UA77404C2 - Norgestimate-based steroid hormone product and method for its manufacture - Google Patents
Norgestimate-based steroid hormone product and method for its manufacture Download PDFInfo
- Publication number
- UA77404C2 UA77404C2 UA2003065552A UA2003065552A UA77404C2 UA 77404 C2 UA77404 C2 UA 77404C2 UA 2003065552 A UA2003065552 A UA 2003065552A UA 2003065552 A UA2003065552 A UA 2003065552A UA 77404 C2 UA77404 C2 UA 77404C2
- Authority
- UA
- Ukraine
- Prior art keywords
- norgestimate
- lactose
- crystalline
- mixture
- steroid
- Prior art date
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- 238000002411 thermogravimetry Methods 0.000 description 1
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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
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
-
- 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
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
- A61K31/567—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol substituted in position 17 alpha, e.g. mestranol, norethandrolone
-
- 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
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
-
- 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
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
- A61K31/568—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol substituted in positions 10 and 13 by a chain having at least one carbon atom, e.g. androstanes, e.g. testosterone
- A61K31/569—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol substituted in positions 10 and 13 by a chain having at least one carbon atom, e.g. androstanes, e.g. testosterone substituted in position 17 alpha, e.g. ethisterone
-
- 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
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
-
- 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
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/575—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of three or more carbon atoms, e.g. cholane, cholestane, ergosterol, sitosterol
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/141—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers
- A61K9/145—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers with organic compounds
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1617—Organic compounds, e.g. phospholipids, fats
- A61K9/1623—Sugars or sugar alcohols, e.g. lactose; Derivatives thereof; Homeopathic globules
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1682—Processes
- A61K9/1694—Processes resulting in granules or microspheres of the matrix type containing more than 5% of excipient
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/18—Feminine contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
- A61P5/30—Oestrogens
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Endocrinology (AREA)
- Organic Chemistry (AREA)
- Biophysics (AREA)
- Molecular Biology (AREA)
- Reproductive Health (AREA)
- Diabetes (AREA)
- Gynecology & Obstetrics (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25566900P | 2000-12-14 | 2000-12-14 | |
| PCT/US2001/048862 WO2002047693A2 (en) | 2000-12-14 | 2001-12-13 | Steroid hormone products comprising a stabilizing agent in non-crystalline form |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UA77404C2 true UA77404C2 (en) | 2006-12-15 |
Family
ID=22969374
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UA2003065552A UA77404C2 (en) | 2000-12-14 | 2001-12-13 | Norgestimate-based steroid hormone product and method for its manufacture |
Country Status (31)
| Country | Link |
|---|---|
| US (4) | US7867990B2 (de) |
| EP (2) | EP1361881B1 (de) |
| KR (1) | KR100899032B1 (de) |
| CN (1) | CN1290507C (de) |
| AT (2) | ATE307591T1 (de) |
| AU (2) | AU2742102A (de) |
| BG (1) | BG66178B1 (de) |
| BR (1) | BRPI0116793B8 (de) |
| CA (1) | CA2431521E (de) |
| CR (1) | CR7022A (de) |
| CY (1) | CY1109404T1 (de) |
| CZ (1) | CZ306435B6 (de) |
| DE (2) | DE60114467T2 (de) |
| DK (2) | DK1361881T3 (de) |
| EC (1) | ECSP034654A (de) |
| EE (1) | EE05358B1 (de) |
| ES (2) | ES2253451T3 (de) |
| HK (2) | HK1057174A1 (de) |
| HU (1) | HU230400B1 (de) |
| IL (2) | IL156423A0 (de) |
| ME (1) | ME00339B (de) |
| MX (1) | MXPA03005339A (de) |
| NO (2) | NO334341B1 (de) |
| NZ (1) | NZ526517A (de) |
| PT (1) | PT1591121E (de) |
| RS (1) | RS50414B (de) |
| RU (1) | RU2286155C2 (de) |
| SK (1) | SK288222B6 (de) |
| UA (1) | UA77404C2 (de) |
| WO (1) | WO2002047693A2 (de) |
| ZA (1) | ZA200305342B (de) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6787531B1 (en) * | 1999-08-31 | 2004-09-07 | Schering Ag | Pharmaceutical composition for use as a contraceptive |
| US20020132801A1 (en) * | 2001-01-11 | 2002-09-19 | Schering Aktiengesellschaft | Drospirenone for hormone replacement therapy |
| PT1591121E (pt) * | 2000-12-14 | 2009-07-20 | Ortho Mcneil Janssen Pharm | Processo para preparar produtos de hormona esteróide compreendendo um agente estabilizante na forma não cristalina |
| US7858607B2 (en) * | 2003-03-14 | 2010-12-28 | Mamchur Stephen A | System for use by compounding pharmacists to produce hormone replacement medicine customized for each consumer |
| EP1820494B1 (de) * | 2003-06-13 | 2010-01-13 | Skendi Finance, Ltd. | Mikrosphären von Estradiol und Cholesterol |
| TWI428271B (zh) | 2004-06-09 | 2014-03-01 | Smithkline Beecham Corp | 生產藥物之裝置及方法 |
| US8101244B2 (en) | 2004-06-09 | 2012-01-24 | Smithkline Beecham Corporation | Apparatus and method for producing or processing a product or sample |
| EP1625849A1 (de) * | 2004-08-09 | 2006-02-15 | Liconsa, Liberacion Controlada de Sustancias Activas, S.A. | Pharmazeutische Zubereitung enthaltend Drospirenon und Ethinylestradiol |
| US8486926B2 (en) * | 2006-11-17 | 2013-07-16 | Harbor Therapeutics, Inc. | Steroid tetrol solid state forms |
| JP2011511011A (ja) * | 2008-02-05 | 2011-04-07 | ハーバー バイオサイエンシーズ，インコーポレイテッド | 医薬的固体状態形態 |
| PT2273994E (pt) | 2008-04-03 | 2016-03-15 | Neurmedix Inc | Formas de estado sólido de um produto farmacêutico |
| EP2172190A1 (de) * | 2008-10-02 | 2010-04-07 | Laboratorios Liconsa, S.A. | Inhalierbare Partikel mit Tiotropium |
| WO2011097571A2 (en) * | 2010-02-08 | 2011-08-11 | Prairie Pharmaceuticals, Llc | Methods for the use of progestogen as a glucocorticoid sensitizer |
| US10987361B2 (en) | 2010-02-08 | 2021-04-27 | Shenzhen Evergreen Therapeutics Co., Ltd. | Treating auto-immune and auto-inflammatory diseases |
| US10993879B2 (en) | 2010-02-08 | 2021-05-04 | Shenzhen Evergreen Therapeutics Co., Ltd. | Pulmonary delivery of progestogen |
| PT2782584T (pt) | 2011-11-23 | 2021-09-02 | Therapeuticsmd Inc | Preparações e terapias de substituição para hormonoterapias naturais combinadas |
| US9301920B2 (en) | 2012-06-18 | 2016-04-05 | Therapeuticsmd, Inc. | Natural combination hormone replacement formulations and therapies |
| US20130338122A1 (en) | 2012-06-18 | 2013-12-19 | Therapeuticsmd, Inc. | Transdermal hormone replacement therapies |
| US10806740B2 (en) | 2012-06-18 | 2020-10-20 | Therapeuticsmd, Inc. | Natural combination hormone replacement formulations and therapies |
| US20150196640A1 (en) | 2012-06-18 | 2015-07-16 | Therapeuticsmd, Inc. | Progesterone formulations having a desirable pk profile |
| US10806697B2 (en) | 2012-12-21 | 2020-10-20 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| CN102793929B (zh) * | 2012-09-07 | 2013-12-11 | 上海奥科达生物医药科技有限公司 | 一种制备稳定非晶态药物制剂的方法 |
| US11266661B2 (en) | 2012-12-21 | 2022-03-08 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US10537581B2 (en) | 2012-12-21 | 2020-01-21 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US10568891B2 (en) | 2012-12-21 | 2020-02-25 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US10471072B2 (en) | 2012-12-21 | 2019-11-12 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US11246875B2 (en) | 2012-12-21 | 2022-02-15 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US9180091B2 (en) | 2012-12-21 | 2015-11-10 | Therapeuticsmd, Inc. | Soluble estradiol capsule for vaginal insertion |
| RU2016143081A (ru) | 2014-05-22 | 2018-06-26 | Терапьютиксмд, Инк. | Натуральные комбинированные гормонозаместительные составы и терапии |
| US10328087B2 (en) | 2015-07-23 | 2019-06-25 | Therapeuticsmd, Inc. | Formulations for solubilizing hormones |
| US10286077B2 (en) | 2016-04-01 | 2019-05-14 | Therapeuticsmd, Inc. | Steroid hormone compositions in medium chain oils |
| CA3020153A1 (en) | 2016-04-01 | 2017-10-05 | Therapeuticsmd, Inc. | Steroid hormone pharmaceutical composition |
| US20200129438A1 (en) * | 2018-10-31 | 2020-04-30 | Edenbridge Pharmaceuticals, LLC | Finished pharmaceutical dosage form comprising a low dose/high potency active pharmaceutical ingredient and one or more excipients |
| US11633405B2 (en) | 2020-02-07 | 2023-04-25 | Therapeuticsmd, Inc. | Steroid hormone pharmaceutical formulations |
Family Cites Families (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2648700A (en) * | 1946-11-02 | 1953-08-11 | Searle & Co | 2-methyl-2,7-dihydroxy-octahydrophenanthrene-1-propionic acid and derivatives thereof |
| US2636042A (en) * | 1949-07-08 | 1953-04-21 | S B Penick And Company | Water-soluble hormone compounds |
| US2642427A (en) * | 1951-08-01 | 1953-06-16 | Abbott Lab | Piperazine salts of cyclopentanopolyhydrophenanthrene-3-monosulfates |
| US2666066A (en) * | 1951-09-28 | 1954-01-12 | Abbott Lab | Ethylenediamine salts of cyclopen-tanopolyhydrophenanthrene-3-monosulfates |
| US3032469A (en) * | 1958-05-02 | 1962-05-01 | Charles E Frosst & Company | Long acting steroid compounds |
| US3568828A (en) * | 1967-03-01 | 1971-03-09 | Squibb & Sons Inc | Modified sequential oral contraceptive |
| US3691212A (en) * | 1970-04-24 | 1972-09-12 | British Drug Houses Ltd | 17alpha-(1',3'-alkadiynyl)-17beta-acyloxy(17beta-aroyloxy) steroids |
| US4046874A (en) * | 1974-02-13 | 1977-09-06 | Mead Johnson & Company | Soapless shave composition |
| US4511551A (en) * | 1982-11-18 | 1985-04-16 | Unique Technologies, Incorporated | Method and composition for the detection of a precancerous or leukemic condition in mammals |
| US4544554A (en) | 1983-09-26 | 1985-10-01 | Ortho Pharmaceutical Corporation | Triphasic oral contraceptive |
| US4616006A (en) * | 1983-09-26 | 1986-10-07 | Ortho Pharmaceutical Corporation | Triphasic oral contraceptive |
| US4785103A (en) * | 1985-03-07 | 1988-11-15 | Teikoku Hormone Mfg. Co., Ltd. | 2-oxa- or -aza-pregnane compounds |
| US4906169A (en) * | 1986-12-29 | 1990-03-06 | Rutgers, The State University Of New Jersey | Transdermal estrogen/progestin dosage unit, system and process |
| US5407928A (en) * | 1990-08-15 | 1995-04-18 | Schering Aktiengesellschaft | 11β-aryl-gona-4,9-dien-3-ones |
| US5344392A (en) * | 1990-09-28 | 1994-09-06 | Baxter International Inc. | Method and apparatus for preparation of solutions from concentrates |
| FR2668945B1 (fr) * | 1990-11-12 | 1993-02-19 | Theramex | Nouveau procede de cristallisation des substances organiques et les composes ainsi obtenus. |
| IE67345B1 (en) | 1991-03-12 | 1996-03-20 | Akzo Nv | Low dose dry pharmaceutical preparations |
| EP0542364B1 (de) * | 1991-11-13 | 1996-01-24 | Glaxo Canada Inc. | Vorrichtung zur kontrollierten Wirkstoffreigabe |
| US5395627A (en) * | 1992-09-04 | 1995-03-07 | Akzo N.V. | Pharmaceutical granulate |
| DE4229820C2 (de) | 1992-09-07 | 1998-12-03 | Jenapharm Gmbh | Pharmazeutische Zubereitung auf Gestagen-Basis |
| IT1270831B (it) * | 1993-09-17 | 1997-05-13 | Romano Deghenghi | Composizioni farmaceutiche orali effervescenti contenenti estrone |
| US6290991B1 (en) * | 1994-12-02 | 2001-09-18 | Quandrant Holdings Cambridge Limited | Solid dose delivery vehicle and methods of making same |
| DE4429374C1 (de) * | 1994-08-12 | 1996-02-01 | Jenapharm Gmbh | Pharmazeutische Präparate zur Kontrazeption/Hormonsubstitution mit biogener Estrogenkomponente |
| AR004178A1 (es) | 1995-07-29 | 1998-11-04 | Smithkline Beecham Plc | Procedimiento para la formulacion de un farmaco, una composicion farmaceutica obtenible mediante este procedimiento y el uso de la misma. |
| DE19616486C5 (de) * | 1996-04-25 | 2016-06-30 | Royalty Pharma Collection Trust | Verfahren zur Senkung des Blutglukosespiegels in Säugern |
| ATE271386T1 (de) * | 1996-07-26 | 2004-08-15 | Wyeth Corp | Orale einstufige empfängnisverhütungsmethode und kombinationspräparat das gestagen und estrogen enthält |
| US5858405A (en) * | 1996-07-26 | 1999-01-12 | American Home Products Corporation | Oral contraceptive |
| US6495532B1 (en) * | 1997-03-19 | 2002-12-17 | Sky High, Llc | Compositions containing lysophosphotidic acids which inhibit apoptosis and uses thereof |
| AU3567699A (en) * | 1998-04-17 | 1999-11-08 | Government Of The United States Of America, As Represented By The Secretary Of The Department Of Health And Human Services, The | Folic acid-containing pharmaceutical compositions, and related methods and delivery systems |
| DE19906152B4 (de) * | 1999-02-10 | 2005-02-10 | Jenapharm Gmbh & Co. Kg | Wirkstoffhaltige Laminate für Transdermalsysteme |
| US6667050B1 (en) * | 1999-04-06 | 2003-12-23 | Galen (Chemicals) Limited | Chewable oral contraceptive |
| PT1591121E (pt) * | 2000-12-14 | 2009-07-20 | Ortho Mcneil Janssen Pharm | Processo para preparar produtos de hormona esteróide compreendendo um agente estabilizante na forma não cristalina |
-
2001
- 2001-12-13 PT PT05076805T patent/PT1591121E/pt unknown
- 2001-12-13 CA CA2431521A patent/CA2431521E/en not_active Expired - Fee Related
- 2001-12-13 IL IL15642301A patent/IL156423A0/xx unknown
- 2001-12-13 AT AT01996273T patent/ATE307591T1/de active
- 2001-12-13 DK DK01996273T patent/DK1361881T3/da active
- 2001-12-13 EP EP01996273A patent/EP1361881B1/de not_active Expired - Lifetime
- 2001-12-13 KR KR1020037007977A patent/KR100899032B1/ko active IP Right Grant
- 2001-12-13 US US10/022,138 patent/US7867990B2/en not_active Expired - Lifetime
- 2001-12-13 EE EEP200300229A patent/EE05358B1/xx unknown
- 2001-12-13 EP EP05076805A patent/EP1591121B1/de not_active Expired - Lifetime
- 2001-12-13 RU RU2003121240/15A patent/RU2286155C2/ru active
- 2001-12-13 MX MXPA03005339A patent/MXPA03005339A/es active IP Right Grant
- 2001-12-13 DK DK05076805T patent/DK1591121T3/da active
- 2001-12-13 ES ES01996273T patent/ES2253451T3/es not_active Expired - Lifetime
- 2001-12-13 ES ES05076805T patent/ES2327538T3/es not_active Expired - Lifetime
- 2001-12-13 NZ NZ526517A patent/NZ526517A/en not_active IP Right Cessation
- 2001-12-13 AU AU2742102A patent/AU2742102A/xx active Pending
- 2001-12-13 BR BRPI0116793A patent/BRPI0116793B8/pt not_active IP Right Cessation
- 2001-12-13 CZ CZ2003-1896A patent/CZ306435B6/cs not_active IP Right Cessation
- 2001-12-13 ME MEP-2008-488A patent/ME00339B/me unknown
- 2001-12-13 UA UA2003065552A patent/UA77404C2/uk unknown
- 2001-12-13 AT AT05076805T patent/ATE434439T1/de active
- 2001-12-13 DE DE60114467T patent/DE60114467T2/de not_active Expired - Lifetime
- 2001-12-13 WO PCT/US2001/048862 patent/WO2002047693A2/en not_active Application Discontinuation
- 2001-12-13 RS YUP-479/03A patent/RS50414B/sr unknown
- 2001-12-13 DE DE60139087T patent/DE60139087D1/de not_active Expired - Lifetime
- 2001-12-13 AU AU2002227421A patent/AU2002227421B2/en not_active Expired
- 2001-12-13 SK SK880-2003A patent/SK288222B6/sk not_active IP Right Cessation
- 2001-12-13 CN CNB018225578A patent/CN1290507C/zh not_active Expired - Lifetime
- 2001-12-13 HU HU0400646A patent/HU230400B1/hu unknown
-
2003
- 2003-06-12 IL IL156423A patent/IL156423A/en active IP Right Grant
- 2003-06-13 NO NO20032708A patent/NO334341B1/no not_active IP Right Cessation
- 2003-06-13 EC EC2003004654A patent/ECSP034654A/es unknown
- 2003-07-01 BG BG107958A patent/BG66178B1/bg unknown
- 2003-07-10 ZA ZA200305342A patent/ZA200305342B/en unknown
- 2003-07-14 CR CR7022A patent/CR7022A/es not_active Application Discontinuation
-
2004
- 2004-01-08 HK HK04100131A patent/HK1057174A1/xx not_active IP Right Cessation
-
2006
- 2006-02-09 HK HK06103511.8A patent/HK1083457A1/xx not_active IP Right Cessation
-
2009
- 2009-09-24 CY CY20091101002T patent/CY1109404T1/el unknown
-
2010
- 2010-11-02 US US12/917,519 patent/US20110046099A1/en not_active Abandoned
- 2010-11-02 US US12/917,514 patent/US20110046095A1/en not_active Abandoned
-
2013
- 2013-10-04 NO NO20131334A patent/NO20131334L/no not_active Application Discontinuation
-
2014
- 2014-06-26 US US14/315,738 patent/US20140309204A1/en not_active Abandoned
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