JP5355003B2 - シリコーンハイドロゲルコンタクトレンズ用点眼剤 - Google Patents
シリコーンハイドロゲルコンタクトレンズ用点眼剤 Download PDFInfo
- Publication number
- JP5355003B2 JP5355003B2 JP2008234044A JP2008234044A JP5355003B2 JP 5355003 B2 JP5355003 B2 JP 5355003B2 JP 2008234044 A JP2008234044 A JP 2008234044A JP 2008234044 A JP2008234044 A JP 2008234044A JP 5355003 B2 JP5355003 B2 JP 5355003B2
- Authority
- JP
- Japan
- Prior art keywords
- shcl
- silicone hydrogel
- ketotifen
- hydrogel contact
- discoloration
- 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 - Fee Related
Links
- 239000000017 hydrogel Substances 0.000 title claims abstract description 60
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 59
- 239000003889 eye drop Substances 0.000 title claims description 89
- 229940012356 eye drops Drugs 0.000 title claims description 46
- 150000003839 salts Chemical class 0.000 claims abstract description 84
- 238000002845 discoloration Methods 0.000 claims abstract description 64
- ZCVMWBYGMWKGHF-UHFFFAOYSA-N Ketotifene Chemical compound C1CN(C)CCC1=C1C2=CC=CC=C2CC(=O)C2=C1C=CS2 ZCVMWBYGMWKGHF-UHFFFAOYSA-N 0.000 claims abstract description 52
- 229960004958 ketotifen Drugs 0.000 claims abstract description 50
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000012085 test solution Substances 0.000 claims description 44
- YNQQEYBLVYAWNX-WLHGVMLRSA-N ketotifen fumarate Chemical compound OC(=O)\C=C\C(O)=O.C1CN(C)CCC1=C1C2=CC=CC=C2CC(=O)C2=C1C=CS2 YNQQEYBLVYAWNX-WLHGVMLRSA-N 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 34
- 238000012360 testing method Methods 0.000 claims description 34
- 229960003630 ketotifen fumarate Drugs 0.000 claims description 30
- 239000000126 substance Substances 0.000 claims description 28
- 238000012216 screening Methods 0.000 claims description 15
- 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
- 230000001629 suppression Effects 0.000 claims description 8
- 239000003112 inhibitor Substances 0.000 claims description 4
- 230000003796 beauty Effects 0.000 claims 1
- 235000021419 vinegar Nutrition 0.000 claims 1
- 239000000052 vinegar Substances 0.000 claims 1
- 238000004383 yellowing Methods 0.000 abstract description 44
- 239000002997 ophthalmic solution Substances 0.000 abstract description 5
- 229940054534 ophthalmic solution Drugs 0.000 abstract description 5
- 239000000243 solution Substances 0.000 abstract description 3
- 235000002639 sodium chloride Nutrition 0.000 description 95
- -1 trimethylsiloxy Chemical group 0.000 description 40
- 239000002253 acid Substances 0.000 description 25
- 239000000872 buffer Substances 0.000 description 19
- 239000000178 monomer Substances 0.000 description 19
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 17
- 230000000694 effects Effects 0.000 description 17
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- 238000002156 mixing Methods 0.000 description 15
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 11
- 239000001301 oxygen Substances 0.000 description 11
- 229910052760 oxygen Inorganic materials 0.000 description 11
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 10
- 239000006172 buffering agent Substances 0.000 description 10
- 230000003204 osmotic effect Effects 0.000 description 10
- 229910052710 silicon Inorganic materials 0.000 description 10
- 239000010703 silicon Substances 0.000 description 10
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 9
- 239000004094 surface-active agent Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
- 239000007951 isotonicity adjuster Substances 0.000 description 8
- 239000011780 sodium chloride Substances 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- 230000008859 change Effects 0.000 description 7
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- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 6
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 6
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 229910052783 alkali metal Inorganic materials 0.000 description 6
- 229910052784 alkaline earth metal Inorganic materials 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
- 229920001577 copolymer Polymers 0.000 description 6
- 229960001484 edetic acid Drugs 0.000 description 6
- 239000008363 phosphate buffer Substances 0.000 description 6
- 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 description 5
- 229910019142 PO4 Inorganic materials 0.000 description 5
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- 230000009471 action Effects 0.000 description 5
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- 239000004359 castor oil Substances 0.000 description 5
- 235000019438 castor oil Nutrition 0.000 description 5
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 230000035699 permeability Effects 0.000 description 5
- 235000021317 phosphate Nutrition 0.000 description 5
- VAYTZRYEBVHVLE-UHFFFAOYSA-N 1,3-dioxol-2-one Chemical compound O=C1OC=CO1 VAYTZRYEBVHVLE-UHFFFAOYSA-N 0.000 description 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 4
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 4
- 239000004327 boric acid Substances 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 4
- 239000010452 phosphate Substances 0.000 description 4
- 239000001103 potassium chloride Substances 0.000 description 4
- 235000011164 potassium chloride Nutrition 0.000 description 4
- 238000001179 sorption measurement Methods 0.000 description 4
- LVLANIHJQRZTPY-UHFFFAOYSA-N vinyl carbamate Chemical compound NC(=O)OC=C LVLANIHJQRZTPY-UHFFFAOYSA-N 0.000 description 4
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 3
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 3
- 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 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 229920001214 Polysorbate 60 Polymers 0.000 description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- 235000011054 acetic acid Nutrition 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
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- 229960002684 aminocaproic acid Drugs 0.000 description 3
- 230000003266 anti-allergic effect Effects 0.000 description 3
- 239000008365 aqueous carrier Substances 0.000 description 3
- 229960000686 benzalkonium chloride Drugs 0.000 description 3
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 description 3
- 229960001950 benzethonium chloride Drugs 0.000 description 3
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 3
- 239000001110 calcium chloride Substances 0.000 description 3
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- 150000007942 carboxylates Chemical class 0.000 description 3
- 239000007979 citrate buffer Substances 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
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- VAZJLPXFVQHDFB-UHFFFAOYSA-N 1-(diaminomethylidene)-2-hexylguanidine Polymers CCCCCCN=C(N)N=C(N)N VAZJLPXFVQHDFB-UHFFFAOYSA-N 0.000 description 2
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- LBLYYCQCTBFVLH-UHFFFAOYSA-M 2-methylbenzenesulfonate Chemical compound CC1=CC=CC=C1S([O-])(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 2
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- 239000005695 Ammonium acetate Substances 0.000 description 2
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- FWKQNCXZGNBPFD-UHFFFAOYSA-N Guaiazulene Chemical compound CC(C)C1=CC=C(C)C2=CC=C(C)C2=C1 FWKQNCXZGNBPFD-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
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- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 description 2
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- 108010014251 Muramidase Proteins 0.000 description 2
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- 229910002651 NO3 Inorganic materials 0.000 description 2
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- VYGQUTWHTHXGQB-FFHKNEKCSA-N Retinol Palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C VYGQUTWHTHXGQB-FFHKNEKCSA-N 0.000 description 2
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- 150000007513 acids Chemical class 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 150000008051 alkyl sulfates Chemical class 0.000 description 2
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
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- 150000003863 ammonium salts Chemical class 0.000 description 2
- 239000002280 amphoteric surfactant Substances 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- CUFNKYGDVFVPHO-UHFFFAOYSA-N azulene Chemical compound C1=CC=CC2=CC=CC2=C1 CUFNKYGDVFVPHO-UHFFFAOYSA-N 0.000 description 2
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- 229940068977 polysorbate 20 Drugs 0.000 description 1
- 229940101027 polysorbate 40 Drugs 0.000 description 1
- 229940113124 polysorbate 60 Drugs 0.000 description 1
- 229940099511 polysorbate 65 Drugs 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 235000007686 potassium Nutrition 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- 239000001508 potassium citrate Substances 0.000 description 1
- 229960002635 potassium citrate Drugs 0.000 description 1
- QEEAPRPFLLJWCF-UHFFFAOYSA-K potassium citrate (anhydrous) Chemical compound [K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QEEAPRPFLLJWCF-UHFFFAOYSA-K 0.000 description 1
- 235000011082 potassium citrates Nutrition 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 229940086066 potassium hydrogencarbonate Drugs 0.000 description 1
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 235000010241 potassium sorbate Nutrition 0.000 description 1
- 239000004302 potassium sorbate Substances 0.000 description 1
- 229940069338 potassium sorbate Drugs 0.000 description 1
- JVUYWILPYBCNNG-UHFFFAOYSA-N potassium;oxido(oxo)borane Chemical compound [K+].[O-]B=O JVUYWILPYBCNNG-UHFFFAOYSA-N 0.000 description 1
- 229960003101 pranoprofen Drugs 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- ZUFQODAHGAHPFQ-UHFFFAOYSA-N pyridoxine hydrochloride Chemical compound Cl.CC1=NC=C(CO)C(CO)=C1O ZUFQODAHGAHPFQ-UHFFFAOYSA-N 0.000 description 1
- 229960004172 pyridoxine hydrochloride Drugs 0.000 description 1
- 235000019171 pyridoxine hydrochloride Nutrition 0.000 description 1
- 239000011764 pyridoxine hydrochloride Substances 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229960000342 retinol acetate Drugs 0.000 description 1
- QGNJRVVDBSJHIZ-QHLGVNSISA-N retinyl acetate Chemical compound CC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C QGNJRVVDBSJHIZ-QHLGVNSISA-N 0.000 description 1
- 235000019173 retinyl acetate Nutrition 0.000 description 1
- 239000011770 retinyl acetate Substances 0.000 description 1
- 229940108325 retinyl palmitate Drugs 0.000 description 1
- 235000019172 retinyl palmitate Nutrition 0.000 description 1
- 239000011769 retinyl palmitate Substances 0.000 description 1
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
- 239000010666 rose oil Substances 0.000 description 1
- 235000019719 rose oil Nutrition 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 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
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 235000015424 sodium Nutrition 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
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 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
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 235000010265 sodium sulphite 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
- WTWSHHITWMVLBX-DKWTVANSSA-M sodium;(2s)-2-aminobutanedioate;hydron Chemical compound [Na+].[O-]C(=O)[C@@H](N)CC(O)=O WTWSHHITWMVLBX-DKWTVANSSA-M 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 235000019721 spearmint oil Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 229960005404 sulfamethoxazole Drugs 0.000 description 1
- JLKIGFTWXXRPMT-UHFFFAOYSA-N sulphamethoxazole Chemical compound O1C(C)=CC(NS(=O)(=O)C=2C=CC(N)=CC=2)=N1 JLKIGFTWXXRPMT-UHFFFAOYSA-N 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- BJORNXNYWNIWEY-UHFFFAOYSA-N tetrahydrozoline hydrochloride Chemical compound Cl.N1CCN=C1C1C2=CC=CC=C2CCC1 BJORNXNYWNIWEY-UHFFFAOYSA-N 0.000 description 1
- 229940021790 tetrahydrozoline hydrochloride Drugs 0.000 description 1
- 229960000337 tetryzoline Drugs 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- WYXIGTJNYDDFFH-UHFFFAOYSA-Q triazanium;borate Chemical compound [NH4+].[NH4+].[NH4+].[O-]B([O-])[O-] WYXIGTJNYDDFFH-UHFFFAOYSA-Q 0.000 description 1
- 235000013337 tricalcium citrate Nutrition 0.000 description 1
- UHUUYVZLXJHWDV-UHFFFAOYSA-N trimethyl(methylsilyloxy)silane Chemical compound C[SiH2]O[Si](C)(C)C UHUUYVZLXJHWDV-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 229960000281 trometamol Drugs 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
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- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 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
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 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
- 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 description 1
Images
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- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
項1. (A)ケトチフェン及びその塩からなる群より選択される少なくとも1種と、(B) エチレンジアミン酢酸、その誘導体、及びそれらの塩からなる群より選択される少なくとも1種とを含有する、シリコーンハイドロゲルコンタクトレンズ用点眼剤。
項2. (A)成分として、フマル酸ケトチフェンを含む、項1に記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
項3. (B)成分として、エチレンジアミン四酢酸及びその塩からなる群より選択される少なくとも1種を含む、項1又は2に記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
項4. 更に(C)塩化物イオンを含有する、項1乃至3のいずれかに記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
項5. 更に(E)等張化剤を含有する、項1乃至4のいずれかに記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
項6.更に(G)緩衝剤を含有する、項1乃至5のいずれかに記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
項7. (A)成分の配合割合が0.01w/v%以上である、項1乃至6のいずれかに記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
項8. (B)成分の配合割合が0.001w/v%以上である、項1乃至7のいずれかに記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
項9. シリコーンハイドロゲルコンタクトレンズがイオン性である、項1乃至8のいずれかに記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
項10. シリコーンハイドロゲルコンタクトレンズが、酸素プラズマ処理により表面処理されているレンズである、項1乃至9に記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
項11. シリコーンハイドロゲルコンタクトレンズが、シリコン含有ビニルカーバメートモノマー及びシリコン含有ビニルカルボネートモノマーからなる群より選択される少なくとも1種のシリコン含有モノマーと、親水性モノマーを含むコポリマーを素材とするレンズである、項1乃至10に記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
項12. シリコーンハイドロゲルコンタクトレンズが、トリス(トリメチルシロシキ)シリルプロピルビニルカーバメートとN-ビニル-2-ピロリドンとを構成モノマーとして含むコポリマーを素材とするレンズである、項11に記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
項13. シリコーンハイドロゲルコンタクトレンズが、酸素透過率80Dk/Lより大きいレンズである、項1乃至12のいずれかに記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
項14. シリコーンハイドロゲルコンタクトレンズが、含水率20%以上のレンズである、項1乃至13のいずれかに記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
項15. (A)ケトチフェン及びその塩からなる群より選択される少なくとも1種と、(B)エチレンジアミン酢酸、その誘導体、及びそれらの塩からなる群より選択される少なくとも1種とを併用することを特徴とする、該(A)成分を接触させることにより生じるシリコーンハイドロゲルコンタクトレンズの変色を抑制する方法。
項16. (A)ケトチフェン及びその塩からなる群より選択される少なくとも1種を含有するシリコーンハイドロゲルコンタクトレンズ用点眼剤に、(B) エチレンジアミン酢酸、その誘導体、及びそれらの塩からなる群より選択される少なくとも1種を配合することを特徴とする、該(A)成分を接触させることにより生じるシリコーンハイドロゲルコンタクトレンズの変色を抑制する作用を該点眼剤に付与する方法。
項17. (B)エチレンジアミン酢酸、その誘導体、及びそれらの塩からなる群より選択される少なくとも1種を含有する、(A)ケトチフェン及びその塩からなる群より選択される少なくとも1種を接触させることにより生じるシリコーンハイドロゲルコンタクトレンズの変色を抑制するための剤。
項18. ケトチフェン及びその塩からなる群より選択される少なくとも1種を接触させることにより生じるシリコーンハイドロゲルコンタクトレンズの変色を抑制できる変色抑制物質をスクリーニングする方法であって、
(a)ケトチフェン及びその塩からなる群より選択される少なくとも1種と被験物質とを含む被験溶液を調製する工程、
(b)上記被験溶液とシリコーンハイドロゲルコンタクトレンズとを接触させ、シリコーンハイドロゲルコンタクトレンズの変色の程度を測定する工程、及び
(c)シリコーンハイドロゲルコンタクトレンズの変色の抑制が認められる被験溶液を選び、該被験溶液に含まれる被験物質を上記変色抑制物質として選択する工程、
を含むスクリーニング方法。
本発明のSHCL用点眼剤は、ケトチフェン及びその塩からなる群より選択される少なくとも1種(以下、(A)成分と表記することもある)を含有する。ケトチフェンは、4,9−ジヒドロ−4−(1−メチル−4−ピペリジリデン)−10H−ベンゾ[4,5]シクロヘプタ[1,2−b]チオフェン−10−オンとも称される化合物である。ケトチフェン及びその塩は、抗アレルギー剤として公知の化合物であり、公知の方法により合成してもよく市販品として入手することもできる。
抗ヒスタミン剤:例えば、イプロヘプチン、ジフェンヒドラミン、マレイン酸クロルフェニラミン等。
充血除去剤:テトラヒドロゾリン、ナファゾリン、エピネフリン、エフェドリン、メチルエフェドリン等。
殺菌剤:例えば、セチルピリジニウム、ベンザルコニウム、ベンゼトニウム、クロルヘキシジン、ポリヘキサメチレンビグアニド等。
ビタミン類:フラビンアデニンジヌクレオチドナトリウム、シアノコバラミン、酢酸レチノール、パルミチン酸レチノール、塩酸ピリドキシン、パンテノール、パントテン酸カルシウム、酢酸トコフェロール等。
アミノ酸類:アスパラギン酸カリウム、アスパラギン酸マグネシウム、アミノエチルスルホン酸等。
消炎剤:例えば、グリチルリチン酸、プラノプロフェン、アラントイン、アズレン、アズレンスルホン酸、グアイアズレン、ε−アミノカプロン酸、ベルベリン、リゾチーム、甘草等。
収斂剤:例えば、亜鉛華、乳酸亜鉛、硫酸亜鉛等。
その他:例えば、クロモグリク酸ナトリウム、コンドロイチン硫酸ナトリウム、ヒアルロン酸ナトリウム、スルファメトキサゾール、及びこれらの塩等。
担体:例えば、水、含水エタノール等の水性担体。
増粘剤:例えば、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、メチルセルロース、アルギン酸、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、ヒアルロン酸ナトリウム等。
糖類:例えば、グルコース、シクロデキストリン等。
糖アルコール類:例えば、キシリトール、ソルビトール、マンニトールなど。これらはd体、l体又はdl体のいずれでもよい。
防腐剤、殺菌剤又は抗菌剤: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、塩化ベンザルコニウム、塩化ベンゼトニウム、グルコン酸クロルヘキシジン、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(具体的には、ポリヘキサメチレンビグアニド等)、グローキル(ローディア社製 商品名)等。
pH調節剤:例えば、塩酸、ホウ酸、アミノエチルスルホン酸、イプシロン−アミノカプロン酸、クエン酸、酢酸、水酸化ナトリウム、水酸化カリウム、水酸化カルシウム、水酸化マグネシウム、炭酸水素ナトリウム、炭酸ナトリウム、ホウ砂、トリエタノールアミン、モノエタノールアミン、ジイソプロパノールアミン、硫酸、リン酸、ポリリン酸、プロピオン酸、シュウ酸、グルコン酸、フマル酸、乳酸、酒石酸、リンゴ酸、コハク酸、グルコノラクトン、酢酸アンモニウム等。
安定化剤:ジブチルヒドロキシトルエン、トロメタモール、ナトリウムホルムアルデヒドスルホキシレート(ロンガリット)、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、モノステアリン酸グリセリン等。
香料又は清涼化剤:メントール、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、ボルネオール、リモネン、リュウノウ等。これらは、d体、l体又はdl体のいずれでもよく、また精油(ハッカ油、クールミント油、スペアミント油、ペパーミント油、ウイキョウ油、ケイヒ油、ベルガモット油、ユーカリ油、ローズ油等)として配合してもよい。
(i) 酸素プラズマ処理により表面処理されている。
(ii) SHCLを構成する主要な素材が、シリコン含有ビニルカーバメートモノマー及びシリコン含有ビニルカルボネートモノマーからなる群より選択される少なくとも1種のシリコン含有モノマーと、親水性モノマーを含むコポリマーである。
(iii) 酸素透過率が80Dk/Lより大きい、好ましくは100〜120Dk/L以上である。
(iv) 含水率が20%以上、好ましくは30%以上であって、90%以下、好ましくは60%以下、更に好ましくは50%以下、特に好ましくは40%以下である。
含水率(%)=(含水した水の重量/含水状態のSHCLの重量)×100
かかる含水率は、ISO18369-4:2006の記載に従って重量測定方法により測定され得る。
前述するように、上記(A)成分によって生じるSHCLの変色(黄変)を上記(B)成分によって抑制することができる。
前述するように、上記(A)成分によって生じるSHCLの変色(黄変)を上記(B)成分によって抑制することができる。
また、前述するように、本発明者によって、SHCLが上記(A)成分の接触によって変色(黄変)するという新たな知見が得られている。そこで、更に、本発明は、ケトチフェン及びその塩からなる群より選択される少なくとも1種を接触させることにより生じるSHCLの変色(黄変)を抑制できる変色抑制物質をスクリーニングする方法をも提供する。具体的には、本スクリーニング方法は、下記(a)〜(c)工程を包含する方法である:
(a)ケトチフェン及びその塩からなる群より選択される少なくとも1種と被験物質とを含む被験溶液を調製する工程、
(b)上記被験溶液とSHCLとを接触させ、SHCLの変色(黄変)の程度を測定する工程、及び
(c)SHCLの変色(黄変)の抑制が認められる被験溶液を選び、該被験溶液に含まれる被験物質を上記変色抑制物質として選択する工程
を含むスクリーニング方法。
参考試験例1:フマル酸ケトチフェン含有点眼剤が、SCLの色調に及ぼす影響の検討
フマル酸ケトチフェンを含有する点眼剤がSCLの色調に対して及ぼす影響を検討するために、以下の試験を行った。なお、本試験で使用したSCLは、表1に示すシリコーンハイドロゲルコンタクトレンズ(レンズA)及び非シリコーンハイドロゲルコンタクトレンズ(レンズB)である。
フマル酸ケトチフェンにより生じるSHCLの黄変に対する緩衝剤の影響を検討するために、表1に示すレンズA(SHCL)を用い、表3に示す試験液を使用して、上記参考試験例1と同様の試験を実施した。
表1に示すレンズA(SHCL)を、表4に示す各試験液10mlに一枚づつ浸し34℃、120rpm条件下で24時間振とうした(サンプル群)。フマル酸ケトチフェンのコンタクトレンズへの吸着量を測定するために、各試験液のみを10ml充填したもの(ブランク群)も同様の条件で振とうした。
表1に示すレンズA(SHCL)を、表5に示す各試験液10mlに一枚づつ浸し34℃、120rpm条件下で24時間振とうした。
表6に記載の処方で、SHCL用点眼剤(実施例6−17)が調製される。
Claims (4)
- (A)ケトチフェン及びその塩からなる群より選択される少なくとも1種と、(B)エチレンジアミン酢酸及びその塩からなる群より選択される少なくとも1種とを含有する、シリコーンハイドロゲルコンタクトレンズ用点眼剤。
- (A)成分として、フマル酸ケトチフェンを含む、請求項1に記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
- (B)成分として、エチレンジアミン四酢酸及びその塩からなる群より選択される少なくとも1種を含む、請求項1又は2に記載のシリコーンハイドロゲルコンタクトレンズ用点眼剤。
- ケトチフェン及びその塩からなる群より選択される少なくとも1種を接触させることにより生じるシリコーンハイドロゲルコンタクトレンズの変色を抑制できる変色抑制物質をスクリーニングする方法であって、
(a)ケトチフェン及びその塩からなる群より選択される少なくとも1種と被験物質とを含む被験溶液を調製する工程、
(b)上記被験溶液とシリコーンハイドロゲルコンタクトレンズとを接触させ、シリコーンハイドロゲルコンタクトレンズの変色の程度を測定する工程、及び
(c) シリコーンハイドロゲルコンタクトレンズの変色の抑制が認められる被験溶液を選び、該被験溶液に含まれる被験物質を上記変色抑制物質として選択する工程、
を含むスクリーニング方法。
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