SE448342B - Farmaceutisk komposition med depaverkan innehallande nicardipin, nicardipinsalt, nifedipin eller indometacin i amorf form - Google Patents
Farmaceutisk komposition med depaverkan innehallande nicardipin, nicardipinsalt, nifedipin eller indometacin i amorf formInfo
- Publication number
- SE448342B SE448342B SE8004938A SE8004938A SE448342B SE 448342 B SE448342 B SE 448342B SE 8004938 A SE8004938 A SE 8004938A SE 8004938 A SE8004938 A SE 8004938A SE 448342 B SE448342 B SE 448342B
- Authority
- SE
- Sweden
- Prior art keywords
- nicardipine
- salt
- pharmaceutical composition
- composition according
- nicardipin
- Prior art date
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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/141—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers
- A61K9/146—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers with organic macromolecular compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
-
- 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
- A61K9/1611—Inorganic compounds
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
) 15 20 25 30 35 448, 31112 2 Ändamålet med föreliggande uppfinning är således att åstadkomma en farmaceutisk komposition som har hög löslighet och överlägsen depåverkan genom att blanda ett läkemedel, polyetenoxid och minst ett basämne (l:a komponent) valt bland hydroxipropylmetylcellulosa, hydroxipropylcellulosa, polyvinylpyrrolidon, karboxi- vinylpolymer och hydroxipropylmetylcellulosaftalat.
Denna farmaceutiska komposition kan vidare innehålla minst ett basämne (2:a komponent) valt bland ytaktiva medel och polyetylenglykol.
Den farmaceutiska kompositionen av ett fast läke- mvd~i mflu dvpavurkanlenlrgt ändamålet med förelig- gande uppfinning kan erhållas genom följande metod.
Ett fast läkemedel och ovanstående basämne(n), dvs den l:a komponenten (de lza komponenterna) eller den lza komponenten (de 1:a komponenterna) och den 2:a komponenten (de_2;a komponenterna) löses i ett organiskt lösningsmedel, såsom metanol, etanol, kloroform, di? klormetan, ensamma eller i kombination, eller vatten och därefter avlägsnas lösningsmedlet. Avlägs- nandet av lösningsmedlet genomföras genom torkning under reducerat eller normalt tryck, spraytorkning, granuleringstorkning i fluidicerad bädd eller lyofi- lisering etc. Genom ovanstående förfaranden erhålles ett fint pulver eller granuler med fin kornstorlek, i vilka ett fast läkemedel är löst eller homogent dis- pergerat i amorf form i basämnet (basämnena). Därefter tillsättes polyetenoxid till det fina pulvret eller granulerna med liten kornstorlek som sålunda erhållits följt av blandning av dessa för att åstadkomma den farmaceutiska kompositionen med depåverkan enligt föreliggande uppfinning.
Denna farmaceutiska komposition kan även erhållas genom att tillsätta polyetenoxid och basämnet (bas- ämnena), dvs den lza komponenten (de l:a komponenterna) eller den lza komponenten (de lza komponenterna) och den 2:a komponenten (de 2:a komponenterna) sam- 'fßx & 'w <1 glo 15 20 '25 _30 35 . 448 542 3 tidigt- varvid polyetenoxid blir homogent löst eller I, dispergerat med ett *fast läkemedel i basämnet (bas- ämnena).
Som det fasta läkemedlet i förgliggande uppfinning ':aÜVänÖS ett läkemeåel med låg eller hög löslighet *alltefter vad som önskas för att kvarhållas i mag-tarm- kanalen nnder lång tid.-Dessa läkemedel omfattar nicardi- Pin, ett nicardipínsalt, exempelvis nicardípinväteklorid,o nifedipin eller indometacin. 7 _'fSom det ytaktiva medlet som det 2:a ämnet kan nämnas anjoniska vtaktiva medel, såsom natriumalkyl- sulfat, nonjoniska ytaktiva medel, såsom polyokietylen- sorbitanfettsyraester, polyoxietylenfettsyraester, _nolyoxietylenricinoljaderivat etc. _ ,'Blandningsförhållandet för varje komponent i den-farmaoeutiska'kompositionen'varierargalltefter typen av det fiasta läkemedlet eller dess administra- tionsdos. Vanligen är det lämpligt att använda 0,5 - 20: viktdelar, företrädesvis l -llÖ viktdelar av den l:a komponenten (de l;a komponenterna), 0,05 - lo vikt- ïdelar, företrädesvis 0,1 - 5 viktdelar av den 2:a komponenten (de 2:a komponenterna), per_viktdel av gadet fasta läkemedlet. Blandningsförhållandet för gpolyetenoxid är lämpligen 0,1 - 50 viktdelar, före- trädesvis 0,5 -'30 viktdelar per viktdel av den totala mängden fast läkemedel, lta komponent (lza komponenter) eoch°2:a'komponent'(2:a komponenter)§ Den farmaoeutiska kompositionen med depåverkan §>som sålunda erhållits kännetecknas av att polyeten- oxid är inblandad i det fina pnlvret eller granu- g-lerna med den Jilla kornstorleken, 1 vilket ett fast *läkemedel föreligger i amorf form. Hittills har poly-- etenoxid"använts_som ett beläggningsmedel eller ett bindemedel vid framställningen av farmaceutiska kom- positioner, men_det har inte angivits att en farma- ceutisk komposition med depåverkan kan erhållas genom 448 542? 10 15 20 25. 4 latt blanda in palyetenoxid l ett fast läkemedel l amerf form; såsom vid fiöreliggande fippfinning. Den farfiacettiska kompesitienen med depåverkan enligt föreliggande uppfinning kan inte endast åstadkomma ä depåverkangütan_även god adsorberingsföpmåga för ett läkemedel, varför een get hög biotillgänglighet e ,(ÜbieaVailabilityf). __Depifarmaceptiska tempositiohenwenligt_ferelig~ 7 gahde_fippfihning_kan i fitaktiken användas genom att formas till pplVerL_g;anpler} tabletter} piller, kaps- _la; Få konyentipnellt gått. Via Étamställningen av .eådana formuleringar kafi man_lämpligen använda utsfiäd- hing§medel,_bindemedel) viekositetsfiöjande medel etc.
Alltefter slaget aV_eet fiaeta läkemefilet kan vidare en fiörenlag för $pap§'fipp1öšfilng_av läkemedlet till: sättas i den fia;maceutiska komeositionen eller kan ,.en behanqligg fö; upplösningen av kompositionen i tarmkanalep/anväadasf N __ _ 7 _ ,Amorf Qicardipih som använde vid föreliggande upp- .fiinning kan framställas genefi ftiktionspulvlisering av nicardipinpulgeç,Nfö;eträdesVis¿genóm pulvrieering av "nicardipinpulvret till_fint pulver med användñing av en kplkvatg elle: en vibrerande kulküatn. _ a ¿t¿íl_pulvtiseringssteget är det lämpligt att till- :eätta vissa ämnen fö: att fiinška vidhäftningenióch fsammanfiörandet till en massa av nicardifiin, så att nicardipin fullstäedigt kan fiultrišeras till fint pulver. 7 »Exempel.på eådana ämnen är kalciumlaktat, "TC-5" 30 ssalia. ~ losa); etc. Ändringen av nicardipin eller dess salt ftill den amotfa formen i pulyriseringssteget kan be- (va;pmä:ke,_Shineteu-Kagakfi.Kógyo*Ce., beståndsdel: h§drQxipropylmetylcellulosaf, "Avicel“ (varumärke,' gAsahikasei Kogyo Co., beetåndsdell kristallin cellu- 6:a kräftas medelst röptgenstxålediffraktion; f» gviktandelen nicardípinpulvek kan regleras på lämpligt sätt och är vanligen 5-90 %,'föfeträdesvis .1 (ß.
Q» 10 15 -20 25 ao KI35 44ags4zg _ _ 5 *lO-70 %, helst 20-40 % av kompositionens totala vikt.
Nicardipinpulvret är vanligen i kristallin form och nicardipinväteklorid t ex är en kristall med en smält- punkt av~l68-l70°C, Men det är möjligt att framställa *amorf nicardipin i syntessteget eller reningssteget vid framställning av nicardipin och i detta fallet kan den bildade amorfa nicardipinen användas som den är för framställning av kompositionen enligt före- liggande uppfinning., I I KV net fina pnlvret av amorf nicardipin i förelig- gande uppfinning kan ge depâverkan endast genom an- bringande av någon beläggning för att undvika sönder- delning och upplösning i magsäcken. Vidare kan det ge en sådan verkan genom tillsats av ett pH-beroende medel, ett viskositetsökande medel eller ett vattenolösligt medel före eller efter pulvriseringssteget. _Som_det pH-beroende medlet kan nämnas baser som är llösliga i tarmkanalen, såsOm Cellulosaacetatftalat, hydroxipropylmetylcellulosa, "Eudragit" L, S, RL och RS (varumärkenf Rohm and Haas.Co., beståndsdel: akryl- syrametakrylsyraestersamnolymer eller metakrylsyra- I metakrylsyraestersampolymer) etc. Som det viskositets- höjande:medlet kan användas polyetenoxid, "Carbopol" (varnmärke, B.F. Goodrich Co., beståndsdel: karboxi- vinylpolymer),cnatriumpolyakrylat, natriumarginat, karboximetylcellulosakaloium, karboximetvlcellulosa- netrium; pelyetyienglykeig(mo1eky1vikt= eooo - zo ooo) etc. Som det vattenolösliga medlet kan användas kris- tallin cellulosa (t ex "Avicel", varumärke), kalcium- fosfat etc. ,_ 7 ' “Viktandelen av de-ovanstående medlen kan lämpligen regleras i enlighet med de praktiskt använda bland- _ningarna¿ Absorptionsmängden nioardipin kan regleras genom nicardipinensgpulvriseringsgrad eller den till- satta mängden av ovanstående medel, så att det är ”a möjligt ett reglera uppträdande: av den medicinska 4487542 i 6 effekten och den effektiva tiden för nicardipin.
Den farmacentiska_kompositionen enligt förelig- A gande uppfinning formas till granuler; tabletter, piller, kapslar etc på konventionellt sätt. Vid fram- ställningen av dessa preparat kan man tillsätta ut- 'spädningsmedel,»bindemedel, uppblandningsmedel etc. _Föreliggande uppfinning förklaras vidare i detalj med följande exempel. v; @ 3 2 4 3 oo 4 å.. ./_ om.,~_wo_H_ .ïmm __ m6” _ mflw _ ïfiä oâw ïßfi _ 123 .oáofi wåms 3 w w.ä=w_ü&@a_ _ _ _ _ » __ _ _ _ _ _ _ _ _ _ _ _ _ __.Hwumw_.~=« _ _ _ __ _ _ _ åaå Wšš mfi..m_N_ _ _ __.|_ Ü l.. _ N._m_ __._U«O . .MÄN . .Nim , mßw _ nflß _ __ .WHOWW-fimwvw _ mfwåmuvw __ 3 ___ ß ofl 1: m _ ß w z p m __ n :_ ä _ wo? ufišzf »på åwwwmww __ _ _ _ _ šwfiv _ _ www dmvwsx _ Hund! mwfiw. __ _ _ _ _ __ .__ MHMQGSS_ .ÜUÄ sOflumHMm-.nflwëwm HmnO ...ufw .ufiwflofinfw floflvmnflfiwufiom 448 34:e* 10 '20 30 35 l_ExEnPEL 1 7 organiska lösningsmedel destillerades av genom spray~ .' 8 ' - I 01000 g av en blandning av diklorometan och metanol (viktförhålianaa 1:1) saraaa till an.b1ananing av so g niçardipinväteklorid och lO0 g hydroxipropylmetylf' ? dcellulosa för *att-åstadkomma en lösning. Lösningens torkning för åstadkommande av ett finkornigt pulver.
Till SO g av det sålunda erhållna finkorniga pulvret ' sattes 30»g finkornigt pulver av polyetenoxid och '3,3 q talk och dessa blandades homogent; Kapslar fram- fställdes genom att fylla 250 mg av blandningen i var loch.en av kanslar nr l. I I 0 ' t3000 o av en blandning av diklorometan och metanol gviktförhaiianaa 1:1) sattes till an blandning av loo g indometaçin fl-(p~klorobensoyl)-Semetoxi-2-metylindole -3-ättiksyra], 200 g ñydroxipropylcellulosa och 20 g polyetenoxid för att åstadkomma en lösning. Det orga- nisba lösningsmedlet i lösningen destillerades av genom spravtprkning för åstadkommande avsett fin- 'kornigt pulver, Till 160 g av det sålunda erhållna finkorniga pulvret sattes 80 Q polyetenoxid ooh l0 g talk och dessa blandades hombgent. Kapslar fram? ' _ ställdes genom att fylla 250 g av blandningen i var aoch en av kapslar nr la 400 q metanol sattes till en blandning av 20 g nicardipinväteklorid, 40.g hydroxipropylmetylcellu- losaftalat och 10 Q polysorbat 80 för att åstadkomma en.lösning._Det:erganiska'lösningsmedlet-i_lösningen destillerades av-genom torkning under reduçerat tryck? för åStadkommande_av ett fast material. Det fasta materialet pulvrlserades till ett finkornigt pulver.
Till-35 g av det sålunda erhållna_finkorniga pulvret sattes 105 g finkristallin cellulosa,:80-q polyeten~ »àV fi' a'oxid och l0»g talk och dessa blandades homogent.« Kapslar framställdes genom att fylla 230 mg av bland- ningen i var och en av kapslar nr l. _d I ~' 0%- *v 10 lo 448 342 Eš§ME§ë_É _ _ _ ' " 40 g av det kristallina pulvret av nicardipin- aväteklorid{ 200 g_kalciumlaktat och 20 g polyeten-. oxid l8 pulvriserades i 16 h medelst en vibrerande - kulkvarn, varigenom kristallerna av nicardipinväte- -klorid ändrades till amorf form. Med användning av en granulator med 'flnidiserad bädd ("Uniglat", _varumärke; Okawara Seisakusho Co.), flnidiserades 'l95 g av det sålunda erhållna pulvret och 150 g f“Kalica GS" (varumärke, Kyowa Kagaku Kogyo Co., beståndsdel: vattenfri fosforsyravätekalcium), 7 sprayades med en lösning av 20 g polyetenoxid-18 i 3000 ml metylenklorid och behandlades på konven- tionellt sätt för att åstadkomma fina granuler.
Kapslar framställdes genom att fylla 365 mg av de sålunda erhållna fina granulerna i var ocn en av kapslar nr l på konventionellt sätt.
Claims (6)
1. Farmaceutisk komposition med depaverkan, ak ä n - _ n eft e c k n a d aav'att den innehåller ett fast läke- é medel i amorf form, blandat med polyetenoxid och minst ett av ämnena hydroxipropylmetylcellulosa, hydroxipropyl- cellulosa, polyvinylnyrrolidon, karboxivinylpolymer och hydroxipropylmetylcellulcsaftalat, varvid läke- medlet är nicardipin [2,6-dimetyl-4-(3'~nitrofenyl)-l,4- -dihydropyridin-3,5-dikarhoxylsyra-3-metyleeter-5~ßf -(N-bensyl-N-metylamino)-etylester], ett nicardipinsalt, fnifedipin '[l,4-dihydro-2,6edimetyl-4-(o-nitrofenyl)- -3,5-pyridin-dikarboxylsyredimetylester] eller indometacin [1-(p-klorobensoyl)-54metoxi-2-metylindol-3-ättiksyra].
2. , Farmaceutisk komposition enligt krav l, k ä n n e t e c k n¶a d av att den innehåller ett, två eller tre av ämnena hydroxipropylmetylcellulosa, hydroxipropylcellulosa, polyvinylpyrrolidon; karboxi- vinylpolymer och hydrçxiprcpylmetylcellnlosaftalat.
3. Farmaceutisk komposition enligt krav l eller 2, k ä n n e t e c kwn a d av att den även innehåller en eller tvâ av ämnena ytaktivt medel och polyetylen- glykol. d_ d d
4. Komposition enligt ett eller flera av kraven l-3, k.ä n n e t e c k n a d av att det amorfa fasta läkemedlet är amorf nicardipin eller dess salt;
5. Komposition enligt krav 4; k ä n n e t e c k* n a d av att den amorfa nicardipinen eller dess salt har erhållits genom friktionspulvrisering av nicar- dipin eller dess salt till fint pulver,t I d
6. Komposition enligt krav S, k ä n n est e c k-
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8520979A JPS5649314A (en) | 1979-07-05 | 1979-07-05 | Lasting pharmaceutical composition having prolonged action and its preparation |
JP3651480A JPS5948810B2 (ja) | 1980-03-22 | 1980-03-22 | ニカルジピン持続性製剤用組成物 |
Publications (2)
Publication Number | Publication Date |
---|---|
SE8004938L SE8004938L (sv) | 1981-01-06 |
SE448342B true SE448342B (sv) | 1987-02-16 |
Family
ID=26375569
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SE8004938A SE448342B (sv) | 1979-07-05 | 1980-07-04 | Farmaceutisk komposition med depaverkan innehallande nicardipin, nicardipinsalt, nifedipin eller indometacin i amorf form |
Country Status (9)
Country | Link |
---|---|
US (3) | US4343789A (sv) |
CA (1) | CA1146866A (sv) |
CH (1) | CH648484A5 (sv) |
DE (1) | DE3024858C2 (sv) |
ES (1) | ES8200557A1 (sv) |
FR (1) | FR2460667A1 (sv) |
GB (1) | GB2053681B (sv) |
IT (1) | IT1132169B (sv) |
SE (1) | SE448342B (sv) |
Families Citing this family (297)
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CA1146866A (en) * | 1979-07-05 | 1983-05-24 | Yamanouchi Pharmaceutical Co. Ltd. | Process for the production of sustained release pharmaceutical composition of solid medical material |
DE3033919A1 (de) * | 1980-09-09 | 1982-04-22 | Bayer Ag, 5090 Leverkusen | Feste arzneizubereitungen enthaltend nifedipin und verfahren zu ihrer herstellung |
JPS5846019A (ja) * | 1981-09-14 | 1983-03-17 | Kanebo Ltd | 持続性ニフエジピン製剤 |
MX7567E (es) * | 1981-12-23 | 1989-10-27 | Yamanouchi Pharma Co Ltd | Procedimiento para recubrir nicardipina de accion prolongada |
US4758437A (en) * | 1981-12-23 | 1988-07-19 | Yamanouchi Pharmaceutical Co., Ltd. | Composition for long acting nicardipine preparation and process of producing the composition |
JPS58116414A (ja) * | 1981-12-23 | 1983-07-11 | Yamanouchi Pharmaceut Co Ltd | ニカルジピン持続性製剤用球形顆粒およびその製造法 |
US4525345A (en) * | 1981-12-24 | 1985-06-25 | Verex Laboratories, Inc. | Constant order release, solid dosage indomethacin formulation and method of treating arthritis and other inflammatory conditions |
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JPS597163A (ja) * | 1982-07-02 | 1984-01-14 | Yamanouchi Pharmaceut Co Ltd | 抗動脈硬化剤 |
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JPS59101423A (ja) * | 1982-12-02 | 1984-06-12 | Takada Seiyaku Kk | 新規なニフエジピン固形製剤 |
US4851231A (en) * | 1982-12-13 | 1989-07-25 | Alza Corporation | System for delivering drug in selected environment of use |
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DE3314003A1 (de) * | 1983-04-18 | 1984-10-18 | Boehringer Ingelheim KG, 6507 Ingelheim | Teilbare tablette mit verzoegerter wirkstofffreigabe und verfahren zu deren herstellung |
DE3318649A1 (de) * | 1983-05-21 | 1984-11-22 | Bayer Ag, 5090 Leverkusen | Zweiphasenformulierung |
US4832952A (en) * | 1983-07-07 | 1989-05-23 | American Home Products Corporation | Pharmaceutical composition containing a liquid lubricant |
US4777048A (en) * | 1983-07-07 | 1988-10-11 | American Home Products Corporation | Pharmaceutical composition containing a liquid lubricant |
US4620974A (en) * | 1983-07-07 | 1986-11-04 | American Home Products Corporation | Pharmaceutical composition containing a liquid lubricant |
JPS6038322A (ja) * | 1983-08-11 | 1985-02-27 | Fujisawa Pharmaceut Co Ltd | ジヒドロピリジンa物質含有易溶性固形製剤 |
ZA836030B (en) * | 1983-08-16 | 1985-02-27 | Verex Lab | Constant order release solid dosage indomethacin formulation and method of treating arthritis and other inflammatory conditions |
US4680323A (en) * | 1983-12-01 | 1987-07-14 | Hans Lowey | Method and composition for the preparation of controlled long-acting pharmaceuticals for oral administration |
US4610868A (en) * | 1984-03-20 | 1986-09-09 | The Liposome Company, Inc. | Lipid matrix carriers for use in drug delivery systems |
US4849229A (en) * | 1984-03-26 | 1989-07-18 | Forest Laboratories, Inc. | Controlled release solid drug dosage forms based on mixtures of water soluble nonionic cellulose ethers and anionic surfactants |
US4795327A (en) * | 1984-03-26 | 1989-01-03 | Forest Laboratories, Inc. | Controlled release solid drug dosage forms based on mixtures of water soluble nonionic cellulose ethers and anionic surfactants |
EP0159604B1 (en) * | 1984-04-09 | 1990-11-07 | Toyo Boseki Kabushiki Kaisha | Sustained-release preparation applicable to mucous membrane in oral cavity |
US4753652A (en) * | 1984-05-04 | 1988-06-28 | Children's Medical Center Corporation | Biomaterial implants which resist calcification |
JPS6124516A (ja) * | 1984-07-12 | 1986-02-03 | Fujisawa Pharmaceut Co Ltd | 持続性錠剤 |
US4863744A (en) * | 1984-09-17 | 1989-09-05 | Alza Corporation | Intestine drug delivery |
US5086041A (en) * | 1984-10-04 | 1992-02-04 | Monsanto Company | Methods of using prolonged release somatotropin compositions |
US5411951A (en) * | 1984-10-04 | 1995-05-02 | Monsanto Company | Prolonged release of biologically active somatotropin |
US5474980A (en) * | 1984-10-04 | 1995-12-12 | Monsanto Company | Prolonged release of biologically active somatotropins |
HU196714B (en) * | 1984-10-04 | 1989-01-30 | Monsanto Co | Process for producing non-aqueous composition comprising somatotropin |
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- 1980-07-03 IT IT23228/80A patent/IT1132169B/it active
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SE8004938L (sv) | 1981-01-06 |
GB2053681B (en) | 1984-04-04 |
IT1132169B (it) | 1986-06-25 |
DE3024858A1 (de) | 1981-01-22 |
FR2460667A1 (fr) | 1981-01-30 |
CH648484A5 (de) | 1985-03-29 |
US4343789A (en) | 1982-08-10 |
US4404183A (en) | 1983-09-13 |
GB2053681A (en) | 1981-02-11 |
ES8200557A1 (es) | 1981-11-16 |
DE3024858C2 (de) | 1996-02-29 |
CA1146866A (en) | 1983-05-24 |
IT8023228A0 (it) | 1980-07-03 |
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