ZA200400241B - Novel substituted benzimidazole dosage forms and method of using same. - Google Patents
Novel substituted benzimidazole dosage forms and method of using same. Download PDFInfo
- Publication number
- ZA200400241B ZA200400241B ZA200400241A ZA200400241A ZA200400241B ZA 200400241 B ZA200400241 B ZA 200400241B ZA 200400241 A ZA200400241 A ZA 200400241A ZA 200400241 A ZA200400241 A ZA 200400241A ZA 200400241 B ZA200400241 B ZA 200400241B
- Authority
- ZA
- South Africa
- Prior art keywords
- omeprazole
- composition
- sodium
- buffer
- tablet
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 54
- 239000002552 dosage form Substances 0.000 title claims description 20
- 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 title 1
- SUBDBMMJDZJVOS-UHFFFAOYSA-N 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole Chemical compound N=1C2=CC(OC)=CC=C2NC=1S(=O)CC1=NC=C(C)C(OC)=C1C SUBDBMMJDZJVOS-UHFFFAOYSA-N 0.000 claims description 317
- 229960000381 omeprazole Drugs 0.000 claims description 311
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 293
- 239000000872 buffer Substances 0.000 claims description 285
- 229940126409 proton pump inhibitor Drugs 0.000 claims description 266
- 239000000203 mixture Substances 0.000 claims description 240
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 146
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 146
- 239000002253 acid Substances 0.000 claims description 96
- MJIHNNLFOKEZEW-UHFFFAOYSA-N lansoprazole Chemical compound CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1 MJIHNNLFOKEZEW-UHFFFAOYSA-N 0.000 claims description 94
- 229960003174 lansoprazole Drugs 0.000 claims description 92
- 230000002496 gastric effect Effects 0.000 claims description 91
- 239000003814 drug Substances 0.000 claims description 73
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 58
- 239000000612 proton pump inhibitor Substances 0.000 claims description 55
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 claims description 36
- IQPSEEYGBUAQFF-UHFFFAOYSA-N Pantoprazole Chemical compound COC1=CC=NC(CS(=O)C=2NC3=CC=C(OC(F)F)C=C3N=2)=C1OC IQPSEEYGBUAQFF-UHFFFAOYSA-N 0.000 claims description 35
- 229960005019 pantoprazole Drugs 0.000 claims description 35
- YREYEVIYCVEVJK-UHFFFAOYSA-N rabeprazole Chemical compound COCCCOC1=CC=NC(CS(=O)C=2NC3=CC=CC=C3N=2)=C1C YREYEVIYCVEVJK-UHFFFAOYSA-N 0.000 claims description 32
- 229960004157 rabeprazole Drugs 0.000 claims description 27
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 25
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 22
- 244000299461 Theobroma cacao Species 0.000 claims description 22
- 239000000796 flavoring agent Substances 0.000 claims description 22
- 150000003839 salts Chemical class 0.000 claims description 22
- 239000001736 Calcium glycerylphosphate Substances 0.000 claims description 21
- 229940095618 calcium glycerophosphate Drugs 0.000 claims description 21
- UHHRFSOMMCWGSO-UHFFFAOYSA-L calcium glycerophosphate Chemical compound [Ca+2].OCC(CO)OP([O-])([O-])=O UHHRFSOMMCWGSO-UHFFFAOYSA-L 0.000 claims description 21
- 235000019299 calcium glycerylphosphate Nutrition 0.000 claims description 21
- 239000012530 fluid Substances 0.000 claims description 21
- 235000002639 sodium chloride Nutrition 0.000 claims description 21
- 239000001488 sodium phosphate Substances 0.000 claims description 20
- 238000004090 dissolution Methods 0.000 claims description 19
- 235000010216 calcium carbonate Nutrition 0.000 claims description 18
- 229960003563 calcium carbonate Drugs 0.000 claims description 18
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 18
- MKJXYGKVIBWPFZ-UHFFFAOYSA-L calcium lactate Chemical compound [Ca+2].CC(O)C([O-])=O.CC(O)C([O-])=O MKJXYGKVIBWPFZ-UHFFFAOYSA-L 0.000 claims description 18
- 239000001527 calcium lactate Substances 0.000 claims description 18
- 235000011086 calcium lactate Nutrition 0.000 claims description 18
- 229960002401 calcium lactate Drugs 0.000 claims description 18
- 229940061607 dibasic sodium phosphate Drugs 0.000 claims description 18
- 239000007787 solid Substances 0.000 claims description 18
- 239000000395 magnesium oxide Substances 0.000 claims description 17
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 17
- 229960000869 magnesium oxide Drugs 0.000 claims description 17
- 235000012245 magnesium oxide Nutrition 0.000 claims description 17
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 17
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 claims description 17
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 claims description 17
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- 235000013355 food flavoring agent Nutrition 0.000 claims description 15
- 210000004211 gastric acid Anatomy 0.000 claims description 15
- 108010083204 Proton Pumps Proteins 0.000 claims description 14
- SUBDBMMJDZJVOS-DEOSSOPVSA-N esomeprazole Chemical compound C([S@](=O)C1=NC2=CC=C(C=C2N1)OC)C1=NC=C(C)C(OC)=C1C SUBDBMMJDZJVOS-DEOSSOPVSA-N 0.000 claims description 14
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 13
- 235000011116 calcium hydroxide Nutrition 0.000 claims description 13
- 239000000920 calcium hydroxide Substances 0.000 claims description 13
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 13
- 239000003795 chemical substances by application Substances 0.000 claims description 13
- 235000019219 chocolate Nutrition 0.000 claims description 13
- 239000003085 diluting agent Substances 0.000 claims description 13
- 108010011485 Aspartame Proteins 0.000 claims description 12
- 235000010357 aspartame Nutrition 0.000 claims description 12
- 239000000605 aspartame Substances 0.000 claims description 12
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 claims description 12
- 229960003438 aspartame Drugs 0.000 claims description 12
- 229960004770 esomeprazole Drugs 0.000 claims description 12
- -1 flow aid Substances 0.000 claims description 12
- 238000002156 mixing Methods 0.000 claims description 12
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 12
- 235000017550 sodium carbonate Nutrition 0.000 claims description 12
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 12
- 244000246386 Mentha pulegium Species 0.000 claims description 11
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- 235000004357 Mentha x piperita Nutrition 0.000 claims description 11
- 235000001050 hortel pimenta Nutrition 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 11
- 229910000406 trisodium phosphate Inorganic materials 0.000 claims description 11
- 235000019801 trisodium phosphate Nutrition 0.000 claims description 11
- 230000008569 process Effects 0.000 claims description 10
- 239000000347 magnesium hydroxide Substances 0.000 claims description 9
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims description 9
- 235000012254 magnesium hydroxide Nutrition 0.000 claims description 9
- 239000003755 preservative agent Substances 0.000 claims description 9
- 239000007884 disintegrant Substances 0.000 claims description 8
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims description 8
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 8
- 102100021904 Potassium-transporting ATPase alpha chain 1 Human genes 0.000 claims description 6
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 claims description 6
- 235000015497 potassium bicarbonate Nutrition 0.000 claims description 6
- 239000011736 potassium bicarbonate Substances 0.000 claims description 6
- 229910000028 potassium bicarbonate Inorganic materials 0.000 claims description 6
- 229940094025 potassium bicarbonate Drugs 0.000 claims description 6
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 claims description 6
- 235000019798 tripotassium phosphate Nutrition 0.000 claims description 6
- 229910000404 tripotassium phosphate Inorganic materials 0.000 claims description 6
- PSIREIZGKQBEEO-UHFFFAOYSA-N 2-(1h-benzimidazol-2-ylsulfinylmethyl)-n-methyl-n-(2-methylpropyl)aniline Chemical compound CC(C)CN(C)C1=CC=CC=C1CS(=O)C1=NC2=CC=CC=C2N1 PSIREIZGKQBEEO-UHFFFAOYSA-N 0.000 claims description 5
- 239000002518 antifoaming agent Substances 0.000 claims description 5
- 235000019797 dipotassium phosphate Nutrition 0.000 claims description 5
- 229910000396 dipotassium phosphate Inorganic materials 0.000 claims description 5
- 229950007395 leminoprazole Drugs 0.000 claims description 5
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 5
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 4
- 239000004227 calcium gluconate Substances 0.000 claims description 4
- 235000013927 calcium gluconate Nutrition 0.000 claims description 4
- 229960004494 calcium gluconate Drugs 0.000 claims description 4
- NEEHYRZPVYRGPP-UHFFFAOYSA-L calcium;2,3,4,5,6-pentahydroxyhexanoate Chemical compound [Ca+2].OCC(O)C(O)C(O)C(O)C([O-])=O.OCC(O)C(O)C(O)C(O)C([O-])=O NEEHYRZPVYRGPP-UHFFFAOYSA-L 0.000 claims description 4
- 239000003112 inhibitor Substances 0.000 claims description 4
- 229960000816 magnesium hydroxide Drugs 0.000 claims description 4
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 4
- 235000011181 potassium carbonates Nutrition 0.000 claims description 4
- 239000001632 sodium acetate Substances 0.000 claims description 4
- 235000017281 sodium acetate Nutrition 0.000 claims description 4
- 239000001509 sodium citrate Substances 0.000 claims description 4
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 claims description 4
- 235000011083 sodium citrates Nutrition 0.000 claims description 4
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 claims description 4
- 235000019818 tetrasodium diphosphate Nutrition 0.000 claims description 4
- AEQDJSLRWYMAQI-UHFFFAOYSA-N 2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline Chemical compound C1CN2CC(C(=C(OC)C=C3)OC)=C3CC2C2=C1C=C(OC)C(OC)=C2 AEQDJSLRWYMAQI-UHFFFAOYSA-N 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- 239000002671 adjuvant Substances 0.000 claims description 3
- 239000012458 free base Substances 0.000 claims description 3
- 239000000314 lubricant Substances 0.000 claims description 3
- OVGXLJDWSLQDRT-UHFFFAOYSA-L magnesium lactate Chemical compound [Mg+2].CC(O)C([O-])=O.CC(O)C([O-])=O OVGXLJDWSLQDRT-UHFFFAOYSA-L 0.000 claims description 3
- 239000000626 magnesium lactate Substances 0.000 claims description 3
- 235000015229 magnesium lactate Nutrition 0.000 claims description 3
- 229960004658 magnesium lactate Drugs 0.000 claims description 3
- 239000010452 phosphate Substances 0.000 claims description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 3
- 235000021572 root beer Nutrition 0.000 claims description 3
- 235000012207 sodium gluconate Nutrition 0.000 claims description 3
- 239000000176 sodium gluconate Substances 0.000 claims description 3
- 229940005574 sodium gluconate Drugs 0.000 claims description 3
- 229910000031 sodium sesquicarbonate Inorganic materials 0.000 claims description 3
- 235000018341 sodium sesquicarbonate Nutrition 0.000 claims description 3
- 235000019832 sodium triphosphate Nutrition 0.000 claims description 3
- RYCLIXPGLDDLTM-UHFFFAOYSA-J tetrapotassium;phosphonato phosphate Chemical compound [K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])([O-])=O RYCLIXPGLDDLTM-UHFFFAOYSA-J 0.000 claims description 3
- WCTAGTRAWPDFQO-UHFFFAOYSA-K trisodium;hydrogen carbonate;carbonate Chemical compound [Na+].[Na+].[Na+].OC([O-])=O.[O-]C([O-])=O WCTAGTRAWPDFQO-UHFFFAOYSA-K 0.000 claims description 3
- 244000241235 Citrullus lanatus Species 0.000 claims description 2
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- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 claims 2
- 208000018522 Gastrointestinal disease Diseases 0.000 claims 2
- FNAQSUUGMSOBHW-UHFFFAOYSA-H calcium citrate Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O FNAQSUUGMSOBHW-UHFFFAOYSA-H 0.000 claims 2
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- IAKLPCRFBAZVRW-XRDLMGPZSA-L magnesium;(2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanoate;hydrate Chemical compound O.[Mg+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O IAKLPCRFBAZVRW-XRDLMGPZSA-L 0.000 claims 2
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- KCIDZIIHRGYJAE-YGFYJFDDSA-L dipotassium;[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] phosphate Chemical compound [K+].[K+].OC[C@H]1O[C@H](OP([O-])([O-])=O)[C@H](O)[C@@H](O)[C@H]1O KCIDZIIHRGYJAE-YGFYJFDDSA-L 0.000 claims 1
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- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
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- A61K9/2072—Pills, tablets, discs, rods characterised by shape, structure or size; Tablets with holes, special break lines or identification marks; Partially coated tablets; Disintegrating flat shaped forms
- A61K9/2077—Tablets comprising drug-containing microparticles in a substantial amount of supporting matrix; Multiparticulate tablets
- A61K9/2081—Tablets comprising drug-containing microparticles in a substantial amount of supporting matrix; Multiparticulate tablets with microcapsules or coated microparticles according to A61K9/50
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- A61K9/2072—Pills, tablets, discs, rods characterised by shape, structure or size; Tablets with holes, special break lines or identification marks; Partially coated tablets; Disintegrating flat shaped forms
- A61K9/2086—Layered tablets, e.g. bilayer tablets; Tablets of the type inert core-active coat
- A61K9/209—Layered tablets, e.g. bilayer tablets; Tablets of the type inert core-active coat containing drug in at least two layers or in the core and in at least one outer layer
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- A61K9/2806—Coating materials
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US09/901,942 US6645988B2 (en) | 1996-01-04 | 2001-07-09 | Substituted benzimidazole dosage forms and method of using same |
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ZA200400241B true ZA200400241B (en) | 2004-10-29 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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ZA200400241A ZA200400241B (en) | 2001-07-09 | 2004-01-13 | Novel substituted benzimidazole dosage forms and method of using same. |
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US (2) | US6645988B2 (es) |
EP (2) | EP2201952A1 (es) |
JP (1) | JP2004521955A (es) |
KR (1) | KR20040047771A (es) |
CN (1) | CN1551768A (es) |
AU (1) | AU2002330863B2 (es) |
BR (1) | BR0210971A (es) |
CA (1) | CA2453117C (es) |
EA (1) | EA200400154A1 (es) |
IL (1) | IL159725A0 (es) |
MX (1) | MXPA04000223A (es) |
NO (1) | NO20040072L (es) |
PL (1) | PL367272A1 (es) |
WO (1) | WO2003009846A1 (es) |
ZA (1) | ZA200400241B (es) |
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-
2002
- 2002-07-08 IL IL15972502A patent/IL159725A0/xx unknown
- 2002-07-08 JP JP2003515238A patent/JP2004521955A/ja active Pending
- 2002-07-08 WO PCT/US2002/021368 patent/WO2003009846A1/en active IP Right Grant
- 2002-07-08 AU AU2002330863A patent/AU2002330863B2/en not_active Ceased
- 2002-07-08 BR BR0210971-9A patent/BR0210971A/pt not_active IP Right Cessation
- 2002-07-08 MX MXPA04000223A patent/MXPA04000223A/es active IP Right Grant
- 2002-07-08 KR KR10-2004-7000345A patent/KR20040047771A/ko not_active Application Discontinuation
- 2002-07-08 EP EP10157716A patent/EP2201952A1/en not_active Withdrawn
- 2002-07-08 PL PL02367272A patent/PL367272A1/xx not_active Application Discontinuation
- 2002-07-08 CA CA2453117A patent/CA2453117C/en not_active Expired - Lifetime
- 2002-07-08 CN CNA028172493A patent/CN1551768A/zh active Pending
- 2002-07-08 EP EP02768296A patent/EP1414452A4/en not_active Withdrawn
- 2002-07-08 EA EA200400154A patent/EA200400154A1/ru unknown
-
2003
- 2003-04-18 US US10/418,410 patent/US20040048896A1/en not_active Abandoned
-
2004
- 2004-01-08 NO NO20040072A patent/NO20040072L/no not_active Application Discontinuation
- 2004-01-13 ZA ZA200400241A patent/ZA200400241B/en unknown
Also Published As
Publication number | Publication date |
---|---|
KR20040047771A (ko) | 2004-06-05 |
EA200400154A1 (ru) | 2004-06-24 |
US20040048896A1 (en) | 2004-03-11 |
NO20040072L (no) | 2005-03-08 |
WO2003009846A1 (en) | 2003-02-06 |
EP1414452A1 (en) | 2004-05-06 |
EP1414452A4 (en) | 2005-07-20 |
CA2453117C (en) | 2010-06-29 |
MXPA04000223A (es) | 2005-04-19 |
BR0210971A (pt) | 2004-08-24 |
IL159725A0 (en) | 2004-06-20 |
CN1551768A (zh) | 2004-12-01 |
US20020045646A1 (en) | 2002-04-18 |
US6645988B2 (en) | 2003-11-11 |
EP2201952A1 (en) | 2010-06-30 |
AU2002330863B2 (en) | 2007-05-31 |
CA2453117A1 (en) | 2003-02-06 |
PL367272A1 (en) | 2005-02-21 |
JP2004521955A (ja) | 2004-07-22 |
AU2002330863B9 (en) | 2003-02-17 |
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