CA2006717C - Compose oral antibacterien antiplaque, rince-bouche et dentifrice liquide - Google Patents

Compose oral antibacterien antiplaque, rince-bouche et dentifrice liquide Download PDF

Info

Publication number: CA2006717C
Authority: CA; Canada
Prior art keywords: oral composition; agent; enhancing; antibacterial; group
Prior art date: 1988-12-29
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Lifetime

Application number

CA 2006717

Other languages

English (en)

Other versions

CA2006717A1 (fr

Inventor

Nuran Nabi

Abdul Gaffar

John Afflitto

Orum Stringer

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Colgate Palmolive Co

Original Assignee

Colgate Palmolive Co

Priority date (The priority date 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 date listed.)

1988-12-29

Filing date

1989-12-27

Publication date

2002-02-26

1988-12-29 Priority claimed from US07/291,712 external-priority patent/US4894220A/en

1989-08-25 Priority claimed from US07/398,592 external-priority patent/US5188821A/en

1989-12-27 Application filed by Colgate Palmolive Co filed Critical Colgate Palmolive Co

1990-06-29 Publication of CA2006717A1 publication Critical patent/CA2006717A1/fr

2002-02-26 Application granted granted Critical

2002-02-26 Publication of CA2006717C publication Critical patent/CA2006717C/fr

2009-12-27 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 85
239000000551 dentifrice Substances 0.000 title claims abstract description 30
230000002882 anti-plaque Effects 0.000 title claims abstract description 26
239000007788 liquid Substances 0.000 title claims abstract description 26
239000002324 mouth wash Substances 0.000 title claims abstract description 23
229940051866 mouthwash Drugs 0.000 title claims abstract description 20
230000000844 anti-bacterial effect Effects 0.000 title abstract description 14
239000003242 anti bacterial agent Substances 0.000 claims abstract description 52
239000003795 chemical substances by application Substances 0.000 claims abstract description 32
XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 claims abstract description 21
229960003500 triclosan Drugs 0.000 claims abstract description 20
230000014759 maintenance of location Effects 0.000 claims abstract description 17
239000008135 aqueous vehicle Substances 0.000 claims abstract description 10
239000003981 vehicle Substances 0.000 claims abstract description 3
-1 benzoic ester Chemical class 0.000 claims description 43
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 28
239000000463 material Substances 0.000 claims description 28
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
229920001577 copolymer Polymers 0.000 claims description 22
229920000642 polymer Polymers 0.000 claims description 19
239000003921 oil Substances 0.000 claims description 16
229920005646 polycarboxylate Polymers 0.000 claims description 16
231100000252 nontoxic Toxicity 0.000 claims description 15
230000003000 nontoxic effect Effects 0.000 claims description 15
239000004094 surface-active agent Substances 0.000 claims description 15
125000000129 anionic group Chemical group 0.000 claims description 14
239000000178 monomer Substances 0.000 claims description 14
238000002360 preparation method Methods 0.000 claims description 14
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 13
229920000388 Polyphosphate Polymers 0.000 claims description 12
230000002272 anti-calculus Effects 0.000 claims description 12
239000001205 polyphosphate Substances 0.000 claims description 12
235000011176 polyphosphates Nutrition 0.000 claims description 12
150000003839 salts Chemical class 0.000 claims description 12
229960003742 phenol Drugs 0.000 claims description 8
229910052783 alkali metal Inorganic materials 0.000 claims description 7
USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 7
RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 claims description 7
150000001340 alkali metals Chemical class 0.000 claims description 6
125000000217 alkyl group Chemical group 0.000 claims description 6
229910052799 carbon Inorganic materials 0.000 claims description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
238000005498 polishing Methods 0.000 claims description 6
239000002562 thickening agent Substances 0.000 claims description 6
MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 claims description 6
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 5
UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 claims description 5
125000004432 carbon atom Chemical group C* 0.000 claims description 5
230000002209 hydrophobic effect Effects 0.000 claims description 5
150000002989 phenols Chemical class 0.000 claims description 5
TYBHZVUFOINFDV-UHFFFAOYSA-N 2-bromo-6-[(3-bromo-5-chloro-2-hydroxyphenyl)methyl]-4-chlorophenol Chemical compound OC1=C(Br)C=C(Cl)C=C1CC1=CC(Cl)=CC(Br)=C1O TYBHZVUFOINFDV-UHFFFAOYSA-N 0.000 claims description 4
PGKQTZHDCHKDQK-UHFFFAOYSA-N 2-phenylethenylphosphonic acid Chemical compound OP(O)(=O)C=CC1=CC=CC=C1 PGKQTZHDCHKDQK-UHFFFAOYSA-N 0.000 claims description 4
NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 claims description 4
239000005770 Eugenol Substances 0.000 claims description 4
125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 4
230000002378 acidificating effect Effects 0.000 claims description 4
125000004429 atom Chemical group 0.000 claims description 4
229960002217 eugenol Drugs 0.000 claims description 4
210000003296 saliva Anatomy 0.000 claims description 4
229920002554 vinyl polymer Polymers 0.000 claims description 4
WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 claims description 3
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 3
239000005844 Thymol Substances 0.000 claims description 3
229920006318 anionic polymer Polymers 0.000 claims description 3
125000003710 aryl alkyl group Chemical group 0.000 claims description 3
WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 3
125000000524 functional group Chemical group 0.000 claims description 3
239000008103 glucose Substances 0.000 claims description 3
150000004676 glycans Chemical class 0.000 claims description 3
238000000034 method Methods 0.000 claims description 3
XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical group COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 claims description 3
229920001282 polysaccharide Polymers 0.000 claims description 3
239000005017 polysaccharide Substances 0.000 claims description 3
UVGZJJKEELPWRH-JSCKKFHOSA-M potassium (2S,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoate Chemical compound [K+].O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C([O-])=O UVGZJJKEELPWRH-JSCKKFHOSA-M 0.000 claims description 3
229960000790 thymol Drugs 0.000 claims description 3
208000002064 Dental Plaque Diseases 0.000 claims description 2
125000002252 acyl group Chemical group 0.000 claims description 2
125000003342 alkenyl group Chemical group 0.000 claims description 2
125000002877 alkyl aryl group Chemical group 0.000 claims description 2
125000003118 aryl group Chemical group 0.000 claims description 2
125000000623 heterocyclic group Chemical group 0.000 claims description 2
229910052757 nitrogen Inorganic materials 0.000 claims description 2
229910052698 phosphorus Inorganic materials 0.000 claims description 2
150000003460 sulfonic acids Chemical class 0.000 claims description 2
229910052717 sulfur Inorganic materials 0.000 claims description 2
239000000375 suspending agent Substances 0.000 claims description 2
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 3
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 3
239000011976 maleic acid Substances 0.000 claims 3
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims 3
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 3
150000001298 alcohols Chemical class 0.000 claims 2
UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 1
230000002401 inhibitory effect Effects 0.000 claims 1
229910052760 oxygen Inorganic materials 0.000 claims 1
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 21
150000001875 compounds Chemical class 0.000 description 16
235000019441 ethanol Nutrition 0.000 description 13
235000019198 oils Nutrition 0.000 description 10
230000002708 enhancing effect Effects 0.000 description 9
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
229910052708 sodium Inorganic materials 0.000 description 8
239000011734 sodium Substances 0.000 description 8
239000002253 acid Substances 0.000 description 7
235000013772 propylene glycol Nutrition 0.000 description 7
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 6
150000008064 anhydrides Chemical class 0.000 description 6
230000001580 bacterial effect Effects 0.000 description 5
230000008901 benefit Effects 0.000 description 5
235000014113 dietary fatty acids Nutrition 0.000 description 5
239000000194 fatty acid Substances 0.000 description 5
229930195729 fatty acid Natural products 0.000 description 5
239000003906 humectant Substances 0.000 description 5
YVURAEQQLUQPFO-UHFFFAOYSA-N phosphoric acid;styrene Chemical compound OP(O)(O)=O.C=CC1=CC=CC=C1 YVURAEQQLUQPFO-UHFFFAOYSA-N 0.000 description 5
AQMNWCRSESPIJM-UHFFFAOYSA-M sodium metaphosphate Chemical compound [Na+].[O-]P(=O)=O AQMNWCRSESPIJM-UHFFFAOYSA-M 0.000 description 5
239000002202 Polyethylene glycol Substances 0.000 description 4
125000002091 cationic group Chemical group 0.000 description 4
150000004665 fatty acids Chemical class 0.000 description 4
235000011187 glycerol Nutrition 0.000 description 4
230000001965 increasing effect Effects 0.000 description 4
239000002245 particle Substances 0.000 description 4
229920001223 polyethylene glycol Polymers 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 3
XGRSAFKZAGGXJV-UHFFFAOYSA-N 3-azaniumyl-3-cyclohexylpropanoate Chemical compound OC(=O)CC(N)C1CCCCC1 XGRSAFKZAGGXJV-UHFFFAOYSA-N 0.000 description 3
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 3
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 3
235000019739 Dicalciumphosphate Nutrition 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 3
KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 3
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 3
229910019142 PO4 Inorganic materials 0.000 description 3
229920002125 Sokalan® Polymers 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
239000001506 calcium phosphate Substances 0.000 description 3
239000007859 condensation product Substances 0.000 description 3
229920006037 cross link polymer Polymers 0.000 description 3
NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 3
229910000390 dicalcium phosphate Inorganic materials 0.000 description 3
229940038472 dicalcium phosphate Drugs 0.000 description 3
150000002148 esters Chemical class 0.000 description 3
229940091249 fluoride supplement Drugs 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
239000003349 gelling agent Substances 0.000 description 3
239000004615 ingredient Substances 0.000 description 3
229920000554 ionomer Polymers 0.000 description 3
229910052749 magnesium Inorganic materials 0.000 description 3
239000011777 magnesium Substances 0.000 description 3
OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 3
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
239000010452 phosphate Substances 0.000 description 3
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 3
229960004711 sodium monofluorophosphate Drugs 0.000 description 3
239000000600 sorbitol Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
229940034610 toothpaste Drugs 0.000 description 3
239000000606 toothpaste Substances 0.000 description 3
229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 2
LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 2
SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
239000005977 Ethylene 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
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
BACYUWVYYTXETD-UHFFFAOYSA-N N-Lauroylsarcosine Chemical compound CCCCCCCCCCCC(=O)N(C)CC(O)=O BACYUWVYYTXETD-UHFFFAOYSA-N 0.000 description 2
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
229920002582 Polyethylene Glycol 600 Polymers 0.000 description 2
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
229930006000 Sucrose Natural products 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 2
230000009471 action Effects 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
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
230000000675 anti-caries Effects 0.000 description 2
SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
229920001400 block copolymer Polymers 0.000 description 2
150000001721 carbon Chemical group 0.000 description 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
239000001768 carboxy methyl cellulose Substances 0.000 description 2
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
238000004132 cross linking Methods 0.000 description 2
FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
235000003599 food sweetener Nutrition 0.000 description 2
229910001679 gibbsite Inorganic materials 0.000 description 2
208000007565 gingivitis Diseases 0.000 description 2
235000019447 hydroxyethyl cellulose Nutrition 0.000 description 2
229940094522 laponite Drugs 0.000 description 2
XCOBTUNSZUJCDH-UHFFFAOYSA-B lithium magnesium sodium silicate Chemical compound [Li+].[Li+].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Na+].[Na+].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3 XCOBTUNSZUJCDH-UHFFFAOYSA-B 0.000 description 2
239000000395 magnesium oxide Substances 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
125000005341 metaphosphate group Chemical group 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2
210000000214 mouth Anatomy 0.000 description 2
229920001983 poloxamer Polymers 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
229920001296 polysiloxane Polymers 0.000 description 2
229910052700 potassium Inorganic materials 0.000 description 2
239000011591 potassium Substances 0.000 description 2
NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 2
CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 2
PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 2
235000019333 sodium laurylsulphate Nutrition 0.000 description 2
239000000243 solution Substances 0.000 description 2
239000002904 solvent Substances 0.000 description 2
125000001424 substituent group Chemical group 0.000 description 2
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YUOWTJMRMWQJDA-UHFFFAOYSA-J tin(iv) fluoride Chemical class [F-].[F-].[F-].[F-].[Sn+4] YUOWTJMRMWQJDA-UHFFFAOYSA-J 0.000 description 1
ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 description 1
125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical compound OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 description 1
238000005406 washing Methods 0.000 description 1
229920003169 water-soluble polymer Polymers 0.000 description 1
239000000811 xylitol Substances 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
235000010447 xylitol Nutrition 0.000 description 1
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125000005023 xylyl group Chemical group 0.000 description 1
150000003751 zinc Chemical class 0.000 description 1
150000003752 zinc compounds Chemical class 0.000 description 1

Landscapes

Cosmetics (AREA)

CA 2006717 1988-12-29 1989-12-27 Compose oral antibacterien antiplaque, rince-bouche et dentifrice liquide Expired - Lifetime CA2006717C (fr)

Applications Claiming Priority (6)

Application Number	Priority Date	Filing Date	Title
US291,712		1988-12-29
US07/291,712 US4894220A (en)	1987-01-30	1988-12-29	Antibacterial antiplaque oral composition
US398,592		1989-08-25
US07/398,592 US5188821A (en)	1987-01-30	1989-08-25	Antibacterial antiplaque oral composition mouthwash or liquid dentifrice
US41068289A	1989-09-21	1989-09-21
US410,682		1989-09-21

Publications (2)

Publication Number	Publication Date
CA2006717A1 CA2006717A1 (fr)	1990-06-29
CA2006717C true CA2006717C (fr)	2002-02-26

Family

ID=27404071

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2006717 Expired - Lifetime CA2006717C (fr)	1988-12-29	1989-12-27	Compose oral antibacterien antiplaque, rince-bouche et dentifrice liquide

Country Status (1)

Country	Link
CA (1)	CA2006717C (fr)

1989
- 1989-12-27 CA CA 2006717 patent/CA2006717C/fr not_active Expired - Lifetime

Also Published As

Publication number	Publication date
CA2006717A1 (fr)	1990-06-29

Legal Events

Date	Code	Title	Description
1996-11-27	EEER	Examination request
2009-12-27	MKEX	Expiry

Publication	Publication Date	Title
US5188821A (en)	1993-02-23	Antibacterial antiplaque oral composition mouthwash or liquid dentifrice
US5192531A (en)	1993-03-09	Antibacterial antiplaque oral composition
US5032386A (en)	1991-07-16	Antiplaque antibacterial oral composition
US5776435A (en)	1998-07-07	Antiplaque antibacterial oral composition
CA2175966C (fr)	2008-12-23	Composition antibacterienne orale gelifiee a administrer aux zones d'implants dentaires
US5466437A (en)	1995-11-14	Antibacterial antiplaqued oral composition mouthwash or liquid dentifrice
US5728756A (en)	1998-03-17	Antiplaque antibacterial oral composition
US5180578A (en)	1993-01-19	Antibacterial antiplaque anticalculus oral composition
AU625379B2 (en)	1992-07-09	Antiplaque antibacterial oral composition
US4894220A (en)	1990-01-16	Antibacterial antiplaque oral composition
US5037635A (en)	1991-08-06	Antibacterial antiplaque oral composition
CA2006718C (fr)	2000-11-14	Compose oral antibacterien, antiplaque et antitartre
US5156835A (en)	1992-10-20	Antibacterial antiplaque oral composition
US5037637A (en)	1991-08-06	Antibacterial antiplaque, anticalculus oral composition
US5080887A (en)	1992-01-14	Antibacterial antiplaque, anticalculus oral composition
CA2153762A1 (fr)	1996-01-15	Composition antimicrobienne orale
US5192530A (en)	1993-03-09	Antibacterial antiplaque oral composition
US5178851A (en)	1993-01-12	Antiplaque antibacterial oral composition
US5453265A (en)	1995-09-26	Antibacterial antiplaque oral composition
US5312618A (en)	1994-05-17	Antibacterial antiplaque oral composition
CA2006717C (fr)	2002-02-26	Compose oral antibacterien antiplaque, rince-bouche et dentifrice liquide
CA2006716C (fr)	2000-07-18	Compose oral antibacterien antiplaque
NZ236644A (en)	1992-02-25	Oral cleaning composition containing polymeric carboxylate phosphatase inhibitor
IE65678B1 (en)	1995-11-15	Antiplaque antibacterial oral composition