CA2382535C - Mixed micellar pharmaceutical delivery system and method of preparation - Google Patents
Mixed micellar pharmaceutical delivery system and method of preparation Download PDFInfo
- Publication number
- CA2382535C CA2382535C CA002382535A CA2382535A CA2382535C CA 2382535 C CA2382535 C CA 2382535C CA 002382535 A CA002382535 A CA 002382535A CA 2382535 A CA2382535 A CA 2382535A CA 2382535 C CA2382535 C CA 2382535C
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- Prior art keywords
- formulation
- absorption enhancing
- concentration
- group
- enhancing compound
- 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.)
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- 238000000034 method Methods 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title description 5
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- 238000009472 formulation Methods 0.000 claims abstract description 154
- 238000010521 absorption reaction Methods 0.000 claims abstract description 95
- -1 alkali metal salicylate Chemical class 0.000 claims abstract description 94
- 150000001875 compounds Chemical class 0.000 claims abstract description 90
- 230000002708 enhancing effect Effects 0.000 claims abstract description 81
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 68
- 239000008177 pharmaceutical agent Substances 0.000 claims abstract description 55
- 239000003380 propellant Substances 0.000 claims abstract description 53
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims abstract description 49
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 claims abstract description 45
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- 229960004025 sodium salicylate Drugs 0.000 claims description 38
- 239000003814 drug Substances 0.000 claims description 32
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical group [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 31
- 239000004141 Sodium laurylsulphate Substances 0.000 claims description 31
- 235000019333 sodium laurylsulphate Nutrition 0.000 claims description 31
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- 102000004169 proteins and genes Human genes 0.000 claims description 20
- 229940010747 sodium hyaluronate Drugs 0.000 claims description 20
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 claims description 20
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- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims description 18
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Classifications
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- 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
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
- A61K9/1075—Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/16—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- A61K38/17—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- A61K38/22—Hormones
- A61K38/28—Insulins
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- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0043—Nose
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- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/0056—Mouth soluble or dispersible forms; Suckable, eatable, chewable coherent forms; Forms rapidly disintegrating in the mouth; Lozenges; Lollipops; Bite capsules; Baked products; Baits or other oral forms for animals
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- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/006—Oral mucosa, e.g. mucoadhesive forms, sublingual droplets; Buccal patches or films; Buccal sprays
-
- 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
- A61K9/1271—Non-conventional liposomes, e.g. PEGylated liposomes or liposomes coated or grafted with polymers
-
- 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
- A61K9/1271—Non-conventional liposomes, e.g. PEGylated liposomes or liposomes coated or grafted with polymers
- A61K9/1272—Non-conventional liposomes, e.g. PEGylated liposomes or liposomes coated or grafted with polymers comprising non-phosphatidyl surfactants as bilayer-forming substances, e.g. cationic lipids or non-phosphatidyl liposomes coated or grafted with polymers
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- 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
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Dispersion Chemistry (AREA)
- Diabetes (AREA)
- Molecular Biology (AREA)
- Zoology (AREA)
- Physiology (AREA)
- Nutrition Science (AREA)
- Biophysics (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Endocrinology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Otolaryngology (AREA)
- Immunology (AREA)
- Gastroenterology & Hepatology (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Obesity (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Hematology (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/386,285 US6221378B1 (en) | 1998-02-10 | 1999-08-31 | Mixed micellar delivery system and method of preparation |
| US09/386,285 | 1999-08-31 | ||
| PCT/CA2000/001019 WO2001015666A1 (en) | 1999-08-31 | 2000-08-25 | Mixed micellar pharmaceutical delivery system and method of preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2382535A1 CA2382535A1 (en) | 2001-03-08 |
| CA2382535C true CA2382535C (en) | 2008-01-22 |
Family
ID=23524958
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002382535A Expired - Fee Related CA2382535C (en) | 1999-08-31 | 2000-08-25 | Mixed micellar pharmaceutical delivery system and method of preparation |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6221378B1 (https=) |
| EP (1) | EP1207853A1 (https=) |
| JP (1) | JP2003508421A (https=) |
| CA (1) | CA2382535C (https=) |
| MX (1) | MXPA02002267A (https=) |
| NZ (1) | NZ517313A (https=) |
| WO (1) | WO2001015666A1 (https=) |
Families Citing this family (53)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2686899B1 (fr) * | 1992-01-31 | 1995-09-01 | Rhone Poulenc Rorer Sa | Nouveaux polypeptides biologiquement actifs, leur preparation et compositions pharmaceutiques les contenant. |
| US7070799B1 (en) * | 1998-02-10 | 2006-07-04 | Generex Pharmaceuticals, Inc. | Method for administering insulin to the buccal region |
| US6451286B1 (en) * | 1998-12-21 | 2002-09-17 | Generex Pharmaceuticals Incorporated | Pharmaceutical compositions for buccal and pulmonary administration comprising an alkali metal alkyl sulfate and at least three micelle-forming compounds |
| US6375975B1 (en) * | 1998-12-21 | 2002-04-23 | Generex Pharmaceuticals Incorporated | Pharmaceutical compositions for buccal and pulmonary application |
| US7087215B2 (en) * | 1998-12-21 | 2006-08-08 | Generex Pharmaceuticals Incorporated | Methods of administering and enhancing absorption of pharmaceutical agents |
| US6849263B2 (en) | 1998-12-21 | 2005-02-01 | Generex Pharmaceutical Incorporated | Pharmaceutical compositions for buccal delivery of pain relief medications |
| AU2003263416C1 (en) * | 1998-12-21 | 2009-03-05 | Generex Pharmaceuticals Inc. | Pharmaceutical compositions for buccal delivery of pain relief medications |
| US6350432B1 (en) * | 1999-03-19 | 2002-02-26 | Generex Pharmaceuticals Incorporated | Pressurized container having an aerosolized pharmaceutical composition |
| DE10007771A1 (de) * | 2000-02-14 | 2001-08-23 | Kleine & Steube Entoxin Gmbh | Immunmodulatorisch wirksame Zusammensetzungen, Verfahren zu ihrer Herstellung und ihre Verwendung |
| WO2001072278A2 (en) * | 2000-03-30 | 2001-10-04 | Generex Pharmaceuticals Inc. | Method for administering insulin to the buccal region |
| US6432383B1 (en) * | 2000-03-30 | 2002-08-13 | Generex Pharmaceuticals Incorporated | Method for administering insulin |
| EP2206720A1 (en) * | 2000-04-12 | 2010-07-14 | Human Genome Sciences, Inc. | Albumin fusion proteins |
| US20020141970A1 (en) * | 2001-03-05 | 2002-10-03 | Pettit Dean K. | Stable aqueous solutions of granulocyte macrophage colony-stimulating factor |
| WO2002097038A2 (en) * | 2001-05-25 | 2002-12-05 | Human Genome Sciences, Inc. | Chemokine beta-1 fusion proteins |
| CN1335182A (zh) * | 2001-08-08 | 2002-02-13 | 华中科技大学 | 胰岛素口腔喷剂及其制备工艺 |
| CN1289058C (zh) * | 2001-11-09 | 2006-12-13 | 日清奥利友集团株式会社 | 凝胶状组合物 |
| AU2002364587A1 (en) * | 2001-12-21 | 2003-07-30 | Human Genome Sciences, Inc. | Albumin fusion proteins |
| EP2261250B1 (en) * | 2001-12-21 | 2015-07-01 | Human Genome Sciences, Inc. | GCSF-Albumin fusion proteins |
| WO2003082240A1 (de) * | 2002-03-30 | 2003-10-09 | Beisel Guenther | Zubereitung enthaltend fettsäure zur appetitminderung, sättigung und/oder gewichtsreduktion |
| EP1369113B1 (en) * | 2002-06-06 | 2006-11-22 | CHIESI FARMACEUTICI S.p.A. | Solubilisation of drugs in HFA propellant by means of emulsions |
| CA2502118A1 (en) * | 2002-10-11 | 2004-05-06 | Sanwa Kagaku Kenkyusho Co., Ltd. | Glp-1 derivatives and transmicosal absorption preparations thereof |
| CA2513213C (en) | 2003-01-22 | 2013-07-30 | Human Genome Sciences, Inc. | Albumin fusion proteins |
| GB2399752A (en) * | 2003-03-26 | 2004-09-29 | Micap Plc | Pharmaceutical composition comprising a fungal cell or cell fragment as adjuvant |
| FR2854072B1 (fr) * | 2003-04-23 | 2006-08-04 | Centre Nat Rech Scient | Vecteur pour administration par voie orale |
| EP1661556A4 (en) * | 2003-08-20 | 2010-05-19 | Ajinomoto Kk | MEDICAL PREPARATION WITH IMPROVED RESOLUTION CHARACTERISTICS |
| US20050143303A1 (en) * | 2003-12-26 | 2005-06-30 | Nastech Pharmaceutical Company Inc. | Intranasal administration of glucose-regulating peptides |
| US20050238632A1 (en) * | 2004-04-23 | 2005-10-27 | Alburty David S | Propellant formulations |
| BRPI0510310A (pt) * | 2004-04-28 | 2007-10-16 | Procarrier Inc | formulação oral para aplicação de drogas fracamente absorvidas |
| ES2660172T3 (es) * | 2004-05-19 | 2018-03-21 | Los Angeles Biomedical Research Institute At Harbor-Ucla Medical Center | Composición inyectable que comprende desoxicolato de sodio |
| US20060127468A1 (en) | 2004-05-19 | 2006-06-15 | Kolodney Michael S | Methods and related compositions for reduction of fat and skin tightening |
| US7754230B2 (en) * | 2004-05-19 | 2010-07-13 | The Regents Of The University Of California | Methods and related compositions for reduction of fat |
| CA2573262C (en) * | 2004-07-16 | 2015-02-10 | Nektar Therapeutics Al, Corporation | Conjugates of a gm-csf moiety and a polymer |
| CN101325944B (zh) * | 2005-10-11 | 2013-01-16 | 耶路撒冷希伯来大学伊萨姆研究开发公司 | 用于鼻部给药的组合物 |
| FR2906140B1 (fr) | 2006-09-22 | 2008-12-05 | Philippe Perovitch | Forme galenique pour l'administration par voie trans-muqueuse de principes actifs |
| EA015399B1 (ru) * | 2007-11-15 | 2011-08-30 | Ргкп Научно-Исследовательский Институт Кардиологии И Внутренних Болезней Министерства Здравоохранения Республики Казахстан | Способ лечения вирусного миокардита |
| US8986253B2 (en) | 2008-01-25 | 2015-03-24 | Tandem Diabetes Care, Inc. | Two chamber pumps and related methods |
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-
1999
- 1999-08-31 US US09/386,285 patent/US6221378B1/en not_active Expired - Fee Related
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2000
- 2000-08-25 EP EP00956008A patent/EP1207853A1/en not_active Withdrawn
- 2000-08-25 MX MXPA02002267A patent/MXPA02002267A/es unknown
- 2000-08-25 JP JP2001519880A patent/JP2003508421A/ja active Pending
- 2000-08-25 CA CA002382535A patent/CA2382535C/en not_active Expired - Fee Related
- 2000-08-25 NZ NZ517313A patent/NZ517313A/en not_active IP Right Cessation
- 2000-08-25 WO PCT/CA2000/001019 patent/WO2001015666A1/en not_active Ceased
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|---|---|
| JP2003508421A (ja) | 2003-03-04 |
| CA2382535A1 (en) | 2001-03-08 |
| US6221378B1 (en) | 2001-04-24 |
| MXPA02002267A (es) | 2002-10-31 |
| WO2001015666A1 (en) | 2001-03-08 |
| NZ517313A (en) | 2003-05-30 |
| EP1207853A1 (en) | 2002-05-29 |
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