JP6523461B2 - １７β−ＨＳＤ１−阻害剤のプロドラッグ - Google Patents
１７β−ＨＳＤ１−阻害剤のプロドラッグ Download PDFInfo
- Publication number
- JP6523461B2 JP6523461B2 JP2017533569A JP2017533569A JP6523461B2 JP 6523461 B2 JP6523461 B2 JP 6523461B2 JP 2017533569 A JP2017533569 A JP 2017533569A JP 2017533569 A JP2017533569 A JP 2017533569A JP 6523461 B2 JP6523461 B2 JP 6523461B2
- Authority
- JP
- Japan
- Prior art keywords
- compound
- methyl
- decahydro
- cyclopenta
- methylthiazol
- 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.)
- Active
Links
- AHOJHUQRRYNNQK-IPEDDGMGSA-N CC(CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CC3)C1=C(CC(Cl)=C1O)C3=C1Cl)/C2=N/OC Chemical compound CC(CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CC3)C1=C(CC(Cl)=C1O)C3=C1Cl)/C2=N/OC AHOJHUQRRYNNQK-IPEDDGMGSA-N 0.000 description 1
- LTOBWULSPQOODY-UKRYKFHKSA-N CC(CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4)C1c3cc(Br)c4O)C2=O Chemical compound CC(CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4)C1c3cc(Br)c4O)C2=O LTOBWULSPQOODY-UKRYKFHKSA-N 0.000 description 1
- MJISNQSHIYISHR-VZRRMLPQSA-N C[C@](CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4)C1c3cc(N)c4O)C2=O Chemical compound C[C@](CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4)C1c3cc(N)c4O)C2=O MJISNQSHIYISHR-VZRRMLPQSA-N 0.000 description 1
- SHENHPUEPSSUEQ-JDBGQIMMSA-N C[C@](CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4)C1c3ccc4O)/C2=N/O Chemical compound C[C@](CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4)C1c3ccc4O)/C2=N/O SHENHPUEPSSUEQ-JDBGQIMMSA-N 0.000 description 1
- QYFBVEIPJPOCKA-WJTCXCBESA-N C[C@](CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4)C1c3ccc4OC(C1NCCC1)=O)/C2=N/OC Chemical compound C[C@](CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4)C1c3ccc4OC(C1NCCC1)=O)/C2=N/OC QYFBVEIPJPOCKA-WJTCXCBESA-N 0.000 description 1
- KIPQOYJRWWGQTK-IGGGATHQSA-N C[C@](CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4Br)C1c3ccc4OP(O)(O)=O)C2=O Chemical compound C[C@](CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4Br)C1c3ccc4OP(O)(O)=O)C2=O KIPQOYJRWWGQTK-IGGGATHQSA-N 0.000 description 1
- MSWKAXLKIVADDA-MHNWBSPISA-N C[C@](CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4Cl)C1c3cc([N+]([O-])=O)c4O)C2=O Chemical compound C[C@](CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4Cl)C1c3cc([N+]([O-])=O)c4O)C2=O MSWKAXLKIVADDA-MHNWBSPISA-N 0.000 description 1
- JSSHTKVXODCHTG-MHNWBSPISA-N C[C@](CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4F)C1c3cc([N+]([O-])=O)c4O)C2=O Chemical compound C[C@](CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4F)C1c3cc([N+]([O-])=O)c4O)C2=O JSSHTKVXODCHTG-MHNWBSPISA-N 0.000 description 1
- XWDQEWFLKZSAOO-MHNWBSPISA-N C[C@](CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4[N+]([O-])=O)C1c3cc([N+]([O-])=O)c4O)C2=O Chemical compound C[C@](CC1)(C([C@H](CCC(Nc2ncc(C)[s]2)=O)C2)C(CCc3c4[N+]([O-])=O)C1c3cc([N+]([O-])=O)c4O)C2=O XWDQEWFLKZSAOO-MHNWBSPISA-N 0.000 description 1
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
- A61K31/58—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids containing heterocyclic rings, e.g. danazol, stanozolol, pancuronium or digitogenin
-
- 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
- A61K31/566—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 having an oxo group in position 17, e.g. estrone
-
- 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
- A61K31/5685—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 having an oxo group in position 17, e.g. androsterone
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/08—Drugs for disorders of the urinary system of the prostate
-
- 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
- A61P17/00—Drugs for dermatological disorders
-
- 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
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/12—Ophthalmic agents for cataracts
-
- 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
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
-
- 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
-
- 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
- A61P5/38—Drugs for disorders of the endocrine system of the suprarenal hormones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J43/00—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
- C07J43/003—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton not condensed
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J51/00—Normal steroids with unmodified cyclopenta(a)hydrophenanthrene skeleton not provided for in groups C07J1/00 - C07J43/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2300/00—Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Endocrinology (AREA)
- Diabetes (AREA)
- Ophthalmology & Optometry (AREA)
- Biomedical Technology (AREA)
- Child & Adolescent Psychology (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Pain & Pain Management (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Dermatology (AREA)
- Urology & Nephrology (AREA)
- Reproductive Health (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FI20146150 | 2014-12-23 | ||
| FI20146150 | 2014-12-23 | ||
| PCT/FI2015/050930 WO2016102776A1 (en) | 2014-12-23 | 2015-12-22 | Prodrugs of 17.beta.-hsd1 -inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018501266A JP2018501266A (ja) | 2018-01-18 |
| JP2018501266A5 JP2018501266A5 (cg-RX-API-DMAC7.html) | 2019-01-17 |
| JP6523461B2 true JP6523461B2 (ja) | 2019-06-05 |
Family
ID=55221442
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017533569A Active JP6523461B2 (ja) | 2014-12-23 | 2015-12-22 | １７β−ＨＳＤ１−阻害剤のプロドラッグ |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US10413557B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP3237431B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP6523461B2 (cg-RX-API-DMAC7.html) |
| CN (1) | CN107207561B (cg-RX-API-DMAC7.html) |
| WO (1) | WO2016102776A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10626140B2 (en) * | 2014-12-23 | 2020-04-21 | Forendo Pharma Ltd | Prodrugs of 17β-HSD1-inhibitors |
| UA126342C2 (uk) * | 2017-06-08 | 2022-09-21 | Форендо Фарма Лтд | 15-бета-[3-пропанамідо]-заміщені естра-1,3,5(10)-трієн-17-он-сполуки і їх 17-оксими для використання в інгібуванні 17-бета-гідроксистероїддегідрогеназ |
| WO2023122075A1 (en) * | 2021-12-20 | 2023-06-29 | Ohio State Innovation Foundation | Compositions comprising sterol-amino-phosphate compounds and methods of making and use thereof |
| CN120607578A (zh) * | 2024-03-08 | 2025-09-09 | 长春金赛药业有限责任公司 | 17β-HSD1抑制剂化合物、药物组合物及其应用 |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1094798A2 (en) | 1998-03-11 | 2001-05-02 | Endorecherche Inc. | INHIBITORS OF TYPE 5 AND TYPE 3 17beta-HYDROXYSTEROID DEHYDROGENASE AND METHODS FOR THEIR USE |
| ATE355279T1 (de) | 1998-08-07 | 2006-03-15 | Novartis Vaccines & Diagnostic | Pyrazole als modulatoren des östrogenrezeptors |
| GB9929302D0 (en) | 1999-12-11 | 2000-02-02 | Univ Cardiff | Benzyl tetralins compositions and uses thereof |
| ATE350375T1 (de) | 2001-09-06 | 2007-01-15 | Schering Corp | 17beta-hydroxysteroid dehydrogenase type 3 inhibitoren zur behandlung von androgen- abhängigen erkrankungen |
| CN1571782A (zh) | 2001-10-17 | 2005-01-26 | 先灵公司 | 作为3型17β－羟基类固醇脱氢酶抑制剂用于治疗雄激素依赖疾病的哌啶乙酰胺类化合物和哌嗪乙酰胺类化合物 |
| US6750248B2 (en) | 2001-11-09 | 2004-06-15 | National University Of Singapore | Methods for preparing an estrogenic preparation and isolated estrogenic compounds from a plant and uses thereof |
| PE20040750A1 (es) | 2002-11-18 | 2004-11-06 | Schering Corp | Derivados de n-(1-acetilpiperidin-4-il)-4-benzidril-2-isopropilpiperazin-1-carboxamida como inhibidores de 17beta-hidroxiesteroide deshidrogenasa de tipo 3 |
| CN1744930A (zh) | 2002-12-17 | 2006-03-08 | 先灵公司 | 治疗雄激素依赖性疾病的3型17β－羟基类固醇脱氢酶抑制剂 |
| WO2004085345A2 (en) | 2003-03-21 | 2004-10-07 | Yale University | 15α-SUBSTITUTED ESTRADIOL CARBOXYLIC ACID ESTERS AS LOCALLY ACTIVE ESTROGENS |
| GB0306718D0 (en) | 2003-03-24 | 2003-04-30 | Sterix Ltd | Compound |
| US7465739B2 (en) | 2003-06-10 | 2008-12-16 | Solvay Pharmaceuticals B.V. | Compounds and their use in therapy |
| US7754709B2 (en) | 2003-06-10 | 2010-07-13 | Solvay Pharmaceuticals Bv | Tetracyclic thiophenepyrimidinone compounds as inhibitors of 17β hydroxysteroid dehydrogenase compounds |
| TWI331154B (en) | 2003-11-12 | 2010-10-01 | Solvay Pharm Gmbh | Novel 17-hydroxysteroid dehydrogenase type i inhibitors |
| US8088758B2 (en) | 2003-11-12 | 2012-01-03 | Abbott Products Gmbh | 17β-hydroxysteroid dehydrogenase type I inhibitors |
| US7378426B2 (en) | 2004-03-01 | 2008-05-27 | Bristol-Myers Squibb Company | Fused heterotricyclic compounds as inhibitors of 17β-hydroxysteroid dehydrogenase 3 |
| DE102004032673A1 (de) | 2004-07-02 | 2006-01-26 | Schering Ag | Neue 2-substituierte D-Homo-estra-1,3,5(10)-triene als Inhibitoren der 17ß-Hydroxysteroiddehydrogenase Typ 1 |
| DE102004032674A1 (de) | 2004-07-02 | 2006-01-26 | Schering Ag | Neue 2-substituierte Estra-1,3,5(10)-trien-17-one als Inhibitoren der 17β-Hydroxysteroiddehydrogenase Typ 1 |
| UA89964C2 (ru) | 2004-09-08 | 2010-03-25 | Н.В. Органон | 15β-ЗАМЕЩЕННЫЕ СТЕРОИДЫ, КОТОРЫЕ ИМЕЮТ СЕЛЕКТИВНУЮ ЭСТРОГЕННУЮ АКТИВНОСТЬ |
| US8030298B2 (en) * | 2005-05-26 | 2011-10-04 | Abbott Products Gmbh | 17β-HSD1 and STS inhibitors |
| ES2388297T3 (es) | 2005-05-26 | 2012-10-11 | Abbott Products Gmbh | Inhibidores de 17-HSD1 y STS |
| MX2009002579A (es) | 2006-09-19 | 2009-03-20 | Solvay Pharm Gmbh | Derivados de estratrieno y sus usos como inhibidores de 17beta-hidroxiesteroide deshidrogenasa. |
| MX2009005201A (es) * | 2006-11-30 | 2009-05-27 | Solvay Pharm Gmbh | Derivados de estratrieno sustituidos como inhibidores de 17beta hsd. |
| BR112015031846A8 (pt) * | 2013-06-25 | 2018-03-06 | Forendo Pharma Ltd | derivados de estratrientiazol, seus usos, e composição farmacêutica |
| US9850272B2 (en) | 2013-06-25 | 2017-12-26 | Forendo Pharma Ltd. | Therapeutically active estratrienthiazole derivatives as inhibitors of 17.beta-hydroxy-steroid dehydrogenase, type 1 |
| AR096728A1 (es) | 2013-06-25 | 2016-01-27 | Forendo Pharma Ltd | Derivados de estratrieno-tiazol terapéuticamente activos |
| US10626140B2 (en) | 2014-12-23 | 2020-04-21 | Forendo Pharma Ltd | Prodrugs of 17β-HSD1-inhibitors |
-
2015
- 2015-12-22 US US15/539,184 patent/US10413557B2/en active Active
- 2015-12-22 JP JP2017533569A patent/JP6523461B2/ja active Active
- 2015-12-22 CN CN201580074140.6A patent/CN107207561B/zh active Active
- 2015-12-22 EP EP15828340.8A patent/EP3237431B1/en active Active
- 2015-12-22 WO PCT/FI2015/050930 patent/WO2016102776A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| EP3237431A1 (en) | 2017-11-01 |
| US20170354664A1 (en) | 2017-12-14 |
| EP3237431B1 (en) | 2019-03-20 |
| WO2016102776A1 (en) | 2016-06-30 |
| CN107207561A (zh) | 2017-09-26 |
| CN107207561B (zh) | 2020-03-31 |
| US10413557B2 (en) | 2019-09-17 |
| JP2018501266A (ja) | 2018-01-18 |
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