WO2003070156A2 - Orally administrable pharmaceutical formulation comprising ephedrine hydrochloride and process for preparing the same - Google Patents
Orally administrable pharmaceutical formulation comprising ephedrine hydrochloride and process for preparing the same Download PDFInfo
- Publication number
- WO2003070156A2 WO2003070156A2 PCT/IN2003/000032 IN0300032W WO03070156A2 WO 2003070156 A2 WO2003070156 A2 WO 2003070156A2 IN 0300032 W IN0300032 W IN 0300032W WO 03070156 A2 WO03070156 A2 WO 03070156A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- pharmaceutical formulation
- orally administrable
- formulation according
- administrable pharmaceutical
- weight
- 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
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/075—Ethers or acetals
- A61K31/085—Ethers or acetals having an ether linkage to aromatic ring nuclear carbon
- A61K31/09—Ethers or acetals having an ether linkage to aromatic ring nuclear carbon having two or more such linkages
-
- 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
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
- A61K31/137—Arylalkylamines, e.g. amphetamine, epinephrine, salbutamol, ephedrine or methadone
-
- 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
- A61K9/4858—Organic compounds
Definitions
- This invention in general relates to orally administrable pharmaceutical formulations and in particular to a pharmaceutical formulation prepared into a soft gelatin capsule containing Ephedrine hydrochloride as one of its active ingredients.
- Ephedrine hydrochloride is a drug that has serious potential for abuse. This is so because Ephedrine can be extracted from various drug products containing Ephedrine hydrochloride and can be converted into amphetamines. Amphetamines have potentially lethal stimulant effects on the central nervous system and heart and it is therefore useful to minimize such abuse potential.
- Ephedrine HCl is well known as a vasoconstrictor. Its use is therefore significant in symptomatic relief from congestion occurring in bronchial asthma. Ephedrine as a broncho-dilator has a slower onset but longer duration of action. Ephedrine provides temporary relief from shortness of breath, tightness of chest and wheezing in bronchial asthma.
- compositions comprising Ephedrine HCl as its principal ingredient is known.
- U.S. Patent 5,858,371 to Singh et al. describes a vasoconstrictor used in the composition as Ephedrine. This disclosure is directed to a pharmaceutical composition for topical application.
- U.S. Patent 6,027,746 to Lech et. al describes a liquid oral suspension incorporated into a softgel capsule wherein the decongestant is selected from a group which includes Ephedrine.
- the formulation also includes an active agent consisting of a particulate adsorbate.
- the drug delivery device is in chewable form.
- a composition including soybean oil, yellow beeswax and lecithin has been disclosed in U.S. Patent 6,309,667 to Horvath et. al. This disclosure is not directed to Ephedrine HCl as an ingredient in combination with the other excipients.
- U.S. Patent 5,175,002 is directed to a suspension formulation comprising soybean oil, lecithin and wax.
- the active ingredient in this formulation is Amantidine hydrochloride.
- an orally administrable pharmaceutical formulation consisting essentially of an active pharmaceutical ingredient embedded into an oily matrix; an expectorant; a surfactant; a suspending agent; and a suspension medium.
- soft gelatin capsules of a pharmaceutical formulation consisting essentially of about 25 mg by weight of Ephedrine HCl, about 200 mg by weight of guaifenesin, about 0.1-5.0 mg by weight of yellow beeswax, about 10-15 mg by weight of lecithin and about 200-300 mg by weight of soybean oil.
- soft gelatin capsules of a pharmaceutical formulation consisting essentially of about 12.5 mg by weight of Ephedrine HCl, about 200 mg by weight guaifenesin, about 0.1-5.0 rag by weight of yellow beeswax, about 10-15 mg by weight of lecithin and about 200-300 mg by weight of soybean oil.
- a pharmaceutical formulation comprising the steps of preparing an oily matrix consisting of soybean oil and beeswax, blending lecithin to said oily matrix, adding guaifenesin to said matrix, mixing an active pharmaceutical ingredient into the matrix and enclosing the oily matrix embedded pharmaceutical complex into a capsule, wherein the formulation preferably comprises about 25 mg by weight of Ephedrine HCl as the active pharmaceutical ingredient, about 200 mg by weight guaifenesin, about 0.1-5.0 mg by weight of yellow beeswax, about 10-15 mg by weight of lecithin and about 200-300 mg by weight of soybean oil.
- the capsule is a soft gelatin capsule drug delivery device.
- a method of making soft gelatin capsules of a pharmaceutical formulation consisting essentially of about 12.5 mg by weight of Ephedrine HCl, about 200 mg by weight guaifenesin, about 0.1-5.0 mg by weight of yellow beeswax, about 10-15 mg by weight of lecithin and about 200-300 mg by weight of soybean oil.
- Ephedrine (alone or together with one or more other components) is coated with wax, making the possible extraction of Ephedrine and its derivatives more difficult.
- Another possible advantage of preferred embodiments is that the drug delivery of the pharmaceutical formulation is achieved by a soft gelatin capsule and this makes it relatively difficult for someone to extract the active, unlike the case of a tablet as an OTC drug product. Hence the possibility of abuse of the drug is minimized.
- preferred formulations include guaifenesin in combination with Ephedrine HCl. This enables the composition to ease breathing for bronchial muscles and helps loosen phlegm and thin bronchial secretions to rid bronchial passageways of bothersome mucus and make coughs more productive.
- preferred formulations include excipients like yellow beeswax and soybean oil, which are natural substances that make the extraction of ephedrine more difficult.
- excipients like yellow beeswax and soybean oil, which are natural substances that make the extraction of ephedrine more difficult.
- This in conjunction with the soft gelatin encapsulation makes it relatively a complex multi step process to extract amphetamines from the oily matrix.
- the preferred embodiments considerably minimize the potential to abuse the drug product.
- the present invention relates to pharmaceutical formulations comprising Ephedrine HCl for oral administration in the form of soft gelatin capsules.
- Preferred formulations also include guaifenesin, yellow beeswax, soybean oil and lecithin.
- the formulation consists essentially of the foregoing materials.
- soybean oil as a suspension medium and yellow beeswax as a suspending agent.
- Preferred formulations include guaifenesin that promotes lower respiratory tract drainage by thinning bronchial secretions, lubricates irritated respiratory track membranes through increased mucous flow and facilitates removal of viscous, inspissated mucus. As a result the sinus and bronchial drainage is improved and dry non-productive coughs become more productive and less frequent.
- wax forms part of the fill composition that is inside the gelatin shell.
- the wax and oil mixture makes it difficult to isolate the active from the formulation.
- Ephedrine HCl USP 25 mg Guaifenesin, USP 200 mg Yellow Beeswax 0.1-5.0 mg Lecithin, NF 10 -15mg Soybean Oil, USP 200-300 mg
- Example 2 Ephedrine HCl, USP 25 mg Guaifenesin, USP 200 mg Yellow Beeswax 0.1-5.0 mg Lecithin, NF 10 -15mg Soybean Oil, USP 200-300 mg
- Example 2 Example 2
- ephedrine HCl is a preferred form of the ephedrine, use of the free base or other salts of ephedrine is also contemplated.
- gelatin capsule formulations for soft gelatin capsule comprise raw gelatin, plasticizer, solvent and optional ingredients such as flavors and colorants.
- the plasticizer includes glycerin or sorbitol.
- a preferred plasticizer in this case is glycerin.
- One preferred gelatin formulation for the soft gelatin capsule used in accordance with preferred embodiments includes gelatin in the range of about 40-45 % and a plasticizer in the range of about 18-25 %.
- Capsule formulation can also include other suitable additives, which impart specific characteristics such as the look and feel of the capsule.
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Emergency Medicine (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
Abstract
Disclosed is a pharmaceutical formulation for oral administration through a soft gelatin capsule drug delivery device, wherein the pharmaceutical formulation includes Ephedrine HCl and an expectorant as active ingredients. Preferred formulations include Ephedrine embedded into an oily matrix, an expectorant; a surfactant; a suspending agent; and a suspension medium, wherein the expectorant is guaifenesin, the surfactant is lecithin, the suspending agent is yellow beeswax, and the suspension medium is soybean oil. A preferred formulation consists essentially of either about 25 mg or about 12.5 mg by weight of Ephedrine HCl, about 200 mg by weight of guaifenesin, about 0.1- 5.0 mg by weight of yellow beeswax, about 10-15 mg by weight of lecithin; and about 200-300 mg by weight of soybean oil. Also disclosed is a process for preparing the formulation.
Description
ORALLY ADMINISTRABLE PHARMACEUTICAL FORMULATION COMPRISING EPHEDRINE HYDROCHLORIDE AND PROCESS FOR
PREPARING THE SAME
Background of the Invention Field of the Invention
[0001] This invention in general relates to orally administrable pharmaceutical formulations and in particular to a pharmaceutical formulation prepared into a soft gelatin capsule containing Ephedrine hydrochloride as one of its active ingredients. Description of the Related Art
[0002] Ephedrine hydrochloride is a drug that has serious potential for abuse. This is so because Ephedrine can be extracted from various drug products containing Ephedrine hydrochloride and can be converted into amphetamines. Amphetamines have potentially lethal stimulant effects on the central nervous system and heart and it is therefore useful to minimize such abuse potential.
[0003] Ephedrine HCl is well known as a vasoconstrictor. Its use is therefore significant in symptomatic relief from congestion occurring in bronchial asthma. Ephedrine as a broncho-dilator has a slower onset but longer duration of action. Ephedrine provides temporary relief from shortness of breath, tightness of chest and wheezing in bronchial asthma.
[0004] Pharmaceutical compositions comprising Ephedrine HCl as its principal ingredient is known. U.S. Patent 5,858,371 to Singh et al. describes a vasoconstrictor used in the composition as Ephedrine. This disclosure is directed to a pharmaceutical composition for topical application.
[0005] U.S. Patent 6,027,746 to Lech et. al describes a liquid oral suspension incorporated into a softgel capsule wherein the decongestant is selected from a group which includes Ephedrine. The formulation also includes an active agent consisting of a particulate adsorbate. The drug delivery device is in chewable form.
[0006] A composition including soybean oil, yellow beeswax and lecithin has been disclosed in U.S. Patent 6,309,667 to Horvath et. al. This disclosure is not directed to Ephedrine HCl as an ingredient in combination with the other excipients.
[0007] U.S. Patent 5,175,002 is directed to a suspension formulation comprising soybean oil, lecithin and wax. However the active ingredient in this formulation is Amantidine hydrochloride.
Summary of the Invention
[0008] It has been found that patient compliance is improved if a soft gelatin capsule is used for drug administration, because of its soft, elastic character which makes it easier to swallow when compared to conventional tablets or hard gelatin capsules. Furthermore, since the dosage form is generally swallowed without chewing, it is unnecessary to flavor or otherwise mask any unpleasant taste of the active pharmaceutical ingredients. Finally, unlike tablets, soft gelatin capsules do not chip or powder. Accordingly we sought to devise a soft gelatin capsule formulation of Ephedrine HCl because of these and other reasons.
[0009] In accordance with one preferred embodiment there is provided an orally administrable pharmaceutical formulation consisting essentially of an active pharmaceutical ingredient embedded into an oily matrix; an expectorant; a surfactant; a suspending agent; and a suspension medium.
[0010] In accordance with one preferred embodiment there are provided soft gelatin capsules of a pharmaceutical formulation consisting essentially of about 25 mg by weight of Ephedrine HCl, about 200 mg by weight of guaifenesin, about 0.1-5.0 mg by weight of yellow beeswax, about 10-15 mg by weight of lecithin and about 200-300 mg by weight of soybean oil.
[0011] In accordance with another preferred embodiment there are provided soft gelatin capsules of a pharmaceutical formulation consisting essentially of about 12.5 mg by weight of Ephedrine HCl, about 200 mg by weight guaifenesin, about 0.1-5.0 rag by weight of yellow beeswax, about 10-15 mg by weight of lecithin and about 200-300 mg by weight of soybean oil.
[0012] In accordance with another preferred embodiment there are provided methods of making a pharmaceutical formulation comprising the steps of preparing an oily
matrix consisting of soybean oil and beeswax, blending lecithin to said oily matrix, adding guaifenesin to said matrix, mixing an active pharmaceutical ingredient into the matrix and enclosing the oily matrix embedded pharmaceutical complex into a capsule, wherein the formulation preferably comprises about 25 mg by weight of Ephedrine HCl as the active pharmaceutical ingredient, about 200 mg by weight guaifenesin, about 0.1-5.0 mg by weight of yellow beeswax, about 10-15 mg by weight of lecithin and about 200-300 mg by weight of soybean oil. In a preferred embodiment the capsule is a soft gelatin capsule drug delivery device.
[0013] In accordance with another preferred embodiment there is provided a method of making soft gelatin capsules of a pharmaceutical formulation consisting essentially of about 12.5 mg by weight of Ephedrine HCl, about 200 mg by weight guaifenesin, about 0.1-5.0 mg by weight of yellow beeswax, about 10-15 mg by weight of lecithin and about 200-300 mg by weight of soybean oil.
[0014] One possible advantage of preferred embodiments is that the Ephedrine (alone or together with one or more other components) is coated with wax, making the possible extraction of Ephedrine and its derivatives more difficult. Another possible advantage of preferred embodiments is that the drug delivery of the pharmaceutical formulation is achieved by a soft gelatin capsule and this makes it relatively difficult for someone to extract the active, unlike the case of a tablet as an OTC drug product. Hence the possibility of abuse of the drug is minimized.
[0015] In yet another advantage, preferred formulations include guaifenesin in combination with Ephedrine HCl. This enables the composition to ease breathing for bronchial muscles and helps loosen phlegm and thin bronchial secretions to rid bronchial passageways of bothersome mucus and make coughs more productive.
[0016] Another possible advantage of preferred embodiments is that preferred formulations include excipients like yellow beeswax and soybean oil, which are natural substances that make the extraction of ephedrine more difficult. This, in conjunction with the soft gelatin encapsulation makes it relatively a complex multi step process to extract amphetamines from the oily matrix. Thus the preferred embodiments considerably minimize the potential to abuse the drug product.
Detailed Description of the Preferred Embodiment
[0017] The present invention relates to pharmaceutical formulations comprising Ephedrine HCl for oral administration in the form of soft gelatin capsules. Preferred formulations also include guaifenesin, yellow beeswax, soybean oil and lecithin. In a preferred embodiment, the formulation consists essentially of the foregoing materials. In preferred embodiments we have used soybean oil as a suspension medium and yellow beeswax as a suspending agent.
[0018] Preferred formulations include guaifenesin that promotes lower respiratory tract drainage by thinning bronchial secretions, lubricates irritated respiratory track membranes through increased mucous flow and facilitates removal of viscous, inspissated mucus. As a result the sinus and bronchial drainage is improved and dry non-productive coughs become more productive and less frequent.
[0019] According to a preferred embodiment, wax forms part of the fill composition that is inside the gelatin shell. The wax and oil mixture makes it difficult to isolate the active from the formulation.
[0020] The following examples illustrate preferred embodiments of pharmaceutical compositions comprising Ephedrine HCl as principal ingredient.
EXAMPLES
Example 1
Ingredients Composition by weight
Ephedrine HCl, USP 25 mg Guaifenesin, USP 200 mg Yellow Beeswax 0.1-5.0 mg Lecithin, NF 10 -15mg Soybean Oil, USP 200-300 mg
Example 2
Ingredients Composition by weight
Ephedrine HCl, USP 12.5 mg
Guaifenesin, USP 200 mg
Yellow Beeswax 0.1-5.0 mg
Lecithin, NF 10 -15mg
Soybean Oil, USP 200-300 mg
[0021] Although ephedrine HCl is a preferred form of the ephedrine, use of the free base or other salts of ephedrine is also contemplated.
[0022] In general, gelatin capsule formulations for soft gelatin capsule comprise raw gelatin, plasticizer, solvent and optional ingredients such as flavors and colorants. Typically the plasticizer includes glycerin or sorbitol. A preferred plasticizer in this case is glycerin. One preferred gelatin formulation for the soft gelatin capsule used in accordance with preferred embodiments includes gelatin in the range of about 40-45 % and a plasticizer in the range of about 18-25 %. Capsule formulation can also include other suitable additives, which impart specific characteristics such as the look and feel of the capsule.
[0023] The following examples illustrate preferred embodiments of several soft- gelatin-shell Ephedrine HCl/Guaifenesin formulations. These examples illustrate particular embodiments of the invention and. are not intended to limit the scope of the invention in any way.
Example 3
Ingredient Percentage by weight
Gelatin 43. 4%
Glycerin 20.0%
Water 36.6%
Example 4
Ingredient Percentage by weight
Gelatin 58. 5%
Glycerin 31.5%
Water 10.0%
[0024] The various methods and techniques described above provide a number of ways to carry out the invention. Of course, it is to be understood that not necessarily all objectives or advantages described may be achieved in accordance with any particular embodiment described herein. Thus, for example, those skilled in the art will recognize that the formulations and methods may be formulated or performed in a manner that achieves or optimizes one advantage or group of advantages as taught herein without necessarily achieving other objectives or advantages as may be taught or suggested herein.
[0025] Furthermore, the skilled artisan will recognize the interchangeability of various features from different embodiments. Similarly, the various features and steps discussed above, as well as other known equivalents for each such feature or step, can be mixed and matched by one of ordinary skill in this art to perform methods in accordance with principles described herein.
[0026] Although the invention has been disclosed in the context of certain embodiments and examples, it will be understood by those skilled in the art that the invention extends beyond the specifically disclosed embodiments to other alternative embodiments and/or uses and obvious modifications and equivalents thereof. Accordingly, the invention is not intended to be limited by the specific disclosures of preferred embodiments herein, but instead by reference to claims attached hereto.
Claims
1. An orally administrable pharmaceutical formulation consisting essentially of an active pharmaceutical ingredient embedded into an oily matrix; an expectorant; a surfactant; a suspending agent; and a suspension medium.
2. The orally administrable pharmaceutical formulation according to claim 1, wherein the active pharmaceutical ingredient is Ephedrine hydrochloride.
3. The orally administrable pharmaceutical formulation according to claim 1, wherein the expectorant is guaifenesin.
4. The orally administrable pharmaceutical formulation according to claim 1, wherein the surfactant is lecithin.
5. The orally administrable pharmaceutical formulation according to claim 1, wherein the suspending agent is yellow beeswax.
6. The orally administrable pharmaceutical formulation according to claim 1, wherein the suspension medium is soybean oil.
7. An orally administrable pharmaceutical formulation consisting essentially of: about 25 mg of Ephedrine HCl, about 200 mg of guaifenesin, about 0.1 - 5.0 mg of yellow beeswax, about 10 - 15 mg of lecithin; and about 200 - 300 mg of soybean oil.
8. The orally administrable pharmaceutical formulation according to claim 7, wherein the lecithin is employed to provide lubricity to the matrix.
9. The orally administrable pharmaceutical formulation according to claim 7, wherein the oily matrix-embedded active pharmaceutical ingredients is disposed into a capsule.
10. The orally administrable . pharmaceutical formulation according to claim 9, wherein the capsule is a soft gelatin capsule.
11. An orally administrable pharmaceutical formulation consisting essentially of: about 12.5 mg of Ephedrine HCl, about 200 mg of guaifenesin, ■ about 0.1- 0.5 mg of yellow beeswax, about 10 - 15 mg of lecithin; and about 200 - 300 mg of soybean oil.
12. The orally administrable pharmaceutical formulation according to claim 11, wherein the lecithin is employed to provide lubricity to the matrix.
13. The orally administrable pharmaceutical formulation according to claim 11, wherein the oily matrix-embedded active pharmaceutical ingredients is disposed into a capsule.
14. The orally administrable pharmaceutical formulation according to claim 13, wherein the capsule is a soft gelatin capsule.
15. A process for preparing of an orally administrable pharmaceutical formulation comprising preparing an oily matrix consisting of soybean oil and beeswax; blending lecithin to said oily matrix; adding guaifenesin to said matrix; mixing an active pharmaceutical ingredient into said matrix; and encapsulating the oily matrix-embedded pharmaceutical complex into a capsule.
16. The process for preparing of an orally administrable pharmaceutical formulation according to claim 15, wherein the active pharmaceutical ingredient is Ephedrine Hydrochloride.
17. The process for preparing of an orally administrable pharmaceutical formulation according to claim 15, wherein the capsule is a soft gelatin capsule.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU2003230191A AU2003230191A1 (en) | 2002-02-20 | 2003-02-20 | Orally administrable pharmaceutical formulation comprising ephedrine hydrochloride and process for preparing the same |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IN128/DEL/2002 | 2002-02-20 | ||
IN128DE2002 | 2002-02-20 | ||
US10/096,708 | 2002-03-13 | ||
US10/096,708 US20030158264A1 (en) | 2002-02-20 | 2002-03-13 | Orally administrable pharmaceutical formulation comprising ephedrine hydrochloride and process for preparing the same |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2003070156A2 true WO2003070156A2 (en) | 2003-08-28 |
WO2003070156A3 WO2003070156A3 (en) | 2005-01-13 |
Family
ID=27758878
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/IN2003/000032 WO2003070156A2 (en) | 2002-02-20 | 2003-02-20 | Orally administrable pharmaceutical formulation comprising ephedrine hydrochloride and process for preparing the same |
Country Status (2)
Country | Link |
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AU (1) | AU2003230191A1 (en) |
WO (1) | WO2003070156A2 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2111881A1 (en) * | 2004-07-05 | 2009-10-28 | Ziscoat N.V. | Biocompatible coating of medical devices comprising molecular sieves |
EP3204047B1 (en) | 2015-02-06 | 2020-05-27 | Faes Farma, S.A. | Calcifediol soft capsules |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4935242A (en) * | 1984-10-05 | 1990-06-19 | Warner-Lambert Company | Novel drug delivery system for expectorants |
-
2003
- 2003-02-20 WO PCT/IN2003/000032 patent/WO2003070156A2/en not_active Application Discontinuation
- 2003-02-20 AU AU2003230191A patent/AU2003230191A1/en not_active Abandoned
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4935242A (en) * | 1984-10-05 | 1990-06-19 | Warner-Lambert Company | Novel drug delivery system for expectorants |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2111881A1 (en) * | 2004-07-05 | 2009-10-28 | Ziscoat N.V. | Biocompatible coating of medical devices comprising molecular sieves |
US8512734B2 (en) | 2004-07-05 | 2013-08-20 | Katholieke Universiteit Leuven, K.U.Leuven R&D | Biocompatible coating of medical devices |
EP3204047B1 (en) | 2015-02-06 | 2020-05-27 | Faes Farma, S.A. | Calcifediol soft capsules |
EP3689380A1 (en) | 2015-02-06 | 2020-08-05 | Faes Farma, S.A. | Calcifediol soft capsules |
Also Published As
Publication number | Publication date |
---|---|
AU2003230191A8 (en) | 2003-09-09 |
AU2003230191A1 (en) | 2003-09-09 |
WO2003070156A3 (en) | 2005-01-13 |
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