CA2237554C - A method and apparatus for producing liposomal parenteral medicaments via high pressure homogenization - Google Patents
A method and apparatus for producing liposomal parenteral medicaments via high pressure homogenization Download PDFInfo
- Publication number
- CA2237554C CA2237554C CA002237554A CA2237554A CA2237554C CA 2237554 C CA2237554 C CA 2237554C CA 002237554 A CA002237554 A CA 002237554A CA 2237554 A CA2237554 A CA 2237554A CA 2237554 C CA2237554 C CA 2237554C
- Authority
- CA
- Canada
- Prior art keywords
- nozzle
- homogenizer
- process according
- aqueous
- bar
- 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
Links
- 238000000034 method Methods 0.000 title claims abstract description 22
- 238000000265 homogenisation Methods 0.000 title description 7
- 239000003814 drug Substances 0.000 title description 2
- 239000006185 dispersion Substances 0.000 claims abstract description 33
- 239000002502 liposome Substances 0.000 claims abstract description 21
- 229910000831 Steel Inorganic materials 0.000 claims abstract description 17
- 239000010959 steel Substances 0.000 claims abstract description 17
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- 239000000919 ceramic Substances 0.000 claims abstract description 11
- 239000000126 substance Substances 0.000 claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 claims abstract description 5
- 239000000825 pharmaceutical preparation Substances 0.000 claims abstract description 4
- 239000002245 particle Substances 0.000 claims description 17
- 238000003756 stirring Methods 0.000 claims description 8
- 238000005086 pumping Methods 0.000 claims description 5
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 claims description 3
- 229910001928 zirconium oxide Inorganic materials 0.000 claims description 3
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 claims description 2
- 229910010271 silicon carbide Inorganic materials 0.000 claims description 2
- 239000000203 mixture Substances 0.000 abstract description 8
- 238000002360 preparation method Methods 0.000 abstract description 8
- 238000009472 formulation Methods 0.000 abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 150000003904 phospholipids Chemical class 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 238000010276 construction Methods 0.000 description 6
- 238000011109 contamination Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000007911 parenteral administration Methods 0.000 description 2
- 229910052594 sapphire Inorganic materials 0.000 description 2
- 239000010980 sapphire Substances 0.000 description 2
- 238000013341 scale-up Methods 0.000 description 2
- 239000008215 water for injection Substances 0.000 description 2
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- UIAGMCDKSXEBJQ-IBGZPJMESA-N 3-o-(2-methoxyethyl) 5-o-propan-2-yl (4s)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate Chemical compound COCCOC(=O)C1=C(C)NC(C)=C(C(=O)OC(C)C)[C@H]1C1=CC=CC([N+]([O-])=O)=C1 UIAGMCDKSXEBJQ-IBGZPJMESA-N 0.000 description 1
- ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 description 1
- 229930064664 L-arginine Natural products 0.000 description 1
- 235000014852 L-arginine Nutrition 0.000 description 1
- 239000000232 Lipid Bilayer Substances 0.000 description 1
- 238000005273 aeration Methods 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 210000004204 blood vessel Anatomy 0.000 description 1
- 150000001841 cholesterols Chemical class 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- -1 compound isopropyl 2-amino-1,4-dihydro-5-cyano-6-methyl-4-(3-phenylquinolin-5-yl)pyridine-3-carboxylate Chemical class 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000008344 egg yolk phospholipid Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229960000715 nimodipine Drugs 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 description 1
- 230000021715 photosynthesis, light harvesting Effects 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 235000010378 sodium ascorbate Nutrition 0.000 description 1
- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 1
- 229960005055 sodium ascorbate Drugs 0.000 description 1
- PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000011146 sterile filtration Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000010792 warming Methods 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4422—1,4-Dihydropyridines, e.g. nifedipine, nicardipine
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
-
- 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
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
- A61K9/1277—Preparation processes; Proliposomes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F25/00—Flow mixers; Mixers for falling materials, e.g. solid particles
- B01F25/40—Static mixers
- B01F25/46—Homogenising or emulsifying nozzles
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F33/00—Other mixers; Mixing plants; Combinations of mixers
- B01F33/70—Mixers specially adapted for working at sub- or super-atmospheric pressure, e.g. combined with de-foaming
- B01F33/71—Mixers specially adapted for working at sub- or super-atmospheric pressure, e.g. combined with de-foaming working at super-atmospheric pressure, e.g. in pressurised vessels
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2984—Microcapsule with fluid core [includes liposome]
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dispersion Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Vascular Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Urology & Nephrology (AREA)
- Organic Chemistry (AREA)
- Medicinal Preparation (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medical Preparation Storing Or Oral Administration Devices (AREA)
- Medicines Containing Plant Substances (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19542499A DE19542499A1 (de) | 1995-11-15 | 1995-11-15 | Verfahren und Vorrichtung zur Herstellung einer parenteralen Arzneistoffzubereitung |
| DE19542499.9 | 1995-11-15 | ||
| PCT/EP1996/004795 WO1997017946A2 (de) | 1995-11-15 | 1996-11-04 | Verfahren und vorrichtung zur herstellung einer parenteralen arzneistoff-zubereitung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2237554A1 CA2237554A1 (en) | 1997-05-22 |
| CA2237554C true CA2237554C (en) | 2007-01-09 |
Family
ID=7777475
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002237554A Expired - Fee Related CA2237554C (en) | 1995-11-15 | 1996-11-04 | A method and apparatus for producing liposomal parenteral medicaments via high pressure homogenization |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6331314B1 (enExample) |
| EP (1) | EP0861068B1 (enExample) |
| JP (1) | JP4049391B2 (enExample) |
| AT (1) | ATE222097T1 (enExample) |
| CA (1) | CA2237554C (enExample) |
| DE (2) | DE19542499A1 (enExample) |
| DK (1) | DK0861068T3 (enExample) |
| ES (1) | ES2180807T3 (enExample) |
| MX (1) | MX9803633A (enExample) |
| PT (1) | PT861068E (enExample) |
| WO (1) | WO1997017946A2 (enExample) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK1008380T3 (da) | 1998-12-07 | 2004-07-12 | Dsm Ip Assets Bv | Fremgangsmåde og indretning til blanding eller dispergering af væsker |
| US20020119188A1 (en) * | 2000-02-08 | 2002-08-29 | Susan Niemiec | Method of manufacturing liposomes |
| EP1222957A1 (en) * | 2000-12-22 | 2002-07-17 | Société des Produits Nestlé S.A. | Process and device for producing a food grade oil-in-water emulsion |
| DE102004055507A1 (de) * | 2004-11-17 | 2006-05-18 | Basf Ag | Verfahren zur Herstellung feinteiliger flüssig-flüssig Formulierungen und Vorrichtung zur Herstellung feinteiliger flüssig-flüssig Formulierungen |
| US20070231823A1 (en) * | 2006-03-23 | 2007-10-04 | Mckernan Kevin J | Directed enrichment of genomic DNA for high-throughput sequencing |
| US7985058B2 (en) * | 2007-01-12 | 2011-07-26 | Mark Gray | Method and apparatus for making uniformly sized particles |
| US7491856B2 (en) * | 2007-06-27 | 2009-02-17 | H R D Corporation | Method of making alkylene glycols |
| US7652175B2 (en) * | 2007-06-27 | 2010-01-26 | H R D Corporation | High shear process for the production of acetaldehyde |
| US8304584B2 (en) | 2007-06-27 | 2012-11-06 | H R D Corporation | Method of making alkylene glycols |
| US7479576B1 (en) | 2007-06-27 | 2009-01-20 | H R D Corporation | Method of hydrogenating aldehydes and ketones |
| CN101687153A (zh) * | 2007-06-28 | 2010-03-31 | 宝洁公司 | 通过产生剪切和/或气穴进行混合的设备和方法以及用于设备的组件 |
| US8322910B2 (en) | 2008-07-25 | 2012-12-04 | The Procter & Gamble Company | Apparatus and method for mixing by producing shear and/or cavitation, and components for apparatus |
| CN101617990B (zh) * | 2009-07-31 | 2013-01-23 | 中国人民解放军第三军医大学 | 脂质体制备装置以及使用该装置制备脂质体的方法 |
| JP5771366B2 (ja) * | 2009-09-02 | 2015-08-26 | 株式会社バイオメッドコア | リポソーム製造装置及び方法 |
| US10213383B2 (en) | 2009-12-03 | 2019-02-26 | Novartis Ag | Hydrophilic filtration during manufacture of vaccine adjuvants |
| DE102009056884B4 (de) * | 2009-12-03 | 2021-03-18 | Novartis Ag | Impfstoff-Adjuvantien und verbesserte Verfahren zur Herstellung derselben |
| EP4410306A3 (en) | 2009-12-03 | 2024-11-13 | Seqirus UK Limited | Circulation of components during homogenization of emulsions |
| DE102009056871A1 (de) | 2009-12-03 | 2011-06-22 | Novartis AG, 4056 | Impfstoff-Adjuvantien und verbesserte Verfahren zur Herstellung derselben |
| CL2012001399A1 (es) | 2009-12-03 | 2013-03-08 | Novartis Ag | Metodo para fabricar adyuvante para vacuna (emulsion aceite/agua con escualeno, polisorbato 80 y trioleato de sorbitan), que comprende (i) formar primera emulsion en homogenizador desde un contendor a otro para formar segunda emulsion, (ii) y microfluidizar primera emulsion para formar segunda emulsion. |
| DE102009056883B4 (de) | 2009-12-03 | 2012-08-16 | Novartis Ag | Impfstoff-Adjuvantien und verbesserte Verfahren zur Herstellung derselben |
| CN120529961A (zh) * | 2023-01-17 | 2025-08-22 | 帝斯曼知识产权资产管理有限公司 | 液体分散体制备工艺 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4529561A (en) * | 1978-03-24 | 1985-07-16 | The Regents Of The University Of California | Method for producing liposomes in selected size range |
| WO1983000089A1 (en) * | 1981-07-06 | 1983-01-20 | Rush Presbyterian St Luke | Preparation of synthetic erythrocytes |
| CA1264668A (en) * | 1984-06-20 | 1990-01-23 | Pieter R. Cullis | Extrusion techniques for producing liposomes |
| DE3515335C2 (de) | 1985-04-27 | 1995-01-26 | Bayer Ag | Arzneizubereitung enthaltend Dihydropyridine und Verfahren zu ihrer Herstellung |
| DE4207481A1 (de) * | 1992-03-10 | 1993-09-16 | Bayer Ag | Liposomale wirkstoff-formulierungen und verfahren zu ihrer herstellung |
| DE4328331A1 (de) * | 1993-08-18 | 1995-02-23 | Andreas Dr Sachse | Kontinuierliches Hochdruckextrusionsverfahren zur Herstellung von Liposomen und Emulsionen |
| JPH08505312A (ja) * | 1992-10-16 | 1996-06-11 | ザックセ，アンドレアス | 液状分散系を製造する方法及び装置 |
-
1995
- 1995-11-15 DE DE19542499A patent/DE19542499A1/de not_active Withdrawn
-
1996
- 1996-11-04 ES ES96938066T patent/ES2180807T3/es not_active Expired - Lifetime
- 1996-11-04 CA CA002237554A patent/CA2237554C/en not_active Expired - Fee Related
- 1996-11-04 JP JP51854497A patent/JP4049391B2/ja not_active Expired - Fee Related
- 1996-11-04 WO PCT/EP1996/004795 patent/WO1997017946A2/de not_active Ceased
- 1996-11-04 AT AT96938066T patent/ATE222097T1/de not_active IP Right Cessation
- 1996-11-04 PT PT96938066T patent/PT861068E/pt unknown
- 1996-11-04 EP EP96938066A patent/EP0861068B1/de not_active Expired - Lifetime
- 1996-11-04 DE DE59609564T patent/DE59609564D1/de not_active Expired - Lifetime
- 1996-11-04 US US09/068,812 patent/US6331314B1/en not_active Expired - Lifetime
- 1996-11-04 DK DK96938066T patent/DK0861068T3/da active
-
1998
- 1998-05-07 MX MX9803633A patent/MX9803633A/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO1997017946A3 (de) | 1997-09-12 |
| JP2000500146A (ja) | 2000-01-11 |
| JP4049391B2 (ja) | 2008-02-20 |
| EP0861068A2 (de) | 1998-09-02 |
| MX9803633A (es) | 1998-09-30 |
| CA2237554A1 (en) | 1997-05-22 |
| DK0861068T3 (da) | 2002-12-02 |
| EP0861068B1 (de) | 2002-08-14 |
| DE59609564D1 (de) | 2002-09-19 |
| US6331314B1 (en) | 2001-12-18 |
| DE19542499A1 (de) | 1997-05-22 |
| WO1997017946A2 (de) | 1997-05-22 |
| PT861068E (pt) | 2002-12-31 |
| ATE222097T1 (de) | 2002-08-15 |
| ES2180807T3 (es) | 2003-02-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20161104 |