BR9813124A - Compostos indol 2,3-substituìdos como inibidores cox-2 - Google Patents
Compostos indol 2,3-substituìdos como inibidores cox-2Info
- Publication number
- BR9813124A BR9813124A BR9813124-9A BR9813124A BR9813124A BR 9813124 A BR9813124 A BR 9813124A BR 9813124 A BR9813124 A BR 9813124A BR 9813124 A BR9813124 A BR 9813124A
- Authority
- BR
- Brazil
- Prior art keywords
- halo
- alkoxy
- alkyl
- substituted
- cox
- Prior art date
Links
- 229940111134 coxibs Drugs 0.000 title abstract 2
- 239000003255 cyclooxygenase 2 inhibitor Substances 0.000 title abstract 2
- 150000002475 indoles Chemical class 0.000 title 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 125000005843 halogen group Chemical group 0.000 abstract 5
- 229910052757 nitrogen Inorganic materials 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 229940094443 oxytocics prostaglandins Drugs 0.000 abstract 1
- 244000052769 pathogen Species 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003180 prostaglandins Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 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
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- 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
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
- 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
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
- C07D401/10—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 aromatic rings
-
- 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
-
- 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
- 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
- C07D405/10—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 aromatic rings
-
- 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
- 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
- C07D409/10—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 aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen 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
-
- 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
- C07D417/10—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 aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Immunology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Indole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Patente de Invenção: <B>"COMPOSTOS INDOL 2,3-SUBSTITUìDOS COMO INIBIDORES COX-2"<D>. Este invenção proporciona um composto da fórmula seguinte: e os seus sais farmaceuticamente aceitáveis, em que <B>Z<D> representa OH, alcóxi C~ 1-6~, -NR²R³ ou heterociclo; <B>Q<D> é selecionado a partir dos seguintes: (a) fenila facultativamente substituída, (b) um grupo aromático monocíclico de 6 membros contendo um, dois, três ou quatro átomo(s) de nitrogênio, (c) um grupo aromático monocíclico de 5 membros contendo um heteroátomo selecionado a partir de O, S e N, e contendo, facultativamente, um, dois ou três átomo(s) de nitrogênio para além do referido heteroátomo, (d) uma cicloalquila C~ 3-7~ facultativamente substituída e (e) um heterociclo benzo-condensado facultativamente substituída; <B>R¹<D> representa hidrogênio, alquila C~ 1-4~ ou halo; <B>R² e R³<D> representam, independentemente H, OH, alcóxi C~ 1-4~ ou alquila C~ 1-4~ substituído com halo, OH, alcóxi C~ 1-4~, NH~ 2~ ou CN; <B>X<D> é selecionado, independentemente, a partir de halo, alquila C~ 1-4~, alquila C~ 1-4~ substituída com halo, OH, alcóxi C~ 1-4~, alcóxi C~ 1-4~ substituída com halo, alquiltio C~ 1-4~, NO~ 2~, NH~ 2~, di-(alquil C~ 1-4~)-amino e CN; e <B>n<D> representa 0, 1, 2, 3 ou 4. Esta invenção proporciona também uma composição farmacêutica, útil para o tratamento de um estado clínico em que se encontram implicadas, como patogênios, as prostaglandinas.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IB9800003 | 1998-01-05 | ||
| PCT/IB1998/002065 WO1999035130A1 (en) | 1998-01-05 | 1998-12-18 | 2,3-substituted indole compounds as cox-2 inhibitors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR9813124A true BR9813124A (pt) | 2000-10-10 |
Family
ID=11004645
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR9813124-9A BR9813124A (pt) | 1998-01-05 | 1998-12-18 | Compostos indol 2,3-substituìdos como inibidores cox-2 |
Country Status (39)
| Country | Link |
|---|---|
| US (1) | US6608070B1 (pt) |
| EP (1) | EP1045833B1 (pt) |
| JP (1) | JP3347136B2 (pt) |
| KR (1) | KR100404054B1 (pt) |
| CN (1) | CN1284064A (pt) |
| AP (1) | AP869A (pt) |
| AR (1) | AR016977A1 (pt) |
| AT (1) | ATE308519T1 (pt) |
| AU (1) | AU748107B2 (pt) |
| BG (1) | BG104643A (pt) |
| BR (1) | BR9813124A (pt) |
| CA (1) | CA2316863A1 (pt) |
| CO (1) | CO4970807A1 (pt) |
| DE (1) | DE69832200T2 (pt) |
| DZ (1) | DZ2700A1 (pt) |
| EA (1) | EA200000614A1 (pt) |
| ES (1) | ES2255190T3 (pt) |
| GT (1) | GT199800205A (pt) |
| HN (1) | HN1997000098A (pt) |
| HR (1) | HRP20000454A2 (pt) |
| HU (1) | HUP0102922A3 (pt) |
| ID (1) | ID24876A (pt) |
| IL (1) | IL136885A0 (pt) |
| IS (1) | IS5532A (pt) |
| MA (1) | MA24736A1 (pt) |
| NO (1) | NO20003451L (pt) |
| OA (1) | OA11441A (pt) |
| PA (1) | PA8466201A1 (pt) |
| PE (1) | PE20000055A1 (pt) |
| PL (1) | PL341696A1 (pt) |
| SA (1) | SA99191299A (pt) |
| SK (1) | SK9912000A3 (pt) |
| TN (1) | TNSN99001A1 (pt) |
| TR (1) | TR200001906T2 (pt) |
| TW (1) | TW436482B (pt) |
| UY (2) | UY25332A1 (pt) |
| WO (1) | WO1999035130A1 (pt) |
| YU (1) | YU41600A (pt) |
| ZA (1) | ZA9911B (pt) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6555540B1 (en) * | 1999-06-30 | 2003-04-29 | Pfizer Inc | Combinations of aldose reductase inhibitors and selective cyclooxygenase-2 inhibitors |
| MXPA00006605A (es) * | 1999-07-02 | 2004-12-09 | Pfizer | Compuestos de carbonil-indol biciclicos como agentes antiinflamatorios/analgesicos. |
| PT1065206E (pt) * | 1999-07-02 | 2003-01-31 | Pfizer | Compostos de tetrazolilalquilindole e como agentes anti-inflamatorios e analgesicos |
| PT1175214E (pt) | 1999-12-08 | 2005-04-29 | Pharmacia Corp | Composicoes de inibidor de ciclo-oxigenase-2 com um inicio rapido do seu efito terapeutico |
| EP1572678A4 (en) * | 2002-12-19 | 2008-05-07 | Elan Pharm Inc | SUBSTITUTED N-PHENYL SULPHONAMIDES ALSBRADYKININ ANTAGONISTS |
| US7098231B2 (en) | 2003-01-22 | 2006-08-29 | Boehringer Ingelheim International Gmbh | Viral polymerase inhibitors |
| US7223785B2 (en) | 2003-01-22 | 2007-05-29 | Boehringer Ingelheim International Gmbh | Viral polymerase inhibitors |
| DE602004002832T2 (de) | 2003-05-07 | 2007-06-06 | Osteologix A/S | Behandlung von knorpel/knochen-erkrankungen mit wasserlöslichen strontiumsalzen |
| KR100795462B1 (ko) * | 2006-09-27 | 2008-01-16 | 한국생명공학연구원 | 인돌 유도체, 이의 제조방법 및 이를 유효성분으로함유하는 대사성 질환 예방 및 치료용 약학적 조성물 |
| EP2114895A4 (en) | 2006-10-17 | 2011-06-22 | Stiefel Laboratories | TALARAZOLMETABOLITEN |
| US20120022121A1 (en) * | 2007-11-29 | 2012-01-26 | Dalton James T | Indoles, derivatives and analogs thereof and uses therefor |
| EP2560956B1 (en) * | 2010-04-19 | 2016-10-26 | Octeta Therapeutics, LLC | Novel synthesis for thiazolidinedione compounds |
| JP5827326B2 (ja) * | 2010-07-07 | 2015-12-02 | アーデリクス，インコーポレーテッド | リン酸輸送を阻害する化合物及び方法 |
| EP2590965B1 (en) | 2010-07-07 | 2016-04-20 | Ardelyx, Inc. | Compounds and methods for inhibiting phosphate transport |
| JP5823514B2 (ja) | 2010-07-07 | 2015-11-25 | アーデリクス，インコーポレーテッド | リン酸輸送を阻害する化合物及び方法 |
| EP2590510B1 (en) * | 2010-07-07 | 2016-09-28 | Ardelyx, Inc. | Compounds and methods for inhibiting phosphate transport |
| RU2593370C2 (ru) | 2010-08-10 | 2016-08-10 | Октета Терапьютикс, ЭлЭлСи | Новый способ синтеза соединений тиазолидиндиона |
| CA2807815C (en) | 2010-08-10 | 2018-10-02 | Metabolic Solutions Development Company, Llc | Novel synthesis for thiazolidinedione compounds |
| WO2013138600A1 (en) * | 2012-03-16 | 2013-09-19 | Rosen Eliot M | Radioprotector compounds |
| US9808443B1 (en) | 2016-11-28 | 2017-11-07 | King Saud University | Cyclooxygenase inhibitors |
| CN111004121A (zh) * | 2019-12-09 | 2020-04-14 | 南京杰运医药科技有限公司 | 一种4-烷氧基乙酰乙酸酯类化合物的制备方法 |
| CN112409281B (zh) * | 2020-08-20 | 2022-11-18 | 上海大学 | (e)-3-(3-氯-2-氟-6-(1h-四氮唑-1-基)苯基)丙烯酸的合成方法 |
| WO2022195579A1 (en) | 2021-03-15 | 2022-09-22 | Saul Yedgar | Hyaluronic acid-conjugated dipalmitoyl phosphatidyl ethanolamine in combination with non-steroidal anti-inflammatory drugs (nsaids) for treating or alleviating inflammatory diseases |
| WO2022260494A1 (ko) * | 2021-06-10 | 2022-12-15 | 연세대학교 산학협력단 | 펜드린 억제 활성을 갖는 신규 화합물 및 이의 의약 용도 |
| CN116262721A (zh) * | 2023-01-12 | 2023-06-16 | 浙江师范大学 | 一种二氢吲哚衍生物及吲哚衍生物的制备方法及产品 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5510368A (en) * | 1995-05-22 | 1996-04-23 | Merck Frosst Canada, Inc. | N-benzyl-3-indoleacetic acids as antiinflammatory drugs |
| US5604253A (en) * | 1995-05-22 | 1997-02-18 | Merck Frosst Canada, Inc. | N-benzylindol-3-yl propanoic acid derivatives as cyclooxygenase inhibitors |
| CO5190664A1 (es) * | 1999-06-30 | 2002-08-29 | Pfizer Prod Inc | Terapia de combinacion para el tratamiento de migrana administracion de un receptor 5ht, cafeina y un inhibidor de ciclooxigenasa-2 |
-
1998
- 1998-12-17 AP APAP/P/1998/001423A patent/AP869A/en active
- 1998-12-18 IL IL13688598A patent/IL136885A0/xx unknown
- 1998-12-18 SK SK991-2000A patent/SK9912000A3/sk unknown
- 1998-12-18 ID IDW20001286A patent/ID24876A/id unknown
- 1998-12-18 AT AT98959082T patent/ATE308519T1/de not_active IP Right Cessation
- 1998-12-18 US US09/355,494 patent/US6608070B1/en not_active Expired - Fee Related
- 1998-12-18 JP JP2000527531A patent/JP3347136B2/ja not_active Expired - Fee Related
- 1998-12-18 EP EP98959082A patent/EP1045833B1/en not_active Expired - Lifetime
- 1998-12-18 CN CN98813530A patent/CN1284064A/zh active Pending
- 1998-12-18 ES ES98959082T patent/ES2255190T3/es not_active Expired - Lifetime
- 1998-12-18 YU YU41600A patent/YU41600A/sh unknown
- 1998-12-18 HR HR20000454A patent/HRP20000454A2/hr not_active Application Discontinuation
- 1998-12-18 PL PL98341696A patent/PL341696A1/xx unknown
- 1998-12-18 HU HU0102922A patent/HUP0102922A3/hu unknown
- 1998-12-18 CA CA002316863A patent/CA2316863A1/en not_active Abandoned
- 1998-12-18 EA EA200000614A patent/EA200000614A1/ru unknown
- 1998-12-18 WO PCT/IB1998/002065 patent/WO1999035130A1/en not_active Ceased
- 1998-12-18 KR KR10-2000-7007419A patent/KR100404054B1/ko not_active Expired - Fee Related
- 1998-12-18 DE DE69832200T patent/DE69832200T2/de not_active Expired - Fee Related
- 1998-12-18 BR BR9813124-9A patent/BR9813124A/pt not_active IP Right Cessation
- 1998-12-18 AU AU15005/99A patent/AU748107B2/en not_active Ceased
- 1998-12-18 TR TR2000/01906T patent/TR200001906T2/xx unknown
- 1998-12-22 TW TW087120865A patent/TW436482B/zh active
- 1998-12-28 PE PE1998001288A patent/PE20000055A1/es not_active Application Discontinuation
- 1998-12-28 HN HN1997000098A patent/HN1997000098A/es unknown
- 1998-12-29 GT GT199800205A patent/GT199800205A/es unknown
- 1998-12-30 CO CO98077588A patent/CO4970807A1/es unknown
- 1998-12-31 UY UY25332A patent/UY25332A1/es not_active IP Right Cessation
-
1999
- 1999-01-04 AR ARP990100010A patent/AR016977A1/es not_active Application Discontinuation
- 1999-01-04 MA MA25414A patent/MA24736A1/fr unknown
- 1999-01-04 ZA ZA9900011A patent/ZA9911B/xx unknown
- 1999-01-04 DZ DZ990001A patent/DZ2700A1/xx active
- 1999-01-04 TN TNTNSN99001A patent/TNSN99001A1/fr unknown
- 1999-01-05 PA PA19998466201A patent/PA8466201A1/es unknown
- 1999-04-13 SA SA99191299A patent/SA99191299A/ar unknown
- 1999-06-28 UY UY25590A patent/UY25590A1/es not_active Application Discontinuation
-
2000
- 2000-06-13 IS IS5532A patent/IS5532A/is unknown
- 2000-06-30 OA OA1200000195A patent/OA11441A/en unknown
- 2000-07-04 NO NO20003451A patent/NO20003451L/no unknown
- 2000-07-28 BG BG104643A patent/BG104643A/bg unknown
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