CN1152857C - 用作多巴胺受体的苯磺酰胺-苯乙胺 - Google Patents
用作多巴胺受体的苯磺酰胺-苯乙胺 Download PDFInfo
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- CN1152857C CN1152857C CNB998052175A CN99805217A CN1152857C CN 1152857 C CN1152857 C CN 1152857C CN B998052175 A CNB998052175 A CN B998052175A CN 99805217 A CN99805217 A CN 99805217A CN 1152857 C CN1152857 C CN 1152857C
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- Prior art keywords
- ethyl
- phenyl
- compound
- propanamine
- alkyl
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- 108050004812 Dopamine receptor Proteins 0.000 title description 3
- 102000015554 Dopamine receptor Human genes 0.000 title description 3
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- 150000001875 compounds Chemical class 0.000 claims abstract description 48
- 150000003839 salts Chemical class 0.000 claims abstract description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 9
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 7
- 102000004073 Dopamine D3 Receptors Human genes 0.000 claims abstract description 6
- 108090000525 Dopamine D3 Receptors Proteins 0.000 claims abstract description 6
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 6
- 150000002367 halogens Chemical class 0.000 claims abstract description 6
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 238000002360 preparation method Methods 0.000 claims description 15
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 14
- -1 2-[4-(2,4-dichlorobenzenesulfonylamino)phenyl]ethyl-1-propanamine Chemical compound 0.000 claims description 10
- GCWGADZVRFZLBG-UHFFFAOYSA-N tert-butyl 2-[2-(4-aminophenyl)ethylamino]butanoate Chemical compound CC(C)(C)OC(=O)C(CC)NCCC1=CC=C(N)C=C1 GCWGADZVRFZLBG-UHFFFAOYSA-N 0.000 claims description 8
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- 239000001257 hydrogen Substances 0.000 claims description 3
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- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
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- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 18
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- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 15
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- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 7
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- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 3
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- 150000004982 aromatic amines Chemical class 0.000 description 3
- 125000004391 aryl sulfonyl group Chemical group 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
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- 206010013654 Drug abuse Diseases 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 229920000084 Gum arabic Polymers 0.000 description 2
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- MFZUXRKTKZKWSS-UHFFFAOYSA-N benzene;sulfuryl dichloride Chemical class ClS(Cl)(=O)=O.C1=CC=CC=C1 MFZUXRKTKZKWSS-UHFFFAOYSA-N 0.000 description 2
- 230000027455 binding Effects 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 230000000994 depressogenic effect Effects 0.000 description 2
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- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 2
- 229920000609 methyl cellulose Polymers 0.000 description 2
- 239000001923 methylcellulose Substances 0.000 description 2
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- RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 2
- UIYOVVYZPVVUMJ-UHFFFAOYSA-N tert-butyl carbamoyl carbonate Chemical compound CC(C)(C)OC(=O)OC(N)=O UIYOVVYZPVVUMJ-UHFFFAOYSA-N 0.000 description 2
- QHMWXHKIKNJEIW-UHFFFAOYSA-N 1,3-dichlorobenzene;sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O.ClC1=CC=CC(Cl)=C1 QHMWXHKIKNJEIW-UHFFFAOYSA-N 0.000 description 1
- PWZWTSYUZQZFKE-UHFFFAOYSA-N 2-(3-nitrophenyl)ethanol Chemical compound OCCC1=CC=CC([N+]([O-])=O)=C1 PWZWTSYUZQZFKE-UHFFFAOYSA-N 0.000 description 1
- OINWZUJVEXUHCC-UHFFFAOYSA-N 3-chlorobenzenesulfonyl chloride Chemical compound ClC1=CC=CC(S(Cl)(=O)=O)=C1 OINWZUJVEXUHCC-UHFFFAOYSA-N 0.000 description 1
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- LGRQUXHYJBFGTM-UHFFFAOYSA-N 4H-imidazole Chemical class C1C=NC=N1 LGRQUXHYJBFGTM-UHFFFAOYSA-N 0.000 description 1
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- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 241000416162 Astragalus gummifer Species 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- 208000017164 Chronobiology disease Diseases 0.000 description 1
- 101150049660 DRD2 gene Proteins 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- 239000004278 EU approved seasoning Substances 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
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- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
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- 238000005804 alkylation reaction Methods 0.000 description 1
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- WMGSQTMJHBYJMQ-UHFFFAOYSA-N aluminum;magnesium;silicate Chemical compound [Mg+2].[Al+3].[O-][Si]([O-])([O-])[O-] WMGSQTMJHBYJMQ-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
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- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
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- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
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- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 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 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
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- 239000004615 ingredient Substances 0.000 description 1
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- 239000008297 liquid dosage form Substances 0.000 description 1
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/22—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
- C07C311/29—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- 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
- A61P25/22—Anxiolytics
-
- 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
- A61P25/24—Antidepressants
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
- C07C311/21—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/45—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups at least one of the singly-bound nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfonamides
- C07C311/46—Y being a hydrogen or a carbon atom
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Psychology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US8549398P | 1998-05-14 | 1998-05-14 | |
| US60/085,493 | 1998-05-14 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1297431A CN1297431A (zh) | 2001-05-30 |
| CN1152857C true CN1152857C (zh) | 2004-06-09 |
Family
ID=22191975
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB998052175A Expired - Fee Related CN1152857C (zh) | 1998-05-14 | 1999-05-07 | 用作多巴胺受体的苯磺酰胺-苯乙胺 |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US6103766A (enExample) |
| EP (1) | EP1077935B1 (enExample) |
| JP (1) | JP2002514623A (enExample) |
| KR (1) | KR20010043546A (enExample) |
| CN (1) | CN1152857C (enExample) |
| AT (1) | ATE253045T1 (enExample) |
| AU (1) | AU752543B2 (enExample) |
| BR (1) | BR9910405A (enExample) |
| CA (1) | CA2327345A1 (enExample) |
| DE (1) | DE69912419T2 (enExample) |
| DK (1) | DK1077935T3 (enExample) |
| EA (1) | EA002918B1 (enExample) |
| ES (1) | ES2211078T3 (enExample) |
| HU (1) | HUP0101746A3 (enExample) |
| IL (1) | IL139263A0 (enExample) |
| NO (1) | NO20005732D0 (enExample) |
| NZ (1) | NZ508152A (enExample) |
| PL (1) | PL343891A1 (enExample) |
| PT (1) | PT1077935E (enExample) |
| SK (1) | SK16242000A3 (enExample) |
| TR (1) | TR200003325T2 (enExample) |
| TW (1) | TW450954B (enExample) |
| WO (1) | WO1999058499A1 (enExample) |
| ZA (1) | ZA200005921B (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT971878E (pt) * | 1997-02-27 | 2008-07-08 | Takeda Pharmaceutical | Compostos de amina, sua produção e utilização como inibidores da produção de amilóide beta |
| JP2005508852A (ja) * | 2001-05-07 | 2005-04-07 | スミスクライン・ビーチャム・コーポレイション | スルホンアミド |
| WO2002089785A1 (en) * | 2001-05-07 | 2002-11-14 | Smithkline Beecham Corporation | Sulfonamides |
| ATE520659T1 (de) | 2004-10-14 | 2011-09-15 | Abbott Gmbh & Co Kg | Zur behandlung von auf die modulation des dopamin-d3-rezeptors ansprechenden erkrankungen geeignete azabicycloheptylverbindungen |
| CA2583918C (en) * | 2004-10-14 | 2013-01-29 | Abbott Gmbh & Co. Kg | Aminoethylaromatic compounds suitable for treating disorders that respond to modulation of the dopamine d3 receptor |
| DE602005027382D1 (de) | 2004-10-14 | 2011-05-19 | Abbott Gmbh & Co Kg | Zur behandlung von auf eine modulation des dopamin-d3-rezeptors ansprechende erkrankungen geeignete heterocyclische verbindungen |
| TWI400233B (zh) * | 2006-04-14 | 2013-07-01 | Abbott Gmbh & Co Kg | 適用於治療對多巴胺ｄ3受體之調節有反應的疾病之芳氧基乙胺化合物 |
| CA2648543C (en) * | 2006-04-14 | 2015-06-02 | Abbott Gmbh & Co. Kg | Aryloxyethylamine compounds suitable for treating disorders that respond to modulation of the dopamine d3 receptor |
| JP2009534355A (ja) | 2006-04-19 | 2009-09-24 | アボット ゲーエムベーハー ウント カンパニー カーゲー | セロトニン５ｈｔ６受容体の調節に応答する障害を治療するために好適な複素環化合物 |
| MX2008013434A (es) | 2006-04-19 | 2009-01-26 | Abbott Gmbh & Co Kg | Arilsufonas heterociclicas adecuadas para tratar trastornos que responden a la modulacion del receptor de serotonina 5ht6. |
| WO2008026046A1 (en) * | 2006-08-30 | 2008-03-06 | Pfizer Products Inc. | Morpholine d3 dopamine antagonists |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3574741A (en) * | 1969-04-14 | 1971-04-13 | Mead Johnson & Co | Sulfonamidophenalkylamines |
| US5451677A (en) * | 1993-02-09 | 1995-09-19 | Merck & Co., Inc. | Substituted phenyl sulfonamides as selective β 3 agonists for the treatment of diabetes and obesity |
| GB9402197D0 (en) * | 1994-02-04 | 1994-03-30 | Smithkline Beecham Plc | Compounds |
| CN1088062C (zh) * | 1994-11-23 | 2002-07-24 | 纽罗根公司 | 某些4－氨基甲基－2－取代的咪唑衍生物2－氨基甲基－4－取代的咪唑衍生物新的一族多巴胺受体亚型特异性配体 |
| EP0917530B1 (en) * | 1996-05-11 | 2003-02-19 | SmithKline Beecham plc | Tetrahydroisoquinoline derivatives as modulators of dopamine d3 receptors |
| US5922770A (en) * | 1996-07-22 | 1999-07-13 | Novo Nordisk A/S | Compounds with growth hormone releasing properties |
| JPH1180156A (ja) * | 1997-09-04 | 1999-03-26 | Hokuriku Seiyaku Co Ltd | １−（置換アリール）アルキル−１ｈ−イミダゾピリジン−４−アミン誘導体 |
-
1999
- 1999-04-26 TW TW088106644A patent/TW450954B/zh not_active IP Right Cessation
- 1999-05-07 US US09/306,748 patent/US6103766A/en not_active Expired - Fee Related
- 1999-05-07 CN CNB998052175A patent/CN1152857C/zh not_active Expired - Fee Related
- 1999-05-07 AT AT99919771T patent/ATE253045T1/de not_active IP Right Cessation
- 1999-05-07 IL IL13926399A patent/IL139263A0/xx not_active IP Right Cessation
- 1999-05-07 WO PCT/US1999/007023 patent/WO1999058499A1/en not_active Ceased
- 1999-05-07 AU AU37418/99A patent/AU752543B2/en not_active Ceased
- 1999-05-07 JP JP2000548303A patent/JP2002514623A/ja not_active Withdrawn
- 1999-05-07 NZ NZ508152A patent/NZ508152A/xx unknown
- 1999-05-07 KR KR1020007012661A patent/KR20010043546A/ko not_active Abandoned
- 1999-05-07 DK DK99919771T patent/DK1077935T3/da active
- 1999-05-07 SK SK1624-2000A patent/SK16242000A3/sk unknown
- 1999-05-07 PL PL99343891A patent/PL343891A1/xx unknown
- 1999-05-07 DE DE69912419T patent/DE69912419T2/de not_active Expired - Fee Related
- 1999-05-07 BR BR9910405-9A patent/BR9910405A/pt not_active Application Discontinuation
- 1999-05-07 EP EP99919771A patent/EP1077935B1/en not_active Expired - Lifetime
- 1999-05-07 CA CA002327345A patent/CA2327345A1/en not_active Abandoned
- 1999-05-07 ES ES99919771T patent/ES2211078T3/es not_active Expired - Lifetime
- 1999-05-07 HU HU0101746A patent/HUP0101746A3/hu unknown
- 1999-05-07 PT PT99919771T patent/PT1077935E/pt unknown
- 1999-05-07 TR TR2000/03325T patent/TR200003325T2/xx unknown
- 1999-05-07 EA EA200001184A patent/EA002918B1/ru not_active IP Right Cessation
-
2000
- 2000-10-23 ZA ZA200005921A patent/ZA200005921B/en unknown
- 2000-11-13 NO NO20005732A patent/NO20005732D0/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| HUP0101746A2 (hu) | 2002-03-28 |
| NZ508152A (en) | 2003-03-28 |
| TW450954B (en) | 2001-08-21 |
| PT1077935E (pt) | 2004-03-31 |
| SK16242000A3 (sk) | 2001-06-11 |
| AU752543B2 (en) | 2002-09-19 |
| NO20005732L (no) | 2000-11-13 |
| WO1999058499A1 (en) | 1999-11-18 |
| TR200003325T2 (tr) | 2001-04-20 |
| DE69912419D1 (de) | 2003-12-04 |
| PL343891A1 (en) | 2001-09-10 |
| EA200001184A1 (ru) | 2001-04-23 |
| NO20005732D0 (no) | 2000-11-13 |
| EP1077935A1 (en) | 2001-02-28 |
| KR20010043546A (ko) | 2001-05-25 |
| BR9910405A (pt) | 2001-01-09 |
| ES2211078T3 (es) | 2004-07-01 |
| EA002918B1 (ru) | 2002-10-31 |
| JP2002514623A (ja) | 2002-05-21 |
| IL139263A0 (en) | 2001-11-25 |
| HUP0101746A3 (en) | 2002-10-28 |
| CN1297431A (zh) | 2001-05-30 |
| EP1077935B1 (en) | 2003-10-29 |
| US6103766A (en) | 2000-08-15 |
| ZA200005921B (en) | 2001-11-14 |
| HK1036049A1 (en) | 2001-12-21 |
| ATE253045T1 (de) | 2003-11-15 |
| DK1077935T3 (da) | 2004-02-16 |
| DE69912419T2 (de) | 2004-07-22 |
| CA2327345A1 (en) | 1999-11-18 |
| AU3741899A (en) | 1999-11-29 |
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