AR079008A1 - Co-cristales de tramadol y coxibs, proceso de preparacion y composicion farmaceutica - Google Patents
Co-cristales de tramadol y coxibs, proceso de preparacion y composicion farmaceuticaInfo
- Publication number
- AR079008A1 AR079008A1 ARP100103777A ARP100103777A AR079008A1 AR 079008 A1 AR079008 A1 AR 079008A1 AR P100103777 A ARP100103777 A AR P100103777A AR P100103777 A ARP100103777 A AR P100103777A AR 079008 A1 AR079008 A1 AR 079008A1
- Authority
- AR
- Argentina
- Prior art keywords
- crystal
- tramadol
- increased
- solution
- coxib
- Prior art date
Links
- 239000013078 crystal Substances 0.000 title abstract 17
- TVYLLZQTGLZFBW-ZBFHGGJFSA-N (R,R)-tramadol Chemical compound COC1=CC=CC([C@]2(O)[C@H](CCCC2)CN(C)C)=C1 TVYLLZQTGLZFBW-ZBFHGGJFSA-N 0.000 title abstract 7
- 239000003255 cyclooxygenase 2 inhibitor Substances 0.000 title abstract 7
- 229960004380 tramadol Drugs 0.000 title abstract 7
- TVYLLZQTGLZFBW-GOEBONIOSA-N tramadol Natural products COC1=CC=CC([C@@]2(O)[C@@H](CCCC2)CN(C)C)=C1 TVYLLZQTGLZFBW-GOEBONIOSA-N 0.000 title abstract 7
- 238000000034 method Methods 0.000 title abstract 3
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 3
- 229940111134 coxibs Drugs 0.000 title abstract 2
- 239000000825 pharmaceutical preparation Substances 0.000 title 1
- 239000000243 solution Substances 0.000 abstract 5
- 239000002904 solvent Substances 0.000 abstract 4
- 239000006185 dispersion Substances 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- 239000012458 free base Substances 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 239000013543 active substance Substances 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 230000003247 decreasing effect Effects 0.000 abstract 1
- 230000003292 diminished effect Effects 0.000 abstract 1
- 238000004090 dissolution Methods 0.000 abstract 1
- 231100000673 dose–response relationship Toxicity 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000011259 mixed solution Substances 0.000 abstract 1
- 239000000041 non-steroidal anti-inflammatory agent Substances 0.000 abstract 1
- 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 abstract 1
Classifications
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- 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
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
-
- 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
- A61K31/63—Compounds containing para-N-benzenesulfonyl-N-groups, e.g. sulfanilamide, p-nitrobenzenesulfonyl hydrazide
- A61K31/635—Compounds containing para-N-benzenesulfonyl-N-groups, e.g. sulfanilamide, p-nitrobenzenesulfonyl hydrazide having a heterocyclic ring, e.g. sulfadiazine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- 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
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
-
- 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
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
- A61K31/05—Phenols
-
- 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
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
- A61K31/137—Arylalkylamines, e.g. amphetamine, epinephrine, salbutamol, ephedrine or methadone
-
- 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
- A61K31/192—Carboxylic acids, e.g. valproic acid having aromatic groups, e.g. sulindac, 2-aryl-propionic acids, ethacrynic acid
-
- 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
- A61K31/196—Carboxylic acids, e.g. valproic acid having an amino group the amino group being directly attached to a ring, e.g. anthranilic acid, mefenamic acid, diclofenac, chlorambucil
-
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular 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
-
- 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/10—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C217/74—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with rings other than six-membered aromatic rings being part of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurology (AREA)
- Rheumatology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Emergency Medicine (AREA)
- Immunology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicinal Preparation (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
La presente solicitud se refiere a co-cristales de tramadol y formadores de co-cristal seleccionados de NSAIDs/coxibs, procesos para preparacion de los mismos y sus usos como medicamentos o en formulaciones farmacéuticas, más particularmente para el tratamiento del dolor. Reivindicacion 1: Un co-cristal que comprende tramadol tanto como una base libre o como una sal fisiologicamente aceptable y por lo menos un coxib. Reivindicacion 2: Un co-cristal de acuerdo con la reivindicacion 1, donde el coxib se elige de tal manera que si se compara tanto con tramadol solo, como una mezcla de tramadol y el correspondiente coxib, como agente/s activo/s: la solubilidad del co-cristal se incrementa; y/o la respuesta de dosis del co-cristal se incrementa; y/o la eficacia del co-cristal se incrementa; y/o la disolucion del co-cristal se incrementa; y/o la biodisponibilidad del co-cristal se incrementa; y/o la estabilidad del co-cristal se incrementa; y/o la higroscopicidad del co-cristal se disminuye; y/o la diversidad de forma del co-cristal se disminuye; y/o la morfología del co-cristal se modula. Reivindicacion 13: Un proceso para la produccion de un co-cristal de acuerdo con reivindicacion 1 que comprende los pasos de: (a) disolver o suspender el coxib en un solvente; opcionalmente calentando la solucion o dispersion a una temperatura por encima de temperatura ambiente y por debajo del punto de ebullicion de la solucion o dispersion; (b) disolver junto con, o después, o antes del paso (a) tramadol ya sea como una base libre o como una sal en un solvente, opcionalmente combinado con el paso (a) mediante disolucion de tramadol ya junto con el coxib en el paso (a), (c) opcionalmente anadir la solucion de (b) a una solucion de (a) y mezclarlos; (d) opcionalmente anadir un solvente a la solucion de (a), (b) o (c) y mezclarlos; (e) enfriar la solucion/dispersion mezclada del paso (a), (b), (c) o (d) a temperatura ambiente o por debajo; (f) opcionalmente evaporar parte o todo el solvente; y (g) recoger mediante filtracion los co-cristales resultantes. Reivindicacion 14: Una composicion farmacéutica caracterizada por cuanto comprende una cantidad terapéuticamente eficaz del co-cristal de acuerdo con cualquiera de las reivindicaciones 1 a 12 en un medio fisiologicamente aceptable.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/EP2009/007451 WO2010043412A1 (en) | 2008-10-17 | 2009-10-16 | Co-crystals of tramadol and nsaids |
PCT/EP2010/002385 WO2011044962A1 (en) | 2009-10-16 | 2010-04-19 | Co-crystals of tramadol and coxibs |
Publications (1)
Publication Number | Publication Date |
---|---|
AR079008A1 true AR079008A1 (es) | 2011-12-21 |
Family
ID=42272447
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP100103777A AR079008A1 (es) | 2009-10-16 | 2010-10-15 | Co-cristales de tramadol y coxibs, proceso de preparacion y composicion farmaceutica |
Country Status (20)
Country | Link |
---|---|
US (1) | US20230057884A1 (es) |
JP (1) | JP5399564B2 (es) |
KR (1) | KR101471585B1 (es) |
CN (3) | CN104817501B (es) |
AR (1) | AR079008A1 (es) |
AU (1) | AU2010306168B2 (es) |
BR (1) | BR112012005011B8 (es) |
CA (1) | CA2771665C (es) |
CO (1) | CO6511248A2 (es) |
HK (1) | HK1173380A1 (es) |
HR (1) | HRP20130316T1 (es) |
IL (1) | IL218256A (es) |
MA (1) | MA33742B1 (es) |
MX (1) | MX2012003050A (es) |
NZ (1) | NZ598353A (es) |
PT (1) | PT2488169E (es) |
SG (1) | SG178835A1 (es) |
TW (1) | TWI441630B (es) |
WO (1) | WO2011044962A1 (es) |
ZA (1) | ZA201201892B (es) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2177215A1 (en) | 2008-10-17 | 2010-04-21 | Laboratorios Del. Dr. Esteve, S.A. | Co-crystals of tramadol and NSAIDs |
EP2311446A1 (en) * | 2009-10-16 | 2011-04-20 | Laboratorios Del. Dr. Esteve, S.A. | Compositions comprising Tramadol and Celecoxib in the treatment of pain |
MX2016006464A (es) * | 2016-05-18 | 2017-11-17 | Laboratorios Liomont S A De C V | Composicion farmaceutica de una combinacion de clorhidrato de tramadol-etoricoxib para el tratamiento del dolor. |
CN107648228A (zh) * | 2017-10-24 | 2018-02-02 | 珠海赛隆药业股份有限公司 | 一种帕瑞昔布钠与盐酸曲马多组成的复合物及其用途 |
WO2019130049A1 (en) | 2017-12-29 | 2019-07-04 | Grünenthal GmbH | Pharmaceutical combination comprising extended-release tramadol hydrochloride and immediate-release etoricoxib, and its use for the treatment of pain |
JP2022533580A (ja) * | 2019-05-14 | 2022-07-25 | エステベ ファーマシューティカルズ,ソシエダッド アノニマ | トラマドールの濫用傾向を低減させながら疼痛を治療するためのトラマドールおよびセレコキシブからなる共結晶の使用 |
CN112007024A (zh) * | 2019-05-28 | 2020-12-01 | 江苏恒瑞医药股份有限公司 | 艾瑞昔布与曲马多联合在制备治疗疼痛的药物中的用途 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU661723B2 (en) * | 1991-10-30 | 1995-08-03 | Mcneilab, Inc. | Composition comprising a tramadol material and a non-steroidal anti-inflammatory drug |
WO2008085674A1 (en) * | 2007-01-04 | 2008-07-17 | Transform Pharmaceuticals, Inc. | Pharmaceutical compositions comprising celecoxib co-crystals |
US20080031950A1 (en) * | 2007-04-27 | 2008-02-07 | Nectid Inc. | Novel anelgesic combination |
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2010
- 2010-04-19 CA CA2771665A patent/CA2771665C/en active Active
- 2010-04-19 NZ NZ598353A patent/NZ598353A/en unknown
- 2010-04-19 CN CN201510128029.2A patent/CN104817501B/zh active Active
- 2010-04-19 BR BR112012005011A patent/BR112012005011B8/pt active IP Right Grant
- 2010-04-19 SG SG2012011672A patent/SG178835A1/en unknown
- 2010-04-19 PT PT107184723T patent/PT2488169E/pt unknown
- 2010-04-19 CN CN201080046382.1A patent/CN102573825B/zh active Active
- 2010-04-19 JP JP2012533490A patent/JP5399564B2/ja active Active
- 2010-04-19 AU AU2010306168A patent/AU2010306168B2/en active Active
- 2010-04-19 MX MX2012003050A patent/MX2012003050A/es active IP Right Grant
- 2010-04-19 WO PCT/EP2010/002385 patent/WO2011044962A1/en active Application Filing
- 2010-04-19 CN CN201510128805.9A patent/CN104844513B/zh active Active
- 2010-04-19 KR KR1020127008672A patent/KR101471585B1/ko active IP Right Grant
- 2010-10-14 TW TW099135028A patent/TWI441630B/zh active
- 2010-10-15 AR ARP100103777A patent/AR079008A1/es active IP Right Grant
-
2012
- 2012-02-22 IL IL218256A patent/IL218256A/en active IP Right Grant
- 2012-03-14 ZA ZA2012/01892A patent/ZA201201892B/en unknown
- 2012-03-16 CO CO12046131A patent/CO6511248A2/es not_active Application Discontinuation
- 2012-05-11 MA MA34859A patent/MA33742B1/fr unknown
-
2013
- 2013-01-17 HK HK13100720.2A patent/HK1173380A1/ unknown
- 2013-04-09 HR HRP20130316AT patent/HRP20130316T1/hr unknown
-
2022
- 2022-10-18 US US17/968,253 patent/US20230057884A1/en active Pending
Also Published As
Publication number | Publication date |
---|---|
SG178835A1 (en) | 2012-05-30 |
KR20120099212A (ko) | 2012-09-07 |
BR112012005011A2 (pt) | 2016-05-03 |
AU2010306168B2 (en) | 2014-10-30 |
CN104817501A (zh) | 2015-08-05 |
CN104817501B (zh) | 2017-09-22 |
KR101471585B1 (ko) | 2014-12-10 |
CN104844513B (zh) | 2018-08-07 |
BR112012005011B8 (pt) | 2021-05-25 |
CA2771665C (en) | 2015-10-06 |
IL218256A0 (en) | 2012-04-30 |
IL218256A (en) | 2017-05-29 |
ZA201201892B (en) | 2012-11-28 |
HRP20130316T1 (en) | 2013-05-31 |
JP2013507402A (ja) | 2013-03-04 |
PT2488169E (pt) | 2013-04-03 |
NZ598353A (en) | 2014-01-31 |
CN104844513A (zh) | 2015-08-19 |
CA2771665A1 (en) | 2011-04-21 |
CO6511248A2 (es) | 2012-08-31 |
MA33742B1 (fr) | 2012-11-01 |
WO2011044962A1 (en) | 2011-04-21 |
AU2010306168A1 (en) | 2012-03-15 |
TW201116273A (en) | 2011-05-16 |
MX2012003050A (es) | 2012-05-29 |
TWI441630B (zh) | 2014-06-21 |
US20230057884A1 (en) | 2023-02-23 |
BR112012005011B1 (pt) | 2021-01-19 |
CN102573825A (zh) | 2012-07-11 |
HK1173380A1 (en) | 2013-05-16 |
CN102573825B (zh) | 2015-04-22 |
JP5399564B2 (ja) | 2014-01-29 |
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