WO2005034954A2 - Pharmaceutical compositions of paroxetine containing microcrystalline cellulose, prepared by wet granulation - Google Patents
Pharmaceutical compositions of paroxetine containing microcrystalline cellulose, prepared by wet granulation Download PDFInfo
- Publication number
- WO2005034954A2 WO2005034954A2 PCT/IB2004/003295 IB2004003295W WO2005034954A2 WO 2005034954 A2 WO2005034954 A2 WO 2005034954A2 IB 2004003295 W IB2004003295 W IB 2004003295W WO 2005034954 A2 WO2005034954 A2 WO 2005034954A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- pharmaceutical composition
- composition according
- modified release
- paroxetine
- granules
- Prior art date
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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
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2095—Tabletting processes; Dosage units made by direct compression of powders or specially processed granules, by eliminating solvents, by melt-extrusion, by injection molding, by 3D printing
-
- 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
- A61K31/445—Non condensed piperidines, e.g. piperocaine
-
- 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
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
-
- 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
- A61K9/20—Pills, tablets, discs, rods
- A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
- A61K9/2886—Dragees; Coated pills or tablets, e.g. with film or compression coating having two or more different drug-free coatings; Tablets of the type inert core-drug layer-inactive layer
-
- 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
Definitions
- paroxetine PHARMACEUTICAL COMPOSTIONS OF PAROXETINE Field of the Invention
- the present invention relates to stable pharmaceutical compositions of paroxetine and processes for their preparation.
- Background of the Invention The chemical name for paroxetine is (-) - trans-3- [(1, 3 - benzodioxol - 5 - yl oxy) methyl] - 4 - (4 - fluorophenyl) piperidine; (3S, 4R) - 3 - [5 - (1, 3 - dioxaindanyl) oxy methyl] - 4 - (p - fluorophenyl) piperidine, a 5 - hydroxy tryptamine (5 - HT, serotonin).
- Paroxetine functions as a re-uptake inhibitor and is disclosed in U.S. Patent No. 4,007,196.
- Paroxetine is indicated for the treatment of psychiatric problems including depression, Parkinson's disease, anxiety disorders, obsessive-compulsive disorders, panic disorders and post-traumatic stress disorder and other symptoms associated with excessive serotonin release. It is marketed in both immediate release and controlled release dosage forms by Glaxo SmithKline under the trade names of Paxil ® and Paxil ® CR respectively.
- Solid dosage forms of paroxetine often develop certain physical instabilities, depending on the excipients used and the method of their preparation. This is evident by the development of a pink hue, softening of the dosage form or a decrease in the hardness upon storage.
- paroxetine tablets which (i) are free of hydroxypropyl methylcellulose and (ii) include a filler that is non-hygroscopic or free of hydrochloric acid (HC1).
- HC1 hydrochloric acid
- a pharmaceutical composition comprising paroxetine, microcrystalline cellulose, and one or more additional pharmaceutically acceptable inert excipients.
- the pharmaceutical composition is prepared by a wet granulation technique.
- Embodiments of the pharmaceutical composition may include one or oreof ht following features.
- the paroxetine may be free paroxetine base and pharmaceutically acceptable salts, hydrates and solvates thereof.
- the pharmaceutically acceptable salt may be hydrochloride, maleate, acetate and mesylate.
- the concentration of microcrystalline cellulose maybe from about 15% to about 45% by weight. More particularly, the concentration of the microcrystalline cellulose may be about 30% by weight.
- the pharmaceutically acceptable inert excipient may be one or more of fillers, binders, disintegrants, wetting agents, stabilizers, lubricants/glidants, flavoring agents and coloring agents.
- the wet granulation may be carried out using one or more water miscible solvents, with or without water.
- the water miscible solvent may be lower alcohols and lower ketones.
- the lower alcohols may be one or both of ethanol and isopropyl alcohol.
- the water miscible solvent maybe a mixture of water and isopropyl alcohol.
- the pharmaceutical composition may be a tablet, capsule, caplet, spheroid, or granule.
- the pharmaceutical composition may further include a non-functional film- forming polymer coating.
- a modified release pharmaceutical composition that includes paroxetine, microcrystalline cellulose, at least one modified release polymer, and one or more pharmaceutically acceptable inert excipients.
- the pharmaceutical composition is prepared by wet granulation technique.
- Embodiments of the modified release pharmaceutical composition may include one or more of the following features.
- the modified release polymer may be one or more of cellulose derivatives, alginic acid derivatives, methacrylic acid derivatives, polysaccharides, and alkylene oxides.
- the modified release polymer may be hydroxypropyl methylcellulose of one or more of the low, medium and high viscosity grades of hydroxypropyl methylcellulose and mixtures thereof.
- the concentration of the hydroxypropyl methylcellulose may be from about 10% to about 30% by weight of the total composition weight.
- the paroxetine may be free paroxetine base and pharmaceutically acceptable salts, hydrates and solvates thereof.
- the concentration of microcrystalline cellulose maybe from about 15% to about 45%> by weight.
- the one or more pharmaceutically acceptable inert excipients may be one or more of fillers, binders, disintegrants, wetting agents, stabilizers, lubricants/glidants, flavoring agents and coloring agents.
- the wet granulation may be carried out using a water miscible solvent, with or without water.
- the water miscible solvent may be lower alcohols and lower ketones.
- the water miscible solvent may be a mixture of water and isopropyl alcohol.
- the pharmaceutical composition may be a solid dosage form.
- the solid dosage form may be tablets, capsules, caplets, spheroids, and granules.
- the pharmaceutical composition may further include an enteric polymer coating.
- the enteric polymer may be one or more of cellulose acetate phthalate, cellulose acetate, hydroxypropyl methylcellulose acetate phthalate, polyvinyl acetate phthalate, hydroxypropyl methyl cellulose phthalate, hydroxypropyl methylcellulose acetate succinate, and one or more methacrylic acid copolymers.
- the enteric polymer coating may be about 1% to about 10% w/w of the total weight of the uncoated composition.
- the pharmaceutical composition may further include a non functional film coating.
- a process for the preparation of a pharmaceutical composition of paroxetine there is provided.
- the process includes (a) blending paroxetine, microcrystalline cellulose, and one or more pharmaceutically acceptable excipients to form a blend; (b) wet granulating the blend to form granules; (c) drying and sizing the granules; and (d) lubricating and processing the granules into a solid dosage form.
- Embodiments of the process may include one or more of the features described above.
- a process for the preparation of a modified release pharmaceutical composition of paroxetine is provided.
- the process includes (a) blending paroxetine with microcrystalline cellulose, hydroxypropyl methylcellulose, and one or more of fillers, binders and disintegrants to form a blend; (b) wet granulating the blend to form granules; (c) drying and sizing the granules; and (d) lubricating the granules and compressing into tablets.
- Embodiments of the process may include one or more of the following features or those described above.
- the process may further include (e) coating the tablet with enteric polymers up to a weight gain of about 10% w/w; and (f) film coating up to a weight gain of about 3% w/w.
- a pharmaceutical composition including granules.
- the granules include paroxetine and microcrystalline cellulose.
- the granules are prepared by a wet granulation technique.
- Embodiments of the pharmaceutical composition may include one or more of the features described above.
- a method of treating depression in a subject in need thereof includes administering a pharmaceutical composition that includes paroxetine, microcrystalline cellulose, and one or more pharmaceutically acceptable inert excipients.
- the pharmaceutical composition is prepared by wet granulation technique.
- Embodiments of the process may include one or more of the following features or those described above.
- compositions of paroxetine of the present invention may be prepared by the wet granulation technique using microcrystalline cellulose (MCC) as a filler, and hydroxypropyl methylcellulose (HPMC) as a modified release polymer without the development of either the pink hue or decrease in hardness upon storage.
- MCC microcrystalline cellulose
- HPMC hydroxypropyl methylcellulose
- the preparation of the granulation for tableting by the wet granulation process is amongst the oldest and most widely used techniques.
- MCC being a porous material, promotes easy wetting and rapid drying of wet granulation, and the granules exhibit good flow properties with a low lubricant demand.
- 'stable' as used herein refers to mechanical stability of pharmaceutical composition of paroxetine wherein the composition does not lose its hardness or develop pink discoloration on storage at a temperature of 40°C and 75% relative humidity for 5 days.
- paroxetine' as used herein includes paroxetine and pharmaceutically acceptable salts thereof, such as, hydrochloride, maleate, acetate, mesylate and hydrates and solvates thereof.
- paroxetine hydrochloride hemihydrate may be used.
- pharmaceutical composition' as used herein refers to solid dosage forms for oral administration such as tablet, capsule, pill, spheroid, granule and the like. For example, tablets may be used.
- modified release dosage form as used herein includes dosage forms intended for slow release, such as controlled release, prolonged release, delayed release, timed release, etc. that are capable of modifying the release of the drug up to a period of about 12 hours.
- a delayed release dosage form may be used.
- the term 'wet granulation' as used herein refers to granulation using water miscible solvent(s) with or without water.
- Suitable water miscible solvents include one or more of lower alcohols, such as ethanol and isopropyl alcohol (IP A), and lower ketones, such as acetone.
- IP A isopropyl alcohol
- MCC is purified partially de-polymerized alpha-cellulose. The de-polymerization is catalyzed by hydrochloric acid.
- MCC is a white, odorless, tasteless free flowing powder, which is insoluble in water, soluble in acids and most organic solvents and is practically insoluble in sodium hydroxide solution.
- the concentration of MCC may range from about 15% to about 45% by weight. In particular MCC at a concentration of about 30% may be used. It is commercially available under the trade name of Avicel ® (manufactured by FMC Corporation) in various grades such as PH 103, PH 105, PH 101, PH 113 and PH 301. hi particular, Avicel ® PH 101 may be used.
- Suitable modified release polymers include one or more of cellulose derivatives, alginic acid derivatives, methacrylic acid derivatives, polysaccharides, alkylene oxides and the like. Specific examples of cellulose derivatives include HPMC, hydroxypropyl cellulose (HPC), methylcellulose, carboxymethyl cellulose, and hydroxyethyl cellulose.
- Alginic acid derivative as used herein include alginic acid and its physiologically acceptable salts such as those of sodium, potassium, calcium, and the like.
- methacrylic acid derivatives include the various grades available under the trade name of Eudragit®.
- polysaccharides include chitosan, gellan, xanthan gum and the like.
- alkylene oxide include polyethylene oxide.
- HPMC is cellulose ether, derived from alkali treated cellulose that is reacted with methyl chloride and propylene oxide. It has several names including 2-hydroxy propyl ether of methyl cellulose, propylene glycol ether of methyl cellulose, 2-hydroxy propyl methyl ether, hypromellose, etc.
- HPMC modified release polymer, binder, and in coating compositions. It is widely used as a modified release polymer, binder, and in coating compositions. It is commercially available as Methocel® (manufactured by Dow Chemicals) in various viscosity grades.
- concentration of HPMC may range from about 10% to about 30% by weight. In particular, HPMC at a concentration of about 14% may be used.
- HPMC of low viscosity grades include Methocel E-5, Methocel E-15 LV, Methocel E-50 LV, Methocel K-100 LV and Methocel F-50 LV, whose 2% w/v aqueous solutions have viscosities of 5 cPs, 15 cPs, 100 cPs and 50 cPs, respectively.
- HPMC of medium viscosity grade examples include Methocel E4M and Methocel K4MCR, whose 2% w/v aqueous solutions have a viscosity of 4000 cPs.
- HPMC of high viscosity grade examples include Methocel Kl 5M and Methocel K 100M whose 2% w/v aqueous solutions have viscosities of 15,000 and 10,000 cPs, respectively.
- Methocel K4MCR and Methocel E-15 LV may be used.
- Suitable pharmaceutically acceptable inert excipients include one or more of wetting agents, fillers, binders, disintegrants, coloring agents, flavoring agents, stabilizers, lubricants/glidants and plasticizers.
- Suitable wetting agents used in the present embodiment include both ionic and non-ionic wetting agents.
- polyethylene glycols include one or more of polyethylene glycols; polyoxyethylene - polyoxypropylene block copolymers known as "poloxamer”; polyglycerin fatty acid ester, such as decaglyceryl monolaurate and decaglyceryl monomyristate, polyoxyethylene sorbitan fatty acid ester, such as polyoxyethylene sorbitan monooleate, polyethylene glycol fatty acid ester, such as polyoxyethylene monosterate, polyoxyethylene alkyl ether, such as poluoxyethylene lauryl ether; polyoxyethylene castor oil and hardened castor oil, such as polyoxyethylene hardened castor oil; sucrose ester of fatty acid, such as sucrose state ester and sucrose palmitate ester and alkyl sulfate salt, such as sodium lauryl sulfate and magnesium lauryl sulfate; sodium caproate, sodium glycocholate, soy lecithin, sodium stearyl fumarate, propylene
- poloxamer available under the trade name of Lutrol
- Suitable fillers include one or more of calcium carbonate, calcium phosphate- dibasic, calcium phosphate-tribasic, calcium sulfate, cellulose powdered, dextrates, dextrins, dextrose excipients, fructose, kaolin, lactitol, lactose, mannitol, sorbitol, starch pregelatinized, sucrose, sugar compressible, sugar confectioners, and other suitable fillers.
- Suitable binders include one or more of polyvinyl pyrrolidone, methylcellulose, hydroxypropyl cellulose, HPMC, gelatin, gum Arabic, ethyl cellulose, polyvinyl alcohol, pullulan, pregelatinized starch, agar, tragacanth, sodium alginate, propylene glycol, and other suitable binders.
- Suitable disintegrants include one or more of microcrystalline cellulose, croscarmellose sodium, crospovidone, carboxymethyl starch sodium, sodium starch glycollate, and other suitable disintegrants.
- Suitable lubricants and glidants include one or more of colloidal anhydrous silica, stearic acid, magnesium stearate, calcium stearate, talc, hydrogenated castor oil, sucrose esters of fatty acid, microcrystalline wax, yellow beeswax, white beeswax, and the like.
- plasticizers include one or more of polyethylene glycol, triethyl citrate, triacetin, diethyl phthalate, dibutyl sebacate, and other suitable plasticizers.
- stabilizers include one or more of antioxidants, buffers, acids, and other suitable stabilizers.
- coloring agents include any FDA approved colors for oral use.
- the pharmaceutical composition of paroxetine may be prepared by a process which includes the steps of: blending paroxetine with microcrystalline cellulose, an additional filler, binder, and disintegrant; wet granulating the blend to form granules; drying the granules; lubricating the granules; and compressing the granules into tablets.
- the modified release pharmaceutical composition of paroxetine may be prepared by a process which includes the steps of: blending paroxetine with microcrystalline cellulose, at least one modified release polymer, another filler, binder, and disintegrant; wet granulating the blend to form granules; drying the granules; lubricating the granules; and compressing the granules into tablets.
- the modified release pharmaceutical composition of paroxetine may be prepared by a process that includes the steps of: blending paroxetine with microcrystalline cellulose, hydroxypropyl methylcellulose, another filler, binder, and disintegrant; wet granulating the blend to form granules; drying the granules; lubricating the granules; and compressing the granules into tablets.
- the tablets prepared in any of the above embodiments may further be coated with one or more conventional film-forming polymers and / or modified release polymer.
- the tablets may be coated with an enteric polymer to provide a delayed release of paroxetine.
- Suitable film-forming polymers include one or more of ethyl cellulose, hydroxypropyl methylcellulose, hydroxypropyl cellulose, methylcellulose, hydroxyethyl cellulose; waxes, such as polyethylene glycol; methacrylic acid polymers, such as Eudragit ® RL and RS; and the like.
- the coating may be performed using commercially available, ready-to-coat preparations, such as, various grades of Opadry ® .
- Suitable enteric polymer include one or more of cellulose acetate phthalate, cellulose acetate, hydroxypropyl methylcellulose acetate phthalate, polyvinyl acetate phthalate, hydroxypropyl methyl cellulose phthalate, hydroxypropyl methylcellulose acetate succinate; methacrylic acid copolymers, such as Eudragit ® L 100-55, Eudragit ® L 30, Eudragit ® D55, Eudragit ® L 100, Eudragit ® S 100; and the like.
- the enteric coating may be continued up to a weight gain of about 1% to about 50% by weight of the uncoated tablet.
- the enteric coating may be continued up to a weight gain of about 1% to about 10% by weight of uncoated tablet and more particularly, up to a weight gain of about 5% to 10% of the uncoated tablet.
- a modified release pharmaceutical composition of paroxetine may be prepared by a process which includes the steps of: blending paroxetine with microcrystalline cellulose, hydroxypropyl methylcellulose, lactose monohydrate, and polyvinyl pyrrolidone; wet granulating the blend to form granules, drying the granules, lubricating the granules; compressing into tablets; coating the tablets with enteric polymers up to a weight gain of 8-10% w/w, and coating with Opadry ® up to a weight gain of 2-3%o w/w.
- the invention is further illustrated by the following examples, which is for illustrative purpose and should not be construed as limiting the scope of the invention in any way. Examples 1 and 2
- Example 1 and 2 were tested for in vitro release of paroxetine hydrochloride hemihydrate in USP type II dissolution apparatus with #10 sinker at 100 rpm and temperature of 37 ⁇ 0.5°C, in 500 ml of 0.1N hydrochloric acid for 2 hours and then transferred to 900 ml of pH 6.8 buffer for the remaining period. 10 ml samples were withdrawn at pre-determined intervals and replaced with an equal volume of the appropriate pre-warmed dissolution medium. The withdrawn samples were analyzed for paroxetine hydrochloride hemihydrate content after appropriate dilution. The results of the study are shown in Table 2. Table 2. In vitro release profile of paroxetine hydrochloride hemihydrate from the prepared tablets
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Abstract
Description
Claims
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP04769597A EP1675574A2 (en) | 2003-10-08 | 2004-10-08 | Pharmaceutical compositions of paroxetine containing microcrystalline cellulose, prepared by wet granulation |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IN1247/DEL/2003 | 2003-10-08 | ||
IN1247DE2003 | 2003-10-08 |
Publications (2)
Publication Number | Publication Date |
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WO2005034954A2 true WO2005034954A2 (en) | 2005-04-21 |
WO2005034954A3 WO2005034954A3 (en) | 2005-06-02 |
Family
ID=34430679
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/IB2004/003295 WO2005034954A2 (en) | 2003-10-08 | 2004-10-08 | Pharmaceutical compositions of paroxetine containing microcrystalline cellulose, prepared by wet granulation |
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EP (1) | EP1675574A2 (en) |
WO (1) | WO2005034954A2 (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007012968A2 (en) * | 2005-07-29 | 2007-02-01 | Aurobindo Pharma Ltd | Stable dosage form of an antidepressant |
WO2007025182A3 (en) * | 2005-08-26 | 2007-09-07 | Bpsi Holdings Inc | Drug compositions containing controlled release hypromellose matrices |
WO2007132344A2 (en) * | 2006-05-09 | 2007-11-22 | Aurobindo Pharma Limited | Controlled release compositions of an antidepressant agent |
CN102525966A (en) * | 2010-12-13 | 2012-07-04 | 江苏万全特创医药生物技术有限公司 | Tablet containing paroxetine and preparation method thereof |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002055062A2 (en) * | 2001-01-11 | 2002-07-18 | Synthon B.V. | Pharmaceutical tablet comprising paroxetine mesylate |
WO2002069969A1 (en) * | 2001-03-02 | 2002-09-12 | A/S Gea Farmaceutisk Fabrik | A process for the manufacture of pharmaceutical tablets containing paroxetine hydrochloride anhydrate |
WO2003057150A2 (en) * | 2001-12-28 | 2003-07-17 | Teva Pharmaceutical Industries Ltd. | A stable pharmaceutical formulation of paroxetine hydrochloride and a process for preparation thereof |
WO2004058229A1 (en) * | 2002-12-24 | 2004-07-15 | Biovail Laboratories Inc. | Modified release formulations of selective serotonin re-uptake inhibitors |
-
2004
- 2004-10-08 WO PCT/IB2004/003295 patent/WO2005034954A2/en not_active Application Discontinuation
- 2004-10-08 EP EP04769597A patent/EP1675574A2/en not_active Withdrawn
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002055062A2 (en) * | 2001-01-11 | 2002-07-18 | Synthon B.V. | Pharmaceutical tablet comprising paroxetine mesylate |
WO2002069969A1 (en) * | 2001-03-02 | 2002-09-12 | A/S Gea Farmaceutisk Fabrik | A process for the manufacture of pharmaceutical tablets containing paroxetine hydrochloride anhydrate |
WO2003057150A2 (en) * | 2001-12-28 | 2003-07-17 | Teva Pharmaceutical Industries Ltd. | A stable pharmaceutical formulation of paroxetine hydrochloride and a process for preparation thereof |
WO2003057151A2 (en) * | 2001-12-28 | 2003-07-17 | Teva Pharmaceutical Industries Ltd. | A stable pharmaceutical formulation of paroxetine hydrochloride anhydrous and a process for preparation thereof |
WO2004058229A1 (en) * | 2002-12-24 | 2004-07-15 | Biovail Laboratories Inc. | Modified release formulations of selective serotonin re-uptake inhibitors |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007012968A2 (en) * | 2005-07-29 | 2007-02-01 | Aurobindo Pharma Ltd | Stable dosage form of an antidepressant |
WO2007012968A3 (en) * | 2005-07-29 | 2007-05-31 | Aurobindo Pharma Ltd | Stable dosage form of an antidepressant |
WO2007025182A3 (en) * | 2005-08-26 | 2007-09-07 | Bpsi Holdings Inc | Drug compositions containing controlled release hypromellose matrices |
AU2006282900B2 (en) * | 2005-08-26 | 2011-11-03 | Bpsi Holdings Llc | Drug compositions containing controlled release hypromellose matrices |
WO2007132344A2 (en) * | 2006-05-09 | 2007-11-22 | Aurobindo Pharma Limited | Controlled release compositions of an antidepressant agent |
WO2007132344A3 (en) * | 2006-05-09 | 2008-06-12 | Aurobindo Pharma Ltd | Controlled release compositions of an antidepressant agent |
CN102525966A (en) * | 2010-12-13 | 2012-07-04 | 江苏万全特创医药生物技术有限公司 | Tablet containing paroxetine and preparation method thereof |
Also Published As
Publication number | Publication date |
---|---|
EP1675574A2 (en) | 2006-07-05 |
WO2005034954A3 (en) | 2005-06-02 |
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