JP2008538589A5 - - Google Patents
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- Publication number
- JP2008538589A5 JP2008538589A5 JP2008507201A JP2008507201A JP2008538589A5 JP 2008538589 A5 JP2008538589 A5 JP 2008538589A5 JP 2008507201 A JP2008507201 A JP 2008507201A JP 2008507201 A JP2008507201 A JP 2008507201A JP 2008538589 A5 JP2008538589 A5 JP 2008538589A5
- Authority
- JP
- Japan
- Prior art keywords
- pla
- micelles
- drug
- pmhla
- encapsulated
- 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.)
- Granted
Links
- XMEVHPAGJVLHIG-FMZCEJRJSA-N chembl454950 Chemical compound [Cl-].C1=CC=C2[C@](O)(C)[C@H]3C[C@H]4[C@H]([NH+](C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O XMEVHPAGJVLHIG-FMZCEJRJSA-N 0.000 description 24
- 239000000693 micelle Substances 0.000 description 24
- 229960004989 tetracycline hydrochloride Drugs 0.000 description 23
- 229920000747 poly(lactic acid) Polymers 0.000 description 17
- IIUZTXTZRGLYTI-UHFFFAOYSA-N Dihydrogriseofulvin Natural products COC1CC(=O)CC(C)C11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 IIUZTXTZRGLYTI-UHFFFAOYSA-N 0.000 description 14
- UXWOXTQWVMFRSE-UHFFFAOYSA-N Griseoviridin Natural products O=C1OC(C)CC=C(C(NCC=CC=CC(O)CC(O)C2)=O)SCC1NC(=O)C1=COC2=N1 UXWOXTQWVMFRSE-UHFFFAOYSA-N 0.000 description 14
- DDUHZTYCFQRHIY-UHFFFAOYSA-N Negwer: 6874 Natural products COC1=CC(=O)CC(C)C11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 DDUHZTYCFQRHIY-UHFFFAOYSA-N 0.000 description 14
- 229940079593 drug Drugs 0.000 description 14
- 239000003814 drug Substances 0.000 description 14
- DDUHZTYCFQRHIY-RBHXEPJQSA-N griseofulvin Chemical compound COC1=CC(=O)C[C@@H](C)[C@@]11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 DDUHZTYCFQRHIY-RBHXEPJQSA-N 0.000 description 14
- 229960002867 griseofulvin Drugs 0.000 description 14
- 229920001577 copolymer Polymers 0.000 description 10
- 230000002209 hydrophobic effect Effects 0.000 description 10
- 229920000642 polymer Polymers 0.000 description 10
- 229920001400 block copolymer Polymers 0.000 description 8
- NWXMGUDVXFXRIG-NAOJVREFSA-N (4s,4as,5as,12ar)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide Chemical compound C1=CC=C2C(O)(C)[C@H]3C[C@H]4[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]4(O)C(=O)C3=C(O)C2=C1O NWXMGUDVXFXRIG-NAOJVREFSA-N 0.000 description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000004098 Tetracycline Substances 0.000 description 5
- 238000005538 encapsulation Methods 0.000 description 5
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 5
- 229920001427 mPEG Polymers 0.000 description 5
- 229960002180 tetracycline Drugs 0.000 description 5
- 229930101283 tetracycline Natural products 0.000 description 5
- 235000019364 tetracycline Nutrition 0.000 description 5
- 150000003522 tetracyclines Chemical class 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 239000003937 drug carrier Substances 0.000 description 4
- JJTUDXZGHPGLLC-UHFFFAOYSA-N lactide Chemical class CC1OC(=O)C(C)OC1=O JJTUDXZGHPGLLC-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 4
- 239000003643 water by type Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- VOFUROIFQGPCGE-UHFFFAOYSA-N nile red Chemical compound C1=CC=C2C3=NC4=CC=C(N(CC)CC)C=C4OC3=CC(=O)C2=C1 VOFUROIFQGPCGE-UHFFFAOYSA-N 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- NWXMGUDVXFXRIG-PMXORCKASA-N (4r,4as,5as,6s,12ar)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide Chemical compound C1=CC=C2[C@](O)(C)[C@H]3C[C@H]4[C@@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]4(O)C(=O)C3=C(O)C2=C1O NWXMGUDVXFXRIG-PMXORCKASA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 238000012377 drug delivery Methods 0.000 description 2
- 238000002296 dynamic light scattering Methods 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 239000008363 phosphate buffer Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 238000012667 polymer degradation Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- BOZRCGLDOHDZBP-UHFFFAOYSA-N 2-ethylhexanoic acid;tin Chemical compound [Sn].CCCCC(CC)C(O)=O BOZRCGLDOHDZBP-UHFFFAOYSA-N 0.000 description 1
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- 239000012901 Milli-Q water Substances 0.000 description 1
- 208000034530 PLAA-associated neurodevelopmental disease Diseases 0.000 description 1
- 229920000469 amphiphilic block copolymer Polymers 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 229940041181 antineoplastic drug Drugs 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 229940090047 auto-injector Drugs 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- SQNZJJAZBFDUTD-UHFFFAOYSA-N durene Chemical compound CC1=CC(C)=C(C)C=C1C SQNZJJAZBFDUTD-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000008385 outer phase Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001553 poly(ethylene glycol)-block-polylactide methyl ether Polymers 0.000 description 1
- 229920001606 poly(lactic acid-co-glycolic acid) Polymers 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US67410305P | 2005-04-22 | 2005-04-22 | |
| US60/674,103 | 2005-04-22 | ||
| US75014105P | 2005-12-14 | 2005-12-14 | |
| US60/750,141 | 2005-12-14 | ||
| PCT/IB2006/002849 WO2007012979A2 (en) | 2005-04-22 | 2006-04-21 | Polylactide compositions and uses thereof |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013243625A Division JP2014065722A (ja) | 2005-04-22 | 2013-11-26 | ポリラクチド組成物およびその使用 |
| JP2014207007A Division JP6346540B2 (ja) | 2005-04-22 | 2014-10-08 | ポリラクチド組成物およびその使用 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008538589A JP2008538589A (ja) | 2008-10-30 |
| JP2008538589A5 true JP2008538589A5 (enExample) | 2014-01-16 |
| JP5749881B2 JP5749881B2 (ja) | 2015-07-15 |
Family
ID=37603048
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008507201A Expired - Fee Related JP5749881B2 (ja) | 2005-04-22 | 2006-04-21 | ポリラクチド組成物およびその使用 |
| JP2013243625A Pending JP2014065722A (ja) | 2005-04-22 | 2013-11-26 | ポリラクチド組成物およびその使用 |
| JP2014207007A Expired - Fee Related JP6346540B2 (ja) | 2005-04-22 | 2014-10-08 | ポリラクチド組成物およびその使用 |
| JP2016051888A Expired - Fee Related JP6491614B2 (ja) | 2005-04-22 | 2016-03-16 | ポリラクチド組成物およびその使用 |
| JP2017176282A Expired - Fee Related JP6559198B2 (ja) | 2005-04-22 | 2017-09-14 | ポリラクチド組成物およびその使用 |
Family Applications After (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013243625A Pending JP2014065722A (ja) | 2005-04-22 | 2013-11-26 | ポリラクチド組成物およびその使用 |
| JP2014207007A Expired - Fee Related JP6346540B2 (ja) | 2005-04-22 | 2014-10-08 | ポリラクチド組成物およびその使用 |
| JP2016051888A Expired - Fee Related JP6491614B2 (ja) | 2005-04-22 | 2016-03-16 | ポリラクチド組成物およびその使用 |
| JP2017176282A Expired - Fee Related JP6559198B2 (ja) | 2005-04-22 | 2017-09-14 | ポリラクチド組成物およびその使用 |
Country Status (9)
| Country | Link |
|---|---|
| US (5) | US8466133B2 (enExample) |
| EP (2) | EP1883665B1 (enExample) |
| JP (5) | JP5749881B2 (enExample) |
| CA (1) | CA2605652C (enExample) |
| DK (1) | DK1883665T3 (enExample) |
| ES (1) | ES2646141T3 (enExample) |
| PL (1) | PL1883665T3 (enExample) |
| PT (1) | PT1883665T (enExample) |
| WO (1) | WO2007012979A2 (enExample) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT1883665T (pt) * | 2005-04-22 | 2017-11-14 | Univ Geneve | Composições polilactídeo e usos das mesmas |
| WO2008121702A2 (en) * | 2007-03-28 | 2008-10-09 | Boston Scientific Scimed, Inc. | Medical devices having bioerodable layers for the release of therapeutic agents |
| WO2009025719A1 (en) * | 2007-08-03 | 2009-02-26 | University Of Massachusetts Medical School | Polymer compositions for biomedical and material applications |
| US8697098B2 (en) * | 2011-02-25 | 2014-04-15 | South Dakota State University | Polymer conjugated protein micelles |
| CN101665566B (zh) * | 2008-09-01 | 2012-01-04 | 南京工业大学 | 一种利用双螺杆挤出机制备聚乳酸及其制品的方法 |
| FR2942800B1 (fr) * | 2009-03-06 | 2012-04-20 | Minasolve | Procede de polymerisation par voie catalytique de 1,4-dioxanes-2,5 diones et les polymeres correspondants |
| WO2011082479A1 (en) * | 2010-01-08 | 2011-07-14 | University Of Prince Edward Island | Star polymers having controlled tacticity and methods of making same |
| ES2581837T3 (es) | 2010-07-26 | 2016-09-07 | Université De Genève | Composiciones que comprenden polímeros preparados a partir de ácidos 2-hidroxi alquil |
| KR101952599B1 (ko) | 2011-02-25 | 2019-05-22 | 사우스다코타주립대학 | 고분자 컨쥬게이트화된 단백질 마이셀 |
| WO2013083605A1 (en) | 2011-12-05 | 2013-06-13 | Ferring Bv | Triptorelin pharmaceutical composition |
| ES2604837T3 (es) | 2012-02-02 | 2017-03-09 | Esbatech - A Novartis Company Llc | Formulación de liberación sostenida que contiene anticuerpos para administración ocular |
| AR090736A1 (es) * | 2012-04-20 | 2014-12-03 | Sucampo Ag | Conjugado de compuesto triciclo-polimero |
| AR092821A1 (es) * | 2012-04-20 | 2015-05-06 | Sucampo Ag | Conjugado de derivado de acido graso-polimero |
| EP2941422B1 (en) * | 2013-02-08 | 2017-04-05 | Total Research & Technology Feluy SA | Process for preparing cyclic esters and cyclic amides |
| US8975344B2 (en) * | 2013-07-10 | 2015-03-10 | Xerox Corporation | Polyester/polycarbonate block copolymers via one-pot, neat ring opening polymerization |
| US9080012B2 (en) * | 2013-07-10 | 2015-07-14 | Xerox Corporation | One-pot, neat ring opening polymerization to prepare resin |
| DE102013018193A1 (de) | 2013-10-30 | 2015-05-13 | Martin-Luther-Universität Halle-Wittenberg, Körperschaft des öffentlichen Rechts | Injizierbare Depotformulierungen zur kontrollierten Wirkstofffreisetzung |
| CA2940955C (en) * | 2014-02-26 | 2022-03-15 | University Of Massachusetts Medical School | Amphiphilic degradable polymers for immobilization and sustained delivery of biomolecules |
| DE102014005782A1 (de) | 2014-04-23 | 2015-10-29 | Martin-Luther-Universität Halle-Wittenberg | lnjizierbare und implantierbare Trägersysteme auf Basis von modifizierten Poly(dikarbonsäure-multiol estern) zur kontrollierten Wirkstofffreisetzung |
| CN106659731A (zh) * | 2014-05-30 | 2017-05-10 | 夏尔人类遗传性治疗公司 | 用于递送核酸的可生物降解脂质 |
| US10822491B2 (en) * | 2014-11-17 | 2020-11-03 | Roquette Freres | Composition of polyester and thermoplastic starch, having improved mechanical properties |
| WO2016100520A1 (en) * | 2014-12-16 | 2016-06-23 | Boston Scientific Scimed, Inc. | Bioerodible polymer compositions |
| US9260550B1 (en) | 2015-01-27 | 2016-02-16 | International Business Machines Corporation | Lactide-based acrylate polymers |
| JP6148701B2 (ja) * | 2015-07-31 | 2017-06-14 | ユニベルシテ ドゥ ジュネーブ | ２−ヒドロキシアルキル酸から調製されたポリマーを含む組成物 |
| US10570252B2 (en) | 2017-03-08 | 2020-02-25 | International Business Machines Corporation | Flame retardant lactide monomors for polylactide synthesis |
| US10202489B2 (en) | 2017-03-08 | 2019-02-12 | International Business Machines Corporation | Lactide copolymers and ring-opened lactide copolymers |
| US10072121B1 (en) | 2017-03-08 | 2018-09-11 | International Business Machines Corporation | Bottlebrush polymers derived from poly(methylidenelactide) |
| US10035877B1 (en) | 2017-03-08 | 2018-07-31 | International Business Machines Corporation | Matrix-bondable lactide monomors for polylactide synthesis |
| EP3743041A1 (en) | 2018-01-26 | 2020-12-02 | Apidel SA | New spironolactone formulations and their use |
| CA2994005A1 (fr) * | 2018-02-05 | 2019-08-05 | Hydro-Quebec | Copolymeres d'unites ester et ether, leurs procedes de fabrication et leurs utilisations |
| EP3656378A1 (en) * | 2018-11-26 | 2020-05-27 | ValMeyer Sàrl | New composition of amide and ester local anesthetics and uses thereof |
| US11407855B2 (en) | 2019-08-23 | 2022-08-09 | The Board Of Trustees Of The University Of Illinois | Ring opening polymerization in an aqueous dispersion |
| CN116217900A (zh) * | 2021-12-02 | 2023-06-06 | 惠生工程（中国）有限公司 | 一种乙交酯、丙交酯开环共聚合制备pgla的装置及工艺 |
| WO2024064758A2 (en) * | 2022-09-21 | 2024-03-28 | Hercules Llc | Coating composition comprising a bioresorbable copolymer and an anti-microbial agent |
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| DE60333566D1 (de) * | 2002-08-13 | 2010-09-09 | Medtronic Inc | Medizinische vorrichtung mit verbesserter haftung zwischen einem polymeren berzug und einem substrat |
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| US7533176B2 (en) | 2004-07-14 | 2009-05-12 | International Business Machines Corporation | Method for supporting connection establishment in an offload of network protocol processing |
| PT1883665T (pt) * | 2005-04-22 | 2017-11-14 | Univ Geneve | Composições polilactídeo e usos das mesmas |
-
2006
- 2006-04-21 PT PT68090042T patent/PT1883665T/pt unknown
- 2006-04-21 US US11/912,102 patent/US8466133B2/en not_active Expired - Fee Related
- 2006-04-21 DK DK06809004.2T patent/DK1883665T3/da active
- 2006-04-21 CA CA2605652A patent/CA2605652C/en not_active Expired - Fee Related
- 2006-04-21 WO PCT/IB2006/002849 patent/WO2007012979A2/en not_active Ceased
- 2006-04-21 EP EP06809004.2A patent/EP1883665B1/en not_active Not-in-force
- 2006-04-21 JP JP2008507201A patent/JP5749881B2/ja not_active Expired - Fee Related
- 2006-04-21 ES ES06809004.2T patent/ES2646141T3/es active Active
- 2006-04-21 EP EP17195684.0A patent/EP3339348B1/en active Active
- 2006-04-21 PL PL06809004T patent/PL1883665T3/pl unknown
-
2013
- 2013-02-26 US US13/778,038 patent/US8741877B2/en not_active Expired - Fee Related
- 2013-11-26 JP JP2013243625A patent/JP2014065722A/ja active Pending
-
2014
- 2014-04-22 US US14/258,357 patent/US9375482B2/en not_active Expired - Fee Related
- 2014-10-08 JP JP2014207007A patent/JP6346540B2/ja not_active Expired - Fee Related
-
2016
- 2016-03-16 JP JP2016051888A patent/JP6491614B2/ja not_active Expired - Fee Related
- 2016-05-27 US US15/166,801 patent/US9925267B2/en not_active Expired - Fee Related
-
2017
- 2017-09-14 JP JP2017176282A patent/JP6559198B2/ja not_active Expired - Fee Related
-
2018
- 2018-02-14 US US15/896,275 patent/US10314913B2/en not_active Expired - Fee Related
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