WO1992009271A1 - Composition pour des preparations pharmaceutiques solides contenant des vitamines d3 actives et son procede de preparation - Google Patents

Composition pour des preparations pharmaceutiques solides contenant des vitamines d3 actives et son procede de preparation Download PDF

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Publication number
WO1992009271A1
WO1992009271A1 PCT/US1991/002846 US9102846W WO9209271A1 WO 1992009271 A1 WO1992009271 A1 WO 1992009271A1 US 9102846 W US9102846 W US 9102846W WO 9209271 A1 WO9209271 A1 WO 9209271A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
vitamins
pharmaceutical preparations
solid pharmaceutical
active vitamins
Prior art date
Application number
PCT/US1991/002846
Other languages
English (en)
Inventor
Motonari Okumura
Masahiro Ariyoshi
Takeshi Noguchi
Original Assignee
Sumitomo Pharmaceuticals Co., Ltd.
Wisconsin Alumni Research Foundation
Taisho Pharmaceuticals Co., Ltd.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sumitomo Pharmaceuticals Co., Ltd., Wisconsin Alumni Research Foundation, Taisho Pharmaceuticals Co., Ltd. filed Critical Sumitomo Pharmaceuticals Co., Ltd.
Publication of WO1992009271A1 publication Critical patent/WO1992009271A1/fr

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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
    • A61K9/14—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
    • A61K9/1605—Excipients; Inactive ingredients
    • A61K9/1629—Organic macromolecular compounds
    • A61K9/1635—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
    • 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
    • A61K31/59—Compounds containing 9, 10- seco- cyclopenta[a]hydrophenanthrene ring systems
    • 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
    • A61K9/1605—Excipients; Inactive ingredients
    • A61K9/1629—Organic macromolecular compounds
    • A61K9/1652—Polysaccharides, e.g. alginate, cellulose derivatives; Cyclodextrin

Definitions

  • This invention relates to a composition for solid pharmaceutical preparations containing active vitamins D 3 and a process for the preparation thereof, and more particularly to a composition for solid pharmaceutical preparations containing active vitamins D 3 in which hydroxypropyl methyl cellulose is used as an excipient.
  • active vitamins D 3 are labile and sensitive to heat and light and apt to be readily oxidized, so that the formation of pharmaceutical preparations containing active vitamins D 3 requires to stabilize them.
  • the preparations are obtained by dissolving active vitamins D 3 together with bile acids, cholesterols or polyvinyl pyrrolidone in an alcoholic solvent such as ethanol, methanol, propanol or the like which permits both to be dissolved therein, followed by removal of the solvent under reduced pressure.
  • an alcoholic solvent such as ethanol, methanol, propanol or the like which permits both to be dissolved therein.
  • each of the proposed methods exhibits a disadvantage of causing the composition to be partially resinified during the removal of the solvent under reduced pressure.
  • each of the conventional methods proposed causes the composition to be rendered non-uniform in grain size when it is pulverized.
  • composition for solid pharmaceutical preparations of active vitamins D 3 as disclosed in Japanese Patent Application Laid-Open Publication No. 155309/1984.
  • the present invention has been made in view of the foregoing disadvantage of the prior art.
  • the inventors have made a careful study for the purpose of preparing a composition for solid pharmaceutical preparations which is capable of stabilizing active vitamins D 3 , having a uniform content and facilitating the handling.
  • a composition for solid pharmaceutical preparations containing active vitamins D 3 which comprises hydroxypropylmethyl cellulose (hereinafter referred to as
  • HPMC HPMC
  • an active vitamins D 3 and a polymer which is readily soluble in an organic solvent each attached to HPMC meets such requirements.
  • composition for solid pharmaceutical preparations containing active vitamins D 3 which is capable of permitting the active vitamins D 3 to be significantly thermally stabilized and being improved in handling.
  • compositions containing active vitamins D 3 which is capable of highly facilitating the preparation while ensuring thermal stability of the vitamins D 3 .
  • a composition for solid pharmaceutical preparations containing active vitamins D 3 comprises hydroxypropyl methyl cellulose, and an active vitamin D 3 and a polymer which is readily soluble in an organic solvent each attached to the hydroxypropyl methyl cellulose.
  • a process for preparing such a composition as described above uses an alcoholic solvent.
  • the polymer which is readily soluble in an organic solvent includes polyvinyl pyrrolidone (hereinafter referred to as "PVP"), HMPC and the like.
  • the active vitamins D 3 of the present invention include vitamins D 3 of which positions 1 ⁇ and/or 25 are subject to hydroxidation, such as, for example, 1 ⁇ - hydroxycholecalciferol; 25-hydroxycholecalciferol; 1 ⁇ , 25- dihydroxycholecalciferol; 26, 26, 26, 27, 27, 27-hexafluoro-1 ⁇ , 25-dihydroxycholecalciferol (hereinafter referred to as "ST- 630); 1 ⁇ , 25-dihydroxycholecalciferol; 24, 25- dihydroxycholecalciferol, 1 ⁇ -dihydroxycholecalciferol; 1 ⁇ , 25- dihydroxy-26, 27-dimethylcholecalciferol; 1 ⁇ -hydroxy-26, 27- dimethylcholecalciferol; 25-hydroxy-26, 27- dimethylcholecalciferol; 1 ⁇ , 25-dihydroxy-24, 24-difluoro-26, 27-dimethylcholecalciferol; 1 ⁇ , 25-dihydroxy-26,
  • the polymer which is readily soluble in an organic solvent is loaded in an amount of from 0.1% to 50% by weight and preferably from 0.1% to 35% by weight in the composition.
  • composition of the present invention is obtained by preparing HPMC using an alcoholic solution in which the active vitamins D 3 and the polymer which is readily soluble in an organic solvent are dissolved.
  • the alcoholic solvent suitable for use for this purpose includes, for example, ethanol
  • HPMC acts as an excipient. Any prior art is silent concerning the use of HPMC as a sole excipient in wet granulation as in the present
  • HPMC highly exhibits a film forming property, therefore, the granulation of a composition using a solvent in which HPMC is dissolved causes removal and subsequent pulverization of the composition to be rendered difficult or troublesome.
  • the composition of the present invention is prepared using the alcoholic solvent in which HPMC is dissolved.
  • the use of the alcoholic solvent permits the surface of HPMC particles acting as a nucleus of the composition to be dissolved in the solvent, so that the active vitamins D 3 are taken in HPMC, resulting in being substantially stabilized.
  • composition thus obtained may be formed into pharmaceutical preparations as it is or, if necessary, while being mixed with at least one of any suitable additives known in the art such as an excipient, a degradative agent, a binder, a lubricant, an anti-oxidant, a coating agent, a coloring agent, a corrigent, a surface active agent and the like.
  • suitable additives known in the art such as an excipient, a degradative agent, a binder, a lubricant, an anti-oxidant, a coating agent, a coloring agent, a corrigent, a surface active agent and the like.
  • the excipient includes, for example, lactose, starch, crystalline cellulose, calcium hydrogenphosphate, light silica, titanium oxide, magnesium metasilicate aluminate, polyethylene glycol and the like.
  • the degradative agent includes, for example,
  • carboxymethyl cellulose calcium carboxymethylcellulose, sodium carboxymethylcellulose, croscarmellose sodium.
  • the binder includes, for example, hydroxypropyl cellulose, gelatin, gum arabic, ethyl cellulose, polyvinyl
  • the lubricant includes, for example, stearic acid, magnesium stearate, calcium stearate, talc, hardened oil, fatty saccharide and the like.
  • the anti-oxidant includes, for example, dibutyl hydroxytoluene (BHT), gallic propyl, butylhydroxy anisole (BHA), ⁇ -tocopherol, citric acid and the like.
  • BHT dibutyl hydroxytoluene
  • BHA butylhydroxy anisole
  • ⁇ -tocopherol citric acid and the like.
  • the coating agent includes, for example, HPMC,
  • diethylaminoacetate aminoalkyl methacrylate copolymer, hydroxypropylmethyl cellulose acetate succinate, methacrylic acid coplymer, cellulose acetate trimellitate (CAT), polyvinyl acetate phthalate, and the like.
  • the coloring agent includes, for example, a tar pigment, titanium oxide and the like.
  • the corrigent includes, for example, citric acid, adipic acid, ascorbic acid, menthol and the like.
  • the surface active agent includes, for example, glycerin monostearate, polysorbates, sodium lauryl sulfate,
  • composition for solid pharmaceutical preparations according to the present invention may be prepared according to a conventional wet granulation process.
  • the a conventional wet granulation process may be used.
  • composition is preferably prepared using an apparatus
  • the apparatus includes, for example, a fluidized bed type apparatus, a rolling and flowing type apparatus, a centrifugal flowing type apparatus, a vacuum type apparatus.
  • TC-5R 500g of HPMC 2910 (hereinafter referred to as "TC-5R") was subject to stirring granulation using a solution prepared by dissolving 5mg of ST-630, 12.5g of BHT and 125g of PVP-K30 in 187.5g of 90% ethanol and then pulverized after drying, to thereby provide a composition of the present invention.
  • the composition was sealedly put in a glass bottle and stored at 40°C to examine the stability.
  • a variation in residual rate of ST-630 with time was as indicated in Table 1.
  • a composition for reference was prepared by adding 5ml of an ethanol solution containing ST-63 of 100 ⁇ g/ml in
  • Table 1 clearly reveals that in the reference, decomposition of ST-630 occurred rapidly, whereas ST-630 in the composition of the present invention was stabilized for a long period of time.
  • 500g of TC-5R was subject to stirring granulation using a solution prepared by dissolving 5mg of ST-630, 12.5g of BHT and 125g of TC-5R in 187.5g of 90% ethanol and then pulverized after drying, to thereby provide a composition of the present invention.
  • 500g of TC-5R was subject to agitating granulation using a solution prepared by dissolving 5mg of ST- 630, 12.5g of BHT and 125g of PVP-K30 in 500g of ethanol and then pulverized after drying, to thereby provide a composition of the present invention.
  • Table 2 clearly indicates that in each of the tablets prepared using the composition of the present invention, ST-630 was kept stabilized for a long period of time.

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  • 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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Composition pour des préparations pharmaceutiques solides renfermant des vitamines D3 actives permettant de stabiliser de manière significative les vitamines D3 actives et d'améliorer leur manipulation. Ladite composition comprend de la cellulose d'hydroxypropylméthyle. Sur la cellulose sont fixées des vitamines D3 actives et un polymère qui se dissout rapidement dans un solvant organique.
PCT/US1991/002846 1990-11-28 1991-04-25 Composition pour des preparations pharmaceutiques solides contenant des vitamines d3 actives et son procede de preparation WO1992009271A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2332013A JPH04198129A (ja) 1990-11-28 1990-11-28 活性型ビタミンｄ↓３類含有組成物
JP2/332013 1990-11-28

Publications (1)

Publication Number Publication Date
WO1992009271A1 true WO1992009271A1 (fr) 1992-06-11

Family

ID=18250168

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1991/002846 WO1992009271A1 (fr) 1990-11-28 1991-04-25 Composition pour des preparations pharmaceutiques solides contenant des vitamines d3 actives et son procede de preparation

Country Status (4)

Country Link
EP (1) EP0559645A1 (fr)
JP (1) JPH04198129A (fr)
AU (1) AU8096591A (fr)
WO (1) WO1992009271A1 (fr)

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994000128A1 (fr) * 1992-06-22 1994-01-06 Lunar Corporation PROVITAMINE D 1α-HYDROXY ADMINISTREE PAR VOIE ORALE
EP0588539A1 (fr) * 1992-09-18 1994-03-23 Teva Pharmaceutical Industries, Ltd. Compositions pharmaceutiques stabilisées contenant des dérivés des vitamines D2 et D3
EP0508756B1 (fr) * 1991-04-09 1996-10-23 Takeda Chemical Industries, Ltd. Préparation stabilisée de vitamine D
US5795882A (en) * 1992-06-22 1998-08-18 Bone Care International, Inc. Method of treating prostatic diseases using delayed and/or sustained release vitamin D formulations
US6004996A (en) * 1997-02-05 1999-12-21 Hoffman-La Roche Inc. Tetrahydrolipstatin containing compositions
KR100688618B1 (ko) * 2001-09-12 2007-03-09 주식회사 유유 비타민 ｄ 경구투여용 서방성 약제 조성물
WO2007068287A1 (fr) * 2005-12-15 2007-06-21 Laboratoria Qualiphar Préparation vitaminique à libération prolongée
EP2468265A3 (fr) * 2010-12-04 2013-01-02 DEEF Pharmaceutical Industries Co. Préparations homogènes contenant de la vitamine D
US8703187B2 (en) 2007-04-25 2014-04-22 Warner Chilcott Company, Llc Vitamin D content uniformity in pharmaceutical dosage forms
US10300078B2 (en) 2013-03-15 2019-05-28 Opko Ireland Global Holdings, Ltd. Stabilized modified release vitamin D formulation and method of administering same
US10493084B2 (en) 2014-08-07 2019-12-03 Opko Ireland Global Holdings, Ltd. Adjunctive therapy with 25-hydroxyvitamin D and articles therefor
US10668089B2 (en) 2006-06-21 2020-06-02 Opko Ireland Global Holdings, Ltd. Method of treating and preventing secondary hyperparathyroidism
US11007204B2 (en) 2006-02-03 2021-05-18 Opko Renal, Llc Treating vitamin D insufficiency and deficiency with 25-hydroxyvitamin D2 and 25-hydroxyvitamin D3
US11154509B2 (en) 2007-04-25 2021-10-26 Eirgen Pharma Ltd. Methods for controlled release oral dosage of a vitamin D compound
US11173168B2 (en) 2016-03-28 2021-11-16 Eirgen Pharma Ltd. Methods of treating vitamin D insufficiency in chronic kidney disease
US11672809B2 (en) 2010-03-29 2023-06-13 Eirgen Pharma Ltd. Methods and compositions for reducing parathyroid levels
US11752158B2 (en) 2007-04-25 2023-09-12 Eirgen Pharma Ltd. Method of treating vitamin D insufficiency and deficiency

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7034595B2 (ja) * 2016-03-23 2022-03-14 株式会社ファンケル ビタミンｄ３安定化組成物

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0116755A1 (fr) * 1983-02-22 1984-08-29 Teijin Limited Composition pour préparations pharmaceutiques solides de vitamines D3 actives et procédé pour sa préparation
EP0215596A2 (fr) * 1985-09-05 1987-03-25 Teijin Limited Composition pour l'injection de la vitamine D3 activée
EP0387808A2 (fr) * 1989-03-13 1990-09-19 Ss Pharmaceutical Co., Ltd. Compositions pour la préparation de vitamines D3 actives sous forme de dose et procédé pour la préparation de vitamines D3 stables et actives sous forme de dose en utilisant ces compositions
EP0413727A1 (fr) * 1988-04-26 1991-02-27 Ellco Food Ab Lysat de plaquettes sanguines, procede pour sa preparation et milieu de culture cellulaire contenant un tel lysat.

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0116755A1 (fr) * 1983-02-22 1984-08-29 Teijin Limited Composition pour préparations pharmaceutiques solides de vitamines D3 actives et procédé pour sa préparation
EP0215596A2 (fr) * 1985-09-05 1987-03-25 Teijin Limited Composition pour l'injection de la vitamine D3 activée
EP0413727A1 (fr) * 1988-04-26 1991-02-27 Ellco Food Ab Lysat de plaquettes sanguines, procede pour sa preparation et milieu de culture cellulaire contenant un tel lysat.
EP0387808A2 (fr) * 1989-03-13 1990-09-19 Ss Pharmaceutical Co., Ltd. Compositions pour la préparation de vitamines D3 actives sous forme de dose et procédé pour la préparation de vitamines D3 stables et actives sous forme de dose en utilisant ces compositions

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
STN International Information Services, Data Base: Chemical Abstracts, Accession Number: 100(12): 91354r; & JP-A-58206533 (TEIJIN LTD) 1 December 1983 *

Cited By (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0508756B1 (fr) * 1991-04-09 1996-10-23 Takeda Chemical Industries, Ltd. Préparation stabilisée de vitamine D
US5614513A (en) * 1992-06-22 1997-03-25 Bone Care International, Inc. Oral 1α-hydroxyprevitamin D
US5529991A (en) * 1992-06-22 1996-06-25 Lunar Corporation Oral 1α-hydroxyprevitamin D
US6150346A (en) * 1992-06-22 2000-11-21 Bone Care International, Inc. Method and composition for treating or preventing osteoporosis
US5622941A (en) * 1992-06-22 1997-04-22 Lunar Corporation Oral 1 α-hydroxyprevitamin D
US5795882A (en) * 1992-06-22 1998-08-18 Bone Care International, Inc. Method of treating prostatic diseases using delayed and/or sustained release vitamin D formulations
WO1994000128A1 (fr) * 1992-06-22 1994-01-06 Lunar Corporation PROVITAMINE D 1α-HYDROXY ADMINISTREE PAR VOIE ORALE
US6133250A (en) * 1992-06-22 2000-10-17 Bone Care International, Inc. Oral 1α-hydroxyprevitamin D in methods for increasing blood level of activated vitamin D
US6147064A (en) * 1992-06-22 2000-11-14 Bone Care International, Inc. Oral 1α-hydroxyprevitamin D in composition and method for treating psoriasis
AU667742B2 (en) * 1992-09-18 1996-04-04 Teva Pharmaceutical Industries Ltd. Stabilized pharmaceutical compositions containing derivatives of vitamins D2 and D3
US5565442A (en) * 1992-09-18 1996-10-15 Teva Pharmaceutical Industries Ltd. Stabilized pharmaceutical compositions containing derivatives of vitamins D2 and D3
EP0588539A1 (fr) * 1992-09-18 1994-03-23 Teva Pharmaceutical Industries, Ltd. Compositions pharmaceutiques stabilisées contenant des dérivés des vitamines D2 et D3
US5804573A (en) * 1992-09-18 1998-09-08 Teva Pharmaceutical Industries Ltd. Stabilized pharmaceutical composition containing derivative of vitamins D2 and D3
US6004996A (en) * 1997-02-05 1999-12-21 Hoffman-La Roche Inc. Tetrahydrolipstatin containing compositions
KR100688618B1 (ko) * 2001-09-12 2007-03-09 주식회사 유유 비타민 ｄ 경구투여용 서방성 약제 조성물
WO2007068287A1 (fr) * 2005-12-15 2007-06-21 Laboratoria Qualiphar Préparation vitaminique à libération prolongée
US11007204B2 (en) 2006-02-03 2021-05-18 Opko Renal, Llc Treating vitamin D insufficiency and deficiency with 25-hydroxyvitamin D2 and 25-hydroxyvitamin D3
US11911398B2 (en) 2006-02-03 2024-02-27 Opko Renal, Llc Treating Vitamin D insufficiency and deficiency with 25-hydroxyvitamin D2 and 25-hydroxyvitamin D3
US10668089B2 (en) 2006-06-21 2020-06-02 Opko Ireland Global Holdings, Ltd. Method of treating and preventing secondary hyperparathyroidism
US8703187B2 (en) 2007-04-25 2014-04-22 Warner Chilcott Company, Llc Vitamin D content uniformity in pharmaceutical dosage forms
US11752158B2 (en) 2007-04-25 2023-09-12 Eirgen Pharma Ltd. Method of treating vitamin D insufficiency and deficiency
US11154509B2 (en) 2007-04-25 2021-10-26 Eirgen Pharma Ltd. Methods for controlled release oral dosage of a vitamin D compound
US11672809B2 (en) 2010-03-29 2023-06-13 Eirgen Pharma Ltd. Methods and compositions for reducing parathyroid levels
EP2468265A3 (fr) * 2010-12-04 2013-01-02 DEEF Pharmaceutical Industries Co. Préparations homogènes contenant de la vitamine D
EP3332773B1 (fr) 2013-03-15 2020-08-26 OPKO Ireland Global Holdings, Limited Formulation de vitamine d à libération modifiée stabilisée et son procédé d'administration
EP3650016B1 (fr) 2013-03-15 2021-05-05 EirGen Pharma Ltd. Formulation de vitamine d à libération modifiée stabilisée et son procédé d'administration
EP2968172B1 (fr) 2013-03-15 2020-07-22 EirGen Pharma Ltd. Formulation de vitamine d à libération modifiée stabilisée et son procédé d'administration
US11253528B2 (en) 2013-03-15 2022-02-22 Eirgen Pharma Ltd. Stabilized modified release Vitamin D formulation and method of administering same
US10357502B2 (en) 2013-03-15 2019-07-23 Opko Ireland Global Holdings, Ltd. Stabilized modified release vitamin D formulation and method of administering same
US10350224B2 (en) 2013-03-15 2019-07-16 Opko Ireland Global Holdings, Ltd. Stabilized modified release vitamin D formulation and method of administering same
US10300078B2 (en) 2013-03-15 2019-05-28 Opko Ireland Global Holdings, Ltd. Stabilized modified release vitamin D formulation and method of administering same
US11007205B2 (en) 2014-08-07 2021-05-18 Eirgen Pharma Ltd. Adjunctive therapy with 25-hydroxyvitamin D and articles therefor
US10493084B2 (en) 2014-08-07 2019-12-03 Opko Ireland Global Holdings, Ltd. Adjunctive therapy with 25-hydroxyvitamin D and articles therefor
US11738033B2 (en) 2014-08-07 2023-08-29 Eirgen Pharma Ltd. Adjunctive therapy with 25-hydroxyvitamin D and articles therefor
US11173168B2 (en) 2016-03-28 2021-11-16 Eirgen Pharma Ltd. Methods of treating vitamin D insufficiency in chronic kidney disease

Also Published As

Publication number Publication date
AU8096591A (en) 1992-06-25
JPH04198129A (ja) 1992-07-17
EP0559645A1 (fr) 1993-09-15

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