WO2000057859A1 - Novel formulations comprising lipid-regulating agents - Google Patents
Novel formulations comprising lipid-regulating agents Download PDFInfo
- Publication number
- WO2000057859A1 WO2000057859A1 PCT/US2000/007650 US0007650W WO0057859A1 WO 2000057859 A1 WO2000057859 A1 WO 2000057859A1 US 0007650 W US0007650 W US 0007650W WO 0057859 A1 WO0057859 A1 WO 0057859A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- oil
- composition
- lipid
- fatty acid
- delivery system
- Prior art date
Links
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
-
- 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
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/216—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acids having aromatic rings, e.g. benactizyne, clofibrate
-
- 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
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
-
- 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
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/24—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/26—Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/34—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/44—Oils, fats or waxes according to two or more groups of A61K47/02-A61K47/42; Natural or modified natural oils, fats or waxes, e.g. castor oil, polyethoxylated castor oil, montan wax, lignite, shellac, rosin, beeswax or lanolin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/46—Ingredients of undetermined constitution or reaction products thereof, e.g. skin, bone, milk, cotton fibre, eggshell, oxgall or plant extracts
-
- 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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
Definitions
- the present invention relates to novel formulations comprising lipid-regulating agents.
- 2- [4- (4-chlorobenzoyl) phenoxy] -2 -methyl-propanoic acid, 1-methylethylester, also known as fenofibrate, is representative of a broad class of compounds having pharmaceutical utility as lipid regulating agents. More specifically, this compound is part of a lipid-regulating agent class of compounds commonly known as fibrates, and is disclosed in U.S. Patent No. 4,058,552.
- Fenofibrate has been prepared in several different formulations, c.f., U.S. Patent No. 4,800,079 and U.S. Patent No. 4,895,726.
- U.S. Patent No. 4,895,726 discloses a co- micronized formulation of fenofibrate and a solid surfactant.
- U.S. Patent No. 4,961,890 discloses a process for preparing a controlled release formulation containing fenofibrate in an intermediate layer in the form of crystalline microparticles included within pores of an inert matrix.
- the formulation is prepared by a process involving the sequential steps of dampening said inert core with a solution based on said binder, then projecting said fenofibrate microparticles in a single layer onto said dampened core, and thereafter drying, before said solution based on said binder dissolves said fenofibrate microparticles, and repeating said three steps in sequence until said intermediate layer is formed.
- EP0793958A2 discloses a process for producing a fenofibrate solid dosage form utilizing fenofibrate, a surface active agent and polyvinyl pyrrolidone in which the fenofibrate particles are mixed with a polyvinyl pyrrolidone solution. The thus obtained mixture is granulated with an aqueous solution of one or more surface active agents, and the granulate thus produced is dried.
- PCT Publication No. WO 82/01649 discloses a fenofibrate formulation having granules that are comprised of a neutral core that is a mixture of saccharose and starch.
- the neutral core is covered with a first layer of fenofibrate, admixed with an excipient and with a second microporous outer layer of an edible polymer.
- U.S. Patent No. 5,645,856 describes the use of a carrier for hydrophobic drugs, including fenofibrate, and pharmaceutical compositions based thereon.
- the carrier comprises a digestible oil and a pharmaceutically-acceptable surfactant component for dispersing the oil in vivo upon administration of the carrier, which comprises a hydrophilic surfactant, said surfactant component being such as not to substantially inhibit the in vivo lipolysis of the digestible oil.
- Gemfibrozil is another member of the fibrate class of lipid-regulating agents.
- U.S. Patent No. 4,927,639 discloses a disintegratable formulation of gemfibrozil providing both immediate and sustained release, comprising a tablet compressed from a mixture of a first and second granulation, and a disintegration excipient operable to effect partial or complete disintegration in the stomach.
- the first granulation comprises finely divided particles of pure gemfibrozil granulated with at least one cellulose derivative
- the second granulation comprises finely divided particles of pure gemfibrozil granulated with a pharmaceutically-acceptable water soluble or insoluble polymer which are then uniformly coated with a pharmaceutically-acceptable (meth) acrylate copolymer prior to admixture with the first granulation.
- the first and second granulations are present in the final composition in a ratio of from about 10:1 to about 1:10.
- U.S. Patent 4,925,676 discloses a disintegratable gemfibrozil tablet providing both immediate and enteric release, which is compressed from a mixture of a first granulation of gemfibrozil with at least one acid- disintegratable binder, and a second granulation formed from the first granulation, but regranulated or coated with an alkali-disintegratable formulation of at least one substantially alkali-soluble and substantially acid-insoluble polymer.
- statins Another class of lipid-regulating agents are commonly known as statins, of which pravastatin and atorvastatin are members.
- U.S. Patents 5,030,447 and 5,180,589 describe stable pharmaceutical compositions, which when dispersed in water have a pH of at least 9, and include a medicament which is sensitive to a low pH environment, such as pravastatin, one or more fillers such as lactose and/or microcrystalline cellulose, one or more binders, such as microcrystalline cellulose (dry binder) or polyvinylpyrrolidone (wet binder) , one or more disintegrating agents such as croscarmellose sodium, one or more lubricants such as magnesium stearate and one or more basifying agents such as magnesium oxide.
- fillers such as lactose and/or microcrystalline cellulose
- binders such as microcrystalline cellulose (dry binder) or polyvinylpyrrolidone (wet binder)
- disintegrating agents such as cro
- the present invention is directed to a formulation comprising a lipid-regulating agent dissolved in an oil, with subsequent emulsification using one or more emulsifiers.
- This formulation forms fine and stable emulsions.
- the emulsions result in an increase in drug solubility, oral bioavailability and half-life.
- the formulation may be administered directly, diluted into an appropriate vehicle for administration, encapsulated into soft or hard gelatin shells or capsules for administration, or administered by other means obvious to those skilled in the art.
- Figure 1 is a graph showing the plasma concentration in fasted dogs of the formulation of Example 1 and a reference compound .
- the bulk lipid-regulating agent may be prepared by any available method, as for example the compound fenofibrate may be prepared by the procedure disclosed in U.S. Patent No. 4,058,552, or the procedure disclosed in U.S. Patent No. 4,739,101, both herein incorporated by reference.
- the solution comprising the lipid-regulating agent is prepared by dissolving said agent in the oil with adequate mixing.
- An emulsifier or emulsifier blend is added to said mixture and mixed until uniform. If desired, water can be then added to the resulting mixture with agitation to form a uniform emulsion.
- the delivery system of the present invention results in increased solubility, half-life and bioavailability of the lipid-regulating agent. It can be further diluted with additional liquids or it may be thickened and/or stabilized with various pharmaceutical excipients to vary its existing properties .
- Suitable oils include, but are not limited to, any pharmaceutically acceptable oil, such as, for example, soybean oil, coconut oil, canola oil, corn oil, palm kernel oil, cottonseed oil, olive oil, peanut oil, safflower oil and sesame oil.
- Suitable emulsifiers include any pharmaceutically acceptable hydrophilic or lipophilic emulsifier or combinations thereof, such as, for example, phospholipids, polyoxyethylene sorbitan fatty acid derivatives, sorbitan fatty acid derivatives, polyoxyl -35 -castor oil (Cremophor EL, available from BASF) , castor oil or hydrogenated castor oil ethoxylates, polyglycerol esters of fatty acids, fatty acid ethoxylates, alcohol ethoxylates, polyoxyethylene- polyoxypropylene co-polymers and block co-polymers, and TPGS (d-alpha tocopheryl polyethylene glycol 1000 succinate) .
- Preferred emulsifiers include polyoxyethylene sorbitan fatty acid derivatives, sorbitan fatty acid derivatives and polyoxyl-35-castor oil (Cremophor EL, available from BASF) .
- antioxidants such as, for example, tocopherol, ascorbyl palmitate, ascorbic acid, butylated hydroxytoluene, butylated hydroxyanisole, propyl gallate, etc.
- pH stabilizers such as, for example, citric acid, tartaric acid, fumaric acid, acetic acid, glycine, arginine, lysine, potassium hydrogen phosphate, etc.
- thickeners/suspending agents such as, for example, hydrogenated vegetable oils, beeswax, colloidal silicon dioxide, gums, celluloses, silicates, bentonite, etc.
- flavoring agents such as, for example, cherry, lemon, aniseed flavors, etc.
- sweeteners such as, for example, aspartame, saccharin, cyclamates, etc.
- co-solvents such as, for example, ethanol
- the resulting liquid comprising the lipid-regulating agent may be dosed directly for oral administration, diluted into an appropriate vehicle for oral administration, filled into soft or hard shells or capsules for oral administration, or delivered by some other means obvious to those skilled in the art.
- the said liquid can be used to improve the oral bioavailability, and increase the half-life and solubility of said lipid-regulating agent.
- SR Soybean oil 24 g is added to a beaker and pravastatin (1 g) is dispersed in it by stirring.
- Sorbitan monooleate 2.5 g is added to the beaker and mixed until uniform.
- Polysorbate 80 0.5 g is then added and mixed until uniform.
- water 72 g is added slowly with constant mixing until a uniform emulsion resulted.
- SR Soybean oil 24 g is added to a beaker and atorvastatin (1 g) is dispersed in it by stirring.
- Sorbitan monooleate 2.5 g is added to the beaker and mixed until uniform.
- Polysorbate 80 0.5 g is then added and mixed until uniform.
- water 72 g is added slowly with constant mixing until a uniform emulsion resulted.
- the plasma concentrations of fenofibric acid were determined by HPLC. Concentrations were normalized to a 6.7 mg/kg dose in each dog.
- Figure 1 presents the resulting data in graph form.
Abstract
Description
Claims
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA002365128A CA2365128A1 (en) | 1999-03-31 | 2000-03-23 | Novel formulations comprising lipid-regulating agents |
AU40211/00A AU4021100A (en) | 1999-03-31 | 2000-03-23 | Novel formulations comprising lipid-regulating agents |
JP2000607610A JP2003520767A (en) | 1999-03-31 | 2000-03-23 | Novel formulation containing lipid regulator |
EP00919545A EP1162954A1 (en) | 1999-03-31 | 2000-03-23 | Novel formulations comprising lipid-regulating agents |
MXPA01009840A MXPA01009840A (en) | 1999-03-31 | 2000-03-23 | Novel formulations comprising lipid-regulating agents. |
HK02104038.4A HK1043936A1 (en) | 1999-03-31 | 2002-05-30 | Novel formulations comprising lipid-regulating agents |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US28251399A | 1999-03-31 | 1999-03-31 | |
US09/282,513 | 1999-03-31 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2000057859A1 true WO2000057859A1 (en) | 2000-10-05 |
Family
ID=23081844
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2000/007650 WO2000057859A1 (en) | 1999-03-31 | 2000-03-23 | Novel formulations comprising lipid-regulating agents |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP1162954A1 (en) |
JP (1) | JP2003520767A (en) |
AU (1) | AU4021100A (en) |
CA (1) | CA2365128A1 (en) |
HK (1) | HK1043936A1 (en) |
MX (1) | MXPA01009840A (en) |
WO (1) | WO2000057859A1 (en) |
Cited By (28)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1185252A1 (en) * | 1999-06-11 | 2002-03-13 | Abbott Laboratories | Novel formulations comprising lipid-regulating agents |
WO2002039983A2 (en) * | 2000-11-17 | 2002-05-23 | Lipocine, Inc. | Pharmaceutical compositions and dosage forms for administration of hydrophobic drugs |
WO2002100394A1 (en) * | 2001-06-12 | 2002-12-19 | Galephar M/F | Oral pharmaceutical composition containing a statin derivative |
WO2006045865A1 (en) | 2004-10-19 | 2006-05-04 | Gp Pharm S.A. | Pharmaceutical formulation comprising microcapusles of statins suspended in alkyl esters of polyunsaturated fatty acids (pufa) |
EP1922065A2 (en) * | 2005-08-04 | 2008-05-21 | Transform Pharmaceuticals, Inc. | Novel formulations comprising fenofibrate and a statin, and related methods of treatment |
US7927627B2 (en) | 2002-05-24 | 2011-04-19 | Elan Pharma International, Ltd. | Nanoparticulate fibrate formulations |
EP2400840A1 (en) * | 2009-02-24 | 2012-01-04 | Madeira Therapeutics | Liquid statin formulations |
CN103110594A (en) * | 2013-02-02 | 2013-05-22 | 台州职业技术学院 | Atorvastatin calcium nano freeze-dried powder and preparation method thereof |
US8865695B2 (en) | 2009-01-08 | 2014-10-21 | Lipocine Inc. | Steroidal compositions |
US9034858B2 (en) | 2010-11-30 | 2015-05-19 | Lipocine Inc. | High-strength testosterone undecanoate compositions |
WO2015185240A1 (en) | 2014-06-04 | 2015-12-10 | Sigma-Tau Industrire Farmaceutiche Riunite S.P.A. | Compositions containing simvastatin in omega-3 polyunsaturated fatty acids |
US9265742B2 (en) | 2010-10-29 | 2016-02-23 | Infirst Healthcare Limited | Compositions and methods for treating inflammatory pain |
US9271950B2 (en) | 2010-10-29 | 2016-03-01 | Infirst Healthcare Limited | Compositions for treating chronic inflammation and inflammatory diseases |
US9308213B2 (en) | 2010-10-29 | 2016-04-12 | Infirst Healthcare Limited | Solid solution compositions and use in chronic inflammation |
US9358241B2 (en) | 2010-11-30 | 2016-06-07 | Lipocine Inc. | High-strength testosterone undecanoate compositions |
US9498485B2 (en) | 2014-08-28 | 2016-11-22 | Lipocine Inc. | Bioavailable solid state (17-β)-hydroxy-4-androsten-3-one esters |
US9504664B2 (en) | 2010-10-29 | 2016-11-29 | Infirst Healthcare Limited | Compositions and methods for treating severe pain |
US9737500B2 (en) | 2010-10-29 | 2017-08-22 | Infirst Healthcare Limited | Compositions and methods for treating severe pain |
US9744132B2 (en) | 2010-10-29 | 2017-08-29 | Infirst Healthcare Limited | Solid solution compositions and use in chronic inflammation |
RU2635188C2 (en) * | 2011-02-04 | 2017-11-09 | ИнФёрст Хэлткэр Лимитед | Compositions and methods for treatment of chronic inflammation and inflammatory diseases |
US10561615B2 (en) | 2010-12-10 | 2020-02-18 | Lipocine Inc. | Testosterone undecanoate compositions |
US10695432B2 (en) | 2010-10-29 | 2020-06-30 | Infirst Healthcare Limited | Solid solution compositions and use in severe pain |
US10695431B2 (en) | 2010-10-29 | 2020-06-30 | Infirst Healthcare Limited | Solid solution compositions and use in cardiovascular disease |
US11202831B2 (en) | 2010-10-29 | 2021-12-21 | Infirst Healthcare Limited | Solid solution compositions and use in cardiovascular disease |
US11224659B2 (en) | 2010-10-29 | 2022-01-18 | Infirst Healthcare Limited | Solid solution compositions and use in severe pain |
US11559530B2 (en) | 2016-11-28 | 2023-01-24 | Lipocine Inc. | Oral testosterone undecanoate therapy |
US11707467B2 (en) | 2014-08-28 | 2023-07-25 | Lipocine Inc. | (17-ß)-3-oxoandrost-4-en-17YL tridecanoate compositions and methods of their preparation and use |
US11730709B2 (en) | 2010-10-29 | 2023-08-22 | Infirst Healthcare Limited | Compositions and methods for treating severe pain |
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GB1590864A (en) * | 1978-05-16 | 1981-06-10 | Lilly Industries Ltd | Thixotropic filling medium for hard gelatin capsules |
EP0031603A1 (en) * | 1979-12-31 | 1981-07-08 | American Cyanamid Company | Pharmaceutical composition of matter |
US4946866A (en) * | 1985-08-02 | 1990-08-07 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Use of oxirancarboxylic acids for the treatment of hyperlipemia |
EP0700678A1 (en) * | 1994-07-13 | 1996-03-13 | Wakamoto Pharmaceutical Co., Ltd. | Stable lipid emulsion |
US5645856A (en) * | 1994-03-16 | 1997-07-08 | R. P. Scherer Corporation | Delivery systems for hydrophobic drugs |
WO1999029300A1 (en) * | 1997-12-10 | 1999-06-17 | Rtp Pharma Inc. | Self-emulsifying fenofibrate formulations |
-
2000
- 2000-03-23 EP EP00919545A patent/EP1162954A1/en not_active Withdrawn
- 2000-03-23 WO PCT/US2000/007650 patent/WO2000057859A1/en not_active Application Discontinuation
- 2000-03-23 MX MXPA01009840A patent/MXPA01009840A/en unknown
- 2000-03-23 CA CA002365128A patent/CA2365128A1/en not_active Abandoned
- 2000-03-23 JP JP2000607610A patent/JP2003520767A/en not_active Withdrawn
- 2000-03-23 AU AU40211/00A patent/AU4021100A/en not_active Abandoned
-
2002
- 2002-05-30 HK HK02104038.4A patent/HK1043936A1/en unknown
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
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GB1590864A (en) * | 1978-05-16 | 1981-06-10 | Lilly Industries Ltd | Thixotropic filling medium for hard gelatin capsules |
EP0031603A1 (en) * | 1979-12-31 | 1981-07-08 | American Cyanamid Company | Pharmaceutical composition of matter |
US4946866A (en) * | 1985-08-02 | 1990-08-07 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Use of oxirancarboxylic acids for the treatment of hyperlipemia |
US5645856A (en) * | 1994-03-16 | 1997-07-08 | R. P. Scherer Corporation | Delivery systems for hydrophobic drugs |
EP0700678A1 (en) * | 1994-07-13 | 1996-03-13 | Wakamoto Pharmaceutical Co., Ltd. | Stable lipid emulsion |
WO1999029300A1 (en) * | 1997-12-10 | 1999-06-17 | Rtp Pharma Inc. | Self-emulsifying fenofibrate formulations |
Cited By (81)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1185252A1 (en) * | 1999-06-11 | 2002-03-13 | Abbott Laboratories | Novel formulations comprising lipid-regulating agents |
WO2002039983A2 (en) * | 2000-11-17 | 2002-05-23 | Lipocine, Inc. | Pharmaceutical compositions and dosage forms for administration of hydrophobic drugs |
WO2002039983A3 (en) * | 2000-11-17 | 2002-10-10 | Lipocine Inc | Pharmaceutical compositions and dosage forms for administration of hydrophobic drugs |
US6982281B1 (en) | 2000-11-17 | 2006-01-03 | Lipocine Inc | Pharmaceutical compositions and dosage forms for administration of hydrophobic drugs |
WO2002100394A1 (en) * | 2001-06-12 | 2002-12-19 | Galephar M/F | Oral pharmaceutical composition containing a statin derivative |
US7931917B2 (en) | 2002-05-24 | 2011-04-26 | Elan Pharma International, Ltd. | Nanoparticulate fibrate formulations |
US7927627B2 (en) | 2002-05-24 | 2011-04-19 | Elan Pharma International, Ltd. | Nanoparticulate fibrate formulations |
WO2006045865A1 (en) | 2004-10-19 | 2006-05-04 | Gp Pharm S.A. | Pharmaceutical formulation comprising microcapusles of statins suspended in alkyl esters of polyunsaturated fatty acids (pufa) |
US7772277B2 (en) | 2005-08-04 | 2010-08-10 | Transform Pharmaceuticals, Inc. | Formulations comprising fenofibrate and a statin, and related methods of treatment |
EP1922065A4 (en) * | 2005-08-04 | 2009-11-11 | Transform Pharmaceuticals Inc | Novel formulations comprising fenofibrate and a statin, and related methods of treatment |
EP1922065A2 (en) * | 2005-08-04 | 2008-05-21 | Transform Pharmaceuticals, Inc. | Novel formulations comprising fenofibrate and a statin, and related methods of treatment |
US11304960B2 (en) | 2009-01-08 | 2022-04-19 | Chandrashekar Giliyar | Steroidal compositions |
US8865695B2 (en) | 2009-01-08 | 2014-10-21 | Lipocine Inc. | Steroidal compositions |
US11052096B2 (en) | 2009-01-08 | 2021-07-06 | Lipocine Inc. | Steroidal compositions |
EP2400840A1 (en) * | 2009-02-24 | 2012-01-04 | Madeira Therapeutics | Liquid statin formulations |
EP2400840A4 (en) * | 2009-02-24 | 2012-08-01 | Madeira Therapeutics | Liquid statin formulations |
US10849869B2 (en) | 2010-10-29 | 2020-12-01 | Infirst Healthcare Limited | Compositions and methods for treating chronic inflammation and inflammatory diseases |
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CA2365128A1 (en) | 2000-10-05 |
EP1162954A1 (en) | 2001-12-19 |
JP2003520767A (en) | 2003-07-08 |
HK1043936A1 (en) | 2002-10-04 |
AU4021100A (en) | 2000-10-16 |
MXPA01009840A (en) | 2002-06-21 |
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