RU2004107854A - Производные 4[пиперидин-4-илиден-(3-карбомоилфенил)метил]бензамида и их применение для лечении боли, спинальных повреждений или желудочно-кишечных расстройств - Google Patents
Производные 4[пиперидин-4-илиден-(3-карбомоилфенил)метил]бензамида и их применение для лечении боли, спинальных повреждений или желудочно-кишечных расстройств Download PDFInfo
- Publication number
- RU2004107854A RU2004107854A RU2004107854/04A RU2004107854A RU2004107854A RU 2004107854 A RU2004107854 A RU 2004107854A RU 2004107854/04 A RU2004107854/04 A RU 2004107854/04A RU 2004107854 A RU2004107854 A RU 2004107854A RU 2004107854 A RU2004107854 A RU 2004107854A
- Authority
- RU
- Russia
- Prior art keywords
- methyl
- piperidin
- benzamide
- carbamoylphenyl
- ylidene
- Prior art date
Links
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical class NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 title claims 21
- 208000018522 Gastrointestinal disease Diseases 0.000 title claims 5
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 17
- -1 phenyl (2) pyridinyl Chemical group 0.000 claims 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 11
- 238000002560 therapeutic procedure Methods 0.000 claims 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 4
- 208000020339 Spinal injury Diseases 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 3
- 229940126601 medicinal product Drugs 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 125000001246 bromo group Chemical group Br* 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000002346 iodo group Chemical group I* 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- OHVDEDNAKONCCN-UHFFFAOYSA-N 3-[[4-(diethylcarbamoyl)phenyl]-piperidin-4-ylidenemethyl]benzamide Chemical compound C1=CC(C(=O)N(CC)CC)=CC=C1C(C=1C=C(C=CC=1)C(N)=O)=C1CCNCC1 OHVDEDNAKONCCN-UHFFFAOYSA-N 0.000 claims 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 208000010643 digestive system disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000008030 elimination Effects 0.000 claims 1
- 238000003379 elimination reaction Methods 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 208000018685 gastrointestinal system disease Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000000168 pyrrolyl group Chemical group 0.000 claims 1
- 210000002820 sympathetic nervous system Anatomy 0.000 claims 1
- 229940095064 tartrate Drugs 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D211/70—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- 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
- C07D405/06—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 carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Claims (17)
1. Соединение формулы I
где R1 выбран из любого из следующего:
(1) фенил 
(2) пиридинил 
(3) тиенил 
(4) фуранил 
(5) имидазолил 
(6) триазолил 
(7) пирролил 
(8) тиазолил 
где каждое фенильное кольцо R1 и гетероароматическое кольцо R1 независимо могут быть дополнительно замещены 1, 2 или 3 заместителями, независимо выбранными из прямого и разветвленного С1-С6алкила, NO2, CF3, C1-С6алкокси, хлоро, фторо, бромо и йодо,
а также его соли.
2. Соединение по п.1, в котором R1 выбран из любого из следующего:
(1) фенил
(2) пиридинил
(3) тиенил
(4) фуранил
3. Соединение по п.1, где каждое фенильное кольцо R1 и гетероароматическое кольцо R1 могут возможно и независимо быть дополнительно замещены 1, 2 или 3 заместителями, независимо выбранными из метила, CF3, хлоро, фторо, бромо и йодо.
4. Соединение по п.1, выбранное из любого из следующего:
N,N-диэтил-4-[пиперидин-4-илиден(3-карбамоилфенил)-метил]-бензамид,
N,N-диэтил-4-[1-(2-тиофен)метил-пиперидин-4-илиден-(3-карбамоилфенил)-метил]-бензамид,
N,N-диэтил-4-[1-(2-фурфурил-пиперидин-4-илиден-(3-карбамоилфенил)-метил]-бензамид,
N,N-диэтил-4-[1-(3-фурфурил-пиперидин-4-илиден-(3-карбамоилфенил)-метил]-бензамид,
N,N-диэтил-4-[1-(2-пиридин)метил-пиперидин-4-илиден-(3-карбамоилфенил)-метил]-бензамид,
N,N-диэтил-4-[1-(3-тиофен)метил-пиперидин-4-илиден-(3-карбамоилфенил)-метил]-бензамид,
N,N-диэтил-4-[1-(2-тиазол)метил-пиперидин-4-илиден-(3-карбамоилфенил)-метил]-бензамид,
N,N-диэтил-4-[1-(3-пиридин)метил-пиперидин-4-илиден-(3-карбамоилфенил)-метил]-бензамид,
N,N-диэтил-4-[1-(2-пиррол)метил-пиперидин-4-илиден-(3-карбамоилфенил)-метил]-бензамид,
N,N-диэтил-4-[1-(4-пиридин)метил-пиперидин-4-илиден-(3-карбамоилфенил)-метил]-бензамид и
N,N-диэтил-4-[1-(4-пиридин)метил-пиперидин-4-илиден-(3-карбамоилфенил)-метил]-бензамид.
5. Соединение по п.1, в форме солей: гидрохлорид, дигидрохлорид, сульфат, тартрат, дитрифторацетат или цитрат.
6. Соединение по любому из пп.1-5 для применения в терапии.
7. Соединение по п.6, где терапия представляет собой устранение боли.
8. Соединение по п.6, где терапия направлена на желудочно-кишечные расстройства.
9. Соединение по п.6, где терапия направлена на спинальные повреждения.
10. Соединение по п.6, где терапия направлена на расстройства симпатической нервной системы.
11. Применение соединения формулы I по п.1 для изготовления лекарственного средства для использования в лечении боли.
12. Применение соединения формулы I по п.1 для изготовления лекарственного средства для использования в лечении желудочно-кишечных расстройств.
13. Применение соединения формулы I по п.1 для изготовления лекарственного средства для использования в лечении спинальных повреждений.
14. Фармацевтическая композиция, содержащая, в качестве активного ингредиента, соединение формулы I по п.1 вместе с фармацевтически приемлемым носителем.
15. Способ лечения боли, при котором субъекту, который нуждается в устранении боли, вводят эффективное количество соединения формулы I по п.1.
16. Способ лечения желудочно-кишечных расстройств, при котором субъекту, страдающему от указанного желудочно-кишечного расстройства, вводят эффективное количество соединения формулы I по п.1.
17. Способ лечения спинальных повреждений, при котором субъекту, страдающему от указанного спинального повреждения, вводят эффективное количество соединения формулы I по п.1.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE0103313-3 | 2001-10-03 | ||
| SE0103313A SE0103313D0 (sv) | 2001-10-03 | 2001-10-03 | Novel compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2004107854A true RU2004107854A (ru) | 2005-09-10 |
Family
ID=20285553
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2004107854/04A RU2004107854A (ru) | 2001-10-03 | 2002-10-02 | Производные 4[пиперидин-4-илиден-(3-карбомоилфенил)метил]бензамида и их применение для лечении боли, спинальных повреждений или желудочно-кишечных расстройств |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US7205317B2 (ru) |
| EP (1) | EP1440060A1 (ru) |
| JP (1) | JP2005505583A (ru) |
| KR (1) | KR20040039469A (ru) |
| CN (1) | CN1692100A (ru) |
| AR (1) | AR036649A1 (ru) |
| BR (1) | BR0212959A (ru) |
| CA (1) | CA2460168A1 (ru) |
| CO (1) | CO5580822A2 (ru) |
| HU (1) | HUP0401915A2 (ru) |
| IL (1) | IL160889A0 (ru) |
| IS (1) | IS7203A (ru) |
| MX (1) | MXPA04003056A (ru) |
| NO (1) | NO20041964L (ru) |
| PL (1) | PL368804A1 (ru) |
| RU (1) | RU2004107854A (ru) |
| SE (1) | SE0103313D0 (ru) |
| WO (1) | WO2003029215A1 (ru) |
| ZA (1) | ZA200402514B (ru) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100885100B1 (ko) | 2001-05-18 | 2009-02-20 | 아스트라제네카 아베 | 4(페닐-피페라지닐-메틸)벤즈아미드 유도체 및 통증,불안증 또는 위장관 장애 치료를 위한 이들의 용도 |
| JP2006505355A (ja) | 2002-11-07 | 2006-02-16 | アボット・ラボラトリーズ | 可変濃度の有益な薬剤を有するプロテーゼ |
| SE0203303D0 (sv) | 2002-11-07 | 2002-11-07 | Astrazeneca Ab | Novel Compounds |
| SE0203300D0 (sv) * | 2002-11-07 | 2002-11-07 | Astrazeneca Ab | Novel Compounds |
| SE0203302D0 (sv) | 2002-11-07 | 2002-11-07 | Astrazeneca Ab | Novel Compounds |
| EP1641757A1 (en) * | 2003-05-16 | 2006-04-05 | AstraZeneca AB | Diarylmethylidene piperidine derivatives, preparations thereof and uses thereof |
| SE0301442D0 (sv) * | 2003-05-16 | 2003-05-16 | Astrazeneca Ab | Diarylmethylidene piperidine derivatives, preparations therof and uses thereof |
| SE0301445D0 (sv) * | 2003-05-16 | 2003-05-16 | Astrazeneca Ab | Diarylmethylidene piperidine derivatives, preparations thereof and uses thereof |
| EP1644373A1 (en) * | 2003-06-27 | 2006-04-12 | Janssen Pharmaceutica N.V. | Tricyclic delta opioid modulators |
| CN100549004C (zh) | 2003-10-01 | 2009-10-14 | 阿得罗公司 | 螺环杂环衍生物及其应用方法 |
| US20100030183A1 (en) | 2004-03-19 | 2010-02-04 | Toner John L | Method of treating vascular disease at a bifurcated vessel using a coated balloon |
| CA2559747C (en) | 2004-03-19 | 2013-12-31 | Abbott Laboratories | Multiple drug delivery from a balloon and a prosthesis |
| DK1781631T3 (da) | 2004-08-02 | 2012-05-14 | Astrazeneca Ab | Diarylmethylpiperazinderivater, præparater dermed og anvendelser deraf |
| US7598261B2 (en) | 2005-03-31 | 2009-10-06 | Adolor Corporation | Spirocyclic heterocyclic derivatives and methods of their use |
| US7576207B2 (en) | 2006-04-06 | 2009-08-18 | Adolor Corporation | Spirocyclic heterocyclic derivatives and methods of their use |
| AU2007294968A1 (en) | 2006-09-12 | 2008-03-20 | Adolor Corporation | Use of N-containing spirocompounds for the enhancement of cognitive function |
| WO2016099394A1 (en) * | 2014-12-19 | 2016-06-23 | Pharmnovo Ab | Novel selective delta-opioid receptor agonists useful for the treatment of pain, anxiety and depression. |
| DK3233825T3 (da) * | 2014-12-19 | 2020-06-29 | Pharmnovo Ab | Diarylmethylidenpiperidinderivater og deres anvendelse som deltaopioidreceptoragonister |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2898339A (en) | 1957-07-29 | 1959-08-04 | Wm S Merrell Co | N-substituted benzhydrol, benzhydryl, and benzhydrylidene piperidine |
| US4581171A (en) | 1983-07-27 | 1986-04-08 | Janssen Pharmaceutica, N.V. | [[Bis(aryl)methylene]-1-piperidinyl]alkyl-pyrimidinones useful for treating psychotropic disorders |
| US4816586A (en) | 1987-07-29 | 1989-03-28 | Regents Of The University Of Minnesota | Delta opioid receptor antagonists |
| US5140029A (en) | 1989-01-09 | 1992-08-18 | Janssen Pharmaceutica N.V. | 2-aminopyrimidinone derivatives |
| US4939137A (en) | 1989-06-28 | 1990-07-03 | Ortho Pharmaceutical Corporation | Ring-fused thienopyrimidinedione derivatives |
| US5683998A (en) | 1991-04-23 | 1997-11-04 | Toray Industries, Inc. | Tricyclic triazolo derivatives, processes for producing the same and the uses of the same |
| US5574159A (en) | 1992-02-03 | 1996-11-12 | Delta Pharmaceuticals, Inc. | Opioid compounds and methods for making therefor |
| GB9202238D0 (en) | 1992-02-03 | 1992-03-18 | Wellcome Found | Compounds |
| SE9504661D0 (sv) | 1995-12-22 | 1995-12-22 | Astra Pharma Inc | New compounds |
| TW548271B (en) * | 1996-12-20 | 2003-08-21 | Astra Pharma Inc | Novel piperidine derivatives having an exocyclic double bond with analgesic effects |
| EP1049676B1 (en) | 1997-12-24 | 2005-10-12 | Ortho-Mcneil Pharmaceutical, Inc. | 4- aryl(piperidin-4-yl)] aminobenzamides which bind to the delta-opioid receptor |
| SE0001208D0 (sv) | 2000-04-04 | 2000-04-04 | Astrazeneca Canada Inc | Novel compounds |
| SE0001207D0 (sv) | 2000-04-04 | 2000-04-04 | Astrazeneca Canada Inc | Novel compounds |
-
2001
- 2001-10-03 SE SE0103313A patent/SE0103313D0/xx unknown
-
2002
- 2002-09-27 AR ARP020103670A patent/AR036649A1/es unknown
- 2002-10-02 MX MXPA04003056A patent/MXPA04003056A/es unknown
- 2002-10-02 EP EP02775640A patent/EP1440060A1/en not_active Withdrawn
- 2002-10-02 WO PCT/SE2002/001804 patent/WO2003029215A1/en active Application Filing
- 2002-10-02 IL IL16088902A patent/IL160889A0/xx unknown
- 2002-10-02 KR KR10-2004-7004780A patent/KR20040039469A/ko not_active Application Discontinuation
- 2002-10-02 CA CA002460168A patent/CA2460168A1/en not_active Abandoned
- 2002-10-02 JP JP2003532465A patent/JP2005505583A/ja not_active Abandoned
- 2002-10-02 HU HU0401915A patent/HUP0401915A2/hu unknown
- 2002-10-02 US US10/491,263 patent/US7205317B2/en not_active Expired - Fee Related
- 2002-10-02 PL PL02368804A patent/PL368804A1/xx not_active Application Discontinuation
- 2002-10-02 RU RU2004107854/04A patent/RU2004107854A/ru not_active Application Discontinuation
- 2002-10-02 BR BR0212959-0A patent/BR0212959A/pt not_active Application Discontinuation
- 2002-10-02 CN CNA028195825A patent/CN1692100A/zh active Pending
-
2004
- 2004-03-30 ZA ZA200402514A patent/ZA200402514B/xx unknown
- 2004-03-31 IS IS7203A patent/IS7203A/is unknown
- 2004-03-31 CO CO04030712A patent/CO5580822A2/es not_active Application Discontinuation
- 2004-04-27 NO NO20041964A patent/NO20041964L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| JP2005505583A (ja) | 2005-02-24 |
| ZA200402514B (en) | 2005-01-24 |
| IL160889A0 (en) | 2004-08-31 |
| HUP0401915A2 (hu) | 2005-01-28 |
| CA2460168A1 (en) | 2003-04-10 |
| WO2003029215A1 (en) | 2003-04-10 |
| EP1440060A1 (en) | 2004-07-28 |
| CN1692100A (zh) | 2005-11-02 |
| IS7203A (is) | 2004-03-31 |
| PL368804A1 (en) | 2005-04-04 |
| US7205317B2 (en) | 2007-04-17 |
| KR20040039469A (ko) | 2004-05-10 |
| MXPA04003056A (es) | 2004-07-05 |
| CO5580822A2 (es) | 2005-11-30 |
| AR036649A1 (es) | 2004-09-22 |
| NO20041964L (no) | 2004-04-27 |
| BR0212959A (pt) | 2004-10-13 |
| US20050020629A1 (en) | 2005-01-27 |
| SE0103313D0 (sv) | 2001-10-03 |
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