HUP0104128A2 - Eljárás citalopram előállítására - Google Patents
Eljárás citalopram előállításáraInfo
- Publication number
- HUP0104128A2 HUP0104128A2 HU0104128A HUP0104128A HUP0104128A2 HU P0104128 A2 HUP0104128 A2 HU P0104128A2 HU 0104128 A HU0104128 A HU 0104128A HU P0104128 A HUP0104128 A HU P0104128A HU P0104128 A2 HUP0104128 A2 HU P0104128A2
- Authority
- HU
- Hungary
- Prior art keywords
- carbon atoms
- group containing
- formula
- acid addition
- hydrogen atom
- Prior art date
Links
- WSEQXVZVJXJVFP-HXUWFJFHSA-N (R)-citalopram Chemical compound C1([C@@]2(C3=CC=C(C=C3CO2)C#N)CCCN(C)C)=CC=C(F)C=C1 WSEQXVZVJXJVFP-HXUWFJFHSA-N 0.000 title abstract 3
- 229960001653 citalopram Drugs 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 5
- 150000003839 salts Chemical class 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000003003 spiro group Chemical group 0.000 abstract 2
- 229910052717 sulfur Chemical group 0.000 abstract 2
- 125000004434 sulfur atom Chemical group 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical class BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000012024 dehydrating agents Substances 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 239000003999 initiator Substances 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 150000002978 peroxides Chemical class 0.000 abstract 1
- 239000002243 precursor Chemical group 0.000 abstract 1
- 125000002769 thiazolinyl group Chemical group 0.000 abstract 1
Classifications
-
- 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
- C07D417/04—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 directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/10—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D263/14—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with radicals substituted by oxygen atoms
-
- 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
- C07D413/04—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 directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (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)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
A tal lm ny t rgya elj r s (I) képletű citalopram, b rmelyenantiomerje és ezek savaddíciós sói elő llít s ra. A tal lm nyértelmében ezek a vegyületek úgy llíthatók elő hogy valamely (IV) ltalnos képletű vegyületet - a képletben X jelentése oxigén- vagy kénatom;R1 és R2 egym stól függetlenül hidrogénatomot vagy 1-6 szénatomottartalmazó alkilcsoportot jelent vagy együtt 2-5 szénatomot tartalmazóalkilénl ncot és ez ltal spirogyűrűt képez; R3 jelentése hidrogénatomvagy 1-6 szénatomot tartalmazó alkilcsoport; R4 jelentése hidrogénatomvagy 1-6 szénatomot tartalmazó alkilcsoport vagy karboxilcsoport vagyaz utóbbiv alakítható prekurzorcsoport; vagy pedig R3 és R4 együtt 2-5szénatomot tartalmazó alkilénl ncot és így spirogyűrűt képez -dehidrat lószerrel kezelnek, vagy - ha X jelentése kénatom - atiazolingyűrűt term lis hasít snak vagy egy gy"k"s inici torral,célszerűen peroxiddal vagy fénnyel kezelésnek vetnek al , amikor az(I) képletű citalopramot kapj k b zisként vagy savaddíciós sóként,ezut n kív nt esetben az így kapott szabad b zist vagy savaddíciós sótgyógy szatilag elfogadható sóv alakítj k. A tal lm ny tov bb acitalopram elő llít s n l haszn lt új k"ztitermékekre vonatkozik. Ó
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT98MI002242 IT1302700B1 (it) | 1998-10-20 | 1998-10-20 | Procedimento per la preparazione di un derivato dell'isobenzofurano |
IT1999MI001152 IT1312319B1 (it) | 1999-05-25 | 1999-05-25 | Procedimento per la preparazione del citalopram. |
IT99MI001724 IT1313587B1 (it) | 1999-08-02 | 1999-08-02 | Procedimento per la preparazione di un derivato del5-cianoisobenzofurano. |
PCT/DK1999/000576 WO2000023431A1 (en) | 1998-10-20 | 1999-10-19 | Method for the preparation of citalopram |
Publications (3)
Publication Number | Publication Date |
---|---|
HUP0104128A2 true HUP0104128A2 (hu) | 2002-04-29 |
HUP0104128A3 HUP0104128A3 (en) | 2003-01-28 |
HU228576B1 HU228576B1 (en) | 2013-04-29 |
Family
ID=27274104
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0104128A HU228576B1 (en) | 1998-10-20 | 1999-10-19 | Method for the preparation of citalopram |
Country Status (25)
Country | Link |
---|---|
US (1) | US6365747B1 (hu) |
EP (1) | EP1123284B1 (hu) |
JP (1) | JP3892667B2 (hu) |
KR (1) | KR100411505B1 (hu) |
CN (1) | CN1129592C (hu) |
AR (1) | AR018693A1 (hu) |
AT (1) | ATE230738T1 (hu) |
AU (1) | AU746665B2 (hu) |
BG (1) | BG64704B1 (hu) |
BR (1) | BR9915158B1 (hu) |
CA (1) | CA2291134C (hu) |
CZ (1) | CZ299920B6 (hu) |
DE (1) | DE69904853T2 (hu) |
DK (1) | DK1123284T3 (hu) |
EA (1) | EA002977B1 (hu) |
ES (1) | ES2189502T3 (hu) |
HK (1) | HK1042297B (hu) |
HU (1) | HU228576B1 (hu) |
IL (1) | IL142346A0 (hu) |
IS (1) | IS2256B (hu) |
NO (1) | NO327038B1 (hu) |
NZ (1) | NZ510858A (hu) |
PL (1) | PL199423B1 (hu) |
SK (1) | SK285719B6 (hu) |
WO (1) | WO2000023431A1 (hu) |
Families Citing this family (50)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BR9916955A (pt) | 1998-12-23 | 2001-09-11 | Lundbeck & Co As H | Método para preparação de 5-cianoftalida |
AR022329A1 (es) | 1999-01-29 | 2002-09-04 | Lundbeck & Co As H | Metodo para la preparacion de 5-cianoftalida |
PL198024B1 (pl) | 1999-04-14 | 2008-05-30 | Lundbeck & Co As H | Sposób wytwarzania citalopramu, związki pośrednie i ich zastosowanie do wytwarzania citalopramu |
ITMI991581A1 (it) * | 1999-06-25 | 2001-01-15 | Lundbeck & Co As H | Metodo per la preparazione di citalopram |
ITMI991579A1 (it) | 1999-06-25 | 2001-01-15 | Lundbeck & Co As H | Metodo per la preparazione di citalopram |
AR021155A1 (es) * | 1999-07-08 | 2002-06-12 | Lundbeck & Co As H | Tratamiento de desordenes neuroticos |
CH692421A5 (de) | 1999-10-25 | 2002-06-14 | Lundbeck & Co As H | Verfahren zur Herstellung von Citalopram. |
SK287140B6 (sk) | 1999-10-25 | 2010-01-07 | H. Lundbeck A/S | Spôsob prípravy citalopramu a medziprodukt na jeho výrobu |
AR026063A1 (es) * | 1999-11-01 | 2002-12-26 | Lundbeck & Co As H | Metodo para la preparacion de 5-carboxiftalida. |
PL355532A1 (en) | 1999-12-28 | 2004-05-04 | H.Lundbeck A/S | Method for the preparation of citalopram |
CZ20022627A3 (cs) | 1999-12-30 | 2002-10-16 | H. Lundbeck A/S | Způsob výroby citalopramu |
SK286879B6 (sk) * | 2000-01-14 | 2009-07-06 | H. Lundbeck A/S | Spôsob prípravy 5-kyanoftalidu |
IT1317729B1 (it) | 2000-01-18 | 2003-07-15 | Norpharma S P A | Procedimento per la preparazione della 5-carbossiftalide. |
NL1017415C1 (nl) | 2000-02-24 | 2001-05-18 | Lundbeck & Co As H | Werkwijze voor de bereiding van Citalopram. |
NL1017417C1 (nl) | 2000-03-03 | 2001-03-16 | Lundbeck & Co As H | Werkwijze voor de bereiding van Citalopram. |
GB0005477D0 (en) * | 2000-03-07 | 2000-04-26 | Resolution Chemicals Limited | Process for the preparation of citalopram |
JP2003527385A (ja) * | 2000-03-13 | 2003-09-16 | ハー・ルンドベック・アクチエゼルスカベット | 5−置換された1−(4−フルオロフェニル)−1,3−ジヒドロイソベンゾフランの段階的アルキル化法 |
GB2357762B (en) * | 2000-03-13 | 2002-01-30 | Lundbeck & Co As H | Crystalline base of citalopram |
JP2003527387A (ja) | 2000-03-13 | 2003-09-16 | ハー・ルンドベック・アクチエゼルスカベット | シタロプラムの製造方法 |
NL1017500C1 (nl) | 2000-03-13 | 2001-04-26 | Lundbeck & Co As H | Werkwijze voor de bereiding van Citalopram. |
PT1265882E (pt) | 2000-03-14 | 2004-06-30 | Lundbeck & Co As H | Metodo para preparacao de citalopram; composto e citalopram |
TR200202168T2 (tr) * | 2000-03-16 | 2002-12-23 | H. Lundbeck A/S | 5-Siyano-1-(4-Florofenil)-1,3-Dihidroizobenzofuranların preparasyon metodu |
US6977306B2 (en) | 2000-05-02 | 2005-12-20 | Sumitomo Chemical Company, Limited | Citalopram hydrobromide crystal and method for crystallization thereof |
AR032455A1 (es) | 2000-05-12 | 2003-11-12 | Lundbeck & Co As H | Metodo para la preparacion de citalopram, un intermediario empleado en el metodo, un metodo para la preparacion del intermediario empleado en el metodo y composicion farmaceutica antidepresiva |
FI20011622A (fi) | 2000-08-18 | 2002-02-19 | Lundbeck & Co As H | Menetelmä sitalopraamin valmistamiseksi |
DK1181713T3 (da) | 2000-12-22 | 2005-01-31 | Lundbeck & Co As H | Fremgangsmåde til fremstilling af rent citalopram |
KR100430746B1 (ko) * | 2000-12-28 | 2004-05-10 | 하. 룬트벡 아크티에 셀스카브 | 순수한 시탈로프람의 제조방법 |
WO2002060886A1 (en) | 2001-01-30 | 2002-08-08 | Orion Corporation, Fermion | Process for the preparation of 1-(3-dimethylaminopropyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile |
CA2445843A1 (en) * | 2001-05-01 | 2002-11-07 | H. Lundbeck A/S | The use of enantiomeric pure escitalopram |
PT1522539E (pt) | 2001-07-31 | 2007-03-30 | Lundbeck & Co As H | Composição cristalina contendo escitalopram |
IS7239A (is) * | 2001-12-14 | 2004-04-29 | H. Lundbeck A/S | Aðferð til framleiðslu á essítalóprami |
WO2003057132A2 (en) | 2002-01-07 | 2003-07-17 | Sun Pharmaceutical Industries Limited | Process for the preparation of 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)- 1,3-dihydro-5-isobenzofuran carbonitrile |
WO2003064617A2 (en) * | 2002-01-30 | 2003-08-07 | Montana State University | Pestalotiopsis microsporia isolates and compounds derived therefrom |
CA2381341A1 (en) * | 2002-04-09 | 2003-10-09 | Torcan Chemical Ltd. | Process and intermediates for preparing escitalopram |
PE20040991A1 (es) | 2002-08-12 | 2004-12-27 | Lundbeck & Co As H | Separacion de intermediarios para la preparacion de escitalopram |
US6812355B2 (en) | 2002-10-22 | 2004-11-02 | Sekhsaria Chemicals Limited | Process for the manufacture of citalopram hydrobromide from 5-bromophthalide |
PT1578738E (pt) * | 2002-12-23 | 2008-04-11 | Lundbeck & Co As H | Bromidrato de escitalopram e um método para a sua preparação |
US7019153B2 (en) | 2003-06-10 | 2006-03-28 | Sun Pharmaceutical Industries Limited | Process for hydrogenolysis of [1-(3-dimethylamino)propyl)]-1-(4-fluorophenyl)-1,3-dihydro-5-halo-isobenzofuran acetamido-3-substituted-3-cephem-4-carboxylic acid |
CN100569765C (zh) * | 2003-12-19 | 2009-12-16 | 杭州民生药业集团有限公司 | 西酞普兰中间体晶体碱 |
TWI339651B (en) | 2004-02-12 | 2011-04-01 | Lundbeck & Co As H | Method for the separation of intermediates which may be used for the preparation of escitalopram |
ITMI20040717A1 (it) * | 2004-04-09 | 2004-07-09 | Adorkem Technology Spa | Procedimento chemo-enzimatico per la preparazione dell'escitalopram |
JP2006008603A (ja) * | 2004-06-25 | 2006-01-12 | Sumitomo Chemical Co Ltd | 光学活性シタロプラムの製造方法、その中間体およびその製造方法 |
US7790935B2 (en) | 2004-08-23 | 2010-09-07 | Sun Pharma Global Fze | Process for preparation of citalopram and enantiomers |
WO2006090409A1 (en) * | 2005-02-28 | 2006-08-31 | Kekule Pharma Ltd., | An improved process for the preparation of 5 - carboxyphthalide |
GB2442619B (en) * | 2005-05-04 | 2010-05-26 | Pharmed Medicare Pvt Ltd | Chlorination of sucrose acylates using triphosgene |
CN101157674B (zh) * | 2005-07-12 | 2010-04-14 | 西陇化工股份有限公司 | 西酞普兰盐的提纯方法 |
US8258291B2 (en) * | 2006-10-25 | 2012-09-04 | Mamtek International Limited | Process for the preparation of sucralose by the chlorination of sugar with triphosgene (BTC) |
US9339500B2 (en) * | 2008-03-04 | 2016-05-17 | Intra-Cellular Therapies, Inc. | Methods of treating vasomotor symptoms |
US9346777B2 (en) * | 2012-09-06 | 2016-05-24 | MediSynergics, LLC | Antiprotozoal compounds |
US9284291B2 (en) * | 2014-07-29 | 2016-03-15 | MediSynergies, LLC | Kappa opioid receptor compounds |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1143703A (hu) | 1965-03-18 | |||
GB1526331A (en) | 1976-01-14 | 1978-09-27 | Kefalas As | Phthalanes |
GB8419963D0 (en) | 1984-08-06 | 1984-09-12 | Lundbeck & Co As H | Intermediate compound and method |
GB8814057D0 (en) * | 1988-06-14 | 1988-07-20 | Lundbeck & Co As H | New enantiomers & their isolation |
DK213290D0 (da) * | 1990-09-06 | 1990-09-06 | Lundbeck & Co As H | Treatment of cerebrovascular disorders |
DE19626659A1 (de) | 1996-07-03 | 1998-01-08 | Basf Ag | Verfahren zur Herstellung von Phthaliden |
DE19627697A1 (de) | 1996-07-10 | 1998-01-15 | Basf Ag | Verfahren zur Herstellung von Phthaliden |
EA001728B1 (ru) * | 1997-07-08 | 2001-08-27 | Х.Лундбекк А/С | Способ получения циталопрама |
UA62985C2 (en) * | 1997-11-10 | 2004-01-15 | Lunnbeck As H | A method for the preparation of citalopram |
SK283907B6 (sk) * | 1997-11-11 | 2004-04-06 | H. Lundbeck A/S | Spôsob výroby citalopramu a medziprodukty |
BR9916955A (pt) | 1998-12-23 | 2001-09-11 | Lundbeck & Co As H | Método para preparação de 5-cianoftalida |
AR022329A1 (es) | 1999-01-29 | 2002-09-04 | Lundbeck & Co As H | Metodo para la preparacion de 5-cianoftalida |
PL198024B1 (pl) | 1999-04-14 | 2008-05-30 | Lundbeck & Co As H | Sposób wytwarzania citalopramu, związki pośrednie i ich zastosowanie do wytwarzania citalopramu |
CH692421A5 (de) | 1999-10-25 | 2002-06-14 | Lundbeck & Co As H | Verfahren zur Herstellung von Citalopram. |
US6310222B1 (en) | 1999-11-01 | 2001-10-30 | Sumika Fine Chemicals Co., Ltd. | Production method of 5-phthalancarbonitrile compound, intermediate therefor and production method of the intermediate |
-
1999
- 1999-10-19 AU AU63260/99A patent/AU746665B2/en not_active Ceased
- 1999-10-19 CA CA002291134A patent/CA2291134C/en not_active Expired - Fee Related
- 1999-10-19 CZ CZ20011418A patent/CZ299920B6/cs not_active IP Right Cessation
- 1999-10-19 DK DK99950506T patent/DK1123284T3/da active
- 1999-10-19 KR KR10-2001-7004889A patent/KR100411505B1/ko not_active IP Right Cessation
- 1999-10-19 AT AT99950506T patent/ATE230738T1/de active
- 1999-10-19 PL PL347189A patent/PL199423B1/pl not_active IP Right Cessation
- 1999-10-19 EA EA200100457A patent/EA002977B1/ru not_active IP Right Cessation
- 1999-10-19 JP JP2000577159A patent/JP3892667B2/ja not_active Expired - Fee Related
- 1999-10-19 IL IL14234699A patent/IL142346A0/xx not_active IP Right Cessation
- 1999-10-19 HU HU0104128A patent/HU228576B1/hu unknown
- 1999-10-19 WO PCT/DK1999/000576 patent/WO2000023431A1/en active IP Right Grant
- 1999-10-19 CN CN99812369A patent/CN1129592C/zh not_active Expired - Fee Related
- 1999-10-19 NZ NZ510858A patent/NZ510858A/en not_active IP Right Cessation
- 1999-10-19 EP EP99950506A patent/EP1123284B1/en not_active Expired - Lifetime
- 1999-10-19 DE DE69904853T patent/DE69904853T2/de not_active Expired - Lifetime
- 1999-10-19 BR BRPI9915158-8A patent/BR9915158B1/pt not_active IP Right Cessation
- 1999-10-19 US US09/830,109 patent/US6365747B1/en not_active Expired - Lifetime
- 1999-10-19 ES ES99950506T patent/ES2189502T3/es not_active Expired - Lifetime
- 1999-10-19 SK SK535-2001A patent/SK285719B6/sk not_active IP Right Cessation
- 1999-10-20 AR ARP990105305A patent/AR018693A1/es active IP Right Grant
-
2001
- 2001-03-30 IS IS5911A patent/IS2256B/is unknown
- 2001-04-19 NO NO20011936A patent/NO327038B1/no not_active IP Right Cessation
- 2001-04-20 BG BG105457A patent/BG64704B1/bg unknown
-
2002
- 2002-05-16 HK HK02103712.9A patent/HK1042297B/zh not_active IP Right Cessation
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