WO2006026556A2 - Preparations de formes posologiques orales bioadhesives a liberation regulee - Google Patents
Preparations de formes posologiques orales bioadhesives a liberation regulee Download PDFInfo
- Publication number
- WO2006026556A2 WO2006026556A2 PCT/US2005/030681 US2005030681W WO2006026556A2 WO 2006026556 A2 WO2006026556 A2 WO 2006026556A2 US 2005030681 W US2005030681 W US 2005030681W WO 2006026556 A2 WO2006026556 A2 WO 2006026556A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- formulation
- bioadhesive
- tablet
- drug
- polymer
- 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.)
- Ceased
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
- A61K9/20—Pills, tablets, discs, rods
- A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
- A61K9/2806—Coating materials
- A61K9/2833—Organic macromolecular compounds
- A61K9/2853—Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, polyethylene oxide, poloxamers, poly(lactide-co-glycolide)
-
- 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
- A61K9/2072—Pills, tablets, discs, rods characterised by shape, structure or size; Tablets with holes, special break lines or identification marks; Partially coated tablets; Disintegrating flat shaped forms
- A61K9/2086—Layered tablets, e.g. bilayer tablets; Tablets of the type inert core-active coat
- A61K9/209—Layered tablets, e.g. bilayer tablets; Tablets of the type inert core-active coat containing drug in at least two layers or in the core and in at least one outer 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
- A61K9/20—Pills, tablets, discs, rods
- A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
- A61K9/2806—Coating materials
- A61K9/2833—Organic macromolecular compounds
- A61K9/284—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone
-
- 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
- A61K9/2806—Coating materials
- A61K9/2833—Organic macromolecular compounds
- A61K9/284—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone
- A61K9/2846—Poly(meth)acrylates
-
- 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
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2013—Organic compounds, e.g. phospholipids, fats
- A61K9/2018—Sugars, or sugar alcohols, e.g. lactose, mannitol; Derivatives thereof, e.g. polysorbates
-
- 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
Definitions
- Bioadhesion results from a confluence of factors, including an intimate contact between the bioadhesive and the receptor tissue, penetration of the bioadhesive into the crevice of the tissue surface and/or mucus, and formation of mechanical, electrostatic, or chemical bonds. Bioadhesive properties of polymers are affected by both the nature of the polymer and by the nature of the surrounding media.
- Figure 5 is a longitudinal section of a longitudinally compressed tablet containing drugs and excipients, and optionally permeation and/or dissolution enhancers, disposed in four monolithic layers.
- the tablet is coated peripherally with a bioadhesive polymer, such as SpheromerTM II (anhydride oligomers blended with pharmaceutical polymers).
- Figure 18 is a graph showing the in vitro release profile of Gabapentin Tablets, 500 mg in USP simulated gastric fluid conditions (Lots 411-108, 411-106, 411-029).
- Figure 19 is a graph showing the in vitro release profile of Valacyclovir Tablets, 225 mg in USP simulated gastric fluid conditions (Lots 502-063, 502-065, 502-067).
- Figure 21 is a graph showing the in vitro dissolution of Metformin HCl tablets, 500 mg under USP simulated gastric fluid conditions (Lot #412- 093).
- Figure 22 is a graph showing the in vitro dissolution of Pioglitazone
- Figure 34 is a longitudinal section of a longitudinally compressed tablet containing drugs and excipients, and optionally permeation and/or dissolution enhancers, disposed in three monolithic layers.
- the tablet is coated peripherally with a bioadhesive polymer, such as SpheromerTM II (anhydride oligomers blended with pharmaceutical polymers). Drug is released from one end of the tablet in this design.
- a bioadhesive polymer such as SpheromerTM II (anhydride oligomers blended with pharmaceutical polymers).
- the present invention is an oral dosage form, such as a tablet, for oral delivery of a drug, comprising a compressed core including a drug to be delivered gastrointestinally, and a bioadhesive polymeric coating applied to at least one surface of the dosage form.
- the coating preferably provides the dosage form with a fracture strength of at least 100 N/m 2 as measured on rat intestine, and the dosage form optimally has a gastrointestinal retention time of at least 4 hours in a fed beagle dog model during which the drug is released from the dosage form.
- the dosage form optimally has a gastrointestinal retention time of at least 3 hours in a fasted beagle dog model during which the drug is released from the dosage form.
- Bioadhesive materials described herein may be used in a wide variety of drug delivery and diagnostic applications. Bioadhesive materials may be formed into microparticles, such as microspheres or microcapsules, or may
- the solid oral dosage form is a longitudinally compressed tablet 10 containing a single drug or more than one drug, excipients, and optionally permeation and/or dissolution enhancers, combined in a single monolithic layer 11.
- the tablet is sealed peripherally with a layer of bioadhesive composition 12 leaving the upper and lower sides 13 A and 13B of the tablet available for drug release.
- First-order and, more advantageously, zero-order release profiles are achievable with this tablet design. It is feasible to create different drug release rates by changing the composition of the core matrix.
- the one or more drugs are delivered from a microporous/macroporous based osmotic delivery system.
- Figure 14 illustrates the cross-section of a longitudinally compressed tablet 120 containing one or more drugs, excipients, and optionally permeation and/or dissolution enhancers, composed in a single core matrix 121.
- the tablet is coated with a semi-permeable membrane 122 comprising a hydrophobic polymer and one or more hydrophilic pore formers or wicking agents.
- the tablet is sealed peripherally with a matrix of bioadhesive composition 123 leaving the upper and lower sides 124 A and 124B of the tablet available for ⁇ water uptake and drug release.
- the dosage formulation is targeted for delivery to the colonic region of the gastrointestinal tract. It is expected that the extended residence time in the colon with such bioadhesive formulations will result in improved efficacy due to high local drug concentrations and minimum systemic absorption. Targeted delivery to the colon can be achieved, for example, by coating the dosage formulation with a time- dependent and/or pH dependent polymer layer.
- Longitudinally compressed core tablets containing the therapeutic agent and other components may be compressed onto a single or multilayer tableting machine equipped with deep fill or regular tooling.
- the therapeutic agent either alone or in combination with a rate controlling polymer and other excipients is mixed by stirring, ball milling, roll milling or calendaring and pressed into a solid having dimensions conforming to an internal compartment defined by the extruded polymer cylinder.
- the inner core system may be a pre-fabricated osmotic system that is inserted into the bioadhesive cylinder with orifices aligned along the open ends of the cylinder.
- the water-insoluble metal compounds can be derived from a wide variety of metals, including, but not limited to, calcium, iron, copper, zinc, cadmium, zirconium and titanium.
- the water insoluble metal compound preferably is a metal oxide or hydroxide. Water insoluble metal compounds of multivalent metals are preferred.
- metal compounds which are incorporated into polymers to improve their bioadhesive properties can be metal compounds which are already approved by the FDA as either food or pharmaceutical additives, such as zinc oxide.
- poly(alkylene glycols) such as polyethylene glycol); poly(alkylene oxides), such as poly(ethylene oxide); and poly(alkylene terephthalates), such as poly(ethylene terephthalate).
- polyvinyl polymers can be used, which, as defined herein includes polyvinyl alcohols, polyvinyl ethers, polyvinyl esters and polyvinyl halides.
- Exemplary polyvinyl polymers include poly(vinyl acetate), polyvinyl phenol and polyvinylpyrrolidone.
- the longitudinally compressed tablets were first coated completely with a cellulose acetate (CA 398-10) plus PEG 400 based semi-permeable coating.
- a passageway, 500 ⁇ m in size, on the cellulose acetate film was made on each side of the tablet by using a micro-drill.
Landscapes
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Preparation (AREA)
Abstract
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/661,540 US20080260824A1 (en) | 2003-12-09 | 2005-08-29 | Bioadhesive Rate-Controlled Oral Dosage Formulations |
Applications Claiming Priority (24)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60499104P | 2004-08-27 | 2004-08-27 | |
| US60520004P | 2004-08-27 | 2004-08-27 | |
| US60499004P | 2004-08-27 | 2004-08-27 | |
| US60519904P | 2004-08-27 | 2004-08-27 | |
| US60520104P | 2004-08-27 | 2004-08-27 | |
| US60519804P | 2004-08-27 | 2004-08-27 | |
| US60/604,990 | 2004-08-27 | ||
| US60/604,991 | 2004-08-27 | ||
| US60/605,200 | 2004-08-27 | ||
| US60/605,201 | 2004-08-27 | ||
| US60/605,198 | 2004-08-27 | ||
| US60/605,199 | 2004-08-27 | ||
| US60790504P | 2004-09-08 | 2004-09-08 | |
| US60/607,905 | 2004-09-08 | ||
| US11/009,327 US20050201974A1 (en) | 2003-12-09 | 2004-12-09 | Bioadhesive polymers with catechol functionality |
| US11/009,327 | 2004-12-09 | ||
| US63581204P | 2004-12-13 | 2004-12-13 | |
| US60/635,812 | 2004-12-13 | ||
| US65019105P | 2005-02-04 | 2005-02-04 | |
| US65037505P | 2005-02-04 | 2005-02-04 | |
| US60/650,191 | 2005-02-04 | ||
| US60/650,375 | 2005-02-04 | ||
| US67638305P | 2005-04-29 | 2005-04-29 | |
| US60/676,383 | 2005-04-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2006026556A2 true WO2006026556A2 (fr) | 2006-03-09 |
| WO2006026556A3 WO2006026556A3 (fr) | 2006-08-10 |
Family
ID=35703707
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2005/030681 Ceased WO2006026556A2 (fr) | 2003-12-09 | 2005-08-29 | Preparations de formes posologiques orales bioadhesives a liberation regulee |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JP2008516893A (fr) |
| WO (1) | WO2006026556A2 (fr) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008079404A3 (fr) * | 2006-12-22 | 2009-03-19 | Spherics Inc | Compositions pharmaceutiques pour le traitement de la maladie de parkinson et de troubles apparentés |
| WO2007103286A3 (fr) * | 2006-03-02 | 2009-07-02 | Spherics Inc | Formulations posologiques orales a liberation controlee |
| US9901640B2 (en) | 2007-12-28 | 2018-02-27 | Impax Laboratories, Inc. | Controlled release formulations of levodopa and uses thereof |
| US9968556B2 (en) | 2010-04-01 | 2018-05-15 | Theravida, Inc. | Pharmaceutical formulations |
| US10098845B2 (en) | 2013-10-07 | 2018-10-16 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
| US10328057B2 (en) | 2016-01-20 | 2019-06-25 | Theravida, Inc. | Methods and compositions for treating hyperhidrosis |
| US10987313B2 (en) | 2013-10-07 | 2021-04-27 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
| EP4206236A1 (fr) | 2021-12-28 | 2023-07-05 | Kao Corporation | Composés, leurs synthèses et compositions comprenant les composés pour un dépôt amélioré de polymères sur des surfaces capillaires |
| US11986449B2 (en) | 2020-12-22 | 2024-05-21 | Amneal Pharmaceuticals Llc | Levodopa dosing regimen |
| US12194150B2 (en) | 2020-12-22 | 2025-01-14 | Amneal Pharmaceuticals Llc | Levodopa dosing regimen |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2638240C (fr) * | 2008-08-29 | 2010-02-02 | Alexander Macgregor | Methode de traitement des anomalies de la glycemie et des variations de la glycemie |
| JP2015533174A (ja) * | 2012-10-11 | 2015-11-19 | セラヴィダ,インコーポレイテッド | ピロカルピンの医薬製剤 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4585585A (en) * | 1984-03-07 | 1986-04-29 | University Of Connecticut Research & Development Corporation | Decapeptides produced from bioadhesive polyphenolic proteins |
| US5750136A (en) * | 1989-11-03 | 1998-05-12 | Riker Laboratories, Inc. | Bioadhesive composition and patch |
| US6197346B1 (en) * | 1992-04-24 | 2001-03-06 | Brown Universtiy Research Foundation | Bioadhesive microspheres and their use as drug delivery and imaging systems |
| FR2762513B1 (fr) * | 1997-04-23 | 2003-08-22 | Permatec Pharma Ag | Comprimes bioadhesifs |
| US6350470B1 (en) * | 1998-04-29 | 2002-02-26 | Cima Labs Inc. | Effervescent drug delivery system for oral administration |
| MXPA01005346A (es) * | 1998-11-27 | 2003-03-27 | Kanji Takada | Una formulacion oral para suministro de farmaco gastrointestinal. |
| BR9903382A (pt) * | 1999-08-04 | 2001-03-20 | Fundacao Oswaldo Cruz | Copolìmeros de ácido acrìlico ou metacrìlico/l-dopa, de ácido acrìlico ou metacrìlico/l-<244> metildopa ou de ácido acrìlico ou metacrìlico/l-carbidopa, processo de sua obtenção e composições medicamentosas contendo os mesmos |
| US20030232088A1 (en) * | 2002-06-14 | 2003-12-18 | Kimberly-Clark Worldwide, Inc. | Materials with both bioadhesive and biodegradable components |
| WO2004005421A1 (fr) * | 2002-07-02 | 2004-01-15 | Biopolymer Products Of Sweden Ab | Utilisation d'une solution aqueuse acide d'une proteine polyphenolique bioadhesive comme adhesif ou revetement |
-
2005
- 2005-08-29 WO PCT/US2005/030681 patent/WO2006026556A2/fr not_active Ceased
- 2005-08-29 JP JP2007530225A patent/JP2008516893A/ja active Pending
Cited By (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007103286A3 (fr) * | 2006-03-02 | 2009-07-02 | Spherics Inc | Formulations posologiques orales a liberation controlee |
| WO2008079404A3 (fr) * | 2006-12-22 | 2009-03-19 | Spherics Inc | Compositions pharmaceutiques pour le traitement de la maladie de parkinson et de troubles apparentés |
| US9901640B2 (en) | 2007-12-28 | 2018-02-27 | Impax Laboratories, Inc. | Controlled release formulations of levodopa and uses thereof |
| US10786457B2 (en) | 2010-04-01 | 2020-09-29 | Theravida, Inc. | Pharmaceutical formulations |
| US9968556B2 (en) | 2010-04-01 | 2018-05-15 | Theravida, Inc. | Pharmaceutical formulations |
| US10973769B2 (en) | 2013-10-07 | 2021-04-13 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
| US12178918B2 (en) | 2013-10-07 | 2024-12-31 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
| US12178919B2 (en) | 2013-10-07 | 2024-12-31 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulation of levodopa and/or esters of levodopa and uses thereof |
| US10688058B2 (en) | 2013-10-07 | 2020-06-23 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
| US10292935B2 (en) | 2013-10-07 | 2019-05-21 | Impax Laboratories, Inc. | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
| US12303605B2 (en) | 2013-10-07 | 2025-05-20 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulation of levodopa and/or esters of levodopa and uses thereof |
| US10987313B2 (en) | 2013-10-07 | 2021-04-27 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
| US12274793B2 (en) | 2013-10-07 | 2025-04-15 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulation of levodopa and/or esters of levodopa and uses thereof |
| US11357733B2 (en) | 2013-10-07 | 2022-06-14 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
| US11622941B2 (en) | 2013-10-07 | 2023-04-11 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
| US11666538B2 (en) | 2013-10-07 | 2023-06-06 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
| US12403099B2 (en) | 2013-10-07 | 2025-09-02 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulation of levodopa and/or esters of levodopa and uses thereof |
| US12128141B1 (en) | 2013-10-07 | 2024-10-29 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulation of levodopa and/or esters of levodopa and uses thereof |
| US10098845B2 (en) | 2013-10-07 | 2018-10-16 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
| US12064521B2 (en) | 2013-10-07 | 2024-08-20 | Impax Laboratories, Llc | Muco-adhesive, controlled release formulations of levodopa and/or esters of levodopa and uses thereof |
| US10328057B2 (en) | 2016-01-20 | 2019-06-25 | Theravida, Inc. | Methods and compositions for treating hyperhidrosis |
| US11779569B2 (en) | 2016-01-20 | 2023-10-10 | Theravida, Inc. | Methods and compositions for treating hyperhidrosis |
| US11185533B2 (en) | 2016-01-20 | 2021-11-30 | Theravida, Inc. | Methods and compositions for treating hyperhidrosis |
| US10610519B2 (en) | 2016-01-20 | 2020-04-07 | Theravida, Inc. | Methods and compositions for treating hyperhidrosis |
| US11986449B2 (en) | 2020-12-22 | 2024-05-21 | Amneal Pharmaceuticals Llc | Levodopa dosing regimen |
| US12109185B2 (en) | 2020-12-22 | 2024-10-08 | Amneal Pharmaceuticals, LLC | Levodopa dosing regimen |
| US12263149B2 (en) | 2020-12-22 | 2025-04-01 | Amneal Pharmaceuticals, LLC | Levodopa dosing regimen |
| US12263148B2 (en) | 2020-12-22 | 2025-04-01 | Amneal Pharmaceuticals, LLC | Levodopa dosing regimen |
| US12194150B2 (en) | 2020-12-22 | 2025-01-14 | Amneal Pharmaceuticals Llc | Levodopa dosing regimen |
| US12295931B2 (en) | 2020-12-22 | 2025-05-13 | Amneal Pharmaceuticals, LLC | Levodopa dosing regimen |
| US12303481B2 (en) | 2020-12-22 | 2025-05-20 | Amneal Pharmaceuticals, LLC | Levodopa dosing regimen |
| US12201596B2 (en) | 2020-12-22 | 2025-01-21 | Amneal Pharmaceuticals, LLC | Levodopa dosing regimen |
| US12303482B1 (en) | 2020-12-22 | 2025-05-20 | Amneal Pharmaceuticals, LLC | Levodopa dosing regimen |
| US12370163B2 (en) | 2020-12-22 | 2025-07-29 | Amneal Pharmaceuticals, LLC | Levodopa dosing regimen |
| US12458616B2 (en) | 2020-12-22 | 2025-11-04 | Amneal Pharmaceuticals, LLC | Levodopa dosing regimen |
| US12447139B2 (en) | 2020-12-22 | 2025-10-21 | Amneal Pharmaceuticals, LLC | Levodopa dosing regimen |
| US12453710B2 (en) | 2020-12-22 | 2025-10-28 | Amneal Pharmaceuticals, LLC | Levodopa dosing regimen |
| EP4206236A1 (fr) | 2021-12-28 | 2023-07-05 | Kao Corporation | Composés, leurs synthèses et compositions comprenant les composés pour un dépôt amélioré de polymères sur des surfaces capillaires |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2006026556A3 (fr) | 2006-08-10 |
| JP2008516893A (ja) | 2008-05-22 |
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