CN114948764A - 口腔护理组合物和使用方法 - Google Patents
口腔护理组合物和使用方法 Download PDFInfo
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- CN114948764A CN114948764A CN202210605511.0A CN202210605511A CN114948764A CN 114948764 A CN114948764 A CN 114948764A CN 202210605511 A CN202210605511 A CN 202210605511A CN 114948764 A CN114948764 A CN 114948764A
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- CN
- China
- Prior art keywords
- stannous
- composition
- pyrophosphate
- phosphate
- compositions
- 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.)
- Pending
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- 239000000203 mixture Substances 0.000 title claims abstract description 195
- 238000000034 method Methods 0.000 title claims abstract description 12
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 claims abstract description 24
- 229910000165 zinc phosphate Inorganic materials 0.000 claims abstract description 24
- GEZAUFNYMZVOFV-UHFFFAOYSA-J 2-[(2-oxo-1,3,2$l^{5},4$l^{2}-dioxaphosphastannetan-2-yl)oxy]-1,3,2$l^{5},4$l^{2}-dioxaphosphastannetane 2-oxide Chemical compound [Sn+2].[Sn+2].[O-]P([O-])(=O)OP([O-])([O-])=O GEZAUFNYMZVOFV-UHFFFAOYSA-J 0.000 claims abstract description 20
- ANOBYBYXJXCGBS-UHFFFAOYSA-L stannous fluoride Chemical compound F[Sn]F ANOBYBYXJXCGBS-UHFFFAOYSA-L 0.000 claims abstract description 17
- 229960002799 stannous fluoride Drugs 0.000 claims abstract description 17
- -1 alkali metal hydrogen phosphates Chemical class 0.000 claims description 30
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 27
- 150000003839 salts Chemical class 0.000 claims description 18
- 210000000214 mouth Anatomy 0.000 claims description 13
- 239000011734 sodium Substances 0.000 claims description 12
- IUTCEZPPWBHGIX-UHFFFAOYSA-N tin(2+) Chemical compound [Sn+2] IUTCEZPPWBHGIX-UHFFFAOYSA-N 0.000 claims description 12
- 229910052783 alkali metal Inorganic materials 0.000 claims description 11
- 239000011701 zinc Substances 0.000 claims description 11
- 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 claims description 10
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 10
- 229910052708 sodium Inorganic materials 0.000 claims description 10
- 229910052725 zinc Inorganic materials 0.000 claims description 10
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 claims description 9
- 235000019818 tetrasodium diphosphate Nutrition 0.000 claims description 9
- 229910000318 alkali metal phosphate Inorganic materials 0.000 claims description 8
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 7
- 229910052700 potassium Inorganic materials 0.000 claims description 7
- 239000011591 potassium Substances 0.000 claims description 7
- 239000001509 sodium citrate Substances 0.000 claims description 7
- 235000019832 sodium triphosphate Nutrition 0.000 claims description 7
- 239000007853 buffer solution Substances 0.000 claims description 6
- RBLGLDWTCZMLRW-UHFFFAOYSA-K dicalcium;phosphate;dihydrate Chemical compound O.O.[Ca+2].[Ca+2].[O-]P([O-])([O-])=O RBLGLDWTCZMLRW-UHFFFAOYSA-K 0.000 claims description 6
- FWPIDFUJEMBDLS-UHFFFAOYSA-L tin(II) chloride dihydrate Chemical compound O.O.Cl[Sn]Cl FWPIDFUJEMBDLS-UHFFFAOYSA-L 0.000 claims description 6
- 150000001340 alkali metals Chemical class 0.000 claims description 5
- 150000007942 carboxylates Chemical class 0.000 claims description 5
- 235000011180 diphosphates Nutrition 0.000 claims description 5
- 230000036541 health Effects 0.000 claims description 5
- 159000000007 calcium salts Chemical class 0.000 claims description 4
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 claims description 4
- RYCLIXPGLDDLTM-UHFFFAOYSA-J tetrapotassium;phosphonato phosphate Chemical compound [K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])([O-])=O RYCLIXPGLDDLTM-UHFFFAOYSA-J 0.000 claims description 4
- 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 claims description 4
- 229940038773 trisodium citrate Drugs 0.000 claims description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 3
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 claims description 3
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims description 3
- JUNWLZAGQLJVLR-UHFFFAOYSA-J calcium diphosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])(=O)OP([O-])([O-])=O JUNWLZAGQLJVLR-UHFFFAOYSA-J 0.000 claims description 3
- 229940043256 calcium pyrophosphate Drugs 0.000 claims description 3
- 239000007979 citrate buffer Substances 0.000 claims description 3
- 235000019821 dicalcium diphosphate Nutrition 0.000 claims description 3
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical compound OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 claims description 3
- 150000004820 halides Chemical class 0.000 claims description 3
- 150000002500 ions Chemical class 0.000 claims description 3
- YXTDAZMTQFUZHK-ZVGUSBNCSA-L (2r,3r)-2,3-dihydroxybutanedioate;tin(2+) Chemical compound [Sn+2].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O YXTDAZMTQFUZHK-ZVGUSBNCSA-L 0.000 claims description 2
- CKUJRAYMVVJDMG-IYEMJOQQSA-L (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanoate;tin(2+) Chemical compound [Sn+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O CKUJRAYMVVJDMG-IYEMJOQQSA-L 0.000 claims description 2
- OQBLGYCUQGDOOR-UHFFFAOYSA-L 1,3,2$l^{2}-dioxastannolane-4,5-dione Chemical compound O=C1O[Sn]OC1=O OQBLGYCUQGDOOR-UHFFFAOYSA-L 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims description 2
- PNOXNTGLSKTMQO-UHFFFAOYSA-L diacetyloxytin Chemical compound CC(=O)O[Sn]OC(C)=O PNOXNTGLSKTMQO-UHFFFAOYSA-L 0.000 claims description 2
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 claims description 2
- 235000019800 disodium phosphate Nutrition 0.000 claims description 2
- 229910000397 disodium phosphate Inorganic materials 0.000 claims description 2
- 235000019799 monosodium phosphate Nutrition 0.000 claims description 2
- 229910000403 monosodium phosphate Inorganic materials 0.000 claims description 2
- 235000019831 pentapotassium triphosphate Nutrition 0.000 claims description 2
- ATGAWOHQWWULNK-UHFFFAOYSA-I pentapotassium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [K+].[K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O ATGAWOHQWWULNK-UHFFFAOYSA-I 0.000 claims description 2
- COALSIYJQHMCDX-UHFFFAOYSA-L propanedioate;tin(2+) Chemical compound [Sn+2].[O-]C(=O)CC([O-])=O COALSIYJQHMCDX-UHFFFAOYSA-L 0.000 claims description 2
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 claims description 2
- 229940007163 stannous tartrate Drugs 0.000 claims description 2
- 239000001226 triphosphate Substances 0.000 claims description 2
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 46
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
- 239000000377 silicon dioxide Substances 0.000 description 20
- 239000002245 particle Substances 0.000 description 17
- 238000009472 formulation Methods 0.000 description 15
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 14
- 239000003795 chemical substances by application Substances 0.000 description 14
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 13
- 239000002253 acid Substances 0.000 description 12
- 239000000463 material Substances 0.000 description 11
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 9
- 239000003906 humectant Substances 0.000 description 9
- 230000002401 inhibitory effect Effects 0.000 description 9
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 8
- 229920001577 copolymer Polymers 0.000 description 7
- 239000000551 dentifrice Substances 0.000 description 7
- 241000894006 Bacteria Species 0.000 description 6
- 229910019142 PO4 Inorganic materials 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000000796 flavoring agent Substances 0.000 description 6
- 235000011187 glycerol Nutrition 0.000 description 6
- 235000021317 phosphate Nutrition 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 6
- 239000000606 toothpaste Substances 0.000 description 6
- 230000002087 whitening effect Effects 0.000 description 6
- 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 5
- 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 5
- 208000002064 Dental Plaque Diseases 0.000 description 5
- 239000003945 anionic surfactant Substances 0.000 description 5
- 230000002272 anti-calculus Effects 0.000 description 5
- 239000001768 carboxy methyl cellulose Substances 0.000 description 5
- 235000013355 food flavoring agent Nutrition 0.000 description 5
- 239000000499 gel Substances 0.000 description 5
- 229910052588 hydroxylapatite Inorganic materials 0.000 description 5
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 5
- 230000001737 promoting effect Effects 0.000 description 5
- 239000000600 sorbitol Substances 0.000 description 5
- 235000010356 sorbitol Nutrition 0.000 description 5
- 239000002562 thickening agent Substances 0.000 description 5
- 238000011282 treatment Methods 0.000 description 5
- XGRSAFKZAGGXJV-UHFFFAOYSA-N 3-azaniumyl-3-cyclohexylpropanoate Chemical compound OC(=O)CC(N)C1CCCCC1 XGRSAFKZAGGXJV-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- INVGWHRKADIJHF-UHFFFAOYSA-N Sanguinarin Chemical compound C1=C2OCOC2=CC2=C3[N+](C)=CC4=C(OCO5)C5=CC=C4C3=CC=C21 INVGWHRKADIJHF-UHFFFAOYSA-N 0.000 description 4
- 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 4
- 150000007513 acids Chemical class 0.000 description 4
- 230000001580 bacterial effect Effects 0.000 description 4
- 239000000872 buffer Substances 0.000 description 4
- 239000011575 calcium Substances 0.000 description 4
- 229960003854 delmopinol Drugs 0.000 description 4
- QSFOWAYMMZCQNF-UHFFFAOYSA-N delmopinol Chemical compound CCCC(CCC)CCCC1COCCN1CCO QSFOWAYMMZCQNF-UHFFFAOYSA-N 0.000 description 4
- 208000002925 dental caries Diseases 0.000 description 4
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000284 extract Substances 0.000 description 4
- 229940091249 fluoride supplement Drugs 0.000 description 4
- 230000001965 increasing effect Effects 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 239000002324 mouth wash Substances 0.000 description 4
- 239000010452 phosphate Substances 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 4
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 4
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 4
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 4
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 4
- 229960004711 sodium monofluorophosphate Drugs 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 230000009885 systemic effect Effects 0.000 description 4
- 229940034610 toothpaste Drugs 0.000 description 4
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 4
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 3
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 3
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- 239000003082 abrasive agent Substances 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000004599 antimicrobial Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000002051 biphasic effect Effects 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
- 239000003093 cationic surfactant Substances 0.000 description 3
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 3
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 3
- 239000002738 chelating agent Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 210000003298 dental enamel Anatomy 0.000 description 3
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical class OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 3
- UPBDXRPQPOWRKR-UHFFFAOYSA-N furan-2,5-dione;methoxyethene Chemical compound COC=C.O=C1OC(=O)C=C1 UPBDXRPQPOWRKR-UHFFFAOYSA-N 0.000 description 3
- 208000007565 gingivitis Diseases 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 3
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 3
- 230000000813 microbial effect Effects 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- 239000006072 paste Substances 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 229940088417 precipitated calcium carbonate Drugs 0.000 description 3
- 210000003296 saliva Anatomy 0.000 description 3
- 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 3
- 235000011083 sodium citrates Nutrition 0.000 description 3
- 239000011775 sodium fluoride Substances 0.000 description 3
- 235000013024 sodium fluoride Nutrition 0.000 description 3
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 3
- 239000000341 volatile oil 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
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 2
- 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 2
- DTOUUUZOYKYHEP-UHFFFAOYSA-N 1,3-bis(2-ethylhexyl)-5-methyl-1,3-diazinan-5-amine Chemical compound CCCCC(CC)CN1CN(CC(CC)CCCC)CC(C)(N)C1 DTOUUUZOYKYHEP-UHFFFAOYSA-N 0.000 description 2
- YFVBASFBIJFBAI-UHFFFAOYSA-M 1-tetradecylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+]1=CC=CC=C1 YFVBASFBIJFBAI-UHFFFAOYSA-M 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- ANAAMBRRWOGKGU-UHFFFAOYSA-M 4-ethyl-1-tetradecylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+]1=CC=C(CC)C=C1 ANAAMBRRWOGKGU-UHFFFAOYSA-M 0.000 description 2
- DDFHBQSCUXNBSA-UHFFFAOYSA-N 5-(5-carboxythiophen-2-yl)thiophene-2-carboxylic acid Chemical compound S1C(C(=O)O)=CC=C1C1=CC=C(C(O)=O)S1 DDFHBQSCUXNBSA-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 239000004135 Bone phosphate Substances 0.000 description 2
- 229910021532 Calcite Inorganic materials 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 2
- 239000000253 Denture Cleanser Substances 0.000 description 2
- OJIYIVCMRYCWSE-UHFFFAOYSA-M Domiphen bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)CCOC1=CC=CC=C1 OJIYIVCMRYCWSE-UHFFFAOYSA-M 0.000 description 2
- FCEXWTOTHXCQCQ-UHFFFAOYSA-N Ethoxydihydrosanguinarine Natural products C12=CC=C3OCOC3=C2C(OCC)N(C)C(C2=C3)=C1C=CC2=CC1=C3OCO1 FCEXWTOTHXCQCQ-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 2
- 206010020751 Hypersensitivity Diseases 0.000 description 2
- 235000019738 Limestone Nutrition 0.000 description 2
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- WGIWBXUNRXCYRA-UHFFFAOYSA-H trizinc;2-hydroxypropane-1,2,3-tricarboxylate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O WGIWBXUNRXCYRA-UHFFFAOYSA-H 0.000 description 1
- VSJRDSLPNMGNFG-UHFFFAOYSA-H trizinc;2-hydroxypropane-1,2,3-tricarboxylate;trihydrate Chemical compound O.O.O.[Zn+2].[Zn+2].[Zn+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O VSJRDSLPNMGNFG-UHFFFAOYSA-H 0.000 description 1
- GPTWCNIDKQZDFF-UHFFFAOYSA-H trizinc;diphosphate;hydrate Chemical compound O.[Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O GPTWCNIDKQZDFF-UHFFFAOYSA-H 0.000 description 1
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- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
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- A—HUMAN NECESSITIES
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- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/20—Halogens; Compounds thereof
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- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/20—Halogens; Compounds thereof
- A61K8/21—Fluorides; Derivatives thereof
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- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/24—Phosphorous; Compounds thereof
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- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/27—Zinc; Compounds thereof
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- 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
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- General Health & Medical Sciences (AREA)
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Abstract
本发明涉及口腔护理组合物，所述口腔护理组合物包含磷酸锌、第一亚锡源(例如氟化亚锡)和第二亚锡源，其中所述第二亚锡源包含焦磷酸亚锡，以及涉及使用和制备这些组合物的方法。本发明允许提供具有抗菌功效但对使用者来说也是可口的并且是理想的口腔护理组合物。
Description
本申请是申请日为2017年12月20日，申请号为“201780079006.4”，发明名称为“口腔护理组合物和使用方法”的中国专利申请的分案申请。
相关专利申请的交叉引用
本申请要求于2016年12月21日提交的美国临时申请No.62/437,091的优先权，该申请的内容全文以引用方式并入本文。
技术领域
本发明涉及包含磷酸锌、第一亚锡离子源和第二亚锡离子源的口腔护理组合物，其中第二亚锡离子包含焦磷酸亚锡，并且涉及使用和制备这些组合物的方法。
背景技术
口腔护理组合物在防止微生物污染中面临特定的挑战。
锌是已知的用于牙膏组合物的抗微生物剂。锌是已知的人类健康的必需矿物质，并且据报道有助于强化牙釉质并促进细胞修复。遗憾的是，常规的牙膏制剂通常需要高浓度的锌(例如，2重量％或更多)才能实现功效。在此浓度下，锌赋予组合物明显的涩味。因此，需要不存在常规组合物的缺点的改进的抗菌牙膏制剂。
亚锡离子，特别是亚锡盐诸如氟化亚锡，也称为抗微生物剂，并且在多种洁齿剂中用作防止牙菌斑的试剂。然而，使用亚锡盐有一些缺点，诸如不稳定性、牙齿变色倾向、涩味和令使用者不愉快的味道。
尽管磷酸锌(Zn3(PO4)2)可溶于酸性或碱性溶液，例如无机酸、乙酸、氨或碱金属氢氧化物的溶液，但其不溶于水。参见，例如Merck Index，第13版，(2001)第1812页，专著号码10205。部分地因为磷酸锌是在本领域中将被视为通常惰性的材料，所以其通常用于牙科粘固剂中，例如用于镶嵌物、牙冠、牙桥和矫正器具的粘固中，其意欲在口中持续多年。磷酸锌牙科粘固剂通常通过将氧化锌和氧化镁粉末与主要由磷酸、水和缓冲剂组成的液体混合来制备，因此包含磷酸锌的粘固剂通过与磷酸反应原位形成。
含有亚锡离子源的口腔护理组合物表现出优异的临床益处，特别是在减少齿龈炎以及治疗或预防侵蚀性牙齿脱矿化方面的临床益处。氟化亚锡因其在治疗效益方面超过四十年的历史而在临床牙科中广为人知。然而，直到最近，其普及性由于在水溶液中的不稳定性而受到限制。氟化亚锡在水中的不稳定性主要是由于亚锡离子(Sn2+)的反应性。亚锡盐容易在pH值4以上而水解，导致从溶液中沉淀，结果丧失了治疗特性。
克服亚锡离子稳定性问题的一种方法是将组合物中的水量限制到非常低的水平，或者使用双相体系。这两种解决亚锡离子问题的方案都有缺点。低水分口腔护理组合物可能难以配制成具有期望的流变学特性，并且双相组合物在制造和包装方面明显更昂贵。
因此，鉴于使用各种抗微生物剂诸如锌和亚锡的缺点和不足，需要具有抗菌功效但对使用者来说也是可口的并且是理想的口腔护理组合物。
发明内容
包含以一定浓度和量选择的磷酸锌的锌源增加或改善了使用者口腔中亚锡的递送。本发明改善了Sn的递送或利用率，其中所述改善相对于目前市场上可比较的产品而言。
在一个方面，本发明是一种口腔护理组合物(组合物1.0)，其包含：
·包含磷酸锌的锌源；
·第一亚锡源(例如氟化亚锡)；和
·第二亚锡源，其中所述第二亚锡源包含焦磷酸亚锡。
例如，本发明设想了以下组合物中的任一种(除非另外指明，否则数值以组合物的总重量的百分比给出)
1.1组合物1，其中磷酸锌是磷酸锌的预形成的盐(例如，磷酸锌水合物)。
1.2任何前述组合物，其中相对于口腔护理组合物的重量而言，磷酸锌的量为0.05重量％至10重量％，例如0.1重量％至8重量％，或0.5重量％至5重量％，或0.5重量％至4重量％，或1重量％至4重量％，或1重量％至3重量％，或2重量％至3重量％，或约1重量％，或约2重量％，或约2.25重量％，或约2.5重量％。
1.3前述组合物中的任一种，其中焦磷酸亚锡的量为组合物的0.1重量％-3重量％(例如，组合物的约1重量％)。
1.4前述组合物中的任一种，其中焦磷酸亚锡的量为约0.2重量％。
1.5组合物1.1–1.4中的任一种，其中焦磷酸亚锡的量为约0.3重量％。
1.6组合物1.1–1.4中的任一种，其中焦磷酸亚锡的量为约0.5重量％。
1.7组合物1.1–1.4中的任一种，其中焦磷酸亚锡的量为约0.75重量％。
1.8组合物1.1–1.4中的任一种，其中焦磷酸亚锡的量为约1.0重量％。
1.9前述组合物中的任一种，其中第一亚锡离子源为氟化亚锡、其他卤化亚锡诸如二水氯化亚锡、焦磷酸亚锡、有机亚锡羧酸盐诸如甲酸亚锡、乙酸亚锡、葡萄糖酸亚锡、乳酸亚锡、酒石酸亚锡、草酸亚锡、丙二酸亚锡和柠檬酸亚锡、乙醛酸亚锡或其混合物。
1.10 1.14的组合物，其中第一亚锡离子源是氟化亚锡(例如约0.45重量％；例如约0.454重量％)。
1.11前述组合物中的任一种，还包含氟化物源，其选自：氟化亚锡、氟化钠、氟化钾、单氟磷酸钠、氟硅酸钠、氟硅酸铵、氟化胺(例如，N'-十八烷基三亚甲基二胺-N,N,N'-三(2-乙醇)-二氢氟酸盐)、氟化铵、氟化钛、六氟硫酸盐及其组合。
1.12前述组合物中的任一种，其中pH值在7.5与10.5之间。
1.13前述组合物中的任一种，其还包含有效量的一种或多种碱金属磷酸盐，例如钠盐、钾盐或钙盐，例如选自磷酸氢二碱金属盐和焦磷酸碱金属盐，例如选自以下的碱金属磷酸盐：磷酸氢二钠、磷酸氢二钾、二水磷酸二钙、焦磷酸钙、焦磷酸四钠、焦磷酸四钾、三聚磷酸钠、正磷酸氢二钠、磷酸二氢钠、三磷酸五钾以及其中两种或更多种的混合物，按组合物的重量计，其量例如为1-20％，例如2-8％，例如约5％。
1.14 1.13的碱金属磷酸盐，其中盐包含焦磷酸四钾。
1.15 1.14的组合物，其中焦磷酸四钠为.1–3.0重量％(例如约2.0重量％)。
1.16 1.13的组合物，其中盐包含三聚磷酸钠。
1.17 1.16的组合物，其中三聚磷酸钠为0.1–3.0重量％(例如约2.0重量％)。
1.18任何前述组合物，其还包含磨料或微粒(例如，二氧化硅)。
1.19前述组合物中的任一种，其中二氧化硅为合成无定形二氧化硅(例如1重量％-28重量％)(例如8重量％-25重量％)。
1.20任何前述组合物，其中二氧化硅磨料为硅胶或沉淀无定形二氧化硅，例如平均粒度在2.5微米至12微米范围内的二氧化硅。
1.21前述组合物中的任一种，其还包含中值粒度(d50)为1-5微米(例如，3-4微米)的小颗粒二氧化硅(例如，约5重量％的得自PQ Corporation,Warrington,United Kingdom的Sorbosil AC43)。
1.22任何前述组合物，其中组合物中二氧化硅总量的20-30重量％为小颗粒二氧化硅(例如，中值粒度(d50)为3-4微米)并且其中小颗粒二氧化硅为口腔护理组合物的约5重量％。
1.23任何前述组合物，其包含二氧化硅，其中二氧化硅用作增稠剂，例如颗粒二氧化硅。
1.24前述组合物中的任一种，还包含甘油，其中甘油的总量为2.0-5.0％(例如约4％)。
1.25 1.24的组合物，其中甘油的量为组合物的约4重量％。
1.26前述组合物中的任一种，其中组合物包含水性缓冲剂体系，例如其中缓冲剂体系包含有机酸及其碱金属盐，例如其中有机酸为柠檬酸且盐为单、二和/或三碱金属柠檬酸盐，例如单、二和/或三锂、钠、钾或铯柠檬酸盐，和柠檬酸)。
1.27 1.26的组合物，其中缓冲剂体系包含柠檬酸三钠和柠檬酸(例如，组合物的1至10重量％)(例如，组合物的1.2重量％)。例如，柠檬酸一钠、柠檬酸二钠和/或柠檬酸三钠与柠檬酸的摩尔比为1.5至5(例如2至4)。
1.28 1.26或1.27的组合物，其中缓冲剂是包含柠檬酸钠(例如约1.0重量％)和柠檬酸(例如约0.2重量％)的柠檬酸盐缓冲剂。
1.29前述组合物中的任一种，其包含聚合物膜。
1.30任何前述组合物，其包含调味剂、芳香剂和/或着色剂。
1.31前述组合物中的任一种，其中组合物包含选自以下的增稠剂：羧乙烯基聚合物、角叉菜胶、羟乙基纤维素和纤维素醚的水溶性盐(例如，羧甲基纤维素钠和羧甲基羟乙基纤维素钠)。
1.32前述组合物中的任一种，其中所述组合物包含羧甲基纤维素钠(例如，0.5重量％–1.5重量％)
1.33前述组合物中的任一种，其包含5％–40％，例如10％–35％，例如约10％、15％、25％、30％和35％的水。
1.34根据前述组合物中的任一种，其包含其它抗菌剂，所述抗菌剂选自卤代二苯醚(例如三氯生)、草药提取物和精油(例如迷迭香提取物、茶叶提取物、木兰提取物、百里酚、薄荷醇、桉叶脑、香叶醇、香芹酚、柠檬醛、日桧醇、儿茶酚、水杨酸甲酯、表没食子儿茶素没食子酸酯、表没食子儿茶素、没食子酸、米斯瓦克(miswak)提取物、沙棘提取物)，双胍防腐剂(例如氯己定、阿来西定或奧替尼啶)，季铵化合物(例如氯化十六烷基吡啶(CPC)、苯扎氯铵、十四烷基吡啶鎓氯化物(TPC)、N-十四烷基-4-乙基吡啶鎓氯化物(TDEPC))，酚类防腐剂，合克替啶(hexetidine)，奧替尼啶(octenidine)，血根碱，聚维酮碘，地莫匹醇(delmopinol)，salifluor，金属离子(例如，锌盐例如氯化锌、乳酸锌、硫酸锌、亚锡盐、铜盐、铁盐)，血根碱，蜂胶(propolis)和氧化剂(例如，过氧化氢、缓冲的过氧硼酸钠或过氧碳酸钠)，邻苯二甲酸和其盐，单过氧邻苯二甲酸和其盐和酯，硬脂酸抗坏血酸酯，肌氨酸油酰酯，硫酸烷酯，磺基琥珀酸二辛酯，水杨酰苯胺，溴化度米芬(domiphen bromide)，地莫匹醇(delmopinol)，辛哌乙醇和其它哌啶子基衍生物，烟酸(nicin)配制物，亚氯酸盐；和任何前述各项的混合物。
1.35任何前述组合物，其包含抗氧化剂，例如，所述抗氧化剂选自辅酶Q-10、PQQ、维生素C、维生素E、维生素A、BHT、茴香脑-二硫代硫酮以及它们的混合物。
1.36任何前述组合物，其包含增白剂。
1.37根据前述组合物中的任一种，其包含选自美白活性剂的美白剂，所述美白活性剂选自过氧化物、金属亚氯酸盐、过硼酸盐、过碳酸盐、过氧酸、次氯酸盐和其组合。
1.38 1.36的组合物，其中美白剂是二氧化钛。
1.39任何前述组合物，其还包含过氧化氢或过氧化氢源，例如，过氧化脲或过氧化物盐或络合物(例如，如过氧磷酸盐、过氧碳酸盐、过硼酸盐、过氧硅酸盐或过硫酸盐；例如过氧磷酸钙、过硼酸钠、过氧碳酸钠、过氧磷酸钠和过硫酸钾)或过氧化氢聚合物络合物如过氧化氢-聚乙烯吡咯烷酮聚合物络合物。
1.40前述组合物中的任一种，其还包含阴离子表面活性剂，例如月桂基硫酸钠。
1.41前述组合物中的任一种，还包含微晶纤维素和/或羧甲基纤维素钠，例如其量为0.1-5％，例如0.5-2％，例如1％。
1.42前述组合物中的任一种，其还包含量为1-6％(例如2重量％)的聚乙二醇。
1.43任何前述组合物，其还包含干扰或防止细菌附着的物剂，例如ELA或壳聚糖。
1.44任何前述组合物，其包含：
约1.0重量％的磷酸锌
约0.2重量％的焦磷酸亚锡
约2.0重量％的焦磷酸四钠
1.45任何前述组合物，其包含：
约1.0重量％的磷酸锌
约0.3重量％的焦磷酸亚锡
约2.0重量％的焦磷酸四钠
1.46 1.0–1.43中的任一种，其中组合物包含
约1.7重量％的磷酸锌
约1.0重量％的焦磷酸亚锡
约2.0重量％的焦磷酸四钠
1.47组合物1.44–1.46中的任一种，还包含柠檬酸盐缓冲剂体系，其中缓冲剂体系包含柠檬酸三钠和柠檬酸(例如缓冲剂体系为组合物的约1.2重量％)。
1.48任何前述组合物，当例如通过漱洗、任选地结合刷动施加到口腔时会有效地：(i)减少或抑制龋齿的形成，(ii)减少、修补或抑制早期釉质病变，例如，如通过定量光诱导荧光(QLF)或电气龋齿测量法(ECM)所检测的，(iii)减少或抑制脱矿化并促进牙齿的再矿化，(iv)减轻牙齿的过敏反应，(v)减轻或抑制齿龈炎，(vi)促进嘴中溃疡或割口的愈合，(vii)降低产酸细菌的水平，(viii)提高分解精氨酸的细菌的相对水平，(ix)抑制口腔中微生物生物膜形成，(x)在糖挑战之后，将牙斑的pH升高和/或维持在至少pH5.5的水平，(xi)减少牙斑的蓄积，(xii)治疗、缓解或减轻口干症，(xiii)清洁牙齿和口腔，(xiv)减少腐蚀，(xv)防止牙渍和/或美白牙齿，(xvi)使牙齿对致龋细菌产生免疫力；和/或(xvii)促进全身健康，包括心血管健康，例如通过降低经口腔组织发生的全身性感染的可能。
1.49前述口腔组合物中的任一种，其中所述口腔组合物可以是选自以下的口腔组合物中的任一种：牙膏或洁齿剂、漱口水或漱口液、局部用口腔凝胶和义齿清洁剂。
1.50一种通过将任何前述组合物中阐述的成分组合而获得或可获得的组合物。
1.51前述组合物中的任一种，其中磷酸锌是唯一的锌源。
1.52前述组合物中的任一种，其中氟化亚锡和焦磷酸亚锡是亚锡的唯一来源。
1.53前述组合物中的任一种，其中湿润剂选自：可食用多元醇(例如甘油、山梨糖醇、木糖醇、丙二醇)、多元醇以及它们的混合物。
1.54前述组合物中的任一种，其中湿润剂为山梨糖醇(例如约40重量％、约41％或约42重量％)。
1.55一种通过将任何前述组合物中阐述的成分组合而获得或可获得的组合物。
1.56一种用于如前述组合物中的任一种中阐述的用途的组合物。
在另一个实施方案中，本发明涵盖改善口腔健康的方法，所述方法包括向对其有需要的受试者的口腔施加有效量的上述实施方案中任一个的口腔组合物，例如，用于以下方面的方法：
i.减少或抑制龋齿的形成，
ii.减少、修补或抑制早期釉质病变，例如，如通过定量光诱导荧光(QLF)或电气龋齿测量法(ECM)所检测的，
iii.减轻或抑制牙齿脱矿化并促进牙齿再矿化，
iv.减轻牙齿的过敏反应，
v.减轻或抑制齿龈炎，
vi.促进嘴中溃疡或割口的愈合，
vii.降低产酸细菌的水平，
viii.提高分解精氨酸的细菌的相对水平，
ix.抑制口腔中微生物生物膜形成，
x.在糖挑战之后，将牙斑的pH升高和/或维持在至少pH5.5的水平，
xi.减少牙斑的蓄积，
xii.治疗口干，
xiii.增强全身健康，包括心血管健康，例如通过降低经口腔组织发生的全身性感染的可能，
xiv.美白牙齿，
xv.减少牙齿腐蚀，
xvi.使牙齿对致龋细菌及其作用产生免疫力(或保护牙齿)，和/或
xvii.清洁牙齿和口腔。
本发明还包括碳酸氢钠、甲基椰油酰基牛磺酸钠(tauranol)、MIT和苄醇及其组合在制造本发明的组合物中的用途，例如，以供用于在上述组合物1.0以及下列等等的方法中所述的任何适用范围。
具体实施方式
如本文所用，术语“口腔组合物”是指递送到口腔表面的整个组合物。该组合物还被定义为这样一种产品，在正常使用过程期间，该产品不是为了特定治疗剂的全身施用，不是打算吞服，而是为了口腔活性的目的，在口腔中保持足以接触基本上所有的牙齿表面和/或口腔组织的时间。此类组合物的实例包括但不限于牙膏或洁齿剂、漱口水或漱口液、局部用口腔凝胶、义齿清洁剂等。
如本文所用，除非另外规定，否则术语“洁齿剂”是指糊剂、凝胶或液体制剂。洁齿剂组合物可以为任何所需的形式，例如深条纹形式、表面条纹形式、多层形式、具有围绕糊剂的凝胶的形式，或者其任何组合。或者，口腔组合物可为从隔开的腔室分配器分配的两相。
亚锡离子源
在一些实施方案中，第一亚锡源包含选自以下的亚锡源：氟化亚锡、其他卤化亚锡诸如二水氯化亚锡、焦磷酸亚锡、有机亚锡羧酸盐诸如甲酸亚锡、乙酸亚锡、葡萄糖酸亚锡、乳酸亚锡、酒石酸亚锡、草酸亚锡、丙二酸亚锡和柠檬酸亚锡、乙醛酸亚锡或其混合物。在一些实施方案中，第一亚锡源包含氟化亚锡。
氟离子源
口腔护理组合物可进一步包括一种或多种氟离子源，例如可溶性氟化物盐。可以使用多种产生氟离子的物质作为本发明的组合物中可溶性氟化物的来源。合适的产生氟离子的物质的实例见于颁予Briner等人的美国专利案第3,535,421号；颁予Parran,Jr.等人的美国专利案第4,885,155号，和No.3,678,154，这些专利中的每一份以引用方式并入本文。用于本发明(例如，组合物1.0以及下列等等)的代表性氟离子源包括但不限于氟化亚锡、氟化钠、氟化钾、单氟磷酸钠、氟硅酸钠、氟硅酸铵、胺氟化物、氟化铵及其组合。在某些实施方案中，氟离子源包括氟化亚锡、氟化钠、单氟磷酸钠以及其混合物。在制剂包含钙盐的情况下，氟化物盐是优选的盐，其中氟化物共价结合到另一原子，例如，如在单氟磷酸钠中，而非仅仅离子结合，如在氟化钠中。
表面活性剂
本发明可在一些实施方案中包含阴离子表面活性剂，例如组合物1.0以及下列等等的组合物，例如高级脂肪酸单硫酸单甘油酯的水溶性盐，诸如氢化椰子油脂肪酸的单硫酸化单甘油酯的钠盐，诸如N-甲基N-椰油基牛磺酸钠、椰油酸单甘油酯硫酸钠；高级烷基硫酸盐，诸如月桂基硫酸钠；高级烷基醚硫酸盐，例如，式CH3(CH2)mCH2(OCH2CH2)nOS03X的高级烷基醚硫酸盐，其中m为6-16，例如10，n为1-6，例如2、3或4，并且X为Na或，例如月桂基聚氧乙烯(2)醚硫酸钠(CH3(CH2)10CH2(OCH2CH2)2OS03Na)；高级烷基芳基磺酸盐，诸如月桂基苯磺酸钠(月桂基苯磺酸钠)；高级烷基磺基乙酸盐，如十二烷基苯磺酸钠(月桂基苯磺酸钠)、1,2二羟基丙烷磺酸的高级脂肪酸酯、磺基月桂酸盐(N-2-乙基月桂酸钾磺基乙酰胺)和月桂基肌氨酸钠。“高级烷基”意指例如C6-3o烷基。在特定实施方案中，阴离子表面活性剂(当存在时)选自月桂基硫酸钠和月桂基醚硫酸钠。当存在时，阴离子表面活性剂以有效的(例如，大于配制物的0.001重量％)，但不处于将刺激口腔组织的浓度下(例如1％)的量存在，并且最佳浓度取决于特定配制物和特定表面活性剂。在一个实施方案中，阴离子表面活性剂以0.03重量％至5重量％(例如1.5重量％)存在。
在另一实施方案中，适用于本发明的阳离子表面活性剂可广义地定义为具有一条含有8至18个碳原子的长烷基链的脂肪族季铵化合物的衍生物，诸如氯化月桂基三甲基铵、氯化鲸蜡基吡啶、溴化鲸蜡基三甲基铵、氯化二异丁基苯氧基乙基二甲基苯甲基铵、亚硝酸椰子基烷基三甲基铵、氟化鲸蜡基吡啶及其混合物。说明性阳离子表面活性剂是在授予Briner等人的美国专利第3,535,421号中所述的季铵氟化物，所述专利以引用方式并入。某些阳离子表面活性剂还可以充当组合物中的杀菌剂。
可用在本发明的组合物中的组合物1.0以及下列等等的说明性非离子表面活性剂可广义地定义为通过使氧化烯基团(本质上亲水的)与本质上可为脂族或烷基芳族化合物的有机疏水化合物缩合而产生的化合物。适合的非离子表面活性剂的实例包括但不限于Pluronics、烷基酚的聚环氧乙烷缩合物、衍生自环氧乙烷与环氧丙烷和乙二胺的反应产物的缩合的产物、脂肪族醇的环氧乙烷缩合物、长链叔胺氧化物、长链叔膦氧化物、长链二烷基亚砜以及这类物质的混合物。
可用在本发明的组合物中的组合物1.0以及下列等等的示例性两性表面活性剂包括：甜菜碱(诸如椰油酰胺丙基甜菜碱)；脂族仲胺和叔胺的衍生物，其中脂族基可为直链或支链的，并且其中脂族取代基中的一者含有约8至18个碳原子并且一者含有阴离子水增溶基团(诸如羧酸根、磺酸根、硫酸根、磷酸根或膦酸根)；以及此类材料的混合物。
表面活性剂或相容表面活性剂的混合物可以按总组合物的重量计以0.1％至5％，在另一个实施方案中0.3％至3％以及在另一个实施方案中0.5％至2％存在于本发明的组合物中。
调味剂
本发明的口腔护理组合物也可包括调味剂。用于本发明的实践中的调味剂包括但不限于精油以及各种调味醛、酯、醇和类似物质，以及甜味剂，诸如糖精钠。精油的实例包括留兰香、胡椒薄荷、冬青、檫木、丁香、鼠尾草、桉树、马郁兰、肉桂、柠檬、酸橙、葡萄柚和橙子的油。如薄荷醇、香芹胴和大茴香脑等化学物质也是适用的。某些实施方案采用胡椒薄荷油和留兰香。
调味剂以0.01重量％至1重量％的浓度掺入口腔组合物中。
螯合剂和防牙结石剂
本发明的口腔护理组合物还可包括能够络合存在于细菌细胞壁中的钙的一种或多种螯合剂。这种钙的结合使细菌细胞壁弱化并且使细菌溶解增强。
另一组适于在本发明中用作螯合剂和防牙结石剂的试剂是可溶性焦磷酸盐。用在本发明组合物中的焦磷酸盐可以是碱金属焦磷酸盐中的任一种。在某些实施方案中，盐包括四碱金属焦磷酸盐、二碱金属焦磷酸二氢盐、三碱金属焦磷酸一氢盐及其混合物，其中所述碱金属为钠或钾。呈水合和未水合形式的盐均为适用的。可用于本发明的组合物中的焦磷酸盐的有效量通常足以提供至少0.1重量％的焦磷酸根离子，例如0.1重量％至3重量5，例如0.1重量％至2重量％，例如0.1重量％至1重量％，例如0.2重量％至0.5重量％。焦磷酸盐还通过降低水的活性而有助于保存组合物。
在本公开的各种实施方案中(例如，组合物1.0以及下列等等)，组合物还包含一种或多种抗牙结石剂(牙垢控制剂)。合适的抗牙结石剂包括但不限于单磷酸盐(例如一碱式磷酸盐、二碱式磷酸盐或三碱式磷酸盐)和P1-6多磷酸盐(例如焦磷酸盐、三聚磷酸盐、四磷酸盐和六偏磷酸盐)、锌盐(例如柠檬酸锌、氯化锌、三水柠檬酸锌)、
(甲基乙烯基醚(PVM)和马来酸(MA)的共聚物)、聚氨基丙磺酸(AMPS)、多肽、聚烯烃磺酸盐、聚烯烃磷酸盐和二膦酸盐。在某些实施方案中，其它抗牙结石剂为碱金属和/或碱土金属磷酸盐，例如钠盐、钾盐或钙盐。在某些实施方案中，组合物包括单磷酸盐(例如一碱式磷酸盐、二碱式磷酸盐或三碱式磷酸盐)、P1-6多磷酸盐、Gantrez或其组合。仍然在某些实施方案中，组合物包括三聚磷酸钠、焦磷酸四钠、Gantrez或其组合。
聚合物
本发明的口腔护理组合物还任选地包含一种或多种聚合物，诸如聚乙二醇、聚乙烯甲基醚马来酸共聚物、多糖(例如纤维素衍生物，例如羧甲基纤维素；或多糖胶，例如黄原胶或角叉菜胶)。酸性聚合物(例如聚丙烯酸酯凝胶)可以其游离酸或部分或完全中和的水溶性碱金属(例如钾和钠)或铵盐的形式提供。某些实施方案包括马来酸酐或酸与另一可聚合的烯属不饱和单体(例如甲基乙烯基醚(甲氧基乙烯))的分子量(M.W.)为约30,000至约1,000,000的1:4至4:1共聚物。这些共聚物可例如作为GAF化学品公司的Gantrez AN 139(M.W.500,000)、AN 119(M.W.250,000)以及S-97药物级(M.W.70,000)获得。
其他起作用的聚合物包括诸如马来酸酐与丙烯酸乙酯、甲基丙烯酸羟乙酯、N-乙烯基-2-吡咯烷酮或乙烯的1:1共聚物的那些，后者可例如以Monsanto EMA编号1103、M.W.10,000以及EMA等级61获得；以及丙烯酸与甲基丙烯酸甲酯或甲基丙烯酸羟乙酯、丙烯酸甲酯或丙烯酸乙酯、异丁基乙烯醚或N-乙烯基-2-吡咯烷酮的1:1共聚物。
一般来讲，适合的是含有活性碳-碳烯属双键和至少一个羧基的聚合的烯属或烯系不饱和羧酸，即含有因为在相对于羧基的α-β位置中或作为未端亚甲基群组的一部分存在于单体分子中而容易在聚合中起作用的烯属双键的酸。这类酸的实例是丙烯酸、甲基丙烯酸、乙基丙烯酸、α-氯丙烯酸、巴豆酸、β-丙烯酰氧基丙酸、山梨酸、α-氯代山梨酸、肉桂酸、β-苯乙烯基丙烯酸、粘糠酸、衣康酸、柠康酸、甲基反丁烯二酸、戊烯二酸、乌头酸、α-苯基丙烯酸、2-苯甲基丙烯酸、2-环己基丙烯酸、当归酸、伞形酸、富马酸、马来酸以及酸酐。可与这类羧酸单体共聚的其它不同的烯属单体包括乙酸乙烯酯、氯乙烯、马来酸二甲酯等。共聚物含有对于水溶性来讲足够的羧酸盐基团。
另一类聚合剂包括含有取代丙烯酰胺的均聚物和/或不饱和磺酸及其盐的均聚物的组合物，特别地其中聚合物是分子量为约1,000至约2,000,000的基于选自丙烯酰胺基烷基磺酸(诸如2-丙烯酰胺2甲基丙烷磺酸)的不饱和磺酸，其在授予1989年6月27日授予Zahid的美国专利第4,842,847号中有述，所述专利以引用方式并入本文。
在制备口腔护理组合物中，有时必须添加一些增稠材料来提供合乎需要的稠度或稳定或增强配制物的性能。在某些实施方案中，增稠剂是羧基乙烯基聚合物、角叉菜胶、黄原胶、羟乙基纤维素和纤维素醚的水溶性盐，诸如羧甲基纤维素钠和羧甲基羟乙基纤维素钠。也可将天然胶诸如刺梧桐胶、阿拉伯树胶和黄芪胶掺入。胶态硅酸镁铝或细分二氧化硅可用作增稠组合物的组分以便进一步改善组合物的质地。在某些实施方案中，使用按总组合物的重量计约0.5％至约5.0％的量的增稠剂。
磨料
天然碳酸钙存在于诸如白垩、石灰岩、大理石和石灰华的岩石中。它还是蛋壳和软体动物壳的主要组分。本发明的天然碳酸钙磨料通常为磨细的石灰岩，其可任选地经提炼或部分地提炼以除去杂质。为了用于本发明，所述材料的平均粒度小于10微米，例如3-7微米，例如约5.5微米。例如，小颗粒二氧化硅可具有2.5–4.5微米的平均粒度(D50)。因为天然碳酸钙可包含高比例的未仔细控制的相对大的粒子，这会不可接受地增大研磨性，所以优选地不超过0.01重量％，优选地不超过0.004重量％的粒子将不通过325目筛。所述材料具有强晶体结构，并因此比沉淀碳酸钙硬得多且研磨能力更强。天然碳酸钙的振实密度例如介于1与1.5g/cc之间，例如约1.2，例如约1.19g/cc。天然碳酸钙存在不同的多晶型物，例如方解石、霰石和球霰石，方解石出于本发明的目的是优选的。适用于本发明的市售产品的实例包括得自GMZ的
25-11FG。
沉淀碳酸钙通常通过以下方式制备：煅烧石灰岩以制备氧化钙(石灰)，然后可通过在水中与二氧化碳反应而转化回碳酸钙。沉淀碳酸钙具有与天然碳酸钙不同的晶体结构。它通常更易碎且更多孔，因此具有较低的研磨性和较高的吸水性。为了用于本发明，粒子较小，例如，具有1-5微米的平均粒度，并且例如不超过0.1重量％，优选地不超过0.05重量％的粒子将不通过325目筛。所述颗粒可例如具有3-6微米，例如3.8-4.9，例如约4.3的D50；1-4微米，例如2.2-2.6微米，例如约2.4微米的D50；和1-2微米，例如1.2-1.4，例如约1.3微米的D10。所述颗粒具有相对高的吸水性，例如至少25g/l00g，例如30-70g/l00g。适用于本发明的市售产品的实例包括例如来自Lagos Industria Quimica的
15Plus。
在某些实施方案中，本发明可包含另外的含钙磨料，例如磷酸钙磨料，例如磷酸三钙(Ca3(P04)2)、羟磷灰石(Ca10(P04)6(OH)2)或二水磷酸二钙(CaHP04·2H20，有时在本文也称为DiCal)或焦磷酸钙；和/或二氧化硅磨料、偏磷酸钠、偏磷酸钾、硅酸铝、煅烧氧化铝、膨润土或其他硅质材料，或其组合。可以使用任何适用于口腔护理组合物的二氧化硅，诸如沉淀二氧化硅或硅胶。例如，合成的无定形二氧化硅。二氧化硅也可作为增稠剂，例如颗粒二氧化硅。例如，二氧化硅也可以是小颗粒二氧化硅(例如，得自PQ Corporation,Warrington,United Kingdom的Sorbosil AC43)。然而，该另外的磨料优选地不以将洁齿剂的RDA增至可能损害敏感牙齿的水平(例如，大于130)的类型或量存在。
水
水存在于本发明的口腔组合物(例如组合物1.0以及下列等等)中。用于商业口腔组合物的制备的水应为去离子的并且不含有机杂质。水通常补足组合物余量并且占口腔组合物的5重量％至45重量％，例如10重量％至20重量％，例如25–35重量％。该量的水包括所添加的游离水加上与诸如山梨糖醇或二氧化硅或本发明的任何组分的其他材料一起引入的量的水。Karl Fischer方法是计算游离水的一个措施。
保湿剂
在口腔组合物(例如组合物1.0以及下列等等)的某些实施方案内，还希望掺入湿润剂来减少蒸发并且还通过降低水的活性而有助于保存。某些保湿剂也可赋予组合物以合乎需要的甜味或风味。以纯的湿润剂计，湿润剂通常在一个实施方案中占组合物重量的15％至70％或在另一个实施方案中占30％至65％。
适合的湿润剂包括可食用的多羟基醇，诸如甘油、山梨糖醇、木糖醇、丙二醇以及其他多元醇和这些湿润剂的混合物。甘油和山梨糖醇的混合物可用于某些实施方案以作为本文中的组合物的湿润剂组分。
本发明在其方法方面中涉及向口腔施加安全并且有效量的本文所述的组合物。
根据本发明的组合物和方法(组合物1.0以及下列等等)可并入用于口腔和牙齿护理的口腔组合物中，诸如牙膏、透明糊剂、凝胶、漱口液、喷雾和口香糖。
通篇使用的范围是用作描述在所述范围内的每个值的简写。范围内的任何值都可以被选为范围终点。此外，本文引用的所有参考文献特此以全文引用的方式并入。如果本公开中的定义与所引用的参考文献中的定义发生冲突，则以本公开为准。应当理解，在描述制剂时，可根据它们的成分进行描述，如本领域常见的那样，尽管这些成分可在实际的制剂中在制备、储存和使用时相互反应，并且此类产品旨在由所述制剂涵盖。
以下实施例进一步描述和证实本发明范围内的说明性实施例。实施例仅仅为说明而给出，而不应被视为限制本发明，因为可以进行许多变化而不会背离其精神和范围。对本发明的除本文所显示和描述的那些之外的各种修改对所属领域技术人员来说将是显而易见的。
实施例1
表1：洁齿剂制剂A
实施例2
表2：亚锡稳定性
实施例3
表3显示了上述实施例1-3中使用的缓冲剂组合物。
表3：
上述制剂的水浓度介于17.0重量％至21.0重量％之间。这些被认为是“高水”制剂。因此，申请人在不使用a)低水制剂或b)双相组合物的情况下解决了亚锡离子的不稳定性。
实施例4
表4-好氧生物膜中的亚锡摄取
(单位为(ppm))
*括号中包含的数字表示进行了第二次实验。
**名称“Trt”应理解为是指“处理”。
***“缓冲剂”是指1.2重量％有机酸缓冲剂，其包含1.0重量％柠檬酸钠和0.2重量％柠檬酸。柠檬酸钠和柠檬酸的重量％是指它们相对于整个组合物的量。
好氧生物膜模型通过在5天期间的重复处理来量化化合物在人造牙齿表面(或羟基磷灰石(HAP))上防止包含唾液培养物的生物膜成熟的能力。在第1天，将活性附着盖上的羟基磷灰石圆盘在澄清的、灭菌过滤的唾液中孵育以形成表膜，处理，接种在悬浮于培养基中的全人唾液中，并进行孵育，然后在一天结束时重复处理。在第2至5天，每天早晨重复处理。
每次处理后，将含有生物膜的每个HAP圆盘转移到装有1ml王水的管中，王水是硝酸和盐酸的混合物，用于溶解金属或酸消化。将管保持在通风橱下过夜以确保完全酸消化。将样品离心以沉淀碎片。将酸上清液(水性部分)转移到另一个干净的管中，并使用无菌水使其达到体积以制备10％酸溶液(1ml上清液:9ml水)。将该样品送至分析处进行金属检测。数据表示为百万分率(ppm)以及6次处理的金属提取。
从表4中可以看出，与含有乳酸锌作为锌源并含有氟化亚锡作为亚锡源的市售主要制剂相比，含有SnF、磷酸锌的组合物在好氧生物膜测定中表现出大大增加的亚锡摄取。
Claims (15)
1.一种口腔护理组合物，其包含：
包含磷酸锌的锌源；
第一亚锡源，其中所述亚锡包含氟化亚锡；以及
第二亚锡源，其中所述第二亚锡源包含焦磷酸亚锡。
2.根据权利要求1所述的口腔护理组合物，其中所述磷酸锌是磷酸锌的预形成的盐。
3.根据权利要求1或2所述的口腔护理组合物，其中所述磷酸锌以足以使所述氟化亚锡解离以在水溶液中提供治疗有效量的亚锡离子的量存在。
4.根据权利要求1-3中任一项所述的口腔护理组合物，其中相对于所述口腔护理组合物的重量，所述磷酸锌的量为0.05重量％至10重量％。
5.根据前述权利要求中任一项所述的组合物，其中所述第一亚锡离子源还包含其他卤化亚锡诸如氯化亚锡二水合物、焦磷酸亚锡、有机亚锡羧酸盐诸如甲酸亚锡、乙酸亚锡、葡萄糖酸亚锡、乳酸亚锡、酒石酸亚锡、草酸亚锡、丙二酸亚锡和柠檬酸亚锡、乙醛酸亚锡或它们的混合物。
6.根据前述权利要求中任一项所述的组合物，其中所述第一亚锡离子源为氟化亚锡。
7.根据前述权利要求中任一项所述的组合物，其中按所述组合物的重量计，所述组合物包含有效量的一种或多种碱金属磷酸盐，例如钠盐、钾盐或钙盐，例如选自碱金属磷酸氢盐和碱金属焦磷酸盐，例如选自以下的碱金属磷酸盐：磷酸氢二钠、磷酸氢二钾、二水磷酸二钙、焦磷酸钙、焦磷酸四钠、焦磷酸四钾、三聚磷酸钠、正磷酸氢二钠、磷酸二氢钠、三磷酸五钾以及它们中任意两种或更多种的混合物。
8.根据权利要求11所述的组合物，其中所述碱金属磷酸盐是焦磷酸四钾。
9.根据权利要求11所述的组合物，其中所述碱金属磷酸盐是三聚磷酸钠。
10.根据前述权利要求中任一项所述的组合物，其中所述组合物包含。
11.根据前述权利要求中任一项所述的组合物，其中所述组合物包含：
a.约1.0重量％的磷酸锌
b.约0.2重量％的焦磷酸亚锡
c.约2.0重量％的焦磷酸四钠
12.根据前述权利要求中任一项所述的组合物，其中所述组合物包含：
a.约1.0重量％的磷酸锌
b.约0.3重量％的焦磷酸亚锡
c.约2.0重量％的焦磷酸四钠
13.根据权利要求1-10中任一项所述的组合物，其中所述组合物包含：
a.约1.7重量％的磷酸锌
b.约1.0重量％的焦磷酸亚锡
c.约2.0重量％的焦磷酸四钠
14.根据权利要求14或15所述的组合物，其还包含柠檬酸盐缓冲剂体系，其中所述缓冲剂体系包含柠檬酸三钠和柠檬酸。
15.一种改善口腔健康的方法，其包括施用有效量的根据前述权利要求中任一项所述的口腔组合物，其中将所述口腔护理组合物施用于有需要的受试者的口腔。
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2017
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- 2017-12-20 AU AU2017379852A patent/AU2017379852B2/en active Active
- 2017-12-20 CN CN201780079006.4A patent/CN110087619B/zh active Active
- 2017-12-20 RU RU2019119096A patent/RU2727658C1/ru active
- 2017-12-20 CA CA3044403A patent/CA3044403A1/en active Pending
- 2017-12-20 BR BR112019012119-6A patent/BR112019012119B1/pt active IP Right Grant
- 2017-12-20 WO PCT/US2017/067472 patent/WO2018119015A1/en active Application Filing
- 2017-12-20 US US15/848,009 patent/US10646420B2/en active Active
- 2017-12-20 MX MX2019007358A patent/MX2019007358A/es unknown
- 2017-12-20 CN CN202210605511.0A patent/CN114948764A/zh active Pending
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2019
- 2019-05-29 ZA ZA2019/03432A patent/ZA201903432B/en unknown
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2021
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2023
- 2023-11-14 US US18/508,746 patent/US20240074955A1/en active Pending
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| Publication number | Publication date |
|---|---|
| CA3044403A1 (en) | 2018-06-28 |
| CN110087619A (zh) | 2019-08-02 |
| CN110087619B (zh) | 2022-06-28 |
| BR112019012119A2 (pt) | 2019-11-05 |
| US20240074955A1 (en) | 2024-03-07 |
| AU2017379852B2 (en) | 2020-02-20 |
| WO2018119015A1 (en) | 2018-06-28 |
| MX2019007358A (es) | 2019-09-05 |
| US11813342B2 (en) | 2023-11-14 |
| US20210186832A1 (en) | 2021-06-24 |
| EP3541352B1 (en) | 2021-07-28 |
| US20180168957A1 (en) | 2018-06-21 |
| US20200253844A1 (en) | 2020-08-13 |
| US10646420B2 (en) | 2020-05-12 |
| RU2727658C1 (ru) | 2020-07-22 |
| AU2017379852A1 (en) | 2019-07-04 |
| EP3541352A1 (en) | 2019-09-25 |
| BR112019012119B1 (pt) | 2022-09-06 |
| ZA201903432B (en) | 2022-08-31 |
| US10966910B2 (en) | 2021-04-06 |
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