IL123636A - Bioadhesive compounds, tablets containing them and a method of preparing the tablets - Google Patents

Bioadhesive compounds, tablets containing them and a method of preparing the tablets

Info

Publication number: IL123636A
Authority: IL; Israel
Prior art keywords: tablet; tablets; lubricant; composition according; stearyl fumarate
Prior art date: 1995-12-27

Application number

IL12363696A

Other languages

English (en)

Hebrew (he)

Other versions

IL123636A0 (en

Original Assignee

Janssen Pharmaceutica Nv

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.)

1995-12-27

Filing date

1996-12-20

Publication date

2001-04-30

1996-12-20 Application filed by Janssen Pharmaceutica Nv filed Critical Janssen Pharmaceutica Nv

1998-10-30 Publication of IL123636A0 publication Critical patent/IL123636A0/xx

2001-04-30 Publication of IL123636A publication Critical patent/IL123636A/en

Links

239000000203 mixture Substances 0.000 title claims abstract description 40
239000000227 bioadhesive Substances 0.000 title claims abstract description 19
238000000034 method Methods 0.000 title claims description 15
239000000314 lubricant Substances 0.000 claims abstract description 23
229920000642 polymer Polymers 0.000 claims abstract description 15
239000011159 matrix material Substances 0.000 claims abstract description 14
239000004480 active ingredient Substances 0.000 claims abstract description 13
229920000881 Modified starch Polymers 0.000 claims abstract description 11
239000003513 alkali Substances 0.000 claims abstract description 4
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 4
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims abstract description 4
239000003826 tablet Substances 0.000 claims description 49
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 25
MVPICKVDHDWCJQ-UHFFFAOYSA-N ethyl 3-pyrrolidin-1-ylpropanoate Chemical compound CCOC(=O)CCN1CCCC1 MVPICKVDHDWCJQ-UHFFFAOYSA-N 0.000 claims description 17
229940045902 sodium stearyl fumarate Drugs 0.000 claims description 17
239000008187 granular material Substances 0.000 claims description 15
MCCACAIVAXEFAL-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazole;nitric acid Chemical compound O[N+]([O-])=O.ClC1=CC(Cl)=CC=C1COC(C=1C(=CC(Cl)=CC=1)Cl)CN1C=NC=C1 MCCACAIVAXEFAL-UHFFFAOYSA-N 0.000 claims description 13
229960005040 miconazole nitrate Drugs 0.000 claims description 13
239000006189 buccal tablet Substances 0.000 claims description 12
239000000377 silicon dioxide Substances 0.000 claims description 12
229920002125 Sokalan® Polymers 0.000 claims description 9
229920002261 Corn starch Polymers 0.000 claims description 7
235000019759 Maize starch Nutrition 0.000 claims description 7
229940046011 buccal tablet Drugs 0.000 claims description 7
239000002552 dosage form Substances 0.000 claims description 7
238000002156 mixing Methods 0.000 claims description 7
229940031663 carbomer-974p Drugs 0.000 claims description 6
229960005294 triamcinolone Drugs 0.000 claims description 6
GFNANZIMVAIWHM-OBYCQNJPSA-N triamcinolone Chemical compound O=C1C=C[C@]2(C)[C@@]3(F)[C@@H](O)C[C@](C)([C@@]([C@H](O)C4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 GFNANZIMVAIWHM-OBYCQNJPSA-N 0.000 claims description 6
238000001035 drying Methods 0.000 claims description 5
239000004584 polyacrylic acid Substances 0.000 claims description 4
NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 3
229960001631 carbomer Drugs 0.000 claims description 3
239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 2
229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 2
229920002153 Hydroxypropyl cellulose Polymers 0.000 claims description 2
239000004372 Polyvinyl alcohol Substances 0.000 claims description 2
DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 claims description 2
239000001768 carboxy methyl cellulose Substances 0.000 claims description 2
235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 2
239000001863 hydroxypropyl cellulose Substances 0.000 claims description 2
235000010977 hydroxypropyl cellulose Nutrition 0.000 claims description 2
238000004519 manufacturing process Methods 0.000 claims description 2
229920002451 polyvinyl alcohol Polymers 0.000 claims description 2
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 claims description 2
229920001027 sodium carboxymethylcellulose Polymers 0.000 claims description 2
239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims 1
229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims 1
235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims 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 claims 1
235000019422 polyvinyl alcohol Nutrition 0.000 claims 1
-1 alkyl fumarate Chemical compound 0.000 abstract description 5
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 17
238000005550 wet granulation Methods 0.000 description 10
BYBLEWFAAKGYCD-UHFFFAOYSA-N Miconazole Chemical compound ClC1=CC(Cl)=CC=C1COC(C=1C(=CC(Cl)=CC=1)Cl)CN1C=NC=C1 BYBLEWFAAKGYCD-UHFFFAOYSA-N 0.000 description 9
238000005056 compaction Methods 0.000 description 9
229960002509 miconazole Drugs 0.000 description 9
238000007906 compression Methods 0.000 description 7
230000006835 compression Effects 0.000 description 7
235000019441 ethanol Nutrition 0.000 description 7
WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 description 6
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
230000035587 bioadhesion Effects 0.000 description 6
210000004877 mucosa Anatomy 0.000 description 6
240000008042 Zea mays Species 0.000 description 5
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 5
235000002017 Zea mays subsp mays Nutrition 0.000 description 5
238000004090 dissolution Methods 0.000 description 5
238000013265 extended release Methods 0.000 description 5
235000009973 maize Nutrition 0.000 description 5
238000009472 formulation Methods 0.000 description 4
239000007909 solid dosage form Substances 0.000 description 4
210000004195 gingiva Anatomy 0.000 description 3
238000000338 in vitro Methods 0.000 description 3
239000002609 medium Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
239000012790 adhesive layer Substances 0.000 description 2
BLFLLBZGZJTVJG-UHFFFAOYSA-N benzocaine Chemical compound CCOC(=O)C1=CC=C(N)C=C1 BLFLLBZGZJTVJG-UHFFFAOYSA-N 0.000 description 2
239000007975 buffered saline Substances 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
MYSWGUAQZAJSOK-UHFFFAOYSA-N ciprofloxacin Chemical compound C12=CC(N3CCNCC3)=C(F)C=C2C(=O)C(C(=O)O)=CN1C1CC1 MYSWGUAQZAJSOK-UHFFFAOYSA-N 0.000 description 2
OROGSEYTTFOCAN-DNJOTXNNSA-N codeine Chemical compound C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC OROGSEYTTFOCAN-DNJOTXNNSA-N 0.000 description 2
WHBIGIKBNXZKFE-UHFFFAOYSA-N delavirdine Chemical compound CC(C)NC1=CC=CN=C1N1CCN(C(=O)C=2NC3=CC=C(NS(C)(=O)=O)C=C3C=2)CC1 WHBIGIKBNXZKFE-UHFFFAOYSA-N 0.000 description 2
ADEBPBSSDYVVLD-UHFFFAOYSA-N donepezil Chemical compound O=C1C=2C=C(OC)C(OC)=CC=2CC1CC(CC1)CCN1CC1=CC=CC=C1 ADEBPBSSDYVVLD-UHFFFAOYSA-N 0.000 description 2
RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
239000012530 fluid Substances 0.000 description 2
ASUTZQLVASHGKV-JDFRZJQESA-N galanthamine Chemical compound O1C(=C23)C(OC)=CC=C2CN(C)CC[C@]23[C@@H]1C[C@@H](O)C=C2 ASUTZQLVASHGKV-JDFRZJQESA-N 0.000 description 2
JYGXADMDTFJGBT-VWUMJDOOSA-N hydrocortisone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-VWUMJDOOSA-N 0.000 description 2
CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
OZFSWVOEXHGDES-INIZCTEOSA-N lubeluzole Chemical compound C([C@@H](O)CN1CCC(CC1)N(C)C=1SC2=CC=CC=C2N=1)OC1=CC=C(F)C(F)=C1 OZFSWVOEXHGDES-INIZCTEOSA-N 0.000 description 2
229950009851 lubeluzole Drugs 0.000 description 2
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
210000000214 mouth Anatomy 0.000 description 2
239000003921 oil Substances 0.000 description 2
235000019198 oils Nutrition 0.000 description 2
235000019371 penicillin G benzathine Nutrition 0.000 description 2
238000003825 pressing Methods 0.000 description 2
230000002035 prolonged effect Effects 0.000 description 2
210000003296 saliva Anatomy 0.000 description 2
238000003307 slaughter Methods 0.000 description 2
WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 2
235000010234 sodium benzoate Nutrition 0.000 description 2
239000004299 sodium benzoate Substances 0.000 description 2
210000001519 tissue Anatomy 0.000 description 2
RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 description 2
229940097019 triamcinolone 1 mg Drugs 0.000 description 2
AHOUBRCZNHFOSL-YOEHRIQHSA-N (+)-Casbol Chemical compound C1=CC(F)=CC=C1[C@H]1[C@H](COC=2C=C3OCOC3=CC=2)CNCC1 AHOUBRCZNHFOSL-YOEHRIQHSA-N 0.000 description 1
GJJFMKBJSRMPLA-HIFRSBDPSA-N (1R,2S)-2-(aminomethyl)-N,N-diethyl-1-phenyl-1-cyclopropanecarboxamide Chemical compound C=1C=CC=CC=1[C@@]1(C(=O)N(CC)CC)C[C@@H]1CN GJJFMKBJSRMPLA-HIFRSBDPSA-N 0.000 description 1
XMAYWYJOQHXEEK-OZXSUGGESA-N (2R,4S)-ketoconazole Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1OC[C@@H]1O[C@@](CN2C=NC=C2)(C=2C(=CC(Cl)=CC=2)Cl)OC1 XMAYWYJOQHXEEK-OZXSUGGESA-N 0.000 description 1
DNXIKVLOVZVMQF-UHFFFAOYSA-N (3beta,16beta,17alpha,18beta,20alpha)-17-hydroxy-11-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]-yohimban-16-carboxylic acid, methyl ester Natural products C1C2CN3CCC(C4=CC=C(OC)C=C4N4)=C4C3CC2C(C(=O)OC)C(O)C1OC(=O)C1=CC(OC)=C(OC)C(OC)=C1 DNXIKVLOVZVMQF-UHFFFAOYSA-N 0.000 description 1
DIWRORZWFLOCLC-HNNXBMFYSA-N (3s)-7-chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-1,4-benzodiazepin-2-one Chemical compound N([C@H](C(NC1=CC=C(Cl)C=C11)=O)O)=C1C1=CC=CC=C1Cl DIWRORZWFLOCLC-HNNXBMFYSA-N 0.000 description 1
MHNSPTUQQIYJOT-CULRIWENSA-N (3z)-3-(6h-benzo[c][1]benzoxepin-11-ylidene)-n,n-dimethylpropan-1-amine;hydrochloride Chemical compound Cl.C1OC2=CC=CC=C2C(=C/CCN(C)C)\C2=CC=CC=C21 MHNSPTUQQIYJOT-CULRIWENSA-N 0.000 description 1
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ZHNFLHYOFXQIOW-AHSOWCEXSA-N (s)-[(2r,4s,5r)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;sulfuric acid;dihydrate Chemical compound O.O.OS(O)(=O)=O.C([C@H]([C@H](C1)C=C)C2)CN1[C@H]2[C@@H](O)C1=CC=NC2=CC=C(OC)C=C21.C([C@H]([C@H](C1)C=C)C2)CN1[C@H]2[C@@H](O)C1=CC=NC2=CC=C(OC)C=C21 ZHNFLHYOFXQIOW-AHSOWCEXSA-N 0.000 description 1
GGUSQTSTQSHJAH-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(4-fluorobenzyl)piperidin-1-yl]ethanol Chemical compound C=1C=C(Cl)C=CC=1C(O)CN(CC1)CCC1CC1=CC=C(F)C=C1 GGUSQTSTQSHJAH-UHFFFAOYSA-N 0.000 description 1
LEZWWPYKPKIXLL-UHFFFAOYSA-N 1-{2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl}imidazole Chemical compound C1=CC(Cl)=CC=C1COC(C=1C(=CC(Cl)=CC=1)Cl)CN1C=NC=C1 LEZWWPYKPKIXLL-UHFFFAOYSA-N 0.000 description 1
SGTNSNPWRIOYBX-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile Chemical compound C1=C(OC)C(OC)=CC=C1CCN(C)CCCC(C#N)(C(C)C)C1=CC=C(OC)C(OC)=C1 SGTNSNPWRIOYBX-UHFFFAOYSA-N 0.000 description 1
VHVPQPYKVGDNFY-DFMJLFEVSA-N 2-[(2r)-butan-2-yl]-4-[4-[4-[4-[[(2r,4s)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one Chemical compound O=C1N([C@H](C)CC)N=CN1C1=CC=C(N2CCN(CC2)C=2C=CC(OC[C@@H]3O[C@](CN4N=CN=C4)(OC3)C=3C(=CC(Cl)=CC=3)Cl)=CC=2)C=C1 VHVPQPYKVGDNFY-DFMJLFEVSA-N 0.000 description 1
ZBIAKUMOEKILTF-UHFFFAOYSA-N 2-[4-[4,4-bis(4-fluorophenyl)butyl]-1-piperazinyl]-N-(2,6-dimethylphenyl)acetamide Chemical compound CC1=CC=CC(C)=C1NC(=O)CN1CCN(CCCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CC1 ZBIAKUMOEKILTF-UHFFFAOYSA-N 0.000 description 1
YSGASDXSLKIKOD-UHFFFAOYSA-N 2-amino-N-(1,2-diphenylpropan-2-yl)acetamide Chemical compound C=1C=CC=CC=1C(C)(NC(=O)CN)CC1=CC=CC=C1 YSGASDXSLKIKOD-UHFFFAOYSA-N 0.000 description 1
PYSICVOJSJMFKP-UHFFFAOYSA-N 3,5-dibromo-2-chloropyridine Chemical compound ClC1=NC=C(Br)C=C1Br PYSICVOJSJMFKP-UHFFFAOYSA-N 0.000 description 1
HPOIPOPJGBKXIR-UHFFFAOYSA-N 3,6-dimethoxy-10-methyl-galantham-1-ene Natural products O1C(C(=CC=2)OC)=C3C=2CN(C)CCC23C1CC(OC)C=C2 HPOIPOPJGBKXIR-UHFFFAOYSA-N 0.000 description 1
OWYLAEYXIQKAOL-UHFFFAOYSA-N 4-(1-pyrrolidinyl)-1-(2,4,6-trimethoxyphenyl)-1-butanone Chemical compound COC1=CC(OC)=CC(OC)=C1C(=O)CCCN1CCCC1 OWYLAEYXIQKAOL-UHFFFAOYSA-N 0.000 description 1
YPELFRMCRYSPKZ-UHFFFAOYSA-N 4-amino-5-chloro-2-ethoxy-N-({4-[(4-fluorophenyl)methyl]morpholin-2-yl}methyl)benzamide Chemical compound CCOC1=CC(N)=C(Cl)C=C1C(=O)NCC1OCCN(CC=2C=CC(F)=CC=2)C1 YPELFRMCRYSPKZ-UHFFFAOYSA-N 0.000 description 1
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ZNFFMCYSMBXZQU-NSHDSACASA-N 5-chloro-8-methyl-7-(3-methyl-but-2-enyl)-6,7,8,9-tetrahydro-2h-2,7,9a-triaza-benzo[cd]azulene-1-thione Chemical compound C1N(CC=C(C)C)[C@@H](C)CN2C(=S)NC3=CC=C(Cl)C1=C32 ZNFFMCYSMBXZQU-NSHDSACASA-N 0.000 description 1
SUBDBMMJDZJVOS-UHFFFAOYSA-N 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole Chemical compound N=1C2=CC(OC)=CC=C2NC=1S(=O)CC1=NC=C(C)C(OC)=C1C SUBDBMMJDZJVOS-UHFFFAOYSA-N 0.000 description 1
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241000282465 Canis Species 0.000 description 1
240000000467 Carum carvi Species 0.000 description 1
235000005747 Carum carvi Nutrition 0.000 description 1
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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
- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/006—Oral mucosa, e.g. mucoadhesive forms, sublingual droplets; Buccal patches or films; Buccal sprays
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2013—Organic compounds, e.g. phospholipids, fats
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Public Health (AREA)
Animal Behavior & Ethology (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Organic Chemistry (AREA)
Epidemiology (AREA)
Diabetes (AREA)
Physiology (AREA)
Biophysics (AREA)
Molecular Biology (AREA)
Nutrition Science (AREA)
Hematology (AREA)
Pulmonology (AREA)
Urology & Nephrology (AREA)
Obesity (AREA)
Endocrinology (AREA)
Cardiology (AREA)
Heart & Thoracic Surgery (AREA)
Medicinal Preparation (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

IL12363696A 1995-12-27 1996-12-20 Bioadhesive compounds, tablets containing them and a method of preparing the tablets IL123636A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
EP95203649		1995-12-27
PCT/EP1996/005884 WO1997024109A1 (fr)	1995-12-27	1996-12-20	Forme galenique solide bioadhesive

Publications (2)

Publication Number	Publication Date
IL123636A0 IL123636A0 (en)	1998-10-30
IL123636A true IL123636A (en)	2001-04-30

Family

ID=8221021

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL12363696A IL123636A (en)	1995-12-27	1996-12-20	Bioadhesive compounds, tablets containing them and a method of preparing the tablets

Country Status (26)

Country	Link
US (1)	US6303147B1 (fr)
EP (1)	EP0869772B1 (fr)
JP (1)	JP4317264B2 (fr)
KR (1)	KR100459029B1 (fr)
CN (1)	CN1146401C (fr)
AT (1)	ATE206304T1 (fr)
AU (1)	AU713849B2 (fr)
BR (1)	BR9612291A (fr)
CA (1)	CA2232152C (fr)
CY (1)	CY2269B1 (fr)
CZ (1)	CZ298690B6 (fr)
DE (1)	DE69615704T2 (fr)
DK (1)	DK0869772T3 (fr)
EA (1)	EA000818B1 (fr)
ES (1)	ES2164940T3 (fr)
HU (1)	HU228350B1 (fr)
IL (1)	IL123636A (fr)
NO (1)	NO320015B1 (fr)
NZ (1)	NZ325844A (fr)
PL (1)	PL186278B1 (fr)
PT (1)	PT869772E (fr)
SI (1)	SI0869772T1 (fr)
SK (1)	SK283370B6 (fr)
TR (1)	TR199800894T2 (fr)
WO (1)	WO1997024109A1 (fr)
ZA (1)	ZA9610886B (fr)

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US20040156872A1 (en) *	2000-05-18	2004-08-12	Elan Pharma International Ltd.	Novel nimesulide compositions
US7198795B2 (en)	2000-09-21	2007-04-03	Elan Pharma International Ltd.	In vitro methods for evaluating the in vivo effectiveness of dosage forms of microparticulate of nanoparticulate active agent compositions
EP1236466B1 (fr) *	2001-02-28	2011-09-21	Axiomedic Ltd.	Compositions auto-adhésives solides pour le traitement topique des troubles de la muqueuse orale
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US20030124196A1 (en)	2001-08-22	2003-07-03	Susan Weinbach	Pulsatile release compositions and methods for enhanced intestinal drug absorption
US20030083286A1 (en) *	2001-08-22	2003-05-01	Ching-Leou Teng	Bioadhesive compositions and methods for enhanced intestinal drug absorption
US7709026B2 (en) *	2001-10-29	2010-05-04	Columbia Laboratories, Inc.	Low concentration of peroxide for treating or preventing vaginal infections
US7846478B2 (en) *	2002-01-31	2010-12-07	Henkel Ag & Co. Kgaa	Bioadhesive composition
EP1471887B1 (fr)	2002-02-04	2010-04-21	Elan Pharma International Ltd.	Compositions nanoparticulaires a stabilisateur superficiel de lysozyme
EP2283864A1 (fr) *	2002-07-16	2011-02-16	Elan Pharma International Ltd.	Composition liquide contenant des nanoparticules stabilisées d'une substance active
PA8578501A1 (es)	2002-07-25	2005-02-04	Pharmacia Corp	Forma de dosificacion una vez al dia de pramipexol
GB0222522D0 (en)	2002-09-27	2002-11-06	Controlled Therapeutics Sct	Water-swellable polymers
WO2005032554A1 (fr)	2003-10-03	2005-04-14	Astron Research Pvt. Ltd	Nouveau systeme d'administration transmucosale
EA011862B1 (ru) *	2004-03-24	2009-06-30	Актавис Груп Хф.	Композиции рамиприла
JP2007533697A (ja) *	2004-04-22	2007-11-22	デュオコートエービー	グルココルチコイド救急治療用の医薬組成物
TWI338583B (en) *	2004-05-20	2011-03-11	Otsuka Pharma Co Ltd	Solid pharmaceutical formulation
GB0417401D0 (en)	2004-08-05	2004-09-08	Controlled Therapeutics Sct	Stabilised prostaglandin composition
CN101022788B (zh)	2004-08-13	2010-11-10	贝林格尔·英格海姆国际有限公司	包含普拉克索或其可药用盐的延长释放小球制剂、其制备方法及其用途
US20070048369A1 (en) *	2005-08-26	2007-03-01	National Starch And Chemical Investment Holding Corporation	Mucosal delivery tablet
GB0518129D0 (en) *	2005-09-06	2005-10-12	Arrow Int Ltd	Ramipril formulation
GB2431579A (en) *	2005-10-28	2007-05-02	Arrow Int Ltd	Ramipril formulations
US20070098782A1 (en) *	2005-10-28	2007-05-03	Selamine Limited	Ramipril Formulation
US8349120B2 (en) *	2006-03-07	2013-01-08	Ora Health Corporation	Multi-layer patch made on a sheet and enclosed in a blister
EP1837020A1 (fr)	2006-03-24	2007-09-26	Bioalliance Pharma	Vehicule bioadhesif pour les muqueuses pour delivrer lentement des principes actifs
US20070248655A1 (en) *	2006-04-21	2007-10-25	Haley Jeffrey T	Lenticular shaped protective mouth sore discs
AU2007268240B2 (en) *	2006-05-23	2012-12-06	Orahealth Corporation	Xylitol troches and methods of use
US20070293587A1 (en) *	2006-05-23	2007-12-20	Haley Jeffrey T	Combating sinus, throat, and blood infections with xylitol delivered in the mouth
GB0613333D0 (en)	2006-07-05	2006-08-16	Controlled Therapeutics Sct	Hydrophilic polyurethane compositions
GB0613638D0 (en)	2006-07-08	2006-08-16	Controlled Therapeutics Sct	Polyurethane elastomers
AU2007274081B2 (en) *	2006-07-12	2012-08-02	Controlled Therapeutics (Scotland) Ltd.	Drug delivery polymer with hydrochloride salt of clindamycin
GB0620685D0 (en)	2006-10-18	2006-11-29	Controlled Therapeutics Sct	Bioresorbable polymers
GB0624087D0 (en) *	2006-12-01	2007-01-10	Selamine Ltd	Ramipril combination salt
US20120027855A1 (en)	2007-07-06	2012-02-02	Lupin Limited	Pharmaceutical compositions for gastrointestinal drug delivery
EP3620153A1 (fr)	2007-07-06	2020-03-11	Lupin Limited	Compositions pharmaceutiques pour administration gastro-intestinale de médicaments
WO2009008006A2 (fr) *	2007-07-06	2009-01-15	Lupin Limited	Compositions pharmaceutiques d'administration gastro-intestinale de médicaments
EP2163240A1 (fr) *	2008-09-12	2010-03-17	Universita' Degli Studi Di Genova	Méthode pour la production des matrices compactes bioadhésives
EP2655646A4 (fr)	2010-12-20	2014-05-21	Du Pont	Perhydrolases ciblées
PE20151607A1 (es) *	2013-03-06	2015-11-26	Novartis Ag	Formulaciones de compuestos organicos
CN105193768A (zh) *	2015-08-27	2015-12-30	武汉武药科技有限公司	一种曲安奈德口腔粘贴片及其制备工艺
ES2957388T3 (es)	2016-07-15	2024-01-18	H2 Water Tech Ltd	Composición para producir agua rica en hidrógeno
US12133918B2 (en)	2021-10-01	2024-11-05	Griffin Gamma, Llc	Partially pre-gelatinized cassava starch as pharmaceutical excipient

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US3554764A (en) *	1967-12-21	1971-01-12	Gen Foods Corp	Freeze-thaw resistant flour and starch thickener blend
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TW355683B (en)	1994-02-17	1999-04-11	Janssen Pharmaceutica Nv	Composition containing micronized nebivolol
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US5656283A (en)	1995-06-08	1997-08-12	Ortho Pharmaceutical Corporation	In-situ lyophilization of vaginal suppository in unit dose applicator and resultant product

1996
- 1996-12-20 CA CA002232152A patent/CA2232152C/fr not_active Expired - Lifetime
- 1996-12-20 KR KR1019980703055A patent/KR100459029B1/ko not_active Expired - Lifetime
- 1996-12-20 TR TR1998/00894T patent/TR199800894T2/xx unknown
- 1996-12-20 AT AT96944692T patent/ATE206304T1/de active
- 1996-12-20 NZ NZ325844A patent/NZ325844A/xx not_active IP Right Cessation
- 1996-12-20 WO PCT/EP1996/005884 patent/WO1997024109A1/fr not_active Ceased
- 1996-12-20 DK DK96944692T patent/DK0869772T3/da active
- 1996-12-20 SI SI9630387T patent/SI0869772T1/xx unknown
- 1996-12-20 SK SK887-98A patent/SK283370B6/sk not_active IP Right Cessation
- 1996-12-20 JP JP52403297A patent/JP4317264B2/ja not_active Expired - Lifetime
- 1996-12-20 HU HU9802913A patent/HU228350B1/hu unknown
- 1996-12-20 EA EA199800350A patent/EA000818B1/ru not_active IP Right Cessation
- 1996-12-20 EP EP96944692A patent/EP0869772B1/fr not_active Expired - Lifetime
- 1996-12-20 CN CNB961978783A patent/CN1146401C/zh not_active Expired - Lifetime
- 1996-12-20 US US09/091,685 patent/US6303147B1/en not_active Expired - Lifetime
- 1996-12-20 BR BR9612291A patent/BR9612291A/pt not_active IP Right Cessation
- 1996-12-20 CZ CZ0199298A patent/CZ298690B6/cs not_active IP Right Cessation
- 1996-12-20 IL IL12363696A patent/IL123636A/en not_active IP Right Cessation
- 1996-12-20 AU AU13085/97A patent/AU713849B2/en not_active Expired
- 1996-12-20 ES ES96944692T patent/ES2164940T3/es not_active Expired - Lifetime
- 1996-12-20 PT PT96944692T patent/PT869772E/pt unknown
- 1996-12-20 PL PL96326196A patent/PL186278B1/pl unknown
- 1996-12-20 DE DE69615704T patent/DE69615704T2/de not_active Expired - Lifetime
- 1996-12-23 ZA ZA9610886A patent/ZA9610886B/xx unknown
1998
- 1998-03-09 NO NO19981027A patent/NO320015B1/no not_active IP Right Cessation
2002
- 2002-04-25 CY CY0200020A patent/CY2269B1/xx unknown

Also Published As

Publication number	Publication date
PL326196A1 (en)	1998-08-31
SK283370B6 (sk)	2003-06-03
HU228350B1 (hu)	2013-03-28
IL123636A0 (en)	1998-10-30
CY2269B1 (en)	2003-07-04
DE69615704T2 (de)	2002-07-11
EA199800350A1 (ru)	1998-10-29
CZ199298A3 (cs)	1998-09-16
SK88798A3 (en)	1998-11-04
KR19990067112A (ko)	1999-08-16
US6303147B1 (en)	2001-10-16
NO320015B1 (no)	2005-10-10
CZ298690B6 (cs)	2007-12-27
ES2164940T3 (es)	2002-03-01
CN1146401C (zh)	2004-04-21
DK0869772T3 (da)	2002-01-21
EP0869772A1 (fr)	1998-10-14
TR199800894T2 (xx)	1998-08-21
AU1308597A (en)	1997-07-28
PL186278B1 (pl)	2003-12-31
JP4317264B2 (ja)	2009-08-19
NO981027D0 (no)	1998-03-09
NO981027L (no)	1998-06-15
AU713849B2 (en)	1999-12-09
HK1015680A1 (en)	1999-10-22
JP2000502691A (ja)	2000-03-07
SI0869772T1 (en)	2002-04-30
CN1200667A (zh)	1998-12-02
NZ325844A (en)	1999-06-29
HUP9802913A2 (hu)	1999-06-28
ZA9610886B (en)	1998-06-23
CA2232152A1 (fr)	1997-07-10
CA2232152C (fr)	2007-02-06
BR9612291A (pt)	1999-07-13
HUP9802913A3 (en)	2000-06-28
EP0869772B1 (fr)	2001-10-04
DE69615704D1 (de)	2001-11-08
EA000818B1 (ru)	2000-04-24
WO1997024109A1 (fr)	1997-07-10
KR100459029B1 (ko)	2006-03-27
PT869772E (pt)	2002-03-28
ATE206304T1 (de)	2001-10-15

Legal Events

Date	Code	Title
2001-10-31	FF	Patent granted
2001-11-25	KB	Patent renewed
2003-02-12	KB	Patent renewed
2007-02-12	KB	Patent renewed
2010-12-30	KB	Patent renewed
2014-11-30	KB	Patent renewed
2017-07-31	EXP	Patent expired

Publication	Publication Date	Title
AU713849B2 (en)	1999-12-09	Bioadhesive solid dosage form
US6667060B1 (en)	2003-12-23	Pregelatinized starch in a controlled release formulation
EP1912626B1 (fr)	2016-04-13	Formes posologiques à biodisponibilité accrue
EP1898954B1 (fr)	2010-08-11	Composition et forme galénique comprenant une matrice solide ou semi-solide
HK1015680B (en)	2002-03-08	Bioadhesive solid dosage form