JPS63211218A - Composition for oral cavity application - Google Patents
Composition for oral cavity applicationInfo
- Publication number
- JPS63211218A JPS63211218A JP4486787A JP4486787A JPS63211218A JP S63211218 A JPS63211218 A JP S63211218A JP 4486787 A JP4486787 A JP 4486787A JP 4486787 A JP4486787 A JP 4486787A JP S63211218 A JPS63211218 A JP S63211218A
- Authority
- JP
- Japan
- Prior art keywords
- salt
- hinokitiol
- carboxylic acid
- sodium
- type amphoteric
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 29
- 210000000214 mouth Anatomy 0.000 title abstract 3
- FUWUEFKEXZQKKA-UHFFFAOYSA-N beta-thujaplicin Chemical compound CC(C)C=1C=CC=C(O)C(=O)C=1 FUWUEFKEXZQKKA-UHFFFAOYSA-N 0.000 claims abstract description 58
- TUFYVOCKVJOUIR-UHFFFAOYSA-N alpha-Thujaplicin Natural products CC(C)C=1C=CC=CC(=O)C=1O TUFYVOCKVJOUIR-UHFFFAOYSA-N 0.000 claims abstract description 29
- 229930007845 β-thujaplicin Natural products 0.000 claims abstract description 29
- 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 abstract description 22
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 229960003237 betaine Drugs 0.000 claims abstract description 17
- 229960001484 edetic acid Drugs 0.000 claims abstract description 12
- 150000003839 salts Chemical class 0.000 claims abstract description 11
- 239000002280 amphoteric surfactant Substances 0.000 claims description 17
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical group C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 claims description 16
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 12
- 229940124274 edetate disodium Drugs 0.000 claims description 6
- 125000002636 imidazolinyl group Chemical group 0.000 claims 2
- 239000000606 toothpaste Substances 0.000 abstract description 9
- 229940034610 toothpaste Drugs 0.000 abstract description 6
- QNDGQRJVVZJMJO-UHFFFAOYSA-N 2-(2-undecyl-4,5-dihydroimidazol-1-yl)ethanol Chemical compound CCCCCCCCCCCC1=NCCN1CCO QNDGQRJVVZJMJO-UHFFFAOYSA-N 0.000 abstract description 3
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 2
- 239000003899 bactericide agent Substances 0.000 abstract description 2
- 239000007788 liquid Substances 0.000 abstract description 2
- 230000000144 pharmacologic effect Effects 0.000 abstract description 2
- 239000011734 sodium Substances 0.000 abstract description 2
- 229910052708 sodium Inorganic materials 0.000 abstract description 2
- 239000002563 ionic surfactant Substances 0.000 abstract 3
- 239000000551 dentifrice Substances 0.000 abstract 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000001768 carboxy methyl cellulose Substances 0.000 description 8
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 7
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 7
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 7
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- FUFJGUQYACFECW-UHFFFAOYSA-L calcium hydrogenphosphate Chemical compound [Ca+2].OP([O-])([O-])=O FUFJGUQYACFECW-UHFFFAOYSA-L 0.000 description 6
- 235000019700 dicalcium phosphate Nutrition 0.000 description 6
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 5
- 235000011187 glycerol Nutrition 0.000 description 5
- AMCPECLBZPXAPB-UHFFFAOYSA-N propane-1,2,3-triol;sodium Chemical compound [Na].OCC(O)CO AMCPECLBZPXAPB-UHFFFAOYSA-N 0.000 description 5
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 5
- FTLYMKDSHNWQKD-UHFFFAOYSA-N (2,4,5-trichlorophenyl)boronic acid Chemical compound OB(O)C1=CC(Cl)=C(Cl)C=C1Cl FTLYMKDSHNWQKD-UHFFFAOYSA-N 0.000 description 4
- 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 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000000796 flavoring agent Substances 0.000 description 4
- 235000019634 flavors Nutrition 0.000 description 4
- 239000003205 fragrance Substances 0.000 description 4
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 4
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 4
- 229940085605 saccharin sodium Drugs 0.000 description 4
- 239000000600 sorbitol Substances 0.000 description 4
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 235000010418 carrageenan Nutrition 0.000 description 3
- 239000000679 carrageenan Substances 0.000 description 3
- 229920001525 carrageenan Polymers 0.000 description 3
- 229940113118 carrageenan Drugs 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 3
- XPALGXXLALUMLE-UHFFFAOYSA-N 2-(dimethylamino)tetradecanoic acid Chemical compound CCCCCCCCCCCCC(N(C)C)C(O)=O XPALGXXLALUMLE-UHFFFAOYSA-N 0.000 description 2
- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 229920001214 Polysorbate 60 Polymers 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 2
- CUFNKYGDVFVPHO-UHFFFAOYSA-N azulene Chemical compound C1=CC=CC2=CC=CC2=C1 CUFNKYGDVFVPHO-UHFFFAOYSA-N 0.000 description 2
- JUNWLZAGQLJVLR-UHFFFAOYSA-J calcium diphosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])(=O)OP([O-])([O-])=O JUNWLZAGQLJVLR-UHFFFAOYSA-J 0.000 description 2
- 229940043256 calcium pyrophosphate Drugs 0.000 description 2
- 235000019821 dicalcium diphosphate Nutrition 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229920000609 methyl cellulose Polymers 0.000 description 2
- 239000001923 methylcellulose Substances 0.000 description 2
- 235000010981 methylcellulose Nutrition 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 2
- 239000001540 sodium lactate Substances 0.000 description 2
- 235000011088 sodium lactate Nutrition 0.000 description 2
- 229940005581 sodium lactate Drugs 0.000 description 2
- -1 sucrose fatty acid ester Chemical class 0.000 description 2
- XGRSAFKZAGGXJV-UHFFFAOYSA-N 3-azaniumyl-3-cyclohexylpropanoate Chemical compound OC(=O)CC(N)C1CCCCC1 XGRSAFKZAGGXJV-UHFFFAOYSA-N 0.000 description 1
- IJALWSVNUBBQRA-UHFFFAOYSA-N 4-Isopropyl-3-methylphenol Chemical compound CC(C)C1=CC=C(O)C=C1C IJALWSVNUBBQRA-UHFFFAOYSA-N 0.000 description 1
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 1
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- POJWUDADGALRAB-PVQJCKRUSA-N Allantoin Natural products NC(=O)N[C@@H]1NC(=O)NC1=O POJWUDADGALRAB-PVQJCKRUSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- DQFBYFPFKXHELB-UHFFFAOYSA-N Chalcone Natural products C=1C=CC=CC=1C(=O)C=CC1=CC=CC=C1 DQFBYFPFKXHELB-UHFFFAOYSA-N 0.000 description 1
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 description 1
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 1
- 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 description 1
- 108010001682 Dextranase Proteins 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 239000004378 Glycyrrhizin Substances 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 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 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- 235000014749 Mentha crispa Nutrition 0.000 description 1
- 244000246386 Mentha pulegium Species 0.000 description 1
- 235000016257 Mentha pulegium Nutrition 0.000 description 1
- 244000078639 Mentha spicata Species 0.000 description 1
- 235000004357 Mentha x piperita Nutrition 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- 108010014251 Muramidase Proteins 0.000 description 1
- 102000016943 Muramidase Human genes 0.000 description 1
- 108010062010 N-Acetylmuramoyl-L-alanine Amidase Proteins 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- UEDUENGHJMELGK-HYDKPPNVSA-N Stevioside Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O UEDUENGHJMELGK-HYDKPPNVSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
- YUHVOWXJFDOPMW-UHFFFAOYSA-N [Co].[Na].[Na] Chemical compound [Co].[Na].[Na] YUHVOWXJFDOPMW-UHFFFAOYSA-N 0.000 description 1
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- HFWPXARYYXLTQE-UHFFFAOYSA-N [Mg].[K].[K] Chemical compound [Mg].[K].[K] HFWPXARYYXLTQE-UHFFFAOYSA-N 0.000 description 1
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- BRMNGOYLNYWBET-UHFFFAOYSA-N [Na].[Na].[Ba] Chemical compound [Na].[Na].[Ba] BRMNGOYLNYWBET-UHFFFAOYSA-N 0.000 description 1
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- XJEFDEMQZDDYPX-UHFFFAOYSA-N [Na].[Na].[Pb] Chemical compound [Na].[Na].[Pb] XJEFDEMQZDDYPX-UHFFFAOYSA-N 0.000 description 1
- FHPXQPVECZXBGK-UHFFFAOYSA-N [Na].[Zn].[Na] Chemical compound [Na].[Zn].[Na] FHPXQPVECZXBGK-UHFFFAOYSA-N 0.000 description 1
- 239000003082 abrasive agent Substances 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
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- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- LFVVNPBBFUSSHL-UHFFFAOYSA-N alexidine Chemical compound CCCCC(CC)CNC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NCC(CC)CCCC LFVVNPBBFUSSHL-UHFFFAOYSA-N 0.000 description 1
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- 235000011010 calcium phosphates Nutrition 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
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- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- QGGZBXOADPVUPN-UHFFFAOYSA-N dihydrochalcone Chemical compound C=1C=CC=CC=1C(=O)CCC1=CC=CC=C1 QGGZBXOADPVUPN-UHFFFAOYSA-N 0.000 description 1
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- QLBHNVFOQLIYTH-UHFFFAOYSA-L dipotassium;2-[2-[bis(carboxymethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [K+].[K+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O QLBHNVFOQLIYTH-UHFFFAOYSA-L 0.000 description 1
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- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
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- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 229960002668 sodium chloride Drugs 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 235000013024 sodium fluoride Nutrition 0.000 description 1
- 239000011775 sodium fluoride Substances 0.000 description 1
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 description 1
- 229940075560 sodium lauryl sulfoacetate Drugs 0.000 description 1
- AQMNWCRSESPIJM-UHFFFAOYSA-M sodium metaphosphate Chemical compound [Na+].[O-]P(=O)=O AQMNWCRSESPIJM-UHFFFAOYSA-M 0.000 description 1
- 229960004711 sodium monofluorophosphate Drugs 0.000 description 1
- UAJTZZNRJCKXJN-UHFFFAOYSA-M sodium;2-dodecoxy-2-oxoethanesulfonate Chemical compound [Na+].CCCCCCCCCCCCOC(=O)CS([O-])(=O)=O UAJTZZNRJCKXJN-UHFFFAOYSA-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
- 229940013618 stevioside Drugs 0.000 description 1
- OHHNJQXIOPOJSC-UHFFFAOYSA-N stevioside Natural products CC1(CCCC2(C)C3(C)CCC4(CC3(CCC12C)CC4=C)OC5OC(CO)C(O)C(O)C5OC6OC(CO)C(O)C(O)C6O)C(=O)OC7OC(CO)C(O)C(O)C7O OHHNJQXIOPOJSC-UHFFFAOYSA-N 0.000 description 1
- 235000019202 steviosides Nutrition 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- GYDJEQRTZSCIOI-LJGSYFOKSA-N tranexamic acid Chemical compound NC[C@H]1CC[C@H](C(O)=O)CC1 GYDJEQRTZSCIOI-LJGSYFOKSA-N 0.000 description 1
- 229960000401 tranexamic acid Drugs 0.000 description 1
- DQFBYFPFKXHELB-VAWYXSNFSA-N trans-chalcone Chemical compound C=1C=CC=CC=1C(=O)\C=C\C1=CC=CC=C1 DQFBYFPFKXHELB-VAWYXSNFSA-N 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- VXYADVIJALMOEQ-UHFFFAOYSA-K tris(lactato)aluminium Chemical compound CC(O)C(=O)O[Al](OC(=O)C(C)O)OC(=O)C(C)O VXYADVIJALMOEQ-UHFFFAOYSA-K 0.000 description 1
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 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
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明はヒノキチオール含有口腔用組成物に関し、更に
詳細には、ヒノキチオールの保存安定性に優れた口腔用
組成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to an oral composition containing hinokitiol, and more particularly to an oral composition containing hinokitiol with excellent storage stability.
従来、歯磨等の口腔用組成物に有効成分として、ヒノキ
チオール等の殺菌剤を配合し、この強力な殺菌作用によ
り歯周疾患の予防、治療を行うことは知られている。し
かしながら、歯磨等の口腔用組成物にヒノキチオールを
配合した場合、その保存安定性が低下するという欠点が
あった。特に、この傾向は口腔用組成物を高温保存した
場合に著しく、高温下で長期間保存した後のヒノキチオ
ールの残存率が究めて低くなるという問題があった。BACKGROUND ART Conventionally, it has been known that a bactericidal agent such as hinokitiol is added as an active ingredient to oral compositions such as toothpaste, and this strong bactericidal action is used to prevent and treat periodontal diseases. However, when hinokitiol is blended into oral compositions such as toothpastes, there is a drawback that the storage stability thereof is reduced. In particular, this tendency is remarkable when oral compositions are stored at high temperatures, and there is a problem in that the residual rate of hinokitiol becomes extremely low after long-term storage at high temperatures.
従って、練歯磨等の口腔用組成物に安定にヒノキチオー
ルを配合することが望まれている。Therefore, it is desired to stably incorporate hinokitiol into oral compositions such as toothpaste.
従って本発明の目的は、ヒノキチオールの保存安定性が
改良されたヒノキチオール含有口腔用組成物を提供する
ことである。Therefore, an object of the present invention is to provide a hinokitiol-containing oral composition in which the storage stability of hinokitiol is improved.
上記目的は、ヒノキチオール含有口腔用組成物に、エデ
ト酸(エチレンジアミン四酢酸)またはその塩と、カル
ボン酸型両性界面活性剤とを添加することにより達成さ
れる。The above object is achieved by adding edetic acid (ethylenediaminetetraacetic acid) or a salt thereof and a carboxylic acid type amphoteric surfactant to a hinokitiol-containing oral composition.
すなわち、本発明に係る口腔用組成物はヒノキチオール
を含有する口腔用組成物に対しエデト酸またはその塩と
、カルボン酸型両性界面活性剤を配合してなるもので、
練肉層、液状両層等の歯磨類などとして適用されるもの
である。That is, the oral composition according to the present invention is obtained by blending edetic acid or a salt thereof and a carboxylic acid type amphoteric surfactant into an oral composition containing hinokitiol.
It is applied as a toothpaste, etc. with a paste layer and a liquid layer.
ヒノキチオールの配合量は組成物全体のo、 o o
i〜1%(重量%、以下同じ)が適当である。The amount of hinokitiol in the entire composition is o, o o
i to 1% (weight %, same hereinafter) is suitable.
またエデト酸またはその塩の配合量は組成物全体の0.
1〜5%が適当である。In addition, the amount of edetic acid or its salt is 0.00% of the total composition.
1 to 5% is appropriate.
エデト酸の塩として好ましいものはニカリウム塩、三カ
リウム塩、ニカリウムマグネシウム塩、ニナトリウム塩
、三ナトリウム塩、四ナトリウム塩、ニナトリウムバリ
ウム塩、ニナトリウムカルシウム塩、ニナトリウムコバ
ルト塩、ニナトリウム銅塩、ニナトリウム鉄塩、ニナト
リウムマグネシウム塩、ニナトリウムマンガン塩、ニナ
トリウム鉛塩、ニナトリウム亜鉛塩などがあげられる。Preferred salts of edetic acid are dipotassium salt, tripotassium salt, dipotassium magnesium salt, disodium salt, trisodium salt, tetrasodium salt, disodium barium salt, disodium calcium salt, disodium cobalt salt, and disodium copper salt. , disodium iron salt, disodium magnesium salt, disodium manganese salt, disodium lead salt, disodium zinc salt, etc.
カルボン酸型両性界面活性剤としては、ベタイン型、イ
ミダゾリン型、イミダゾリンベタイン型等の両性界面活
性剤があげられる。具体例としては、2−ウンデシル−
ヒドロキシエチルイミダゾリンベンタイン、ドデシルポ
リアミノエチルグリシン、2−アルキル−N−カルボキ
シメチル−N−ヒドロキシエチルイミダゾリニウムベタ
イン、 ・2−アルキル−N−カルボキシメチル−N
−ヒドロキシイミダゾリニウムベタイン、ラウリルジメ
チルアミノ酢酸ベクインなどがあげられる。Examples of carboxylic acid type amphoteric surfactants include betaine type, imidazoline type, and imidazoline betaine type amphoteric surfactants. A specific example is 2-undecyl-
Hydroxyethylimidazolinium betaine, dodecylpolyaminoethylglycine, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, 2-alkyl-N-carboxymethyl-N
-Hydroxyimidazolinium betaine, lauryldimethylaminoacetic acid bequine, and the like.
カルボン酸型両性界面活性剤の配合量は、組成物全体の
0.1〜5%、特に、0.5〜3%とすることが望まし
い。The amount of the carboxylic acid type amphoteric surfactant to be blended is preferably 0.1 to 5%, particularly 0.5 to 3%, based on the total composition.
本発明において、エデト酸二ナトリウムとベタイン型両
性界面活性剤の組み合せが最も好ましい。In the present invention, the combination of edetate disodium and a betaine type amphoteric surfactant is most preferred.
本発明のヒノキチオール含有口腔用組成物は、通常の口
腔用組成物に使用される次のような各種成分を配合する
ことができる。The hinokitiol-containing oral composition of the present invention can contain the following various components used in ordinary oral compositions.
保 湿 剤:グリセリン、ソルビトール、プロピレング
リコール、ポリエチレン
グリコール、キシリトール、ジン
ロピレングリコール、乳酸ナトリ
ウム、マルチトール等
研 摩 剤:歯磨用リン酸水素カルシウム、無水リン酸
カルシウム、ビロリン酸
カルシウム、炭酸カルシウム、結
晶セルロース、水酸化アルミニラ
ム、不溶性メタリン酸ナトリウム
等
発 泡 剤ニラウリル硫酸ナトリウム、ドデシルベンゼ
ンスルホン酸ナトリウム、
ラウリルスルホ酢酸ナトリウム、
N−ラウロイルザルコシン酸ナト
リウム、ショ糖脂肪酸エステル、
ポリオキシエチレンソルビタン、
ポリオキシエチレンソルビタン
ルエーテル、アルキロールアミド
等
粘 結 剤:カルボキシメチルセルロース、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、アルギン酸塩、カラギーナン、
アラビアガム、ポリビニルアルコ
ール、メチルセルロース等
甘 味 剤:サッカリンナトリウム、ステビオサイド、
グリチルリチン、カルコ
ン、ジヒドロカルコン等
防 腐 剤:パラオキシ安息香酸エステル類等香
料:ペパーミント、スペアミント等の精油、2−メン
トール等の香料素
材等
有 効 成 分:塩化リゾチーム、デキストラナーゼ、
溶菌酵素、ムタナーゼ、クロ
ルヘキシジン、ソルビン酸、アレ
キシジン、セチルピリジニラムク
ロライド、アルキルグリシン、塩
化ナトリウム、アラントイン、ε
−アミノカプロン酸、トラネキサ
ム酸、アズレン、フッ化ナトリウ
ム、モノフルオロリン酸ナトリウ
ム等のフッ化物、イソプロピルメ
チルフェノール等
そ の 他:乳酸アルミニウム、色素、BHT。Moisturizing agents: Glycerin, sorbitol, propylene glycol, polyethylene glycol, xylitol, zinlopylene glycol, sodium lactate, maltitol, etc. Abrasive agents: Calcium hydrogen phosphate for toothpaste, anhydrous calcium phosphate, calcium birophosphate, calcium carbonate, crystalline cellulose, water Foaming agents such as aluminum oxide, insoluble sodium metaphosphate, sodium nilauryl sulfate, sodium dodecylbenzenesulfonate, sodium lauryl sulfoacetate, sodium N-lauroyl sarcosinate, sucrose fatty acid ester, polyoxyethylene sorbitan, polyoxyethylene sorbitan ether, Binder such as alkylolamide: carboxymethyl cellulose, sodium carboxymethyl cellulose, hydroxyethyl cellulose, alginate, carrageenan, gum arabic, polyvinyl alcohol, methyl cellulose, etc. Sweetener: sodium saccharin, stevioside,
Glycyrrhizin, chalcone, dihydrochalcone, etc. Preservatives: paraoxybenzoic acid esters, etc.
Ingredients: Essential oils such as peppermint and spearmint, fragrance materials such as 2-menthol, etc. Effective ingredients: Lysozyme chloride, dextranase,
Fluorides such as bacteriolytic enzyme, mutanase, chlorhexidine, sorbic acid, alexidine, cetylpyridinylam chloride, alkylglycine, sodium chloride, allantoin, ε-aminocaproic acid, tranexamic acid, azulene, sodium fluoride, sodium monofluorophosphate, Isopropyl methyl phenol, etc. Others: aluminum lactate, pigment, BHT.
等 以下に実験例を示し本発明の効果を具体的に示す。etc Experimental examples are shown below to specifically illustrate the effects of the present invention.
実験例
エデト酸ニナトリウムとカルボン酸型両性界面活性剤と
して2−ウンデシル−ヒドロキシエチルイミダゾリンベ
タインを配合すると共にヒノキチオールを配合した下記
組成物の試料両層(配合量は表1に示す)をそれぞれ調
整しチニーブに充填した。次にこれらの練歯磨を50℃
恒温室において1ケ月間保存した後、ヒノキチオール残
存率を測定した。比較対象のためエデト酸二ナトリウム
又はカルボン酸型両性界面活性剤を配合しない練歯磨に
ついても同様の実験を行った。その結果を表1に示す。Experimental Example Samples of the following composition containing disodium edetate and 2-undecyl-hydroxyethylimidazoline betaine as a carboxylic acid type amphoteric surfactant, as well as hinokitiol. Both layers (the blending amounts are shown in Table 1) were prepared respectively. Filled into chinibu. Next, heat these toothpastes to 50℃.
After being stored in a constant temperature room for one month, the residual rate of hinokitiol was measured. For comparison purposes, similar experiments were conducted on toothpastes that did not contain disodium edetate or carboxylic acid type amphoteric surfactants. The results are shown in Table 1.
ヒノキチオールはエタノールで抽出ののち、塩化第二鉄
で発色させ、分光光度計で吸光度を測定し、残存率を計
算した。After extracting hinokitiol with ethanol, it was colored with ferric chloride, the absorbance was measured with a spectrophotometer, and the residual rate was calculated.
練歯磨の組成
炭酸カルシウム 42.0%無水ケ
イ酸 3.0グリセリン
15.0カルボキシメチルセルロー
ス 1.0ナトリウム
ラウリル硫酸ナトリウム 0.5エデト酸
二ナトリウム 表1に示す量2−ウンデルー
ヒドロキシエチル
イミダゾリンベタイン(A) 表1に示す量ヒノ
キチオール 0・05サツカリン
ナトリウム 0.05香 料
0.5精
製 氷
残更に、エデト酸及びカルボン酸型両性界面活性剤の
種類及び配合量を変化させ同様の実験を行ったところ、
表2の結果が得られた。Composition of toothpaste Calcium carbonate 42.0% Silicic anhydride 3.0 Glycerin
15.0 Carboxymethyl cellulose 1.0 Sodium lauryl sulfate 0.5 Disodium edetate Amount shown in Table 1 2-underuhydroxyethylimidazoline betaine (A) Amount shown in Table 1 Hinokitiol 0.05 Saccharin sodium 0.05 Fragrance 0.5 Refined Ice
In addition, similar experiments were conducted with different types and amounts of edetic acid and carboxylic acid type amphoteric surfactants.
The results shown in Table 2 were obtained.
表2 以下に本発明の実施例を示す。Table 2 Examples of the present invention are shown below.
実施例1
リン酸水素カルシウム 41. Ogカルボ
キシメチルセルロース 1.0ナトリウム
グリセリン 25.0ラウリル硫酸
ナトリウム 0.5サツカリンナトリウム
0.12−ウンデシルーヒドロキシエチ
5.0ルーイミダゾリンベタイン
エデト酸二ナトリウム 0.5ヒノキチオ
ール 0.1香 料
0.5水にて全量
を100gとする。Example 1 Calcium hydrogen phosphate 41. Og carboxymethyl cellulose 1.0 Sodium glycerin 25.0 Sodium lauryl sulfate 0.5 Sodium saccharin
0.12-undecyl-hydroxyethyl 5.0 imidazoline betaine edetate disodium 0.5 hinokitiol 0.1 fragrance
Add 0.5 water to make the total amount 100 g.
実施例2
リン酸水素カルシウム 35. Ogカル
ボキシメチルセルロース 1.0ナトリウム
グリセリン 15.0ソルビトール
10.0塩化ナトリウム
5.0サツカリンナトリウム
0.052−ウンデシルーヒドロキシエチ 1.
5ルーイミダゾリンベタイン
エデト酸二ナトリウム 1.0ヒノキチオ
ール 0.05香 料
0.9水にて全潰
を100gとする。Example 2 Calcium hydrogen phosphate 35. Og Carboxymethyl Cellulose 1.0 Sodium Glycerin 15.0 Sorbitol 10.0 Sodium Chloride
5.0 Saccharin Sodium
0.052-undecyl-hydroxyethyl 1.
5 Ruimidazoline betaine edetate disodium 1.0 Hinokitiol 0.05 Flavor
Add 0.9 water to make 100 g.
実施例3
ピロリン酸カルシウム 38. Ogカル
ボキシメチルセルロース 1.2ナトリウム
グリセリン 10.0ソルビトール
20.0サツカリンナトリウム
0.052−ウンデシルーヒドロキシエ
チ 2.0ルーイミダゾリンベタイン
エデト酸二ナトリウム 2.0ヒノキチオ
ール 0.5香 料
0.9水にて全量を100gとする。Example 3 Calcium pyrophosphate 38. Og carboxymethyl cellulose 1.2 sodium glycerin 10.0 sorbitol 20.0 saccharin sodium
0.052-Undecyl-hydroxyethyl 2.0 Imidazoline betaine edetate disodium 2.0 Hinokitiol 0.5 Fragrance
Add 0.9 water to make the total amount 100 g.
実施例4
リン酸水素カルシウム 40.0 gメチル
セルロース 1.5酢酸トコフエロー
ル 0.1グリセリン
25.0ラウリル硫酸ナトリウム 1.
0サツカリンナトリウム 0.1ドデシ
ルポリアミノエチルグリシ 3,0ン
エデト酸二ナトリウム 3.0ヒノキチオ
ール 0.01香 料
0.5水にて全量
を100gとする。Example 4 Calcium hydrogen phosphate 40.0 g Methyl cellulose 1.5 Tocopherol acetate 0.1 Glycerin
25.0 Sodium lauryl sulfate 1.
0 Saccharin Sodium 0.1 Dodecylpolyaminoethylglycide 3,0 Nedetate Disodium 3.0 Hinokitiol 0.01 Flavor
Add 0.5 water to make the total amount 100 g.
実施例5
ピロリン酸カルシウム 38.0 g無水
ケイ酸 5.0カルボキシメチ
ルセルロース 1.2ナトリウム
グリセリン 15.0ソルビトール
15.0サツカリンナトリウム
0.12−アルキル−N−カルボキシメ
3.0チル−N−ヒドロキシイミダゾ
リニウムベタイン
エデト酸四ナトリウム 0.5ヒノキチオ
ール 0.1香 料
0.9水にて全量を1
00gとする。Example 5 Calcium pyrophosphate 38.0 g Silicic anhydride 5.0 Carboxymethylcellulose 1.2 Sodium Glycerin 15.0 Sorbitol 15.0 Sodium saccharin
0.12-Alkyl-N-carboxyme 3.0Thyl-N-hydroxyimidazolinium betaine edetate tetrasodium 0.5Hinokitiol 0.1Fragrance
0.9 The total amount is 1 with water.
00g.
実施例6
炭酸カルシウム 45. Ogカラギ
ーナン 1.5塩化ナトリウム
5.0グリセリン
25.0ラウリル硫酸ナトリウム 1.
0炭酸水素ナトリウム 5.02−アル
キル−N−カルボキシメ 3.0チル−N−ヒドロキ
シイミダゾ
リニウムベタイン
エデト酸二ナトリウム 3.0ヒノキチオ
ール 0.05香 料
0.5水にて全量を
100gとする。Example 6 Calcium carbonate 45. Og carrageenan 1.5 sodium chloride
5.0 glycerin
25.0 Sodium lauryl sulfate 1.
0 Sodium hydrogen carbonate 5.0 2-Alkyl-N-carboxyme 3.0 Thyl-N-hydroxyimidazolinium betaine edetate disodium 3.0 Hinokitiol 0.05 Flavor
Add 0.5 water to make the total amount 100 g.
実施例7
リン酸水素カルシウム 25.0 g無水ケ
イ酸 10.0カルボキシメチル
セルロース 1.5ナトリウム
グリセリン 20.0ジプロピレン
グリコール 5.0サツカリンナトリウム
0.052−アルキル−N−カルボキシ
メ 3.0チル−N−ヒドロキシイミダゾ
リニウムベタイン
エデト酸二カリウム 0.5ヒノキチオ
ール 0605香 料
0.45水にて全量
を100gとする。Example 7 Calcium hydrogen phosphate 25.0 g Silicic anhydride 10.0 Carboxymethyl cellulose 1.5 Sodium glycerin 20.0 Dipropylene glycol 5.0 Sodium saccharin
0.052-Alkyl-N-carboxyme 3.0Tyl-N-hydroxyimidazolinium betaine edetate dipotassium 0.5Hinokitiol 0605Fragrance
Add 0.45 water to make the total amount 100 g.
実施例8
リン酸水素カルシウム 45.0 gカラギ
ーナン 1.5無水ケイ酸
5.0グリセリン
15.0ラウリル硫酸ナトリウム 0.
2乳酸ナトリウム 5.0ラウリル
ジメチルアミノ酢酸ベタ 3.0イン
エデト酸二ナトリウム 1.0ヒノキチオ
ール 0.1香 料
0.8水にて全量を10
0gとする。Example 8 Calcium hydrogen phosphate 45.0 g Carrageenan 1.5 Silicic anhydride
5.0 glycerin
15.0 Sodium lauryl sulfate 0.
2 Sodium lactate 5.0 Lauryldimethylaminoacetic acid beta 3.0 Inedetate disodium 1.0 Hinokitiol 0.1 Flavor
The total amount is 10 with 0.8 water.
Set to 0g.
上述したように本発明のヒノキチオール含有口腔用組成
物は、エデト酸及びその塩とカルボン酸型両性界面活性
剤を併用することにより保存安定性が高く、高温保存し
た場合でもヒノキチオールの分解が良好に抑制され、ヒ
ノキチオールの薬理効果が充分に効果的に発揮されるも
のである。As mentioned above, the oral composition containing hinokitiol of the present invention has high storage stability due to the combined use of edetic acid and its salt and a carboxylic acid type amphoteric surfactant, and the decomposition of hinokitiol is good even when stored at high temperatures. The pharmacological effects of hinokitiol are fully and effectively exhibited.
Claims (5)
、エデト酸またはその塩と、カルボン酸型両性界面活性
剤とを含有することを特徴とする口腔用組成物。(1) An oral composition containing hinokitiol, which is characterized by containing edetic acid or a salt thereof and a carboxylic acid type amphoteric surfactant.
求の範囲第(1)項記載の口腔用組成物。(2) The oral composition according to claim (1), wherein the edetate salt is edetate disodium.
面活性剤である特許請求の範囲第(1)項記載の口腔用
組成物。(3) The oral composition according to claim (1), wherein the carboxylic acid type amphoteric surfactant is a betaine type amphoteric surfactant.
性界面活性剤である特許請求の範囲第(1)項記載の口
腔用組成物。(4) The oral composition according to claim (1), wherein the carboxylic acid type amphoteric surfactant is an imidazoline type amphoteric surfactant.
イン型両性界面活性剤である特許請求の範囲第(1)項
記載の口腔用組成物。(5) The oral composition according to claim (1), wherein the carboxylic acid type amphoteric surfactant is an imidazoline betaine type amphoteric surfactant.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4486787A JP2586896B2 (en) | 1987-02-27 | 1987-02-27 | Oral composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4486787A JP2586896B2 (en) | 1987-02-27 | 1987-02-27 | Oral composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS63211218A true JPS63211218A (en) | 1988-09-02 |
JP2586896B2 JP2586896B2 (en) | 1997-03-05 |
Family
ID=12703446
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP4486787A Expired - Lifetime JP2586896B2 (en) | 1987-02-27 | 1987-02-27 | Oral composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2586896B2 (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02243607A (en) * | 1989-03-16 | 1990-09-27 | Arusoa Sogo Kenkyusho:Kk | Antiseptic agent for cosmetic and cosmetic containing same |
EP0589047A1 (en) * | 1992-03-13 | 1994-03-30 | Otsuka Pharmaceutical Co., Ltd. | Method of treating infectious disease, method of preventing putrefaction of cosmetic, and antibacterial/antifungal agent and cosmetic |
JP2002020253A (en) * | 2000-07-05 | 2002-01-23 | Kobayashi Pharmaceut Co Ltd | Composition for oral use |
JP2002226385A (en) * | 2001-02-01 | 2002-08-14 | Mareyoshi Sawaguchi | Medicine composition for oral cavity and external use |
US6689342B1 (en) | 2002-07-29 | 2004-02-10 | Warner-Lambert Company | Oral care compositions comprising tropolone compounds and essential oils and methods of using the same |
US6787675B2 (en) | 2002-07-29 | 2004-09-07 | Warner-Lambert Company | Substituted tropolone compounds, oral care compositions containing the same and methods of using the same |
JP2006036733A (en) * | 2004-07-30 | 2006-02-09 | Asahi Kagaku Kogyo Kk | Method for vaporizing hinokithiol |
JP2010150155A (en) * | 2008-12-24 | 2010-07-08 | Lion Corp | Composition for oral cavity |
-
1987
- 1987-02-27 JP JP4486787A patent/JP2586896B2/en not_active Expired - Lifetime
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02243607A (en) * | 1989-03-16 | 1990-09-27 | Arusoa Sogo Kenkyusho:Kk | Antiseptic agent for cosmetic and cosmetic containing same |
EP0589047A1 (en) * | 1992-03-13 | 1994-03-30 | Otsuka Pharmaceutical Co., Ltd. | Method of treating infectious disease, method of preventing putrefaction of cosmetic, and antibacterial/antifungal agent and cosmetic |
EP0589047A4 (en) * | 1992-03-13 | 1995-01-18 | Otsuka Pharma Co Ltd | Method of treating infectious disease, method of preventing putrefaction of cosmetic, and antibacterial/antifungal agent and cosmetic. |
JP2002020253A (en) * | 2000-07-05 | 2002-01-23 | Kobayashi Pharmaceut Co Ltd | Composition for oral use |
JP2002226385A (en) * | 2001-02-01 | 2002-08-14 | Mareyoshi Sawaguchi | Medicine composition for oral cavity and external use |
US6689342B1 (en) | 2002-07-29 | 2004-02-10 | Warner-Lambert Company | Oral care compositions comprising tropolone compounds and essential oils and methods of using the same |
US6787675B2 (en) | 2002-07-29 | 2004-09-07 | Warner-Lambert Company | Substituted tropolone compounds, oral care compositions containing the same and methods of using the same |
US6924398B2 (en) | 2002-07-29 | 2005-08-02 | Warner-Lambert Company Llc | Substituted tropolone compounds, oral care compositions containing the same and methods of using the same |
JP2006036733A (en) * | 2004-07-30 | 2006-02-09 | Asahi Kagaku Kogyo Kk | Method for vaporizing hinokithiol |
JP2010150155A (en) * | 2008-12-24 | 2010-07-08 | Lion Corp | Composition for oral cavity |
Also Published As
Publication number | Publication date |
---|---|
JP2586896B2 (en) | 1997-03-05 |
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