DE2633651A1 - Bis-biguanido-verbindungen und dieselben enthaltende mund- und/oder zahnpflegemittel - Google Patents

Bis-biguanido-verbindungen und dieselben enthaltende mund- und/oder zahnpflegemittel

Info

Publication number: DE2633651A1
Authority: DE; Germany
Prior art keywords: carbon atoms; bis; water; active ingredient; compounds
Prior art date: 1975-08-01
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 Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Withdrawn

Application number

DE19762633651

Other languages

German (de)

English (en)

Inventor

Prem Sagar Juneja

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.)

Procter and Gamble Co

Original Assignee

Procter and Gamble 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.)

1975-08-01

Filing date

1976-07-27

Publication date

1977-02-17

1976-03-24 Priority claimed from US05/669,930 external-priority patent/US4067962A/en

1976-07-27 Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co

1977-02-17 Publication of DE2633651A1 publication Critical patent/DE2633651A1/de

Status Withdrawn legal-status Critical Current

Links

150000001875 compounds Chemical class 0.000 title claims description 29
-1 bis-biguanide compound Chemical class 0.000 claims description 30
125000004432 carbon atom Chemical group C* 0.000 claims description 29
230000002882 anti-plaque Effects 0.000 claims description 25
150000003839 salts Chemical class 0.000 claims description 25
239000000551 dentifrice Substances 0.000 claims description 24
239000004480 active ingredient Substances 0.000 claims description 21
239000003795 chemical substances by application Substances 0.000 claims description 21
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
239000002738 chelating agent Substances 0.000 claims description 14
239000000796 flavoring agent Substances 0.000 claims description 12
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
235000019634 flavors Nutrition 0.000 claims description 10
239000000203 mixture Substances 0.000 claims description 10
210000000214 mouth Anatomy 0.000 claims description 10
239000003082 abrasive agent Substances 0.000 claims description 9
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
239000002324 mouth wash Substances 0.000 claims description 9
235000003599 food sweetener Nutrition 0.000 claims description 8
239000003765 sweetening agent Substances 0.000 claims description 8
235000019441 ethanol Nutrition 0.000 claims description 7
239000004088 foaming agent Substances 0.000 claims description 7
239000003906 humectant Substances 0.000 claims description 6
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 4
XPCTZQVDEJYUGT-UHFFFAOYSA-N 3-hydroxy-2-methyl-4-pyrone Chemical compound CC=1OC=CC(=O)C=1O XPCTZQVDEJYUGT-UHFFFAOYSA-N 0.000 claims description 4
229940051866 mouthwash Drugs 0.000 claims description 4
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
IFQUWYZCAGRUJN-UHFFFAOYSA-N ethylenediaminediacetic acid Chemical compound OC(=O)CNCCNCC(O)=O IFQUWYZCAGRUJN-UHFFFAOYSA-N 0.000 claims description 3
NVTRPRFAWJGJAJ-UHFFFAOYSA-L EDTA monocalcium salt Chemical compound [Ca+2].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O NVTRPRFAWJGJAJ-UHFFFAOYSA-L 0.000 claims description 2
YIKYNHJUKRTCJL-UHFFFAOYSA-N Ethyl maltol Chemical compound CCC=1OC=CC(=O)C=1O YIKYNHJUKRTCJL-UHFFFAOYSA-N 0.000 claims description 2
HYMLWHLQFGRFIY-UHFFFAOYSA-N Maltol Natural products CC1OC=CC(=O)C1=O HYMLWHLQFGRFIY-UHFFFAOYSA-N 0.000 claims description 2
229940093503 ethyl maltol Drugs 0.000 claims description 2
BEJNERDRQOWKJM-UHFFFAOYSA-N kojic acid Chemical compound OCC1=CC(=O)C(O)=CO1 BEJNERDRQOWKJM-UHFFFAOYSA-N 0.000 claims description 2
229960004705 kojic acid Drugs 0.000 claims description 2
WZNJWVWKTVETCG-UHFFFAOYSA-N kojic acid Natural products OC(=O)C(N)CN1C=CC(=O)C(O)=C1 WZNJWVWKTVETCG-UHFFFAOYSA-N 0.000 claims description 2
229940043353 maltol Drugs 0.000 claims description 2
125000001424 substituent group Chemical group 0.000 claims description 2
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
230000000144 pharmacologic effect Effects 0.000 claims 2
MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 claims 1
239000000047 product Substances 0.000 description 22
150000004287 bisbiguanides Chemical class 0.000 description 14
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229940112822 chewing gum Drugs 0.000 description 11
238000002360 preparation method Methods 0.000 description 10
239000000606 toothpaste Substances 0.000 description 10
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 9
125000000217 alkyl group Chemical group 0.000 description 9
229960003260 chlorhexidine Drugs 0.000 description 9
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
230000002209 hydrophobic effect Effects 0.000 description 8
229910052757 nitrogen Inorganic materials 0.000 description 7
239000000243 solution Substances 0.000 description 7
239000000126 substance Substances 0.000 description 7
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238000010186 staining Methods 0.000 description 6
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239000001273 butane Substances 0.000 description 5
239000007937 lozenge Substances 0.000 description 5
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IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
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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 4
229910019142 PO4 Inorganic materials 0.000 description 4
229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
125000003342 alkenyl group Chemical group 0.000 description 4
235000011187 glycerol Nutrition 0.000 description 4
125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 4
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
239000010452 phosphate Substances 0.000 description 4
150000003254 radicals Chemical class 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
239000000600 sorbitol Substances 0.000 description 4
239000004094 surface-active agent Substances 0.000 description 4
208000002064 Dental Plaque Diseases 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
240000008042 Zea mays Species 0.000 description 3
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 3
235000002017 Zea mays subsp mays Nutrition 0.000 description 3
125000001931 aliphatic group Chemical group 0.000 description 3
125000002947 alkylene group Chemical group 0.000 description 3
230000000844 anti-bacterial effect Effects 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
125000002091 cationic group Chemical group 0.000 description 3
229940096386 coconut alcohol Drugs 0.000 description 3
238000009833 condensation Methods 0.000 description 3
230000005494 condensation Effects 0.000 description 3
235000009508 confectionery Nutrition 0.000 description 3
235000005822 corn Nutrition 0.000 description 3
239000003599 detergent Substances 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
229910052698 phosphorus Inorganic materials 0.000 description 3
239000011347 resin Substances 0.000 description 3
229920005989 resin Polymers 0.000 description 3
239000006188 syrup Substances 0.000 description 3
235000020357 syrup Nutrition 0.000 description 3
239000002562 thickening agent Substances 0.000 description 3
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
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 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 2
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 2
239000002253 acid Substances 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
125000000129 anionic group Chemical group 0.000 description 2
RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
239000004202 carbamide Substances 0.000 description 2
239000001768 carboxy methyl cellulose Substances 0.000 description 2
150000007942 carboxylates Chemical class 0.000 description 2
239000000969 carrier Substances 0.000 description 2
YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 2
229960001927 cetylpyridinium chloride Drugs 0.000 description 2
239000007859 condensation product Substances 0.000 description 2
239000012153 distilled water Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
235000013355 food flavoring agent Nutrition 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
229940100629 oral lozenge Drugs 0.000 description 2
MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical group [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 2
239000012188 paraffin wax Substances 0.000 description 2
239000002245 particle Substances 0.000 description 2
239000006072 paste Substances 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 2
239000011574 phosphorus Substances 0.000 description 2
238000005498 polishing Methods 0.000 description 2
229940081974 saccharin Drugs 0.000 description 2
235000019204 saccharin Nutrition 0.000 description 2
239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 2
238000009991 scouring Methods 0.000 description 2
239000000377 silicon dioxide Substances 0.000 description 2
239000011734 sodium Substances 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 2
229920001027 sodium carboxymethylcellulose Polymers 0.000 description 2
PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 2
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
229910052717 sulfur Inorganic materials 0.000 description 2
125000004434 sulfur atom Chemical group 0.000 description 2
230000036344 tooth staining Effects 0.000 description 2
230000000699 topical effect Effects 0.000 description 2
CJSBVQVTGSIUAN-UHFFFAOYSA-M (2,6-dimethyl-4-phenylheptan-4-yl)-dimethyl-(2-phenoxyethyl)azanium;chloride Chemical compound [Cl-].C=1C=CC=CC=1OCC[N+](C)(C)C(CC(C)C)(CC(C)C)C1=CC=CC=C1 CJSBVQVTGSIUAN-UHFFFAOYSA-M 0.000 description 1
NYEOFIBTYDEESJ-UHFFFAOYSA-N 1-[2-[2-(2-dimethylphosphorylethoxy)ethoxy]ethoxy]nonane Chemical compound CCCCCCCCCOCCOCCOCCP(C)(C)=O NYEOFIBTYDEESJ-UHFFFAOYSA-N 0.000 description 1
AFHUTYOKXAUZOH-UHFFFAOYSA-N 1-[bis(2-hydroxyethyl)phosphoryl]-3-dodecoxypropan-2-ol Chemical compound CCCCCCCCCCCCOCC(O)CP(=O)(CCO)CCO AFHUTYOKXAUZOH-UHFFFAOYSA-N 0.000 description 1
MNLXVEGUYZHTJQ-UHFFFAOYSA-N 1-[ethyl(methyl)phosphoryl]tetradecane Chemical compound CCCCCCCCCCCCCCP(C)(=O)CC MNLXVEGUYZHTJQ-UHFFFAOYSA-N 0.000 description 1
JTZHVECVJFPRQY-UHFFFAOYSA-N 1-[methyl(tetradecyl)phosphoryl]propan-2-ol Chemical compound CCCCCCCCCCCCCCP(C)(=O)CC(C)O JTZHVECVJFPRQY-UHFFFAOYSA-N 0.000 description 1
VIXJLJIOHUCFAI-UHFFFAOYSA-N 1-aminododecan-2-ol Chemical compound CCCCCCCCCCC(O)CN VIXJLJIOHUCFAI-UHFFFAOYSA-N 0.000 description 1
CXRUQTPIHDKFTG-UHFFFAOYSA-N 1-diethylphosphoryldodecane Chemical compound CCCCCCCCCCCCP(=O)(CC)CC CXRUQTPIHDKFTG-UHFFFAOYSA-N 0.000 description 1
BQLLFEURQGITEW-UHFFFAOYSA-N 1-diethylphosphoryltetradecane Chemical compound CCCCCCCCCCCCCCP(=O)(CC)CC BQLLFEURQGITEW-UHFFFAOYSA-N 0.000 description 1
JAXNXAGNWJBENQ-UHFFFAOYSA-N 1-dimethylphosphoryldodecan-2-ol Chemical compound CCCCCCCCCCC(O)CP(C)(C)=O JAXNXAGNWJBENQ-UHFFFAOYSA-N 0.000 description 1
SIDULKZCBGMXJL-UHFFFAOYSA-N 1-dimethylphosphoryldodecane Chemical compound CCCCCCCCCCCCP(C)(C)=O SIDULKZCBGMXJL-UHFFFAOYSA-N 0.000 description 1
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ZSGCBBCGHYYEGU-UHFFFAOYSA-N 1-dimethylphosphoryltetradecane Chemical compound CCCCCCCCCCCCCCP(C)(C)=O ZSGCBBCGHYYEGU-UHFFFAOYSA-N 0.000 description 1
MRXVVGMYMYOILB-UHFFFAOYSA-N 1-dipropylphosphoryldodecane Chemical compound CCCCCCCCCCCCP(=O)(CCC)CCC MRXVVGMYMYOILB-UHFFFAOYSA-N 0.000 description 1
WACFDLMMBCEBBS-UHFFFAOYSA-N 1-dodecoxy-5-(5-dodecoxy-4-hydroxypentyl)sulfinylpentan-2-ol Chemical compound CCCCCCCCCCCCOCC(O)CCCS(=O)CCCC(O)COCCCCCCCCCCCC WACFDLMMBCEBBS-UHFFFAOYSA-N 0.000 description 1
QYRXERZWYVOCEQ-UHFFFAOYSA-N 1-methylsulfinyloctadecane Chemical compound CCCCCCCCCCCCCCCCCCS(C)=O QYRXERZWYVOCEQ-UHFFFAOYSA-N 0.000 description 1
KRUABTDBQQLWLS-UHFFFAOYSA-N 1-methylsulfinyltetradecane Chemical compound CCCCCCCCCCCCCCS(C)=O KRUABTDBQQLWLS-UHFFFAOYSA-N 0.000 description 1
QFEFGCRDGSKDEI-UHFFFAOYSA-N 1-methylsulfinyltridecan-2-one Chemical compound CCCCCCCCCCCC(=O)CS(C)=O QFEFGCRDGSKDEI-UHFFFAOYSA-N 0.000 description 1
HYTOZULGKGUFII-UHFFFAOYSA-N 1-methylsulfinyltridecan-3-ol Chemical compound CCCCCCCCCCC(O)CCS(C)=O HYTOZULGKGUFII-UHFFFAOYSA-N 0.000 description 1
XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 1
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NCBIQCVXOJNNEI-UHFFFAOYSA-N 2-dodecoxy-n,n-dimethylethanamine oxide Chemical compound CCCCCCCCCCCCOCC[N+](C)(C)[O-] NCBIQCVXOJNNEI-UHFFFAOYSA-N 0.000 description 1
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239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
240000001794 Manilkara zapota Species 0.000 description 1
235000011339 Manilkara zapota Nutrition 0.000 description 1
229920000715 Mucilage Polymers 0.000 description 1
DAOANAATJZWTSJ-UHFFFAOYSA-N N-Decanoylmorpholine Chemical compound CCCCCCCCCC(=O)N1CCOCC1 DAOANAATJZWTSJ-UHFFFAOYSA-N 0.000 description 1
IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical group OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
241000934878 Sterculia Species 0.000 description 1
229920001615 Tragacanth Polymers 0.000 description 1
ODVVJJLXXQKTBW-UHFFFAOYSA-N [dodecyl(hydroxymethyl)phosphoryl]methanol Chemical compound CCCCCCCCCCCCP(=O)(CO)CO ODVVJJLXXQKTBW-UHFFFAOYSA-N 0.000 description 1
GPFIZJURHXINSQ-UHFFFAOYSA-N acetic acid;nitric acid Chemical compound CC(O)=O.O[N+]([O-])=O GPFIZJURHXINSQ-UHFFFAOYSA-N 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 1
150000001413 amino acids Chemical class 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
230000000675 anti-caries Effects 0.000 description 1
229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 description 1
QCYJCJJCNRIMNG-UHFFFAOYSA-N azaniumylmethylazanium;dichloride Chemical compound Cl.Cl.NCN QCYJCJJCNRIMNG-UHFFFAOYSA-N 0.000 description 1
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 description 1
238000009835 boiling Methods 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
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 1
229940043256 calcium pyrophosphate Drugs 0.000 description 1
229920003090 carboxymethyl hydroxyethyl cellulose Polymers 0.000 description 1
239000004075 cariostatic agent Substances 0.000 description 1
229920006317 cationic polymer Polymers 0.000 description 1
229920003086 cellulose ether Polymers 0.000 description 1
229960004830 cetylpyridinium Drugs 0.000 description 1
NEUSVAOJNUQRTM-UHFFFAOYSA-N cetylpyridinium Chemical compound CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 NEUSVAOJNUQRTM-UHFFFAOYSA-N 0.000 description 1
230000001055 chewing effect Effects 0.000 description 1
150000003841 chloride salts Chemical class 0.000 description 1
ZRKZFNZPJKEWPC-UHFFFAOYSA-N decylamine-N,N-dimethyl-N-oxide Chemical compound CCCCCCCCCC[N+](C)(C)[O-] ZRKZFNZPJKEWPC-UHFFFAOYSA-N 0.000 description 1
230000003111 delayed effect Effects 0.000 description 1
208000002925 dental caries Diseases 0.000 description 1
210000003298 dental enamel Anatomy 0.000 description 1
210000004268 dentin Anatomy 0.000 description 1
239000008121 dextrose Substances 0.000 description 1
235000019821 dicalcium diphosphate Nutrition 0.000 description 1
RBLGLDWTCZMLRW-UHFFFAOYSA-K dicalcium;phosphate;dihydrate Chemical compound O.O.[Ca+2].[Ca+2].[O-]P([O-])([O-])=O RBLGLDWTCZMLRW-UHFFFAOYSA-K 0.000 description 1
229960001760 dimethyl sulfoxide Drugs 0.000 description 1
DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 description 1
JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
150000002222 fluorine compounds Chemical class 0.000 description 1
235000013305 food Nutrition 0.000 description 1
229960002737 fructose Drugs 0.000 description 1
229940083124 ganglion-blocking antiadrenergic secondary and tertiary amines Drugs 0.000 description 1
229940050410 gluconate Drugs 0.000 description 1
229960001031 glucose Drugs 0.000 description 1
VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
150000003840 hydrochlorides Chemical class 0.000 description 1
125000001165 hydrophobic group Chemical group 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
125000002768 hydroxyalkyl group Chemical group 0.000 description 1
235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
239000000231 karaya gum Substances 0.000 description 1
235000010494 karaya gum Nutrition 0.000 description 1
229940039371 karaya gum Drugs 0.000 description 1
239000004816 latex Substances 0.000 description 1
229920000126 latex Polymers 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000000463 material Substances 0.000 description 1
239000001525 mentha piperita l. herb oil Substances 0.000 description 1
229910021645 metal ion Inorganic materials 0.000 description 1
BNDJUFVHJIJQLI-UHFFFAOYSA-N methanediamine;hydrochloride Chemical compound Cl.NCN BNDJUFVHJIJQLI-UHFFFAOYSA-N 0.000 description 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
229960001047 methyl salicylate Drugs 0.000 description 1
239000011707 mineral Substances 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
ONHFWHCMZAJCFB-UHFFFAOYSA-N myristamine oxide Chemical compound CCCCCCCCCCCCCC[N+](C)(C)[O-] ONHFWHCMZAJCFB-UHFFFAOYSA-N 0.000 description 1
JEJSGFPNNFSSNI-UHFFFAOYSA-N n,n-bis(2-hydroxyethyl)tetradecan-1-amine oxide Chemical compound CCCCCCCCCCCCCC[N+]([O-])(CCO)CCO JEJSGFPNNFSSNI-UHFFFAOYSA-N 0.000 description 1
HUQYGHSBSCVCQT-UHFFFAOYSA-N n,n-diethyl-2-[2-(2-octoxyethoxy)ethoxy]ethanamine oxide Chemical compound CCCCCCCCOCCOCCOCC[N+]([O-])(CC)CC HUQYGHSBSCVCQT-UHFFFAOYSA-N 0.000 description 1
IBOBFGGLRNWLIL-UHFFFAOYSA-N n,n-dimethylhexadecan-1-amine oxide Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)[O-] IBOBFGGLRNWLIL-UHFFFAOYSA-N 0.000 description 1
RSVIRMFSJVHWJV-UHFFFAOYSA-N n,n-dimethyloctan-1-amine oxide Chemical compound CCCCCCCC[N+](C)(C)[O-] RSVIRMFSJVHWJV-UHFFFAOYSA-N 0.000 description 1
229920003052 natural elastomer Polymers 0.000 description 1
229920001206 natural gum Polymers 0.000 description 1
229920001194 natural rubber Polymers 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
ZCYXXKJEDCHMGH-UHFFFAOYSA-N nonane Chemical compound CCCC[CH]CCCC ZCYXXKJEDCHMGH-UHFFFAOYSA-N 0.000 description 1
BKIMMITUMNQMOS-UHFFFAOYSA-N normal nonane Natural products CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 1
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
235000019477 peppermint oil Nutrition 0.000 description 1
125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
125000004437 phosphorous atom Chemical group 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920001983 poloxamer Polymers 0.000 description 1
229940045916 polymetaphosphate Drugs 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000000843 powder Substances 0.000 description 1
230000000069 prophylactic effect Effects 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
NSETWVJZUWGCKE-UHFFFAOYSA-N propylphosphonic acid Chemical compound CCCP(O)(O)=O NSETWVJZUWGCKE-UHFFFAOYSA-N 0.000 description 1
150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
125000001453 quaternary ammonium group Chemical group 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
239000010672 sassafras oil Substances 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
239000000344 soap Substances 0.000 description 1
239000011775 sodium fluoride Substances 0.000 description 1
235000013024 sodium fluoride Nutrition 0.000 description 1
229940045998 sodium isethionate Drugs 0.000 description 1
229940045919 sodium polymetaphosphate Drugs 0.000 description 1
LADXKQRVAFSPTR-UHFFFAOYSA-M sodium;2-hydroxyethanesulfonate Chemical compound [Na+].OCCS([O-])(=O)=O LADXKQRVAFSPTR-UHFFFAOYSA-M 0.000 description 1
IWMMSZLFZZPTJY-UHFFFAOYSA-M sodium;3-(dodecylamino)propane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCNCCCS([O-])(=O)=O IWMMSZLFZZPTJY-UHFFFAOYSA-M 0.000 description 1
HWCHICTXVOMIIF-UHFFFAOYSA-M sodium;3-(dodecylamino)propanoate Chemical compound [Na+].CCCCCCCCCCCCNCCC([O-])=O HWCHICTXVOMIIF-UHFFFAOYSA-M 0.000 description 1
IXBPPZBJIFNGJJ-UHFFFAOYSA-N sodium;cyanoiminomethylideneazanide Chemical compound [Na+].N#C[N-]C#N IXBPPZBJIFNGJJ-UHFFFAOYSA-N 0.000 description 1
210000004872 soft tissue Anatomy 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
DIORMHZUUKOISG-UHFFFAOYSA-N sulfoformic acid Chemical compound OC(=O)S(O)(=O)=O DIORMHZUUKOISG-UHFFFAOYSA-N 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
239000000196 tragacanth Substances 0.000 description 1
235000010487 tragacanth Nutrition 0.000 description 1
229940116362 tragacanth Drugs 0.000 description 1
CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
SOBHUZYZLFQYFK-UHFFFAOYSA-K trisodium;hydroxy-[[phosphonatomethyl(phosphonomethyl)amino]methyl]phosphinate Chemical compound [Na+].[Na+].[Na+].OP(O)(=O)CN(CP(O)([O-])=O)CP([O-])([O-])=O SOBHUZYZLFQYFK-UHFFFAOYSA-K 0.000 description 1
239000009637 wintergreen oil Substances 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/155—Amidines (), e.g. guanidine (H2N—C(=NH)—NH2), isourea (N=C(OH)—NH2), isothiourea (—N=C(SH)—NH2)
- 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
- A61K8/43—Guanidines
- 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
- A61K8/69—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing fluorine
- 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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/20—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylguanidines
- C07C279/24—Y being a hetero atom
- C07C279/26—X and Y being nitrogen atoms, i.e. biguanides
- C07C279/265—X and Y being nitrogen atoms, i.e. biguanides containing two or more biguanide groups

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Epidemiology (AREA)
Birds (AREA)
Oral & Maxillofacial Surgery (AREA)
Pharmacology & Pharmacy (AREA)
Medicinal Chemistry (AREA)
Cosmetics (AREA)
Confectionery (AREA)

DE19762633651 1975-08-01 1976-07-27 Bis-biguanido-verbindungen und dieselben enthaltende mund- und/oder zahnpflegemittel Withdrawn DE2633651A1 (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US60124475A	1975-08-01	1975-08-01
US05/669,930 US4067962A (en)	1975-08-01	1976-03-24	Oral compositions containing trifluoromethyl phenyl bis-biguanides as antiplaque agents

Publications (1)

Publication Number	Publication Date
DE2633651A1 true DE2633651A1 (de)	1977-02-17

Family

ID=27083824

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DE19762633651 Withdrawn DE2633651A1 (de)	1975-08-01	1976-07-27	Bis-biguanido-verbindungen und dieselben enthaltende mund- und/oder zahnpflegemittel

Country Status (13)

Country	Link
JP (1)	JPS5254036A (nl)
AT (1)	AT348682B (nl)
CH (1)	CH621938A5 (nl)
DE (1)	DE2633651A1 (nl)
DK (1)	DK343676A (nl)
ES (1)	ES450364A1 (nl)
FR (1)	FR2319336A1 (nl)
GB (1)	GB1549074A (nl)
IE (1)	IE43411B1 (nl)
IT (1)	IT1062647B (nl)
LU (1)	LU75517A1 (nl)
NL (1)	NL7608480A (nl)
SE (2)	SE429923B (nl)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE4241491C2 (de) *	1991-12-12	1998-05-20	Mitsubishi Materials Corp	Verwendung von Bisbiguanidverbindungen
US8287843B2 (en)	2003-06-23	2012-10-16	Colgate-Palmolive Company	Antiplaque oral care compositions
ATE369114T1 (de)	2003-06-23	2007-08-15	Colgate Palmolive Co	Stabile zahnreinigungszusammensetzungen

1976
- 1976-07-27 DE DE19762633651 patent/DE2633651A1/de not_active Withdrawn
- 1976-07-29 SE SE7608566A patent/SE429923B/xx unknown
- 1976-07-30 DK DK343676A patent/DK343676A/da not_active Application Discontinuation
- 1976-07-30 IT IT50698/76A patent/IT1062647B/it active
- 1976-07-30 JP JP51090392A patent/JPS5254036A/ja active Pending
- 1976-07-30 GB GB31865/76A patent/GB1549074A/en not_active Expired
- 1976-07-30 AT AT566776A patent/AT348682B/de not_active IP Right Cessation
- 1976-07-30 NL NL7608480A patent/NL7608480A/nl not_active Application Discontinuation
- 1976-07-30 IE IE1699/76A patent/IE43411B1/en unknown
- 1976-07-30 FR FR7623368A patent/FR2319336A1/fr active Granted
- 1976-07-30 CH CH974676A patent/CH621938A5/de not_active IP Right Cessation
- 1976-07-31 ES ES450364A patent/ES450364A1/es not_active Expired
- 1976-08-02 LU LU75517A patent/LU75517A1/xx unknown
1980
- 1980-12-11 SE SE8008721A patent/SE8008721L/sv not_active Application Discontinuation

Also Published As

Publication number	Publication date
DK343676A (da)	1977-02-02
CH621938A5 (en)	1981-03-13
ES450364A1 (es)	1977-08-16
IE43411B1 (en)	1981-02-25
FR2319336A1 (fr)	1977-02-25
SE429923B (sv)	1983-10-10
JPS5254036A (en)	1977-05-02
SE8008721L (sv)	1980-12-11
NL7608480A (nl)	1977-02-03
IE43411L (en)	1977-02-01
IT1062647B (it)	1984-10-20
GB1549074A (en)	1979-08-01
FR2319336B1 (nl)	1979-07-13
LU75517A1 (nl)	1977-04-20
ATA566776A (de)	1978-07-15
SE7608566L (sv)	1977-02-02
AT348682B (de)	1979-02-26

Legal Events

Date	Code	Title
1978-10-19	OB	Request for examination as to novelty
1980-04-17	OC	Search report available
1983-10-20	8141	Disposal/no request for examination

Publication	Publication Date	Title
DE3587203T2 (de)	1993-09-16	Mittel zur mundhygiene.
US5145666A (en)	1992-09-08	Methods of reducing plaque and gingivitis with reduced staining
US5213790A (en)	1993-05-25	Methods of reducing plaque and gingivitis with reduced staining
US5281410A (en)	1994-01-25	Methods of reducing plaque and gingivitis with reduced staining
US5004597A (en)	1991-04-02	Oral compositions comprising stannous flouride and stannous gluconate
DE2756078C2 (nl)	1987-12-03
US4118474A (en)	1978-10-03	Antibacterial oral composition
DE3102272C2 (nl)	1989-11-09
DE3017417A1 (de)	1980-11-27	Antibakterielle zusammensetzung fuer die mundhygiene
US4067962A (en)	1978-01-10	Oral compositions containing trifluoromethyl phenyl bis-biguanides as antiplaque agents
DE2627548A1 (de)	1977-01-20	Mund- und/oder zahnpflegemittel
EP0079611A2 (en)	1983-05-25	Oral compositions containing strontium EDTA complex and soluble fluoride
WO1994003147A1 (en)	1994-02-17	Oral compositions
DE3852599T2 (de)	1995-08-17	Orale Zusammensetzungen.
US4118476A (en)	1978-10-03	Antibacterial oral composition
CH645535A5 (de)	1984-10-15	Keine flecken bildendes, gegen zahnfleischentzuendungen wirkendes mundpflegemittel.
US4188372A (en)	1980-02-12	Antibacterial oral composition
DE3730967A1 (de)	1988-03-17	Zahnpflegemittel enthaltend einen nichtionischen, oberflaechenaktiven poly(hydroxypropylether) und ein salz eines spezifischen derivats eines proteinabbauprodukts
DE2534887A1 (de)	1976-02-26	Mund- und/oder zahnpflegemittel
DE2332383A1 (de)	1974-01-10	Mund- und zahnpflegemittel
DE2633651A1 (de)	1977-02-17	Bis-biguanido-verbindungen und dieselben enthaltende mund- und/oder zahnpflegemittel
DE2755847A1 (de)	1978-06-29	Antibakterielles mundpflegemittel
DE3151217A1 (de)	1982-08-05	Mittel zur foerderung der mundhygiene
EP0311259A2 (en)	1989-04-12	Oral compositions
DE2212258A1 (de)	1972-10-05	Stabilisiertes Zahnreinigungsmittel