JP5755731B2 - Ｈｉｖ成熟阻害剤としての修飾ｃ−３ベツリン酸誘導体のｃ−２８アミド - Google Patents
Ｈｉｖ成熟阻害剤としての修飾ｃ−３ベツリン酸誘導体のｃ−２８アミド Download PDFInfo
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- JP5755731B2 JP5755731B2 JP2013513340A JP2013513340A JP5755731B2 JP 5755731 B2 JP5755731 B2 JP 5755731B2 JP 2013513340 A JP2013513340 A JP 2013513340A JP 2013513340 A JP2013513340 A JP 2013513340A JP 5755731 B2 JP5755731 B2 JP 5755731B2
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- alkyl
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- cyclopenta
- pentamethyl
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- CARQFZMOHADUKC-BDYKDQQASA-N CC(C)([C@@H]1CC2)C(c(ccc(C(O)=O)c3)c3F)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCCN(CC1)CCC1(F)F)=O Chemical compound CC(C)([C@@H]1CC2)C(c(ccc(C(O)=O)c3)c3F)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCCN(CC1)CCC1(F)F)=O CARQFZMOHADUKC-BDYKDQQASA-N 0.000 description 1
- BNYFRFZRHWQDIQ-YLJBMROHSA-N CC(C)([C@@H]1CC2)C(c(ccc(C(O)=O)c3)c3F)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C=C)[C@@]21C(NCCN(CC1)CCC1(F)F)=O Chemical compound CC(C)([C@@H]1CC2)C(c(ccc(C(O)=O)c3)c3F)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C=C)[C@@]21C(NCCN(CC1)CCC1(F)F)=O BNYFRFZRHWQDIQ-YLJBMROHSA-N 0.000 description 1
- VVHCSEKVBZTRRH-RPSIQIFRSA-N CC(C)([C@@H]1CC2)C(c3ccc(C(O)O)cc3)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCCN(CCC1)C1=O)=O Chemical compound CC(C)([C@@H]1CC2)C(c3ccc(C(O)O)cc3)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(NCCN(CCC1)C1=O)=O VVHCSEKVBZTRRH-RPSIQIFRSA-N 0.000 description 1
- GOXDHWRKTLQGMG-BWAJZPSWSA-N CC(C)([C@@H]1CC2)C(c3ccc(C(O)O)cc3)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(N[C@@H](Cc1ccccc1)C(O)=O)=O Chemical compound CC(C)([C@@H]1CC2)C(c3ccc(C(O)O)cc3)=CC[C@]1(C)[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@@H]([C@@H](CC1)C(C)=C)[C@@]21C(N[C@@H](Cc1ccccc1)C(O)=O)=O GOXDHWRKTLQGMG-BWAJZPSWSA-N 0.000 description 1
- ZUSGPADKQOUQCH-GSWCUGAVSA-N CC(C)C[C@@H](C(O)=O)NC([C@@](CC[C@H]1C(C)=C)(CC2)[C@H]1[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@]1(C)[C@@H]2C(C)(C)C(c(cc2)ccc2C(O)=O)=CC1)=O Chemical compound CC(C)C[C@@H](C(O)=O)NC([C@@](CC[C@H]1C(C)=C)(CC2)[C@H]1[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@]1(C)[C@@H]2C(C)(C)C(c(cc2)ccc2C(O)=O)=CC1)=O ZUSGPADKQOUQCH-GSWCUGAVSA-N 0.000 description 1
- CJEBDIAEJSHYHU-ADLZBGDZSA-N CC(C)[C@H](CC1)C([C@@H](CC2)[C@@](C)(CC3)[C@](C)(CC4)C2[C@]2(C)C4C(C)(C)C(c(cc4)ccc4C(OC)=O)=CC2)[C@]13C(O)=O Chemical compound CC(C)[C@H](CC1)C([C@@H](CC2)[C@@](C)(CC3)[C@](C)(CC4)C2[C@]2(C)C4C(C)(C)C(c(cc4)ccc4C(OC)=O)=CC2)[C@]13C(O)=O CJEBDIAEJSHYHU-ADLZBGDZSA-N 0.000 description 1
- CKIYFPRGTJXTKI-CCNIEAMXSA-N CC(C)[C@H](CC1)[C@H]([C@@H](CC2)[C@@](C)(CC3)[C@](C)(CC4)[C@H]2[C@@](C)(CC2)[C@@H]4C(C)(C)[C@H]2c(cc2)ccc2C(OC)=O)[C@]13C(Cl)=O Chemical compound CC(C)[C@H](CC1)[C@H]([C@@H](CC2)[C@@](C)(CC3)[C@](C)(CC4)[C@H]2[C@@](C)(CC2)[C@@H]4C(C)(C)[C@H]2c(cc2)ccc2C(OC)=O)[C@]13C(Cl)=O CKIYFPRGTJXTKI-CCNIEAMXSA-N 0.000 description 1
- ADBVTNHLSCIOBK-WECSNRJHSA-N CC(C)[C@H](CC1)[C@H]([C@@H](CC2)[C@@](C)(CC3)[C@](C)(CC4)[C@H]2[C@]2(C)[C@@H]4C(C)(C)C(c(cc4)ccc4C(OC)=O)=CC2)[C@]13C(NCCN(C)C)=O Chemical compound CC(C)[C@H](CC1)[C@H]([C@@H](CC2)[C@@](C)(CC3)[C@](C)(CC4)[C@H]2[C@]2(C)[C@@H]4C(C)(C)C(c(cc4)ccc4C(OC)=O)=CC2)[C@]13C(NCCN(C)C)=O ADBVTNHLSCIOBK-WECSNRJHSA-N 0.000 description 1
- CHDVFHGMKRKZJV-MSEMWXCYSA-N CCCN(CCNC([C@@](CC[C@H]1C(C)=C)(CC2)[C@H]1[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@]1(C)[C@@H]2C(C)(C)C(c(cc2)ccc2C(OC)=O)=CC1)=O)CC(OC)=O Chemical compound CCCN(CCNC([C@@](CC[C@H]1C(C)=C)(CC2)[C@H]1[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@]1(C)[C@@H]2C(C)(C)C(c(cc2)ccc2C(OC)=O)=CC1)=O)CC(OC)=O CHDVFHGMKRKZJV-MSEMWXCYSA-N 0.000 description 1
- UTHUAKCBRXCAOS-TYPDTNHVSA-N C[C@@H](C(O)=O)NC([C@@](CC[C@H]1C(C)=C)(CC2)[C@H]1[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@]1(C)[C@@H]2C(C)(C)C(c(cc2)ccc2C(O)=O)=CC1)=O Chemical compound C[C@@H](C(O)=O)NC([C@@](CC[C@H]1C(C)=C)(CC2)[C@H]1[C@@H](CC1)[C@]2(C)[C@](C)(CC2)[C@H]1[C@]1(C)[C@@H]2C(C)(C)C(c(cc2)ccc2C(O)=O)=CC1)=O UTHUAKCBRXCAOS-TYPDTNHVSA-N 0.000 description 1
- FUFAPKOCRZYSHH-CVTBAMPXSA-N C[C@H](CC1)[C@H](C)[C@H]2C3=CC[C@H]([C@@](C)(CC4)[C@@H](CC5)C(C)(C)[C@H]4O)[C@]5(C)[C@]3(C)CC[C@@]12C(OCc1ccccc1)=O Chemical compound C[C@H](CC1)[C@H](C)[C@H]2C3=CC[C@H]([C@@](C)(CC4)[C@@H](CC5)C(C)(C)[C@H]4O)[C@]5(C)[C@]3(C)CC[C@@]12C(OCc1ccccc1)=O FUFAPKOCRZYSHH-CVTBAMPXSA-N 0.000 description 1
- VGZBAUXKFOTNDN-KBSNOELUSA-N C[C@H](CC[C@@](CC1)([C@@H](CCC2)[C@@H]1C(C)=C)C(N1CCN(CCO)CC1)=O)[C@](C)(CC1)[C@H]2[C@]2(C)[C@@H]1C(C)(C)C(c(cc1)ccc1C(O)=O)=CC2 Chemical compound C[C@H](CC[C@@](CC1)([C@@H](CCC2)[C@@H]1C(C)=C)C(N1CCN(CCO)CC1)=O)[C@](C)(CC1)[C@H]2[C@]2(C)[C@@H]1C(C)(C)C(c(cc1)ccc1C(O)=O)=CC2 VGZBAUXKFOTNDN-KBSNOELUSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
- C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Virology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- AIDS & HIV (AREA)
- Tropical Medicine & Parasitology (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35133210P | 2010-06-04 | 2010-06-04 | |
| US61/351,332 | 2010-06-04 | ||
| PCT/US2011/038884 WO2011153319A1 (en) | 2010-06-04 | 2011-06-02 | C-28 amides of modified c-3 betulinic acid derivatives as hiv maturation inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013527243A JP2013527243A (ja) | 2013-06-27 |
| JP2013527243A5 JP2013527243A5 (cg-RX-API-DMAC7.html) | 2014-07-17 |
| JP5755731B2 true JP5755731B2 (ja) | 2015-07-29 |
Family
ID=44627254
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013513340A Expired - Fee Related JP5755731B2 (ja) | 2010-06-04 | 2011-06-02 | Ｈｉｖ成熟阻害剤としての修飾ｃ−３ベツリン酸誘導体のｃ−２８アミド |
Country Status (20)
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103339141B (zh) * | 2011-01-31 | 2016-08-24 | 百时美施贵宝公司 | 作为hiv成熟抑制剂的c-3修饰的桦木酸衍生物的c-28胺 |
| KR101886467B1 (ko) * | 2011-01-31 | 2018-08-07 | 비브 헬스케어 유케이 (넘버4) 리미티드 | Hiv 성숙 억제 활성을 갖는 c-17 및 c-3 변형 트리테르페노이드 |
| US8754069B2 (en) | 2011-09-21 | 2014-06-17 | Bristol-Myers Squibb Company | Betulinic acid derivatives with antiviral activity |
| US8906889B2 (en) | 2012-02-15 | 2014-12-09 | Bristol-Myers Squibb Company | C-3 cycloalkenyl triterpenoids with HIV maturation inhibitory activity |
| US8889854B2 (en) * | 2012-05-07 | 2014-11-18 | Bristol-Myers Squibb Company | C-17 bicyclic amines of triterpenoids with HIV maturation inhibitory activity |
| US9637516B2 (en) | 2012-12-31 | 2017-05-02 | Hetero Research Foundation | Betulinic acid proline derivatives as HIV inhibitors |
| JP6186010B2 (ja) * | 2013-02-06 | 2017-08-23 | ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ | Ｈｉｖ成熟阻害活性を有するｃ−１９修飾トリテルペノイド類 |
| EA027861B1 (ru) * | 2013-02-25 | 2017-09-29 | Бристол-Майерс Сквибб Компани | C-3 алкил- и алкенилмодифицированные производные бетулиновой кислоты или их фармацевтические соли, противовирусная фармацевтическая композиция и фармацевтическая композиция для лечения вич на их основе |
| SMT202000581T1 (it) | 2014-04-11 | 2020-11-10 | Viiv Healthcare Uk No 4 Ltd | Triterpenoidi con attività di inibizione della maturazione di hiv, sostituiti in posizione 3 con un anello non aromatico portante un sostituente alogenoalchilico |
| US9920090B2 (en) | 2014-06-19 | 2018-03-20 | VIIV Healthcare UK (No.5) Limited | Betulinic acid derivatives with HIV maturation inhibitory activity |
| WO2015198263A2 (en) * | 2014-06-26 | 2015-12-30 | Hetero Research Foundation | Novel betulinic proline substituted derivatives as hiv inhibitors |
| US20170129916A1 (en) | 2014-06-26 | 2017-05-11 | Hetero Research Foundation | Novel betulinic proline imidazole derivatives as hiv inhibitors |
| WO2016077569A1 (en) | 2014-11-14 | 2016-05-19 | Bristol-Myers Squibb Company | C17-aryl substituted betulinic acid analogs |
| US9969767B2 (en) | 2014-11-14 | 2018-05-15 | VIIV Healthcare UK (No.5) Limited | Oxolupene derivatives |
| MA40886B1 (fr) | 2015-02-09 | 2020-03-31 | Hetero Research Foundation | Nouveau triterpénone en c-3 avec des dérivés d'amide inverse en c-28 en tant qu'inhibiteurs du vih |
| WO2016147099A2 (en) | 2015-03-16 | 2016-09-22 | Hetero Research Foundation | C-3 novel triterpenone with c-28 amide derivatives as hiv inhibitors |
| EP3328876A1 (en) | 2015-07-28 | 2018-06-06 | Glaxosmithkline Intellectual Property (No. 2) Limited | Betuin derivatives for preventing or treating hiv infections |
| CA2993758A1 (en) | 2015-07-28 | 2017-02-02 | Glaxosmithkline Intellectual Property (No.2) Limited | Betuin derivatives for preventing or treating hiv infections |
| JP2018528231A (ja) * | 2015-09-24 | 2018-09-27 | グラクソスミスクライン、インテレクチュアル、プロパティー、（ナンバー２）、リミテッドＧｌａｘｏｓｍｉｔｈｋｌｉｎｅ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ （Ｎｏ．２） Ｌｉｍｉｔｅｄ | Ｈｉｖ成熟阻害活性を有する化合物 |
| CA3011616A1 (en) | 2016-01-20 | 2017-07-27 | Glaxosmithkline Intellectual Property (No.2) Limited | Amine derivatives of lupanes with hiv maturation inhibitory activity |
| AR107512A1 (es) | 2016-02-04 | 2018-05-09 | VIIV HEALTHCARE UK Nº 5 LTD | Triterpenoides modificados en c-3 y c-17 como inhibidores del vih-1 |
| EP3478703A1 (en) * | 2016-06-30 | 2019-05-08 | ViiV Healthcare UK (No.5) Limited | Triterpenoid inhibitors of human immunodeficiency virus replication |
| ES2970042T3 (es) | 2018-04-24 | 2024-05-24 | Viiv Healthcare Uk No 5 Ltd | Compuestos con actividad inhibidora de la maduración del VIH |
| PL237998B1 (pl) | 2018-05-28 | 2021-06-28 | Narodowy Inst Lekow | Fosfonowe pochodne kwasu 3-karboksyacylobetulinowego, sposób ich otrzymywania oraz ich zastosowanie |
| US10343997B1 (en) | 2018-12-04 | 2019-07-09 | King Saud University | Ursolic acid derivatives |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5413999A (en) | 1991-11-08 | 1995-05-09 | Merck & Co., Inc. | HIV protease inhibitors useful for the treatment of AIDS |
| US5962527A (en) | 1995-03-21 | 1999-10-05 | The Board Of Trustees Of The University Of Illinois | Method and composition for treating cancers |
| US5869535A (en) | 1995-03-21 | 1999-02-09 | The Board Of Trustees Of The University Of Illinois | Method and composition for selectively inhibiting melanoma |
| US5679828A (en) * | 1995-06-05 | 1997-10-21 | Biotech Research Labs, Inc. | Betulinic acid and dihydrobetulinic acid derivatives and uses therefor |
| ATE348839T1 (de) * | 1998-03-02 | 2007-01-15 | Univ North Carolina | Acylierte betulin- und dihydrobetulinderivate, ihre herstellung und verwendung |
| US20040110785A1 (en) | 2001-02-02 | 2004-06-10 | Tao Wang | Composition and antiviral activity of substituted azaindoleoxoacetic piperazine derivatives |
| US7365221B2 (en) | 2002-09-26 | 2008-04-29 | Panacos Pharmaceuticals, Inc. | Monoacylated betulin and dihydrobetulin derivatives, preparation thereof and use thereof |
| CA2499038A1 (en) * | 2002-09-26 | 2004-04-08 | Panacos Pharmaceuticals, Inc. | Monoacylated betulin and dihydrobetulin derivatives, preparation thereof and use thereof |
| US20050014730A1 (en) | 2003-04-02 | 2005-01-20 | Carlson Robert M. | Anti-fungal formulation of triterpene and essential oil |
| US7745625B2 (en) | 2004-03-15 | 2010-06-29 | Bristol-Myers Squibb Company | Prodrugs of piperazine and substituted piperidine antiviral agents |
| AU2005224260A1 (en) | 2004-03-17 | 2005-09-29 | Panacos Pharmaceuticals, Inc. | Pharmaceuticals salts of 3-O-(3',3'-dimethylsuccinyl) betulinic acid |
| US20060019934A1 (en) * | 2004-05-20 | 2006-01-26 | Saxena Brij B | Anti-HIV-1 activity of betulinol derivatives |
| US7282521B2 (en) * | 2004-05-24 | 2007-10-16 | University Of North Carolina At Chapel Hill | Anti-retroviral moronic acid derivatives |
| TW200628161A (en) * | 2004-11-12 | 2006-08-16 | Panacos Pharmaceuticals Inc | Novel betulin derivatives, preparation thereof and use thereof |
| JP2009527563A (ja) * | 2006-02-21 | 2009-07-30 | アキリオン ファーマシューティカルズ，インコーポレーテッド | ウイルス感染症を治療するのに有用な置換タラキサスタン |
| WO2008097341A2 (en) * | 2006-07-26 | 2008-08-14 | Myriad Genetics, Inc. | Antiviral compounds and use thereof |
| WO2008127364A2 (en) * | 2006-10-13 | 2008-10-23 | Myriad Genetics, Inc. | Antiviral compounds and use thereof |
| US20110144069A1 (en) | 2006-10-16 | 2011-06-16 | Myriad Genetics, Incorporated | Compounds for treating viral infections |
| EP2178376A4 (en) * | 2007-08-03 | 2011-12-14 | Advanced Life Sciences Inc | LUPANIC TRITERPENOIDS MODIFIED IN 30-POSITION AND ITS ANALOG |
| WO2009042166A1 (en) | 2007-09-25 | 2009-04-02 | Panacos Pharmaceuticals, Inc. | Liquid bevirimat dosage forms for oral administration |
| CA2714049A1 (en) | 2008-02-14 | 2009-08-20 | Virochem Pharma Inc. | Novel 17.beta. lupane derivatives |
| WO2009114083A2 (en) | 2008-03-03 | 2009-09-17 | Panacos Pharmaceuticals, Inc. | Determinants of antiviral response |
| JP5588966B2 (ja) * | 2008-04-18 | 2014-09-10 | リアタ ファーマシューティカルズ インコーポレイテッド | 抗酸化炎症モジュレーター：ｃ−１７同族体化オレアノール酸誘導体 |
| CN102883608A (zh) * | 2010-02-11 | 2013-01-16 | 葛兰素史密丝克莱恩有限责任公司 | 白桦脂醇衍生物 |
-
2011
- 2011-06-02 RS RS20150587A patent/RS54239B1/sr unknown
- 2011-06-02 HU HUE11726564A patent/HUE026662T2/en unknown
- 2011-06-02 WO PCT/US2011/038884 patent/WO2011153319A1/en not_active Ceased
- 2011-06-02 US US13/151,722 patent/US8802661B2/en not_active Expired - Fee Related
- 2011-06-02 DK DK11726564.5T patent/DK2576586T3/en active
- 2011-06-02 CA CA2801491A patent/CA2801491C/en not_active Expired - Fee Related
- 2011-06-02 ES ES11726564.5T patent/ES2548905T3/es active Active
- 2011-06-02 CN CN201180035812.4A patent/CN102985438B/zh not_active Expired - Fee Related
- 2011-06-02 JP JP2013513340A patent/JP5755731B2/ja not_active Expired - Fee Related
- 2011-06-02 BR BR112012030810A patent/BR112012030810A2/pt not_active IP Right Cessation
- 2011-06-02 EP EP11726564.5A patent/EP2576586B1/en active Active
- 2011-06-02 MX MX2012013628A patent/MX2012013628A/es active IP Right Grant
- 2011-06-02 PT PT117265645T patent/PT2576586E/pt unknown
- 2011-06-02 PL PL11726564T patent/PL2576586T3/pl unknown
- 2011-06-02 HR HRP20150977TT patent/HRP20150977T1/hr unknown
- 2011-06-02 EA EA201270800A patent/EA026140B1/ru not_active IP Right Cessation
- 2011-06-02 SI SI201130604T patent/SI2576586T1/sl unknown
- 2011-06-03 AR ARP110101945A patent/AR081638A1/es not_active Application Discontinuation
- 2011-06-03 TW TW100119710A patent/TW201201792A/zh unknown
-
2015
- 2015-10-30 SM SM201500272T patent/SMT201500272B/it unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US20120142653A1 (en) | 2012-06-07 |
| JP2013527243A (ja) | 2013-06-27 |
| HUE026662T2 (en) | 2016-06-28 |
| WO2011153319A1 (en) | 2011-12-08 |
| SMT201500272B (it) | 2016-01-08 |
| CA2801491A1 (en) | 2011-12-08 |
| CA2801491C (en) | 2018-01-23 |
| ES2548905T3 (es) | 2015-10-21 |
| CN102985438B (zh) | 2016-05-18 |
| HRP20150977T1 (hr) | 2015-10-09 |
| PT2576586E (pt) | 2015-10-23 |
| EP2576586B1 (en) | 2015-08-12 |
| PL2576586T3 (pl) | 2016-01-29 |
| US8802661B2 (en) | 2014-08-12 |
| EA026140B1 (ru) | 2017-03-31 |
| CN102985438A (zh) | 2013-03-20 |
| EA201270800A1 (ru) | 2013-04-30 |
| DK2576586T3 (en) | 2015-11-23 |
| EP2576586A1 (en) | 2013-04-10 |
| MX2012013628A (es) | 2012-12-17 |
| SI2576586T1 (sl) | 2015-11-30 |
| TW201201792A (en) | 2012-01-16 |
| BR112012030810A2 (pt) | 2019-09-24 |
| RS54239B1 (sr) | 2015-12-31 |
| AR081638A1 (es) | 2012-10-10 |
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