JP2001517625A5 - - Google Patents
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- JP2001517625A5 JP2001517625A5 JP2000512541A JP2000512541A JP2001517625A5 JP 2001517625 A5 JP2001517625 A5 JP 2001517625A5 JP 2000512541 A JP2000512541 A JP 2000512541A JP 2000512541 A JP2000512541 A JP 2000512541A JP 2001517625 A5 JP2001517625 A5 JP 2001517625A5
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- 239000004480 active ingredient Substances 0.000 description 15
- 239000000203 mixture Substances 0.000 description 6
- 239000008188 pellet Substances 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 238000009792 diffusion process Methods 0.000 description 5
- 239000003814 drug Substances 0.000 description 5
- 229940079593 drugs Drugs 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 229920002301 Cellulose acetate Polymers 0.000 description 2
- BJHIKXHVCXFQLS-UYFOZJQFSA-N Fructose Natural products OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)CO BJHIKXHVCXFQLS-UYFOZJQFSA-N 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N Trimethylglycine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- 239000000306 component Substances 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 230000003204 osmotic Effects 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2R,3R,4S,5R,6S)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2R,3R,4S,5R,6R)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
- VUKAUDKDFVSVFT-UHFFFAOYSA-N 2-[6-[4,5-bis(2-hydroxypropoxy)-2-(2-hydroxypropoxymethyl)-6-methoxyoxan-3-yl]oxy-4,5-dimethoxy-2-(methoxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)-5-methoxyoxane-3,4-diol Chemical compound COC1C(OC)C(OC2C(C(O)C(OC)C(CO)O2)O)C(COC)OC1OC1C(COCC(C)O)OC(OC)C(OCC(C)O)C1OCC(C)O VUKAUDKDFVSVFT-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N 2-methyl-2-propenoic acid methyl ester Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 210000001124 Body Fluids Anatomy 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- 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 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N D-Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- FBPFZTCFMRRESA-KAZBKCHUSA-N D-Mannitol Natural products OC[C@@H](O)[C@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KAZBKCHUSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N D-sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- 229920003134 Eudragit® polymer Polymers 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- GUBGYTABKSRVRQ-UUNJERMWSA-N Lactose Natural products O([C@@H]1[C@H](O)[C@H](O)[C@H](O)O[C@@H]1CO)[C@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@H](CO)O1 GUBGYTABKSRVRQ-UUNJERMWSA-N 0.000 description 1
- VQHSOMBJVWLPSR-WUJBLJFYSA-N Maltitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 description 1
- 239000005913 Maltodextrin Substances 0.000 description 1
- 229920002774 Maltodextrin Polymers 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- 229920000168 Microcrystalline cellulose Polymers 0.000 description 1
- 210000004940 Nucleus Anatomy 0.000 description 1
- 241000233855 Orchidaceae Species 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- CZMRCDWAGMRECN-GDQSFJPYSA-N Sucrose Natural products O([C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](CO)O1)[C@@]1(CO)[C@H](O)[C@@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-GDQSFJPYSA-N 0.000 description 1
- UGZICOVULPINFH-UHFFFAOYSA-N acetic acid;butanoic acid Chemical compound CC(O)=O.CCCC(O)=O UGZICOVULPINFH-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 239000010839 body fluid Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000008358 core component Substances 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 230000003628 erosive Effects 0.000 description 1
- -1 etc.) Substances 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- 239000000832 lactitol Substances 0.000 description 1
- 235000010448 lactitol Nutrition 0.000 description 1
- 229960003451 lactitol Drugs 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 229940035034 maltodextrin Drugs 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 1
- 239000008108 microcrystalline cellulose Substances 0.000 description 1
- 229940016286 microcrystalline cellulose Drugs 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 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
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 230000002522 swelling Effects 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N β-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
Description
被覆活性成分ペレットの場合に、拡散ペレットは50−90%(w/w)の活性成分ペレット、好ましくは60−95%(w/w)を含む。活性成分の高用量(各用量当たりベタインの≧400mg)のために、特に好ましくは70−95%(w/w)の活性成分ペレットを含むものである。これらの活性成分ペレットは70−99.5%(w/w)の活性成分と0.5−30%(w/w)の結合剤、特に好ましくは80−99.5%(w/w)の活性成分と0.5−20%(w/w)の結合剤を含む。活性成分の高用量のために、特に好ましい例は活性成分層は90−99.5%(w/w)の活性成分と0.5−10%(w/w)の結合剤であり、そして、もし適当なら更なる添加剤(微細結晶セルロース、熱可塑性ポリマー、他の薬学的通常の助剤)を含むものである。
この方法で製造されたペレットは、5−50%(w/w)の量の拡散コートまたは拡散層でコートされる。その拡散コートまたは拡散層は、コートの量に基づくが、40−90%(w/w)、好ましくは50−85%(w/w)、特に好ましくは60−85%(w/w)のフィルム形成剤(フィルム形成ポリマー、例えばエチルセルロース(AquacoatTM またはSureleaseTM)、アクリレート(EudragitTM)、セルロースアセテート、セルロースアセテートブチレート)、0−50%(w/w)、好ましくは0−35%(w/w)、特に好ましくは0−25%(w/w)または5−25%(w/w)の範囲の細穴形成剤(可溶性ポリマー、例えば、ポリエチレングリコール、ポリビニルピロリドン、ヒドロキシプロピルメチルセルロース、カルボキシメチルセルロースまたはその塩、メチルセルロース、デキストリン、マルトデキストリン、シクロデキストリン、デキストラン、または他の可溶化物、例えば塩(普通の塩、塩化カリウム、塩化アンモニアなど)、尿素、糖(ブドウ糖、蔗糖、果糖、乳糖など)、糖アルコール(マンニトール、ソルビトール、ラクチトールなど)、そして5−50%(w/w)、好ましくは5−35%(w/w)、特に好ましくは10−35%(w/w)の範囲の可塑剤を含む。
この方法で製造されたペレットは、5−50%(w/w)の量の拡散コートまたは拡散層でコートされる。その拡散コートまたは拡散層は、コートの量に基づくが、40−90%(w/w)、好ましくは50−85%(w/w)、特に好ましくは60−85%(w/w)のフィルム形成剤(フィルム形成ポリマー、例えばエチルセルロース(AquacoatTM またはSureleaseTM)、アクリレート(EudragitTM)、セルロースアセテート、セルロースアセテートブチレート)、0−50%(w/w)、好ましくは0−35%(w/w)、特に好ましくは0−25%(w/w)または5−25%(w/w)の範囲の細穴形成剤(可溶性ポリマー、例えば、ポリエチレングリコール、ポリビニルピロリドン、ヒドロキシプロピルメチルセルロース、カルボキシメチルセルロースまたはその塩、メチルセルロース、デキストリン、マルトデキストリン、シクロデキストリン、デキストラン、または他の可溶化物、例えば塩(普通の塩、塩化カリウム、塩化アンモニアなど)、尿素、糖(ブドウ糖、蔗糖、果糖、乳糖など)、糖アルコール(マンニトール、ソルビトール、ラクチトールなど)、そして5−50%(w/w)、好ましくは5−35%(w/w)、特に好ましくは10−35%(w/w)の範囲の可塑剤を含む。
本発明の活性成分の放出を制御する薬物製剤の更なる具体化物では、活性成分を水膨潤性ポリマーのマトリックス中に含む製剤が用いられる。この製剤は錠剤の形が好ましい。
これらの所謂マトリックス中に含む製剤は重量で30−70%、好ましくは40−60%活性成分を含む。
水膨潤性ポリマーのマトリックスの重量割合は30−50%、好ましくは30−40%である。
更に好ましくはerosion 錠剤形の本発明の薬物製剤である。この錠剤は通常の助剤、キャリアー、錠剤用助剤の他に、一定の量の水膨潤性ハイドロゲル形成ポリマー(これらのポリマーは少なくとも15、好ましくは50mPa.s(20℃で2%強度の水溶液として測定)の粘度を有していなければならない。)を含んでいることを特徴としている。
これらの所謂マトリックス中に含む製剤は重量で30−70%、好ましくは40−60%活性成分を含む。
水膨潤性ポリマーのマトリックスの重量割合は30−50%、好ましくは30−40%である。
更に好ましくはerosion 錠剤形の本発明の薬物製剤である。この錠剤は通常の助剤、キャリアー、錠剤用助剤の他に、一定の量の水膨潤性ハイドロゲル形成ポリマー(これらのポリマーは少なくとも15、好ましくは50mPa.s(20℃で2%強度の水溶液として測定)の粘度を有していなければならない。)を含んでいることを特徴としている。
浸透圧薬物放出システム薬物製剤は好ましくは、
a) 活性成分と所望により親水性ポリマー性膨潤剤と所望により浸透(osmosis)を誘導する水溶性物質を含む核(core)、および
b) 活性成分含有核の成分にとって水浸透性および非浸透性である殻(shell)、
c) 核に含まれている成分の周囲の水溶性体液への移送のための殻b)への開口部からなる。
この特定の浸透圧薬物放出システムは原理的には先行技術、例えばDE−A−2328409またはUS−A−3845770に記載されている。核の成分に関しては本文で述べるEP−A−0277092、US−A−3916899とUS−A−3977404が参照される。
a) 活性成分と所望により親水性ポリマー性膨潤剤と所望により浸透(osmosis)を誘導する水溶性物質を含む核(core)、および
b) 活性成分含有核の成分にとって水浸透性および非浸透性である殻(shell)、
c) 核に含まれている成分の周囲の水溶性体液への移送のための殻b)への開口部からなる。
この特定の浸透圧薬物放出システムは原理的には先行技術、例えばDE−A−2328409またはUS−A−3845770に記載されている。核の成分に関しては本文で述べるEP−A−0277092、US−A−3916899とUS−A−3977404が参照される。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19742243 | 1997-09-25 | ||
DE19742243.8 | 1997-09-25 | ||
PCT/EP1998/005842 WO1999015172A1 (de) | 1997-09-25 | 1998-09-15 | Arzneimittelformulierung mit kontrollierter wirkstofffreisetzung |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2010058157A Division JP2010163455A (ja) | 1997-09-25 | 2010-03-15 | 活性成分放出制御薬物製剤 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2001517625A JP2001517625A (ja) | 2001-10-09 |
JP2001517625A5 true JP2001517625A5 (ja) | 2009-09-17 |
Family
ID=7843534
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2000512541A Pending JP2001517625A (ja) | 1997-09-25 | 1998-09-15 | 活性成分放出制御薬物製剤 |
JP2010058157A Withdrawn JP2010163455A (ja) | 1997-09-25 | 2010-03-15 | 活性成分放出制御薬物製剤 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2010058157A Withdrawn JP2010163455A (ja) | 1997-09-25 | 2010-03-15 | 活性成分放出制御薬物製剤 |
Country Status (37)
Country | Link |
---|---|
US (1) | US6270799B1 (ja) |
EP (1) | EP1017392B1 (ja) |
JP (2) | JP2001517625A (ja) |
KR (1) | KR100531065B1 (ja) |
CN (3) | CN1895233A (ja) |
AR (3) | AR013967A1 (ja) |
AT (1) | ATE220547T1 (ja) |
AU (1) | AU731693B2 (ja) |
BG (1) | BG64745B1 (ja) |
BR (1) | BR9812553B1 (ja) |
CA (1) | CA2304135C (ja) |
CO (1) | CO5011082A1 (ja) |
CZ (1) | CZ293062B6 (ja) |
DE (1) | DE59804823D1 (ja) |
DK (1) | DK1017392T3 (ja) |
ES (1) | ES2179533T3 (ja) |
GT (1) | GT199800152A (ja) |
HK (1) | HK1032010A1 (ja) |
HN (1) | HN1998000144A (ja) |
HU (1) | HU226583B1 (ja) |
ID (1) | ID24259A (ja) |
IL (1) | IL134591A0 (ja) |
MY (1) | MY129437A (ja) |
NO (1) | NO327492B1 (ja) |
NZ (1) | NZ503538A (ja) |
PE (1) | PE20000224A1 (ja) |
PL (1) | PL192273B1 (ja) |
PT (1) | PT1017392E (ja) |
SI (1) | SI1017392T1 (ja) |
SK (1) | SK283462B6 (ja) |
SV (1) | SV1998000119A (ja) |
TR (1) | TR200000752T2 (ja) |
TW (1) | TW523412B (ja) |
UA (1) | UA66812C2 (ja) |
UY (1) | UY25192A1 (ja) |
WO (1) | WO1999015172A1 (ja) |
ZA (1) | ZA988718B (ja) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
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AR020661A1 (es) * | 1998-09-30 | 2002-05-22 | Alcon Lab Inc | Una composicion farmaceutica topica oftalmica, otica o nasal y el uso de la misma para la manufactura de un medicamento |
US6509327B1 (en) | 1998-09-30 | 2003-01-21 | Alcon Manufacturing, Ltd. | Compositions and methods for treating otic, ophthalmic and nasal infections |
US6395746B1 (en) | 1998-09-30 | 2002-05-28 | Alcon Manufacturing, Ltd. | Methods of treating ophthalmic, otic and nasal infections and attendant inflammation |
US6716830B2 (en) | 1998-09-30 | 2004-04-06 | Alcon, Inc. | Ophthalmic antibiotic compositions containing moxifloxacin |
DE10031043A1 (de) * | 2000-06-26 | 2002-02-14 | Bayer Ag | Retardzubereitungen von Chinolonantibiotika und Verfahren zu ihrer Herstellung |
US20030091634A1 (en) * | 2001-09-14 | 2003-05-15 | Pawan Seth | Delayed release tablet of venlafaxin |
EP1482910A1 (en) * | 2002-03-05 | 2004-12-08 | Ranbaxy Laboratories, Ltd. | Modified release oral pharmaceutical composition |
ITMI20020515A1 (it) * | 2002-03-12 | 2003-09-12 | Jagotec Ag | Sistema per il rilasco controllato di uno o piu' principi attivi |
US7125563B2 (en) * | 2002-04-12 | 2006-10-24 | Dava Pharmaceuticals, Inc. | Sustained release pharmaceutical preparations and methods for producing the same |
US20050031683A1 (en) * | 2003-08-04 | 2005-02-10 | Ashish Kapoor | Solid pharmaceutical composition |
ATE399536T1 (de) * | 2003-12-04 | 2008-07-15 | Pfizer Prod Inc | Verfahren zur herstellung von pharmazeutischen multiteilchenförmigen produkten |
GB2409204A (en) * | 2003-12-19 | 2005-06-22 | Reckitt Benckiser Nv | Plasticized thermoplastic polymer |
PT1868581E (pt) * | 2005-04-11 | 2012-06-22 | Abbott Lab | Composições farmacêuticas que possuem perfis de dissolução melhorados para fármacos pouco solúveis |
WO2007033515A1 (fr) * | 2005-09-21 | 2007-03-29 | Shenzhen Tys R & D Co., Ltd. | Formulation orale contenant de la moxifloxacine et son procédé de préparation |
CN1762357B (zh) * | 2005-09-21 | 2010-12-08 | 深圳市天一时科技开发有限公司 | 一种莫西沙星口服药物制剂及其制备方法 |
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1998
- 1998-09-15 CN CNA2006101016407A patent/CN1895233A/zh active Pending
- 1998-09-15 JP JP2000512541A patent/JP2001517625A/ja active Pending
- 1998-09-15 IL IL13459198A patent/IL134591A0/xx not_active IP Right Cessation
- 1998-09-15 CN CNA2004100856437A patent/CN1623533A/zh active Pending
- 1998-09-15 AU AU93484/98A patent/AU731693B2/en not_active Ceased
- 1998-09-15 WO PCT/EP1998/005842 patent/WO1999015172A1/de active IP Right Grant
- 1998-09-15 CZ CZ20001076A patent/CZ293062B6/cs not_active IP Right Cessation
- 1998-09-15 ES ES98946454T patent/ES2179533T3/es not_active Expired - Lifetime
- 1998-09-15 DE DE59804823T patent/DE59804823D1/de not_active Expired - Lifetime
- 1998-09-15 EP EP98946454A patent/EP1017392B1/de not_active Expired - Lifetime
- 1998-09-15 UA UA2000042347A patent/UA66812C2/uk unknown
- 1998-09-15 ID IDW20000483A patent/ID24259A/id unknown
- 1998-09-15 BR BRPI9812553-2A patent/BR9812553B1/pt not_active IP Right Cessation
- 1998-09-15 AT AT98946454T patent/ATE220547T1/de active
- 1998-09-15 SI SI9830242T patent/SI1017392T1/xx unknown
- 1998-09-15 TR TR2000/00752T patent/TR200000752T2/xx unknown
- 1998-09-15 KR KR10-2000-7003156A patent/KR100531065B1/ko not_active IP Right Cessation
- 1998-09-15 CA CA002304135A patent/CA2304135C/en not_active Expired - Lifetime
- 1998-09-15 HU HU0003840A patent/HU226583B1/hu not_active IP Right Cessation
- 1998-09-15 CN CNB988095602A patent/CN1178659C/zh not_active Expired - Lifetime
- 1998-09-15 NZ NZ503538A patent/NZ503538A/xx not_active IP Right Cessation
- 1998-09-15 US US09/508,868 patent/US6270799B1/en not_active Expired - Lifetime
- 1998-09-15 PL PL339349A patent/PL192273B1/pl unknown
- 1998-09-15 SK SK403-2000A patent/SK283462B6/sk not_active IP Right Cessation
- 1998-09-15 PT PT98946454T patent/PT1017392E/pt unknown
- 1998-09-15 DK DK98946454T patent/DK1017392T3/da active
- 1998-09-21 HN HN1998000144A patent/HN1998000144A/es unknown
- 1998-09-23 PE PE1998000909A patent/PE20000224A1/es not_active Application Discontinuation
- 1998-09-23 ZA ZA988718A patent/ZA988718B/xx unknown
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- 1998-09-24 TW TW087115867A patent/TW523412B/zh not_active IP Right Cessation
- 1998-09-24 UY UY25192A patent/UY25192A1/es not_active IP Right Cessation
- 1998-09-24 CO CO98055850A patent/CO5011082A1/es unknown
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- 1998-09-25 AR ARP980104797A patent/AR013967A1/es active IP Right Grant
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2000
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- 2000-03-20 BG BG104256A patent/BG64745B1/bg unknown
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2001
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2008
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