko)	2006-12-13
CN101723949A (zh)	2010-06-09
CN1898247A (zh)	2007-01-17
JP2007516983A (ja)	2007-06-28
IL176155A0 (en)	2006-10-05
EP1697377A4 (de)	2008-03-19
JP5536842B2 (ja)	2014-07-02
NO20062758L (no)	2006-07-17
CA2551178A1 (en)	2005-07-07
US8598193B2 (en)	2013-12-03
CA2551178C (en)	2012-11-06
EP1697377A1 (de)	2006-09-06
CN100582109C (zh)	2010-01-20
ATE496920T1 (de)	2011-02-15
US20070287700A1 (en)	2007-12-13
HK1088607A1 (en)	2006-11-10

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