TW209174B - - Google Patents

Info

Publication number

TW209174B

TW209174B TW081102828A TW81102828A TW209174B TW 209174 B TW209174 B TW 209174B TW 081102828 A TW081102828 A TW 081102828A TW 81102828 A TW81102828 A TW 81102828A TW 209174 B TW209174 B TW 209174B

Authority

TW

Taiwan

Prior art keywords

acid

composition

weight

fatty acid

group

Prior art date

1991-04-19

Links

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• 239000003795 chemical substances by application Substances 0.000 claims abstract description 86
• 239000008187 granular material Substances 0.000 claims abstract description 84
• 239000011159 matrix material Substances 0.000 claims abstract description 81
• 239000000203 mixture Substances 0.000 claims abstract description 73
• -1 fatty acid ester Chemical class 0.000 claims abstract description 66
• 239000000194 fatty acid Substances 0.000 claims abstract description 55
• 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 54
• 229930195729 fatty acid Natural products 0.000 claims abstract description 54
• 239000004480 active ingredient Substances 0.000 claims abstract description 52
• 239000002245 particle Substances 0.000 claims abstract description 52
• 229920000223 polyglycerol Polymers 0.000 claims abstract description 30
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 30
• 150000002632 lipids Chemical class 0.000 claims abstract description 28
• 239000007787 solid Substances 0.000 claims abstract description 25
• 239000008199 coating composition Substances 0.000 claims abstract description 9
• 239000002344 surface layer Substances 0.000 claims abstract 4
• PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 101
• 239000002253 acid Substances 0.000 claims description 62
• 239000003814 drug Substances 0.000 claims description 49
• 235000011187 glycerol Nutrition 0.000 claims description 40
• QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 38
• 238000000034 method Methods 0.000 claims description 37
• 235000021355 Stearic acid Nutrition 0.000 claims description 35
• OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 35
• 239000008117 stearic acid Substances 0.000 claims description 35
• 229920000642 polymer Polymers 0.000 claims description 30
• 210000002784 stomach Anatomy 0.000 claims description 30
• 125000000217 alkyl group Chemical group 0.000 claims description 29
• 239000000126 substance Substances 0.000 claims description 29
• 150000001875 compounds Chemical class 0.000 claims description 28
• 230000002496 gastric effect Effects 0.000 claims description 27
• 239000010419 fine particle Substances 0.000 claims description 26
• 239000000853 adhesive Substances 0.000 claims description 22
• 229920000058 polyacrylate Polymers 0.000 claims description 22
• VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims description 21
• 150000004665 fatty acids Chemical class 0.000 claims description 19
• 239000003921 oil Substances 0.000 claims description 19
• 238000012360 testing method Methods 0.000 claims description 18
• 229940075529 glyceryl stearate Drugs 0.000 claims description 16
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
• AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 claims description 15
• 230000000052 comparative effect Effects 0.000 claims description 15
• UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 claims description 15
• 238000002844 melting Methods 0.000 claims description 15
• 230000008018 melting Effects 0.000 claims description 15
• 125000003545 alkoxy group Chemical group 0.000 claims description 14
• 229910052782 aluminium Inorganic materials 0.000 claims description 14
• XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 14
• 125000005456 glyceride group Chemical group 0.000 claims description 14
• 241000699670 Mus sp. Species 0.000 claims description 12
• NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 12
• 229910052739 hydrogen Inorganic materials 0.000 claims description 12
• 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 claims description 12
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
• 239000001257 hydrogen Substances 0.000 claims description 11
• 210000004877 mucosa Anatomy 0.000 claims description 11
• 239000000758 substrate Substances 0.000 claims description 11
• AUNGANRZJHBGPY-UHFFFAOYSA-N D-Lyxoflavin Natural products OCC(O)C(O)C(O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-UHFFFAOYSA-N 0.000 claims description 10
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 10
• 239000008280 blood Substances 0.000 claims description 10
• 210000004369 blood Anatomy 0.000 claims description 10
• 230000000968 intestinal effect Effects 0.000 claims description 10
• 239000001301 oxygen Substances 0.000 claims description 10
• 229910052760 oxygen Inorganic materials 0.000 claims description 10
• 229960002477 riboflavin Drugs 0.000 claims description 10
• 241000700159 Rattus Species 0.000 claims description 9
• 230000002378 acidificating effect Effects 0.000 claims description 9
• RBNPOMFGQQGHHO-UWTATZPHSA-N D-glyceric acid Chemical compound OC[C@@H](O)C(O)=O RBNPOMFGQQGHHO-UWTATZPHSA-N 0.000 claims description 8
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
• 239000004568 cement Substances 0.000 claims description 7
• 239000002934 diuretic Substances 0.000 claims description 7
• 229940121363 anti-inflammatory agent Drugs 0.000 claims description 6
• 239000002260 anti-inflammatory agent Substances 0.000 claims description 6
• 239000003699 antiulcer agent Substances 0.000 claims description 6
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
• 229960000905 indomethacin Drugs 0.000 claims description 6
• GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 claims description 6
• 150000003839 salts Chemical class 0.000 claims description 6
• 238000003756 stirring Methods 0.000 claims description 6
• 239000000052 vinegar Substances 0.000 claims description 6
• 235000021419 vinegar Nutrition 0.000 claims description 6
• 229920003176 water-insoluble polymer Polymers 0.000 claims description 6
• AWGBKZRMLNVLAF-UHFFFAOYSA-N 3,5-dibromo-n,2-dihydroxybenzamide Chemical compound ONC(=O)C1=CC(Br)=CC(Br)=C1O AWGBKZRMLNVLAF-UHFFFAOYSA-N 0.000 claims description 5
• RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 claims description 5
• JZUFKLXOESDKRF-UHFFFAOYSA-N Chlorothiazide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC2=C1NCNS2(=O)=O JZUFKLXOESDKRF-UHFFFAOYSA-N 0.000 claims description 5
• DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 claims description 5
• 241000699666 Mus <mouse, genus> Species 0.000 claims description 5
• 230000001070 adhesive effect Effects 0.000 claims description 5
• 150000001335 aliphatic alkanes Chemical group 0.000 claims description 5
• 125000003118 aryl group Chemical group 0.000 claims description 5
• 238000010438 heat treatment Methods 0.000 claims description 5
• 229930195733 hydrocarbon Natural products 0.000 claims description 5
• 150000002430 hydrocarbons Chemical class 0.000 claims description 5
• 238000006116 polymerization reaction Methods 0.000 claims description 5
• 239000000047 product Substances 0.000 claims description 5
• 150000004671 saturated fatty acids Chemical class 0.000 claims description 5
• 235000021357 Behenic acid Nutrition 0.000 claims description 4
• 239000004215 Carbon black (E152) Substances 0.000 claims description 4
• 229940116224 behenate Drugs 0.000 claims description 4
• UKMSUNONTOPOIO-UHFFFAOYSA-M behenate Chemical compound CCCCCCCCCCCCCCCCCCCCCC([O-])=O UKMSUNONTOPOIO-UHFFFAOYSA-M 0.000 claims description 4
• 229940116226 behenic acid Drugs 0.000 claims description 4
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
• 229960002155 chlorothiazide Drugs 0.000 claims description 4
• 230000001882 diuretic effect Effects 0.000 claims description 4
• 229910052731 fluorine Inorganic materials 0.000 claims description 4
• 229940049654 glyceryl behenate Drugs 0.000 claims description 4
• 239000000463 material Substances 0.000 claims description 4
• 239000000155 melt Substances 0.000 claims description 4
• 150000003904 phospholipids Chemical class 0.000 claims description 4
• 229920006395 saturated elastomer Polymers 0.000 claims description 4
• 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 3
• 239000002221 antipyretic Substances 0.000 claims description 3
• 229940125716 antipyretic agent Drugs 0.000 claims description 3
• 239000001768 carboxy methyl cellulose Substances 0.000 claims description 3
• 230000008859 change Effects 0.000 claims description 3
• 239000011247 coating layer Substances 0.000 claims description 3
• 239000006185 dispersion Substances 0.000 claims description 3
• 238000011156 evaluation Methods 0.000 claims description 3
• 239000004503 fine granule Substances 0.000 claims description 3
• 239000011737 fluorine Substances 0.000 claims description 3
• 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 3
• 238000001727 in vivo Methods 0.000 claims description 3
• GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 claims description 3
• NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims description 3
• 229920001277 pectin Polymers 0.000 claims description 3
• 235000010987 pectin Nutrition 0.000 claims description 3
• 239000001814 pectin Substances 0.000 claims description 3
• OKMWKBLSFKFYGZ-UHFFFAOYSA-N 1-behenoylglycerol Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)OCC(O)CO OKMWKBLSFKFYGZ-UHFFFAOYSA-N 0.000 claims description 2
• 208000007882 Gastritis Diseases 0.000 claims description 2
• 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
• 125000004414 alkyl thio group Chemical group 0.000 claims description 2
• 150000001412 amines Chemical class 0.000 claims description 2
• 125000004104 aryloxy group Chemical group 0.000 claims description 2
• 125000004432 carbon atom Chemical group C* 0.000 claims description 2
• HOXINJBQVZWYGZ-UHFFFAOYSA-N fenbutatin oxide Chemical compound C=1C=CC=CC=1C(C)(C)C[Sn](O[Sn](CC(C)(C)C=1C=CC=CC=1)(CC(C)(C)C=1C=CC=CC=1)CC(C)(C)C=1C=CC=CC=1)(CC(C)(C)C=1C=CC=CC=1)CC(C)(C)C1=CC=CC=C1 HOXINJBQVZWYGZ-UHFFFAOYSA-N 0.000 claims description 2
• 125000001153 fluoro group Chemical group F* 0.000 claims description 2
• 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 2
• 239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims description 2
• 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 2
• 210000004400 mucous membrane Anatomy 0.000 claims description 2
• 239000012188 paraffin wax Substances 0.000 claims description 2
• 229910052698 phosphorus Inorganic materials 0.000 claims description 2
• 229940124597 therapeutic agent Drugs 0.000 claims description 2
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
• 229930003471 Vitamin B2 Natural products 0.000 claims 5
• 239000011716 vitamin B2 Substances 0.000 claims 5
• 235000019164 vitamin B2 Nutrition 0.000 claims 5
• RBNPOMFGQQGHHO-UHFFFAOYSA-N -2,3-Dihydroxypropanoic acid Natural products OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N 0.000 claims 3
• 102000004190 Enzymes Human genes 0.000 claims 2
• 108090000790 Enzymes Proteins 0.000 claims 2
• 210000001015 abdomen Anatomy 0.000 claims 2
• 229920002674 hyaluronan Polymers 0.000 claims 2
• 150000002431 hydrogen Chemical class 0.000 claims 2
• KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 claims 1
• VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 claims 1
• 241000254032 Acrididae Species 0.000 claims 1
• 235000017166 Bambusa arundinacea Nutrition 0.000 claims 1
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• 241001330002 Bambuseae Species 0.000 claims 1
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• 229920002134 Carboxymethyl cellulose Polymers 0.000 claims 1
• 229920001661 Chitosan Polymers 0.000 claims 1
• HMFHBZSHGGEWLO-SOOFDHNKSA-N D-ribofuranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H]1O HMFHBZSHGGEWLO-SOOFDHNKSA-N 0.000 claims 1
• 230000027311 M phase Effects 0.000 claims 1
• PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims 1
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• 235000015334 Phyllostachys viridis Nutrition 0.000 claims 1
• PYMYPHUHKUWMLA-LMVFSUKVSA-N Ribose Natural products OC[C@@H](O)[C@@H](O)[C@@H](O)C=O PYMYPHUHKUWMLA-LMVFSUKVSA-N 0.000 claims 1
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• LBVWYGNGGJURHQ-UHFFFAOYSA-N dicarbon Chemical compound [C-]#[C+] LBVWYGNGGJURHQ-UHFFFAOYSA-N 0.000 claims 1
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• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
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