ZA200005875B - Wettable microcapsules having hydrophobic polymer coated cores. - Google Patents

Wettable microcapsules having hydrophobic polymer coated cores. Download PDF

Info

Publication number: ZA200005875B
Authority: ZA; South Africa
Prior art keywords: microcapsule; microcapsules; surfactant; hydrophobic polymer; wettable
Prior art date: 1998-04-09

Application number

ZA200005875A

Other languages

English (en)

Inventor

Calanchi Massimo Maria

Stefano De Luigi Bruschi

Leonardo Gentilini

Mapelli Luigi Giovanni

Original Assignee

Eurand Int

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.)

1998-04-09

Filing date

2000-10-20

Publication date

2002-03-20

2000-10-20 Application filed by Eurand Int filed Critical Eurand Int

2002-03-20 Publication of ZA200005875B publication Critical patent/ZA200005875B/en

Links

239000003094 microcapsule Substances 0.000 title claims abstract description 119
229920001600 hydrophobic polymer Polymers 0.000 title claims description 29
239000004094 surface-active agent Substances 0.000 claims abstract description 68
239000002904 solvent Substances 0.000 claims abstract description 36
238000000034 method Methods 0.000 claims abstract description 35
239000001856 Ethyl cellulose Substances 0.000 claims abstract description 29
ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 claims abstract description 29
235000019325 ethyl cellulose Nutrition 0.000 claims abstract description 29
229920001249 ethyl cellulose Polymers 0.000 claims abstract description 29
238000005191 phase separation Methods 0.000 claims abstract description 22
239000011230 binding agent Substances 0.000 claims abstract description 21
239000003814 drug Substances 0.000 claims abstract description 17
229940079593 drug Drugs 0.000 claims abstract description 17
238000001035 drying Methods 0.000 claims abstract description 14
238000005406 washing Methods 0.000 claims abstract description 14
239000007788 liquid Substances 0.000 claims description 31
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 27
239000012528 membrane Substances 0.000 claims description 18
229920000642 polymer Polymers 0.000 claims description 15
239000011248 coating agent Substances 0.000 claims description 12
238000000576 coating method Methods 0.000 claims description 12
239000000203 mixture Substances 0.000 claims description 10
APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 claims description 10
239000007791 liquid phase Substances 0.000 claims description 9
-1 polyethylene Polymers 0.000 claims description 9
238000005507 spraying Methods 0.000 claims description 9
239000004698 Polyethylene Substances 0.000 claims description 7
238000005354 coacervation Methods 0.000 claims description 7
229920000573 polyethylene Polymers 0.000 claims description 7
230000002051 biphasic effect Effects 0.000 claims description 4
229920001688 coating polymer Polymers 0.000 claims description 4
238000009472 formulation Methods 0.000 claims description 4
238000004519 manufacturing process Methods 0.000 claims description 4
229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 4
235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 4
JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 3
NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 claims description 3
LWZFANDGMFTDAV-BURFUSLBSA-N [(2r)-2-[(2r,3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O LWZFANDGMFTDAV-BURFUSLBSA-N 0.000 claims description 3
238000000151 deposition Methods 0.000 claims description 3
239000012530 fluid Substances 0.000 claims description 3
239000002245 particle Substances 0.000 claims description 3
239000007790 solid phase Substances 0.000 claims description 3
235000011067 sorbitan monolaureate Nutrition 0.000 claims description 3
ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 claims description 2
PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 claims description 2
229920001577 copolymer Polymers 0.000 claims description 2
229950006451 sorbitan laurate Drugs 0.000 claims description 2
239000001593 sorbitan monooleate Substances 0.000 claims description 2
235000011069 sorbitan monooleate Nutrition 0.000 claims description 2
229940035049 sorbitan monooleate Drugs 0.000 claims description 2
229950004959 sorbitan oleate Drugs 0.000 claims description 2
229920000623 Cellulose acetate phthalate Polymers 0.000 claims 2
229940081734 cellulose acetate phthalate Drugs 0.000 claims 2
VAYTZRYEBVHVLE-UHFFFAOYSA-N 1,3-dioxol-2-one Chemical compound O=C1OC=CO1 VAYTZRYEBVHVLE-UHFFFAOYSA-N 0.000 claims 1
XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical compound CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 claims 1
239000000020 Nitrocellulose Substances 0.000 claims 1
229920003171 Poly (ethylene oxide) Polymers 0.000 claims 1
239000004793 Polystyrene Substances 0.000 claims 1
239000004147 Sorbitan trioleate Substances 0.000 claims 1
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical group CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims 1
FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 claims 1
229920001893 acrylonitrile styrene Polymers 0.000 claims 1
DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-UHFFFAOYSA-N 0.000 claims 1
229920002301 cellulose acetate Polymers 0.000 claims 1
229920006217 cellulose acetate butyrate Polymers 0.000 claims 1
235000014113 dietary fatty acids Nutrition 0.000 claims 1
239000005038 ethylene vinyl acetate Substances 0.000 claims 1
239000000194 fatty acid Substances 0.000 claims 1
229930195729 fatty acid Natural products 0.000 claims 1
150000004665 fatty acids Chemical class 0.000 claims 1
229920003132 hydroxypropyl methylcellulose phthalate Polymers 0.000 claims 1
229940031704 hydroxypropyl methylcellulose phthalate Drugs 0.000 claims 1
229920001220 nitrocellulos Polymers 0.000 claims 1
229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 claims 1
229920003229 poly(methyl methacrylate) Polymers 0.000 claims 1
229920002223 polystyrene Polymers 0.000 claims 1
239000001267 polyvinylpyrrolidone Substances 0.000 claims 1
SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 claims 1
229940035044 sorbitan monolaurate Drugs 0.000 claims 1
235000019337 sorbitan trioleate Nutrition 0.000 claims 1
229960000391 sorbitan trioleate Drugs 0.000 claims 1
239000007921 spray Substances 0.000 claims 1
238000002360 preparation method Methods 0.000 abstract description 4
239000012736 aqueous medium Substances 0.000 abstract description 2
239000012071 phase Substances 0.000 description 14
238000009736 wetting Methods 0.000 description 14
230000002209 hydrophobic effect Effects 0.000 description 11
239000000463 material Substances 0.000 description 11
238000003756 stirring Methods 0.000 description 11
239000000411 inducer Substances 0.000 description 10
239000010410 layer Substances 0.000 description 8
239000002552 dosage form Substances 0.000 description 7
239000007787 solid Substances 0.000 description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
230000001965 increasing effect Effects 0.000 description 4
239000002609 medium Substances 0.000 description 4
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
229920006316 polyvinylpyrrolidine Polymers 0.000 description 4
239000000126 substance Substances 0.000 description 4
ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 4
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
238000004220 aggregation Methods 0.000 description 3
230000002776 aggregation Effects 0.000 description 3
230000007423 decrease Effects 0.000 description 3
238000004090 dissolution Methods 0.000 description 3
239000012188 paraffin wax Substances 0.000 description 3
238000000926 separation method Methods 0.000 description 3
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
238000009835 boiling Methods 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
230000000295 complement effect Effects 0.000 description 2
239000011521 glass Substances 0.000 description 2
239000008187 granular material Substances 0.000 description 2
238000011065 in-situ storage Methods 0.000 description 2
238000002156 mixing Methods 0.000 description 2
235000019809 paraffin wax Nutrition 0.000 description 2
235000019271 petrolatum Nutrition 0.000 description 2
238000001179 sorption measurement Methods 0.000 description 2
229910001220 stainless steel Inorganic materials 0.000 description 2
239000010935 stainless steel Substances 0.000 description 2
229960000278 theophylline Drugs 0.000 description 2
230000001225 therapeutic effect Effects 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
239000001828 Gelatine Substances 0.000 description 1
VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Natural products CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 1
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
229920000881 Modified starch Polymers 0.000 description 1
101100346764 Mus musculus Mtln gene Proteins 0.000 description 1
239000005062 Polybutadiene Substances 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
229920001615 Tragacanth Polymers 0.000 description 1
NWGKJDSIEKMTRX-BFWOXRRGSA-N [(2r)-2-[(3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)C1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-BFWOXRRGSA-N 0.000 description 1
235000010489 acacia gum Nutrition 0.000 description 1
239000001785 acacia senegal l. willd gum Substances 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
238000013019 agitation Methods 0.000 description 1
235000010443 alginic acid Nutrition 0.000 description 1
229920000615 alginic acid Polymers 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000003945 anionic surfactant Substances 0.000 description 1
239000000305 astragalus gummifer gum Substances 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
239000002775 capsule Substances 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
239000008112 carboxymethyl-cellulose Substances 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
239000003093 cationic surfactant Substances 0.000 description 1
239000011247 coating layer Substances 0.000 description 1
238000012790 confirmation Methods 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
230000003111 delayed effect Effects 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
239000004205 dimethyl polysiloxane Substances 0.000 description 1
235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000005538 encapsulation Methods 0.000 description 1
NJSUFZNXBBXAAC-UHFFFAOYSA-N ethanol;toluene Chemical compound CCO.CC1=CC=CC=C1 NJSUFZNXBBXAAC-UHFFFAOYSA-N 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
239000012065 filter cake Substances 0.000 description 1
230000002496 gastric effect Effects 0.000 description 1
210000001035 gastrointestinal tract Anatomy 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
238000001879 gelation Methods 0.000 description 1
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
238000000338 in vitro Methods 0.000 description 1
238000001727 in vivo Methods 0.000 description 1
230000001939 inductive effect Effects 0.000 description 1
230000003993 interaction Effects 0.000 description 1
230000007794 irritation Effects 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
210000004877 mucosa Anatomy 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
238000005325 percolation Methods 0.000 description 1
235000020030 perry Nutrition 0.000 description 1
229920002857 polybutadiene Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
239000000047 product Substances 0.000 description 1
239000008213 purified water Substances 0.000 description 1
238000005185 salting out Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000013268 sustained release Methods 0.000 description 1
239000012730 sustained-release form Substances 0.000 description 1
230000009747 swallowing Effects 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000006188 syrup Substances 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
239000001993 wax Substances 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- 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
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5073—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals having two or more different coatings optionally including drug-containing subcoatings
- 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
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5015—Organic compounds, e.g. fats, sugars
- 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
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5036—Polysaccharides, e.g. gums, alginate; Cyclodextrin
- A61K9/5042—Cellulose; Cellulose derivatives, e.g. phthalate or acetate succinate esters of hydroxypropyl methylcellulose
- A61K9/5047—Cellulose ethers containing no ester groups, e.g. hydroxypropyl methylcellulose

Landscapes

Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Veterinary Medicine (AREA)
Manufacturing Of Micro-Capsules (AREA)
Medicinal Preparation (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Immobilizing And Processing Of Enzymes And Microorganisms (AREA)

ZA200005875A 1998-04-09 2000-10-20 Wettable microcapsules having hydrophobic polymer coated cores. ZA200005875B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
EP98106521		1998-04-09

Publications (1)

Publication Number	Publication Date
ZA200005875B true ZA200005875B (en)	2002-03-20

Family

ID=8231743

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
ZA200005875A ZA200005875B (en)	1998-04-09	2000-10-20	Wettable microcapsules having hydrophobic polymer coated cores.

Country Status (15)

Country	Link
US (1)	US6509034B1 (ko)
EP (1)	EP1069891B1 (ko)
JP (1)	JP4555980B2 (ko)
KR (1)	KR20010042547A (ko)
AT (1)	ATE213935T1 (ko)
AU (1)	AU742009B2 (ko)
BR (1)	BR9909434A (ko)
CA (1)	CA2328080C (ko)
DE (1)	DE69900977T2 (ko)
DK (1)	DK1069891T3 (ko)
ES (1)	ES2174600T3 (ko)
NZ (1)	NZ507951A (ko)
PT (1)	PT1069891E (ko)
WO (1)	WO1999052510A1 (ko)
ZA (1)	ZA200005875B (ko)

Families Citing this family (31)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
KR100537952B1 (ko) *	2001-04-13	2005-12-21	주식회사 태평양	중공형 소수성 고분자 마이크로캡슐 및 이의 제조방법, 및이 마이크로캡슐을 함유하는 화장료 조성물
KR100526998B1 (ko) *	2002-01-21	2005-11-08	임대우	홍삼 및 인삼 엑기스 분말을 함유한 마이크로캡슐
KR100466719B1 (ko) *	2002-02-04	2005-01-17	주식회사 일화	홍삼 또는 인삼정분을 함유하는 구형의 미세캡슐 제조방법
DE10227224B4 (de) *	2002-06-18	2005-11-24	Daimlerchrysler Ag	Verwendung eines Granulates zum Herstellen eines Gegenstandes mit einem 3D-Binderdruck-Verfahren
BR0303954A (pt) *	2002-10-10	2004-09-08	Int Flavors & Fragrances Inc	Composição, fragrância, método para divisão de uma quantidade efetiva olfativa de fragrância em um produto sem enxague e produto sem enxague
KR100963091B1 (ko) *	2003-08-25	2010-06-14	(주)아모레퍼시픽	자외선 흡수제를 함유하는 고분자 캡슐 및 그 제조 방법,및 이를 함유하는 화장료 조성물
US20050112152A1 (en) *	2003-11-20	2005-05-26	Popplewell Lewis M.	Encapsulated materials
US20050113282A1 (en) *	2003-11-20	2005-05-26	Parekh Prabodh P.	Melamine-formaldehyde microcapsule slurries for fabric article freshening
US7105064B2 (en) *	2003-11-20	2006-09-12	International Flavors & Fragrances Inc.	Particulate fragrance deposition on surfaces and malodour elimination from surfaces
WO2005095950A1 (en) *	2004-03-30	2005-10-13	Pfizer Products Inc.	Method and device for evaluation of pharmaceutical compositions
US20050227907A1 (en) *	2004-04-13	2005-10-13	Kaiping Lee	Stable fragrance microcapsule suspension and process for using same
US20050226900A1 (en) *	2004-04-13	2005-10-13	Winton Brooks Clint D	Skin and hair treatment composition and process for using same resulting in controllably-releasable fragrance and/or malodour counteractant evolution
US7594594B2 (en) *	2004-11-17	2009-09-29	International Flavors & Fragrances Inc.	Multi-compartment storage and delivery containers and delivery system for microencapsulated fragrances
US20070207174A1 (en) *	2005-05-06	2007-09-06	Pluyter Johan G L	Encapsulated fragrance materials and methods for making same
US8497258B2 (en)	2005-11-12	2013-07-30	The Regents Of The University Of California	Viscous budesonide for the treatment of inflammatory diseases of the gastrointestinal tract
DE102005062270A1 (de) *	2005-12-24	2007-06-28	Bayer Technology Services Gmbh	Geschmacksmaskierung von Pulvern
US20100062073A1 (en) *	2006-11-29	2010-03-11	Ronald Arthur Beyerinck	Pharmaceutical compositions comprising nanoparticles comprising enteric polymers casein
US20100119612A1 (en) *	2007-04-17	2010-05-13	Bend Research, Inc	Nanoparticles comprising non-crystalline drug
WO2008135852A2 (en) *	2007-05-03	2008-11-13	Pfizer Products Inc.	Pharmaceutical compositions comprising nanoparticles and casein
US8703204B2 (en) *	2007-05-03	2014-04-22	Bend Research, Inc.	Nanoparticles comprising a cholesteryl ester transfer protein inhibitor and anon-ionizable polymer
WO2008135828A2 (en) *	2007-05-03	2008-11-13	Pfizer Products Inc.	Nanoparticles comprising a drug, ethylcellulose, and a bile salt
WO2008149230A2 (en)	2007-06-04	2008-12-11	Pfizer Products Inc.	Nanoparticles comprising drug, a non-ionizable cellulosic polymer and tocopheryl polyethylene glycol succinate
WO2008149192A2 (en) *	2007-06-04	2008-12-11	Pfizer Products Inc.	Nanoparticles comprising a non-ionizable cellulosic polymer and an amphiphilic non-ionizable block copolymer
WO2009010842A2 (en) *	2007-07-13	2009-01-22	Pfizer Products Inc.	Nanoparticles comprising ionizable, poorly water soluble cellulosic polymers
US9233078B2 (en) *	2007-12-06	2016-01-12	Bend Research, Inc.	Nanoparticles comprising a non-ionizable polymer and an Amine-functionalized methacrylate copolymer
US9724362B2 (en) *	2007-12-06	2017-08-08	Bend Research, Inc.	Pharmaceutical compositions comprising nanoparticles and a resuspending material
KR100888380B1 (ko) *	2007-12-11	2009-03-13	한국생산기술연구원	계면 활성제를 이용한 유동성 입자의 제조방법 및 이로부터제조되는 유동성 입자
EP2440210A4 (en)	2009-06-12	2014-01-29	Meritage Pharma Inc	METHOD FOR THE TREATMENT OF STOMACH DARM DISEASES
MX2012006240A (es)	2009-12-02	2012-10-03	Aptalis Pharma Ltd	Microcapsulas de fexofenadina y composiciones que contienen las mismas.
US20180184649A1 (en) *	2015-06-26	2018-07-05	Advanced Bionutrition Corp.	Composition for delivery of active agents to an animal
KR101885365B1 (ko) *	2017-03-31	2018-08-06	서울대학교산학협력단	비용매 유도 상분리법을 이용한 초소수성직물 제조방법 및 이로부터 제조된 초소수성직물

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3415758A (en)	1960-03-09	1968-12-10	Ncr Co	Process of forming minute capsules en masse
US3748277A (en)	1965-10-14	1973-07-24	Ncr Co	Process of forming minute capsules
JPS5524118A (en) *	1978-08-08	1980-02-21	Tetsuo Kato	Microcapsulated preparation for mitomycinc
US4259315A (en)	1980-06-13	1981-03-31	A. H. Robins Company, Inc.	Controlled release potassium dosage form
JPS57209223A (en) *	1981-06-19	1982-12-22	Tanabe Seiyaku Co Ltd	Microcapsule for intracranial anti hypotension and its production
JPH07106977B2 (ja) *	1984-12-14	1995-11-15	ゲルゲリイ、ゲルハルト	疎水性又は難溶性物質の粒子の親水化の方法
HU201869B (en) *	1988-12-30	1991-01-28	Egyt Gyogyszervegyeszeti Gyar	Process for producing microcapsules of quick dissolving active component
US5190775A (en) *	1991-05-29	1993-03-02	Balchem Corporation	Encapsulated bioactive substances
US5192522A (en) *	1991-11-26	1993-03-09	Uop	Zeolite LZ-277 and process for preparing same
US5972383A (en) *	1994-03-02	1999-10-26	Eli Lilly And Company	Solid orally administerable raloxifene hydrochloride pharmaceutical formulation
FR2725623A1 (fr) *	1994-10-18	1996-04-19	Flamel Tech Sa	Microcapsules medicamenteuses et/ou nutritionnelles pour administration per os

1999
- 1999-04-09 AU AU35227/99A patent/AU742009B2/en not_active Ceased
- 1999-04-09 JP JP2000543120A patent/JP4555980B2/ja not_active Expired - Fee Related
- 1999-04-09 BR BR9909434-7A patent/BR9909434A/pt not_active Application Discontinuation
- 1999-04-09 KR KR1020007011201A patent/KR20010042547A/ko not_active Application Discontinuation
- 1999-04-09 WO PCT/EP1999/002430 patent/WO1999052510A1/en not_active Application Discontinuation
- 1999-04-09 AT AT99916911T patent/ATE213935T1/de active
- 1999-04-09 EP EP99916911A patent/EP1069891B1/en not_active Expired - Lifetime
- 1999-04-09 ES ES99916911T patent/ES2174600T3/es not_active Expired - Lifetime
- 1999-04-09 NZ NZ507951A patent/NZ507951A/xx not_active IP Right Cessation
- 1999-04-09 PT PT99916911T patent/PT1069891E/pt unknown
- 1999-04-09 US US09/673,178 patent/US6509034B1/en not_active Expired - Lifetime
- 1999-04-09 DE DE69900977T patent/DE69900977T2/de not_active Expired - Lifetime
- 1999-04-09 DK DK99916911T patent/DK1069891T3/da active
- 1999-04-09 CA CA002328080A patent/CA2328080C/en not_active Expired - Lifetime
2000
- 2000-10-20 ZA ZA200005875A patent/ZA200005875B/en unknown

Also Published As

Publication number	Publication date
DK1069891T3 (da)	2002-06-24
PT1069891E (pt)	2002-08-30
AU3522799A (en)	1999-11-01
DE69900977D1 (de)	2002-04-11
BR9909434A (pt)	2000-12-12
EP1069891B1 (en)	2002-03-06
ES2174600T3 (es)	2002-11-01
KR20010042547A (ko)	2001-05-25
CA2328080C (en)	2008-08-12
WO1999052510A1 (en)	1999-10-21
AU742009B2 (en)	2001-12-13
CA2328080A1 (en)	1999-10-21
JP4555980B2 (ja)	2010-10-06
NZ507951A (en)	2002-12-20
DE69900977T2 (de)	2002-11-14
JP2002511402A (ja)	2002-04-16
EP1069891A1 (en)	2001-01-24
US6509034B1 (en)	2003-01-21
ATE213935T1 (de)	2002-03-15

Publication	Publication Date	Title
EP1069891B1 (en)	2002-03-06	Wettable microcapsules having ethylcellulose coated cores
US3748277A (en)	1973-07-24	Process of forming minute capsules
Jyothi et al.	2012	Microencapsulation: a review
JP4615124B2 (ja)	2011-01-19	制御された作用物質放出性を有する被覆された医薬品形
KR100735506B1 (ko)	2007-07-06	결장에서 방출시키기 위한 다층 약제학적 생성물
US8168226B2 (en)	2012-05-01	Production of nanocapsules and microcapsules by layer-wise polyelectrolyte self-assembly
JPH0411254B2 (ko)	1992-02-27
EP0425659B1 (en)	1993-10-27	SUSTAINED RELEASE PHARMACEUTICAL PREPARATIONS HAVING pH CONTROLLED MEMBRANE COATINGS
JP2002506719A (ja)	2002-03-05	層状の高分子電解質自己集合によるナノカプセルおよびマイクロカプセルの製造
Beyger et al.	1986	Some factors affecting the microencapsulation of pharmaceuticals with cellulose acetate phthalate
CA1236023A (en)	1988-05-03	Controlled release pharmaceutical preparations
DK159644B (da)	1990-11-12	Dannelse og indkapsling af smaa partikler
Benita et al.	1985	Microencapsulation of paracetamol using polyacrylate resins (Eudragit Retard), kinetics of drug release and evaluation of kinetic model
CA2492789C (en)	2012-07-03	Process for the preparation of pharmaceutical microcapsules with enhanced taste-masking and high dissolution rate
Babay et al.	1988	Design and release kinetic pattern evaluation of indomethacin microspheres intended for oral administration
Friend	1992	Polyacrylate resin microcapsules for taste masking of antibiotics
JPH03114528A (ja)	1991-05-15	マイクロカプセル及びその製造方法
Ijichi et al.	1997	Multi-layered gelatin/acacia microcapsules by complex coacervation method
Goto et al.	1986	Eudragit E, L and S (acrylic resins) microcapsules as pH sensitive release preparations of ketoprofen
Nixon	1985	Preparation of microcapsules with possible pharmaceutical use
NO127792B (ko)	1973-08-20
Quigley et al.	1992	Use of deacetylated gellan gum (Gelrite) for the production of sulphamethizole containing beads
Chiao et al.	1989	Modification of gelatin beadlets for zero-order sustained release
JP2007535503A (ja)	2007-12-06	コアセルベートカプセルを製造するための技術的工程および設備
Brophy et al.	1981	Influence of coating and core modifications on the in vitro release of methylene blue from ethylcellulose microcapsules produced by pan coating procedure