KR100905428B1 - 레보도파/카비도파/엔타카폰 약학적 제제 - Google Patents
레보도파/카비도파/엔타카폰 약학적 제제 Download PDFInfo
- Publication number
- KR100905428B1 KR100905428B1 KR1020017015737A KR20017015737A KR100905428B1 KR 100905428 B1 KR100905428 B1 KR 100905428B1 KR 1020017015737 A KR1020017015737 A KR 1020017015737A KR 20017015737 A KR20017015737 A KR 20017015737A KR 100905428 B1 KR100905428 B1 KR 100905428B1
- Authority
- KR
- South Korea
- Prior art keywords
- carbidopa
- entacapone
- levodopa
- pharmaceutically acceptable
- composition
- 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
- JRURYQJSLYLRLN-BJMVGYQFSA-N entacapone Chemical compound CCN(CC)C(=O)C(\C#N)=C\C1=CC(O)=C(O)C([N+]([O-])=O)=C1 JRURYQJSLYLRLN-BJMVGYQFSA-N 0.000 title claims abstract description 127
- 229960003337 entacapone Drugs 0.000 title claims abstract description 122
- IVTMXOXVAHXCHI-YXLMWLKOSA-N (2s)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid;(2s)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoic acid Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C(O)=C1.NN[C@@](C(O)=O)(C)CC1=CC=C(O)C(O)=C1 IVTMXOXVAHXCHI-YXLMWLKOSA-N 0.000 title abstract description 50
- 239000008194 pharmaceutical composition Substances 0.000 title description 3
- 239000000203 mixture Substances 0.000 claims abstract description 158
- QTAOMKOIBXZKND-PPHPATTJSA-N carbidopa Chemical compound O.NN[C@@](C(O)=O)(C)CC1=CC=C(O)C(O)=C1 QTAOMKOIBXZKND-PPHPATTJSA-N 0.000 claims abstract description 70
- 229960004205 carbidopa Drugs 0.000 claims abstract description 67
- WTDRDQBEARUVNC-LURJTMIESA-N L-DOPA Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-LURJTMIESA-N 0.000 claims abstract description 58
- WTDRDQBEARUVNC-UHFFFAOYSA-N L-Dopa Natural products OC(=O)C(N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-UHFFFAOYSA-N 0.000 claims abstract description 58
- 229960004502 levodopa Drugs 0.000 claims abstract description 58
- 239000000546 pharmaceutical excipient Substances 0.000 claims abstract description 44
- 150000003839 salts Chemical class 0.000 claims abstract description 39
- 239000008247 solid mixture Substances 0.000 claims abstract description 31
- 150000004677 hydrates Chemical class 0.000 claims abstract description 20
- 239000008187 granular material Substances 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 32
- 208000018737 Parkinson disease Diseases 0.000 claims description 11
- 238000005469 granulation Methods 0.000 claims description 9
- 230000003179 granulation Effects 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 9
- 239000007884 disintegrant Substances 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 239000000843 powder Substances 0.000 claims description 5
- 238000005550 wet granulation Methods 0.000 claims description 4
- 150000004678 hydrides Chemical class 0.000 claims description 2
- 229920002472 Starch Polymers 0.000 abstract description 10
- 235000019698 starch Nutrition 0.000 abstract description 10
- 239000008107 starch Substances 0.000 abstract description 10
- 150000005846 sugar alcohols Chemical group 0.000 abstract description 10
- 229920002261 Corn starch Polymers 0.000 abstract description 9
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 abstract description 9
- 229930195725 Mannitol Natural products 0.000 abstract description 9
- 239000008120 corn starch Substances 0.000 abstract description 9
- 239000000594 mannitol Substances 0.000 abstract description 9
- 235000010355 mannitol Nutrition 0.000 abstract description 9
- 239000004480 active ingredient Substances 0.000 description 20
- 238000010521 absorption reaction Methods 0.000 description 15
- 229940005928 entacapone 200 mg Drugs 0.000 description 13
- VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 description 11
- 229940001089 sinemet Drugs 0.000 description 11
- 229920002785 Croscarmellose sodium Polymers 0.000 description 9
- 229920000168 Microcrystalline cellulose Polymers 0.000 description 9
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 9
- 229940016286 microcrystalline cellulose Drugs 0.000 description 9
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 9
- 239000008108 microcrystalline cellulose Substances 0.000 description 9
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 8
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 8
- 229940099112 cornstarch Drugs 0.000 description 8
- 229960001681 croscarmellose sodium Drugs 0.000 description 8
- 235000010947 crosslinked sodium carboxy methyl cellulose Nutrition 0.000 description 8
- 229960001855 mannitol Drugs 0.000 description 8
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 8
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 8
- 229940069328 povidone Drugs 0.000 description 8
- 239000008280 blood Substances 0.000 description 7
- 210000004369 blood Anatomy 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 7
- 238000000576 coating method Methods 0.000 description 7
- 229940032147 starch Drugs 0.000 description 7
- 239000003814 drug Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 230000001225 therapeutic effect Effects 0.000 description 6
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 238000007906 compression Methods 0.000 description 5
- 230000006835 compression Effects 0.000 description 5
- 235000019359 magnesium stearate Nutrition 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- 239000007916 tablet composition Substances 0.000 description 5
- 229940085760 carbidopa 25 mg Drugs 0.000 description 4
- 229940087613 comtan Drugs 0.000 description 4
- 239000002552 dosage form Substances 0.000 description 4
- 229940079593 drug Drugs 0.000 description 4
- 229940080381 levodopa 100 mg Drugs 0.000 description 4
- 239000000314 lubricant Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000008172 hydrogenated vegetable oil Substances 0.000 description 3
- 229940124531 pharmaceutical excipient Drugs 0.000 description 3
- 229920003109 sodium starch glycolate Polymers 0.000 description 3
- 239000008109 sodium starch glycolate Substances 0.000 description 3
- 229940079832 sodium starch glycolate Drugs 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 102000006378 Catechol O-methyltransferase Human genes 0.000 description 2
- 108020002739 Catechol O-methyltransferase Proteins 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 229920003110 Primojel Polymers 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 229940097987 carbidopa 10 mg Drugs 0.000 description 2
- 229940015929 carbidopa 12.5 mg Drugs 0.000 description 2
- 229940031220 carbidopa 37.5 mg Drugs 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 2
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 2
- 229940031222 levodopa 150 mg Drugs 0.000 description 2
- 229940080394 levodopa 250 mg Drugs 0.000 description 2
- 229940067290 levodopa 50 mg Drugs 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920000136 polysorbate Polymers 0.000 description 2
- 229950008882 polysorbate Drugs 0.000 description 2
- 238000004007 reversed phase HPLC Methods 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 239000008279 sol Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 208000024891 symptom Diseases 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 241000764238 Isis Species 0.000 description 1
- 206010044565 Tremor Diseases 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 238000001246 colloidal dispersion Methods 0.000 description 1
- 229940075614 colloidal silicon dioxide Drugs 0.000 description 1
- 229960005168 croscarmellose Drugs 0.000 description 1
- 239000001767 crosslinked sodium carboxy methyl cellulose Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- -1 for example Chemical compound 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 238000009478 high shear granulation Methods 0.000 description 1
- 239000012729 immediate-release (IR) formulation Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229960003511 macrogol Drugs 0.000 description 1
- 229940057948 magnesium stearate Drugs 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- 239000008184 oral solid dosage form Substances 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 239000008177 pharmaceutical agent Substances 0.000 description 1
- 239000000449 pharmaceutical disintegrant Substances 0.000 description 1
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 230000009747 swallowing Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
- A61K31/198—Alpha-amino acids, e.g. alanine or edetic acid [EDTA]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/275—Nitriles; Isonitriles
-
- 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
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
Landscapes
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Epidemiology (AREA)
- Psychology (AREA)
- Psychiatry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FI991485A FI109453B (fi) | 1999-06-30 | 1999-06-30 | Farmaseuttinen koostumus |
| FI991485 | 1999-06-30 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20020010155A KR20020010155A (ko) | 2002-02-02 |
| KR100905428B1 true KR100905428B1 (ko) | 2009-06-30 |
Family
ID=8554988
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020017015737A Expired - Lifetime KR100905428B1 (ko) | 1999-06-30 | 2000-06-29 | 레보도파/카비도파/엔타카폰 약학적 제제 |
Country Status (42)
Families Citing this family (75)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI109453B (fi) | 1999-06-30 | 2002-08-15 | Orion Yhtymae Oyj | Farmaseuttinen koostumus |
| US20040166159A1 (en) * | 2002-05-29 | 2004-08-26 | Chien-Hsuan Han | Pharmaceutical dosage forms having immediate and controlled release properties that contain an aromatic amino acid decarboxylase inhibitor and levodopa |
| US20050147670A1 (en) * | 2002-05-29 | 2005-07-07 | Impax Laboratories Inc. | Oral disintegrating dosage forms |
| US7094427B2 (en) * | 2002-05-29 | 2006-08-22 | Impax Laboratories, Inc. | Combination immediate release controlled release levodopa/carbidopa dosage forms |
| US20060013875A1 (en) * | 2002-05-29 | 2006-01-19 | Impax Laboratories, Inc. | Combination immediate release controlled release levodopa/carbidopa dosage forms |
| US20030224045A1 (en) * | 2002-05-29 | 2003-12-04 | Chien-Hsuan Han | Combination immediate release sustained release levodopa/carbidopa dosage forms |
| US20040006072A1 (en) * | 2002-06-25 | 2004-01-08 | Franz Robert M. | Sustained-release alprazolam composition |
| KR20050083750A (ko) * | 2002-10-11 | 2005-08-26 | 디포메드 디벨롭먼트 리미티드 | 위-체류성 레보도파 전달 형태 |
| AR044007A1 (es) | 2003-04-11 | 2005-08-24 | Newron Pharmaceuticals Inc | Metodos para el tratamiento de la enfermedad de parkinson |
| EP1588704A1 (en) | 2004-04-22 | 2005-10-26 | Newron Pharmaceuticals S.p.A. | Alpha-aminoamide derivatives useful in the treatment of restless legs syndrome and addictive disorders |
| SE0401842D0 (sv) | 2004-07-12 | 2004-07-12 | Dizlin Medical Design Ab | Infusion and injection solution of levodopa |
| WO2006037061A2 (en) * | 2004-09-28 | 2006-04-06 | Farouk Karoum | Compositions and methods of using d-dopa to treat parkinson's disease |
| US20060173074A1 (en) | 2004-11-10 | 2006-08-03 | Juha Ellmen | Treatment of restless legs syndrome |
| PL1896006T3 (pl) * | 2005-06-08 | 2010-03-31 | Orion Corp | Sposób wytwarzania granulek zawierających entakapon do postaci dawkowania doustnego |
| AU2012216377C1 (en) * | 2005-06-08 | 2013-10-10 | Orion Corporation | Oral dosage form |
| CA2613631A1 (en) * | 2005-06-23 | 2007-01-04 | Spherics, Inc. | Improved dosage forms for movement disorder treatment |
| MY148644A (en) | 2005-07-18 | 2013-05-15 | Orion Corp | New pharmaceutical compounds |
| PL1907382T3 (pl) * | 2005-07-26 | 2016-01-29 | Bial Portela & Ca Sa | Pochodne nitrokatecholowe jako inhibitory COMT |
| WO2007016190A2 (en) * | 2005-07-28 | 2007-02-08 | Duke University | Antiparkinsonian action of phenylisopropylamines |
| WO2007034024A2 (en) * | 2005-09-21 | 2007-03-29 | Orion Corporation | Treatment of symptoms of parkinson' s disease |
| WO2007056570A2 (en) * | 2005-11-07 | 2007-05-18 | Teva Pharmaceutical Industries Ltd. | Levodopa compositions |
| WO2007069274A2 (en) * | 2005-11-09 | 2007-06-21 | Torrent Pharmaceuticals Limited | Pharmaceutical composition comprising a compound having a catechol moiety and an alkalising agent |
| GB2429645A (en) * | 2006-03-10 | 2007-03-07 | Sekhsaria Chemicals Ltd | Solid pharmaceutical composition comprising a COMT inhibitor, a starch and a wetting agent |
| CN100384411C (zh) * | 2006-03-17 | 2008-04-30 | 北京科信必成医药科技发展有限公司 | 卡左双多巴口腔崩解片 |
| WO2007113371A1 (en) * | 2006-03-31 | 2007-10-11 | Iprbox Oy | Pharmaceutical composition and preparation method thereof |
| EP1845097A1 (en) | 2006-04-10 | 2007-10-17 | Portela & Ca., S.A. | Oxadiazole derivatives as COMT inhibitors |
| EP1870097A1 (en) * | 2006-06-15 | 2007-12-26 | Newron Pharmaceuticals S.p.A. | Alpha-aminoamide derivatives useful in the treatment of cognitive disorders |
| US8106056B2 (en) * | 2006-06-16 | 2012-01-31 | Solvay Pharmaceuticals B.V. | Combination preparations comprising bifeprunox and a dopamine agonist |
| US20080131492A1 (en) * | 2006-06-23 | 2008-06-05 | Spherics, Inc. | Dosage forms for movement disorder treatment |
| US8741342B2 (en) * | 2006-10-30 | 2014-06-03 | Wockhardt Research Centre | Pharmaceutical compositions comprising entacapone, levodopa, and carbidopa |
| AU2007338631A1 (en) * | 2006-12-22 | 2008-07-03 | Combinatorx, Incorporated | Pharmaceutical compositions for treatment of parkinson's disease and related disorders |
| EP2114374A4 (en) * | 2006-12-27 | 2011-03-23 | Wockhardt Research Center | PHARMACEUTICAL COMPOSITIONS OF ENTACAPONE |
| EP1946756A1 (en) * | 2007-01-17 | 2008-07-23 | Revotar Biopharmaceuticals AG | Use of entacapone in cosmetic, dermatological and pharmaceutical compositions |
| BRPI0721213B1 (pt) | 2007-01-31 | 2021-11-09 | Bial - Portela & Ca, S.A. | Uso de nitrocatecóis substituídos, e embalagem |
| US20110171275A1 (en) * | 2007-08-20 | 2011-07-14 | Team Academy Of Pharmaceutical Science | Gastroretentive drug delivery system, preparation method and use thereof |
| EP2252284B1 (en) * | 2008-02-06 | 2011-05-25 | Wockhardt Research Centre | Pharmaceutical compositions of entacapone, levodopa and carbidopa with improved bioavailability |
| MX2010008707A (es) * | 2008-02-06 | 2011-03-25 | Wockhardt Ltd | Composiciones farmaceuticas de entacapona comicronizada con alcoholes de azucar. |
| WO2009116882A1 (en) | 2008-03-17 | 2009-09-24 | Portela & Ca., S.A. | Crystal forms of 5- [3- (2, 5-dichloro-4, 6-dimethyl-1-oxy-pyridine-3-yl) [1,2,3] oxadiazol-5-yl] -3-nit robenzene-1, 2-diol |
| UA102111C2 (uk) | 2008-08-22 | 2013-06-10 | Вокхардт Рісерч Сентер | Фармацевтична композиція у вигляді разової пероральної дози, що містить леводопу, карбідопу і ентакапон або їх солі |
| CA2734972C (en) * | 2008-08-22 | 2017-03-28 | Wockhardt Research Centre | An extended release pharmaceutical composition of entacapone or salts thereof |
| TR200806646A2 (tr) * | 2008-09-03 | 2009-06-22 | Dr. F. Fri̇k İlaç San. Ve Ti̇c. A.Ş. | Entakapon, levodopa ve karbidoba içeren farmasötik kombinasyonlar |
| EP2233131A1 (en) | 2009-03-23 | 2010-09-29 | Laboratorios Lesvi, S.L. | Pharmaceutical composition containing levodopa, entacapone and carbidopa |
| PT2413912T (pt) | 2009-04-01 | 2019-06-11 | Bial Portela & Ca Sa | Formulações farmacêuticas compreendendo derivados de nitrocatecol e métodos para as produzir |
| PL2432454T3 (pl) * | 2009-05-19 | 2017-10-31 | Neuroderm Ltd | Kompozycje do ciągłego podawania inhibitorów dopa-dekarboksylazy |
| US9750702B2 (en) | 2009-12-25 | 2017-09-05 | Innopharmax, Inc. | Pharmaceutical composition for treating parkinson's disease and preparation method thereof |
| EA026419B1 (ru) | 2010-03-04 | 2017-04-28 | Орион Корпорейшн | Применение леводопы, карбидопы и энтакапона для лечения болезни паркинсона |
| DE102010023828A1 (de) | 2010-06-15 | 2011-12-15 | IIP - Institut für industrielle Pharmazie, Forschungs- und Entwicklungsgesellschaft mbH | Pharmazeutisches Präparat, welches Entacapon, Levodopa und Carbidopa enthält |
| PT2640358T (pt) * | 2010-11-15 | 2018-02-23 | Neuroderm Ltd | Administração contínua de l-dopa, inibidores de dopa descarboxilase, inibidores de catecol-o-metil transferase e composições para os mesmos |
| US20140045900A1 (en) | 2011-02-11 | 2014-02-13 | Bial-Portela & Ca, S.A. | Administration regime for nitrocatechols |
| EP2508174A1 (en) | 2011-04-06 | 2012-10-10 | Ljiljana Sovic Brkicic | Pharmaceutical composition |
| WO2012147099A1 (en) | 2011-04-25 | 2012-11-01 | Suven Nishtaa Pharma Pvt. Ltd. | Pharmaceutical compositions of levodopa, carbidopa and entacapone |
| CA2833443C (en) * | 2011-04-26 | 2017-11-07 | Innopharmax, Inc. | A composition of entacapone |
| JP6456143B2 (ja) | 2011-12-13 | 2019-01-23 | ノヴィファーマ，エス．アー． | カテコール−ｏ−メチル転移酵素阻害剤を調製するための中間体として有用な化学的化合物 |
| TR201204839A2 (tr) * | 2012-04-25 | 2012-12-21 | Ali̇ Rai̇f İlaç Sanayi̇ A.Ş. | Uzatılmış salım sağlayan levodopa karbıdopa entakapon içeren tablet formülasyonu. |
| NZ703341A (en) | 2012-06-05 | 2016-11-25 | Neuroderm Ltd | Compositions comprising apomorphine and organic acids and uses thereof |
| AU2014229127B2 (en) * | 2013-03-13 | 2018-04-05 | Neuroderm Ltd | Method for treatment of parkinson's disease |
| EP2799065A1 (en) * | 2013-04-30 | 2014-11-05 | Deva Holding Anonim Sirketi | Levodopa carbidopa entacapone pharmaceutical formulations |
| US10987313B2 (en) | 2013-10-07 | 2021-04-27 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
| CN105658211A (zh) | 2013-10-07 | 2016-06-08 | 怡百克制药公司 | 左旋多巴和/或左旋多巴的酯的粘膜粘附性、控制释放调配物和其用途 |
| US10258585B2 (en) | 2014-03-13 | 2019-04-16 | Neuroderm, Ltd. | DOPA decarboxylase inhibitor compositions |
| DK3116475T3 (da) | 2014-03-13 | 2020-12-07 | Neuroderm Ltd | Dopa-decarboxylasehæmmersammensætninger |
| JP6622310B2 (ja) | 2014-09-04 | 2019-12-18 | ロブソル・ファーマシューティカルズ・アクチボラグＬｏｂｓｏｒ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ Ａｋｔｉｅｂｏｌａｇ | レボドパ、ドーパミン脱炭酸酵素阻害薬およびｃｏｍｔ阻害薬を含む医薬組成物ならびにその投与方法 |
| RU2017120184A (ru) | 2014-11-28 | 2018-12-28 | БИАЛ - ПОРТЕЛА ЭНД Ка, С.А. | Лекарства для замедления течения болезни паркинсона |
| WO2016101969A1 (en) | 2014-12-23 | 2016-06-30 | Pharmathen S.A. | Levodopa/carbidopa/entacapone pharmaceutical preparation and method for preparing the same |
| US10555922B2 (en) | 2015-09-04 | 2020-02-11 | Lobsor Pharmaceuticals Aktiebolag | Method of treating a dopamine related disorder in a subject by administering levodopa, in combination with a dopamine decarboxylase inhibitor and a catechol-o-methyltransferase inhibitor |
| AU2017297718B2 (en) * | 2016-07-11 | 2023-06-08 | Contera Pharma A/S | Pulsatile drug delivery system for treating morning akinesia |
| EP3500246B1 (en) | 2016-08-18 | 2021-08-04 | Ilko Ilaç Sanayi Ve Ticaret Anonim Sirketi | Antiparkinson tablet formulation with improved dissolution profile |
| WO2019145773A1 (en) | 2017-12-15 | 2019-08-01 | Nos Life Sciences Corporation | Liposomal-encapsulated formulations |
| EP3768263B1 (en) | 2018-03-23 | 2025-10-29 | LobSor Pharmaceuticals Aktiebolag | Continuous administration of pharmaceutical composition for treatment of neurodegenerative disorders |
| US11331293B1 (en) | 2020-11-17 | 2022-05-17 | Neuroderm, Ltd. | Method for treatment of Parkinson's disease |
| US11213502B1 (en) | 2020-11-17 | 2022-01-04 | Neuroderm, Ltd. | Method for treatment of parkinson's disease |
| US11844754B2 (en) | 2020-11-17 | 2023-12-19 | Neuroderm, Ltd. | Methods for treatment of Parkinson's disease |
| US11986449B2 (en) | 2020-12-22 | 2024-05-21 | Amneal Pharmaceuticals Llc | Levodopa dosing regimen |
| KR20230124622A (ko) | 2020-12-22 | 2023-08-25 | 암닐 파마슈티컬스 엘엘씨 | 레보도파 투여 요법 |
| US12161612B2 (en) | 2023-04-14 | 2024-12-10 | Neuroderm, Ltd. | Methods and compositions for reducing symptoms of Parkinson's disease |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998031355A2 (en) * | 1997-01-16 | 1998-07-23 | Britannia Pharmaceuticals Limited | Pharmaceutical composition comprising n-propylnorapomorphine and cathecol-o-methyl-transferase inhibitor for treating parkinson's disease |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4190672A (en) | 1978-09-01 | 1980-02-26 | Stanley Fahn | Method and compositions of treating Parkinsonisms with levodopa and 3',4'-dihydroxy-2-methylisopropiophenone |
| GB8521350D0 (en) * | 1985-08-28 | 1985-10-02 | Euro Celtique Sa | Analgesic composition |
| US5236952A (en) | 1986-03-11 | 1993-08-17 | Hoffmann-La Roche Inc. | Catechol derivatives |
| NZ220599A (en) * | 1986-06-16 | 1990-10-26 | Merck & Co Inc | Controlled release oral dosage formulation of carbidopa and levodopa |
| US5283352A (en) | 1986-11-28 | 1994-02-01 | Orion-Yhtyma Oy | Pharmacologically active compounds, methods for the preparation thereof and compositions containing the same |
| DE4101873C2 (de) | 1991-01-23 | 1993-12-09 | Isis Pharma Gmbh | Peroral applizierbare Arzneiform zur Behandlung zentraler Dopaminmangelzustände |
| US5888534A (en) | 1995-06-13 | 1999-03-30 | Pentech Pharmaceuticals, Inc. | Controlled release of drugs delivered by sublingual or buccal administration |
| US6599530B2 (en) | 1998-09-14 | 2003-07-29 | Orion Corporation | Oral compacted composition comprising catechol derivatives |
| FI109453B (fi) | 1999-06-30 | 2002-08-15 | Orion Yhtymae Oyj | Farmaseuttinen koostumus |
-
1999
- 1999-06-30 FI FI991485A patent/FI109453B/fi not_active IP Right Cessation
-
2000
- 2000-05-26 TW TW089110218A patent/TWI241187B/zh not_active IP Right Cessation
- 2000-06-27 PE PE2000000641A patent/PE20010399A1/es not_active IP Right Cessation
- 2000-06-28 IT IT2000MI001450A patent/ITMI20001450A1/it unknown
- 2000-06-29 KR KR1020017015737A patent/KR100905428B1/ko not_active Expired - Lifetime
- 2000-06-29 CZ CZ20014636A patent/CZ303010B6/cs not_active IP Right Cessation
- 2000-06-29 AU AU58306/00A patent/AU765932B2/en not_active Expired
- 2000-06-29 WO PCT/FI2000/000593 patent/WO2001001984A1/en not_active Ceased
- 2000-06-29 ME MEP-2008-863A patent/ME00520B/me unknown
- 2000-06-29 MY MYPI20002972A patent/MY127685A/en unknown
- 2000-06-29 HU HU0202273A patent/HU230395B1/hu unknown
- 2000-06-29 PL PL352775A patent/PL197818B1/pl unknown
- 2000-06-29 HR HR20020088A patent/HRP20020088B1/xx not_active IP Right Cessation
- 2000-06-29 BR BRPI0011867A patent/BRPI0011867B8/pt unknown
- 2000-06-29 EE EEP200100716A patent/EE05473B1/xx unknown
- 2000-06-29 RS YUP-925/01A patent/RS50368B/sr unknown
- 2000-06-29 PT PT00944070T patent/PT1189608E/pt unknown
- 2000-06-29 CO CO00048944A patent/CO5180579A1/es active IP Right Grant
- 2000-06-29 JP JP2001507476A patent/JP4204783B2/ja not_active Expired - Lifetime
- 2000-06-29 EP EP00944070A patent/EP1189608B1/en not_active Expired - Lifetime
- 2000-06-29 MX MXPA01013167A patent/MXPA01013167A/es active IP Right Grant
- 2000-06-29 CN CNB008095868A patent/CN1168440C/zh not_active Expired - Lifetime
- 2000-06-29 AT AT00944070T patent/ATE245417T1/de active
- 2000-06-29 TR TR2001/03763T patent/TR200103763T2/xx unknown
- 2000-06-29 BR BR0011867-2A patent/BR0011867A/pt not_active IP Right Cessation
- 2000-06-29 NZ NZ515780A patent/NZ515780A/en not_active IP Right Cessation
- 2000-06-29 GE GE4619A patent/GEP20043314B/en unknown
- 2000-06-29 HK HK02108609.4A patent/HK1047040B/zh not_active IP Right Cessation
- 2000-06-29 ES ES00944070T patent/ES2203495T3/es not_active Expired - Lifetime
- 2000-06-29 SI SI200030190T patent/SI1189608T1/xx unknown
- 2000-06-29 AR ARP000103325A patent/AR033796A1/es unknown
- 2000-06-29 SK SK1923-2001A patent/SK286451B6/sk not_active IP Right Cessation
- 2000-06-29 CA CA002378469A patent/CA2378469C/en not_active Expired - Lifetime
- 2000-06-29 CZ CZ2011-885A patent/CZ304416B6/cs not_active IP Right Cessation
- 2000-06-29 DE DE60004052T patent/DE60004052T2/de not_active Expired - Lifetime
- 2000-06-29 UA UA2002010771A patent/UA75047C2/uk unknown
- 2000-06-29 US US09/605,529 patent/US6500867B1/en not_active Expired - Lifetime
- 2000-06-29 DK DK00944070T patent/DK1189608T3/da active
- 2000-06-29 EA EA200200106A patent/EA004503B1/ru not_active IP Right Cessation
- 2000-06-30 FR FR0008472A patent/FR2797587A1/fr not_active Withdrawn
-
2001
- 2001-11-29 IL IL146807A patent/IL146807A/en active IP Right Grant
- 2001-11-29 ZA ZA200109868A patent/ZA200109868B/xx unknown
- 2001-12-18 NO NO20016203A patent/NO330260B1/no not_active IP Right Cessation
- 2001-12-20 BG BG106251A patent/BG65364B1/bg unknown
-
2002
- 2002-08-20 US US10/223,298 patent/US6797732B2/en not_active Expired - Lifetime
-
2008
- 2008-03-12 JP JP2008063280A patent/JP4885896B2/ja not_active Expired - Lifetime
-
2011
- 2011-01-19 NO NO20110090A patent/NO20110090L/no unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998031355A2 (en) * | 1997-01-16 | 1998-07-23 | Britannia Pharmaceuticals Limited | Pharmaceutical composition comprising n-propylnorapomorphine and cathecol-o-methyl-transferase inhibitor for treating parkinson's disease |
Non-Patent Citations (1)
| Title |
|---|
| Clin. Neuropharmacol.(제18권, 제46-57면, 1995년 * |
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR100905428B1 (ko) | 레보도파/카비도파/엔타카폰 약학적 제제 | |
| ES2224184T3 (es) | Preparaciones estabilizadas de hormonas tiroideas y metodos para su fabricacion. | |
| JPH07558B2 (ja) | モピダモール製剤 | |
| CZ188095A3 (en) | Fluoxetin pharmaceutical formulae | |
| US6544554B1 (en) | Regulated release preparations | |
| ES3058528T3 (en) | Process for producing a tablet comprising glp-1 peptides | |
| JP2008536922A (ja) | オランザピンの医薬用経口崩壊錠 | |
| EP0599767B1 (en) | Process to prepare water-dispersable tablets containing diclofenac | |
| RU2674978C2 (ru) | Фармацевтическая композиция N-[5-[2-(3,5-диметоксифенил)этил]-2H-пиразол-3-ил]-4-[(3R,5S)-3,5-диметилпиперазин-1-ил]бензамида | |
| WO2011088152A1 (en) | Pharmaceutical composition and dosage forms of elinogrel and methods of use thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0105 | International application |
Patent event date: 20011206 Patent event code: PA01051R01D Comment text: International Patent Application |
|
| PG1501 | Laying open of application | ||
| A201 | Request for examination | ||
| PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 20050628 Comment text: Request for Examination of Application |
|
| AMND | Amendment | ||
| E902 | Notification of reason for refusal | ||
| PE0902 | Notice of grounds for rejection |
Comment text: Notification of reason for refusal Patent event date: 20060929 Patent event code: PE09021S01D |
|
| AMND | Amendment | ||
| E902 | Notification of reason for refusal | ||
| PE0902 | Notice of grounds for rejection |
Comment text: Notification of reason for refusal Patent event date: 20070807 Patent event code: PE09021S01D |
|
| AMND | Amendment | ||
| E601 | Decision to refuse application | ||
| PE0601 | Decision on rejection of patent |
Patent event date: 20090103 Comment text: Decision to Refuse Application Patent event code: PE06012S01D Patent event date: 20070807 Comment text: Notification of reason for refusal Patent event code: PE06011S01I Patent event date: 20060929 Comment text: Notification of reason for refusal Patent event code: PE06011S01I |
|
| J201 | Request for trial against refusal decision | ||
| PJ0201 | Trial against decision of rejection |
Patent event date: 20090204 Comment text: Request for Trial against Decision on Refusal Patent event code: PJ02012R01D Patent event date: 20090103 Comment text: Decision to Refuse Application Patent event code: PJ02011S01I Appeal kind category: Appeal against decision to decline refusal Decision date: 20090313 Appeal identifier: 2009101000912 Request date: 20090204 |
|
| AMND | Amendment | ||
| PB0901 | Examination by re-examination before a trial |
Comment text: Amendment to Specification, etc. Patent event date: 20090206 Patent event code: PB09011R02I Comment text: Request for Trial against Decision on Refusal Patent event date: 20090204 Patent event code: PB09011R01I Comment text: Amendment to Specification, etc. Patent event date: 20080903 Patent event code: PB09011R02I Comment text: Amendment to Specification, etc. Patent event date: 20070511 Patent event code: PB09011R02I Comment text: Amendment to Specification, etc. Patent event date: 20050708 Patent event code: PB09011R02I |
|
| B701 | Decision to grant | ||
| PB0701 | Decision of registration after re-examination before a trial |
Patent event date: 20090313 Comment text: Decision to Grant Registration Patent event code: PB07012S01D Patent event date: 20090311 Comment text: Transfer of Trial File for Re-examination before a Trial Patent event code: PB07011S01I |
|
| GRNT | Written decision to grant | ||
| PR0701 | Registration of establishment |
Comment text: Registration of Establishment Patent event date: 20090624 Patent event code: PR07011E01D |
|
| PR1002 | Payment of registration fee |
Payment date: 20090625 End annual number: 3 Start annual number: 1 |
|
| PG1601 | Publication of registration | ||
| PR1001 | Payment of annual fee |
Payment date: 20120619 Start annual number: 4 End annual number: 4 |
|
| FPAY | Annual fee payment |
Payment date: 20130614 Year of fee payment: 5 |
|
| PR1001 | Payment of annual fee |
Payment date: 20130614 Start annual number: 5 End annual number: 5 |
|
| FPAY | Annual fee payment |
Payment date: 20140612 Year of fee payment: 6 |
|
| PR1001 | Payment of annual fee |
Payment date: 20140612 Start annual number: 6 End annual number: 6 |
|
| J206 | Request for trial to confirm the scope of a patent right | ||
| PJ0206 | Trial to confirm the scope of a patent |
Request date: 20150305 Appeal identifier: 2015100000712 Appeal kind category: Confirmation of the scope of right_defensive Patent event code: PJ02062R01D Patent event date: 20150305 Comment text: Request for Trial Patent event code: PJ02061E01I Patent event date: 20090624 Comment text: Registration of Establishment Request date: 20150305 Appeal identifier: 2015100000709 Appeal kind category: Confirmation of the scope of right_defensive |
|
| J206 | Request for trial to confirm the scope of a patent right | ||
| PJ0206 | Trial to confirm the scope of a patent |
Request date: 20150313 Appeal identifier: 2015100000824 Appeal kind category: Confirmation of the scope of right_defensive Request date: 20150313 Appeal identifier: 2015100000822 Appeal kind category: Confirmation of the scope of right_defensive Request date: 20150313 Appeal identifier: 2015100000821 Appeal kind category: Confirmation of the scope of right_defensive Request date: 20150313 Appeal identifier: 2015100000820 Appeal kind category: Confirmation of the scope of right_defensive Patent event code: PJ02062R01D Patent event date: 20150313 Comment text: Request for Trial Patent event code: PJ02061E01I Patent event date: 20090624 Comment text: Registration of Establishment Request date: 20150313 Appeal identifier: 2015100000817 Appeal kind category: Confirmation of the scope of right_defensive |
|
| FPAY | Annual fee payment |
Payment date: 20150612 Year of fee payment: 7 |
|
| PR1001 | Payment of annual fee |
Payment date: 20150612 Start annual number: 7 End annual number: 7 |
|
| J301 | Trial decision |
Free format text: TRIAL DECISION FOR CONFIRMATION OF THE SCOPE OF RIGHT_DEFENSIVE REQUESTED 20150305 Effective date: 20150804 Free format text: TRIAL DECISION FOR CONFIRMATION OF THE SCOPE OF RIGHT_DEFENSIVE REQUESTED 20150313 Effective date: 20150804 |
|
| PJ1301 | Trial decision |
Appeal kind category: Confirmation of the scope of right_defensive Request date: 20150313 Decision date: 20150804 Appeal identifier: 2015100000817 Appeal kind category: Confirmation of the scope of right_defensive Request date: 20150305 Decision date: 20150804 Appeal identifier: 2015100000712 Patent event code: PJ13011S08D Patent event date: 20150804 Comment text: Consolidated Trial Decision Patent event code: PJ13011S02D Patent event date: 20150804 Comment text: Trial Decision for Confirmation of the Scope of a Right (Patent, Utility Model, Industrial Design) Appeal kind category: Confirmation of the scope of right_defensive Request date: 20150305 Decision date: 20150804 Appeal identifier: 2015100000709 |
|
| J121 | Written withdrawal of request for trial | ||
| PJ1201 | Withdrawal of trial |
Appeal identifier: 2015100000824 Request date: 20150313 Appeal kind category: Confirmation of the scope of right_defensive Decision date: 20150817 Appeal identifier: 2015100000822 Request date: 20150313 Appeal kind category: Confirmation of the scope of right_defensive Decision date: 20150817 Appeal identifier: 2015100000821 Request date: 20150313 Appeal kind category: Confirmation of the scope of right_defensive Decision date: 20150817 Patent event code: PJ12011R01D Patent event date: 20150817 Comment text: Written Withdrawal of Request for Trial Appeal identifier: 2015100000820 Request date: 20150313 Appeal kind category: Confirmation of the scope of right_defensive Decision date: 20150817 |
|
| FPAY | Annual fee payment |
Payment date: 20160616 Year of fee payment: 8 |
|
| PR1001 | Payment of annual fee |
Payment date: 20160616 Start annual number: 8 End annual number: 8 |
|
| FPAY | Annual fee payment |
Payment date: 20170616 Year of fee payment: 9 |
|
| PR1001 | Payment of annual fee |
Payment date: 20170616 Start annual number: 9 End annual number: 9 |
|
| FPAY | Annual fee payment |
Payment date: 20190613 Year of fee payment: 11 |
|
| PR1001 | Payment of annual fee |
Payment date: 20190613 Start annual number: 11 End annual number: 11 |
|
| PR1001 | Payment of annual fee |
Payment date: 20200611 Start annual number: 12 End annual number: 12 |
|
| PC1801 | Expiration of term |
Termination date: 20201229 Termination category: Expiration of duration |