UA82909C2 - Novel crystalline anhydride with anticholinergic effect - Google Patents
Novel crystalline anhydride with anticholinergic effect Download PDFInfo
- Publication number
- UA82909C2 UA82909C2 UAA200605766A UAA200605766A UA82909C2 UA 82909 C2 UA82909 C2 UA 82909C2 UA A200605766 A UAA200605766 A UA A200605766A UA A200605766 A UAA200605766 A UA A200605766A UA 82909 C2 UA82909 C2 UA 82909C2
- Authority
- UA
- Ukraine
- Prior art keywords
- tiotropium bromide
- proposed
- inhalation
- medicinal product
- cyclodextrin
- Prior art date
Links
- 150000008064 anhydrides Chemical class 0.000 title abstract 3
- 230000001078 anti-cholinergic effect Effects 0.000 title 1
- 229960000257 tiotropium bromide Drugs 0.000 claims abstract description 53
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- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims abstract description 9
- 208000006673 asthma Diseases 0.000 claims abstract description 9
- 208000018569 Respiratory Tract disease Diseases 0.000 claims abstract description 8
- 239000003814 drug Substances 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims description 59
- 239000000843 powder Substances 0.000 claims description 56
- 239000000725 suspension Substances 0.000 claims description 34
- 239000000126 substance Substances 0.000 claims description 25
- 239000003380 propellant Substances 0.000 claims description 22
- 229940126601 medicinal product Drugs 0.000 claims description 16
- 239000000443 aerosol Substances 0.000 claims description 13
- -1 polysaccharides alcohols Chemical class 0.000 claims description 13
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 12
- LERNTVKEWCAPOY-DZZGSBJMSA-N tiotropium Chemical compound O([C@H]1C[C@@H]2[N+]([C@H](C1)[C@@H]1[C@H]2O1)(C)C)C(=O)C(O)(C=1SC=CC=1)C1=CC=CS1 LERNTVKEWCAPOY-DZZGSBJMSA-N 0.000 claims description 12
- 238000002360 preparation method Methods 0.000 claims description 11
- 229940110309 tiotropium Drugs 0.000 claims description 10
- 229920000858 Cyclodextrin Polymers 0.000 claims description 9
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- 239000008101 lactose Substances 0.000 claims description 9
- 238000005507 spraying Methods 0.000 claims description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 4
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-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 claims description 3
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- ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 claims description 2
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- PHYFQTYBJUILEZ-UHFFFAOYSA-N Trioleoylglycerol Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PHYFQTYBJUILEZ-UHFFFAOYSA-N 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 230000000181 anti-adherent effect Effects 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 1
- NFCRBQADEGXVDL-UHFFFAOYSA-M cetylpyridinium chloride monohydrate Chemical compound O.[Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 NFCRBQADEGXVDL-UHFFFAOYSA-M 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 235000017803 cinnamon Nutrition 0.000 description 1
- 229960004106 citric acid Drugs 0.000 description 1
- 239000011362 coarse particle Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 235000018417 cysteine Nutrition 0.000 description 1
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 1
- 238000002050 diffraction method Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229940068939 glyceryl monolaurate Drugs 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 239000004700 high-density polyethylene Substances 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- RZRNAYUHWVFMIP-UHFFFAOYSA-N monoelaidin Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 208000023504 respiratory system disease Diseases 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 229940037001 sodium edetate Drugs 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
- 229940117972 triolein Drugs 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
- C07D451/06—Oxygen atoms
- C07D451/10—Oxygen atoms acylated by aliphatic or araliphatic carboxylic acids, e.g. atropine, scopolamine
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/46—8-Azabicyclo [3.2.1] octane; Derivatives thereof, e.g. atropine, cocaine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pulmonology (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Emergency Medicine (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03025077 | 2003-11-03 | ||
| PCT/EP2004/012269 WO2005042527A1 (de) | 2003-11-03 | 2004-10-29 | Neues kristallines anhydrat mit anticholinerger wirksamkeit |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UA82909C2 true UA82909C2 (en) | 2008-05-26 |
Family
ID=34530662
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UAA200605766A UA82909C2 (en) | 2003-11-03 | 2004-10-29 | Novel crystalline anhydride with anticholinergic effect |
Country Status (33)
| Country | Link |
|---|---|
| EP (1) | EP1682542B1 (es) |
| JP (1) | JP4553902B2 (es) |
| KR (2) | KR101313904B1 (es) |
| CN (1) | CN100509809C (es) |
| AR (1) | AR046319A1 (es) |
| AT (1) | ATE453641T1 (es) |
| AU (1) | AU2004285684B2 (es) |
| BR (1) | BRPI0415636A (es) |
| CA (1) | CA2544352C (es) |
| CO (1) | CO5690641A2 (es) |
| CY (1) | CY1110339T1 (es) |
| DE (1) | DE502004010602D1 (es) |
| DK (1) | DK1682542T3 (es) |
| EA (1) | EA008587B1 (es) |
| EC (1) | ECSP066543A (es) |
| ES (1) | ES2338563T3 (es) |
| HR (1) | HRP20100029T1 (es) |
| IL (1) | IL175126A (es) |
| ME (1) | ME00349B (es) |
| MX (1) | MX272045B (es) |
| MY (1) | MY146628A (es) |
| NO (1) | NO20062569L (es) |
| NZ (1) | NZ547581A (es) |
| PE (1) | PE20050996A1 (es) |
| PL (1) | PL1682542T3 (es) |
| PT (1) | PT1682542E (es) |
| RS (2) | RS20060291A (es) |
| SI (1) | SI1682542T1 (es) |
| TW (1) | TWI336330B (es) |
| UA (1) | UA82909C2 (es) |
| UY (1) | UY28596A1 (es) |
| WO (1) | WO2005042527A1 (es) |
| ZA (1) | ZA200602344B (es) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2606552A1 (en) * | 2005-05-02 | 2006-11-09 | Boehringer Ingelheim International Gmbh | Crystalline forms of tiotropium bromide |
| CA2627729A1 (en) * | 2005-12-19 | 2007-07-05 | Sicor Inc. | Novel forms of tiotropium bromide and processes for preparation thereof |
| RU2453547C2 (ru) * | 2005-12-19 | 2012-06-20 | Сикор Инк. | Новые формы тиотропия бромида и способы их получения |
| US9108962B2 (en) | 2005-12-19 | 2015-08-18 | Sicor, Inc. | Forms of tiotropium bromide and processes for preparation thereof |
| NZ570162A (en) * | 2006-01-04 | 2011-09-30 | Boehringer Ingelheim Int | Use of tiotropium salts in the treatment of moderate persistent asthma which has the serverity of GINA step 3 |
| CN100999521B (zh) * | 2006-01-13 | 2010-12-08 | 江苏正大天晴药业股份有限公司 | 结晶性抗胆碱药噻托溴铵 |
| US20080051582A1 (en) | 2006-07-10 | 2008-02-28 | Sicor Inc. | Process for the preparation of tiotropium bromide |
| CN101032484B (zh) * | 2007-04-02 | 2010-05-26 | 南京卡文迪许生物工程技术有限公司 | 一种噻托溴铵胶囊型吸入粉雾剂 |
| GB0716026D0 (en) | 2007-08-16 | 2007-09-26 | Norton Healthcare Ltd | An inhalable medicament |
| US20110250149A1 (en) * | 2008-11-04 | 2011-10-13 | Cipla Limited | Tiotropium Bromide Having a Low Degree of Crystallinity |
| JP2012507574A (ja) * | 2008-11-04 | 2012-03-29 | シプラ・リミテッド | 医薬エアロゾル組成物 |
| US8697719B2 (en) * | 2009-08-07 | 2014-04-15 | Generics [Uk] Limited | Anhydrate of tiotropium bromide |
| TR201111589A2 (tr) * | 2011-03-03 | 2012-09-21 | Bi̇lgi̇ç Mahmut | Tiotropyum bromür susuz kristal formu. |
| CZ304368B6 (cs) | 2011-11-28 | 2014-04-02 | Zentiva, K.S. | Směsný solvát tiotropium bromidu a způsob jeho přípravy |
| GB201200525D0 (en) | 2011-12-19 | 2012-02-29 | Teva Branded Pharmaceutical Prod R & D Inc | An inhalable medicament |
| EP2897955B1 (en) * | 2012-09-11 | 2019-11-06 | Bilgic, Mahmut | New tiotropium bromide crystalline form |
| KR20150079671A (ko) | 2012-11-05 | 2015-07-08 | 젠티바, 케이.에스. | 티오트로피움 용매화물을 안정화하는 방법 |
| EP2913332A1 (en) | 2014-02-27 | 2015-09-02 | Euticals S.P.A. | Crystalline form of tiotropium bromide with lactose |
| US10034866B2 (en) | 2014-06-19 | 2018-07-31 | Teva Branded Pharmaceutical Products R&D, Inc. | Inhalable medicament comprising tiotropium |
| WO2017138896A1 (en) | 2016-02-11 | 2017-08-17 | Sima Patent Ve Lisanslama Hizmetleri Ltd. Şti | Crystalline form of tiotropium bromide anhydrate |
| EP4108230A1 (en) | 2021-06-24 | 2022-12-28 | Laboratoires SMB | New dry powder composition of tiotropium for inhalation |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5610163A (en) * | 1989-09-16 | 1997-03-11 | Boehringer Ingelheim Gmbh | Esters of thienyl carboxylic acids and amino alcohols and their quaternization products |
| DE3931041C2 (de) * | 1989-09-16 | 2000-04-06 | Boehringer Ingelheim Kg | Ester von Thienylcarbonsäuren mit Aminoalkoholen, ihre Quaternierungsprodukte, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel |
| EP1326862B1 (de) * | 2000-10-12 | 2004-09-15 | BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG | Kristallines monohydrat von tiotropiumbromid, verfahren zu dessen herstellung und dessen verwendung zur herstellung eines arzneimittels |
| DE10111843A1 (de) * | 2001-03-13 | 2002-09-19 | Boehringer Ingelheim Pharma | Verbindungen zur Behandlung von inflammatorischen Erkrankungen |
| KR100971616B1 (ko) * | 2001-06-22 | 2010-07-22 | 베링거 잉겔하임 파르마 게엠베하 운트 코 카게 | 결정질 항콜린제, 이의 제조방법 및 이를 포함하는 약제학적 조성물 |
-
2004
- 2004-10-29 JP JP2006537208A patent/JP4553902B2/ja not_active Expired - Lifetime
- 2004-10-29 AT AT04791029T patent/ATE453641T1/de active
- 2004-10-29 HR HR20100029T patent/HRP20100029T1/hr unknown
- 2004-10-29 DE DE502004010602T patent/DE502004010602D1/de not_active Expired - Lifetime
- 2004-10-29 PE PE2004001047A patent/PE20050996A1/es active IP Right Grant
- 2004-10-29 PL PL04791029T patent/PL1682542T3/pl unknown
- 2004-10-29 PT PT04791029T patent/PT1682542E/pt unknown
- 2004-10-29 CA CA2544352A patent/CA2544352C/en not_active Expired - Fee Related
- 2004-10-29 KR KR1020127007695A patent/KR101313904B1/ko not_active Expired - Fee Related
- 2004-10-29 CN CNB200480032521XA patent/CN100509809C/zh not_active Expired - Lifetime
- 2004-10-29 EP EP04791029A patent/EP1682542B1/de not_active Expired - Lifetime
- 2004-10-29 UA UAA200605766A patent/UA82909C2/uk unknown
- 2004-10-29 EA EA200600853A patent/EA008587B1/ru unknown
- 2004-10-29 BR BRPI0415636-6A patent/BRPI0415636A/pt not_active IP Right Cessation
- 2004-10-29 RS YUP-2006/0291A patent/RS20060291A/sr unknown
- 2004-10-29 ES ES04791029T patent/ES2338563T3/es not_active Expired - Lifetime
- 2004-10-29 DK DK04791029.4T patent/DK1682542T3/da active
- 2004-10-29 ME MEP-2008-517A patent/ME00349B/me unknown
- 2004-10-29 NZ NZ547581A patent/NZ547581A/en not_active IP Right Cessation
- 2004-10-29 SI SI200431356T patent/SI1682542T1/sl unknown
- 2004-10-29 RS RS20060291A patent/RS51599B/sr unknown
- 2004-10-29 KR KR1020067010918A patent/KR101285571B1/ko not_active Expired - Fee Related
- 2004-10-29 WO PCT/EP2004/012269 patent/WO2005042527A1/de not_active Ceased
- 2004-10-29 AU AU2004285684A patent/AU2004285684B2/en not_active Ceased
- 2004-11-01 MY MYPI20044518A patent/MY146628A/en unknown
- 2004-11-02 TW TW093133282A patent/TWI336330B/zh not_active IP Right Cessation
- 2004-11-03 AR ARP040104040A patent/AR046319A1/es unknown
- 2004-11-03 UY UY28596A patent/UY28596A1/es not_active Application Discontinuation
-
2006
- 2006-03-22 ZA ZA200602344A patent/ZA200602344B/en unknown
- 2006-04-24 IL IL175126A patent/IL175126A/en active IP Right Grant
- 2006-05-02 CO CO06041173A patent/CO5690641A2/es not_active Application Discontinuation
- 2006-05-03 MX MXPA06004940 patent/MX272045B/es active IP Right Grant
- 2006-05-03 EC EC2006006543A patent/ECSP066543A/es unknown
- 2006-06-02 NO NO20062569A patent/NO20062569L/no not_active Application Discontinuation
-
2010
- 2010-02-09 CY CY20101100120T patent/CY1110339T1/el unknown
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