CA1218933A - Tooth and mouth care agent - Google Patents
Tooth and mouth care agentInfo
- Publication number
- CA1218933A CA1218933A CA000451803A CA451803A CA1218933A CA 1218933 A CA1218933 A CA 1218933A CA 000451803 A CA000451803 A CA 000451803A CA 451803 A CA451803 A CA 451803A CA 1218933 A CA1218933 A CA 1218933A
- Authority
- CA
- Canada
- Prior art keywords
- tooth
- weight
- hesperidin
- mouth care
- urea
- 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.)
- Expired
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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
- A61K8/602—Glycosides, e.g. rutin
Abstract
ABSTRACT OF THE DISCLOSURE The efficacy of tooth and mouth care agents, especially in reducing the inflammation and bleeding tendency of the gums, is increased by addition of hesperidin.
Description
1 Tooth and mouth care agent.
The present invention concerns a new agent for care of the -teeth and the mouth maintaining the gums in a healthy condition, inhibiting the formation of dental plaque and thus particularly eliminating the causes of gingival diseases.
Tooth and mouth care agents with such purposes have been known and are also commercially available since a long time;
For incorporation into such toothpastes~ different active ingredients have been suggested.
It has now been found that by addition of hesperidin, preferably in a quantity between 0.05 and 2.5 % by weight; preferably 0.1 to 1.0, particularly 0.1 to 0.5 % by weight, calculated on the total co~position, to the tooth and mouth care agent according to the invention, an excellent gum-conditioning effect, particularly concerning the treatment and prevention of gingival bleeding,is achieved.
This effect even may be increased by a synergistic effect if hesperidin is used in the tooth and mouth care agents together with urea. The effect of urea which has proven its use in practice is known. The prior art for this substance not only states that it has a caries-prophylactic effect and prevents the formation of dental calculus (cf; Journal of Periodontology, Vol. 37, (1966), pp 20-33), but it also has a keratini~ing efFect, i.e., when present in sufficient concentration in tooth and mouth care agents, it strengthens the gums, which is demonstrated by a significant increase in the keratinization-index.
It was, however, surprising that the efficacy of hesperidin, which is already surprising as such, can still be increased synergistically.
The present invention concerns a new agent for care of the -teeth and the mouth maintaining the gums in a healthy condition, inhibiting the formation of dental plaque and thus particularly eliminating the causes of gingival diseases.
Tooth and mouth care agents with such purposes have been known and are also commercially available since a long time;
For incorporation into such toothpastes~ different active ingredients have been suggested.
It has now been found that by addition of hesperidin, preferably in a quantity between 0.05 and 2.5 % by weight; preferably 0.1 to 1.0, particularly 0.1 to 0.5 % by weight, calculated on the total co~position, to the tooth and mouth care agent according to the invention, an excellent gum-conditioning effect, particularly concerning the treatment and prevention of gingival bleeding,is achieved.
This effect even may be increased by a synergistic effect if hesperidin is used in the tooth and mouth care agents together with urea. The effect of urea which has proven its use in practice is known. The prior art for this substance not only states that it has a caries-prophylactic effect and prevents the formation of dental calculus (cf; Journal of Periodontology, Vol. 37, (1966), pp 20-33), but it also has a keratini~ing efFect, i.e., when present in sufficient concentration in tooth and mouth care agents, it strengthens the gums, which is demonstrated by a significant increase in the keratinization-index.
It was, however, surprising that the efficacy of hesperidin, which is already surprising as such, can still be increased synergistically.
- 2 - ~2~
l A particularly favorable effect was obtained when a tooth-paste containing at least 5 to 15 % by weight of urea, pre ferably 8 % by weight,with approx. 0.1 % to approx. 1 %~
preferably approx. 0~1 to 0.5 % by weightlof hesperidin, re-lated to the total composition, was subjected to a clinical investigation.
As known, hesperidin is a flavanone of the structure 3', 5, 7-trihydroxy-4'-methoxyflavanone-7- L6-(~-L-rhamnosido)-D-glucoside~, which may be prepared from the peels of unripe oranges ( cf; Rompp's Chemie Lexikon, 7th edition, p. 1458).
The name hesperidin does not only mean the glycoside itself, but also its pharmacologically active derivatives, particularly the esters, e.g~ mono- and di-phosphoric ester, the aseorbate and its salts, whereby the indicated quantity is related in each case to hesperidin.
As already stated, the preferred quantity of hesperidin in the tooth and mouth care agent according to the invention amounts to approx. 0.05 to 2.5 % by weight of the tot~l com position; an optimum dosage is between approx. 0.1 and 1 %
20 by weight, e.g. 0.1 to 0.5 % by weight of the total composition.
The optional proportion-of urea in the tooth and mouth care agent according to the invention is preferably at least 5 %
by weight of the total composition; a particularly favorable effect has been found with a co~bination of 8 % urea with 25 0.2 % by weight of hesperidin, Generally, the urea content does not exceed 15 % by weight, preferably 10 % by weight~
of the total composition.
Although in principle every suitable application of a tooth and mouth care agent containing urea and hesperidin may be
l A particularly favorable effect was obtained when a tooth-paste containing at least 5 to 15 % by weight of urea, pre ferably 8 % by weight,with approx. 0.1 % to approx. 1 %~
preferably approx. 0~1 to 0.5 % by weightlof hesperidin, re-lated to the total composition, was subjected to a clinical investigation.
As known, hesperidin is a flavanone of the structure 3', 5, 7-trihydroxy-4'-methoxyflavanone-7- L6-(~-L-rhamnosido)-D-glucoside~, which may be prepared from the peels of unripe oranges ( cf; Rompp's Chemie Lexikon, 7th edition, p. 1458).
The name hesperidin does not only mean the glycoside itself, but also its pharmacologically active derivatives, particularly the esters, e.g~ mono- and di-phosphoric ester, the aseorbate and its salts, whereby the indicated quantity is related in each case to hesperidin.
As already stated, the preferred quantity of hesperidin in the tooth and mouth care agent according to the invention amounts to approx. 0.05 to 2.5 % by weight of the tot~l com position; an optimum dosage is between approx. 0.1 and 1 %
20 by weight, e.g. 0.1 to 0.5 % by weight of the total composition.
The optional proportion-of urea in the tooth and mouth care agent according to the invention is preferably at least 5 %
by weight of the total composition; a particularly favorable effect has been found with a co~bination of 8 % urea with 25 0.2 % by weight of hesperidin, Generally, the urea content does not exceed 15 % by weight, preferably 10 % by weight~
of the total composition.
Although in principle every suitable application of a tooth and mouth care agent containing urea and hesperidin may be
3~ used, e.g. mouth spray and tooth powder, the preferred appli-cation is in a toothpaste or a mouthwash.
- 3 ~ 8~33 1 Such a toothpaste may be opaque or transparent, containing a suitable polishing agent with a refraction index corresponding to the refraction index of the carrier material.
A particularly appropriate toothpaste is described in the S Luxembourgian Patent No. 82,933; it contains as polishing agent calcium ca`rbonate and at least 5 % by weight urea, approx. 0.5 % to 1.6 % by weight of an alkaline salt of a higher fatty acid with about 12 to about 18 carbon atoms, it contains basically no synthetic surfactants, and has a pH value of at least 7.5 in the alkaline range, preferably between 7.5 and 9.5.
However, it is also poss;ble to use toothpastes based on other substances, containing polishing agents such as e.g.
alkali aluminum silicates, particularly those oF the Zeolite Type A, described in European Patents Nos. 2,690 and 3,023, various calcium phosphates such as dicalcium orthophosphate in the form of its dihydrate or water-free~ tricalcium phosphate, calciùm pyrophosphate, insoluble alkali metaphosphate, alumina, or alumina trihydrate, silica in various modifications~ such as silica xerogels, hydrogels, or precipitated silicas, or synthetic plastic materials in powder form.
Naturally, polishing mixtures of the above mentioned substances may also be used, e.g. a mixture of calcium carbonate and synthetic Zeolite A in a ratio of approx. 1:1.
The proportion of polishing agent in the toothpastes according to the invention is preferably between approx. 20 % and 60 %
by weight of the total composition As already indicated, a preferred embodiment of the present invention is to include hesperidin or a synergistic combination 3Q of urea and hesperidin in such toothpastes which contain only a small or no proportion of synthetic surface-active substances but may rather contain alkali salts of higher fatty acids, e.g. those of lauric acid, myristic acid, a, _ lZ~ 33 1 palmitic acid, stearic acid9 or mixtures thereof, e.g. coconut fatty acids or tallow acids. Such salts of higher fatty acids are preferably present in a quantity of between approx. 0.5 %
and 1.5 % by weight of the total composition.
However9 it is also possible to use the surface-active compounds usually included in toothpastes in quantities up to approx.
2 % by weight of the total composition, optionally in ad-mixture with the above mentioned salts of fatty acids. Such synthetic surface-active substances are e.g; alkyl sulphates, alkyl ether sulphates, olefin sulphonates, sodium lauroyl sarcosinate or ampholytic, nonionic, and cation-active compounds.
A summary of the compounds that may be included in toothpastes as well as of other substances commonly used in the production o~ tooth care agents and the production methods for these 1~ can be found in the monography of M.S. Balsam and E. Sagarin, "Cosmetics ~ Science and Technology", 2nd edition, Vol. I, pp 423-533 (1972), to which reference is made.
The same applies to moisturizing agents commonly used in toothpastes in a proportion between approx 10 % and approx.
35 % by weight, e.g. glycerol, diols such as 1,4-butanediol or 1~2-propanediol, or sugar alcohols such as sorbitol, mannitol and xylitol, and polyglycols with low molecular weights, as well as to thickeners, of which the proportion in toothpastes amounts between approx. 0.25 % and approx. 5 % by weight of the total compojition.
Preferred thickeners are carboxymethyl cellulose and its alkali salts, particularly sodium carboxymethyl cellulose, hydroxyalkyl celluloses such as hydroxymethyl cellulose and hydroxyethyl cellulose, methyl cellulose, natural gums such as tragacanth, caraya gum, guar gum, xanthan gum, and Irish moss, synthetic polyelectrolytes such as alkali salts of polyacrylic acids, as well as inorganic thickeners, e.g.
colloidal magnesium aluminum silicate or colloidal silica.
~LZ~33 l Naturally, other substances may also be used in the tooth and mouth care agents according to the invention, particularly the well known caries-prophylactic fluorides, preferably in such a quantity that the concentration of fluorine (F) in the preparation is between approx. 0.05 % and approx, 1 % by weight, preferably 0.1 % to O.5 % by weight of the preparation.
Suitable fluorine compounds are particularly the various salts of monofluorophosphoric acid, particularly sodium, potassium) lithium, calcium and aluminum mono- and difluoro-phosphates, as well as the various fluorides containing fluorine in ionically bound form, particularly alkali fluorides such as sodium, lithium, potassium and ammonium fluoride, stannous ~luoride~ manganese fluoride, copper fluoride, zirconium .l5 ~luoride, and aluminurn fluoride, as well as mixtures or addition products of these fluorides mutually or with other fluorine compounds, e,g, alkali manganese fluoride.
Organic fluorine compounds can also be successfully used, particularly the known addition products o~ long~chain amines or amino acids and hydrogen fluoride, monoethanolamine hydro-fluoride, or monoethyl triethyl ammonium fluoride.
Additional substances which may be added to the tooth and mouth care preparations according to the invention are sub-stances that prevent dental plaque formation, e.g. bisguanides known under the trade names "Chlorhexidine" or "Alexidine", 1,6-di-4'-(chlorophenyl diguanido) hexane or 1,6-di~(2-ethylhexyl diguanido)hexane or their preferably water-soluble salts;
compounds to prevent the formation of dental calculus, such as hydroxyethane-1,1-diphosphonic acid or alkylene (tetra-methylene phosphonic acids) and their water-soluble salts, allantoin, azulen, etc.~
The following examples characterize the nature of the present invention and the advantegeous effects thereof:
Example 1 O~ague Tooth~aste % by weight Methyl hydroxyethyl cellulose 1.00 Calcium carbonate 42.00 Urea 8.00 Allantoin 0.30 Sodium laurate 0.65 Sodium benzoate 0.30 Methyl p-hydroxybenzoate 0;15 Saccharine sodium 0.05 Sorbitol, 70 % 8.00 Hesperidin 0.60 Colloidal silica 0.35 F~avour composition 1.00 Water 37.60 Example 2 O~ague toothpaste % by weight Urea 6;00 Sod;um monofluorophosphate 0.75 Allantoin 0.10 Sodium stearate/laurate (1:1) 0.70 Sodium benzoate 0.25 Calcium carbonate 40.00 Methyl p-hydroxybenzoate 0.15 Sodium cyclamate 0.10 Calcium silicate 0.50 Hydroxyethyl cellulose 1.10 Sorbitol, 70 % 9 00 Flavour composition 1.00 Hesperidin 0.55 Water ~9.80 - 7 ~ 33 Opague_Tooth~aste % by weight Calcium carbonate 22.50 Synthetic Zeolite A
(according to European Patent No. 3,023;
a12(A12~l2 (sio2)l2.27 H20) 17.50 Glycerol 3.50 Carboxymethyl cellulose 1.20 Benzoic acid 0.30 10 Methyl p-hydroxybenzoate 0;10 Saccharine sodium 0.05 Sodium monofluorophosphate 1.25 Colloidal silica 0.20 ~lesperidin ascorbate 0.80 15 Flavour mixture 1.UO
Sodium lauryl sulphate, 86 % 1.20 Water 33.90 ~ ..
Transearent toothpaste % by weight _____ __ ________ ___ Carboxymethyl cellulose 0,50 Sodium benzoate 0.15 Polyethylene glycol 400 5.00 Glycerol 45.00 Urea 7 50 Hesperidin monophosphate, sodium salt 0.95 Allantoin 0.15 Guajazulene 0.05 Saccharine sodium 0.07 Sodium lauroy.l sarcosinate 1.10 Phenyl salicylate 0.10 , ~IL21~33 1 Flavour composition 1.00 10 YO blue dye mixture 0.03 Dehydrated silica gel 20.00 . (surface 290 m2tg;
average particle diameter 6 ~m) ~ater 18.40 Example S
Opaque Toothpaste % by weight _________________ Chlorhexidine digluconate 0.10 Hesperidin . 0.65 Allantoin . 0.20 Sodium fluoride 0.30 Alumina trihydrate . 25.00 Zeolite A
~according to European Patent No. 3,023;
Na12~A12)12 (Sio2)l2.27 H20) 15.00 Medical soap (German Pharmacopoe No. 6)0.70 Sodium sulphoricinoleate 0.30 Hydroxyethyl cellulose 1.05 n-Propyl p-hydroxybenzoate 0.15 Methyl p-hydroxybenzoate 0.15 Sodium benzoate 0.15 Saccharine sodium 0.05 Glyerol 8.50 Sorbitol, 70 % 7 50 Flavour composition 1.20 Water 39.00 9 ~ 33 l Example 6 Mouthwash Concentrate % by weight Diphosphoric ester of hesperidin, sodium salt 1.60 Flavour composition 3.50 Nonionogenic emulgator 6.00 1,2-propyleneglycol 7.00 Sorbitol, 70 % . 5.00 1,2-Propyleneglycol monomethyl ether 17.00 lO Sodium cyclamate 0.30 Allantoin 0.25 Azulene 0.~5 Pesalted water 59.30 Before use, the concentrate is diluted with water in the lS ratio 1:10.
- 3 ~ 8~33 1 Such a toothpaste may be opaque or transparent, containing a suitable polishing agent with a refraction index corresponding to the refraction index of the carrier material.
A particularly appropriate toothpaste is described in the S Luxembourgian Patent No. 82,933; it contains as polishing agent calcium ca`rbonate and at least 5 % by weight urea, approx. 0.5 % to 1.6 % by weight of an alkaline salt of a higher fatty acid with about 12 to about 18 carbon atoms, it contains basically no synthetic surfactants, and has a pH value of at least 7.5 in the alkaline range, preferably between 7.5 and 9.5.
However, it is also poss;ble to use toothpastes based on other substances, containing polishing agents such as e.g.
alkali aluminum silicates, particularly those oF the Zeolite Type A, described in European Patents Nos. 2,690 and 3,023, various calcium phosphates such as dicalcium orthophosphate in the form of its dihydrate or water-free~ tricalcium phosphate, calciùm pyrophosphate, insoluble alkali metaphosphate, alumina, or alumina trihydrate, silica in various modifications~ such as silica xerogels, hydrogels, or precipitated silicas, or synthetic plastic materials in powder form.
Naturally, polishing mixtures of the above mentioned substances may also be used, e.g. a mixture of calcium carbonate and synthetic Zeolite A in a ratio of approx. 1:1.
The proportion of polishing agent in the toothpastes according to the invention is preferably between approx. 20 % and 60 %
by weight of the total composition As already indicated, a preferred embodiment of the present invention is to include hesperidin or a synergistic combination 3Q of urea and hesperidin in such toothpastes which contain only a small or no proportion of synthetic surface-active substances but may rather contain alkali salts of higher fatty acids, e.g. those of lauric acid, myristic acid, a, _ lZ~ 33 1 palmitic acid, stearic acid9 or mixtures thereof, e.g. coconut fatty acids or tallow acids. Such salts of higher fatty acids are preferably present in a quantity of between approx. 0.5 %
and 1.5 % by weight of the total composition.
However9 it is also possible to use the surface-active compounds usually included in toothpastes in quantities up to approx.
2 % by weight of the total composition, optionally in ad-mixture with the above mentioned salts of fatty acids. Such synthetic surface-active substances are e.g; alkyl sulphates, alkyl ether sulphates, olefin sulphonates, sodium lauroyl sarcosinate or ampholytic, nonionic, and cation-active compounds.
A summary of the compounds that may be included in toothpastes as well as of other substances commonly used in the production o~ tooth care agents and the production methods for these 1~ can be found in the monography of M.S. Balsam and E. Sagarin, "Cosmetics ~ Science and Technology", 2nd edition, Vol. I, pp 423-533 (1972), to which reference is made.
The same applies to moisturizing agents commonly used in toothpastes in a proportion between approx 10 % and approx.
35 % by weight, e.g. glycerol, diols such as 1,4-butanediol or 1~2-propanediol, or sugar alcohols such as sorbitol, mannitol and xylitol, and polyglycols with low molecular weights, as well as to thickeners, of which the proportion in toothpastes amounts between approx. 0.25 % and approx. 5 % by weight of the total compojition.
Preferred thickeners are carboxymethyl cellulose and its alkali salts, particularly sodium carboxymethyl cellulose, hydroxyalkyl celluloses such as hydroxymethyl cellulose and hydroxyethyl cellulose, methyl cellulose, natural gums such as tragacanth, caraya gum, guar gum, xanthan gum, and Irish moss, synthetic polyelectrolytes such as alkali salts of polyacrylic acids, as well as inorganic thickeners, e.g.
colloidal magnesium aluminum silicate or colloidal silica.
~LZ~33 l Naturally, other substances may also be used in the tooth and mouth care agents according to the invention, particularly the well known caries-prophylactic fluorides, preferably in such a quantity that the concentration of fluorine (F) in the preparation is between approx. 0.05 % and approx, 1 % by weight, preferably 0.1 % to O.5 % by weight of the preparation.
Suitable fluorine compounds are particularly the various salts of monofluorophosphoric acid, particularly sodium, potassium) lithium, calcium and aluminum mono- and difluoro-phosphates, as well as the various fluorides containing fluorine in ionically bound form, particularly alkali fluorides such as sodium, lithium, potassium and ammonium fluoride, stannous ~luoride~ manganese fluoride, copper fluoride, zirconium .l5 ~luoride, and aluminurn fluoride, as well as mixtures or addition products of these fluorides mutually or with other fluorine compounds, e,g, alkali manganese fluoride.
Organic fluorine compounds can also be successfully used, particularly the known addition products o~ long~chain amines or amino acids and hydrogen fluoride, monoethanolamine hydro-fluoride, or monoethyl triethyl ammonium fluoride.
Additional substances which may be added to the tooth and mouth care preparations according to the invention are sub-stances that prevent dental plaque formation, e.g. bisguanides known under the trade names "Chlorhexidine" or "Alexidine", 1,6-di-4'-(chlorophenyl diguanido) hexane or 1,6-di~(2-ethylhexyl diguanido)hexane or their preferably water-soluble salts;
compounds to prevent the formation of dental calculus, such as hydroxyethane-1,1-diphosphonic acid or alkylene (tetra-methylene phosphonic acids) and their water-soluble salts, allantoin, azulen, etc.~
The following examples characterize the nature of the present invention and the advantegeous effects thereof:
Example 1 O~ague Tooth~aste % by weight Methyl hydroxyethyl cellulose 1.00 Calcium carbonate 42.00 Urea 8.00 Allantoin 0.30 Sodium laurate 0.65 Sodium benzoate 0.30 Methyl p-hydroxybenzoate 0;15 Saccharine sodium 0.05 Sorbitol, 70 % 8.00 Hesperidin 0.60 Colloidal silica 0.35 F~avour composition 1.00 Water 37.60 Example 2 O~ague toothpaste % by weight Urea 6;00 Sod;um monofluorophosphate 0.75 Allantoin 0.10 Sodium stearate/laurate (1:1) 0.70 Sodium benzoate 0.25 Calcium carbonate 40.00 Methyl p-hydroxybenzoate 0.15 Sodium cyclamate 0.10 Calcium silicate 0.50 Hydroxyethyl cellulose 1.10 Sorbitol, 70 % 9 00 Flavour composition 1.00 Hesperidin 0.55 Water ~9.80 - 7 ~ 33 Opague_Tooth~aste % by weight Calcium carbonate 22.50 Synthetic Zeolite A
(according to European Patent No. 3,023;
a12(A12~l2 (sio2)l2.27 H20) 17.50 Glycerol 3.50 Carboxymethyl cellulose 1.20 Benzoic acid 0.30 10 Methyl p-hydroxybenzoate 0;10 Saccharine sodium 0.05 Sodium monofluorophosphate 1.25 Colloidal silica 0.20 ~lesperidin ascorbate 0.80 15 Flavour mixture 1.UO
Sodium lauryl sulphate, 86 % 1.20 Water 33.90 ~ ..
Transearent toothpaste % by weight _____ __ ________ ___ Carboxymethyl cellulose 0,50 Sodium benzoate 0.15 Polyethylene glycol 400 5.00 Glycerol 45.00 Urea 7 50 Hesperidin monophosphate, sodium salt 0.95 Allantoin 0.15 Guajazulene 0.05 Saccharine sodium 0.07 Sodium lauroy.l sarcosinate 1.10 Phenyl salicylate 0.10 , ~IL21~33 1 Flavour composition 1.00 10 YO blue dye mixture 0.03 Dehydrated silica gel 20.00 . (surface 290 m2tg;
average particle diameter 6 ~m) ~ater 18.40 Example S
Opaque Toothpaste % by weight _________________ Chlorhexidine digluconate 0.10 Hesperidin . 0.65 Allantoin . 0.20 Sodium fluoride 0.30 Alumina trihydrate . 25.00 Zeolite A
~according to European Patent No. 3,023;
Na12~A12)12 (Sio2)l2.27 H20) 15.00 Medical soap (German Pharmacopoe No. 6)0.70 Sodium sulphoricinoleate 0.30 Hydroxyethyl cellulose 1.05 n-Propyl p-hydroxybenzoate 0.15 Methyl p-hydroxybenzoate 0.15 Sodium benzoate 0.15 Saccharine sodium 0.05 Glyerol 8.50 Sorbitol, 70 % 7 50 Flavour composition 1.20 Water 39.00 9 ~ 33 l Example 6 Mouthwash Concentrate % by weight Diphosphoric ester of hesperidin, sodium salt 1.60 Flavour composition 3.50 Nonionogenic emulgator 6.00 1,2-propyleneglycol 7.00 Sorbitol, 70 % . 5.00 1,2-Propyleneglycol monomethyl ether 17.00 lO Sodium cyclamate 0.30 Allantoin 0.25 Azulene 0.~5 Pesalted water 59.30 Before use, the concentrate is diluted with water in the lS ratio 1:10.
Claims (6)
1. Tooth and mouth care preparation on the basis of common additives and builders, characterized in that it contains hesperidin.
2. Tooth and mouth care preparation according to claim 1, characterized in that it contains 0.05 % to 2.5 %
by weight of hesperidin, calculated on the total composition.
by weight of hesperidin, calculated on the total composition.
3. Tooth and mouth care preparation according to claim 2, characterized in that it contains 0.1 % to 1.0 % by weight of hesperidin, calculated on the total composition.
4. Tooth and mouth care preparation according to claim 1, 2 or 3, containing hesperidin, characterized by an additional content of urea.
5. Tooth and mouth care preparation according to claim 1, 2 or 3, containing hesperidin, characterized by an additional content of 5 % to 15 % by weight of urea, calculated on the total composition.
6. Tooth and mouth care preparation according to claim 1, 2 or 3, in the form of a toothpaste on aqueous basis, containing calcium carbonate as the only or predominant polishing agent, 0 % to 15 % by weight of urea, 0.5 % to 1 % by weight, related to the total composition, of an alkali salt of C12 to C22 fatty acids, having a pH value above 7.5, characterized in that it contains hesperidin.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19833314895 DE3314895A1 (en) | 1983-04-25 | 1983-04-25 | DENTAL AND ORAL CARE PRODUCTS |
| DEP3314895.3 | 1983-04-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1218933A true CA1218933A (en) | 1987-03-10 |
Family
ID=6197287
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000451803A Expired CA1218933A (en) | 1983-04-25 | 1984-04-11 | Tooth and mouth care agent |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US4525343A (en) |
| EP (1) | EP0123296B1 (en) |
| JP (1) | JPS59205308A (en) |
| KR (1) | KR840008421A (en) |
| AR (1) | AR231799A1 (en) |
| AT (1) | ATE32495T1 (en) |
| AU (1) | AU2638384A (en) |
| CA (1) | CA1218933A (en) |
| DE (2) | DE3314895A1 (en) |
| DK (1) | DK204284A (en) |
| ES (1) | ES531861A0 (en) |
| GR (1) | GR81974B (en) |
| NO (1) | NO163667C (en) |
| ZA (1) | ZA842622B (en) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3314895A1 (en) * | 1983-04-25 | 1984-10-25 | Blendax-Werke R. Schneider Gmbh & Co, 6500 Mainz | DENTAL AND ORAL CARE PRODUCTS |
| FI841252A (en) * | 1984-03-29 | 1985-09-30 | Orion Yhtymae Oy | NY MUNVATTENKOMPOSITION OCH FOERFARANDE FOER DESS FRAMSTAELLNING. |
| US4610871A (en) * | 1984-12-21 | 1986-09-09 | Ici Americas Inc. | Dentifrice formulation and method of treating teeth, mouth and throat therewith to reduce plaque accumulation and irritation |
| US4585649A (en) * | 1984-12-21 | 1986-04-29 | Ici Americas Inc. | Dentifrice formulation and method of treating teeth, mouth and throat therewith to reduce plaque accumulation and irritation |
| US4627974A (en) * | 1984-12-21 | 1986-12-09 | Ici Americas Inc. | Dentifrice formulation and method of treating teeth, mouth and throat therewith to reduce plaque accumulation and irritation |
| US4627980A (en) * | 1984-12-21 | 1986-12-09 | Ici Americas Inc. | Hard candy dentifrice formulation and method of treating teeth, mouth and throat therewith to reduce irritation and plaque accumulation |
| US4627975A (en) * | 1984-12-21 | 1986-12-09 | Ici Americas Inc. | Dental floss dentifrice formulation and method of treating teeth, mouth and throat therewith to reduce plaque accumulation and irritation |
| US4632937A (en) * | 1984-12-21 | 1986-12-30 | Ici Americas | Dentifrice formulation and method of treating teeth, mouth and throat therewith to reduce plaque accumulation and irritation |
| US4627978A (en) * | 1984-12-21 | 1986-12-09 | Ici Americas Inc. | Tooth drop dentifrice formulation and method of treating teeth, mouth and throat therewith to reduce plaque accumulation and irritation |
| US4627979A (en) * | 1984-12-21 | 1986-12-09 | Ici Americas Inc. | Toothpaste dentifrice formulation and method of treating teeth, mouth and throat therewith to reduce plaque accumulation and irritation |
| US4627976A (en) * | 1984-12-21 | 1986-12-09 | Ici Americas Inc. | Dentifrice formulation and method of treating teeth, mouth and throat therewith to reduce plaque accumulation and irritation |
| US4610872A (en) * | 1984-12-21 | 1986-09-09 | Ici Americas Inc. | Dentifrice formulation and method of treating teeth, mouth and throat therewith to reduce plaque accumulation and irritation |
| DE3504178A1 (en) * | 1985-02-07 | 1986-08-14 | Blendax Werke Schneider Co | TOOTHPASTE |
| DK161428C (en) * | 1985-05-10 | 1991-12-16 | Fertin Lab As | SOLID, ORAL CARIAL EFFECTS |
| JPH0755895B2 (en) * | 1985-08-29 | 1995-06-14 | サンスター株式会社 | Toothpaste composition |
| US4770324A (en) * | 1985-12-13 | 1988-09-13 | Colgate-Palmolive Company | Dental cream package |
| US4689216A (en) * | 1986-03-20 | 1987-08-25 | Vipont Laboratories, Inc. | Sanguinarine dental compositions with hydrated silica |
| GB8729564D0 (en) * | 1987-12-18 | 1988-02-03 | Unilever Plc | Oral compositions |
| US4895720A (en) * | 1988-03-28 | 1990-01-23 | Pfizer Inc. | Compositions and methods for cleaning the gums |
| US5185153A (en) * | 1990-10-04 | 1993-02-09 | The Research Foundation Of The State University Of New York | Agents effecting the lysis of oral bacteria |
| US5162872A (en) * | 1991-07-02 | 1992-11-10 | The United States Of America As Represented The Secretary Of The Air Force | Tilt/shear immune tunable fabry-perot interferometer |
| JP2724943B2 (en) * | 1992-07-13 | 1998-03-09 | 株式会社日本点眼薬研究所 | Aqueous solution preparation |
| US5405604A (en) * | 1992-10-16 | 1995-04-11 | The Procter & Gamble Company | Concentrated mouthrinse for efficient delivery of antimicrobials |
| DE4444238A1 (en) * | 1994-12-13 | 1996-06-20 | Beiersdorf Ag | Cosmetic or dermatological drug combinations of cinnamic acid derivatives and flavone glycosides |
| KR19990039368A (en) * | 1997-11-12 | 1999-06-05 | 박원훈 | Blood pressure lowering composition containing hesperidin |
| US6524623B1 (en) * | 1999-11-12 | 2003-02-25 | Milton Hodosh | Therapeutic compositions and methods of use thereof |
| PL363310A1 (en) * | 2001-04-24 | 2004-11-15 | Specialty Minerals (Michigan) Inc. | Fluoride compatible calcium carbonate |
| US20070237834A1 (en) * | 2003-04-18 | 2007-10-11 | Bioderm Research | Zinc Zeolite for the Treatment for Diaper Rash (Diaper Dermatitis) |
| US20050058672A1 (en) * | 2003-09-14 | 2005-03-17 | Bioderm Research | Baby Care Skin Protectant Compositions for Diaper Rash |
| JP2009256341A (en) * | 2008-03-27 | 2009-11-05 | Sunstar Inc | Dental caries preventive |
| CA2751304C (en) * | 2009-02-03 | 2016-08-02 | Sunstar Inc. | Hesperidin-containing composition |
| US8900557B2 (en) * | 2010-12-30 | 2014-12-02 | Jr Chem, Llc | Dental cleaning composition |
| JP6440489B2 (en) * | 2014-12-24 | 2018-12-19 | ライオン株式会社 | Oral composition and oral warming agent |
| DE102019101717B3 (en) * | 2019-01-24 | 2020-07-09 | Universität des Saarlandes | Actuator |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3903266A (en) * | 1972-05-03 | 1975-09-02 | Ralph C Robbins | Compositions and methods for disaggregating blood cells |
| DE2338177A1 (en) * | 1973-07-27 | 1975-04-17 | Blendax Werke Schneider Co | Non-staining dentrifuce compsn - contains urea in addn to chlorohexidine as active ingredients |
| DE2430280A1 (en) * | 1973-07-27 | 1976-01-08 | Blendax Werke Schneider Co | Toothpaste and mouth-wash which are used consecutively - respectively contg urea and anion-active tenside phase and 1,6-di-4'-chlorophenyl-di-guanido-hexane phase |
| DE2404494A1 (en) * | 1974-01-31 | 1975-08-14 | Blendax Werke Schneider Co | Dentrifice cleaning compsn in tablet/powder form - contains urea and acts rapidly |
| DE2409755A1 (en) * | 1974-03-01 | 1975-09-11 | Blendax Werke Schneider Co | Toothpaste and powders contg. silica abrasive - with addn. of urea to prevent discoloration |
| DE2409756A1 (en) * | 1974-03-01 | 1975-09-11 | Blendax Werke Schneider Co | Toothpastes and powders contg. abrasive plastics particles - with addn. of urea to prevent discoloration |
| DE2523866C3 (en) * | 1975-05-30 | 1980-09-25 | Rainer Dr. 2360 Bad Segeberg Greve | Antiperspirant |
| JPS54101412A (en) * | 1978-01-25 | 1979-08-10 | Nippon Shinyaku Co Ltd | Preparation of vitamin p |
| JPS54154535A (en) * | 1978-05-25 | 1979-12-05 | Sunstar Inc | Saccharin free tooth paste composition |
| DE3241017C1 (en) * | 1982-11-06 | 1983-12-15 | Blendax-Werke R. Schneider Gmbh & Co, 6500 Mainz | Dental and oral care products |
| DE3314895A1 (en) * | 1983-04-25 | 1984-10-25 | Blendax-Werke R. Schneider Gmbh & Co, 6500 Mainz | DENTAL AND ORAL CARE PRODUCTS |
-
1983
- 1983-04-25 DE DE19833314895 patent/DE3314895A1/en not_active Withdrawn
-
1984
- 1984-04-03 AU AU26383/84A patent/AU2638384A/en not_active Abandoned
- 1984-04-09 ZA ZA842622A patent/ZA842622B/en unknown
- 1984-04-09 US US06/597,849 patent/US4525343A/en not_active Expired - Lifetime
- 1984-04-11 CA CA000451803A patent/CA1218933A/en not_active Expired
- 1984-04-19 GR GR74479A patent/GR81974B/el unknown
- 1984-04-19 EP EP84104473A patent/EP0123296B1/en not_active Expired
- 1984-04-19 AT AT84104473T patent/ATE32495T1/en active
- 1984-04-19 DE DE8484104473T patent/DE3469341D1/en not_active Expired
- 1984-04-24 JP JP59082793A patent/JPS59205308A/en active Pending
- 1984-04-24 NO NO841615A patent/NO163667C/en unknown
- 1984-04-24 KR KR1019840002171A patent/KR840008421A/en not_active Application Discontinuation
- 1984-04-24 DK DK204284A patent/DK204284A/en not_active Application Discontinuation
- 1984-04-24 ES ES531861A patent/ES531861A0/en active Granted
- 1984-04-25 AR AR296415A patent/AR231799A1/en active
-
1985
- 1985-02-20 US US06/703,426 patent/US4559224A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| KR840008421A (en) | 1984-12-15 |
| DE3314895A1 (en) | 1984-10-25 |
| DK204284A (en) | 1984-10-26 |
| AR231799A1 (en) | 1985-03-29 |
| DE3469341D1 (en) | 1988-03-24 |
| DK204284D0 (en) | 1984-04-24 |
| NO163667B (en) | 1990-03-26 |
| JPS59205308A (en) | 1984-11-20 |
| ES8505244A1 (en) | 1985-05-16 |
| GR81974B (en) | 1984-12-12 |
| EP0123296A1 (en) | 1984-10-31 |
| NO841615L (en) | 1984-10-26 |
| ES531861A0 (en) | 1985-05-16 |
| US4525343A (en) | 1985-06-25 |
| AU2638384A (en) | 1984-11-01 |
| EP0123296B1 (en) | 1988-02-17 |
| US4559224A (en) | 1985-12-17 |
| NO163667C (en) | 1990-07-11 |
| ATE32495T1 (en) | 1988-03-15 |
| ZA842622B (en) | 1985-02-27 |
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| MKEX | Expiry | ||
| MKEX | Expiry |
Effective date: 20040411 |