ES2182531T3 - Azoles solubles en agua como antifungicos de amplio espectro. - Google Patents
Azoles solubles en agua como antifungicos de amplio espectro.Info
- Publication number
- ES2182531T3 ES2182531T3 ES99926304T ES99926304T ES2182531T3 ES 2182531 T3 ES2182531 T3 ES 2182531T3 ES 99926304 T ES99926304 T ES 99926304T ES 99926304 T ES99926304 T ES 99926304T ES 2182531 T3 ES2182531 T3 ES 2182531T3
- Authority
- ES
- Spain
- Prior art keywords
- 4alkyl
- mono
- amino
- aminoc1
- aryl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D249/12—Oxygen or sulfur atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Un compuesto de fórmula una forma de N¿óxido, una sal de adición farmacéuticamente aceptable o una forma estereoquímicamente isómera de la misma, en la cual L representa un radical de fórmula o en las cuales cada Alk representa independientemente C1¿6¿alcanodiílo opcionalmente sustituido con hidroxi o C1¿4alquiloxi; cada n es independientemente 1, 2 ó 3; Y representa O, S o NR2; cada R1 representa independientemente hidrógeno, arilo, Het1, o C1¿6alquilo opcionalmente sustituido con uno, dos o tres sustituyentes seleccionados independientemente de halo, hidroxi, mercapto, C1¿4¿alquiloxi, C1¿4alquiltio, ariloxi, ariltio, arilC1¿4¿alquiloxi, arilC1¿4alquiltio, ciano, amino, mono¿ o di(C1¿4alquil)¿amino, mono¿ o di(aril)amino, mono¿ o di(arilC1¿4alquil)amino, C1¿4alquiloxicarbonilamino, benciloxicarbonilamino, aminocarbonilo, carboxilo, C1¿4alquiloxicarbonilo, guanidinilo, arilo o Het2; cada R2 representa independientemente hidrógeno o C1¿6¿alquilo; o en el caso en que R1 y R2 están unidos al mismo átomo de nitrógeno, pueden considerarse juntos para formar un radical heterocíclico seleccionado de morfolinilo, pirrolidinilo, piperidinilo, homopiperidinilo o piperazinilo; dicho radical heterocíclico puede estar sustituido opcionalmente con C1¿4alquilo, arilo, Het2, arilC1¿4alquilo, Het2C1¿4alquilo, hidroxiC14alquilo, amino, mono¿ o di(C1¿4alquil)amino, aminoC1¿4alquilo, mono¿ o di(C1¿4alquil)aminoC1¿4¿alquilo, carboxilo, aminocarbonilo, C1¿4¿alquil¿oxicarbonilo, C1¿4alquiloxicarbonilamino o mono¿ o di(C1¿4alquil)aminocarbonilo; o los mismos se pueden considerar juntos para formar un radical azido; cada R3 representa independientemente hidrógeno, hidroxi o C1¿4alquiloxi; arilo representa fenilo, naftalenilo, 1,2,3,4¿tetrahidro¿naftalenilo, indenilo o indanilo; cada uno de dichos grupos arilo puede estar sustituido opcionalmente con uno o más sustituyentes seleccionados de halo, C1¿4alquilo, hidroxi, C1¿4alquiloxi, nitro, amino, trifluorometilo, hidroxiC1¿4alquilo, C1¿4alquiloxiC1¿4alquilo, aminoC1¿4alquilo, mono¿ o di(C1¿4alquil)aminoC1¿4alquilo; Het1 representa un radical heterocíclico monocíclico o bicíclico; seleccionándose dicho radical heterocíclico monocíclico del grupo piridinilo, piperidinilo, homopiperidinilo, pirazinilo, pirimidinilo, piridazinilo, triazinilo, triazolilo, piranilo, tetrahidropiranilo, imidazolilo, imidazolinilo, imidazolidinilo, pirazolilo, pirazolinilo, pirazolidinilo, tiazolilo, tiazolidinilo, isotiazolilo, oxazolilo, oxazolidinilo, isoxazolilo, pirrolilo, pirrolinilo, pirrolidinilo, furanilo, tetrahidrofuranilo, tienilo, tiolanilo, dioxolanilo; seleccionándose dicho radical heterocíclico bicíclico del grupo quinolinilo, 1,2,3,4¿tetrahidro¿quinolinilo, isoquinolinilo, quinoxalinilo, quinazolinilo, ftalazinilo, cinnolinilo, cromanilo, tiocromanilo, 2H¿cromenilo, 1,4¿benzodioxanilo, indolilo, isoindolilo, indolinilo, indazolilo, purinilo, pirrolopiridinilo, furanopiridinilo, tienopiridinilo, benzotiazolilo, benzoxazolilo, bencisotiazolilo, bencisoxazolilo, bencimidazolilo, benzofuranilo, benzotienilo; donde cada uno de dichos heterociclos mono¿ o bicíclicos puede estar sustituido opcionalmente con uno o, en caso de ser posible, más sustituyentes seleccionados de halo, C1¿4alquilo, hidroxi, C1¿4alquiloxi, nitro, amino, trifluorometilo, hidroxi¿C1¿4alquilo, C1¿4¿alquiloxi¿C1¿4alquilo, aminoC1¿4alquilo, mono¿ o di(C1¿4¿alquil)amino¿C1¿4alquilo, arilo o arilC1¿4alquilo; Het2 es igual que Het1 y puede ser también un heterociclo monocíclico seleccionado de piperazinilo, homopiperazinilo,1,4¿dioxanilo, morfolinilo, tiomorfolinilo; donde cada uno de dichos heterociclos monocíclicos sustituido opcionalmente con uno o, en caso de ser posible, más sustituyentes seleccionados de halo, C1¿4alquilo, hidroxi, C1¿4alquiloxi, nitro, amino, trifluorometilo, hidroxi¿C1¿4¿alquilo, C1¿4alquiloxi¿C1¿4alquilo, aminoC1¿4alquilo, mono¿ o di(C1¿4¿alquil)amino¿C1¿4alquilo, arilo o arilC1¿4alquilo; R6 representa hidrógeno o C1¿4alquilo; R7 representa hidrógeno o C1¿4alquilo; o R6 y R7, considerados juntos, forman un radical bivalente de fórmula ¿R6¿R7¿, en cuya fórmula ¿R6¿R7¿ es: ¿N=CH¿ (i), ¿CH=N¿ (ii), ¿CH=CH¿ (iii), ¿CH2¿CH2 (iv), en cuyas fórmulas un átomo de hidrógeno en los radicales (i) y (ii) puede estar reemplazado con un radical C1¿4¿alquilo y uno o más átomos de hidrógeno en los radicales (iii) y (iv) puede estar reemplazado por un radical C1¿4¿alquilo; D representa un radical de fórmula en cuyas fórmulas X es N o CH; R4 es hidrógeno o halo; R5 es halo.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP98201588A EP0957101A1 (en) | 1998-05-14 | 1998-05-14 | Water soluble azoles as broad-spectrum antifungals |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2182531T3 true ES2182531T3 (es) | 2003-03-01 |
Family
ID=8233724
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES99926304T Expired - Lifetime ES2182531T3 (es) | 1998-05-14 | 1999-05-06 | Azoles solubles en agua como antifungicos de amplio espectro. |
| ES99924942T Expired - Lifetime ES2198915T3 (es) | 1998-05-14 | 1999-05-06 | Azoles solubles en agua como antifungicos de amplio espectro. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES99924942T Expired - Lifetime ES2198915T3 (es) | 1998-05-14 | 1999-05-06 | Azoles solubles en agua como antifungicos de amplio espectro. |
Country Status (31)
| Country | Link |
|---|---|
| US (2) | US6384030B1 (es) |
| EP (3) | EP0957101A1 (es) |
| JP (2) | JP2002514645A (es) |
| KR (2) | KR100575147B1 (es) |
| CN (2) | CN1137118C (es) |
| AR (2) | AR016480A1 (es) |
| AT (2) | ATE238296T1 (es) |
| AU (2) | AU758876B2 (es) |
| BG (2) | BG64388B1 (es) |
| BR (2) | BR9910448A (es) |
| CA (2) | CA2331141C (es) |
| CO (1) | CO5021227A1 (es) |
| CZ (2) | CZ298702B6 (es) |
| DE (2) | DE69902461T2 (es) |
| DK (1) | DK1077976T3 (es) |
| EE (2) | EE04346B1 (es) |
| ES (2) | ES2182531T3 (es) |
| HR (2) | HRP20000740B1 (es) |
| HU (2) | HUP0103536A3 (es) |
| IL (2) | IL139647A0 (es) |
| MY (2) | MY122147A (es) |
| NO (2) | NO319851B1 (es) |
| NZ (2) | NZ507966A (es) |
| PL (2) | PL194086B1 (es) |
| PT (1) | PT1077976E (es) |
| SI (1) | SI1077976T1 (es) |
| SK (2) | SK285763B6 (es) |
| TR (2) | TR200003323T2 (es) |
| TW (2) | TW572899B (es) |
| WO (2) | WO1999058530A1 (es) |
| ZA (2) | ZA200007173B (es) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0957101A1 (en) * | 1998-05-14 | 1999-11-17 | Janssen Pharmaceutica N.V. | Water soluble azoles as broad-spectrum antifungals |
| NZ521241A (en) * | 2000-03-07 | 2004-02-27 | Ranbaxy Lab Ltd | Azole compounds as therapeutic agents for fungal infections |
| EP1413301A1 (fr) * | 2002-10-24 | 2004-04-28 | Bayer CropScience SA | Médicaments antifongiques à base de dérivés d'arylamidine |
| ITMI20032020A1 (it) | 2003-10-17 | 2005-04-18 | Italfarmaco Spa | Nuovi agenti antifungini azolici con diminuita interazione con i citocromi metabolici |
| AR052342A1 (es) * | 2004-12-21 | 2007-03-14 | Janssen Pharmaceutica Nv | Derivados sustituidos de triazolona,tetrazolona e imidazolona con actividad selectiva antagonista de alfa2c-adenoreceptores |
| EP2571871B1 (en) * | 2010-05-19 | 2017-06-21 | Sandoz AG | Process for the preparation of chiral triazolones |
| WO2013036866A1 (en) * | 2011-09-07 | 2013-03-14 | The Johns Hopkins University | Itraconazole analogs and use thereof |
| US11028078B2 (en) | 2011-09-07 | 2021-06-08 | The Johns Hopkins University | Itraconazole analogs and use thereof |
| DK3003038T3 (da) | 2013-06-07 | 2019-11-11 | Scripps Research Inst | 2h-1,2,3-triazolderivater som inhibitorer af fibrose |
| KR102579848B1 (ko) | 2014-12-05 | 2023-09-18 | 풀모사이드 리미티드 | 항진균 화합물 |
| AU2015360583B2 (en) * | 2014-12-10 | 2020-01-23 | The Scripps Research Institute | Small molecule inhibitors of fibrosis |
| AU2016263669B2 (en) * | 2015-05-21 | 2020-04-30 | Pulmocide Limited | Antifungal 4-(4-(4-(((3R,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4- difluorophenyl)tetrahydrofuran-3-yl) methoxy)-3-methylphenyl)piperazin-1-yl)-N- (2-hydroxycyclohexyl) benzamide, or a pharmaceutically acceptable salt thereof |
| CN105237392B (zh) * | 2015-11-24 | 2017-12-12 | 辽宁渤大化工有限公司 | 芳烷基水杨酸及其衍生物的制备方法 |
| CA3073228A1 (en) * | 2017-08-20 | 2019-02-28 | University Of Connecticut | Azole analogues and methods of use thereof |
| US12435067B2 (en) | 2019-08-09 | 2025-10-07 | University Of Connecticut | Truncated itraconazole analogues and methods of use thereof |
| GB201917867D0 (en) | 2019-12-06 | 2020-01-22 | Pulmocide Ltd | Polymorphs |
| CN111138421A (zh) * | 2019-12-26 | 2020-05-12 | 上海英诺富成生物科技有限公司 | 抗真菌水溶性化合物及其制备方法与应用 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4267179A (en) * | 1978-06-23 | 1981-05-12 | Janssen Pharmaceutica, N.V. | Heterocyclic derivatives of (4-phenylpiperazin-1-yl-aryloxymethyl-1,3-dioxolan-2-yl)methyl-1H-imidazoles and 1H-1,2,4-triazoles |
| ATE201408T1 (de) * | 1992-03-18 | 2001-06-15 | Janssen Pharmaceutica Nv | Itraconazol- und saperconazolstereoisomere |
| SK283035B6 (sk) * | 1993-12-21 | 2003-02-04 | Schering Corporation | Tetrahydrofuránová zlúčenina, spôsob jej prípravy, jej farmaceuticky prijateľný ester, soľ a farmaceutický prostriedok |
| EP0741737B1 (en) * | 1994-01-24 | 1999-11-10 | Janssen Pharmaceutica N.V. | Watersoluble azole antifungals |
| FI98688C (fi) * | 1994-07-20 | 1997-07-25 | Nokia Telecommunications Oy | Menetelmä lyhytsanomalähetyksen käynnistämiseksi solukkoradiojärjestelmässä, solukkoradiojärjestelmä sekä solukkoradiojärjestelmän tilaajarekisteri |
| MX9701229A (es) * | 1995-06-02 | 1997-05-31 | Schering Corp | Antifungicos de tetrahidrofurano. |
| JPH11507668A (ja) * | 1995-06-19 | 1999-07-06 | シェーリング コーポレイション | テトラヒドロフラン抗真菌剤 |
| WO1998034934A1 (en) * | 1997-02-11 | 1998-08-13 | Janssen Pharmaceutica N.V. | Amino acid ester containing azole antifungals |
| EP0957101A1 (en) * | 1998-05-14 | 1999-11-17 | Janssen Pharmaceutica N.V. | Water soluble azoles as broad-spectrum antifungals |
-
1998
- 1998-05-14 EP EP98201588A patent/EP0957101A1/en not_active Withdrawn
-
1999
- 1999-05-06 ES ES99926304T patent/ES2182531T3/es not_active Expired - Lifetime
- 1999-05-06 PL PL99344037A patent/PL194086B1/pl unknown
- 1999-05-06 PT PT99926304T patent/PT1077976E/pt unknown
- 1999-05-06 WO PCT/EP1999/003243 patent/WO1999058530A1/en not_active Ceased
- 1999-05-06 WO PCT/EP1999/003242 patent/WO1999058529A1/en not_active Ceased
- 1999-05-06 HR HR20000740A patent/HRP20000740B1/xx not_active IP Right Cessation
- 1999-05-06 JP JP2000548333A patent/JP2002514645A/ja active Pending
- 1999-05-06 US US09/700,251 patent/US6384030B1/en not_active Expired - Lifetime
- 1999-05-06 AT AT99924942T patent/ATE238296T1/de not_active IP Right Cessation
- 1999-05-06 EP EP99924942A patent/EP1077975B1/en not_active Expired - Lifetime
- 1999-05-06 TR TR2000/03323T patent/TR200003323T2/xx unknown
- 1999-05-06 ES ES99924942T patent/ES2198915T3/es not_active Expired - Lifetime
- 1999-05-06 BR BR9910448-2A patent/BR9910448A/pt not_active Application Discontinuation
- 1999-05-06 HU HU0103536A patent/HUP0103536A3/hu unknown
- 1999-05-06 NZ NZ507966A patent/NZ507966A/xx not_active IP Right Cessation
- 1999-05-06 SK SK1682-2000A patent/SK285763B6/sk not_active IP Right Cessation
- 1999-05-06 DK DK99926304T patent/DK1077976T3/da active
- 1999-05-06 CZ CZ20004109A patent/CZ298702B6/cs not_active IP Right Cessation
- 1999-05-06 EE EEP200000651A patent/EE04346B1/xx not_active IP Right Cessation
- 1999-05-06 NZ NZ507965A patent/NZ507965A/en not_active IP Right Cessation
- 1999-05-06 DE DE69902461T patent/DE69902461T2/de not_active Expired - Lifetime
- 1999-05-06 IL IL13964799A patent/IL139647A0/xx not_active IP Right Cessation
- 1999-05-06 KR KR1020007011624A patent/KR100575147B1/ko not_active Expired - Fee Related
- 1999-05-06 BR BR9911057-1A patent/BR9911057A/pt not_active Application Discontinuation
- 1999-05-06 PL PL99344047A patent/PL194085B1/pl unknown
- 1999-05-06 JP JP2000548334A patent/JP2002514646A/ja active Pending
- 1999-05-06 CA CA002331141A patent/CA2331141C/en not_active Expired - Fee Related
- 1999-05-06 SI SI9930131T patent/SI1077976T1/xx unknown
- 1999-05-06 KR KR1020007009640A patent/KR100593395B1/ko not_active Expired - Fee Related
- 1999-05-06 AU AU43615/99A patent/AU758876B2/en not_active Ceased
- 1999-05-06 DE DE69907171T patent/DE69907171T2/de not_active Expired - Lifetime
- 1999-05-06 CA CA002331187A patent/CA2331187C/en not_active Expired - Fee Related
- 1999-05-06 CN CNB998059560A patent/CN1137118C/zh not_active Expired - Fee Related
- 1999-05-06 AU AU41417/99A patent/AU751135B2/en not_active Ceased
- 1999-05-06 HU HU0102031A patent/HUP0102031A3/hu unknown
- 1999-05-06 IL IL13964999A patent/IL139649A/en not_active IP Right Cessation
- 1999-05-06 EP EP99926304A patent/EP1077976B1/en not_active Expired - Lifetime
- 1999-05-06 US US09/700,166 patent/US6448244B1/en not_active Expired - Lifetime
- 1999-05-06 AT AT99926304T patent/ATE221884T1/de active
- 1999-05-06 HR HR20000741A patent/HRP20000741B1/xx not_active IP Right Cessation
- 1999-05-06 CZ CZ20004108A patent/CZ299481B6/cs not_active IP Right Cessation
- 1999-05-06 CN CNB998060690A patent/CN1135229C/zh not_active Expired - Fee Related
- 1999-05-06 EE EEP200000657A patent/EE04311B1/xx not_active IP Right Cessation
- 1999-05-06 SK SK1681-2000A patent/SK286156B6/sk not_active IP Right Cessation
- 1999-05-06 TR TR2000/03322T patent/TR200003322T2/xx unknown
- 1999-05-10 TW TW088107504A patent/TW572899B/zh not_active IP Right Cessation
- 1999-05-10 TW TW088107505A patent/TWI259835B/zh not_active IP Right Cessation
- 1999-05-11 MY MYPI99001862A patent/MY122147A/en unknown
- 1999-05-11 MY MYPI99001861A patent/MY120248A/en unknown
- 1999-05-13 AR ARP990102270A patent/AR016480A1/es active IP Right Grant
- 1999-05-13 CO CO99029778A patent/CO5021227A1/es unknown
- 1999-05-13 AR ARP990102276A patent/AR016482A1/es active IP Right Grant
-
2000
- 2000-08-28 BG BG104717A patent/BG64388B1/bg unknown
- 2000-11-09 BG BG104933A patent/BG64954B1/bg unknown
- 2000-11-13 NO NO20005712A patent/NO319851B1/no not_active IP Right Cessation
- 2000-11-13 NO NO20005713A patent/NO319760B1/no not_active IP Right Cessation
- 2000-12-04 ZA ZA200007173A patent/ZA200007173B/en unknown
- 2000-12-13 ZA ZA200007459A patent/ZA200007459B/xx unknown
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