ES2217563T3 - Compuestos medicinales estables que contienen derivados de 4,5-epoximorfinado. - Google Patents
Compuestos medicinales estables que contienen derivados de 4,5-epoximorfinado.Info
- Publication number
- ES2217563T3 ES2217563T3 ES98931040T ES98931040T ES2217563T3 ES 2217563 T3 ES2217563 T3 ES 2217563T3 ES 98931040 T ES98931040 T ES 98931040T ES 98931040 T ES98931040 T ES 98931040T ES 2217563 T3 ES2217563 T3 ES 2217563T3
- Authority
- ES
- Spain
- Prior art keywords
- group
- carbon atoms
- group containing
- atom
- hydrogen atom
- Prior art date
- 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.)
- Expired - Lifetime
Links
- 150000001875 compounds Chemical class 0.000 title claims description 44
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 77
- QONGLMDHKNFCDX-KBHMWOLSSA-N (4r,4ar,12bs)-1,2,3,4,4a,5,6,7,7a,13-decahydro-4,12-methanobenzofuro[3,2-e]isoquinoline Chemical class O1C2CCC[C@H]3[C@]4([H])NCC[C@]23C2=C1C=CC=C2C4 QONGLMDHKNFCDX-KBHMWOLSSA-N 0.000 claims abstract description 27
- 239000004094 surface-active agent Substances 0.000 claims abstract description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 168
- 125000000217 alkyl group Chemical group 0.000 claims description 60
- 230000003078 antioxidant effect Effects 0.000 claims description 60
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 54
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 51
- -1 polyoxyethylene nonylphenyl ether Polymers 0.000 claims description 36
- 239000002253 acid Substances 0.000 claims description 35
- 238000000034 method Methods 0.000 claims description 35
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 31
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 claims description 30
- 235000019345 sodium thiosulphate Nutrition 0.000 claims description 30
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 28
- 125000004423 acyloxy group Chemical group 0.000 claims description 28
- 125000003545 alkoxy group Chemical group 0.000 claims description 28
- 239000007924 injection Substances 0.000 claims description 28
- 238000002347 injection Methods 0.000 claims description 28
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 26
- 150000003839 salts Chemical class 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 22
- 125000002947 alkylene group Chemical group 0.000 claims description 21
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 18
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 18
- 125000003277 amino group Chemical group 0.000 claims description 18
- 229910052801 chlorine Inorganic materials 0.000 claims description 18
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 18
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 18
- 229910052731 fluorine Inorganic materials 0.000 claims description 18
- 229910052740 iodine Inorganic materials 0.000 claims description 18
- 230000000087 stabilizing effect Effects 0.000 claims description 18
- 125000001424 substituent group Chemical group 0.000 claims description 18
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 18
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 18
- 125000004429 atom Chemical group 0.000 claims description 16
- 125000000962 organic group Chemical group 0.000 claims description 16
- 125000002015 acyclic group Chemical group 0.000 claims description 15
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 15
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 15
- ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 claims description 14
- 235000010355 mannitol Nutrition 0.000 claims description 14
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 13
- 235000000346 sugar Nutrition 0.000 claims description 13
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 12
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 claims description 12
- 239000008103 glucose Substances 0.000 claims description 12
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims description 12
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 12
- 239000000811 xylitol Substances 0.000 claims description 12
- 235000010447 xylitol Nutrition 0.000 claims description 12
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 claims description 12
- 229960002675 xylitol Drugs 0.000 claims description 12
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 11
- 239000004215 Carbon black (E152) Substances 0.000 claims description 10
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 10
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 125000001153 fluoro group Chemical group F* 0.000 claims description 10
- 229930195733 hydrocarbon Natural products 0.000 claims description 10
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 10
- 229960002920 sorbitol Drugs 0.000 claims description 10
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 9
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims description 9
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 9
- 235000010384 tocopherol Nutrition 0.000 claims description 9
- 229960001295 tocopherol Drugs 0.000 claims description 9
- 229930003799 tocopherol Natural products 0.000 claims description 9
- 239000011732 tocopherol Substances 0.000 claims description 9
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 claims description 9
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 8
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 8
- 239000011737 fluorine Substances 0.000 claims description 8
- ZBKFYXZXZJPWNQ-UHFFFAOYSA-N isothiocyanate group Chemical group [N-]=C=S ZBKFYXZXZJPWNQ-UHFFFAOYSA-N 0.000 claims description 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 8
- DCBSHORRWZKAKO-UHFFFAOYSA-N rac-1-monomyristoylglycerol Chemical compound CCCCCCCCCCCCCC(=O)OCC(O)CO DCBSHORRWZKAKO-UHFFFAOYSA-N 0.000 claims description 8
- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 claims description 7
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims description 7
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 claims description 7
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims description 7
- 229940074050 glyceryl myristate Drugs 0.000 claims description 7
- 239000000787 lecithin Substances 0.000 claims description 7
- 235000010445 lecithin Nutrition 0.000 claims description 7
- 229940067606 lecithin Drugs 0.000 claims description 7
- 239000000473 propyl gallate Substances 0.000 claims description 7
- 235000010388 propyl gallate Nutrition 0.000 claims description 7
- 229940075579 propyl gallate Drugs 0.000 claims description 7
- CUNWUEBNSZSNRX-RKGWDQTMSA-N (2r,3r,4r,5s)-hexane-1,2,3,4,5,6-hexol;(z)-octadec-9-enoic acid Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O CUNWUEBNSZSNRX-RKGWDQTMSA-N 0.000 claims description 6
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims description 6
- 239000005715 Fructose Substances 0.000 claims description 6
- 229930091371 Fructose Natural products 0.000 claims description 6
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 6
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 claims description 6
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims description 6
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 claims description 6
- 235000018417 cysteine Nutrition 0.000 claims description 6
- VZFDRQUWHOVFCA-UHFFFAOYSA-L disodium;2-sulfanylbutanedioate Chemical compound [Na+].[Na+].[O-]C(=O)CC(S)C([O-])=O VZFDRQUWHOVFCA-UHFFFAOYSA-L 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
- 229960001031 glucose Drugs 0.000 claims description 6
- PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 claims description 6
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 claims description 6
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 claims description 6
- 235000010262 sodium metabisulphite Nutrition 0.000 claims description 6
- 235000010265 sodium sulphite Nutrition 0.000 claims description 6
- 229960005078 sorbitan sesquioleate Drugs 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- 229940035024 thioglycerol Drugs 0.000 claims description 6
- OBNWLFUZQQYJKA-UHFFFAOYSA-N 1h-quinolin-2-one;sulfuric acid Chemical compound OS(O)(=O)=O.C1=CC=CC2=NC(O)=CC=C21 OBNWLFUZQQYJKA-UHFFFAOYSA-N 0.000 claims description 5
- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 claims description 5
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 claims description 5
- 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 5
- 125000002252 acyl group Chemical group 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
- 235000010385 ascorbyl palmitate Nutrition 0.000 claims description 5
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 5
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 5
- 229960002737 fructose Drugs 0.000 claims description 5
- 125000005842 heteroatom Chemical group 0.000 claims description 5
- 150000002430 hydrocarbons Chemical class 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 5
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 5
- 229950006451 sorbitan laurate Drugs 0.000 claims description 5
- 235000011067 sorbitan monolaureate Nutrition 0.000 claims description 5
- 150000003568 thioethers Chemical class 0.000 claims description 5
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 claims description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 3
- IYFATESGLOUGBX-YVNJGZBMSA-N Sorbitan monopalmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O IYFATESGLOUGBX-YVNJGZBMSA-N 0.000 claims description 3
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
- 229950003429 sorbitan palmitate Drugs 0.000 claims description 3
- 235000010288 sodium nitrite Nutrition 0.000 claims 4
- 239000000203 mixture Substances 0.000 abstract description 10
- 150000001720 carbohydrates Chemical class 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 111
- 235000006708 antioxidants Nutrition 0.000 description 65
- 230000000052 comparative effect Effects 0.000 description 56
- 229940125904 compound 1 Drugs 0.000 description 27
- 239000002674 ointment Substances 0.000 description 24
- 239000000654 additive Substances 0.000 description 23
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 21
- 238000004519 manufacturing process Methods 0.000 description 21
- 235000019271 petrolatum Nutrition 0.000 description 21
- 239000011734 sodium Substances 0.000 description 21
- 229910052708 sodium Inorganic materials 0.000 description 21
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical group [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 21
- 230000000996 additive effect Effects 0.000 description 20
- 239000008187 granular material Substances 0.000 description 19
- 239000007864 aqueous solution Substances 0.000 description 17
- 238000003860 storage Methods 0.000 description 17
- 239000004264 Petrolatum Substances 0.000 description 16
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- 235000002639 sodium chloride Nutrition 0.000 description 16
- 239000003925 fat Substances 0.000 description 14
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 description 14
- 229940079593 drug Drugs 0.000 description 13
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- 239000000499 gel Substances 0.000 description 11
- 238000004128 high performance liquid chromatography Methods 0.000 description 11
- 238000013112 stability test Methods 0.000 description 11
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 10
- 239000007951 isotonicity adjuster Substances 0.000 description 10
- 239000002775 capsule Substances 0.000 description 9
- 230000006641 stabilisation Effects 0.000 description 9
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- 229960005181 morphine Drugs 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 6
- 229930195725 Mannitol Natural products 0.000 description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 6
- 239000000594 mannitol Substances 0.000 description 6
- 230000001954 sterilising effect Effects 0.000 description 6
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 5
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- AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 5
- 239000000546 pharmaceutical excipient Substances 0.000 description 5
- 238000004659 sterilization and disinfection Methods 0.000 description 5
- 239000003871 white petrolatum Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 229930006000 Sucrose Natural products 0.000 description 4
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 4
- 239000000556 agonist Substances 0.000 description 4
- 230000000202 analgesic effect Effects 0.000 description 4
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 4
- 108020003175 receptors Proteins 0.000 description 4
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- 150000008163 sugars Chemical class 0.000 description 4
- 229940088594 vitamin Drugs 0.000 description 4
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- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
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Classifications
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- 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
- A61K31/47—Quinolines; Isoquinolines
- A61K31/485—Morphinan derivatives, e.g. morphine, codeine
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/02—Inorganic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
- A61K47/183—Amino acids, e.g. glycine, EDTA or aspartame
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/20—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing sulfur, e.g. dimethyl sulfoxide [DMSO], docusate, sodium lauryl sulfate or aminosulfonic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/22—Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/26—Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
Landscapes
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Organic Chemistry (AREA)
- Dermatology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurology (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Epoxy Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Materials For Medical Uses (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18695097 | 1997-07-11 | ||
| JP18695097 | 1997-07-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2217563T3 true ES2217563T3 (es) | 2004-11-01 |
Family
ID=16197570
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES98931040T Expired - Lifetime ES2217563T3 (es) | 1997-07-11 | 1998-07-10 | Compuestos medicinales estables que contienen derivados de 4,5-epoximorfinado. |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US6372755B2 (enExample) |
| EP (1) | EP0948965B1 (enExample) |
| JP (3) | JP3617055B2 (enExample) |
| KR (1) | KR100514963B1 (enExample) |
| CN (1) | CN100379419C (enExample) |
| AT (1) | ATE268178T1 (enExample) |
| AU (1) | AU740404B2 (enExample) |
| CA (1) | CA2265767C (enExample) |
| DE (1) | DE69824277T2 (enExample) |
| DK (1) | DK0948965T3 (enExample) |
| ES (1) | ES2217563T3 (enExample) |
| NO (1) | NO318831B1 (enExample) |
| PT (1) | PT948965E (enExample) |
| TW (1) | TWI285644B (enExample) |
| WO (1) | WO1999002158A1 (enExample) |
Families Citing this family (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AUPQ899400A0 (en) * | 2000-07-26 | 2000-08-17 | Csl Limited | A method of stabilisation and compositions for use therein |
| SG90259A1 (en) * | 2000-08-17 | 2002-07-23 | Control Ox Oy | Plant-derived and synthetic phenolic compounds and plant extracts, effective in the treatment and prevention of chlamydial infections |
| JP4880813B2 (ja) * | 2000-10-26 | 2012-02-22 | 第一三共株式会社 | 外用消炎鎮痛剤組成物 |
| US20140271788A1 (en) | 2013-03-15 | 2014-09-18 | Monosol Rx, Llc | Sublingual and buccal film compositions |
| DE10161149B4 (de) * | 2001-12-12 | 2007-03-08 | Ursapharm Arzneimittel Gmbh & Co. Kg | Verwendung von Heparin-haltigem Ophthalmikum |
| DE10161110A1 (de) * | 2001-12-12 | 2003-06-26 | Ursapharm Arzneimittel Gmbh | Pharmazeutische Zusammensetzung zur ophthalmologischen und rhinologischen Anwendung |
| ZA200409537B (en) * | 2003-01-31 | 2006-10-25 | Yamanouchi Pharma Co Ltd | Stable solid medicinal composition for oral administration |
| GB0308734D0 (en) * | 2003-04-15 | 2003-05-21 | Axcess Ltd | Uptake of macromolecules |
| JP4963670B2 (ja) * | 2004-04-07 | 2012-06-27 | レスベラトロル パートナーズ， エルエルシー | 栄養補助サプリメントおよびそれを処理する方法 |
| US8288362B2 (en) | 2004-05-07 | 2012-10-16 | S.K. Pharmaceuticals, Inc. | Stabilized glycosaminoglycan preparations and related methods |
| WO2005110439A2 (en) * | 2004-05-07 | 2005-11-24 | S.K. Pharmaceuticals, Inc. | Stabilized hyaluronan preparations and related methods |
| WO2006024138A1 (en) * | 2004-08-30 | 2006-03-09 | Taro Pharmaceutical Industries Ltd. | A thermoreversible pharmaceutical formulation for anti-microbial agents comprising poloxamer polymers and hydroxy fatty acid ester of polyethylene glycol |
| WO2006067605A1 (en) * | 2004-12-23 | 2006-06-29 | Ranbaxy Laboratories Limited | Stable pharmaceutical compositions of tiagabine and processes for their preparation |
| CN101150956B (zh) * | 2005-01-27 | 2013-04-17 | 埃里莫斯医药品有限公司 | 用于注射入动物的包括ndga化合物的儿茶酚丁烷配方 |
| US20080096967A1 (en) * | 2005-01-27 | 2008-04-24 | Erimos Pharmaceuticals Llc | Formulations for Injection of Catecholic Butanes, Including Ndga Compounds, Into Animals |
| TWI286941B (en) * | 2005-07-27 | 2007-09-21 | Anagen Therapeutics Inc | Stabilized pharmaceutical and cosmetic composition of catechins or derivatives thereof |
| PL2151241T3 (pl) * | 2007-04-26 | 2012-08-31 | Toray Industries | Trwały stały preparat zawierający pochodną 4,5-epoksymorfinanową |
| ES2648037T3 (es) * | 2007-05-21 | 2017-12-28 | Toray Industries, Inc. | Preparación oral que comprende un ácido orgánico específico y método para mejorar la propiedad de disolución y la estabilidad química de la preparación oral |
| CN101658489B (zh) * | 2008-08-27 | 2011-11-23 | 海南四环心脑血管药物研究院有限公司 | 一种盐酸纳美芬注射液及其制备方法 |
| BRPI0920599B1 (pt) * | 2008-10-24 | 2021-10-19 | Toray Industries, Inc. | Comprimido estável contendo um derivado de 4,5-epoximorfinano |
| TWI455733B (zh) | 2009-03-30 | 2014-10-11 | Toray Industries | 口腔內崩壞性被覆錠劑 |
| AU2010255747B2 (en) * | 2009-06-04 | 2014-03-13 | Alk-Abello A/S | Stabilised composition comprising at least one adrenergic compound |
| ES2933198T3 (es) | 2010-10-21 | 2023-02-02 | Rtu Pharmaceuticals Llc | Formulaciones de ketorolaco listas para usar |
| JP5750278B2 (ja) * | 2011-02-28 | 2015-07-15 | 東洋カプセル株式会社 | カンデサルタンシレキセチルのカプセル充填用組成物 |
| WO2013070656A1 (en) * | 2011-11-07 | 2013-05-16 | Navinta Llc | Sustained release suspension preparation for dextromethorphan |
| WO2013074948A1 (en) | 2011-11-16 | 2013-05-23 | Resveratrol Partners, Llc | Compositions containing resveratrol and nucleotides |
| JP6064252B2 (ja) * | 2012-01-19 | 2017-01-25 | 三笠製薬株式会社 | そう痒症改善経皮吸収貼付剤 |
| JP6247118B2 (ja) * | 2014-03-05 | 2017-12-13 | 東海カプセル株式会社 | カプセル充填組成物 |
| CA2980097C (en) | 2015-03-19 | 2019-10-29 | Daiichi Sankyo Company, Limited | Solid preparation containing colorant |
| EP3272345B1 (en) * | 2015-03-19 | 2019-10-16 | Daiichi Sankyo Company, Limited | Solid preparation containing antioxidant agent |
| JP5918894B1 (ja) * | 2015-05-21 | 2016-05-18 | 富士カプセル株式会社 | ナルフラフィン塩酸塩含有カプセル製剤 |
| TW201707703A (zh) * | 2015-06-04 | 2017-03-01 | Tokai Capsule Co Ltd | 軟膠囊劑 |
| CN119157840A (zh) | 2016-07-29 | 2024-12-20 | 东丽株式会社 | 光稳定性提高的固体制剂 |
| JP6131379B1 (ja) * | 2016-12-28 | 2017-05-17 | 森下仁丹株式会社 | ４，５−エポキシモルヒナン誘導体含有製剤 |
| JP7153197B2 (ja) * | 2017-03-31 | 2022-10-14 | 東レ株式会社 | ナルフラフィンを含有する錠剤化された医薬組成物 |
| AU2019229892B2 (en) | 2018-03-08 | 2025-01-30 | University Of Kansas | Treatment of demyelinating diseases |
| KR102849723B1 (ko) | 2018-07-30 | 2025-08-22 | 다이이찌 산쿄 가부시키가이샤 | 안정화제를 함유하는 의약품의 고형 제제 |
| US11198831B2 (en) | 2019-01-31 | 2021-12-14 | Kvi Llc | Lubricant for a device |
| WO2020205735A1 (en) | 2019-03-29 | 2020-10-08 | Humanwell Pharmaceutical US | Novel morphinans useful for treating medical disorders |
| EP4062973A4 (en) * | 2019-11-20 | 2023-11-29 | Shionogi & Co., Ltd | 6,7-unsaturated-7-carbamoyl morphinan derivative-containing solid formulation |
| PE20250155A1 (es) | 2021-06-14 | 2025-01-22 | Scorpion Therapeutics Inc | Derivados de la urea que pueden ser utilizados para tratar el cancer |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2765694B2 (ja) * | 1988-01-29 | 1998-06-18 | 日清バーディシェ株式会社 | 酸化感受性化合物の安定な組成物 |
| GB8820327D0 (en) | 1988-08-26 | 1988-09-28 | May & Baker Ltd | New compositions of matter |
| ES2121988T3 (es) * | 1992-01-23 | 1998-12-16 | Toray Industries | Derivado de morfinano y uso medicinal. |
| NZ268969A (en) * | 1993-07-23 | 1997-06-24 | Toray Industries | Morphinan derivatives and pharmaceutical compositions |
| US5948389A (en) * | 1995-06-07 | 1999-09-07 | El Khoury & Stein, Ltd. | Method of enhancing the analgesic efficacy of locally and topically administered opioids and other local anesthetics |
| DE29719704U1 (de) | 1997-02-14 | 1998-01-22 | Gödecke AG, 10587 Berlin | Stabile Zubereitungen von Naloxonhydrochlorid |
-
1998
- 1998-07-10 DE DE69824277T patent/DE69824277T2/de not_active Expired - Lifetime
- 1998-07-10 DK DK98931040T patent/DK0948965T3/da active
- 1998-07-10 AT AT98931040T patent/ATE268178T1/de active
- 1998-07-10 WO PCT/JP1998/003096 patent/WO1999002158A1/ja not_active Ceased
- 1998-07-10 CA CA002265767A patent/CA2265767C/en not_active Expired - Lifetime
- 1998-07-10 PT PT98931040T patent/PT948965E/pt unknown
- 1998-07-10 EP EP98931040A patent/EP0948965B1/en not_active Expired - Lifetime
- 1998-07-10 AU AU81282/98A patent/AU740404B2/en not_active Expired
- 1998-07-10 ES ES98931040T patent/ES2217563T3/es not_active Expired - Lifetime
- 1998-07-10 US US09/254,650 patent/US6372755B2/en not_active Expired - Lifetime
- 1998-07-10 CN CNB98801274XA patent/CN100379419C/zh not_active Expired - Lifetime
- 1998-07-10 JP JP50845399A patent/JP3617055B2/ja not_active Expired - Lifetime
- 1998-07-10 KR KR10-1999-7001987A patent/KR100514963B1/ko not_active Expired - Lifetime
- 1998-07-10 TW TW087111243A patent/TWI285644B/zh not_active IP Right Cessation
-
1999
- 1999-03-10 NO NO19991152A patent/NO318831B1/no not_active IP Right Cessation
-
2004
- 2004-07-16 JP JP2004210133A patent/JP3743449B2/ja not_active Expired - Lifetime
-
2005
- 2005-04-22 JP JP2005124736A patent/JP4311369B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JP3617055B2 (ja) | 2005-02-02 |
| CN100379419C (zh) | 2008-04-09 |
| DE69824277D1 (de) | 2004-07-08 |
| JP3743449B2 (ja) | 2006-02-08 |
| CN1237106A (zh) | 1999-12-01 |
| NO318831B1 (no) | 2005-05-09 |
| AU740404B2 (en) | 2001-11-01 |
| KR100514963B1 (ko) | 2005-09-15 |
| CA2265767C (en) | 2007-12-04 |
| DK0948965T3 (da) | 2004-07-05 |
| US20010004637A1 (en) | 2001-06-21 |
| CA2265767A1 (en) | 1999-01-21 |
| ATE268178T1 (de) | 2004-06-15 |
| EP0948965B1 (en) | 2004-06-02 |
| JP2005247866A (ja) | 2005-09-15 |
| PT948965E (pt) | 2004-08-31 |
| NO991152D0 (no) | 1999-03-10 |
| DE69824277T2 (de) | 2004-09-23 |
| US6372755B2 (en) | 2002-04-16 |
| EP0948965A4 (en) | 2002-10-16 |
| KR20000068528A (ko) | 2000-11-25 |
| NO991152L (no) | 1999-05-10 |
| JP2005002123A (ja) | 2005-01-06 |
| TWI285644B (en) | 2007-08-21 |
| AU8128298A (en) | 1999-02-08 |
| WO1999002158A1 (fr) | 1999-01-21 |
| EP0948965A1 (en) | 1999-10-13 |
| JP4311369B2 (ja) | 2009-08-12 |
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