US20010006655A1 - Process for preparing solid formulations of lipidregulating agents with enhanced dissolution and absorption - Google Patents
Process for preparing solid formulations of lipidregulating agents with enhanced dissolution and absorption Download PDFInfo
- Publication number
- US20010006655A1 US20010006655A1 US09/240,515 US24051599A US2001006655A1 US 20010006655 A1 US20010006655 A1 US 20010006655A1 US 24051599 A US24051599 A US 24051599A US 2001006655 A1 US2001006655 A1 US 2001006655A1
- Authority
- US
- United States
- Prior art keywords
- mixture
- lipid
- fenofibrate
- dosage form
- surfactant
- 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
Links
Images
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
- A61K31/21—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
- 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
- A61K9/1694—Processes resulting in granules or microspheres of the matrix type containing more than 5% of excipient
-
- 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
- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4866—Organic macromolecular compounds
Definitions
- the present invention relates to a new process for preparing solid formulations of lipid-regulating agents with enhanced dissolution and absorption characteristics.
- 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. Pat. No. 4,058,552.
- Fenofibrate has been prepared in several different formulations, c.f., U.S. Pat. No. 4,800,079 and U.S. Pat. No. 4,895,726.
- U.S. Pat. No. 4,895,726 discloses a co-micronized formulation of fenofibrate and a solid surfactant.
- U.S. Pat. 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.
- European Patent Application No. 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 granules thus produced are dried.
- PCT Publication No. WO82/01649 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. Pat. No. 5,645,856 discloses 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.
- the present invention is directed to a process for preparing a solid formulation of a lipid-regulating agent with enhanced dissolution and absorption characteristics.
- This process comprises forming a mixture of the lipid-regulating agent with a solid surfactant, and granulating the mixture by melting, mixing, and congealing, then optionally forming a finished dosage form.
- the mixture may be granulated by techniques well-known in the art, preferably by using a high shear granulator, a spinning disk or by spray congealing techniques.
- the granules may be milled, if necessary, and optionally blended with conventional pharmaceutical excipients.
- the finished oral dosage form may be prepared by techniques well-known to those skilled in the art by sizing the mixture, dry blending the resultant particles with excipients and forming the finished oral dosage form, preferably as a tablet or capsule.
- the formulation thus produced may be administered directly as a granulated product, 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.
- FIG. 1 is a graph showing the dissolution characteristics of a representative composition prepared by the process of the present invention and a prior art composition.
- FIG. 2 is a graph showing the dissolution characteristics of another representative composition prepared by the process of the present invention and a prior art composition.
- the bulk lipid-regulating agent can be prepared by any available method, as for example the compound fenofibrate may be prepared by the procedure disclosed in U.S. Pat. No. 4,658,552, or the procedure disclosed in U.S. Pat. No. 4,739,101, both herein incorporated by reference.
- the lipid-regulating agent is mixed with a surfactant such as, for example, poloxamer polyols (Pluronic F68, B. F. Goodrich Specialty Chemicals).
- a surfactant such as, for example, poloxamer polyols (Pluronic F68, B. F. Goodrich Specialty Chemicals).
- suitable surfactants include pharmaceutically-acceptable surfactants such as d-alpha tocophenyl polyethylene glycol succinate and polyoxyl 40 stearate.
- the lipid-regulating agent/surfactant mixture is granulated by melting, mixing and congealing the mixture.
- Other excipients such as starch, lactose, polyvinyl pyrrolidone and magnesium stearate may be added to the mixture.
- the mixture is then granulated, prefereably by use of a high shear granulator, a spinning disk or by spray drying techniques.
- the resulting material may be milled if necessary, and if desired, formed into a tablet or capsule by conventional techniques such as direct compression or other means.
- each mixture was congealed at room temperature with stirring.
- the congealed solids were milled through a 30 mesh screen using a Quadro Comill.
- the resultant powder/granules were collected and #2 capsules were filled with 167.5 mg of granules from Example 1A (67 mg fenofibrate) and 134 mg of granules from Example 1B (67 mg of fenofibrate).
- Fenofibrate and Pluronic F68 were melted and mixed in a 1:2 weight ration in a container at approximately 100° C. followed by congealing while mixing at room temperature. The particle size of the congealed solid was reduced to below 30 mesh by grinding and sieving. Granules containing 67 mg of fenofibrate were filled into #2 hard gelatin capsules.
- FIGS. 1 and 2 In vitro dissolution profiles of the reference capsule and capsules from Example 1 of the current invention are shown in FIGS. 1 and 2. This data indicates that dissolution rate of the current invention is more rapid and complete than the reference. Based on U.S. Pat. No. 4,895,726, in vitro dissolution results can be correlated to the in vivo bioavailability in humans. Thus, more rapid and complete dissolution in vitro can result in higher bioavailability in humans.
- Fenofibrate, Pluronic F68 and mannitol (4:4:2 weight ratio) were melted and mixed in a container at approximately 100° C. followed by congealing while mixing at room temperature. Particles of the congealed solid were milled through a 30 mesh screen using Quadro Comill. Granules equivalent to 67 mg fenofibrate were filled into a #2 hard gelatin capsule.
Abstract
Description
- The present invention relates to a new process for preparing solid formulations of lipid-regulating agents with enhanced dissolution and absorption characteristics.
- 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. Pat. No. 4,058,552.
- Fenofibrate has been prepared in several different formulations, c.f., U.S. Pat. No. 4,800,079 and U.S. Pat. No. 4,895,726. U.S. Pat. No. 4,895,726 discloses a co-micronized formulation of fenofibrate and a solid surfactant.
- U.S. Pat. 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.
- European Patent Application No. 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 granules thus produced are dried.
- PCT Publication No. WO82/01649 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. Pat. No. 5,645,856 discloses 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.
- The prior art processes obtained small particles of fenofibrate by the use of co-micronization of the drug with a surfactant. These resulting formulations may not have the maximized dissolution rate.
- It is an object of the present invention to provide small particles of lipid-regulating agents, more preferably fenofibrate, having enhanced dissolution and absorption characteristics than those particles of such agents prepared by the prior art techniques.
- The present invention is directed to a process for preparing a solid formulation of a lipid-regulating agent with enhanced dissolution and absorption characteristics.
- This process comprises forming a mixture of the lipid-regulating agent with a solid surfactant, and granulating the mixture by melting, mixing, and congealing, then optionally forming a finished dosage form.
- The mixture may be granulated by techniques well-known in the art, preferably by using a high shear granulator, a spinning disk or by spray congealing techniques.
- The granules may be milled, if necessary, and optionally blended with conventional pharmaceutical excipients.
- The finished oral dosage form may be prepared by techniques well-known to those skilled in the art by sizing the mixture, dry blending the resultant particles with excipients and forming the finished oral dosage form, preferably as a tablet or capsule.
- The formulation thus produced may be administered directly as a granulated product, 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.
- FIG. 1 is a graph showing the dissolution characteristics of a representative composition prepared by the process of the present invention and a prior art composition.
- FIG. 2 is a graph showing the dissolution characteristics of another representative composition prepared by the process of the present invention and a prior art composition.
- The bulk lipid-regulating agent can be prepared by any available method, as for example the compound fenofibrate may be prepared by the procedure disclosed in U.S. Pat. No. 4,658,552, or the procedure disclosed in U.S. Pat. No. 4,739,101, both herein incorporated by reference.
- The lipid-regulating agent is mixed with a surfactant such as, for example, poloxamer polyols (Pluronic F68, B. F. Goodrich Specialty Chemicals). Other suitable surfactants include pharmaceutically-acceptable surfactants such as d-alpha tocophenyl polyethylene glycol succinate and
polyoxyl 40 stearate. - The lipid-regulating agent/surfactant mixture is granulated by melting, mixing and congealing the mixture. Other excipients, such as starch, lactose, polyvinyl pyrrolidone and magnesium stearate may be added to the mixture. The mixture is then granulated, prefereably by use of a high shear granulator, a spinning disk or by spray drying techniques. The resulting material may be milled if necessary, and if desired, formed into a tablet or capsule by conventional techniques such as direct compression or other means.
- The invention will be understood more clearly from the following non-limiting representative examples:
- A. 4 grams of fenofibrate and 4 grams of Pluronic F68 (B. F. Goodrich Specialty Chemicals) were melted at 100° C. 2 grams of mannitol was added with mixing.
- B. A second sample of 6 grams of fenofibrate was melted at 100° C. 12 grams of Pluronic F68 was added with mixing.
- Each mixture was congealed at room temperature with stirring. The congealed solids were milled through a 30 mesh screen using a Quadro Comill. The resultant powder/granules were collected and #2 capsules were filled with 167.5 mg of granules from Example 1A (67 mg fenofibrate) and 134 mg of granules from Example 1B (67 mg of fenofibrate).
- Fenofibrate and Pluronic F68 were melted and mixed in a 1:2 weight ration in a container at approximately 100° C. followed by congealing while mixing at room temperature. The particle size of the congealed solid was reduced to below 30 mesh by grinding and sieving. Granules containing 67 mg of fenofibrate were filled into #2 hard gelatin capsules.
- The in vitro dissolution rate of the capsules of Example 1B was compared with that of capsules of Lipanthyl®, a commercial capsule product containing 67 mg of fenofibrate. USP apparatus II was used for testing. The test conditions were: paddle speed=50 rpm; dissolution medium=50 mM SDS solution; temperature=37° C. Dissolution samples were analyzed by an HPLC method.
- In vitro dissolution profiles of the reference capsule and capsules from Example 1 of the current invention are shown in FIGS. 1 and 2. This data indicates that dissolution rate of the current invention is more rapid and complete than the reference. Based on U.S. Pat. No. 4,895,726, in vitro dissolution results can be correlated to the in vivo bioavailability in humans. Thus, more rapid and complete dissolution in vitro can result in higher bioavailability in humans.
- Fenofibrate, Pluronic F68 and mannitol (4:4:2 weight ratio) were melted and mixed in a container at approximately 100° C. followed by congealing while mixing at room temperature. Particles of the congealed solid were milled through a 30 mesh screen using Quadro Comill. Granules equivalent to 67 mg fenofibrate were filled into a #2 hard gelatin capsule.
- In vitro dissolution rate of the capsules of Example 1A were compared with that of the reference, Lipanthyl, the marketed capsule product, which contains the same amount of the active ingredient. USP apparatus II was used for testing. The test conditions were: paddle speed=75 rpm; dissolution medium=100 mM SDS solution; temperature= 37° C. Dissolution samples were analyzed by an HPLC method.
- In vitro dissolution profiles of the reference capsule and capsules from Example 1A of the present invention are shown in FIG. 2. Preliminary data indicate that dissolution rate of such capsule of the current invention is equivalent to the reference. Based on U.S. Pat. No. 4,895,726, in vitro dissolution result can be correlated to the in vivo bioavailability in humans. Thus, equivalent dissolution in vitro can result in equivalent bioavailability in humans.
Claims (15)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/240,515 US6368622B2 (en) | 1999-01-29 | 1999-01-29 | Process for preparing solid formulations of lipid regulating agents with enhanced dissolution and absorption |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/240,515 US6368622B2 (en) | 1999-01-29 | 1999-01-29 | Process for preparing solid formulations of lipid regulating agents with enhanced dissolution and absorption |
Publications (2)
Publication Number | Publication Date |
---|---|
US20010006655A1 true US20010006655A1 (en) | 2001-07-05 |
US6368622B2 US6368622B2 (en) | 2002-04-09 |
Family
ID=22906845
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US09/240,515 Expired - Lifetime US6368622B2 (en) | 1999-01-29 | 1999-01-29 | Process for preparing solid formulations of lipid regulating agents with enhanced dissolution and absorption |
Country Status (1)
Country | Link |
---|---|
US (1) | US6368622B2 (en) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20030104060A1 (en) * | 1997-01-17 | 2003-06-05 | Andre Stamm | Fenofibrate pharmaceutical composition having high bioavailability |
US20050101561A1 (en) * | 2003-11-07 | 2005-05-12 | Tunac Josefino B. | HDL-boosting combination therapy complexes |
US20060222706A1 (en) * | 2005-03-30 | 2006-10-05 | Moshe Flashner-Barak | Formulations of Fenofibrate |
US20070015834A1 (en) * | 2005-07-18 | 2007-01-18 | Moshe Flashner-Barak | Formulations of fenofibrate containing PEG/Poloxamer |
US20070015833A1 (en) * | 2005-07-18 | 2007-01-18 | Moshe Flashner-Barak | Formulations of fenofibrate containing menthol |
US20070148233A1 (en) * | 2005-12-28 | 2007-06-28 | Lerner E I | Pharmaceutical formulations of fenofibrate having improved bioavailability |
EP1803441A1 (en) * | 2005-12-28 | 2007-07-04 | Teva Pharmaceutical Industries Ltd | Pharmaceutical formulations of fenofibrate having improved bioavailability |
WO2007075171A1 (en) * | 2005-12-28 | 2007-07-05 | Teva Pharmaceutical Industries Ltd. | Pharmaceutical formulations of fenofibrate having improved bioavailability |
US20080031825A1 (en) * | 2004-08-20 | 2008-02-07 | Yisheng Chen | Pharmaceutical Compositions Comprising Effervescent Agents And Fenofibrate |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AR025587A1 (en) * | 1999-09-13 | 2002-12-04 | Hoffmann La Roche | DISPERSION FORMULATIONS CONTAINING LIPASA INHIBITORS |
US20030224058A1 (en) * | 2002-05-24 | 2003-12-04 | Elan Pharma International, Ltd. | Nanoparticulate fibrate formulations |
US20080241070A1 (en) * | 2000-09-21 | 2008-10-02 | Elan Pharma International Ltd. | Fenofibrate dosage forms |
US7276249B2 (en) * | 2002-05-24 | 2007-10-02 | Elan Pharma International, Ltd. | Nanoparticulate fibrate formulations |
US20070264348A1 (en) * | 2002-05-24 | 2007-11-15 | Elan Pharma International, Ltd. | Nanoparticulate fibrate formulations |
WO2005065656A2 (en) * | 2003-12-31 | 2005-07-21 | Pfizer Products Inc. | Stabilized pharmaceutical solid compositions of low-solubility drugs, poloxamers, and stabilizing polymers |
WO2005065657A2 (en) * | 2003-12-31 | 2005-07-21 | Pfizer Products Inc. | Solid compositions of low-solubility drugs and poloxamers |
US20070219131A1 (en) * | 2004-04-15 | 2007-09-20 | Ben-Sasson Shmuel A | Compositions capable of facilitating penetration across a biological barrier |
US8241670B2 (en) * | 2004-04-15 | 2012-08-14 | Chiasma Inc. | Compositions capable of facilitating penetration across a biological barrier |
US9439126B2 (en) | 2005-01-25 | 2016-09-06 | Sipco, Llc | Wireless network protocol system and methods |
US7872560B2 (en) * | 2007-03-19 | 2011-01-18 | Abc Taiwan Electronics Corp. | Independent planar transformer |
EP2601935A1 (en) * | 2007-09-25 | 2013-06-12 | Solubest Ltd. | Compositions comprising lipophilic active compounds and method for their preparation |
US20090202649A1 (en) * | 2008-02-06 | 2009-08-13 | Subhash Gore | Fenofibrate formulations |
CA2725578A1 (en) * | 2008-04-24 | 2009-10-29 | Evestra, Inc. | Oral contraceptive dosage forms comprising a progestogen dispersed in an enteric polymer and further comprising an estrogen |
EP3210474B1 (en) * | 2008-09-17 | 2020-11-18 | Chiasma, Inc. | Pharmaceutical compositions comprising polypeptides and related methods of delivery |
DE102012105512A1 (en) * | 2012-06-25 | 2014-04-24 | Hennig Arzneimittel Gmbh & Co. Kg | Pharmaceutical form for prolonged release of active ingredients |
MA41462A (en) | 2015-02-03 | 2021-05-12 | Chiasma Inc | METHOD OF TREATMENT OF DISEASES |
US11141457B1 (en) | 2020-12-28 | 2021-10-12 | Amryt Endo, Inc. | Oral octreotide therapy and contraceptive methods |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4058552A (en) | 1969-01-31 | 1977-11-15 | Orchimed Sa | Esters of p-carbonylphenoxy-isobutyric acids |
FR2494112B1 (en) | 1980-11-19 | 1986-01-10 | Laruelle Claude | |
IT1180507B (en) | 1984-06-29 | 1987-09-23 | Roberto Valducci | PROCEDURE FOR THE PREPARATION OF ETOFIBRATE OR SUBSTANCES OF EQUAL OR SIMILAR CHARACTERISTICS, IN MICROGUNULI-DELAY AND PRODUCT OBTAINED WITH SUCH PROCEDURE |
US5082655A (en) * | 1984-07-23 | 1992-01-21 | Zetachron, Inc. | Pharmaceutical composition for drugs subject to supercooling |
FR2598146B1 (en) | 1986-04-30 | 1989-01-20 | Rech Ind | NEW PROCESS FOR THE PREPARATION OF FIBRATES. |
FR2602423B1 (en) | 1986-08-08 | 1989-05-05 | Ethypharm Sa | PROCESS FOR THE PREPARATION OF A FENOFIBRATE-BASED MEDICINAL PRODUCT, OBTAINED BY THIS PROCESS |
FR2627696B1 (en) | 1988-02-26 | 1991-09-13 | Fournier Innovation Synergie | NEW GALENIC FORM OF FENOFIBRATE |
GB9405304D0 (en) | 1994-03-16 | 1994-04-27 | Scherer Ltd R P | Delivery systems for hydrophobic drugs |
US5545628A (en) | 1995-01-10 | 1996-08-13 | Galephar P.R. Inc. | Pharmaceutical composition containing fenofibrate |
FR2730231B1 (en) | 1995-02-02 | 1997-04-04 | Fournier Sca Lab | COMBINATION OF FENOFIBRATE AND VITAMIN E, USE IN THERAPEUTICS |
DE19608750A1 (en) | 1996-03-06 | 1997-09-11 | Durachemie Gmbh & Co Kg | Process for the production of fenofibrate preparations |
-
1999
- 1999-01-29 US US09/240,515 patent/US6368622B2/en not_active Expired - Lifetime
Cited By (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20090035379A1 (en) * | 1997-01-17 | 2009-02-05 | Cabinet Hirsch | Fenofibrate compositions |
US6589552B2 (en) | 1997-01-17 | 2003-07-08 | Laboratoires Fournier, S.A. | Fenofibrate pharmaceutical composition having high bioavailability and method for preparing it |
US6596317B2 (en) | 1997-01-17 | 2003-07-22 | Laboratoires Fournier, Sa | Fenofibrate pharmaceutical composition having high bioavailability and method for preparing it |
US6652881B2 (en) | 1997-01-17 | 2003-11-25 | Laboratories Fournier, S.A. | Fenofibrate pharmaceutical composition having high bioavailability |
US20080064759A1 (en) * | 1997-01-17 | 2008-03-13 | Paul Royalty Fund Holdings Ii | Process for preparing fenofibrate compositions |
US7041319B2 (en) | 1997-01-17 | 2006-05-09 | Laboratoires Fournier | Fenofibrate pharmaceutical composition having high bioavailabilty |
US20030104060A1 (en) * | 1997-01-17 | 2003-06-05 | Andre Stamm | Fenofibrate pharmaceutical composition having high bioavailability |
US8343540B2 (en) | 1997-01-17 | 2013-01-01 | Laboratories Fournier S.A. | Process for producing fenofibrate tablets |
US8329214B2 (en) | 1997-01-17 | 2012-12-11 | Laboratoires Fournier S.A. | Process for producing fenofibrate tablets |
US20070190136A1 (en) * | 1997-01-17 | 2007-08-16 | Laboratoires Fournier | Process for producing fenofibrate tablets |
US20070184103A1 (en) * | 1997-01-17 | 2007-08-09 | Laboratoires Fournier | Process for producing fenofibrate tablets |
US20050101561A1 (en) * | 2003-11-07 | 2005-05-12 | Tunac Josefino B. | HDL-boosting combination therapy complexes |
US20080248070A1 (en) * | 2003-11-07 | 2008-10-09 | Tunac Josefino B | HDL-Boosting Combination Therapy Complexes |
US7390504B2 (en) | 2003-11-07 | 2008-06-24 | Jj Pharma, Inc. | HDL-boosting combination therapy complexes |
US8258125B2 (en) | 2003-11-07 | 2012-09-04 | Tunac Josefino B | HDL-boosting combination therapy complexes |
US20100021393A1 (en) * | 2004-08-20 | 2010-01-28 | Abbott Laboratories | Pharmaceutical Compositions Comprising Effervescent Agents and Fenofibrate |
US20080031825A1 (en) * | 2004-08-20 | 2008-02-07 | Yisheng Chen | Pharmaceutical Compositions Comprising Effervescent Agents And Fenofibrate |
US20060222706A1 (en) * | 2005-03-30 | 2006-10-05 | Moshe Flashner-Barak | Formulations of Fenofibrate |
WO2006107316A1 (en) * | 2005-03-30 | 2006-10-12 | Teva Pharmaceutical Industries Ltd. | Improved formulations of fenofibrate containing menthol or peg/poloxamer |
WO2006107357A1 (en) * | 2005-03-30 | 2006-10-12 | Teva Pharmaceutical Industries Ltd. | Improved formulations of fenofibrate containing menthol or a peg/poloxamer mixture |
US20070015833A1 (en) * | 2005-07-18 | 2007-01-18 | Moshe Flashner-Barak | Formulations of fenofibrate containing menthol |
US20070015834A1 (en) * | 2005-07-18 | 2007-01-18 | Moshe Flashner-Barak | Formulations of fenofibrate containing PEG/Poloxamer |
WO2007075171A1 (en) * | 2005-12-28 | 2007-07-05 | Teva Pharmaceutical Industries Ltd. | Pharmaceutical formulations of fenofibrate having improved bioavailability |
EP1803441A1 (en) * | 2005-12-28 | 2007-07-04 | Teva Pharmaceutical Industries Ltd | Pharmaceutical formulations of fenofibrate having improved bioavailability |
US20070148233A1 (en) * | 2005-12-28 | 2007-06-28 | Lerner E I | Pharmaceutical formulations of fenofibrate having improved bioavailability |
Also Published As
Publication number | Publication date |
---|---|
US6368622B2 (en) | 2002-04-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US6368622B2 (en) | Process for preparing solid formulations of lipid regulating agents with enhanced dissolution and absorption | |
US6180138B1 (en) | Process for preparing solid formulations of lipid-regulating agents with enhanced dissolution and absorption | |
AU782282B2 (en) | Pharmaceutical composition containing fenofibrate and preparation method | |
US6383517B1 (en) | Process for preparing solid formulations of lipid-regulating agents with enhanced dissolution and absorption | |
EP0142561B1 (en) | Long-acting nifedipine preparation | |
EP0636370B1 (en) | Sustained release compositions containing morphine | |
EP0921796B1 (en) | Tetrahydrolipstatin containing compositions | |
MX2007012124A (en) | Formulations containing fenofibrate and surfacant mixture. | |
EP1973531A2 (en) | Pharmaceutical compositions | |
MX2007011858A (en) | Improved formulations of fenofibrate containing menthol or peg/poloxamer. | |
EP1032370B1 (en) | Porous hydroxyapatite particles as carriers for drug substances | |
RU2484816C2 (en) | Pharmaceutical compositions of rhein or diacerein | |
US8062664B2 (en) | Process for preparing formulations of lipid-regulating drugs | |
US20100021393A1 (en) | Pharmaceutical Compositions Comprising Effervescent Agents and Fenofibrate | |
JPH0530810B2 (en) | ||
WO2007024123A1 (en) | Pharmaceutical composition of pranlukast solid-dispersion with improved initial dissolution rate and the method of preparing the same | |
CA2374117A1 (en) | Novel formulations comprising lipid-regulating agents | |
CA2531097C (en) | Process for preparing formulations of lipid-regulating drugs | |
US20060177512A1 (en) | Process for preparing formulations of lipid-regulating drugs | |
JP2007521267A (en) | Pharmaceutical compositions based on diclofenac derivatives |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: ABBOTT LABORATORIES, ILLINOIS Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:CHEN, YISHENG;ENGH, KEVIN R.;YIHONG, QIU;AND OTHERS;REEL/FRAME:009873/0194;SIGNING DATES FROM 19990319 TO 19990405 |
|
STCF | Information on status: patent grant |
Free format text: PATENTED CASE |
|
FPAY | Fee payment |
Year of fee payment: 4 |
|
FPAY | Fee payment |
Year of fee payment: 8 |
|
AS | Assignment |
Owner name: ABBVIE INC., ILLINOIS Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:ABBOTT LABORATORIES;REEL/FRAME:030167/0463 Effective date: 20120801 |
|
FPAY | Fee payment |
Year of fee payment: 12 |