NO301369B1 - 1-aminoetylindolderivater - Google Patents
1-aminoetylindolderivater Download PDFInfo
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- NO301369B1 NO301369B1 NO943999A NO943999A NO301369B1 NO 301369 B1 NO301369 B1 NO 301369B1 NO 943999 A NO943999 A NO 943999A NO 943999 A NO943999 A NO 943999A NO 301369 B1 NO301369 B1 NO 301369B1
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- mmol
- solution
- stirred
- ether
- chloro
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- QHGMCEBXUPNWLO-UHFFFAOYSA-N 6-chloro-3-ethyl-5-fluoro-1h-indole-2-carboxylic acid Chemical compound ClC1=C(F)C=C2C(CC)=C(C(O)=O)NC2=C1 QHGMCEBXUPNWLO-UHFFFAOYSA-N 0.000 description 1
- CURQWZKBAVHJPH-UHFFFAOYSA-N 6-chloro-5-fluoro-3-methyl-1h-indole Chemical compound ClC1=C(F)C=C2C(C)=CNC2=C1 CURQWZKBAVHJPH-UHFFFAOYSA-N 0.000 description 1
- YYFFEPUCAKVRJX-UHFFFAOYSA-N 6-fluoro-1h-indole Chemical compound FC1=CC=C2C=CNC2=C1 YYFFEPUCAKVRJX-UHFFFAOYSA-N 0.000 description 1
- NWWMTPOETWQYKK-UHFFFAOYSA-N 7-chloro-6-fluoro-1h-indole Chemical compound FC1=CC=C2C=CNC2=C1Cl NWWMTPOETWQYKK-UHFFFAOYSA-N 0.000 description 1
- NJFIQCOFOZNSSU-UHFFFAOYSA-N 7-chloro-6-fluoro-1h-indole-2-carboxylic acid Chemical compound C1=C(F)C(Cl)=C2NC(C(=O)O)=CC2=C1 NJFIQCOFOZNSSU-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- HWNWEADNYVHQDS-FVGYRXGTSA-N C(C=CC(=O)O)(=O)O.C(C)C1=CN(C2=CC=C(C=C12)F)C[C@H](C)N Chemical compound C(C=CC(=O)O)(=O)O.C(C)C1=CN(C2=CC=C(C=C12)F)C[C@H](C)N HWNWEADNYVHQDS-FVGYRXGTSA-N 0.000 description 1
- QAWLJAUWZHXYMQ-UHFFFAOYSA-N C(C=CC(=O)O)(=O)O.CNCC Chemical compound C(C=CC(=O)O)(=O)O.CNCC QAWLJAUWZHXYMQ-UHFFFAOYSA-N 0.000 description 1
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- MOQOOKGPCBQMCY-UHFFFAOYSA-N acetic acid;hexane Chemical compound CC(O)=O.CCCCCC MOQOOKGPCBQMCY-UHFFFAOYSA-N 0.000 description 1
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- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
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- 150000003934 aromatic aldehydes Chemical class 0.000 description 1
- 150000001540 azides Chemical class 0.000 description 1
- KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
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- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
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- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
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- 238000009833 condensation Methods 0.000 description 1
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- OVSOYWROLOCQIS-UHFFFAOYSA-N ethyl 5,6-difluoro-1h-indole-2-carboxylate Chemical compound FC1=C(F)C=C2NC(C(=O)OCC)=CC2=C1 OVSOYWROLOCQIS-UHFFFAOYSA-N 0.000 description 1
- KSJIULFYLRMPAD-UHFFFAOYSA-N ethyl 5-fluoro-4-(trifluoromethyl)-1h-indole-2-carboxylate Chemical compound FC1=CC=C2NC(C(=O)OCC)=CC2=C1C(F)(F)F KSJIULFYLRMPAD-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
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- 229940093915 gynecological organic acid Drugs 0.000 description 1
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- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- HCUARRIEZVDMPT-UHFFFAOYSA-N indolyl-2-carboxylic acid Natural products C1=CC=C2NC(C(=O)O)=CC2=C1 HCUARRIEZVDMPT-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 208000028774 intestinal disease Diseases 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229960005417 ketanserin Drugs 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
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- 235000019359 magnesium stearate Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
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- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- RXYCUKSOYJWGPE-UHFFFAOYSA-N methyl 2-azidoacetate Chemical compound COC(=O)CN=[N+]=[N-] RXYCUKSOYJWGPE-UHFFFAOYSA-N 0.000 description 1
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
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- 150000007524 organic acids Chemical class 0.000 description 1
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- 230000003204 osmotic effect Effects 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
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- 235000002906 tartaric acid Nutrition 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
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/36—Oxygen atoms in position 3, e.g. adrenochrome
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
-
- 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
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- 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
- A61P25/06—Antimigraine agents
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- A—HUMAN NECESSITIES
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- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
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- 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
-
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61P9/00—Drugs for disorders of the cardiovascular system
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Psychiatry (AREA)
- Heart & Thoracic Surgery (AREA)
- Pain & Pain Management (AREA)
- Cardiology (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Anesthesiology (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Organic Insulating Materials (AREA)
- Materials For Medical Uses (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH320193 | 1993-10-22 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO943999D0 NO943999D0 (no) | 1994-10-21 |
| NO943999L NO943999L (no) | 1995-04-24 |
| NO301369B1 true NO301369B1 (no) | 1997-10-20 |
Family
ID=4250849
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO943999A NO301369B1 (no) | 1993-10-22 | 1994-10-21 | 1-aminoetylindolderivater |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US5494928A (enExample) |
| EP (1) | EP0655440A3 (enExample) |
| JP (1) | JP2638752B2 (enExample) |
| KR (1) | KR950011406A (enExample) |
| CN (1) | CN1061341C (enExample) |
| AU (1) | AU685841B2 (enExample) |
| BR (1) | BR9404203A (enExample) |
| CA (1) | CA2132883A1 (enExample) |
| CO (1) | CO4290356A1 (enExample) |
| CZ (1) | CZ260494A3 (enExample) |
| FI (1) | FI944969A7 (enExample) |
| HU (1) | HU218669B (enExample) |
| IL (1) | IL111314A (enExample) |
| NO (1) | NO301369B1 (enExample) |
| NZ (1) | NZ264713A (enExample) |
| PL (1) | PL179561B1 (enExample) |
| RU (1) | RU2136662C1 (enExample) |
| TW (1) | TW270114B (enExample) |
| ZA (1) | ZA948094B (enExample) |
Families Citing this family (80)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9523999D0 (en) | 1995-11-23 | 1996-01-24 | Lilly Co Eli | Indolyl neuropeptide y receptor antagonists |
| WO1997009308A1 (en) * | 1995-09-01 | 1997-03-13 | Eli Lilly And Company | Indolyl neuropeptide y receptor antagonists |
| AU3255697A (en) * | 1996-06-12 | 1998-01-07 | F. Hoffmann-La Roche Ag | A process for the manufacture of 1-(amino-alkyl)-indoles |
| AU727654B2 (en) * | 1997-06-13 | 2000-12-21 | Yamanouchi Pharmaceutical Co., Ltd. | Tricyclic pyrazole derivative |
| EP0957080B1 (en) * | 1997-08-07 | 2006-06-21 | Fujimoto Brothers Co., Ltd. | Novel ethylamine derivatives |
| US6960579B1 (en) * | 1998-05-19 | 2005-11-01 | Alcon Manufacturing, Ltd. | Serotonergic 5HT7 receptor compounds for treating ocular and CNS disorders |
| ID28510A (id) * | 1998-08-21 | 2001-05-31 | Novartis Ag | Formulasi oral yang baru untuk agonis atau antagonis 5-ht4 |
| GB9819032D0 (en) * | 1998-09-01 | 1998-10-28 | Cerebrus Ltd | Chemical compounds IV |
| GB9819033D0 (en) * | 1998-09-01 | 1998-10-28 | Cerebrus Ltd | Chemical compounds VI |
| GB9819019D0 (en) * | 1998-09-01 | 1998-10-28 | Cerebrus Ltd | Chemical compounds II |
| US6326379B1 (en) | 1998-09-16 | 2001-12-04 | Bristol-Myers Squibb Co. | Fused pyridine inhibitors of cGMP phosphodiesterase |
| AU755119B2 (en) | 1998-09-18 | 2002-12-05 | Alcon Laboratories, Inc. | Serotonergic 5HT2 agonists for treating glaucoma |
| FR2788772B1 (fr) * | 1999-01-26 | 2001-03-02 | Adir | Nouveaux composes cyano-indoles inhibiteurs de recapture de serotonine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
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-
1994
- 1994-09-07 TW TW083108265A patent/TW270114B/zh active
- 1994-09-21 CA CA002132883A patent/CA2132883A1/en not_active Abandoned
- 1994-10-03 US US08/317,259 patent/US5494928A/en not_active Expired - Fee Related
- 1994-10-07 EP EP94115800A patent/EP0655440A3/de not_active Withdrawn
- 1994-10-14 ZA ZA948094A patent/ZA948094B/xx unknown
- 1994-10-14 AU AU75837/94A patent/AU685841B2/en not_active Ceased
- 1994-10-17 IL IL11131494A patent/IL111314A/xx not_active IP Right Cessation
- 1994-10-17 NZ NZ264713A patent/NZ264713A/en unknown
- 1994-10-17 HU HU9402983A patent/HU218669B/hu not_active IP Right Cessation
- 1994-10-19 CO CO94047587A patent/CO4290356A1/es unknown
- 1994-10-20 RU RU94037964A patent/RU2136662C1/ru active
- 1994-10-20 CN CN94117149A patent/CN1061341C/zh not_active Expired - Fee Related
- 1994-10-21 FI FI944969A patent/FI944969A7/fi unknown
- 1994-10-21 BR BR9404203A patent/BR9404203A/pt not_active Application Discontinuation
- 1994-10-21 CZ CZ942604A patent/CZ260494A3/cs unknown
- 1994-10-21 NO NO943999A patent/NO301369B1/no not_active IP Right Cessation
- 1994-10-21 PL PL94305543A patent/PL179561B1/pl unknown
- 1994-10-22 KR KR1019940027045A patent/KR950011406A/ko not_active Ceased
- 1994-10-24 JP JP6257775A patent/JP2638752B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| RU94037964A (ru) | 1996-09-10 |
| TW270114B (enExample) | 1996-02-11 |
| FI944969A7 (fi) | 1995-04-23 |
| CN1061341C (zh) | 2001-01-31 |
| ZA948094B (en) | 1995-04-24 |
| KR950011406A (ko) | 1995-05-15 |
| PL305543A1 (en) | 1995-05-02 |
| CZ260494A3 (en) | 1995-10-18 |
| HUT70848A (en) | 1995-11-28 |
| EP0655440A3 (de) | 1996-11-06 |
| IL111314A (en) | 1999-08-17 |
| IL111314A0 (en) | 1994-12-29 |
| PL179561B1 (pl) | 2000-09-29 |
| AU685841B2 (en) | 1998-01-29 |
| HU218669B (hu) | 2000-10-28 |
| CO4290356A1 (es) | 1996-04-17 |
| RU2136662C1 (ru) | 1999-09-10 |
| US5494928A (en) | 1996-02-27 |
| HU9402983D0 (en) | 1995-02-28 |
| NZ264713A (en) | 1996-05-28 |
| JPH07149723A (ja) | 1995-06-13 |
| FI944969A0 (fi) | 1994-10-21 |
| NO943999D0 (no) | 1994-10-21 |
| EP0655440A2 (de) | 1995-05-31 |
| AU7583794A (en) | 1995-05-11 |
| BR9404203A (pt) | 1995-07-04 |
| CN1105988A (zh) | 1995-08-02 |
| NO943999L (no) | 1995-04-24 |
| CA2132883A1 (en) | 1995-04-23 |
| JP2638752B2 (ja) | 1997-08-06 |
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