RU2013119811A - METHOD FOR REMOVING RESIDUAL ORGANIC SOLVENT FROM MICROPARTICLES - Google Patents
METHOD FOR REMOVING RESIDUAL ORGANIC SOLVENT FROM MICROPARTICLES Download PDFInfo
- Publication number
- RU2013119811A RU2013119811A RU2013119811/05A RU2013119811A RU2013119811A RU 2013119811 A RU2013119811 A RU 2013119811A RU 2013119811/05 A RU2013119811/05 A RU 2013119811/05A RU 2013119811 A RU2013119811 A RU 2013119811A RU 2013119811 A RU2013119811 A RU 2013119811A
- Authority
- RU
- Russia
- Prior art keywords
- microparticles
- organic solvent
- residual organic
- surfactant
- combination
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract 28
- 239000011859 microparticle Substances 0.000 title claims abstract 22
- 239000003960 organic solvent Substances 0.000 title claims abstract 13
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract 12
- 150000001335 aliphatic alkanes Chemical class 0.000 claims abstract 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims abstract 6
- 239000000203 mixture Substances 0.000 claims abstract 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract 5
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims abstract 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims abstract 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims abstract 4
- 239000006185 dispersion Substances 0.000 claims abstract 4
- 239000004094 surface-active agent Substances 0.000 claims abstract 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims abstract 4
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 claims abstract 2
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 claims abstract 2
- RKDVKSZUMVYZHH-UHFFFAOYSA-N 1,4-dioxane-2,5-dione Chemical compound O=C1COC(=O)CO1 RKDVKSZUMVYZHH-UHFFFAOYSA-N 0.000 claims abstract 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims abstract 2
- 229920001577 copolymer Polymers 0.000 claims abstract 2
- 238000001035 drying Methods 0.000 claims abstract 2
- 229920000747 poly(lactic acid) Polymers 0.000 claims abstract 2
- 229920001606 poly(lactic acid-co-glycolic acid) Polymers 0.000 claims abstract 2
- 229940065514 poly(lactide) Drugs 0.000 claims abstract 2
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 claims abstract 2
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims abstract 2
- 229920000053 polysorbate 80 Polymers 0.000 claims abstract 2
- 238000000926 separation method Methods 0.000 claims abstract 2
- 239000002904 solvent Substances 0.000 claims abstract 2
- 239000001593 sorbitan monooleate Substances 0.000 claims abstract 2
- 235000011069 sorbitan monooleate Nutrition 0.000 claims abstract 2
- 229940035049 sorbitan monooleate Drugs 0.000 claims abstract 2
- 239000000600 sorbitol Substances 0.000 claims abstract 2
- 238000005406 washing Methods 0.000 claims abstract 2
- 239000013543 active substance Substances 0.000 claims 6
- DEQANNDTNATYII-OULOTJBUSA-N (4r,7s,10s,13r,16s,19r)-10-(4-aminobutyl)-19-[[(2r)-2-amino-3-phenylpropanoyl]amino]-16-benzyl-n-[(2r,3r)-1,3-dihydroxybutan-2-yl]-7-[(1r)-1-hydroxyethyl]-13-(1h-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carboxa Chemical compound C([C@@H](N)C(=O)N[C@H]1CSSC[C@H](NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](CC=2C3=CC=CC=C3NC=2)NC(=O)[C@H](CC=2C=CC=CC=2)NC1=O)C(=O)N[C@H](CO)[C@H](O)C)C1=CC=CC=C1 DEQANNDTNATYII-OULOTJBUSA-N 0.000 claims 1
- 108010016076 Octreotide Proteins 0.000 claims 1
- 102000015636 Oligopeptides Human genes 0.000 claims 1
- 108010038807 Oligopeptides Proteins 0.000 claims 1
- 229960002700 octreotide Drugs 0.000 claims 1
Classifications
-
- 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
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1629—Organic macromolecular compounds
- A61K9/1641—Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poloxamers
- A61K9/1647—Polyesters, e.g. poly(lactide-co-glycolide)
-
- 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
- A61K9/1682—Processes
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Physical Or Chemical Processes And Apparatus (AREA)
- Biological Depolymerization Polymers (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Abstract
1. Способ уменьшения содержания остаточного органического растворителя в микрочастицах, включающий:(a) объединение микрочастиц с раствором поверхностно-активного вещества в неполярном алкане для обеспечения дисперсии;(b) смешивание дисперсии;(c) сбор микрочастиц;(d) промывание микрочастиц; и(e) сушку микрочастиц;где перед стадией (а) микрочастицы содержат по меньшей мере 2% остаточного органического растворителя, содержащего галогенированный растворитель, этилацетат или их смесь.2. Способ по п.1, в котором остаточный органический растворитель содержит С-Сгалогенированный алкан.3. Способ по п.2, в котором остаточный органический растворитель содержит С-Схлорированный алкан.4. Способ по п.3, в котором остаточный органический растворитель содержит метиленхлорид, хлороформ, тетрахлорид углерода, этилендихлорид, этиленхлорид, 2,2,2-трихлорэтан или их смесь.5. Способ по п.1, в котором остаточный органический растворитель содержит этилацетат.6. Способ по п.1, в котором поверхностно-активное вещество содержит сорбитола моностеарат, сорбитана моноолеат, полиоксиэтилен сорбитана моноолеат или их комбинацию.7. Способ по п.1, в котором микрочастицы промывают свободным от поверхностно-активного вещества неполярным алканом, водой или их комбинацией.8. Способ по п.7, в котором микрочастицы промывают свободным от поверхностно-активного вещества гептаном, водой или их комбинацией.9. Способ по п.1, в котором микрочастицы собирают посредством ситового сепарирования.10. Способ по п.1, в котором микрочастицы содержат поли(лактид), поли(гликолид), поли(лактид-со-гликолид) или их сополимер, комбинацию или смесь.11. Способ по любому из пп.1-10, в кото�1. A method of reducing the residual organic solvent in the microparticles, comprising: (a) combining the microparticles with a solution of a surfactant in a non-polar alkane to provide dispersion; (b) mixing the dispersion; (c) collecting microparticles; (d) washing the microparticles; and (e) drying the microparticles; where, before step (a), the microparticles contain at least 2% residual organic solvent containing a halogenated solvent, ethyl acetate, or a mixture thereof. The method according to claim 1, wherein the residual organic solvent contains a C-halogenated alkane. The method according to claim 2, wherein the residual organic solvent contains C-chlorinated alkane. The method according to claim 3, wherein the residual organic solvent contains methylene chloride, chloroform, carbon tetrachloride, ethylene dichloride, ethylene chloride, 2,2,2-trichloroethane, or a mixture thereof. The method according to claim 1, wherein the residual organic solvent contains ethyl acetate. The method according to claim 1, wherein the surfactant comprises sorbitol monostearate, sorbitan monooleate, polyoxyethylene sorbitan monooleate, or a combination thereof. The method according to claim 1, wherein the microparticles are washed with a surfactant-free non-polar alkane, water, or a combination thereof. The method of claim 7, wherein the microparticles are washed with surfactant-free heptane, water, or a combination thereof. The method according to claim 1, wherein the microparticles are collected by screen separation. The method according to claim 1, wherein the microparticles comprise poly (lactide), poly (glycolide), poly (lactide-co-glycolide) or their copolymer, combination or mixture. The method according to any one of claims 1 to 10, wherein
Claims (16)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US38805010P | 2010-09-30 | 2010-09-30 | |
| US61/388,050 | 2010-09-30 | ||
| PCT/US2011/053655 WO2012044671A2 (en) | 2010-09-30 | 2011-09-28 | Method for removing residual organic solvent from microparticles |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2013119811A true RU2013119811A (en) | 2014-11-10 |
Family
ID=45094869
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2013119811/05A RU2013119811A (en) | 2010-09-30 | 2011-09-28 | METHOD FOR REMOVING RESIDUAL ORGANIC SOLVENT FROM MICROPARTICLES |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP2621473A2 (en) |
| JP (1) | JP5808413B2 (en) |
| CN (1) | CN103370057A (en) |
| AU (1) | AU2011308893B2 (en) |
| CA (1) | CA2813301A1 (en) |
| IL (1) | IL225254A0 (en) |
| RU (1) | RU2013119811A (en) |
| WO (1) | WO2012044671A2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104382848B (en) * | 2014-10-20 | 2017-04-26 | 齐鲁制药有限公司 | Tacrolimus suspending eye drop liquid and preparation method thereof |
| CN109718209B (en) * | 2017-10-30 | 2021-03-05 | 浙江圣兆药物科技股份有限公司 | Freeze-drying method of risperidone microspheres with low ethanol residues |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4637905A (en) * | 1982-03-04 | 1987-01-20 | Batelle Development Corporation | Process of preparing microcapsules of lactides or lactide copolymers with glycolides and/or ε-caprolactones |
| AU5741590A (en) | 1989-05-04 | 1990-11-29 | Southern Research Institute | Improved encapsulation process and products therefrom |
| PH30995A (en) * | 1989-07-07 | 1997-12-23 | Novartis Inc | Sustained release formulations of water soluble peptides. |
| HU221294B1 (en) * | 1989-07-07 | 2002-09-28 | Novartis Ag | Process for producing retarde compositions containing the active ingredient in a polymeric carrier |
| US5739265A (en) * | 1995-09-20 | 1998-04-14 | Clariant Finance (Bvi) Ltd. | Fractionation of phenol formaldehyde condensate and photoresist compositions produced therefrom |
| US6824822B2 (en) * | 2001-08-31 | 2004-11-30 | Alkermes Controlled Therapeutics Inc. Ii | Residual solvent extraction method and microparticles produced thereby |
| WO2005032511A2 (en) * | 2003-09-30 | 2005-04-14 | Spherics, Inc. | Nanoparticulate therapeutic biologically active agents |
| US20080317865A1 (en) * | 2007-06-20 | 2008-12-25 | Alkermes, Inc. | Quench liquids and washing systems for production of microparticles |
-
2011
- 2011-09-28 RU RU2013119811/05A patent/RU2013119811A/en not_active Application Discontinuation
- 2011-09-28 JP JP2013531765A patent/JP5808413B2/en not_active Expired - Fee Related
- 2011-09-28 AU AU2011308893A patent/AU2011308893B2/en not_active Ceased
- 2011-09-28 WO PCT/US2011/053655 patent/WO2012044671A2/en not_active Ceased
- 2011-09-28 CA CA2813301A patent/CA2813301A1/en not_active Abandoned
- 2011-09-28 CN CN2011800471235A patent/CN103370057A/en active Pending
- 2011-09-28 EP EP11771308.1A patent/EP2621473A2/en not_active Withdrawn
-
2013
- 2013-03-17 IL IL225254A patent/IL225254A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2012044671A3 (en) | 2013-03-14 |
| EP2621473A2 (en) | 2013-08-07 |
| AU2011308893A1 (en) | 2013-05-09 |
| JP2013538854A (en) | 2013-10-17 |
| WO2012044671A2 (en) | 2012-04-05 |
| AU2011308893B2 (en) | 2015-04-23 |
| IL225254A0 (en) | 2013-06-27 |
| CN103370057A (en) | 2013-10-23 |
| JP5808413B2 (en) | 2015-11-10 |
| CA2813301A1 (en) | 2012-04-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2006147247A (en) | PHARMACEUTICAL COMPOSITIONS | |
| Mitchell | What is complex about complex disorders? | |
| JP2008501802A5 (en) | ||
| RU2013119811A (en) | METHOD FOR REMOVING RESIDUAL ORGANIC SOLVENT FROM MICROPARTICLES | |
| RU2017103693A (en) | SOLVENT EXTRACTION FROM BIOGRADABLE MICROPARTICLES | |
| NZ608274A (en) | Solid dispersions containing an apoptosis-inducing agent | |
| CN105834207A (en) | Method for combined remediation of organic matter polluted soil | |
| CN102858361A (en) | Agonist of guanylate cyclase for the treatment of hypercholesterolemia, atherosclerosis, coronary heart disease, gallstones, obesity and other cardiovascular diseases | |
| RU2008133761A (en) | PHARMACEUTICAL PREPARATION OF TAXANA, SOLID TAXAN COMPOSITION, METHOD FOR PRODUCING SOLID TAXAN COMPOSITION, COMPOSITION FOR INCREASING THE SOLUBILITY OF THE SPECIFIED SOLID TAXAN SOLID COMPOSITION AND NOREXTARA ELEMENT FOR ( | |
| JP2017507928A5 (en) | ||
| Haberhauer et al. | Synthesis of a new class of imidazole-based cyclic peptides | |
| RU2011139325A (en) | AMVOROUS SALT MACROCYCLIC INHIBITOR HCV | |
| CN104031065A (en) | Preparation method for tazobactam | |
| PL412399A1 (en) | Method for producing active carbon from mushrooms | |
| PL1687093T3 (en) | Method and device for the wet-mechanical treatment of a substance mixture, particularly of refuse of all types | |
| CN108264519A (en) | A kind of preparation method and applications of 6- chlorine penam sulfoxide acid benzhydryl ester | |
| Kim et al. | Effect of the endoparasite Amoebophrya sp. on toxin content and composition in the paralytic shellfish poisoning dinoflagellate Alexandrium fundyense (Dinophyceae) | |
| Hu et al. | Detection of mucoid enteropathy syndrome disease in rabbit farms in East China | |
| RU2013119810A (en) | EMULSION METHOD FOR PRODUCING MICROPARTICLES WITH LOW CONTENT OF RESIDUAL SOLVENT | |
| CN1227240C (en) | Process for producing 2-alkyl-4-isothiazoline-3-one | |
| WO2004043864A3 (en) | Extraction methodology for suspended and dissolved material from fruit and vegetable wastewater | |
| Zhong et al. | Potent bisimidazole-based HCV NS5A inhibitors bearing annulated tricyclic motifs | |
| Lee et al. | Syntheses of allyldihydroquinolines: indium-mediated allylations of EEDQ in the presence of acetic acid | |
| CN1275968C (en) | Non crystalline tricyclic triazolobenzazepine derivative | |
| CN1181183A (en) | Broad-spectrum weeding composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA92 | Acknowledgement of application withdrawn (lack of supplementary materials submitted) |
Effective date: 20160229 |