NZ545502A - Alpha-aminoamide derivatives useful as anti-inflammatory agents - Google Patents
Alpha-aminoamide derivatives useful as anti-inflammatory agentsInfo
- Publication number
- NZ545502A NZ545502A NZ545502A NZ54550204A NZ545502A NZ 545502 A NZ545502 A NZ 545502A NZ 545502 A NZ545502 A NZ 545502A NZ 54550204 A NZ54550204 A NZ 54550204A NZ 545502 A NZ545502 A NZ 545502A
- Authority
- NZ
- New Zealand
- Prior art keywords
- benzylamino
- propanamide
- fluorobenzyloxy
- methyl
- hydroxy
- Prior art date
Links
- 239000002260 anti-inflammatory agent Substances 0.000 title claims abstract description 10
- 229940121363 anti-inflammatory agent Drugs 0.000 title claims abstract description 10
- 239000003814 drug Substances 0.000 claims abstract description 32
- 239000000203 mixture Substances 0.000 claims abstract description 18
- 238000011282 treatment Methods 0.000 claims abstract description 16
- 208000027866 inflammatory disease Diseases 0.000 claims abstract description 14
- 150000003839 salts Chemical class 0.000 claims abstract description 14
- 238000002360 preparation method Methods 0.000 claims abstract description 6
- 150000002148 esters Chemical class 0.000 claims abstract description 4
- 206010061218 Inflammation Diseases 0.000 claims description 20
- 230000004054 inflammatory process Effects 0.000 claims description 20
- -1 3-Fluorobenzyloxy Chemical group 0.000 claims description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 18
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 14
- 230000002757 inflammatory effect Effects 0.000 claims description 12
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 10
- 150000002367 halogens Chemical class 0.000 claims description 10
- 125000001424 substituent group Chemical group 0.000 claims description 10
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 10
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 9
- 208000035475 disorder Diseases 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 8
- 241000124008 Mammalia Species 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 201000010099 disease Diseases 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- UGJMXCAKCUNAIE-UHFFFAOYSA-N Gabapentin Chemical compound OC(=O)CC1(CN)CCCCC1 UGJMXCAKCUNAIE-UHFFFAOYSA-N 0.000 claims description 6
- 125000004429 atom Chemical group 0.000 claims description 6
- 210000001035 gastrointestinal tract Anatomy 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- BHJIBOFHEFDSAU-LBPRGKRZSA-N ralfinamide Chemical compound C1=CC(CN[C@@H](C)C(N)=O)=CC=C1OCC1=CC=CC=C1F BHJIBOFHEFDSAU-LBPRGKRZSA-N 0.000 claims description 6
- 125000001544 thienyl group Chemical group 0.000 claims description 6
- 206010003246 arthritis Diseases 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 201000004624 Dermatitis Diseases 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 210000003169 central nervous system Anatomy 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 125000002541 furyl group Chemical group 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- 125000004076 pyridyl group Chemical group 0.000 claims description 4
- JEARPZLCKWXTFT-UHFFFAOYSA-N 2-[[4-[(3-fluorophenyl)methoxy]phenyl]methylamino]-2-methylpropanamide Chemical compound C1=CC(CNC(C)(C)C(N)=O)=CC=C1OCC1=CC=CC(F)=C1 JEARPZLCKWXTFT-UHFFFAOYSA-N 0.000 claims description 3
- 208000012902 Nervous system disease Diseases 0.000 claims description 3
- 229960002870 gabapentin Drugs 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- AHMWTDOZNQOCAI-UHFFFAOYSA-N 2-(2-fluorophenyl)-2-[[4-[(2-fluorophenyl)methoxy]phenyl]methylamino]acetamide Chemical compound C=1C=CC=C(F)C=1C(C(=O)N)NCC(C=C1)=CC=C1OCC1=CC=CC=C1F AHMWTDOZNQOCAI-UHFFFAOYSA-N 0.000 claims description 2
- SUAPKJRANCSCBZ-UHFFFAOYSA-N 2-(2-fluorophenyl)-2-[[4-[(3-fluorophenyl)methoxy]phenyl]methylamino]acetamide Chemical compound C=1C=CC=C(F)C=1C(C(=O)N)NCC(C=C1)=CC=C1OCC1=CC=CC(F)=C1 SUAPKJRANCSCBZ-UHFFFAOYSA-N 0.000 claims description 2
- IEHDKRBHKAGVKZ-UHFFFAOYSA-N 2-[(4-phenylmethoxyphenyl)methylamino]propanamide Chemical compound C1=CC(CNC(C)C(N)=O)=CC=C1OCC1=CC=CC=C1 IEHDKRBHKAGVKZ-UHFFFAOYSA-N 0.000 claims description 2
- BMPOJUVVLQGTSW-UHFFFAOYSA-N 2-[2-[4-[(3-chlorophenyl)methoxy]phenyl]ethylamino]propanamide Chemical compound C1=CC(CCNC(C)C(N)=O)=CC=C1OCC1=CC=CC(Cl)=C1 BMPOJUVVLQGTSW-UHFFFAOYSA-N 0.000 claims description 2
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- WGXNRJBCPJAUOL-UHFFFAOYSA-N 2-[[4-[(2-fluorophenyl)methoxy]phenyl]methylamino]-n-methylpropanamide Chemical compound C1=CC(CNC(C)C(=O)NC)=CC=C1OCC1=CC=CC=C1F WGXNRJBCPJAUOL-UHFFFAOYSA-N 0.000 claims description 2
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Classifications
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/38—Heterocyclic compounds having sulfur as a ring hetero atom
- A61K31/381—Heterocyclic compounds having sulfur as a ring hetero atom having five-membered rings
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
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- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A—HUMAN NECESSITIES
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- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
Landscapes
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
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- Bioinformatics & Cheminformatics (AREA)
- Physical Education & Sports Medicine (AREA)
- Epidemiology (AREA)
- Rheumatology (AREA)
- Pulmonology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Dermatology (AREA)
- Pain & Pain Management (AREA)
- Neurology (AREA)
- Urology & Nephrology (AREA)
- Immunology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Ophthalmology & Optometry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US49772203P | 2003-08-25 | 2003-08-25 | |
| PCT/IB2004/001574 WO2005018627A1 (en) | 2003-08-25 | 2004-04-22 | Alpha-aminoamide derivatives useful as anti-inflammatory agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ545502A true NZ545502A (en) | 2010-04-30 |
Family
ID=34216147
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ545502A NZ545502A (en) | 2003-08-25 | 2004-04-22 | Alpha-aminoamide derivatives useful as anti-inflammatory agents |
Country Status (21)
| Country | Link |
|---|---|
| US (2) | US20070276046A1 (https=) |
| EP (1) | EP1658062B1 (https=) |
| JP (1) | JP5042625B2 (https=) |
| KR (1) | KR101233711B1 (https=) |
| CN (1) | CN1842328A (https=) |
| AT (1) | ATE457724T1 (https=) |
| AU (1) | AU2004266494B2 (https=) |
| BR (1) | BRPI0413982A (https=) |
| CA (1) | CA2536764C (https=) |
| CY (1) | CY1109992T1 (https=) |
| DE (1) | DE602004025586D1 (https=) |
| DK (1) | DK1658062T3 (https=) |
| ES (1) | ES2339021T3 (https=) |
| IL (1) | IL173886A (https=) |
| NO (1) | NO335245B1 (https=) |
| NZ (1) | NZ545502A (https=) |
| PL (1) | PL1658062T3 (https=) |
| PT (1) | PT1658062E (https=) |
| RU (1) | RU2396251C2 (https=) |
| SI (1) | SI1658062T1 (https=) |
| WO (1) | WO2005018627A1 (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
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| AU2004266494B2 (en) * | 2003-08-25 | 2010-04-08 | Newron Pharmaceuticals, Spa | Alpha-aminoamide derivatives useful as anti-inflammatory agents |
| EP1557166A1 (en) | 2004-01-21 | 2005-07-27 | Newron Pharmaceuticals S.p.A. | Alpha-aminoamide derivatives useful in the treatment of lower urinary tract disorders |
| ATE471147T1 (de) * | 2004-09-10 | 2010-07-15 | Newron Pharm Spa | Verwendung von (r)-(halogenbenzyloxy)-benzylamino-propanamiden als natrium- und/oder calciumkanal- selektive modulatoren |
| EP1963280B1 (en) * | 2005-12-22 | 2015-10-28 | Newron Pharmaceuticals S.p.A. | 2-phenylethylamino derivatives as calcium and/or sodium channel modulators |
| HUE030233T2 (en) | 2006-06-19 | 2017-04-28 | Newron Pharm Spa | High purity 2- [4- (3- and 2-fluorobenzyloxy) benzylamino] propanamides for use as medicaments and pharmaceutical compositions containing them |
| PT2155663T (pt) | 2007-06-15 | 2018-01-16 | Newron Pharm Spa | Derivados de 2-[2-(fenil)etilamino]alcanamida substituídos e sua utilização como moduladores dos canais de sódio e/ou de cálcio |
| CA2936209C (en) | 2007-12-11 | 2020-02-11 | Newron Pharmaceuticals S.P.A. | Process for the production of 2-[4-(3- or 2-fluorobenzyloxy)benzylamino]propanamides with high purity degree |
| JP5808392B2 (ja) | 2010-04-27 | 2015-11-10 | ニユーロン・フアーマシユーテイカルズ・エツセ・ピー・アー | ラルフィナミドメタンスルホネート塩またはそのｒ−エナンチオマーの製造方法 |
| RU2449805C1 (ru) | 2011-01-27 | 2012-05-10 | Общество С Ограниченной Ответственностью "Гармония" | Пептидная фармацевтическая композиция, средство на ее основе для лечения гастродуоденальных заболеваний, вызываемых helicobacter pylori, и способ его использования |
| DE102012108965B4 (de) | 2012-09-24 | 2014-08-14 | Exscitron Gmbh | Stromquelle mit verbesserter Dimmvorrichtung |
Family Cites Families (22)
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| IL94466A (en) * | 1989-05-25 | 1995-01-24 | Erba Carlo Spa | Pharmaceutical preparations containing the history of A-amino carboxamide N-phenylalkyl are converted into such new compounds and their preparation |
| GB9726987D0 (en) * | 1997-12-22 | 1998-02-18 | Glaxo Group Ltd | Compounds |
| GB9727523D0 (en) * | 1997-12-31 | 1998-02-25 | Pharmacia & Upjohn Spa | Alpha-aminoamide derivatives useful as analgesic agents |
| SE9801494D0 (sv) * | 1998-04-28 | 1998-04-28 | Astra Pharma Prod | Novel use |
| RU2164512C1 (ru) * | 1999-07-27 | 2001-03-27 | Всероссийский научный центр по безопасности биологически активных веществ | Производные аминокислот, проявляющие антиаритмическую активность |
| GB9930079D0 (en) * | 1999-12-20 | 2000-02-09 | Glaxo Group Ltd | Medicaments |
| AU2001278045B2 (en) * | 2000-07-27 | 2006-08-03 | Pharmacia Corporation | Epoxy-steroidal aldosterone antagonist and calcium channel blocker combination therapy for treatment of congestive heart failure |
| IL160523A0 (en) * | 2001-09-03 | 2004-07-25 | Newron Pharm Spa | PHARMACEUTICAL COMPOSITION COMPRISING GABAPENTIN OR AN ANALOGUE THEREOF AND AN alpha-AMINOAMIDE AND ITS ANALGESIC USE |
| EP1458386B1 (en) * | 2001-12-27 | 2007-04-18 | Ortho-McNeil Pharmaceutical, Inc. | Aroyl pyrrole heteroeryl and methanols useful for treating a central nervous system disorder |
| EP1438956A1 (en) * | 2003-01-16 | 2004-07-21 | Newron Pharmaceuticals S.p.A. | Alpha-aminoamide derivatives useful as antimigraine agents |
| EP1589959A2 (en) * | 2003-01-30 | 2005-11-02 | Dynogen Pharmaceuticals Inc. | Methods of treating lower urinary tract disorders using sodium channel modulators |
| US20040213842A1 (en) * | 2003-01-30 | 2004-10-28 | Dynogen Pharmaceuticals, Inc. | Methods of treating gastrointestinal tract disorders using sodium channel modulators |
| AR044007A1 (es) * | 2003-04-11 | 2005-08-24 | Newron Pharmaceuticals Inc | Metodos para el tratamiento de la enfermedad de parkinson |
| AU2004266494B2 (en) * | 2003-08-25 | 2010-04-08 | Newron Pharmaceuticals, Spa | Alpha-aminoamide derivatives useful as anti-inflammatory agents |
| EP1588704A1 (en) * | 2004-04-22 | 2005-10-26 | Newron Pharmaceuticals S.p.A. | Alpha-aminoamide derivatives useful in the treatment of restless legs syndrome and addictive disorders |
| ATE471147T1 (de) * | 2004-09-10 | 2010-07-15 | Newron Pharm Spa | Verwendung von (r)-(halogenbenzyloxy)-benzylamino-propanamiden als natrium- und/oder calciumkanal- selektive modulatoren |
| EP1963280B1 (en) * | 2005-12-22 | 2015-10-28 | Newron Pharmaceuticals S.p.A. | 2-phenylethylamino derivatives as calcium and/or sodium channel modulators |
| EP1870097A1 (en) * | 2006-06-15 | 2007-12-26 | Newron Pharmaceuticals S.p.A. | Alpha-aminoamide derivatives useful in the treatment of cognitive disorders |
| HUE030233T2 (en) * | 2006-06-19 | 2017-04-28 | Newron Pharm Spa | High purity 2- [4- (3- and 2-fluorobenzyloxy) benzylamino] propanamides for use as medicaments and pharmaceutical compositions containing them |
| PT2155663T (pt) * | 2007-06-15 | 2018-01-16 | Newron Pharm Spa | Derivados de 2-[2-(fenil)etilamino]alcanamida substituídos e sua utilização como moduladores dos canais de sódio e/ou de cálcio |
| CA2936209C (en) * | 2007-12-11 | 2020-02-11 | Newron Pharmaceuticals S.P.A. | Process for the production of 2-[4-(3- or 2-fluorobenzyloxy)benzylamino]propanamides with high purity degree |
| BRPI0821026A2 (pt) * | 2007-12-19 | 2015-06-16 | Newron Pharmaceutical S P A | Derivados de alfa-minoamidas úteis no tratamento de transtornos psiquiátricos |
-
2004
- 2004-04-22 AU AU2004266494A patent/AU2004266494B2/en not_active Expired
- 2004-04-22 IL IL173886A patent/IL173886A/en active IP Right Grant
- 2004-04-22 EP EP04728870A patent/EP1658062B1/en not_active Expired - Lifetime
- 2004-04-22 JP JP2006524432A patent/JP5042625B2/ja not_active Expired - Lifetime
- 2004-04-22 AT AT04728870T patent/ATE457724T1/de active
- 2004-04-22 CA CA2536764A patent/CA2536764C/en not_active Expired - Lifetime
- 2004-04-22 ES ES04728870T patent/ES2339021T3/es not_active Expired - Lifetime
- 2004-04-22 WO PCT/IB2004/001574 patent/WO2005018627A1/en not_active Ceased
- 2004-04-22 PL PL04728870T patent/PL1658062T3/pl unknown
- 2004-04-22 KR KR1020067003725A patent/KR101233711B1/ko not_active Expired - Lifetime
- 2004-04-22 SI SI200431379T patent/SI1658062T1/sl unknown
- 2004-04-22 DE DE602004025586T patent/DE602004025586D1/de not_active Expired - Lifetime
- 2004-04-22 DK DK04728870.9T patent/DK1658062T3/da active
- 2004-04-22 PT PT04728870T patent/PT1658062E/pt unknown
- 2004-04-22 RU RU2006105634/04A patent/RU2396251C2/ru active
- 2004-04-22 CN CNA2004800242753A patent/CN1842328A/zh active Pending
- 2004-04-22 US US10/569,403 patent/US20070276046A1/en not_active Abandoned
- 2004-04-22 BR BRPI0413982-8A patent/BRPI0413982A/pt not_active Application Discontinuation
- 2004-04-22 NZ NZ545502A patent/NZ545502A/en not_active IP Right Cessation
-
2006
- 2006-02-23 NO NO20060896A patent/NO335245B1/no unknown
-
2009
- 2009-08-20 US US12/544,456 patent/US20100016440A1/en not_active Abandoned
-
2010
- 2010-04-16 CY CY20101100342T patent/CY1109992T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US20100016440A1 (en) | 2010-01-21 |
| DE602004025586D1 (de) | 2010-04-01 |
| JP2007503424A (ja) | 2007-02-22 |
| US20070276046A1 (en) | 2007-11-29 |
| CA2536764A1 (en) | 2005-03-03 |
| JP5042625B2 (ja) | 2012-10-03 |
| EP1658062A1 (en) | 2006-05-24 |
| NO20060896L (no) | 2006-03-09 |
| AU2004266494A1 (en) | 2005-03-03 |
| NO335245B1 (no) | 2014-10-27 |
| AU2004266494B2 (en) | 2010-04-08 |
| BRPI0413982A (pt) | 2006-11-07 |
| CY1109992T1 (el) | 2014-09-10 |
| CN1842328A (zh) | 2006-10-04 |
| EP1658062B1 (en) | 2010-02-17 |
| RU2006105634A (ru) | 2006-08-10 |
| ATE457724T1 (de) | 2010-03-15 |
| CA2536764C (en) | 2013-09-17 |
| ES2339021T3 (es) | 2010-05-14 |
| SI1658062T1 (sl) | 2010-05-31 |
| RU2396251C2 (ru) | 2010-08-10 |
| IL173886A0 (en) | 2006-07-05 |
| KR101233711B1 (ko) | 2013-02-18 |
| KR20060128825A (ko) | 2006-12-14 |
| PL1658062T3 (pl) | 2010-07-30 |
| DK1658062T3 (da) | 2010-05-31 |
| IL173886A (en) | 2012-09-24 |
| PT1658062E (pt) | 2010-03-31 |
| WO2005018627A1 (en) | 2005-03-03 |
| WO2005018627A8 (en) | 2005-09-01 |
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| EP1588704A1 (en) | Alpha-aminoamide derivatives useful in the treatment of restless legs syndrome and addictive disorders | |
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