CN104603127B - 补体途径调节剂及其应用 - Google Patents
补体途径调节剂及其应用 Download PDFInfo
- Publication number
- CN104603127B CN104603127B CN201380035327.6A CN201380035327A CN104603127B CN 104603127 B CN104603127 B CN 104603127B CN 201380035327 A CN201380035327 A CN 201380035327A CN 104603127 B CN104603127 B CN 104603127B
- Authority
- CN
- China
- Prior art keywords
- methyl
- base
- benzo
- indole
- imidazoles
- 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 - Fee Related
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- 0 Cc1c2[n]ccc2c(C(CC2=NN=N*2)c2nc(cc(cc3)C#N)c3[n]2)c(OC)c1 Chemical compound Cc1c2[n]ccc2c(C(CC2=NN=N*2)c2nc(cc(cc3)C#N)c3[n]2)c(OC)c1 0.000 description 39
- YFRZBWJYJWPLDG-UHFFFAOYSA-N CC(C)(C)OC(Nc(c1c(cc2)[n](C)cc1)c2Br)=O Chemical compound CC(C)(C)OC(Nc(c1c(cc2)[n](C)cc1)c2Br)=O YFRZBWJYJWPLDG-UHFFFAOYSA-N 0.000 description 1
- OLTWUTVIUAZBTJ-UHFFFAOYSA-N CC(C)(C)OC([n](ccc1c2C(C(F)(F)F)(c3nc4cc(C#N)ccc4[o]3)OCC(OC)=O)c1c(C)cc2OC)=O Chemical compound CC(C)(C)OC([n](ccc1c2C(C(F)(F)F)(c3nc4cc(C#N)ccc4[o]3)OCC(OC)=O)c1c(C)cc2OC)=O OLTWUTVIUAZBTJ-UHFFFAOYSA-N 0.000 description 1
- ALFLLIKKTHVHHF-UHFFFAOYSA-N CC(C)(C)OC([n](ccc1c2C(CC(OC)=O)c3nc(cc(cc4)C#N)c4[o]3)c1c(C)cc2OC)=O Chemical compound CC(C)(C)OC([n](ccc1c2C(CC(OC)=O)c3nc(cc(cc4)C#N)c4[o]3)c1c(C)cc2OC)=O ALFLLIKKTHVHHF-UHFFFAOYSA-N 0.000 description 1
- IXWJLNMSRSFDAD-UHFFFAOYSA-N CC(C)(C)OC([n](ccc1c2CC=C)c1c(C)cc2O)=O Chemical compound CC(C)(C)OC([n](ccc1c2CC=C)c1c(C)cc2O)=O IXWJLNMSRSFDAD-UHFFFAOYSA-N 0.000 description 1
- BOPIBTLEDQNWGS-UHFFFAOYSA-N CC(C)(C)OC([n](ccc1c2Cc3nc4cc(C#N)ccc4[nH]3)c1c(C)cc2OC)=O Chemical compound CC(C)(C)OC([n](ccc1c2Cc3nc4cc(C#N)ccc4[nH]3)c1c(C)cc2OC)=O BOPIBTLEDQNWGS-UHFFFAOYSA-N 0.000 description 1
- LLEXAUQPOYOCRJ-UHFFFAOYSA-N CC(CCC(O)=O)(c1nc2cc(C#N)ccc2[o]1)c1c(cc[nH]2)c2c(C)cc1OC Chemical compound CC(CCC(O)=O)(c1nc2cc(C#N)ccc2[o]1)c1c(cc[nH]2)c2c(C)cc1OC LLEXAUQPOYOCRJ-UHFFFAOYSA-N 0.000 description 1
- VTPCLRKGODDKMG-UHFFFAOYSA-N CC(c1nc(cc(C)cc2)c2[nH]1)(c1c(C)cc(C)c2c1cc[nH]2)N(C)C Chemical compound CC(c1nc(cc(C)cc2)c2[nH]1)(c1c(C)cc(C)c2c1cc[nH]2)N(C)C VTPCLRKGODDKMG-UHFFFAOYSA-N 0.000 description 1
- MFQDWDBJGYHEEJ-UHFFFAOYSA-N CC(c1nc(cc(cc2)C#N)c2[nH]1)(c(c1c(c(C)c2)NCC1)c2OC)OC Chemical compound CC(c1nc(cc(cc2)C#N)c2[nH]1)(c(c1c(c(C)c2)NCC1)c2OC)OC MFQDWDBJGYHEEJ-UHFFFAOYSA-N 0.000 description 1
- ORXZLMZIHGQWEM-UHFFFAOYSA-N CC(c1nc(cc(cc2)N)c2[nH]1)(c1c(cc[nH]2)c2c(C)cc1C)N Chemical compound CC(c1nc(cc(cc2)N)c2[nH]1)(c1c(cc[nH]2)c2c(C)cc1C)N ORXZLMZIHGQWEM-UHFFFAOYSA-N 0.000 description 1
- GQHLENKHMIFXHS-UHFFFAOYSA-N CC(c1nc2cc(C#N)ccc2[o]1)(c1c(cc[nH]2)c2c(C)cc1OC)O Chemical compound CC(c1nc2cc(C#N)ccc2[o]1)(c1c(cc[nH]2)c2c(C)cc1OC)O GQHLENKHMIFXHS-UHFFFAOYSA-N 0.000 description 1
- KEYZGYCHUWCKBO-UHFFFAOYSA-N CCC(CC1C)=C(C(C(F)(F)F)(c2nc3cc(C#N)ccc3[nH]2)O)c2c1[nH]cc2 Chemical compound CCC(CC1C)=C(C(C(F)(F)F)(c2nc3cc(C#N)ccc3[nH]2)O)c2c1[nH]cc2 KEYZGYCHUWCKBO-UHFFFAOYSA-N 0.000 description 1
- NQCRBPIEXKNAGC-UHFFFAOYSA-N CCOC(C(C)(c1nc2cc(N)ccc2[o]1)c(c1c(c(C)c2)[nH]cc1)c2OC)=O Chemical compound CCOC(C(C)(c1nc2cc(N)ccc2[o]1)c(c1c(c(C)c2)[nH]cc1)c2OC)=O NQCRBPIEXKNAGC-UHFFFAOYSA-N 0.000 description 1
- SFLAUAQBWFYZMP-UHFFFAOYSA-N CC[N+](c(cc1)c(C2(C)C)cc1S(CC)O)=C2C=CC=CC=C(C1(C)C)N(CCCCCC(NCCOc2cc(C(CN(CC3)C(CCc(cccc4)c4[O]=C([NH-])OC(C)(C)C)=O)N3c(nc(c3c4)N)nc3cc(OC)c4OC)ccc2)=O)c(cc2)c1cc2S(O)(=O)=O Chemical compound CC[N+](c(cc1)c(C2(C)C)cc1S(CC)O)=C2C=CC=CC=C(C1(C)C)N(CCCCCC(NCCOc2cc(C(CN(CC3)C(CCc(cccc4)c4[O]=C([NH-])OC(C)(C)C)=O)N3c(nc(c3c4)N)nc3cc(OC)c4OC)ccc2)=O)c(cc2)c1cc2S(O)(=O)=O SFLAUAQBWFYZMP-UHFFFAOYSA-N 0.000 description 1
- LWIUTERINFAUGJ-UHFFFAOYSA-N CCc(cc1C)c(C(C)(c2nc3cc(C#N)ccc3[nH]2)O)c2c1[nH]cc2 Chemical compound CCc(cc1C)c(C(C)(c2nc3cc(C#N)ccc3[nH]2)O)c2c1[nH]cc2 LWIUTERINFAUGJ-UHFFFAOYSA-N 0.000 description 1
- MQTLFIWLHJBGFM-UHFFFAOYSA-N CCc1cc(C)c2[nH]cc(-c3ccn[nH]3)c2c1Cc1nc2cc(C#N)ccc2[nH]1 Chemical compound CCc1cc(C)c2[nH]cc(-c3ccn[nH]3)c2c1Cc1nc2cc(C#N)ccc2[nH]1 MQTLFIWLHJBGFM-UHFFFAOYSA-N 0.000 description 1
- RFETYCJHBASYEY-UHFFFAOYSA-N CNc(c(N)c1)cc(F)c1C#N Chemical compound CNc(c(N)c1)cc(F)c1C#N RFETYCJHBASYEY-UHFFFAOYSA-N 0.000 description 1
- MGIRVUJGWSRAOV-UHFFFAOYSA-N C[n](cc1)c2c1c([N+]([O-])=O)ccc2 Chemical compound C[n](cc1)c2c1c([N+]([O-])=O)ccc2 MGIRVUJGWSRAOV-UHFFFAOYSA-N 0.000 description 1
- FZKFFAYPMMHHAX-UHFFFAOYSA-N Cc(cc(c(C#N)c1)SC)c1N=O Chemical compound Cc(cc(c(C#N)c1)SC)c1N=O FZKFFAYPMMHHAX-UHFFFAOYSA-N 0.000 description 1
- LLTHRXSZJOHSDM-UHFFFAOYSA-N Cc(cc1)ccc1S([n]1c2c(C)cc(C)c(C=O)c2cc1)(=O)=O Chemical compound Cc(cc1)ccc1S([n]1c2c(C)cc(C)c(C=O)c2cc1)(=O)=O LLTHRXSZJOHSDM-UHFFFAOYSA-N 0.000 description 1
- NBZMCMBKDCBGMD-UHFFFAOYSA-N Cc1c2[nH]ccc2c(C(C2)(C2C(O)=O)c2nc3cc(C#N)ccc3[o]2)c(OC)c1 Chemical compound Cc1c2[nH]ccc2c(C(C2)(C2C(O)=O)c2nc3cc(C#N)ccc3[o]2)c(OC)c1 NBZMCMBKDCBGMD-UHFFFAOYSA-N 0.000 description 1
- FIWDFSXZCQQEPF-UHFFFAOYSA-N Cc1c2[nH]ccc2c(C(CCCC(O)=O)c2nc3cc(C#N)ccc3[nH]2)c(OC)c1 Chemical compound Cc1c2[nH]ccc2c(C(CCCC(O)=O)c2nc3cc(C#N)ccc3[nH]2)c(OC)c1 FIWDFSXZCQQEPF-UHFFFAOYSA-N 0.000 description 1
- SUFMRMDRJXDVBE-UHFFFAOYSA-N Cc1c2[nH]ccc2c(C(c2nc3cc(C#N)ccc3[nH]2)N)c(S(C)(=O)=O)c1 Chemical compound Cc1c2[nH]ccc2c(C(c2nc3cc(C#N)ccc3[nH]2)N)c(S(C)(=O)=O)c1 SUFMRMDRJXDVBE-UHFFFAOYSA-N 0.000 description 1
- YHIYGLABWODFAX-UHFFFAOYSA-N Cc1c2[nH]ccc2c(CO)c(CN(C(c2c3cccc2)=O)C3=O)c1 Chemical compound Cc1c2[nH]ccc2c(CO)c(CN(C(c2c3cccc2)=O)C3=O)c1 YHIYGLABWODFAX-UHFFFAOYSA-N 0.000 description 1
- VGFBHRLKHFVFAZ-UHFFFAOYSA-N Cc1c2[nH]ccc2c(Cc2nc3cc(C#N)cc(F)c3[nH]2)c(C)c1 Chemical compound Cc1c2[nH]ccc2c(Cc2nc3cc(C#N)cc(F)c3[nH]2)c(C)c1 VGFBHRLKHFVFAZ-UHFFFAOYSA-N 0.000 description 1
- KBLPJOMEMOKRFI-UHFFFAOYSA-N Cc1c2[nH]ccc2c(Cc2nc3cc(C#N)ccc3[nH]2)c(C)c1 Chemical compound Cc1c2[nH]ccc2c(Cc2nc3cc(C#N)ccc3[nH]2)c(C)c1 KBLPJOMEMOKRFI-UHFFFAOYSA-N 0.000 description 1
- MSWSDWVJWJWRDL-UHFFFAOYSA-N Cc1cc(C)c(C(c2nc(cc(cc3)C#N)c3[nH]2)=O)c2c1[nH]cc2 Chemical compound Cc1cc(C)c(C(c2nc(cc(cc3)C#N)c3[nH]2)=O)c2c1[nH]cc2 MSWSDWVJWJWRDL-UHFFFAOYSA-N 0.000 description 1
- CSHOXXJZEOCALB-UHFFFAOYSA-N Cc1cc(O)c(C(C(F)(F)F)(c2nc(cc(cc3)C#N)c3[nH]2)N)c2c1[nH]cc2 Chemical compound Cc1cc(O)c(C(C(F)(F)F)(c2nc(cc(cc3)C#N)c3[nH]2)N)c2c1[nH]cc2 CSHOXXJZEOCALB-UHFFFAOYSA-N 0.000 description 1
- GPARLKIWMTVZJN-UHFFFAOYSA-N Cc1cc(OC)c(C(C2)(C2C(OC)=O)c2nc3cc(C#N)ccc3[nH]2)c2c1[nH]cc2 Chemical compound Cc1cc(OC)c(C(C2)(C2C(OC)=O)c2nc3cc(C#N)ccc3[nH]2)c2c1[nH]cc2 GPARLKIWMTVZJN-UHFFFAOYSA-N 0.000 description 1
- XBFLRXRIYJBVMA-UHFFFAOYSA-N Cc1cc(OC)c(C(c2nc3cc(C#N)ccc3[nH]2)OC)c2c1[nH]cc2 Chemical compound Cc1cc(OC)c(C(c2nc3cc(C#N)ccc3[nH]2)OC)c2c1[nH]cc2 XBFLRXRIYJBVMA-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
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- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Immunology (AREA)
- Pulmonology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Hematology (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Diabetes (AREA)
- Heart & Thoracic Surgery (AREA)
- Psychology (AREA)
- Gastroenterology & Hepatology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Ophthalmology & Optometry (AREA)
- Communicable Diseases (AREA)
- Transplantation (AREA)
- Tropical Medicine & Parasitology (AREA)
- Vascular Medicine (AREA)
- Child & Adolescent Psychology (AREA)
- Obesity (AREA)
- Oncology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261642798P | 2012-05-04 | 2012-05-04 | |
| US61/642,798 | 2012-05-04 | ||
| US201361782820P | 2013-03-14 | 2013-03-14 | |
| US61/782,820 | 2013-03-14 | ||
| PCT/IB2013/053546 WO2013164802A1 (en) | 2012-05-04 | 2013-05-03 | Complement pathway modulators and uses thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104603127A CN104603127A (zh) | 2015-05-06 |
| CN104603127B true CN104603127B (zh) | 2016-10-05 |
Family
ID=48626502
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201380035327.6A Expired - Fee Related CN104603127B (zh) | 2012-05-04 | 2013-05-03 | 补体途径调节剂及其应用 |
Country Status (25)
| Country | Link |
|---|---|
| EP (1) | EP2855456B1 (enExample) |
| JP (1) | JP6180514B2 (enExample) |
| KR (1) | KR20150003903A (enExample) |
| CN (1) | CN104603127B (enExample) |
| AP (1) | AP2014008040A0 (enExample) |
| AR (1) | AR090945A1 (enExample) |
| AU (1) | AU2013255470B2 (enExample) |
| BR (1) | BR112014027359A2 (enExample) |
| CA (1) | CA2872000A1 (enExample) |
| CL (1) | CL2014002919A1 (enExample) |
| CR (1) | CR20140508A (enExample) |
| EA (1) | EA027113B1 (enExample) |
| ES (1) | ES2630079T3 (enExample) |
| HK (1) | HK1206017A1 (enExample) |
| IL (1) | IL235362A0 (enExample) |
| MX (1) | MX2014013428A (enExample) |
| PE (1) | PE20150623A1 (enExample) |
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| US9676728B2 (en) | 2013-10-30 | 2017-06-13 | Novartis Ag | 2-benzyl-benzimidazole complement factor B inhibitors and uses thereof |
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| KR20190036520A (ko) * | 2016-06-27 | 2019-04-04 | 아칠리온 파르마세우티칼스 인코포레이티드 | 의학적 장애를 치료하기 위한 퀴나졸린 및 인돌 화합물 |
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| EP3841086B1 (en) | 2018-08-20 | 2025-04-23 | Achillion Pharmaceuticals, Inc. | Pharmaceutical compounds for the treatment of complement factor d medical disorders |
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| US20250171423A1 (en) | 2020-09-23 | 2025-05-29 | Achillion Pharmaceuticals, Inc. | Pharmaceutical compounds for the treatment of complement mediated disorders |
| CN116496249A (zh) | 2022-01-26 | 2023-07-28 | 上海美悦生物科技发展有限公司 | 补体因子b抑制剂的盐型、晶型及其制备方法和应用 |
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| CN120435467A (zh) * | 2022-12-31 | 2025-08-05 | 珠海联邦制药股份有限公司 | 补体因子b抑制剂及其药物组合物和应用 |
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| WO2025008517A1 (en) | 2023-07-06 | 2025-01-09 | Sitala Bio Ltd | Indole derivatives with factor b inhibitory activity |
| WO2025008516A2 (en) | 2023-07-06 | 2025-01-09 | Sitala Bio Ltd | Novel compounds |
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- 2013-05-03 EP EP13729096.1A patent/EP2855456B1/en active Active
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- 2013-05-03 KR KR1020147033713A patent/KR20150003903A/ko not_active Withdrawn
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- 2013-05-03 CN CN201380035327.6A patent/CN104603127B/zh not_active Expired - Fee Related
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- 2013-05-03 CA CA2872000A patent/CA2872000A1/en not_active Abandoned
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Also Published As
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| KR20150003903A (ko) | 2015-01-09 |
| IL235362A0 (en) | 2014-12-31 |
| TN2014000449A1 (en) | 2016-03-30 |
| TW201348199A (zh) | 2013-12-01 |
| EP2855456B1 (en) | 2017-03-29 |
| PE20150623A1 (es) | 2015-05-17 |
| HK1206017A1 (en) | 2015-12-31 |
| EA027113B1 (ru) | 2017-06-30 |
| UY34781A (es) | 2013-12-31 |
| BR112014027359A2 (pt) | 2017-07-18 |
| WO2013164802A1 (en) | 2013-11-07 |
| AP2014008040A0 (en) | 2014-10-31 |
| CL2014002919A1 (es) | 2015-07-03 |
| JP6180514B2 (ja) | 2017-08-16 |
| PH12014502462A1 (en) | 2014-12-22 |
| JP2015515976A (ja) | 2015-06-04 |
| AU2013255470B2 (en) | 2015-09-17 |
| SG11201406973PA (en) | 2014-12-30 |
| ES2630079T3 (es) | 2017-08-17 |
| CN104603127A (zh) | 2015-05-06 |
| EP2855456A1 (en) | 2015-04-08 |
| AR090945A1 (es) | 2014-12-17 |
| AU2013255470A1 (en) | 2014-11-13 |
| CR20140508A (es) | 2015-03-13 |
| MX2014013428A (es) | 2015-02-04 |
| PT2855456T (pt) | 2017-07-10 |
| PL2855456T3 (pl) | 2017-09-29 |
| EA201492023A1 (ru) | 2015-03-31 |
| CA2872000A1 (en) | 2013-11-07 |
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