CA2631431A1 - Ph modulated films for delivery of actives - Google Patents

Info

Publication number

CA2631431A1

CA2631431A1 CA002631431A CA2631431A CA2631431A1 CA 2631431 A1 CA2631431 A1 CA 2631431A1 CA 002631431 A CA002631431 A CA 002631431A CA 2631431 A CA2631431 A CA 2631431A CA 2631431 A1 CA2631431 A1 CA 2631431A1

Authority

CA

Canada

Prior art keywords

film

polymer

composition

neutral

active

Prior art date

2005-12-27

Legal status (The legal status 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 status listed.)

Abandoned

Links

• Espacenet
• Global Dossier
• CIPO
• Discuss

• 238000012384 transportation and delivery Methods 0.000 title claims description 29
• 229920000642 polymer Polymers 0.000 claims abstract description 265
• 239000000203 mixture Substances 0.000 claims abstract description 193
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 133
• 238000000034 method Methods 0.000 claims abstract description 125
• 230000007935 neutral effect Effects 0.000 claims abstract description 119
• 239000012736 aqueous medium Substances 0.000 claims abstract description 3
• KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 75
• -1 hydroxyl methyl Chemical group 0.000 claims description 65
• 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 53
• 230000002378 acidificating effect Effects 0.000 claims description 47
• 239000002253 acid Substances 0.000 claims description 35
• 239000000758 substrate Substances 0.000 claims description 32
• 239000002904 solvent Substances 0.000 claims description 25
• 235000010443 alginic acid Nutrition 0.000 claims description 23
• 229920000615 alginic acid Polymers 0.000 claims description 23
• FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 claims description 20
• 229940072056 alginate Drugs 0.000 claims description 19
• 239000012528 membrane Substances 0.000 claims description 15
• DLRVVLDZNNYCBX-UHFFFAOYSA-N Polydextrose Polymers OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(O)O1 DLRVVLDZNNYCBX-UHFFFAOYSA-N 0.000 claims description 12
• HDSBZMRLPLPFLQ-UHFFFAOYSA-N Propylene glycol alginate Chemical group OC1C(O)C(OC)OC(C(O)=O)C1OC1C(O)C(O)C(C)C(C(=O)OCC(C)O)O1 HDSBZMRLPLPFLQ-UHFFFAOYSA-N 0.000 claims description 12
• 239000007853 buffer solution Substances 0.000 claims description 12
• 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 11
• 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 11
• 239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims description 11
• 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 description 11
• 229920000747 poly(lactic acid) Polymers 0.000 claims description 11
• 235000010409 propane-1,2-diol alginate Nutrition 0.000 claims description 10
• 239000000770 propane-1,2-diol alginate Substances 0.000 claims description 10
• 229920000954 Polyglycolide Polymers 0.000 claims description 9
• 150000003839 salts Chemical class 0.000 claims description 8
• 229920002472 Starch Polymers 0.000 claims description 7
• 239000003125 aqueous solvent Substances 0.000 claims description 7
• 235000019698 starch Nutrition 0.000 claims description 7
• DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 6
• 229920002153 Hydroxypropyl cellulose Polymers 0.000 claims description 6
• 229920001100 Polydextrose Polymers 0.000 claims description 6
• 229920001525 carrageenan Polymers 0.000 claims description 6
• XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 6
• 235000010977 hydroxypropyl cellulose Nutrition 0.000 claims description 6
• 235000013856 polydextrose Nutrition 0.000 claims description 6
• 239000001259 polydextrose Substances 0.000 claims description 6
• 229940035035 polydextrose Drugs 0.000 claims description 6
• 229920002732 Polyanhydride Polymers 0.000 claims description 5
• 229920000609 methyl cellulose Polymers 0.000 claims description 5
• 235000010981 methylcellulose Nutrition 0.000 claims description 5
• 239000001923 methylcellulose Substances 0.000 claims description 5
• 229920001277 pectin Polymers 0.000 claims description 5
• 235000010987 pectin Nutrition 0.000 claims description 5
• 239000001814 pectin Substances 0.000 claims description 5
• 239000008107 starch Substances 0.000 claims description 5
• 229920001285 xanthan gum Polymers 0.000 claims description 5
• CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 4
• KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical group [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 4
• 229920002907 Guar gum Polymers 0.000 claims description 4
• 239000004952 Polyamide Substances 0.000 claims description 4
• 239000001768 carboxy methyl cellulose Substances 0.000 claims description 4
• 235000010417 guar gum Nutrition 0.000 claims description 4
• 239000000665 guar gum Substances 0.000 claims description 4
• 229960002154 guar gum Drugs 0.000 claims description 4
• 150000007524 organic acids Chemical class 0.000 claims description 4
• 229920002647 polyamide Polymers 0.000 claims description 4
• 229920000515 polycarbonate Polymers 0.000 claims description 4
• 239000004417 polycarbonate Substances 0.000 claims description 4
• 235000019260 propionic acid Nutrition 0.000 claims description 4
• 244000215068 Acacia senegal Species 0.000 claims description 3
• 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 3
• 229920002307 Dextran Polymers 0.000 claims description 3
• 229920000084 Gum arabic Polymers 0.000 claims description 3
• 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 3
• 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 3
• 229920000161 Locust bean gum Polymers 0.000 claims description 3
• 235000010489 acacia gum Nutrition 0.000 claims description 3
• 239000000205 acacia gum Substances 0.000 claims description 3
• 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 3
• 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 3
• 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 3
• 239000001863 hydroxypropyl cellulose Substances 0.000 claims description 3
• 235000010420 locust bean gum Nutrition 0.000 claims description 3
• 239000000711 locust bean gum Substances 0.000 claims description 3
• 229920001308 poly(aminoacid) Polymers 0.000 claims description 3
• 235000010493 xanthan gum Nutrition 0.000 claims description 3
• 239000000230 xanthan gum Substances 0.000 claims description 3
• 229940082509 xanthan gum Drugs 0.000 claims description 3
• UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical class [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 claims description 3
• GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 claims description 2
• 241000416162 Astragalus gummifer Species 0.000 claims description 2
• 239000004375 Dextrin Substances 0.000 claims description 2
• 229920001353 Dextrin Polymers 0.000 claims description 2
• SNVFDPHQAOXWJZ-UHFFFAOYSA-N Furcelleran Chemical compound CCOC(=O)C1=C(C)NC(C=2C=CC=CC=2)=C(C(=O)OCC=2C=CC=CC=2)C1C#CC1=CC=CC=C1 SNVFDPHQAOXWJZ-UHFFFAOYSA-N 0.000 claims description 2
• 239000004373 Pullulan Substances 0.000 claims description 2
• 229920001218 Pullulan Polymers 0.000 claims description 2
• 235000015125 Sterculia urens Nutrition 0.000 claims description 2
• 240000001058 Sterculia urens Species 0.000 claims description 2
• 229920001615 Tragacanth Polymers 0.000 claims description 2
• 235000019425 dextrin Nutrition 0.000 claims description 2
• DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 claims description 2
• 235000019423 pullulan Nutrition 0.000 claims description 2
• 238000011200 topical administration Methods 0.000 claims description 2
• 235000010487 tragacanth Nutrition 0.000 claims description 2
• 239000000196 tragacanth Substances 0.000 claims description 2
• 229940116362 tragacanth Drugs 0.000 claims description 2
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 6
• FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 4
• LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 claims 4
• WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 4
• JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims 4
• BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 4
• NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims 4
• MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 3
• BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims 2
• OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 2
• QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
• 239000005711 Benzoic acid Substances 0.000 claims 2
• ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims 2
• QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims 2
• OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 2
• BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims 2
• NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
• 235000011054 acetic acid Nutrition 0.000 claims 2
• BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims 2
• 235000010233 benzoic acid Nutrition 0.000 claims 2
• 235000015165 citric acid Nutrition 0.000 claims 2
• 235000019253 formic acid Nutrition 0.000 claims 2
• 239000004310 lactic acid Substances 0.000 claims 2
• 235000014655 lactic acid Nutrition 0.000 claims 2
• 239000001630 malic acid Substances 0.000 claims 2
• 235000011090 malic acid Nutrition 0.000 claims 2
• 229940107700 pyruvic acid Drugs 0.000 claims 2
• IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims 2
• GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims 2
• 229940005605 valeric acid Drugs 0.000 claims 2
• 239000004471 Glycine Substances 0.000 claims 1
• QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims 1
• IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 claims 1
• 235000004279 alanine Nutrition 0.000 claims 1
• 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
• 229910021529 ammonia Inorganic materials 0.000 claims 1
• 235000010323 ascorbic acid Nutrition 0.000 claims 1
• 239000011668 ascorbic acid Substances 0.000 claims 1
• 229960005070 ascorbic acid Drugs 0.000 claims 1
• BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims 1
• XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 claims 1
• 235000006408 oxalic acid Nutrition 0.000 claims 1
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• 229940095574 propionic acid Drugs 0.000 claims 1
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• 238000001035 drying Methods 0.000 abstract description 144
• 230000008569 process Effects 0.000 abstract description 44
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• NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 15
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• UHZZMRAGKVHANO-UHFFFAOYSA-M chlormequat chloride Chemical compound [Cl-].C[N+](C)(C)CCCl UHZZMRAGKVHANO-UHFFFAOYSA-M 0.000 description 11
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• AMTWCFIAVKBGOD-UHFFFAOYSA-N dioxosilane;methoxy-dimethyl-trimethylsilyloxysilane Chemical compound O=[Si]=O.CO[Si](C)(C)O[Si](C)(C)C AMTWCFIAVKBGOD-UHFFFAOYSA-N 0.000 description 10
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