CA2417800A1 - Novel microemulsion and micelle systems for solubilizing drugs - Google Patents

Novel microemulsion and micelle systems for solubilizing drugs Download PDF

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Publication number
CA2417800A1
CA2417800A1 CA002417800A CA2417800A CA2417800A1 CA 2417800 A1 CA2417800 A1 CA 2417800A1 CA 002417800 A CA002417800 A CA 002417800A CA 2417800 A CA2417800 A CA 2417800A CA 2417800 A1 CA2417800 A1 CA 2417800A1
Authority
CA
Canada
Prior art keywords
microemulsion
micelle systems
novel microemulsion
solubilizing drugs
drugs
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
Application number
CA002417800A
Other languages
French (fr)
Other versions
CA2417800C (en
Inventor
Donn M. Dennis
Nikolaus Gravenstein
Jerome H. Modell
Timothy E. Morey
Dinesh Shah
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
University of Florida
Original Assignee
University Of Florida
Donn M. Dennis
Nikolaus Gravenstein
Jerome H. Modell
Timothy E. Morey
Dinesh Shah
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by University Of Florida, Donn M. Dennis, Nikolaus Gravenstein, Jerome H. Modell, Timothy E. Morey, Dinesh Shah filed Critical University Of Florida
Publication of CA2417800A1 publication Critical patent/CA2417800A1/en
Application granted granted Critical
Publication of CA2417800C publication Critical patent/CA2417800C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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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
    • A61K9/10—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

Abstract

A microemulsion delivery system for water insoluble or sparingly water soluble drugs that comprise a long polymer chain surfactant component and a short fatty acid sufractant component, with the amount of each being selected to provide stable microemulsion or micellar systems.
CA002417800A 2000-08-01 2001-07-31 Novel microemulsion and micelle systems for solubilizing drugs Expired - Fee Related CA2417800C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US09/630,237 US6623765B1 (en) 2000-08-01 2000-08-01 Microemulsion and micelle systems for solubilizing drugs
US09/630,237 2000-08-01
PCT/US2001/024167 WO2002009671A2 (en) 2000-08-01 2001-07-31 Microemulsion and micelle systems for solubilizing drugs

Publications (2)

Publication Number Publication Date
CA2417800A1 true CA2417800A1 (en) 2002-02-07
CA2417800C CA2417800C (en) 2007-01-02

Family

ID=24526357

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002417800A Expired - Fee Related CA2417800C (en) 2000-08-01 2001-07-31 Novel microemulsion and micelle systems for solubilizing drugs

Country Status (6)

Country Link
US (3) US6623765B1 (en)
EP (1) EP1305005A2 (en)
JP (1) JP4932123B2 (en)
AU (1) AU2001278124A1 (en)
CA (1) CA2417800C (en)
WO (2) WO2002009671A2 (en)

Families Citing this family (68)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1202719B1 (en) * 1999-06-21 2006-05-31 Kuhnil Pharmaceutical Co., Ltd. Anesthetic composition for intravenous injection comprising propofol
JP2004534811A (en) * 2001-06-22 2004-11-18 ファイザー・プロダクツ・インク Pharmaceutical composition comprising a polymer and drug assembly
EP1414497A4 (en) * 2001-08-08 2007-11-21 Univ Florida Novel microemulsion and micelle systems for solubilizing drugs
GB0120701D0 (en) * 2001-08-24 2001-10-17 Maelor Pharmaceuticals Ltd Pharmaceutical formulations
GB0124071D0 (en) * 2001-10-08 2001-11-28 Kbig Ltd Improvement in the administration of high boiling point aneasthetics
WO2004010941A2 (en) * 2002-07-29 2004-02-05 Transform Pharmaceuticals, Inc. Aqueous 2,6-diisopropylphenol pharmaceutical compositions
US20040220283A1 (en) * 2002-07-29 2004-11-04 Transform Pharmaceuticals, Inc. Aqueous 2,6-diisopropylphenol pharmaceutical compositions
US7550155B2 (en) * 2002-07-29 2009-06-23 Transform Pharmaceuticals Inc. Aqueous pharmaceutical compositions of 2,6-diisopropylphenol (propofol) and their uses
KR100482269B1 (en) * 2002-10-08 2005-04-14 센츄론(주) Injectable Anaesthetic Agent Comprising 2,6-Diisopropylphenol as an Active Ingredient and Preparation Method thereof
AU2003275360A1 (en) * 2002-10-29 2004-05-25 Transform Pharmaceuticals, Inc. Aqueous 2,6-diisopropylphenol pharmaceutical compositions
US8802116B2 (en) 2003-02-27 2014-08-12 Novasel Australia Pty. Ltd. Poloxamer emulsion preparations
AU2003900887A0 (en) * 2003-02-27 2003-03-13 Novasel Australia Pty Ltd Poloxamer emulsion preparations
US8211448B2 (en) * 2003-07-07 2012-07-03 Nares Ab Microemulsions and its use for preventing airway diseases
WO2005007717A1 (en) 2003-07-18 2005-01-27 Agency For Science, Technology And Research Thermosensitive polymers for therapeutic use and methods of preparation
DE10334897A1 (en) * 2003-07-29 2005-03-10 Univ Koeln Microemulsions and their use as fuel
US7713440B2 (en) 2003-10-08 2010-05-11 Lyotropic Therapeutics, Inc. Stabilized uncoated particles of reversed liquid crystalline phase materials
PE20050596A1 (en) * 2003-12-19 2005-10-18 Novartis Ag MICROEMULSION INCLUDING A RENIN INHIBITOR
BRPI0506764A (en) * 2004-01-09 2007-05-22 Wyeth Corp microemulsions for pharmaceutical compositions
JP5165249B2 (en) * 2004-02-13 2013-03-21 バイオアバイラビリティ，インク． Preparation of microemulsion of high concentration propofol for anesthesia
US20050232974A1 (en) * 2004-04-19 2005-10-20 Gore Makarand P System and a method for pharmaceutical dosage preparation using jettable microemulsions
US7659310B2 (en) * 2004-04-27 2010-02-09 Formatech, Inc. Methods of enhancing solubility of agents
WO2005105041A2 (en) * 2004-04-27 2005-11-10 Formatech, Inc. Methods of enhancing solubility in water of hydrophobic compounds by micellar dispersions
EP1652512A1 (en) * 2004-11-02 2006-05-03 Medesis Pharma Reverse micelle composition for delivery of metal cations comprising a diglyceride and a phytosterol and method of preparation
US20060198891A1 (en) * 2004-11-29 2006-09-07 Francois Ravenelle Solid formulations of liquid biologically active agents
EA200701246A1 (en) * 2004-12-09 2008-06-30 Инсис Терапьютикс, Инк. STABLE UNDER ROOM TEMPERATURE COMPOSITIONS OF DRONABINOL
GB0504950D0 (en) * 2005-03-10 2005-04-20 Novartis Ag Organic compositions
EP2985026B1 (en) 2005-04-15 2022-08-03 Clarus Therapeutics, Inc. Pharmaceutical delivery systems for hydrophobic drugs and compositions comprising same
US8492369B2 (en) 2010-04-12 2013-07-23 Clarus Therapeutics Inc Oral testosterone ester formulations and methods of treating testosterone deficiency comprising same
WO2007006334A1 (en) * 2005-07-08 2007-01-18 Physica Pharma Clear pharmaceutical aqueous microemulsion comprising propofuol and process for preparation
EP1909771A1 (en) * 2005-08-02 2008-04-16 Miv Therapeutics Inc. Microdevices comprising nanocapsules for controlled delivery of drugs and method of manufacturing same
TWI429452B (en) 2005-08-31 2014-03-11 Abraxis Bioscience Llc Compositions comprising poorly water soluble pharmaceutical agents and antimicrobial agents
KR101457834B1 (en) 2005-08-31 2014-11-05 아브락시스 바이오사이언스, 엘엘씨 Compositions and methods for preparation of poorly water soluble drugs with increased stability
WO2007064845A1 (en) * 2005-11-29 2007-06-07 Pr Pharmaceuticals, Inc. Sustained release butorphanol drug delivery compositions for analgesia
US20070253909A1 (en) * 2006-05-01 2007-11-01 Medi-Flex, Inc. Aqueous Antiseptic Solution and Compatible Cationic Dye for Staining Skin
CA2659775A1 (en) * 2006-08-04 2008-02-14 Insys Therapeutics Inc. Aqueous dronabinol formulations
US9918934B2 (en) 2006-12-12 2018-03-20 Edgar Joel Acosta-Zara Linker-based lecithin microemulsion delivery vehicles
US8309129B2 (en) 2007-05-03 2012-11-13 Bend Research, Inc. Nanoparticles comprising a drug, ethylcellulose, and a bile salt
US8703204B2 (en) 2007-05-03 2014-04-22 Bend Research, Inc. Nanoparticles comprising a cholesteryl ester transfer protein inhibitor and anon-ionizable polymer
US9545384B2 (en) 2007-06-04 2017-01-17 Bend Research, Inc. Nanoparticles comprising drug, a non-ionizable cellulosic polymer and tocopheryl polyethylene glocol succinate
WO2008149192A2 (en) 2007-06-04 2008-12-11 Pfizer Products Inc. Nanoparticles comprising a non-ionizable cellulosic polymer and an amphiphilic non-ionizable block copolymer
US20090181080A1 (en) * 2007-08-06 2009-07-16 Insys Therapeutics Inc. Oral cannabinnoid liquid formulations and methods of treatment
GB2451811A (en) 2007-08-09 2009-02-18 Ems Sa Delivery composition for solubilising water-insoluble pharmaceutical active ingredients
US9233078B2 (en) 2007-12-06 2016-01-12 Bend Research, Inc. Nanoparticles comprising a non-ionizable polymer and an Amine-functionalized methacrylate copolymer
US9724362B2 (en) 2007-12-06 2017-08-08 Bend Research, Inc. Pharmaceutical compositions comprising nanoparticles and a resuspending material
JP5518302B2 (en) * 2008-05-16 2014-06-11 一丸ファルコス株式会社 Method for sustained release of hydrophobic substances from polymer micelles
US8541360B2 (en) * 2008-11-19 2013-09-24 Ben Venue Laboratories, Inc. Parenteral formulations comprising sugar-based esters and ethers
NZ597016A (en) 2009-06-05 2013-10-25 Sunev Pharma Solution Ltd Topical micro-emulsions for the treatment of rheumatic disorders
US10143652B2 (en) 2009-09-23 2018-12-04 Curirx Inc. Methods for the preparation of liposomes
US20110070294A1 (en) * 2009-09-23 2011-03-24 Javeri Indu Methods for the Administration of Drugs Using Liposomes
WO2011038073A1 (en) 2009-09-23 2011-03-31 Formatech, Inc. Methods for the preparation of liposomes comprising docetaxel
EP2335686A1 (en) * 2009-12-21 2011-06-22 LEK Pharmaceuticals d.d. An aqueous intravenous nanosuspension with reduced adverse effects
WO2011130834A1 (en) * 2010-04-23 2011-10-27 Labopharm Inc. Non-intravenous dosage form comprising solid formulation of liquid biologically active agent and uses thereof
US9987226B2 (en) * 2010-12-10 2018-06-05 Ns Technologies Pty Ltd Methods for forming miniemulsions and use thereof for delivering bioactive agents
US8808734B2 (en) * 2011-07-11 2014-08-19 Full Spectrum Laboratories Limited Cannabinoid formulations
US9308269B2 (en) 2011-07-27 2016-04-12 University Of Miami Stable liquid formulations of volatile gas anesthetics
US20140302113A1 (en) * 2011-09-30 2014-10-09 Sparkmed Research, Llc Systems, devices, and methods for embedding drug molecules into medical catheters or tubes
DK2950648T3 (en) 2013-02-01 2019-12-02 Ocuphire Pharma Inc Aqueous ophthalmic solutions of phentolamine and its medical applications
JP6436354B2 (en) 2013-02-01 2018-12-12 オキュフィア・ファーマ・インコーポレイテッドＯｃｕｐｈｉｒｅ Ｐｈａｒｍａ， Ｉｎｃ． Methods and compositions for daily ophthalmic administration of phentolamine to improve visual function
US20160058775A1 (en) * 2013-04-12 2016-03-03 Vyome Biosciences Pvt. Ltd. Composition and formulation of antimicrobial agents, processes thereof and methods for treating microbial infections
US10245273B2 (en) 2013-12-26 2019-04-02 Clarus Therapeutics, Inc. Oral pharmaceutical products and methods of use combining testosterone esters with hypolipidemic agents
CN104352433A (en) * 2014-10-21 2015-02-18 河南牧翔动物药业有限公司 Oil-in-water compound antimicrobial cefazolin nanoemulsion medicine
CN104523592B (en) * 2015-01-26 2017-03-15 湖北工业大学 Methylprednisolone acetate injection self-micro emulsion formulation and preparation method thereof
FR3041883B1 (en) * 2015-10-02 2019-03-15 Chu Clermont-Ferrand PROCESS FOR PREPARING A CICLOSPORIN A COLLYRE
JP6875685B2 (en) * 2015-10-08 2021-05-26 日油株式会社 O / W type emulsion
WO2018067930A1 (en) * 2016-10-06 2018-04-12 The Administrators Of The Tulane Educational Fund Water-soluble micelles for delivery of oil-soluble materials
CN113164452A (en) 2018-10-26 2021-07-23 奥库菲尔制药股份有限公司 Methods and compositions for treating presbyopia, mydriasis and other ocular disorders
BR102020001836A2 (en) * 2020-01-28 2021-08-03 Katia Solange Cardoso Rodrigues Dos Santos Geraldi WATER-BASED PROPYLENEGLYCOL-FREE MICROEMULSION FOR CARRYING MINOXIDIL IN THE TREATMENT OF HAIR LOSS AND PROCESSING METHOD
CN115368310A (en) 2021-05-18 2022-11-22 奥库菲尔医药公司 Method for synthesizing phentolamine mesylate

Family Cites Families (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4798846A (en) * 1974-03-28 1989-01-17 Imperial Chemical Industries Plc Pharmaceutical compositions
KR0148748B1 (en) * 1988-09-16 1998-08-17 장 크라메르, 한스 루돌프 하우스 A multiphase cyclosporin composition
US5342625A (en) * 1988-09-16 1994-08-30 Sandoz Ltd. Pharmaceutical compositions comprising cyclosporins
US5274093A (en) * 1989-08-03 1993-12-28 Huels Aktiengesellschaft Process for the preparation of sodium thiobarbiturate
IL101007A (en) * 1992-02-18 1997-08-14 Pharmos Ltd Dry stable compositions prepared by lyophilization
JPH08505367A (en) * 1992-10-16 1996-06-11 スミスクライン・ビーチャム・コーポレイション Pharmaceutical emulsion composition
US5916596A (en) 1993-02-22 1999-06-29 Vivorx Pharmaceuticals, Inc. Protein stabilized pharmacologically active agents, methods for the preparation thereof and methods for the use thereof
CH686761A5 (en) * 1993-05-27 1996-06-28 Sandoz Ag Pharmaceutical formulations.
US5478860A (en) 1993-06-04 1995-12-26 Inex Pharmaceuticals Corp. Stable microemulsions for hydrophobic compound delivery
CA2185803C (en) * 1994-03-18 2006-07-11 Edward M. Rudnic Emulsified drug delivery systems
US5731355A (en) 1994-03-22 1998-03-24 Zeneca Limited Pharmaceutical compositions of propofol and edetate
DE4440337A1 (en) 1994-11-11 1996-05-15 Dds Drug Delivery Services Ges Pharmaceutical nanosuspensions for drug application as systems with increased saturation solubility and dissolution rate
US5560931A (en) 1995-02-14 1996-10-01 Nawosystems L.L.C. Formulations of compounds as nanoparticulate dispersions in digestible oils or fatty acids
EP0733358A3 (en) 1995-03-21 1998-05-20 Novartis AG Nanosuspensions for intravenous application
AU6708096A (en) 1995-09-18 1997-04-09 Vesifact Ag Propofol nanodispersions
DE19609476A1 (en) 1996-03-11 1997-09-18 Basf Ag Stable parenteral administration suitable carotenoid emulsions
US5637625A (en) 1996-03-19 1997-06-10 Research Triangle Pharmaceuticals Ltd. Propofol microdroplet formulations
US5993858A (en) * 1996-06-14 1999-11-30 Port Systems L.L.C. Method and formulation for increasing the bioavailability of poorly water-soluble drugs
US5908825A (en) 1997-01-09 1999-06-01 University Of Maryland At Baltimore Dosage composition for nasal delivery and method of use of the same
US5908619A (en) 1997-01-09 1999-06-01 Minnesota Mining And Manufacturing Company Hydroalcoholic compositions thickened using surfactant/polymer complexes
DE19709704C2 (en) * 1997-03-10 1999-11-04 Michael Georgieff Use of a liquid preparation of xenon for intravenous administration when inducing and / or maintaining anesthesia
WO1999006043A1 (en) * 1997-07-29 1999-02-11 Pharmacia & Upjohn Company Self-emulsifying formulation for lipophilic compounds
US6063762A (en) * 1997-12-05 2000-05-16 Chong Kun Dang Corp. Cyclosporin-containing microemulsion preconcentrate composition
CA2313024C (en) * 1997-12-10 2008-06-03 Severson, Mary L. Pharmaceutical compositions containing an omega-3 fatty acid oil
US6241969B1 (en) * 1998-06-26 2001-06-05 Elan Corporation Plc Aqueous compositions containing corticosteroids for nasal and pulmonary delivery
US6294192B1 (en) 1999-02-26 2001-09-25 Lipocine, Inc. Triglyceride-free compositions and methods for improved delivery of hydrophobic therapeutic agents
US6383471B1 (en) * 1999-04-06 2002-05-07 Lipocine, Inc. Compositions and methods for improved delivery of ionizable hydrophobic therapeutic agents
EP1202719B1 (en) * 1999-06-21 2006-05-31 Kuhnil Pharmaceutical Co., Ltd. Anesthetic composition for intravenous injection comprising propofol
KR100482269B1 (en) * 2002-10-08 2005-04-14 센츄론(주) Injectable Anaesthetic Agent Comprising 2,6-Diisopropylphenol as an Active Ingredient and Preparation Method thereof

Also Published As

Publication number Publication date
US6638537B2 (en) 2003-10-28
CA2417800C (en) 2007-01-02
US6623765B1 (en) 2003-09-23
JP2004505033A (en) 2004-02-19
US20040198813A1 (en) 2004-10-07
JP4932123B2 (en) 2012-05-16
WO2002009671A3 (en) 2002-05-16
WO2003015823A1 (en) 2003-02-27
WO2002009671A2 (en) 2002-02-07
WO2003015823B1 (en) 2003-04-10
AU2001278124A1 (en) 2002-02-13
US20020120015A1 (en) 2002-08-29
EP1305005A2 (en) 2003-05-02

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Effective date: 20130731