HRP980114A2 - Chemical compound - Google Patents
Chemical compoundInfo
- Publication number
- HRP980114A2 HRP980114A2 HR9704498.6A HRP980114A HRP980114A2 HR P980114 A2 HRP980114 A2 HR P980114A2 HR P980114 A HRP980114 A HR P980114A HR P980114 A2 HRP980114 A2 HR P980114A2
- Authority
- HR
- Croatia
- Prior art keywords
- compound
- hydrated form
- crystalline hydrated
- sodium salt
- alkyl ester
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 42
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 159000000000 sodium salts Chemical class 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 17
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- 239000000243 solution Substances 0.000 claims description 14
- 238000011282 treatment Methods 0.000 claims description 10
- 125000005907 alkyl ester group Chemical group 0.000 claims description 9
- 239000000725 suspension Substances 0.000 claims description 8
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 230000002461 excitatory amino acid Effects 0.000 claims description 5
- 239000003257 excitatory amino acid Substances 0.000 claims description 5
- 102000004868 N-Methyl-D-Aspartate Receptors Human genes 0.000 claims description 4
- 108090001041 N-Methyl-D-Aspartate Receptors Proteins 0.000 claims description 4
- 230000003042 antagnostic effect Effects 0.000 claims description 4
- 238000002425 crystallisation Methods 0.000 claims description 4
- 230000008025 crystallization Effects 0.000 claims description 4
- 230000000694 effects Effects 0.000 claims description 4
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- 238000002329 infrared spectrum Methods 0.000 claims description 3
- 239000002480 mineral oil Substances 0.000 claims description 3
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- 239000000825 pharmaceutical preparation Substances 0.000 claims description 3
- PMOIAJVKYNVHQE-UHFFFAOYSA-N phosphanium;bromide Chemical compound [PH4+].[Br-] PMOIAJVKYNVHQE-UHFFFAOYSA-N 0.000 claims description 3
- QHGFBRVHKFAYAP-YGCVIUNWSA-M sodium;4,6-dichloro-3-[(e)-(2-oxo-1-phenylpyrrolidin-3-ylidene)methyl]-1h-indole-2-carboxylate Chemical compound [Na+].[O-]C(=O)C=1NC2=CC(Cl)=CC(Cl)=C2C=1\C=C(C1=O)/CCN1C1=CC=CC=C1 QHGFBRVHKFAYAP-YGCVIUNWSA-M 0.000 claims description 3
- GMQWVMNZYQUJIO-UHFFFAOYSA-N 4,6-dichloro-3-formyl-1h-indole-2-carboxylic acid Chemical compound ClC1=CC(Cl)=C2C(C=O)=C(C(=O)O)NC2=C1 GMQWVMNZYQUJIO-UHFFFAOYSA-N 0.000 claims description 2
- 125000004494 ethyl ester group Chemical group 0.000 claims description 2
- 230000007062 hydrolysis Effects 0.000 claims description 2
- 238000006460 hydrolysis reaction Methods 0.000 claims description 2
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- 238000000634 powder X-ray diffraction Methods 0.000 claims description 2
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- 238000006243 chemical reaction Methods 0.000 claims 2
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- 239000000969 carrier Substances 0.000 claims 1
- 238000011065 in-situ storage Methods 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 18
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 16
- 238000002360 preparation method Methods 0.000 description 12
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
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- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
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- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
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- WUDUSPPGKJHRAS-JLHYYAGUSA-N CCOC(=O)C=1NC2=CC(Cl)=CC(Cl)=C2C=1\C=C(C1=O)/CCN1C1=CC=CC=C1 Chemical compound CCOC(=O)C=1NC2=CC(Cl)=CC(Cl)=C2C=1\C=C(C1=O)/CCN1C1=CC=CC=C1 WUDUSPPGKJHRAS-JLHYYAGUSA-N 0.000 description 3
- 108010010803 Gelatin Proteins 0.000 description 3
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- DDMOUSALMHHKOS-UHFFFAOYSA-N 1,2-dichloro-1,1,2,2-tetrafluoroethane Chemical compound FC(F)(Cl)C(F)(F)Cl DDMOUSALMHHKOS-UHFFFAOYSA-N 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 2
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- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
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- 235000010643 Leucaena leucocephala Nutrition 0.000 description 2
- 240000007472 Leucaena leucocephala Species 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- HOKKHZGPKSLGJE-GSVOUGTGSA-N N-Methyl-D-aspartic acid Chemical compound CN[C@@H](C(O)=O)CC(O)=O HOKKHZGPKSLGJE-GSVOUGTGSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
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- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 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
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- 229940029284 trichlorofluoromethane Drugs 0.000 description 2
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
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- JMVIVASFFKKFQK-UHFFFAOYSA-N 1-phenylpyrrolidin-2-one Chemical compound O=C1CCCN1C1=CC=CC=C1 JMVIVASFFKKFQK-UHFFFAOYSA-N 0.000 description 1
- VDIRQCDDCGAGET-DHZHZOJOSA-N 4,6-dichloro-3-[(e)-(2-oxo-1-phenylpyrrolidin-3-ylidene)methyl]-1h-indole-2-carboxylic acid Chemical compound OC(=O)C=1NC2=CC(Cl)=CC(Cl)=C2C=1\C=C(C1=O)/CCN1C1=CC=CC=C1 VDIRQCDDCGAGET-DHZHZOJOSA-N 0.000 description 1
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- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229940068965 polysorbates Drugs 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical class CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 1
- 102000005962 receptors Human genes 0.000 description 1
- 108020003175 receptors Proteins 0.000 description 1
- 201000000980 schizophrenia Diseases 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 235000020374 simple syrup Nutrition 0.000 description 1
- 239000008109 sodium starch glycolate Substances 0.000 description 1
- 229940079832 sodium starch glycolate Drugs 0.000 description 1
- 229920003109 sodium starch glycolate Polymers 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- 208000020431 spinal cord injury Diseases 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 208000005809 status epilepticus Diseases 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229960005453 strychnine Drugs 0.000 description 1
- 208000011117 substance-related disease Diseases 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 239000002511 suppository base Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- FTVLMFQEYACZNP-UHFFFAOYSA-N trimethylsilyl trifluoromethanesulfonate Chemical compound C[Si](C)(C)OS(=O)(=O)C(F)(F)F FTVLMFQEYACZNP-UHFFFAOYSA-N 0.000 description 1
- 208000026533 urinary bladder disease Diseases 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 230000009385 viral infection Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 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
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Neurology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biomedical Technology (AREA)
- Medicinal Chemistry (AREA)
- Neurosurgery (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9704498.6A GB9704498D0 (en) | 1997-03-05 | 1997-03-05 | Chemical compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP980114A2 true HRP980114A2 (en) | 1998-12-31 |
Family
ID=10808697
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR9704498.6A HRP980114A2 (en) | 1997-03-05 | 1998-03-04 | Chemical compound |
Country Status (29)
| Country | Link |
|---|---|
| EP (1) | EP0966463A1 (xx) |
| JP (1) | JP2001513796A (xx) |
| KR (1) | KR20000075907A (xx) |
| CN (1) | CN1249750A (xx) |
| AP (1) | AP9901637A0 (xx) |
| AR (1) | AR011178A1 (xx) |
| AU (1) | AU6825198A (xx) |
| BG (1) | BG103779A (xx) |
| BR (1) | BR9808305A (xx) |
| CA (1) | CA2282851A1 (xx) |
| CO (1) | CO4940415A1 (xx) |
| EA (1) | EA199900710A1 (xx) |
| EE (1) | EE9900387A (xx) |
| GB (1) | GB9704498D0 (xx) |
| HR (1) | HRP980114A2 (xx) |
| HU (1) | HUP0002109A2 (xx) |
| ID (1) | ID24207A (xx) |
| IL (1) | IL131489A0 (xx) |
| IS (1) | IS5166A (xx) |
| NO (1) | NO994303L (xx) |
| NZ (1) | NZ337315A (xx) |
| OA (1) | OA11154A (xx) |
| PE (1) | PE51399A1 (xx) |
| PL (1) | PL335652A1 (xx) |
| SK (1) | SK119699A3 (xx) |
| TR (1) | TR199902117T2 (xx) |
| WO (1) | WO1998039327A1 (xx) |
| YU (1) | YU43499A (xx) |
| ZA (1) | ZA981791B (xx) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9704499D0 (en) * | 1997-03-05 | 1997-04-23 | Glaxo Wellcome Spa | Method of manufacture |
| GB9825988D0 (en) | 1998-11-27 | 1999-01-20 | Pfizer Ltd | Indole derivatives |
| GB9915231D0 (en) | 1999-06-29 | 1999-09-01 | Pfizer Ltd | Pharmaceutical complex |
| US9737531B2 (en) | 2012-07-12 | 2017-08-22 | Glytech, Llc | Composition and method for treatment of depression and psychosis in humans |
| RU2020100230A (ru) | 2017-06-12 | 2021-07-13 | Глитек Ллс. | Лечение депрессии антагонистами nmda и антагонистами d2/5-ht2a или селективными антагонистами 5-нт2a |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9321221D0 (en) * | 1993-10-14 | 1993-12-01 | Glaxo Spa | Heterocyclic compounds |
-
1997
- 1997-03-05 GB GBGB9704498.6A patent/GB9704498D0/en active Pending
-
1998
- 1998-03-03 AR ARP980100948A patent/AR011178A1/es unknown
- 1998-03-03 ZA ZA9801791A patent/ZA981791B/xx unknown
- 1998-03-03 WO PCT/EP1998/001146 patent/WO1998039327A1/en not_active Application Discontinuation
- 1998-03-03 HU HU0002109A patent/HUP0002109A2/hu unknown
- 1998-03-03 TR TR1999/02117T patent/TR199902117T2/xx unknown
- 1998-03-03 AP APAP/P/1999/001637A patent/AP9901637A0/en unknown
- 1998-03-03 EP EP98913613A patent/EP0966463A1/en not_active Withdrawn
- 1998-03-03 YU YU43499A patent/YU43499A/sh unknown
- 1998-03-03 BR BR9808305-8A patent/BR9808305A/pt not_active Application Discontinuation
- 1998-03-03 CO CO98011404A patent/CO4940415A1/es unknown
- 1998-03-03 ID IDW990976A patent/ID24207A/id unknown
- 1998-03-03 AU AU68251/98A patent/AU6825198A/en not_active Abandoned
- 1998-03-03 PE PE1998000149A patent/PE51399A1/es not_active Application Discontinuation
- 1998-03-03 EA EA199900710A patent/EA199900710A1/ru unknown
- 1998-03-03 PL PL98335652A patent/PL335652A1/xx unknown
- 1998-03-03 IL IL13148998A patent/IL131489A0/xx unknown
- 1998-03-03 JP JP53813598A patent/JP2001513796A/ja active Pending
- 1998-03-03 KR KR1019997007987A patent/KR20000075907A/ko not_active Application Discontinuation
- 1998-03-03 EE EEP199900387A patent/EE9900387A/xx unknown
- 1998-03-03 NZ NZ337315A patent/NZ337315A/en unknown
- 1998-03-03 SK SK1196-99A patent/SK119699A3/sk unknown
- 1998-03-03 CA CA002282851A patent/CA2282851A1/en not_active Abandoned
- 1998-03-03 CN CN98803053A patent/CN1249750A/zh active Pending
- 1998-03-04 HR HR9704498.6A patent/HRP980114A2/hr not_active Application Discontinuation
-
1999
- 1999-08-27 IS IS5166A patent/IS5166A/is unknown
- 1999-09-02 OA OA9900201A patent/OA11154A/fr unknown
- 1999-09-03 NO NO994303A patent/NO994303L/no not_active Application Discontinuation
- 1999-10-04 BG BG103779A patent/BG103779A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PE51399A1 (es) | 1999-06-07 |
| IL131489A0 (en) | 2001-01-28 |
| NO994303L (no) | 1999-11-03 |
| EA199900710A1 (ru) | 2000-04-24 |
| BR9808305A (pt) | 2000-05-16 |
| EE9900387A (et) | 2000-04-17 |
| ID24207A (id) | 2000-07-13 |
| HUP0002109A2 (hu) | 2001-04-28 |
| SK119699A3 (en) | 2000-05-16 |
| IS5166A (is) | 1999-08-27 |
| PL335652A1 (en) | 2000-05-08 |
| TR199902117T2 (xx) | 2000-03-21 |
| AU6825198A (en) | 1998-09-22 |
| OA11154A (en) | 2003-04-16 |
| CN1249750A (zh) | 2000-04-05 |
| NZ337315A (en) | 2001-02-23 |
| BG103779A (en) | 2000-06-30 |
| JP2001513796A (ja) | 2001-09-04 |
| KR20000075907A (ko) | 2000-12-26 |
| EP0966463A1 (en) | 1999-12-29 |
| NO994303D0 (no) | 1999-09-03 |
| GB9704498D0 (en) | 1997-04-23 |
| CO4940415A1 (es) | 2000-07-24 |
| AP9901637A0 (en) | 1999-09-30 |
| ZA981791B (en) | 1999-09-03 |
| CA2282851A1 (en) | 1998-09-11 |
| WO1998039327A1 (en) | 1998-09-11 |
| AR011178A1 (es) | 2000-08-02 |
| YU43499A (sh) | 2000-12-28 |
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| ODBI | Application refused |