JP6333023B2 - Aqueous pharmaceutical composition - Google Patents
Aqueous pharmaceutical composition Download PDFInfo
- Publication number
- JP6333023B2 JP6333023B2 JP2014074350A JP2014074350A JP6333023B2 JP 6333023 B2 JP6333023 B2 JP 6333023B2 JP 2014074350 A JP2014074350 A JP 2014074350A JP 2014074350 A JP2014074350 A JP 2014074350A JP 6333023 B2 JP6333023 B2 JP 6333023B2
- Authority
- JP
- Japan
- Prior art keywords
- pharmaceutical composition
- aqueous
- aqueous pharmaceutical
- allantoin
- sodium
- 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.)
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- 239000008194 pharmaceutical composition Substances 0.000 title claims description 64
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 claims description 105
- POJWUDADGALRAB-PVQJCKRUSA-N Allantoin Natural products NC(=O)N[C@@H]1NC(=O)NC1=O POJWUDADGALRAB-PVQJCKRUSA-N 0.000 claims description 52
- 229960000458 allantoin Drugs 0.000 claims description 52
- 239000000203 mixture Substances 0.000 claims description 41
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 28
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 21
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 19
- ZUFQODAHGAHPFQ-UHFFFAOYSA-N pyridoxine hydrochloride Chemical compound Cl.CC1=NC=C(CO)C(CO)=C1O ZUFQODAHGAHPFQ-UHFFFAOYSA-N 0.000 claims description 10
- 229960004172 pyridoxine hydrochloride Drugs 0.000 claims description 10
- 235000019171 pyridoxine hydrochloride Nutrition 0.000 claims description 10
- 239000011764 pyridoxine hydrochloride Substances 0.000 claims description 10
- 230000000087 stabilizing effect Effects 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 235000002639 sodium chloride Nutrition 0.000 description 17
- 150000003839 salts Chemical class 0.000 description 14
- -1 iododeo Cycytidine Chemical compound 0.000 description 12
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 230000000844 anti-bacterial effect Effects 0.000 description 9
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
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- 238000004458 analytical method Methods 0.000 description 7
- 230000003266 anti-allergic effect Effects 0.000 description 7
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
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- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 5
- 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 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 4
- 239000003899 bactericide agent Substances 0.000 description 4
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- 229910052708 sodium Inorganic materials 0.000 description 4
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- 239000002904 solvent Substances 0.000 description 4
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- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 3
- 201000004624 Dermatitis Diseases 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 235000006679 Mentha X verticillata Nutrition 0.000 description 3
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- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
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- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 description 2
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- UCTWMZQNUQWSLP-VIFPVBQESA-N (R)-adrenaline Chemical compound CNC[C@H](O)C1=CC=C(O)C(O)=C1 UCTWMZQNUQWSLP-VIFPVBQESA-N 0.000 description 2
- CIVCELMLGDGMKZ-UHFFFAOYSA-N 2,4-dichloro-6-methylpyridine-3-carboxylic acid Chemical compound CC1=CC(Cl)=C(C(O)=O)C(Cl)=N1 CIVCELMLGDGMKZ-UHFFFAOYSA-N 0.000 description 2
- SPCKHVPPRJWQRZ-UHFFFAOYSA-N 2-benzhydryloxy-n,n-dimethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 SPCKHVPPRJWQRZ-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
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- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 2
- 208000002177 Cataract Diseases 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 2
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- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
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- UPYKUZBSLRQECL-UKMVMLAPSA-N Lycopene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(=C)CCCC1(C)C)C=CC=C(/C)C=CC2C(=C)CCCC2(C)C UPYKUZBSLRQECL-UKMVMLAPSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
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- DJDFFEBSKJCGHC-UHFFFAOYSA-N Naphazoline Chemical compound Cl.C=1C=CC2=CC=CC=C2C=1CC1=NCCN1 DJDFFEBSKJCGHC-UHFFFAOYSA-N 0.000 description 2
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 2
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- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
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- RADKZDMFGJYCBB-UHFFFAOYSA-N Pyridoxal Chemical compound CC1=NC=C(CO)C(C=O)=C1O RADKZDMFGJYCBB-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
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- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 229910001961 silver nitrate Inorganic materials 0.000 description 1
- 229960001516 silver nitrate Drugs 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 229960003885 sodium benzoate Drugs 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- 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 1
- 235000011083 sodium citrates Nutrition 0.000 description 1
- 235000019259 sodium dehydroacetate Nutrition 0.000 description 1
- 229940079839 sodium dehydroacetate Drugs 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 229940037001 sodium edetate Drugs 0.000 description 1
- 229940073490 sodium glutamate Drugs 0.000 description 1
- 229940010747 sodium hyaluronate Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- DSOWAKKSGYUMTF-GZOLSCHFSA-M sodium;(1e)-1-(6-methyl-2,4-dioxopyran-3-ylidene)ethanolate Chemical compound [Na+].C\C([O-])=C1/C(=O)OC(C)=CC1=O DSOWAKKSGYUMTF-GZOLSCHFSA-M 0.000 description 1
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(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- Chemical compound [Na+].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 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 1
- JGMJQSFLQWGYMQ-UHFFFAOYSA-M sodium;2,6-dichloro-n-phenylaniline;acetate Chemical compound [Na+].CC([O-])=O.ClC1=CC=CC(Cl)=C1NC1=CC=CC=C1 JGMJQSFLQWGYMQ-UHFFFAOYSA-M 0.000 description 1
- RUTSRVMUIGMTHJ-UHFFFAOYSA-M sodium;tetradec-1-ene-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCC=CS([O-])(=O)=O RUTSRVMUIGMTHJ-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
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- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 229960001294 spiramycin Drugs 0.000 description 1
- 235000019372 spiramycin Nutrition 0.000 description 1
- 229930191512 spiramycin Natural products 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229960002385 streptomycin sulfate Drugs 0.000 description 1
- 229940104261 taurate Drugs 0.000 description 1
- 229960003080 taurine Drugs 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 description 1
- YUSMZDVTEOAHDL-NTMALXAHSA-N tert-butyl (3z)-3-(dimethylaminomethylidene)-4-oxopiperidine-1-carboxylate Chemical compound CN(C)\C=C1\CN(C(=O)OC(C)(C)C)CCC1=O YUSMZDVTEOAHDL-NTMALXAHSA-N 0.000 description 1
- 229960004989 tetracycline hydrochloride Drugs 0.000 description 1
- 229940021790 tetrahydrozoline hydrochloride Drugs 0.000 description 1
- 229960000337 tetryzoline Drugs 0.000 description 1
- 235000019157 thiamine Nutrition 0.000 description 1
- 229960003495 thiamine Drugs 0.000 description 1
- KYMBYSLLVAOCFI-UHFFFAOYSA-N thiamine Chemical compound CC1=C(CCO)SCN1CC1=CN=C(C)N=C1N KYMBYSLLVAOCFI-UHFFFAOYSA-N 0.000 description 1
- 239000011721 thiamine Substances 0.000 description 1
- 229960001385 thiamine disulfide Drugs 0.000 description 1
- 229960004605 timolol Drugs 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229960000707 tobramycin Drugs 0.000 description 1
- NLVFBUXFDBBNBW-PBSUHMDJSA-N tobramycin Chemical compound N[C@@H]1C[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N NLVFBUXFDBBNBW-PBSUHMDJSA-N 0.000 description 1
- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- 229960001727 tretinoin Drugs 0.000 description 1
- VSQQQLOSPVPRAZ-RRKCRQDMSA-N trifluridine Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(C(F)(F)F)=C1 VSQQQLOSPVPRAZ-RRKCRQDMSA-N 0.000 description 1
- 229960003962 trifluridine Drugs 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 229960000281 trometamol Drugs 0.000 description 1
- 150000003669 ubiquinones Chemical class 0.000 description 1
- 235000019156 vitamin B Nutrition 0.000 description 1
- 239000011720 vitamin B Substances 0.000 description 1
- 235000019163 vitamin B12 Nutrition 0.000 description 1
- 239000011715 vitamin B12 Substances 0.000 description 1
- 235000001892 vitamin D2 Nutrition 0.000 description 1
- 239000011653 vitamin D2 Substances 0.000 description 1
- MECHNRXZTMCUDQ-RKHKHRCZSA-N vitamin D2 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)/C=C/[C@H](C)C(C)C)=C\C=C1\C[C@@H](O)CCC1=C MECHNRXZTMCUDQ-RKHKHRCZSA-N 0.000 description 1
- 235000005282 vitamin D3 Nutrition 0.000 description 1
- 239000011647 vitamin D3 Substances 0.000 description 1
- QYSXJUFSXHHAJI-YRZJJWOYSA-N vitamin D3 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-YRZJJWOYSA-N 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 229940021056 vitamin d3 Drugs 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000011576 zinc lactate Substances 0.000 description 1
- 235000000193 zinc lactate Nutrition 0.000 description 1
- 229940050168 zinc lactate Drugs 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4164—1,3-Diazoles
- A61K31/4166—1,3-Diazoles having oxo groups directly attached to the heterocyclic ring, e.g. phenytoin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4415—Pyridoxine, i.e. Vitamin B6
-
- 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
- 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
- A61K9/0048—Eye, e.g. artificial tears
-
- 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
- A61K9/08—Solutions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2300/00—Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
Description
本発明は、アラントインが安定化された水性医薬組成物に関する。 The present invention relates to an aqueous pharmaceutical composition in which allantoin is stabilized.
アラントインは、細胞の増殖力の強化作用、創傷の修復促進作用、結膜の鎮炎作用、抗アレルギー作用などを示すことが知られる化合物であり、医薬品や化粧品に配合されている。しかしながら、アラントインは水に対する溶解度が極めて低く、高温での安定性にも欠ける。さらに、pH5付近から分解が進み、pH6ではほとんど分解してしまうことが知られているため(例えば非特許文献1)、配合できる製品が限られていた。
特に、洗眼剤は、医薬品製造販売承認基準でpH5.5以上と定められているため、アラントインを配合することは難しいと考えられていた。
Allantoin is a compound known to exhibit an effect of enhancing cell proliferation, an effect of promoting the repair of wounds, an anti-allergic effect of the conjunctiva, an antiallergic effect, and the like, and is incorporated in pharmaceuticals and cosmetics. However, allantoin has extremely low solubility in water and lacks stability at high temperatures. Furthermore, since it is known that decomposition proceeds from around pH 5 and almost decomposes at pH 6 (for example, Non-Patent Document 1), products that can be blended are limited.
In particular, since eyewashes are defined as having a pH of 5.5 or higher according to pharmaceutical manufacturing and marketing approval standards, it has been considered difficult to incorporate allantoin.
アラントインによる細胞の増殖力の強化作用、創傷の修復促進作用、結膜の鎮炎作用、抗アレルギー作用は、点眼剤や洗眼剤をはじめとする眼科用水性組成物、外皮用殺菌消毒剤、皮膚炎治療薬、痔疾用薬、口腔内殺菌剤、点鼻剤、洗鼻剤など各種医薬組成物としても有用であると考えられる。そこで、本発明は、アラントインを配合した安定な水性医薬組成物を提供することを課題とする。 Allantoin enhances cell growth, promotes wound repair, conjunctival inflammation, and antiallergic effects include ophthalmic aqueous compositions such as eye drops and eyewashes, skin disinfectants, dermatitis It is also considered useful as various pharmaceutical compositions such as therapeutic agents, antiepileptic agents, bactericides for oral cavity, nasal drops, and nasal rinses. Then, this invention makes it a subject to provide the stable aqueous | water-based pharmaceutical composition which mix | blended allantoin.
本発明者らは、上記課題を解決するために鋭意研究を重ねた結果、アラントインを配合した水溶液に塩化水素を加えることにより、アラントインの安定性が著しく向上することを見出した。
さらに、アラントインが特に安定化される塩化水素の添加量やpH、他の添加物を特定して、本発明を完成するに至った。
As a result of intensive studies to solve the above problems, the present inventors have found that the stability of allantoin is significantly improved by adding hydrogen chloride to an aqueous solution containing allantoin.
Furthermore, the present invention has been completed by specifying the addition amount and pH of hydrogen chloride and other additives that can stabilize allantoin.
即ち、本発明は、
〔1〕アラントイン及び塩化水素を含有する水性医薬組成物;
〔2〕前記塩化水素の含有量が、0.18mg/100mL〜2.19mg/100mLである、上記〔1〕に記載の水性医薬組成物;
〔3〕さらに塩酸ピリドキシンを含有する、上記〔1〕又は〔2〕に記載の水性医薬組成物;
〔4〕前記水性医薬組成物のpHが、5.5〜6.3である、上記〔1〕から〔3〕のいずれか1項に記載の水性医薬組成物;
〔5〕前記水性医薬組成物が、眼科用水性組成物である、上記〔1〕から〔4〕のいずれか1項に記載の水性医薬組成物;
〔6〕前記眼科用水性組成物が、洗眼剤である、上記〔5〕に記載の水性医薬組成物;
〔7〕水性医薬組成物におけるアラントインの安定化方法であって、前記水性医薬組成物に塩化水素を加える工程を含む、方法;
〔8〕前記塩化水素の添加量が、0.18mg/100mL〜2.19mg/100mLである、上記〔7〕に記載の方法;
〔9〕前記水性医薬組成物に塩酸ピリドキシンを加える工程をさらに含む、上記〔7〕又は〔8〕に記載の方法;
〔10〕前記水性医薬組成物のpHを5.5〜6.3に調整することを含む、上記〔7〕から〔9〕のいずれか1項に記載の方法;
〔11〕前記水性医薬組成物が、眼科用水性組成物である、上記〔7〕から〔10〕のいずれか1項に記載の方法;及び
〔12〕前記眼科用水性組成物が、洗眼剤である、上記〔11〕に記載の方法
に関する。
That is, the present invention
[1] An aqueous pharmaceutical composition containing allantoin and hydrogen chloride;
[2] The aqueous pharmaceutical composition according to the above [1], wherein the content of the hydrogen chloride is 0.18 mg / 100 mL to 2.19 mg / 100 mL;
[3] The aqueous pharmaceutical composition according to the above [1] or [2], further comprising pyridoxine hydrochloride;
[4] The aqueous pharmaceutical composition according to any one of [1] to [3] above, wherein the pH of the aqueous pharmaceutical composition is 5.5 to 6.3;
[5] The aqueous pharmaceutical composition according to any one of [1] to [4] above, wherein the aqueous pharmaceutical composition is an ophthalmic aqueous composition;
[6] The aqueous pharmaceutical composition according to [5], wherein the ophthalmic aqueous composition is an eye wash;
[7] A method for stabilizing allantoin in an aqueous pharmaceutical composition, comprising the step of adding hydrogen chloride to the aqueous pharmaceutical composition;
[8] The method according to [7] above, wherein the amount of hydrogen chloride added is 0.18 mg / 100 mL to 2.19 mg / 100 mL;
[9] The method according to [7] or [8] above, further comprising the step of adding pyridoxine hydrochloride to the aqueous pharmaceutical composition;
[10] The method according to any one of [7] to [9] above, comprising adjusting the pH of the aqueous pharmaceutical composition to 5.5 to 6.3;
[11] The method according to any one of [7] to [10] above, wherein the aqueous pharmaceutical composition is an ophthalmic aqueous composition; and [12] the ophthalmic aqueous composition is an eye wash. This relates to the method according to [11] above.
本発明よれば、水性組成物にアラントインが安定に配合されるので、細胞の増殖力の強化作用、創傷の修復促進作用、結膜の鎮炎作用、抗アレルギー作用などを有する水性医薬組成物を得ることができる。本発明に係る水性医薬組成物は、アラントインの作用を生かした眼科用水性組成物、外皮用殺菌消毒剤、虫さされ薬、痒み止め、皮膚炎治療薬、痔疾用薬、口腔内殺菌剤、点鼻剤、洗鼻剤等として有用である。さらに、本発明に係る水性医薬組成物は、pHが高くてもアラントインが安定であるため、洗眼剤としても有用である。 According to the present invention, since allantoin is stably blended in an aqueous composition, an aqueous pharmaceutical composition having a cell proliferation enhancing effect, a wound repair promoting effect, a conjunctival analgesic effect, an antiallergic effect, and the like is obtained. be able to. An aqueous pharmaceutical composition according to the present invention is an aqueous ophthalmic composition that makes use of the action of allantoin, an antibacterial disinfectant for the outer skin, an insect bite agent, anti-itching agent, a dermatitis therapeutic agent, a hemorrhoid agent, an oral antibacterial agent, Useful as nasal drops, nasal rinses, and the like. Furthermore, since the allantoin is stable even if pH is high, the aqueous | water-based pharmaceutical composition which concerns on this invention is useful also as an eyewash.
本発明に係る水性医薬組成物は、アラントイン及び塩化水素を含有する。本明細書において「水性医薬組成物」とは、水性の医薬組成物を意味し、その適用対象は特に限定されない。水性医薬組成物としては、例えば、眼科用水性組成物、外皮用殺菌消毒剤、虫さされ薬、痒み止め、皮膚炎治療薬、痔疾用薬、口腔内殺菌剤、点鼻剤、洗鼻剤等が挙げられるがこれらに限定されない。 The aqueous pharmaceutical composition according to the present invention contains allantoin and hydrogen chloride. In the present specification, the “aqueous pharmaceutical composition” means an aqueous pharmaceutical composition, and the application target is not particularly limited. Examples of aqueous pharmaceutical compositions include, for example, aqueous ophthalmic compositions, antibacterial disinfectants for skins, insect bites, anti-itching agents, anti-dermatitis drugs, antiseptic agents, bactericides for oral cavity, nasal drops, nasal rinses However, it is not limited to these.
アラントインは、CAS番号97−59−6の化合物であり、細胞の増殖力の強化作用、創傷の修復促進作用、結膜の鎮炎作用、抗アレルギー作用等を有することが知られている。本発明に係る水性医薬組成物におけるアラントインの配合量は、目的とするアラントインの有する作用が得られ、且つアラントインが安定に配合される限り特に限定されないが、例えば、0.006w/v%(=g/100mL)以上、0.01w/v%以上、0.02w/v%以上、0.025w/v%以上、0.03w/v%以上としてもよく、0.3w/v%以下、0.15w/v%以下、0.08w/v%以下、0.06w/v%以下としてもよい。 Allantoin is a compound of CAS No. 97-59-6, and is known to have an effect of enhancing cell proliferation, an effect of promoting wound repair, an anti-allergic effect of conjunctiva, an antiallergic action, and the like. The amount of allantoin in the aqueous pharmaceutical composition according to the present invention is not particularly limited as long as the action of the target allantoin is obtained and the allantoin is stably compounded. For example, 0.006 w / v% (= g / 100 mL) or more, 0.01 w / v% or more, 0.02 w / v% or more, 0.025 w / v% or more, 0.03 w / v% or more, 0.3 w / v% or less, 0 It is good also as 15 w / v% or less, 0.08 w / v% or less, and 0.06 w / v% or less.
本発明に係る水性医薬組成物における塩化水素の配合量は、アラントインが安定化される限り特に限定されないが、例えば、0.09mg/100mL以上、0.12mg/100mL以上、0.15mg/100mL以上、0.18mg/100mL以上としてもよく、2.92mg/100mL以下、2.56mg/100mL以下、2.19mg/100mL以下、1.83mg/100mL以下としてもよい。本発明の水性医薬組成物に含まれるアラントイン1重量部に対する塩化水素の割合は、例えば、0.001以上、0.005以上、0.006以上としてもよく、0.097以下、0.085以下、0.073以下、0.061以下としても良い。また、好ましくは0.001〜0.097重量部、更に好ましくは0.005〜0.85重量部、よりいっそう好ましくは0.005〜0.073重量部、特に好ましくは0.005〜0.061重量部、最も好ましくは0.006〜0.061重量部の範囲に設定することが好ましい。 The compounding amount of hydrogen chloride in the aqueous pharmaceutical composition according to the present invention is not particularly limited as long as allantoin is stabilized. For example, 0.09 mg / 100 mL or more, 0.12 mg / 100 mL or more, 0.15 mg / 100 mL or more. 0.18 mg / 100 mL or more, or 2.92 mg / 100 mL or less, 2.56 mg / 100 mL or less, 2.19 mg / 100 mL or less, or 1.83 mg / 100 mL or less. The ratio of hydrogen chloride to 1 part by weight of allantoin contained in the aqueous pharmaceutical composition of the present invention may be, for example, 0.001 or more, 0.005 or more, 0.006 or more, 0.097 or less, 0.085 or less. , 0.073 or less, or 0.061 or less. Further, it is preferably 0.001 to 0.097 parts by weight, more preferably 0.005 to 0.85 parts by weight, still more preferably 0.005 to 0.073 parts by weight, and particularly preferably 0.005 to 0.03 parts by weight. It is preferable to set it in the range of 061 parts by weight, most preferably 0.006 to 0.061 parts by weight.
本発明に係る水性医薬組成物は、さらに塩酸ピリドキシンを含有してもよい。塩酸ピリドキシンの配合量は、アラントインが安定化される限り特に限定されず、通常水性医薬組成物に配合される量としてもよい。塩酸ピリドキシンの配合量は、例えば、0.001w/v%以上、0.002w/v%(=g/100mL)以上、0.003w/v%以上、0.004w/v%以上、0.005w/v%以上としてもよく、0.1w/v%以下、0.09w/v%以下、0.08w/v%以下、0.07w/v%以下、0.06w/v%以下、0.05w/v%以下としてもよい。 The aqueous pharmaceutical composition according to the present invention may further contain pyridoxine hydrochloride. The compounding amount of pyridoxine hydrochloride is not particularly limited as long as allantoin is stabilized, and may be an amount usually incorporated in an aqueous pharmaceutical composition. The compounding amount of pyridoxine hydrochloride is, for example, 0.001 w / v% or more, 0.002 w / v% (= g / 100 mL) or more, 0.003 w / v% or more, 0.004 w / v% or more, 0.005 w Or less than 0.1 w / v%, 0.09 w / v% or less, 0.08 w / v% or less, 0.07 w / v% or less, 0.06 w / v% or less, 0. It is good also as 05 w / v% or less.
本発明に係る水性医薬組成物は、アラントインが安定化されるため、pHを高く調節することができ、例えば、pH5.5以上、pH5.6以上、pH5.7以上、pH5.8以上としてもよく、pH6.3以下、pH6.2以下、pH6.1以下、pH6.0以下としてもよい。
pHの調節は公知の方法に従って行うことができ、例えば、水酸化ナトリウム、炭酸水素ナトリウム、炭酸ナトリウム、トリエタノールアミン、又はモノエタノールアミンを適量加えることにより、所望のpHに調節してもよい。
Since the allantoin is stabilized, the aqueous pharmaceutical composition according to the present invention can be adjusted to a high pH, for example, pH 5.5 or higher, pH 5.6 or higher, pH 5.7 or higher, or pH 5.8 or higher. It is good also as pH 6.3 or less, pH 6.2 or less, pH 6.1 or less, and pH 6.0 or less.
The pH can be adjusted according to a known method. For example, it may be adjusted to a desired pH by adding an appropriate amount of sodium hydroxide, sodium bicarbonate, sodium carbonate, triethanolamine, or monoethanolamine.
本発明に係る水性医薬組成物には、必要に応じて、水性医薬組成物に使用可能な他の成分を添加してもよい。添加する他の成分は、アラントインが安定化され、得られる水性組成物が水性医薬組成物として使用できる限り特に限定されないが、例えば、抗炎症成分、収斂成分、抗ヒスタミン成分、抗アレルギー成分、ビタミン類、アミノ酸類、抗菌成分、殺菌成分、糖類、多糖類及びその誘導体、セルロース及びその誘導体、水溶性高分子、局所麻酔成分、ステロイド成分が挙げられる。 If necessary, other components usable in the aqueous pharmaceutical composition may be added to the aqueous pharmaceutical composition according to the present invention. Other ingredients to be added are not particularly limited as long as allantoin is stabilized and the resulting aqueous composition can be used as an aqueous pharmaceutical composition. For example, anti-inflammatory ingredients, astringent ingredients, antihistamine ingredients, antiallergic ingredients, vitamins , Amino acids, antibacterial components, bactericidal components, saccharides, polysaccharides and derivatives thereof, cellulose and derivatives thereof, water-soluble polymers, local anesthetic components, and steroid components.
抗炎症薬成分又は収斂薬成分としては、例えば、硫酸亜鉛、乳酸亜鉛、イプシロン−アミノカプロン酸、インドメタシン、塩化リゾチーム、硝酸銀、プラノプロフェン、グリチルリチン酸二カリウム、ジクロフェナクナトリウム、ブロムフェナクナトリウム、サリチル酸メチルなどが挙げられる。 Anti-inflammatory components or astringent components include, for example, zinc sulfate, zinc lactate, epsilon-aminocaproic acid, indomethacin, lysozyme chloride, silver nitrate, pranoprofen, dipotassium glycyrrhizinate, diclofenac sodium, bromfenac sodium, methyl salicylate Etc.
抗ヒスタミン成分としては、フマル酸クレマスチン、塩酸ジフェンヒドラミン、ラウリル硫酸ジフェンヒドラミン、タンニン酸ジフェンヒドラミン、マレイン酸クロルフェニラミン、塩酸プロメタジン、メチレンジサリチル酸プロメタジン、パモ酸ヒドロキシジン、塩酸ホモクロルシクリジン、塩酸アゼラスチン、オキサトミド、パモ酸オキサトミド、フマル酸ケトチフェン、フマル酸エメダスチン、塩酸フェキソフェナジン、塩酸プソイドエフェドリン、塩酸エピナスチン、塩酸オロパタジン、エバスチン、塩酸セチリジン、ベシル酸ベポタスチン、及び塩酸レボセチリジン、塩酸ジフェンヒドラミン、マレイン酸クロルフェニラミンなどが挙げられる。 Antihistamine components include clemastine fumarate, diphenhydramine hydrochloride, diphenhydramine lauryl sulfate, diphenhydramine tannate, chlorpheniramine maleate, promethazine hydrochloride, promethazine methylenedisalicylate, hydroxyzine pamoate, homochlorcyclidine hydrochloride, azelastine hydrochloride, oxatomide Oxatomide pamoate, ketotifen fumarate, emedastine fumarate, fexofenadine hydrochloride, pseudoephedrine hydrochloride, epinastine hydrochloride, olopatadine hydrochloride, ebastine, cetirizine hydrochloride, bepotastine besylate, levocetirizine hydrochloride, diphenhydramine hydrochloride, chlorpheniramine hydrochloride, etc. Can be mentioned.
ビタミン類としては、例えば、ビタミンA類、ビタミンB類(ビタミンB12類以外)、ビタミンC類、ビタミンD類、ビタミンE類、及びその他のビタミン類からなる群より選択される少なくとも1種のビタミン類を含有することができる。ビタミンA類としては、例えば、レチナール、レチノール、レチノイン酸、カロチン、デヒドロレチナール、リコピン及びその薬理学的に許容される塩類などが挙げられる。ビタミンB類としては、例えば、チアミン、チアミンジスルフィド、ジセチアミン、オクトチアミン、シコチアミン、ビスイブチアミン、ビスベンチアミン、プロスルチアミン、ベンフォチアミン、フルスルチアミン、リボフラビン、フラビンアデニンジヌクレオチド、ピリドキシン、ピリドキサール、葉酸、テトラヒドロ葉酸、ジヒドロ葉酸、ニコチン酸、ニコチン酸アミド、ニコチニックアルコール、パントテン酸、パンテノール、ビオチン、コリン、イノシトール及びその薬理学的に許容されるこれらの塩類が挙げられる。ビタミンC類としては、例えば、アスコルビン酸及びその誘導体、エリソルビン酸及びその誘導体及びその薬理学的に許容される塩類などが挙げられる。ビタミンD類としては、例えば、エルゴカルシフェロール、コレカルシフェロール、ヒドロキシコレカルシフェロール、ジヒドロキシコレカルシフェロール、ジヒドロタキステロール及びその薬理学的に許容される塩類などが挙げられる。ビタミンE類としては、例えば、トコフェロール及びその誘導体、ユビキノン誘導体及びその薬理学的に許容される塩類などが挙げられる。その他のビタミン類としては、例えば、カルニチン、フェルラ酸、γ−オリザノール、オロチン酸、ルチン、エリオシトリン、ヘスペリジン及びその薬理学的に許容される塩類などが挙げられる。 Examples of vitamins include at least one vitamin selected from the group consisting of vitamin A, vitamin B (other than vitamin B12), vitamin C, vitamin D, vitamin E, and other vitamins. Can be included. Examples of vitamin A include retinal, retinol, retinoic acid, carotene, dehydroretinal, lycopene and pharmacologically acceptable salts thereof. Examples of vitamin Bs include thiamine, thiamine disulfide, dicetiamine, octothiamine, chicotiamine, bisibhiamine, bisbenchamine, prosultiamine, benfotiamine, fursultiamine, riboflavin, flavin adenine dinucleotide, pyridoxine, pyridoxal Folic acid, tetrahydrofolic acid, dihydrofolic acid, nicotinic acid, nicotinamide, nicotinic alcohol, pantothenic acid, panthenol, biotin, choline, inositol and pharmacologically acceptable salts thereof. Examples of vitamin C include ascorbic acid and derivatives thereof, erythorbic acid and derivatives thereof, and pharmacologically acceptable salts thereof. Examples of vitamin D include ergocalciferol, cholecalciferol, hydroxycholecalciferol, dihydroxycholecalciferol, dihydrotaxosterol and pharmacologically acceptable salts thereof. Examples of vitamin E include tocopherol and its derivatives, ubiquinone derivatives and pharmacologically acceptable salts thereof. Examples of other vitamins include carnitine, ferulic acid, γ-oryzanol, orotic acid, rutin, eriocitrin, hesperidin and pharmacologically acceptable salts thereof.
アミノ酸類としては、例えば、アミノエチルスルホン酸(タウリン)、グルタミン酸、クレアチニン、グルタミン酸ナトリウム、コンドロイチン硫酸ナトリウム、アスパラギン酸、アスパラギン酸カリウム、アスパラギン酸マグネシウムなどが挙げられる。これらはd体、l体又はdl体のいずれでもよい。 Examples of amino acids include aminoethylsulfonic acid (taurine), glutamic acid, creatinine, sodium glutamate, sodium chondroitin sulfate, aspartic acid, potassium aspartate, and magnesium aspartate. These may be d-form, l-form or dl-form.
抗菌薬成分又は殺菌薬成分としては、例えば、硫酸アミノデオキシカナマイシン、硫酸カナマイシン、硫酸ゲンタマイシン、硫酸シソマイシン、硫酸ストレプトマイシン、トブラマイシン、硫酸ミクロノマイシン、アルキルポリアミノエチルグリシン、クロラムフェニコール、塩酸テトラサイクリン、塩酸オキシテトラサイクリン、オフロキサシン、ノルフロキサシン、レボフロキサシン、塩酸ロメフロキサシン、スルベニシンナトリウム、塩酸セフメノキシム、ベンジルペニシリンカリウム、コリスチンメタスルホン酸ナトリウム、エリスロマイシン、ラクトビオン酸エリスロマイシン、キタサマイシン、スピラマイシン、硫酸フラジオマイシン、硫酸ポリミキシン、ジベカシン、アミカシン、硫酸アミカシン、アシクロビル、イオドデオキシサイチジン、イドクスウリジン、シクロサイチジン、シトシンアラビノシド、トリフルオロチミジン、ブロモデオキシウリジン、ポリビニルアルコールヨウ素、ヨウ素、アムホテリシンB、イソコナゾール、エコナゾール、クロトリマゾール、ナイスタチン、ピマリシン、フルオロシトシン、ミコナゾールなどが挙げられる。 Examples of the antibacterial component or bactericidal component include aminodeoxykanamycin sulfate, kanamycin sulfate, gentamicin sulfate, sisomycin sulfate, streptomycin sulfate, tobramycin, micronomycin sulfate, alkylpolyaminoethylglycine, chloramphenicol, tetracycline hydrochloride, hydrochloric acid Oxytetracycline, ofloxacin, norfloxacin, levofloxacin, romefloxacin hydrochloride, sulbenicin sodium, cefmenoxime hydrochloride, benzylpenicillin potassium, sodium colistin metasulfonate, erythromycin, erythromycin lactobionate, kitasamycin, spiramycin, fradiomycin sulfate, polymyxin sulfate, dibekacin, Amikacin, amikacin sulfate, acyclovir, iododeo Cycytidine, idoxuridine, cyclocytidine, cytosine arabinoside, trifluorothymidine, bromodeoxyuridine, polyvinyl alcohol iodine, iodine, amphotericin B, isoconazole, econazole, clotrimazole, nystatin, pimaricin, fluorocytosine, miconazole Can be mentioned.
糖類としては、例えば、単糖類、二糖類、具体的にはグルコース、トレハロース、ラクトース、フルクトースなどが挙げられる。 Examples of the saccharide include monosaccharides and disaccharides, specifically glucose, trehalose, lactose, fructose and the like.
多糖類又はその誘導体としては、例えば、ヒアルロン酸ナトリウム、コンドロイチン硫酸ナトリウムなどが挙げられる。 Examples of polysaccharides or derivatives thereof include sodium hyaluronate and sodium chondroitin sulfate.
セルロース又はその誘導体又はそれらの塩としては、例えば、カルボキシメチルセルロースナトリウム、ヒドロキシエチルセルロース、ヒドロキシプロピルメチルセルロース、ヒドロキシプロピルセルロース、メチルセルロースなどが挙げられる。 Examples of cellulose or a derivative thereof or a salt thereof include sodium carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl methyl cellulose, hydroxypropyl cellulose, and methyl cellulose.
前述以外の水溶性高分子としては、例えば、ポリビニルアルコール(完全又は部分ケン化物)、ポリビニルピロリドン、デキストリン、ポリエチレングリコールなどが挙げられる。 Examples of the water-soluble polymer other than those described above include polyvinyl alcohol (completely or partially saponified product), polyvinylpyrrolidone, dextrin, polyethylene glycol and the like.
局所麻酔薬成分としては、例えば、リドカイン、オキシブプロカイン、ジブカイン、プロカイン、アミノ安息香酸エチル、メプリルカイン、及びそれらの塩などが挙げられる。 Examples of the local anesthetic component include lidocaine, oxybuprocaine, dibucaine, procaine, ethyl aminobenzoate, meprilucaine, and salts thereof.
ステロイド成分としては、例えば、ヒドロコルチゾン、プレドニゾロン、及びそれらの塩などが挙げられる。 Examples of the steroid component include hydrocortisone, prednisolone, and salts thereof.
本明細書に係る水性医薬組成物が眼科用水性組成物である場合、上記成分に加えてさらに、眼科用水性組成物に使用可能な他の成分を添加してもよい。添加する他の成分は、アラントインが安定化され、得られる水性組成物が眼科用水性組成物として使用できる限り特に限定されないが、例えば、充血除去成分、眼調節成分、緑内障治療成分、並びに白内障治療成分等が挙げられる。
なお、本明細書において「眼科用水性組成物」とは、眼、眼に直接装着するもの、又は摘出した眼の組織に適用する水性組成物を意味する。眼科用水性組成物の具体例としては、点眼剤、洗眼剤、人工涙液、眼軟膏、コンタクトレンズ装着液、コンタクトレンズケア用剤(洗浄剤、保存液、すすぎ液、消毒液等を含む)、摘出した眼組織の保存剤、及び眼内注射剤が挙げられるが、これらに限定されない。
When the aqueous pharmaceutical composition according to the present specification is an ophthalmic aqueous composition, other components that can be used in the ophthalmic aqueous composition may be added in addition to the above components. Other components to be added are not particularly limited as long as the allantoin is stabilized and the resulting aqueous composition can be used as an ophthalmic aqueous composition. For example, a decongestant component, an eye conditioning component, a glaucoma treatment component, and a cataract treatment Components and the like.
In the present specification, the term “ophthalmic aqueous composition” means an aqueous composition that is applied to the eye, one that is directly attached to the eye, or an excised eye tissue. Specific examples of ophthalmic aqueous compositions include eye drops, eyewashes, artificial tears, eye ointments, contact lens mounting solutions, contact lens care agents (including cleaning agents, preservatives, rinses, disinfectants, etc.) These include, but are not limited to, preservatives for extracted ocular tissues and intraocular injections.
充血除去成分としては、例えば、α−アドレナリン作動薬、具体的にはエピネフリン、塩酸エピネフリン、塩酸エフェドリン、塩酸オキシメタゾリン、塩酸テトラヒドロゾリン、硝酸テトラヒドロゾリン、塩酸ナファゾリン、硝酸ナファゾリン、塩酸フェニレフリン、塩酸メチルエフェドリン、酒石酸水素エピネフリンなどが挙げられる。これらはd体、l体又はdl体のいずれでもよい。 As the decongestant component, for example, α-adrenergic agonist, specifically epinephrine, epinephrine hydrochloride, ephedrine hydrochloride, oxymetazoline hydrochloride, tetrahydrozoline hydrochloride, tetrahydrozoline nitrate, naphazoline hydrochloride, naphazoline nitrate, phenylephrine hydrochloride, methylephedrine hydrochloride, Examples include epinephrine hydrogen tartrate. These may be d-form, l-form or dl-form.
眼筋調節薬成分としては、例えば、アセチルコリンと類似した活性中心を有するコリンエステラーゼ阻害剤、具体的にはメチル硫酸ネオスチグミンなどの第4級アンモニウム化合物及びそれらの薬理学的に許容される塩類などが挙げられる。 Examples of the eye muscle modulator component include cholinesterase inhibitors having an active center similar to acetylcholine, specifically, quaternary ammonium compounds such as neostigmine methyl sulfate and pharmacologically acceptable salts thereof. It is done.
緑内障治療成分としては、例えば、レボブノロール、チモロール、及びそれらの塩などが挙げられる。 Examples of the glaucoma treatment component include levobunolol, timolol, and salts thereof.
白内障治療成分としては、例えば、ピレノキシンなどが挙げられる。 Examples of the cataract treatment component include pirenoxine.
本発明の水性医薬組成物において、これらの成分の含有割合は、用途及び含有成分の種類等に応じて適宜決定される。例えば、眼科用水性組成物の場合、組成物全体に対して、例えば0.0001〜50w/v%、0.0001〜25w/v%、0.001〜10w/v%等とすることができる。 In the aqueous pharmaceutical composition of the present invention, the content ratio of these components is appropriately determined according to the use, the kind of the contained component, and the like. For example, in the case of an ophthalmic aqueous composition, it can be, for example, 0.0001 to 50 w / v%, 0.0001 to 25 w / v%, 0.001 to 10 w / v%, or the like with respect to the entire composition. .
また、本発明の水性医薬組成物には、必要に応じて、それぞれの医薬の効果を損なわない範囲で、当該分野において通常用いられる添加剤を更に含有させることができる。このような成分としては、例えば、防腐剤、殺菌剤又は抗菌剤、増粘剤、可溶化剤又は溶解補助剤、pH調節剤、等張化剤、香料、清涼化剤、キレート剤、緩衝剤、安定化剤、基剤等が挙げられる。 In addition, the aqueous pharmaceutical composition of the present invention may further contain additives that are usually used in the art as long as they do not impair the effects of the respective drugs. Examples of such components include preservatives, bactericides or antibacterial agents, thickeners, solubilizers or solubilizers, pH adjusters, isotonic agents, fragrances, cooling agents, chelating agents, and buffering agents. , Stabilizers, bases and the like.
防腐剤、殺菌剤又は抗菌剤としては、例えば、塩酸アルキルジアミノエチルグリシン、安息香酸ナトリウム、エタノール、クロロブタノール、ソルビン酸、ソルビン酸カリウム、デヒドロ酢酸ナトリウム、パラオキシ安息香酸メチル、パラオキシ安息香酸エチル、パラオキシ安息香酸プロピル、パラオキシ安息香酸ブチル、硫酸オキシキノリン、フェネチルアルコール、ベンジルアルコール、ビグアニド化合物、アクリノールなどが挙げられる。 Examples of the preservative, bactericidal agent or antibacterial agent include alkyldiaminoethylglycine hydrochloride, sodium benzoate, ethanol, chlorobutanol, sorbic acid, potassium sorbate, sodium dehydroacetate, methyl paraoxybenzoate, ethyl paraoxybenzoate, paraoxy Examples include propyl benzoate, butyl paraoxybenzoate, oxyquinoline sulfate, phenethyl alcohol, benzyl alcohol, biguanide compounds, and acrinol.
増粘剤としては、例えば、カルボキシメチルセルロースナトリウム、デキストラン、ポリエチレングリコール、カルボキシビニルポリマー、ヒドロキシエチルセルロース、ヒドロキシプロピルメチルセルロース、ヒドロキシプロピルセルロース、メチルセルロース、ポリビニルアルコール(完全、又は部分ケン化物)、ポリビニルピロリドン、マクロゴール、コンドロイチン硫酸ナトリウムなどが挙げられる。 Examples of the thickener include sodium carboxymethylcellulose, dextran, polyethylene glycol, carboxyvinyl polymer, hydroxyethylcellulose, hydroxypropylmethylcellulose, hydroxypropylcellulose, methylcellulose, polyvinyl alcohol (completely or partially saponified product), polyvinylpyrrolidone, macrogol. And sodium chondroitin sulfate.
可溶化剤又は溶解補助剤としては、例えば、アルキルジアミノエチルグリシンなどのグリシン型両性界面活性剤、アルキルエーテルカルボン酸塩、テトラデセンスルホン酸ナトリウムなどのスルホン酸塩、ラウリル硫酸ナトリウムなどのアルキル硫酸塩、N−ココイルメチルタウリンナトリウムなどのN−アシルタウリン塩、POE(10)ラウリルエーテルリン酸ナトリウムなどのPOEアルキルエーテルリン酸及びその塩、ラウロイルメチルアラニンナトリウムなどのN−アシルアミノ酸塩、POE(3)ラウリルエーテル硫酸ナトリウムなどのPOEアルキルエーテル硫酸塩、α−オレフィンスルホン酸塩などの陰イオン界面活性剤などが挙げられる。具体的にはポリオキシエチレン硬化ヒマシ油60、ポリオキシエチレン(20)ソルビタンモノラウレート、ポリオキシエチレン(20)ソルビタンモノオレエート、ポリオキシエチレン(20)ソルビタントリステアレート、ポリオキシエチレン(20)ソルビタンオレイン酸エステル、ステアリン酸ポリオキシル40、ショ糖ステアリン酸エステル、モノステアリン酸デカグリセリル、ラウリルグルコシド、マクロゴール4000。なお、括弧内の数字は付加モル数を示す。 Examples of solubilizers or solubilizers include glycine-type amphoteric surfactants such as alkyldiaminoethylglycine, alkyl ether carboxylates, sulfonates such as sodium tetradecenesulfonate, and alkyl sulfates such as sodium lauryl sulfate. N-acyl taurine salts such as sodium N-cocoylmethyl taurate, POE alkyl ether phosphates such as POE (10) sodium lauryl ether phosphate and salts thereof, N-acyl amino acid salts such as sodium lauroylmethylalanine, POE (3 ) POE alkyl ether sulfates such as sodium lauryl ether sulfate and anionic surfactants such as α-olefin sulfonates. Specifically, polyoxyethylene hydrogenated castor oil 60, polyoxyethylene (20) sorbitan monolaurate, polyoxyethylene (20) sorbitan monooleate, polyoxyethylene (20) sorbitan tristearate, polyoxyethylene (20 ) Sorbitan oleate, polyoxyl 40 stearate, sucrose stearate, decaglyceryl monostearate, lauryl glucoside, macrogol 4000. The numbers in parentheses indicate the number of added moles.
pH調整剤としては、例えば、アミノエチルスルホン酸、イプシロン−アミノカプロン酸、酢酸、水酸化ナトリウム、炭酸水素ナトリウム、炭酸ナトリウム、トリエタノールアミン、モノエタノールアミンなどが挙げられる。 Examples of the pH adjuster include aminoethylsulfonic acid, epsilon-aminocaproic acid, acetic acid, sodium hydroxide, sodium hydrogen carbonate, sodium carbonate, triethanolamine, monoethanolamine and the like.
等張化剤としては、例えば、亜硫酸水素ナトリウム、亜硫酸ナトリウム、塩化カリウム、塩化カルシウム、塩化ナトリウム、塩化マグネシウム、酢酸カリウム、酢酸ナトリウム、炭酸水素ナトリウム、炭酸ナトリウム、チオ硫酸ナトリウム、硫酸マグネシウム、グリセリン、プロピレングリコールなどが挙げられる。 Examples of isotonic agents include sodium bisulfite, sodium sulfite, potassium chloride, calcium chloride, sodium chloride, magnesium chloride, potassium acetate, sodium acetate, sodium bicarbonate, sodium carbonate, sodium thiosulfate, magnesium sulfate, glycerin, Examples include propylene glycol.
香料又は清涼化剤としては、例えば、テルペン類(具体的には、アネトール、オイゲノール、カンフル、ゲラニオール、シネオール、ボルネオ−ル、メントール、リモネン、リュウノウなど。これらはd体、l体又はdl体のいずれでもよい。)精油(具体的には、ウイキョウ油、クールミント油、ケイヒ油、スペアミント池、ハッカ水、ハッカ油、ペパーミント油、ベルガモット油、ユーカリ油、ローズ油など)などが挙げられる。 Examples of the fragrance or the refreshing agent include terpenes (specifically, anethole, eugenol, camphor, geraniol, cineol, borneol, menthol, limonene, and agate). These are d-form, l-form or dl-form. Any of these may be used.) Essential oil (specifically, fennel oil, cool mint oil, cinnamon oil, spearmint pond, mint water, mint oil, peppermint oil, bergamot oil, eucalyptus oil, rose oil, etc.).
キレート剤としては、例えば、アスコルビン酸、エデト酸四ナトリウム、エデト酸ナトリウム、クエン酸などが挙げられる。 Examples of the chelating agent include ascorbic acid, tetrasodium edetate, sodium edetate, and citric acid.
緩衝剤としては、例えば、クエン酸、クエン酸ナトリウム、酢酸、酢酸カリウム、酢酸ナトリウム、炭酸水素ナトリウム、炭酸ナトリウム、ホウ酸、ホウ砂などが挙げられる。 Examples of the buffer include citric acid, sodium citrate, acetic acid, potassium acetate, sodium acetate, sodium hydrogen carbonate, sodium carbonate, boric acid, borax and the like.
安定剤としては、例えば、シクロデキストリン、ジブチルヒドロキシトルエン、トロメタモール、トコフェロール、ピロ亜硫酸ナトリウム、モノエタノールアミン、モノステアリン酸アルミニウムなどが挙げられる。 Examples of the stabilizer include cyclodextrin, dibutylhydroxytoluene, trometamol, tocopherol, sodium pyrosulfite, monoethanolamine, aluminum monostearate and the like.
基剤としては、例えば、オクチルドデカノール、オリブ油、ゴマ油、酸化チタン、臭化カリウム、ダイズ油、ツバキ油、トウモロコシ油、ナタネ油、パラフィン、ヒマシ油、プラスチベース、ラッカセイ油、ラノリン、ワセリンなどが挙げられる。 Examples of the base include octyldodecanol, olive oil, sesame oil, titanium oxide, potassium bromide, soybean oil, camellia oil, corn oil, rapeseed oil, paraffin, castor oil, plastibase, peanut oil, lanolin, and petrolatum. Can be mentioned.
本発明に係る水性医薬組成物は、必要に応じて、生体に許容される範囲内の浸透圧比に調節する。生理食塩液に対する浸透圧比は、0.3〜4.0、0.5〜2.0、0.5〜1.4等としてもよい。浸透圧比の調節は前記pH調整剤の他に、緩衝剤、等張化剤、及び塩類等を適宜用いて行うことができる。 The aqueous pharmaceutical composition according to the present invention is adjusted to an osmotic pressure ratio within a range acceptable for a living body, if necessary. The osmotic pressure ratio with respect to physiological saline may be 0.3 to 4.0, 0.5 to 2.0, 0.5 to 1.4, or the like. The osmotic pressure ratio can be adjusted by appropriately using a buffer, an isotonic agent, salts, and the like in addition to the pH adjuster.
本発明に係る水性医薬組成物は、公知の方法により製造できる。例えば、点眼薬、洗眼剤などの場合は、先ず各成分を混合してから、更に必要によりろ過滅菌処理を行い、最後に容器へと充填することにより調製できる。 The aqueous pharmaceutical composition according to the present invention can be produced by a known method. For example, in the case of an eye drop, an eye wash, etc., it can be prepared by first mixing each component, further subjecting to filtration sterilization if necessary, and finally filling the container.
本発明はまた、水性医薬組成物におけるアラントインの安定化方法も提供する。本発明に係る水性医薬組成物におけるアラントインの安定化方法は、水性医薬組成物に塩化水素を加える工程を含む。 The present invention also provides a method for stabilizing allantoin in an aqueous pharmaceutical composition. The method for stabilizing allantoin in an aqueous pharmaceutical composition according to the present invention includes a step of adding hydrogen chloride to the aqueous pharmaceutical composition.
発明に係る水性医薬組成物におけるアラントインの安定化方法で使用する用語のうち、上述した本発明に係る水性医薬組成物でも使用される用語は、特に断りがない限り、水性医薬組成物の場合と同義で用いられる。 Among the terms used in the method for stabilizing allantoin in the aqueous pharmaceutical composition according to the invention, the terms used in the aqueous pharmaceutical composition according to the present invention described above are those in the case of the aqueous pharmaceutical composition, unless otherwise specified. Used synonymously.
塩化水素の添加量は、アラントインが安定化される限り特に限定されず、本発明に係る水性医薬組成物と同一の量としてもよい。 The amount of hydrogen chloride added is not particularly limited as long as allantoin is stabilized, and may be the same amount as the aqueous pharmaceutical composition according to the present invention.
本発明に係る水性医薬組成物におけるアラントインの安定化方法は、水性医薬組成物に塩酸ピリドキシンを加える工程をさらに含んでもよい。水性医薬組成物に、アラントイン、塩化水素、塩酸ピリドキシン及びその他の成分を加える順序は特に限定されない。 The method for stabilizing allantoin in an aqueous pharmaceutical composition according to the present invention may further comprise adding pyridoxine hydrochloride to the aqueous pharmaceutical composition. The order in which allantoin, hydrogen chloride, pyridoxine hydrochloride and other components are added to the aqueous pharmaceutical composition is not particularly limited.
本発明に係る水性医薬組成物におけるアラントインの安定化方法は、水性医薬組成物のpHを5.5〜6.3に調節する工程を含んでいてもよい。pHの調節は、最終的に得られる水性医薬組成物のpHが5.5〜6.3に調節される限り、どの段階で行ってもよい。 The method for stabilizing allantoin in an aqueous pharmaceutical composition according to the present invention may include a step of adjusting the pH of the aqueous pharmaceutical composition to 5.5 to 6.3. The pH may be adjusted at any stage as long as the pH of the finally obtained aqueous pharmaceutical composition is adjusted to 5.5 to 6.3.
本明細書において引用されるすべての特許文献及び非特許文献の開示は、全体として本明細書に参照により組み込まれる。 The disclosures of all patent and non-patent documents cited herein are hereby incorporated by reference in their entirety.
以下、本発明を実施例に基づいて具体的に説明するが、本発明は何らこれに限定されるものではない。当業者は、本発明の意義を逸脱することなく様々な態様に本発明を変更することができ、かかる変更も本発明の範囲に含まれる。 EXAMPLES Hereinafter, although this invention is demonstrated concretely based on an Example, this invention is not limited to this at all. Those skilled in the art can change the present invention into various modes without departing from the meaning of the present invention, and such changes are also included in the scope of the present invention.
[実験例1]
以下の配合量で、眼科用水性組成物を調製した。pHは水酸化ナトリウムで調整し、滅菌精製水で全量を100mLとした。塩化水素は1Nの塩酸を用いて表中の濃度になるように調製した。
An aqueous ophthalmic composition was prepared with the following blending amounts. The pH was adjusted with sodium hydroxide, and the total volume was adjusted to 100 mL with sterilized purified water. Hydrogen chloride was prepared using 1N hydrochloric acid so as to have a concentration in the table.
60℃で1週間保存した後の配合例1〜6のアラントイン分析値を図1に示す。アラントインは、高速液体クロマトグラフィー(株)島津製作所製を用いて常法により分析した。塩化水素を適量加えると、アラントインの分解が著しく軽減されることが確認された。 FIG. 1 shows the allantoin analysis values of Formulation Examples 1 to 6 after storage at 60 ° C. for 1 week. Allantoin was analyzed by a conventional method using high performance liquid chromatography manufactured by Shimadzu Corporation. It was confirmed that the decomposition of allantoin was significantly reduced when an appropriate amount of hydrogen chloride was added.
[実験例2]
塩化水素に代えて塩化ナトリウムを用いて実験例1と同様に眼科用水性組成物を調製し、60℃で1週間保存した後、アラントイン量を分析した。各配合例の組成と、アラントイン量の分析結果を下表に示す。
An aqueous ophthalmic composition was prepared in the same manner as in Experimental Example 1 using sodium chloride instead of hydrogen chloride, and stored at 60 ° C. for 1 week, and then the amount of allantoin was analyzed. The composition of each formulation example and the analysis result of the amount of allantoin are shown in the table below.
表に示されるとおり、塩化ナトリウムを加えてもアラントインは安定化されなかった。このことから、アラントインの安定化効果は、塩化物イオンによるものではなく、塩化水素によるものと考えられた。 As shown in the table, allantoin was not stabilized even when sodium chloride was added. From this, it was considered that the stabilizing effect of allantoin was not due to chloride ions but to hydrogen chloride.
[実験例3]
pHを変えて、実験例1と同様に眼科用水性組成物を調製し、60℃で1週間保存した後、アラントイン量を分析した。各配合例の組成と、アラントイン量の分析結果を下表に示す。
An aqueous ophthalmic composition was prepared in the same manner as in Experimental Example 1 while changing the pH, and stored at 60 ° C. for 1 week, and then the amount of allantoin was analyzed. The composition of each formulation example and the analysis result of the amount of allantoin are shown in the table below.
pH6.0でもアラントインは安定であることが確認された。 Allantoin was confirmed to be stable even at pH 6.0.
[実験例4]
眼科用水性組成物によく用いられる成分を加えて、実験例1と同様に眼科用水性組成物を調製し、60℃で1週間保存した後、アラントイン量を分析した。各配合例の組成と、アラントイン量の分析結果を下表に示す。
Ingredients often used in the ophthalmic aqueous composition were added to prepare an aqueous ophthalmic composition in the same manner as in Experimental Example 1, and after storing at 60 ° C. for 1 week, the amount of allantoin was analyzed. The composition of each formulation example and the analysis result of the amount of allantoin are shown in the table below.
配合例16〜18のアラントイン量の分析結果を配合例4の結果とともに図2に示す。塩酸ピリドキシンを加えたときに、アラントインの安定性が著しく向上することが確認された。 The analysis results of the allantoin amounts of Formulation Examples 16 to 18 are shown in FIG. It was confirmed that the stability of allantoin was significantly improved when pyridoxine hydrochloride was added.
[製剤例]
実験例1と同様に、表5に示す組成の眼科用医薬組成物を調製した。
[Formulation example]
Similarly to Experimental Example 1, an ophthalmic pharmaceutical composition having the composition shown in Table 5 was prepared.
Claims (10)
塩化水素の含有量が0.1825mg/100mL〜3.285mg/100mLとなるように、前記水性医薬組成物に塩化水素を加える工程を含む、方法。 A method for stabilizing allantoin in an aqueous pharmaceutical composition comprising:
A method comprising adding hydrogen chloride to the aqueous pharmaceutical composition so that the content of hydrogen chloride is 0.1825 mg / 100 mL to 3.285 mg / 100 mL .
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R250 | Receipt of annual fees |
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R250 | Receipt of annual fees |
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R250 | Receipt of annual fees |
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