WO1998010736A1 - Remineralising composition - Google Patents
Remineralising composition Download PDFInfo
- Publication number
- WO1998010736A1 WO1998010736A1 PCT/EP1997/004887 EP9704887W WO9810736A1 WO 1998010736 A1 WO1998010736 A1 WO 1998010736A1 EP 9704887 W EP9704887 W EP 9704887W WO 9810736 A1 WO9810736 A1 WO 9810736A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- calcium
- phosphate
- composition according
- phase
- ions
- Prior art date
Links
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/24—Phosphorous; Compounds thereof
Definitions
- the present invention relates to oral hygiene compositions, in particular remineralising compositions comprising a source of calcium ions and a source of phosphate ions.
- Such compositions are of use in the prophylaxis and treatment of caries and/or sensitivity.
- the present invention provides a remineralising composition
- a remineralising composition comprising: a) as a first component an aqueous calcium phase comprising a water- soluble calcium salt providing from 0.05 to 10%, by weight of the calcium phase, of calcium ions, and b) as a second component an aqueous phosphate phase comprising a stabilising amount of a polyphosphate salt and a water-soluble phosphate salt providing from 0.05 to 10%, by weight of the phosphate phase, of phosphate ions; the two phases being kept separate until use, whereupon on mixing they provide a single phase having a pH from 2.0 to 5.0 and a molar ratio of calcium ions to phosphate ions of from 0.5:1 to 5:1 capable of remineralising teeth.
- compositions of the present invention have the advantage of forcing deep remineralisation and thus are expected to be of use in the prophylaxis and treatment of caries and/or sensitivity.
- calcium and phosphate ions remain soluble, by virtue of the initial pH of the applied compositions, and can diffuse deeply within carious lesions and/or dentinal tubules. As the pH rises within a tooth, for example by the subsequent action of saliva, precipitation of calcium phosphate occurs resulting in deep remineralisation.
- the calcium salt provides from 1 to 5%, preferably from 2 to 3% , by weight of the calcium phase, of calcium ions.
- Suitable examples of calcium salts include calcium acetate, calcium formate, calcium lactate, calcium nitrate and mixtures thereof, and preferably, is calcium chloride or a mixture of calcium chloride and calcium lactate.
- the phosphate salt provides from 1 to 5%, preferably from 2 to 3% , by weight of the phosphate phase, of phosphate ions.
- Suitable examples of phosphate salts include disodium hydrogen phosphate, potassium dihydrogen phosphate, trisodium phosphate and, preferably, sodium dihydrogen phosphate. It is important that the phosphate phase comprises a stabilising amount of a polyphosphate salt which improves the long term storage stability and efficacy of the remineralising composition.
- the polyphosphate salt is an alkali metal pyrophosphate or tripolyphosphate.
- it is an alkali metal polymetaphosphate for example sodium polymetaphosphate (otherwise known as Graham's salt or sodium hexametaphosphate) .
- the polyphosphate salt is present up to 250 ppm, preferably from 5 to 200 ppm, most preferably from 5 to 20 ppm, by weight of the phosphate phase.
- the pH of the calcium and phosphate phases are such that on mixing they result in a pH from 2.0 to 5.0, preferably 3.0 to 4.5, more preferably 3.5 to 4.0, most preferably 3.5 to 3.8. Conveniently equal amounts, by weight, of the calcium and phosphate phases are mixed prior to use.
- the pH of the calcium phase is from 3.0 to 7.0, preferably 3.0 to 6.0.
- the pH of the phosphate phase is from 3.0 to 6.5, preferably 3.5 to 6.0.
- the molar ratio of calcium ions to phosphate ions should be such to ensure effective remineralisation of teeth.
- the molar ratio of calcium ions to phosphate ions is from 1 :1 to 3:1 , eg 2:1.
- composition of the present invention comprises in the phosphate phase a source of fluoride ions, such as an alkali metal fluoride (eg sodium fluoride), an amine fluoride or an alkali metal monofluorophosphate (eg sodium monofluorophosphate).
- a source of fluoride ions such as an alkali metal fluoride (eg sodium fluoride), an amine fluoride or an alkali metal monofluorophosphate (eg sodium monofluorophosphate).
- the composition comprises from 50 to 2500 ppm of fluoride ions, eg from 100 to 1500 ppm of fluoride ions by weight of the total composition.
- the composition comprises a catalytic amount of fluoride ions, preferably from sodium fluoride, eg up to 50 ppm, suitably up to 20 ppm, preferably between 1 and 10 ppm, most preferably between 4 and 6 ppm of fluoride ions, by weight of the total composition.
- a catalytic amount of fluoride ions preferably from sodium fluoride, eg up to 50 ppm, suitably up to 20 ppm, preferably between 1 and 10 ppm, most preferably between 4 and 6 ppm of fluoride ions, by weight of the total composition.
- Suitable compositions of the present invention include rinses, gels or dentifrices, providing that the calcium and phosphate phases are kept separate until use.
- compositions can be packaged into a container such as bottle or tube having two chambers for separating each phase, the container having a dispensing nozzle allowing controlled dispensing and preferably concomitant mixing of said phases prior to use.
- a container such as bottle or tube having two chambers for separating each phase
- the container having a dispensing nozzle allowing controlled dispensing and preferably concomitant mixing of said phases prior to use.
- compositions can be packaged into a sachet having two chambers separated by a frangible seal which can be ruptured prior to use allowing mixing of the calcium and phosphate phases within the sachet.
- the calcium and phosphate phases may also be packaged in separate containers which can dispense the required amount of each phase prior to mixing and use.
- the present invention therefore also provides a kit comprising separately packaged calcium and phosphate phases as hereinbefore defined, which on mixing provide a single phase capable of remineralising teeth.
- compositions of the present invention will contain appropriate formulating agents such as abrasives, surfactants, humectants, thickening agents, flavouring agents, sweetening agents, opacifying or colouring agents, preservatives and water, selected from those conventionally used in the oral hygiene composition art for such purposes and which are compatible with the calcium and phosphate phases hereinbefore described.
- appropriate formulating agents such as abrasives, surfactants, humectants, thickening agents, flavouring agents, sweetening agents, opacifying or colouring agents, preservatives and water, selected from those conventionally used in the oral hygiene composition art for such purposes and which are compatible with the calcium and phosphate phases hereinbefore described.
- Suitable surfactants for use in compositions according to the present invention include, for instance, anionic, nonionic, cationic and amphoteric surfactants or mixtures thereof.
- suitable anionic surfactants include alkali metal (Ci2-I8) a ⁇ yl sulphates, for instance sodium lauryl sulphate, and N-acyl sarcosinates and N-acyl taurines in which the acyl moiety has from 12 to 16 carbon atoms, for instance, N- lauroyl, N-myristoyl and N-palmitoyl sarcosine alkali metal salts.
- Suitable nonionic surfactants include, for example, alkylpolyglucosides for instance the products marketed under the trade name 'Plantacare' by Henkel, polyethoxylated sorbitol esters, in particular polyethoxylated sorbitol monoesters, for instance, PEG(40) sorbitan di-wostearate, and the products marketed under the trade name 'Tween' by ICI; polycondensates of ethylene oxide and propylene oxide (poloxamers), for instance the products marketed under the trade name 'Pluronic' by BASF-Wyandotte; condensates of propylene glycol; polyethoxylated hydrogenated castor oil, for instance, cremophors; and sorbitan fatty esters.
- alkylpolyglucosides for instance the products marketed under the trade name 'Plantacare' by Henkel
- polyethoxylated sorbitol esters in particular polyeth
- Suitable amphoteric surfactants include, for example, long chain imidazoline derivatives such as the product marketed under the trade name 'Miranol C2M' by Miranol; long chain alkyl betaines, such as the product marketed under the tradename ⁇ mpigen BB' by Albright + Wilson, and long chain alkyl amidoalkyl betaines, such as cocamidopropylbetaine, and mixtures thereof.
- Suitable cationic surfactants include the D,L-2-pyrrolidone-5-carboxylic acid salt of ethyl-N-cocoyl-L-arginate, marketed under the trade name CAE by
- the surfactant is present in the range 0.005 to 20% , preferably 0.1 to 10% , more preferably 0.1 to 5% by weight of the total composition.
- Suitable thickening agents for gel or dentifrice formulations include, for instance, nonionic thickening agents such as, for example, (C ⁇ -6)alkylcellulose ethers, for instance methylcellulose; hydroxy(C ⁇ -6)alkylcellulose ethers, for instance hydroxyethylcellulose and hydroxypropylcellulose; (C2"6)alkylene oxide modified (C ⁇ -6)alkylcellulose ethers, for instance hydroxypropyl methylcellulose; and mixtures thereof.
- Other thickening agents such as natural and synthetic gums or gum like material such as Irish Moss, xanthan gum, gum tragacanth, sodium carboxymethylcellulose, poly vinyl pyrrolidone, starch and thickening silicas may also be used.
- the thickening agent is xanthan gum.
- the thickening agent is present in the range 0.01 to 30%, preferably 0.1 to 15%, more preferably 1 to 5 %, by weight of the total composition.
- Suitable humectants for use in compositions of the invention include for instance, glycerine, xylitol, sorbitol, propylene glycol or polyethylene glycol, or mixtures thereof; which humectant may be present in the range from 5 to 30%, preferably 5 to 20% , more preferably 5 to 15% by weight of the total composition,
- a preferred humectant is xylitol which can enhance the remineralisation of teeth.
- Suitable abrasives for use in dentifrice compositions of the present invention include calcium carbonate, calcium phosphates, calcium pyrophosphate, insoluble sodium metaphosphate, sodium aluminosilicate, alumina, hydrated alumina, zinc orthophosphate, plastic particles, and silica, of which silica is the preferred abrasive.
- Suitable silicas include natural amorphous silicas, such as, for instance, diatomaceous earth, and synthetic amorphous silicas, such as precipitated silicas and silica gels, including silica xerogels. Suitable silica xerogels are described in US 3,538,230. Suitable grades of precipitated silicas have BET surface areas in the range 20 to 300, preferably 20 to 100 m ⁇ /g and median agglomerate sizes in the range 2 to 50, preferably 5 to 30m.
- Suitable precipitated silicas and silica xerogels are those marketed under the trade names Sident and Syloblanc, by Degussa and W R Grace Corporation Davison Chemical Division, respectively.
- the silica is a "low anion” silica.
- the term “low-anion” silicas refers to those in which anionic impurities such as sodium sulphate and sodium silicate which normally arise during the course of the manufacturing process are kept to a minimum, through careful control of the manufacturing process.
- "Low anion” silicas suitably have less than 1 % , preferably less than 0.5 % advantageously less than 0.25% by weight of anionic impurities.
- Suitable such "low anion" silicas are described in EP 0 368 130 (Proctor & Gamble), EP 0 315 503 and EP 0 396 459 (Rhone-Poulenc) and WO 90/05113 (J.M. Huber Corp).
- grades of commercially available silica with ionic impurities may be rendered suitable by washing thereof with deionised water. Conductivity measurements on the water after washing may be used to monitor the efficacy of such washing. Suitably the conductivity of the water after washing is reduced to less than 200 ⁇ Siemens/cm.
- Suitable "low anion" silicas include the grade RP93 available from Rhone-Poulenc.
- dentifrice compositions will have from 5 to 80% , preferably from 10 to 60% by weight of the abrasive.
- compositions according to the present invention may be prepared by admixing the ingredients in the appropriate relative amounts in any order that is convenient and thereafter and if necessary adjusting the pH to give the final desired value.
- the present invention also provides a method of remineralising teeth which comprises administering an effective amount of a composition of the present invention to an individual in need thereof.
- compositions of the present invention may be applied to the teeth in standard manner after thorough mixing of the calcium and phosphate phases prior to use.
- compositions may be applied from 1 to 4 times a day for sufficient time and in sufficient quantity to effect remineralisation of the teeth.
- one application may provide from 0.05 to 0.5 g of calcium ions and from 0.05 to 0.5 g of phosphate ions in a calcium to phosphate molar ratio of from 0.5: 1 to 5: 1 and may be kept in contact with the teeth for from 30 seconds to 30 minutes, preferably from 5 to 20 minutes, eg about 10 minutes.
- a dentifrice or gel may be applied by means of a brush.
- a rinse may be used as a mouthwash.
- a gel may be applied to the teeth in a dental tray (one for each set of teeth) which preferably is formed to fit closely around an individual's teeth.
- a rinse may be applied to the teeth in a dental tray which preferably contains a sponge to facilitate retention of the rinse composition in close contact with the teeth.
- the invention is further illustrated by the following Examples.
- a gel was made up as follows:
- Keltrol RD (Xanthan Gum) 1.500 1.500
- a rinse was made up as follows:
- Keltrol RD (Xanthan Gum) — —
- a rinse was made up as follows:
- a dentifrice was made up as follows:
- a gel was made up as follows:
- Keltrol RD (Xanthan Gum) 1.300 1.300
- the remineralisation properties were measured on porous hydroxyapatite disks using a microradiography method.
- porous hydroxyapatite disks (pore volume 53% , std. dev. 0.7%) are submitted to 4 cycles of mineralisation.
- the mineral built-in was measured both gravimetrically and radiographically.
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- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Inorganic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Birds (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Cosmetics (AREA)
- Fertilizers (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Abstract
Description
Claims
Priority Applications (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT97943846T ATE207732T1 (en) | 1996-09-12 | 1997-08-29 | COMPOSITION FOR REMINERALIZATION |
UA99031313A UA51721C2 (en) | 1996-09-12 | 1997-08-29 | Remineralising composition |
BR9712036-7A BR9712036A (en) | 1996-09-12 | 1997-08-29 | Remineralization composition. |
PL97332118A PL332118A1 (en) | 1996-09-12 | 1997-08-29 | Remineralisable compositions |
AU45538/97A AU715121B2 (en) | 1996-09-12 | 1997-08-29 | Remineralising composition |
NZ334537A NZ334537A (en) | 1996-09-12 | 1997-08-29 | Two phase remineralising composition comprising a source of calcium ions and a source of phosphate ions with a water soluble polyphosphate salt |
CA002265463A CA2265463A1 (en) | 1996-09-12 | 1997-08-29 | Remineralising composition |
CZ99889A CZ88999A3 (en) | 1996-09-12 | 1997-08-29 | Re-mineralizing preparation |
EP97943846A EP0929287B1 (en) | 1996-09-12 | 1997-08-29 | Remineralising composition |
DE69707905T DE69707905T2 (en) | 1996-09-12 | 1997-08-29 | COMPOSITION FOR REMINERALIZATION |
EA199900194A EA199900194A1 (en) | 1996-09-12 | 1997-08-29 | Removable Composition |
US09/254,643 US6010684A (en) | 1996-09-12 | 1997-08-29 | Remineralising composition |
JP10513230A JP2001500144A (en) | 1996-09-12 | 1997-08-29 | Remineralized composition |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP96306639 | 1996-09-12 | ||
EP96306639.4 | 1996-09-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1998010736A1 true WO1998010736A1 (en) | 1998-03-19 |
Family
ID=8225082
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1997/004887 WO1998010736A1 (en) | 1996-09-12 | 1997-08-29 | Remineralising composition |
Country Status (19)
Country | Link |
---|---|
US (1) | US6010684A (en) |
EP (1) | EP0929287B1 (en) |
JP (1) | JP2001500144A (en) |
KR (1) | KR20000036080A (en) |
CN (1) | CN1235537A (en) |
AR (1) | AR009743A1 (en) |
AT (1) | ATE207732T1 (en) |
AU (1) | AU715121B2 (en) |
BR (1) | BR9712036A (en) |
CA (1) | CA2265463A1 (en) |
CZ (1) | CZ88999A3 (en) |
DE (1) | DE69707905T2 (en) |
EA (1) | EA199900194A1 (en) |
HU (1) | HUP9904169A2 (en) |
NZ (1) | NZ334537A (en) |
PL (1) | PL332118A1 (en) |
UA (1) | UA51721C2 (en) |
WO (1) | WO1998010736A1 (en) |
ZA (1) | ZA978178B (en) |
Cited By (15)
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EP1063885A1 (en) * | 1998-03-24 | 2001-01-03 | Alonzo H. Jones | Xylitol compositions for treating upper respiratory conditions |
JP2003528121A (en) * | 2000-03-27 | 2003-09-24 | スミスクライン ビーチャム パブリック リミテッド カンパニー | Use of polyphosphates as tooth erosion inhibitors contained in acidic compositions |
DE10223157C1 (en) * | 2002-05-24 | 2003-10-23 | Max Planck Gesellschaft | Composition and kit used for growing apatite on dental material, e.g. remineralization of carious defects, uses gelatin gel containing phosphate ions, gel free from phosphate ions and medium containing calcium ions |
WO2006050966A1 (en) * | 2004-11-11 | 2006-05-18 | MAX-PLANCK-Gesellschaft zur Förderung der Wissenschaften e.V. | Induced remineralisation of human dental enamel |
JP2007238633A (en) * | 2007-06-25 | 2007-09-20 | Kao Corp | Agent for oral cavity |
EP1927334A1 (en) * | 2006-11-21 | 2008-06-04 | Heraeus Kulzer GmbH | Kits, their manufacture and method for brightening coating of teeth |
EP1927338A1 (en) | 2006-11-21 | 2008-06-04 | Heraeus Kulzer GmbH | Agent for protecting tooth surfaces following conventional bleaching methods via biomimetic precipitation of fluorapatite |
WO2008065415A2 (en) * | 2006-12-01 | 2008-06-05 | Bioline Limited | Protein precipitation using a tag |
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WO2020187686A1 (en) * | 2019-03-18 | 2020-09-24 | Unilever N.V. | An antiperspirant composition comprising reactive salts |
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US20230044746A1 (en) * | 2018-11-07 | 2023-02-09 | The Procter & Gamble Company | Oral Care Compositions Comprising Medium Length Polyphosphates |
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KR100788272B1 (en) * | 2002-02-27 | 2007-12-27 | (주)아모레퍼시픽 | Oral Composition for Dental Recalcification |
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US20050123490A1 (en) * | 2003-12-04 | 2005-06-09 | Kazue Yamagishi | Composition and method for prevention and treatment of dental caries |
US20060134020A1 (en) * | 2004-12-21 | 2006-06-22 | Robinson Richard S | Anti-caries oral care composition with a chelating agent |
US8858920B2 (en) * | 2004-12-21 | 2014-10-14 | Colgate-Palmolive Company | Anti-caries oral care composition with xylitol |
GB0712113D0 (en) * | 2007-06-21 | 2007-08-01 | Glaxo Group Ltd | Novel composition |
US20110117031A1 (en) * | 2008-07-28 | 2011-05-19 | Stephan Hausmanns | Method for treating hypersensitive teeth |
US7919107B2 (en) * | 2008-07-28 | 2011-04-05 | Sudzucker Aktiengesellschaft Mannhein/Ochsenfurt | Method for treating hypersensitive teeth |
WO2010042754A2 (en) * | 2008-10-08 | 2010-04-15 | Medical College Of Georgia Research Institute, Inc. | Methods and systems for mineralization of demineralized tissue |
US8551457B2 (en) | 2008-11-25 | 2013-10-08 | The Procter & Gamble Company | Oral care compositions comprising spherical fused silica |
US8221723B2 (en) * | 2008-11-25 | 2012-07-17 | The Procter & Gamble Company | Oral care compositions with abrasive combinations |
FR2940111B1 (en) * | 2008-12-19 | 2012-06-01 | Oreal | KERATINIC MATERIAL COATING KIT COMPRISING A POLYSACCHARIDE AND A IONIC OR DATIVE COMPLEXATION AGENT |
GB0912768D0 (en) | 2009-07-22 | 2009-08-26 | Glaxo Group Ltd | Novel composition |
US8741268B2 (en) * | 2009-09-10 | 2014-06-03 | Preventive Technologies, Inc. | Dental prophylactic paste |
GB0922133D0 (en) | 2009-12-17 | 2010-02-03 | Glaxo Group Ltd | Composition |
WO2011109919A1 (en) | 2010-03-09 | 2011-09-15 | Unilever Plc | Stable oral care compositions |
CA2813450C (en) * | 2010-11-08 | 2019-01-15 | Colgate-Palmolive Company | Microaggregates of water-soluble polymer-coated, nonionic surfactant stabilized insoluble metal salt or metal oxide |
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US20140127145A1 (en) | 2012-11-05 | 2014-05-08 | The Procter & Gamble Company | Heat Treated Precipitated Silica |
WO2014124950A1 (en) | 2013-02-14 | 2014-08-21 | Glaxo Group Limited | Novel composition |
CN107921059A (en) * | 2015-08-12 | 2018-04-17 | 西尔欧集团 | The method that acid-resistant layer is generated on enamel |
CN111249165B (en) * | 2020-02-13 | 2022-08-30 | 云南白药集团健康产品有限公司 | Lipophilic colloid stable water-in-oil emulsion and preparation method of product for repairing tooth enamel by using same |
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EP0428492A2 (en) * | 1989-10-23 | 1991-05-22 | Monsanto Company | Improvement in the fluoride stability in dicalcium phosphate dihydrate composition |
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-
1997
- 1997-08-29 AT AT97943846T patent/ATE207732T1/en not_active IP Right Cessation
- 1997-08-29 BR BR9712036-7A patent/BR9712036A/en not_active Application Discontinuation
- 1997-08-29 KR KR1019997002090A patent/KR20000036080A/en not_active Application Discontinuation
- 1997-08-29 EP EP97943846A patent/EP0929287B1/en not_active Expired - Lifetime
- 1997-08-29 DE DE69707905T patent/DE69707905T2/en not_active Expired - Fee Related
- 1997-08-29 US US09/254,643 patent/US6010684A/en not_active Expired - Fee Related
- 1997-08-29 CA CA002265463A patent/CA2265463A1/en not_active Abandoned
- 1997-08-29 WO PCT/EP1997/004887 patent/WO1998010736A1/en not_active Application Discontinuation
- 1997-08-29 EA EA199900194A patent/EA199900194A1/en unknown
- 1997-08-29 UA UA99031313A patent/UA51721C2/en unknown
- 1997-08-29 CZ CZ99889A patent/CZ88999A3/en unknown
- 1997-08-29 AU AU45538/97A patent/AU715121B2/en not_active Ceased
- 1997-08-29 CN CN97199421A patent/CN1235537A/en active Pending
- 1997-08-29 NZ NZ334537A patent/NZ334537A/en unknown
- 1997-08-29 JP JP10513230A patent/JP2001500144A/en active Pending
- 1997-08-29 HU HU9904169A patent/HUP9904169A2/en unknown
- 1997-08-29 PL PL97332118A patent/PL332118A1/en unknown
- 1997-09-10 AR ARP970104151A patent/AR009743A1/en unknown
- 1997-09-11 ZA ZA9708178A patent/ZA978178B/en unknown
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DE1960068A1 (en) * | 1968-12-02 | 1970-10-29 | Cosmetische Fabriek Prodenta A | Oral and dental care products with anti-cariogenic effects |
EP0251591A1 (en) * | 1986-06-25 | 1988-01-07 | Beecham Group Plc | Oral hygiene composition |
EP0428492A2 (en) * | 1989-10-23 | 1991-05-22 | Monsanto Company | Improvement in the fluoride stability in dicalcium phosphate dihydrate composition |
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Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1063885A4 (en) * | 1998-03-24 | 2002-09-18 | Alonzo H Jones | Xylitol compositions for treating upper respiratory conditions |
EP1063885A1 (en) * | 1998-03-24 | 2001-01-03 | Alonzo H. Jones | Xylitol compositions for treating upper respiratory conditions |
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Also Published As
Publication number | Publication date |
---|---|
ZA978178B (en) | 1998-03-12 |
NZ334537A (en) | 2000-12-22 |
EA199900194A1 (en) | 1999-12-29 |
JP2001500144A (en) | 2001-01-09 |
CN1235537A (en) | 1999-11-17 |
PL332118A1 (en) | 1999-08-30 |
DE69707905D1 (en) | 2001-12-06 |
US6010684A (en) | 2000-01-04 |
UA51721C2 (en) | 2002-12-16 |
BR9712036A (en) | 2000-01-18 |
DE69707905T2 (en) | 2002-04-25 |
CZ88999A3 (en) | 1999-08-11 |
KR20000036080A (en) | 2000-06-26 |
EP0929287B1 (en) | 2001-10-31 |
ATE207732T1 (en) | 2001-11-15 |
EP0929287A1 (en) | 1999-07-21 |
AU4553897A (en) | 1998-04-02 |
AU715121B2 (en) | 2000-01-20 |
AR009743A1 (en) | 2000-05-03 |
HUP9904169A2 (en) | 2000-04-28 |
CA2265463A1 (en) | 1998-03-19 |
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