CA1172173A - Zinc derivatives and their use in mouthwash compositions - Google Patents
Zinc derivatives and their use in mouthwash compositionsInfo
- Publication number
- CA1172173A CA1172173A CA000385460A CA385460A CA1172173A CA 1172173 A CA1172173 A CA 1172173A CA 000385460 A CA000385460 A CA 000385460A CA 385460 A CA385460 A CA 385460A CA 1172173 A CA1172173 A CA 1172173A
- Authority
- CA
- Canada
- Prior art keywords
- weight
- zinc
- mouthwash
- fluoride
- mouthwash composition
- 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
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Classifications
-
- 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
- A61K8/27—Zinc; Compounds thereof
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
Abstract
V-1137 ZINC DERIVATIVES AND THEIR USE IN MOUTHWASH COMPOSITIONS ABSTRACT A novel zinc compound, an alkali metal or ammonium zinc citrate, is prepared for use in mouthwash compositions to provide mouthwashes with less astringency without loss of anti-odor properties, improved water solubility of the zinc compound and improved chemical compatibility when ionic fluoride salts are employed in compositions along with the zinc compound. :
Description
` ~-1137 ~ ~ 7~ 3 ZINC DERIVATIVES AND THEIR USE IN MOUTHWASH COMPOSITIONS
FIELD OF THE INVENTION
This invention relates to a novel zinc compound and the use thereof in mouthwash compositions.
BACKGROUND OF THE INVENTION
The beneficial effect of zinc compounds in dental ~ompositions, especially in toothpastes and mouthwashes, has been generally recognized for some time. In U.S. Patent 4,1~0,269, issued July 11, 1978 to Morton Pader, there is disclosed the use of insoluble zinc compounds in dentifrices for improving the control of calculus. Insoluble zlnc compounds employed in the patent are those having a solu-bility of less than about one gram of zinc per 100 cc of water at 20C and preferably a solubility of not more th~n about 0.5 ~ram zinc compound per 100 cc water at 20 G.
Among the typical insoluble zinc compounds employed in the ; patent is zinc citrate. Zinc acetate and hydroxide have been recognlzed as having anti-plaque properties in denti-frices as disclosed in Hanke, M.T., J. Amer. Dental Assoc., 27(9), 1379-93 (1940). The pyrophosphate, tetrametaphosphate, metaphosphate and orthophosphate salts of zinc have been known to be effective in tartar removal as disclosed in W.
German Patent Specification 1,251,468, assigned to Chemische Fabrik Budenheim and published October 5, 1967. Also it has been known to formulate tooth powders containing zinc ci-trat~ and calcium gluconate such as disclosed in U.S. Patent 1,861,189 issued May 31, 1932 to Charles Pfizer.
In addition, zinc chloride has been used in mouthwash compositions and recognized as possessing anti-mouth odor - V-1]37 ~ ~ ~7~L7~
properties in said compositions.
However, despite the heretofore known use of zinc compounds in dental compositions their use has not been without certain undesirable drawbacks and side-effects. For example, when such zinc compounds have been employed it has not been possible to satisfactorily include ionic fluoride in the compositions due to the chemic`al incompatibility therebetween. Moreover, while zinc chloride possesses the desired anti-odor activity, its high level of astringency is undesirable. Yet other zinc compounds, such as for example, zinc citrate are so slightly soluble in aqueous solutions that while the level of astringency is kept acceptably low, there is an undesirable loss in anti-mouth odor activity of the zinc compound.
It is therefore highly desirable to provide a zinc deri-vative that is less astringent than zinc chloride so as to provide enhanced acceptance by users of dental compositions containing same yet without sacrificing anti-odor activity.
It is also desirable to provide a zinc derivative having higher aqueous solubility than zinc citrate yet not as as-tringent as zinc chloride. Additionally it is desirable to provide a zinc derlvative of said properties that does not present substantially any chemical incompatibility problem in dental compositions employing an ionic fluoride salt.
BRIEF DESCRIPTION OF THE INVEMTION
In accordance with the invention a novel zinc derivative, an alkali metal or ammonium zinc citrate, and preferably, sod-ium zinc citrate, possessing such desired properties is provided and permits the formulation of mouthwash compositions con-taining an ionic fluoride compound and possessing improved properties.
~L7~73 DETAILED DESCRIPTION OF THE INVENTION
An alkali metal or ammonium zinc citrate, C6H5O7MZn, wherein M is ammonium or an alkali metal, preferably sodium or potassium, is prepared by the reaction of equimolar amounts of ammonium hydroxide or an alkali metal hydroxide, such as sodium hydroxide, with zinc oxide and citric acid.
The reaction can be carried out, for example, at room tem-perature in water as per the following Example.
E~AMPLE
In a reaction vessel 21.0~ g citric acid, hydrous, is dissolved in 100 g water. To this solution 8.14 g zinc oxide is added in small quantities and the reaction mixture stirred. After the reaction of the zinc oxide with the citric acid 4.0 g sodium hydroxide is added and the reaction mixture stirred until all the sodium hydroxide is reacted.
At the end of the reaction, a clear solution is obtained.
The solution is treated with absolute ethyl alcohol to precipitate out the sodium zinc citra~e sa~t. The salt ; crystals are filtered off and~dried overnight in a 45 C
;~ 20 oven. Elemental Analysis. Calculated: Zn, 20.8; C, ~2.90;
H, 2.88; Na, 7.30. Found: Zn, 22.1; C, 22.84; H, 3.13; Na, 5.70. The pH of a 2.5~ suspension of the salt is 6.32 and the solubility of the salt in water at 25C is 1.17 g/100 ml.
In a similar manner other alkali metal zinc citrate salts can be prepared by the use of other alkali metal hydroxides or ammonium hydroxide in place of sodium hydroxide in the Example, such as for example, potassium zinc citrate is prepared when potassium hydroxide is employed.
The ammonium or alkali metal zinc citrate compounds of this invention are especially useful in mouthwash compo-~1-1137 ~72173 sitions. The new compounds, especially sodium zinc citrate, is consiaerably less astringent than zinc chloride which is now used in mouthwash compositions and, therefore, is of greatly enhanced acceptability yet without sacrificing its anti-odor property. Furthermore, the compounds of this invention possess high a~ueous solubility and permits one to formulate concentrated mouthwash formulations. Additionally, the compounds of this invention can be added to dentifrice compositions, such as mouthwashes, containing an ionic fluoride salt and without any significant chemical instabili~y.
The novel compounds can be added to mouthwash compositions or be formed in situ in mouthwash compositions from zinc oxide, citric acid and the hydroxide.
In mouthwash compositions the zinc compounds of this invention are employed in amounts of from about 0.1 to about 15.0%, preferably about 0.2 to about 5~, and most preferably about 0.5 to about 2.0%, by weight based on the total weight of the composition so as to provide from about 7 to about 28 mg/kg body weight of the user thereoE. The mouthwash com-positions of this invention have present ionic fluoride com-pounds possessing anticaries activity, such as for example, sodium fluoride, potassium fluoride, stannous fluoride and sodium monofluorophosphate. The fluoride com-pounds are employed as the mouthwash compositions of this in-vention in amounts whithin the range of from about 0.01 to about 1.0% by weight. The mouthwash compositions of the present invention comprise the aforesaid ammonium or alkali metal zinc citrate salt, an ionic fluoride compound and a carrier suitable for use in the oral cavity. The carrier can be water or an organic sol~ent such as alcohol.
Mouthwashes generally comprise a water/ethyl`alcohol solution and optionally other ingredients such as flavor, ~ 7 ~ 3 sweeteners, and humectants. The alcohol provides an anti-bacterial effect. Optionally, mouthwashes also contain sudsing agents. Humectants such as glycerine and sorbitol give a moist feel in the mouth and are desirably also present.
Antibacterial agents are sometimes incorporated into mouth-washes or dentifrices at levels from about 0.01% to about
FIELD OF THE INVENTION
This invention relates to a novel zinc compound and the use thereof in mouthwash compositions.
BACKGROUND OF THE INVENTION
The beneficial effect of zinc compounds in dental ~ompositions, especially in toothpastes and mouthwashes, has been generally recognized for some time. In U.S. Patent 4,1~0,269, issued July 11, 1978 to Morton Pader, there is disclosed the use of insoluble zinc compounds in dentifrices for improving the control of calculus. Insoluble zlnc compounds employed in the patent are those having a solu-bility of less than about one gram of zinc per 100 cc of water at 20C and preferably a solubility of not more th~n about 0.5 ~ram zinc compound per 100 cc water at 20 G.
Among the typical insoluble zinc compounds employed in the ; patent is zinc citrate. Zinc acetate and hydroxide have been recognlzed as having anti-plaque properties in denti-frices as disclosed in Hanke, M.T., J. Amer. Dental Assoc., 27(9), 1379-93 (1940). The pyrophosphate, tetrametaphosphate, metaphosphate and orthophosphate salts of zinc have been known to be effective in tartar removal as disclosed in W.
German Patent Specification 1,251,468, assigned to Chemische Fabrik Budenheim and published October 5, 1967. Also it has been known to formulate tooth powders containing zinc ci-trat~ and calcium gluconate such as disclosed in U.S. Patent 1,861,189 issued May 31, 1932 to Charles Pfizer.
In addition, zinc chloride has been used in mouthwash compositions and recognized as possessing anti-mouth odor - V-1]37 ~ ~ ~7~L7~
properties in said compositions.
However, despite the heretofore known use of zinc compounds in dental compositions their use has not been without certain undesirable drawbacks and side-effects. For example, when such zinc compounds have been employed it has not been possible to satisfactorily include ionic fluoride in the compositions due to the chemic`al incompatibility therebetween. Moreover, while zinc chloride possesses the desired anti-odor activity, its high level of astringency is undesirable. Yet other zinc compounds, such as for example, zinc citrate are so slightly soluble in aqueous solutions that while the level of astringency is kept acceptably low, there is an undesirable loss in anti-mouth odor activity of the zinc compound.
It is therefore highly desirable to provide a zinc deri-vative that is less astringent than zinc chloride so as to provide enhanced acceptance by users of dental compositions containing same yet without sacrificing anti-odor activity.
It is also desirable to provide a zinc derivative having higher aqueous solubility than zinc citrate yet not as as-tringent as zinc chloride. Additionally it is desirable to provide a zinc derlvative of said properties that does not present substantially any chemical incompatibility problem in dental compositions employing an ionic fluoride salt.
BRIEF DESCRIPTION OF THE INVEMTION
In accordance with the invention a novel zinc derivative, an alkali metal or ammonium zinc citrate, and preferably, sod-ium zinc citrate, possessing such desired properties is provided and permits the formulation of mouthwash compositions con-taining an ionic fluoride compound and possessing improved properties.
~L7~73 DETAILED DESCRIPTION OF THE INVENTION
An alkali metal or ammonium zinc citrate, C6H5O7MZn, wherein M is ammonium or an alkali metal, preferably sodium or potassium, is prepared by the reaction of equimolar amounts of ammonium hydroxide or an alkali metal hydroxide, such as sodium hydroxide, with zinc oxide and citric acid.
The reaction can be carried out, for example, at room tem-perature in water as per the following Example.
E~AMPLE
In a reaction vessel 21.0~ g citric acid, hydrous, is dissolved in 100 g water. To this solution 8.14 g zinc oxide is added in small quantities and the reaction mixture stirred. After the reaction of the zinc oxide with the citric acid 4.0 g sodium hydroxide is added and the reaction mixture stirred until all the sodium hydroxide is reacted.
At the end of the reaction, a clear solution is obtained.
The solution is treated with absolute ethyl alcohol to precipitate out the sodium zinc citra~e sa~t. The salt ; crystals are filtered off and~dried overnight in a 45 C
;~ 20 oven. Elemental Analysis. Calculated: Zn, 20.8; C, ~2.90;
H, 2.88; Na, 7.30. Found: Zn, 22.1; C, 22.84; H, 3.13; Na, 5.70. The pH of a 2.5~ suspension of the salt is 6.32 and the solubility of the salt in water at 25C is 1.17 g/100 ml.
In a similar manner other alkali metal zinc citrate salts can be prepared by the use of other alkali metal hydroxides or ammonium hydroxide in place of sodium hydroxide in the Example, such as for example, potassium zinc citrate is prepared when potassium hydroxide is employed.
The ammonium or alkali metal zinc citrate compounds of this invention are especially useful in mouthwash compo-~1-1137 ~72173 sitions. The new compounds, especially sodium zinc citrate, is consiaerably less astringent than zinc chloride which is now used in mouthwash compositions and, therefore, is of greatly enhanced acceptability yet without sacrificing its anti-odor property. Furthermore, the compounds of this invention possess high a~ueous solubility and permits one to formulate concentrated mouthwash formulations. Additionally, the compounds of this invention can be added to dentifrice compositions, such as mouthwashes, containing an ionic fluoride salt and without any significant chemical instabili~y.
The novel compounds can be added to mouthwash compositions or be formed in situ in mouthwash compositions from zinc oxide, citric acid and the hydroxide.
In mouthwash compositions the zinc compounds of this invention are employed in amounts of from about 0.1 to about 15.0%, preferably about 0.2 to about 5~, and most preferably about 0.5 to about 2.0%, by weight based on the total weight of the composition so as to provide from about 7 to about 28 mg/kg body weight of the user thereoE. The mouthwash com-positions of this invention have present ionic fluoride com-pounds possessing anticaries activity, such as for example, sodium fluoride, potassium fluoride, stannous fluoride and sodium monofluorophosphate. The fluoride com-pounds are employed as the mouthwash compositions of this in-vention in amounts whithin the range of from about 0.01 to about 1.0% by weight. The mouthwash compositions of the present invention comprise the aforesaid ammonium or alkali metal zinc citrate salt, an ionic fluoride compound and a carrier suitable for use in the oral cavity. The carrier can be water or an organic sol~ent such as alcohol.
Mouthwashes generally comprise a water/ethyl`alcohol solution and optionally other ingredients such as flavor, ~ 7 ~ 3 sweeteners, and humectants. The alcohol provides an anti-bacterial effect. Optionally, mouthwashes also contain sudsing agents. Humectants such as glycerine and sorbitol give a moist feel in the mouth and are desirably also present.
Antibacterial agents are sometimes incorporated into mouth-washes or dentifrices at levels from about 0.01% to about
2.0~ by weight.
Generally, mouthwashes suitable for use as carriers herein contain: 5% to 40% ethyl alcohol; 0~ to 20%~ pre-ferably 5~ to 20%, glycerine or other humectant; 0% to 12~, preferably 0.1~ to 12%, sudsing agent, 0% to 0.5%, pre-ferably 0.05% to 0.5%, sweetening agent such as saccharin;
and 0% to 0.3%, preferably 0.05% to 0.3%, flavoring agent;
and the balance, water w-th colorants or dyes if desired.
Mouthwashes usually contain surface-active agents also called sudsing agents. Suitable surface-active agents are those which are reasonably stable and form suds throughout a wide pH range, that is, nonsoap nonionic, cationic, and amphoteric organic synthetic detergents.
The nonionic synthetic detergents which can be used with the mouthwash compositions of the present invention may be broadly defined as compounds produced by the condensation of a hydrophilic alkylene oxide group with an organic hydro-phobic compound which may be aliphat;ic or alkyl-aromatic in nature. The length of the hydrophyllic or polyoxyalkylene radical which is condensed with any particular llydrophobic group can be readily adjusted to yield a water-soluble compound having the desired degree of balance between hydro-philic and hydrophobic elements.
For example, a well-known class of nonionic synthetic detergents is made available on the market under the trade -V~1137 ~ 17Z~73 ~of "Pluronic." These compounds are formed by con-densing ethylene oxide with a hydrophobic base formed by the condensation of propylene oxide with propylene glycol~
Other suitable nonionic synthetic detergents include:
the polyethylene oxide condensates of alkyl phenols, those derived from the condensation of ethylene oxide with the product resulting from the reaction of propylene oxide and ethylene diamine, the condensation product of aliphatic alcohols having from 8 to 18 carbon atoms, in either straight chain or branched chain configuration, with ethylene oxide, and the polyoxyethylene derivatives of fatty acid partial esters of sorbitol anhydride and available in r7~ - .
the market under the trade ~ "Tween."
Cationic synthetic detergents useful in the mouth-wash compositions of the present invention can be broadly defined as quaternary ammonium compounds having one long alkyl chain containlng from about 8 to about 18 carbon atoms such as lauryl trimethylammonium chloride, cetyl pyridinium chloride, cetyl trimethylammonium bromide, di-isobutyl-phenoxyethyldimethylbenzylammonium chloride, coconatalkyl-trimethylammoni~m nitrite, cetyl pyridinium fluoride~ and the like.
The amphoteric synthetic detergents useful in the present invention can be broadly described as derivatives of aliphatic secondary and tertiary amines in which the ali-phatic radical can be straight chain or branched and wherein one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic water solubilizing group, for example, carboxylate, sulfonate, sulfate, phosphate, or phosphonate.
Many additional nonionic, cationic and amphoteric -j V-1137 ~7;2~73 synthetic detergents are known to the art and can be used as sudsing agents in the compositions herein. Further examples can be found in McCutcheon's Detergents and Emulsifiers.
The sudsing agent can be employed at levels ranging from about 0.5% to about 5.0% by weight of the mouthwash composition.
Mouthwashes normally also contain flavoring agents.
Suitable flavoring agents for use in the mouthwashes herein include, for example, wintergreen oil (methyl salicylate), oil of peppermint, oil of sassafras (synthetic), and oil of anise. Flavoring agents are present at a level of from 0.01% to 2.0% by weight.
Mouthwashes normally also contain sweetening agents.
Suitable sweetening agents for use in mouthwashes include for example saccharin, dextrose and levulose. The sweeten-ing agents are used at levels of from about 0.05% to about .
2% by weight.~
.
The pH of the mouthwash compositions of this invention will be in the range of pH 6.0 to 7.2, preferably 6.5 to 7.2.
: .
The invention is further illustrated by the following formulations.
FORMULATION A
A mouthwash in accordance with the present inven-tion is formulated as follows-; 25 Component Amount Ethyl alcohol (95% in water) ~ 5.28 % v/v Glycerine 2~0 % v/v Zinc oxide 0.13 ~ w/v Citric acid, hydrous 0.5075 % w/v Sodium fluoride 0.05 % w~v Pluronic F-127 1.0 % w/v Tween 80 0.10 % w/v t;i~;3 Component Amount Flavoring 0.136 % w/v Saccharin, insoluble 0.058 % w/v Sodium hydroxide pellets 0.1805 % w/v Color 1.0 ~ v/v Water q.s. to 100% w/v The mouthwash is prepared by adding to the distilled water the indicated amounts of citric acid, zinc oxide, sodium hydroxide, sodium fluoride and glycerine. To the alcohol there is added the indicated amounts of Pluronic F-127, Tween 80, saccharin and flavor.ing. The alcohol and water solutions are then combined, the colorant added and mixed with a sufficient quantity of distilled water to pro-duce the mouthwash.
FORMULATION B
A mouthwash in accordance with the present invention is formulated as follows:
Component Parts by Weight Ethyl alcohol (95% in water) 12.00 Cetyl pyridinium chloride 0.10 Polyoxyethylene (20) sorbitan monooleate 0.12 Sodium hydro~ide (10% in water) 0.02 Sodium saccharin 0.055 Flavoring 0.16 Sodium zinc citrate 0.20 Sodium fluoride 0.05 Color 0 50 Sorbitol (70% in water) 12.00 Distilled water balance to 100.00
Generally, mouthwashes suitable for use as carriers herein contain: 5% to 40% ethyl alcohol; 0~ to 20%~ pre-ferably 5~ to 20%, glycerine or other humectant; 0% to 12~, preferably 0.1~ to 12%, sudsing agent, 0% to 0.5%, pre-ferably 0.05% to 0.5%, sweetening agent such as saccharin;
and 0% to 0.3%, preferably 0.05% to 0.3%, flavoring agent;
and the balance, water w-th colorants or dyes if desired.
Mouthwashes usually contain surface-active agents also called sudsing agents. Suitable surface-active agents are those which are reasonably stable and form suds throughout a wide pH range, that is, nonsoap nonionic, cationic, and amphoteric organic synthetic detergents.
The nonionic synthetic detergents which can be used with the mouthwash compositions of the present invention may be broadly defined as compounds produced by the condensation of a hydrophilic alkylene oxide group with an organic hydro-phobic compound which may be aliphat;ic or alkyl-aromatic in nature. The length of the hydrophyllic or polyoxyalkylene radical which is condensed with any particular llydrophobic group can be readily adjusted to yield a water-soluble compound having the desired degree of balance between hydro-philic and hydrophobic elements.
For example, a well-known class of nonionic synthetic detergents is made available on the market under the trade -V~1137 ~ 17Z~73 ~of "Pluronic." These compounds are formed by con-densing ethylene oxide with a hydrophobic base formed by the condensation of propylene oxide with propylene glycol~
Other suitable nonionic synthetic detergents include:
the polyethylene oxide condensates of alkyl phenols, those derived from the condensation of ethylene oxide with the product resulting from the reaction of propylene oxide and ethylene diamine, the condensation product of aliphatic alcohols having from 8 to 18 carbon atoms, in either straight chain or branched chain configuration, with ethylene oxide, and the polyoxyethylene derivatives of fatty acid partial esters of sorbitol anhydride and available in r7~ - .
the market under the trade ~ "Tween."
Cationic synthetic detergents useful in the mouth-wash compositions of the present invention can be broadly defined as quaternary ammonium compounds having one long alkyl chain containlng from about 8 to about 18 carbon atoms such as lauryl trimethylammonium chloride, cetyl pyridinium chloride, cetyl trimethylammonium bromide, di-isobutyl-phenoxyethyldimethylbenzylammonium chloride, coconatalkyl-trimethylammoni~m nitrite, cetyl pyridinium fluoride~ and the like.
The amphoteric synthetic detergents useful in the present invention can be broadly described as derivatives of aliphatic secondary and tertiary amines in which the ali-phatic radical can be straight chain or branched and wherein one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic water solubilizing group, for example, carboxylate, sulfonate, sulfate, phosphate, or phosphonate.
Many additional nonionic, cationic and amphoteric -j V-1137 ~7;2~73 synthetic detergents are known to the art and can be used as sudsing agents in the compositions herein. Further examples can be found in McCutcheon's Detergents and Emulsifiers.
The sudsing agent can be employed at levels ranging from about 0.5% to about 5.0% by weight of the mouthwash composition.
Mouthwashes normally also contain flavoring agents.
Suitable flavoring agents for use in the mouthwashes herein include, for example, wintergreen oil (methyl salicylate), oil of peppermint, oil of sassafras (synthetic), and oil of anise. Flavoring agents are present at a level of from 0.01% to 2.0% by weight.
Mouthwashes normally also contain sweetening agents.
Suitable sweetening agents for use in mouthwashes include for example saccharin, dextrose and levulose. The sweeten-ing agents are used at levels of from about 0.05% to about .
2% by weight.~
.
The pH of the mouthwash compositions of this invention will be in the range of pH 6.0 to 7.2, preferably 6.5 to 7.2.
: .
The invention is further illustrated by the following formulations.
FORMULATION A
A mouthwash in accordance with the present inven-tion is formulated as follows-; 25 Component Amount Ethyl alcohol (95% in water) ~ 5.28 % v/v Glycerine 2~0 % v/v Zinc oxide 0.13 ~ w/v Citric acid, hydrous 0.5075 % w/v Sodium fluoride 0.05 % w~v Pluronic F-127 1.0 % w/v Tween 80 0.10 % w/v t;i~;3 Component Amount Flavoring 0.136 % w/v Saccharin, insoluble 0.058 % w/v Sodium hydroxide pellets 0.1805 % w/v Color 1.0 ~ v/v Water q.s. to 100% w/v The mouthwash is prepared by adding to the distilled water the indicated amounts of citric acid, zinc oxide, sodium hydroxide, sodium fluoride and glycerine. To the alcohol there is added the indicated amounts of Pluronic F-127, Tween 80, saccharin and flavor.ing. The alcohol and water solutions are then combined, the colorant added and mixed with a sufficient quantity of distilled water to pro-duce the mouthwash.
FORMULATION B
A mouthwash in accordance with the present invention is formulated as follows:
Component Parts by Weight Ethyl alcohol (95% in water) 12.00 Cetyl pyridinium chloride 0.10 Polyoxyethylene (20) sorbitan monooleate 0.12 Sodium hydro~ide (10% in water) 0.02 Sodium saccharin 0.055 Flavoring 0.16 Sodium zinc citrate 0.20 Sodium fluoride 0.05 Color 0 50 Sorbitol (70% in water) 12.00 Distilled water balance to 100.00
Claims (8)
1. A mouthwash composition comprising about 0.01 to about 1.0% by weight of an anticaries effective fluoride compound and about 0.1 to about 15.0% by weight of an ammonium or alkali metal zinc citrate in a mouthwash carrier suitable for use in the oral cavity.
2. A mouthwash composition of claim 1 wherein the fluoride compound is selected from the group consisting of sodium fluoride, potassium fluoride, stannous fluoride and sodium monoflurophosphate.
3. A mouthwash composition of claim 2 wherein the fluoride compound is sodium fluoride.
4. A mouthwash composition of claim 2 wherein the citrate compound is present in an amount of from about 0.2 to about 5.0% by weight.
5. A mouthwash composition of claim 3 wherein the ci-trate compound is present in an amount of from about 0.5 to about 2.0% by weight.
6. A mouthwash composition of claim 5 wherein the alkali metal zinc citrate is sodium zinc citrate.
7. A mouthwash composition of claim 5 which is a mouthwash composition comprising about 5 to 40% by weight ethyl alcohol, about 0 to 20% by weight humectant, about 0 to 12% by weight surface active agent, about 0 to 0.5% by weight sweetening agent, about 0 to 0.3% by weight flavoring agent, and the balance water.
8. A mouthwash composition of claim 7 wherein the alkali metal zinc citrate is sodium zinc citrate.
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US203,520 | 1980-11-03 | ||
| US06/203,520 US4289754A (en) | 1980-11-03 | 1980-11-03 | Zinc derivatives and their use in mouthwash compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1172173A true CA1172173A (en) | 1984-08-07 |
Family
ID=22754322
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000385460A Expired CA1172173A (en) | 1980-11-03 | 1981-09-09 | Zinc derivatives and their use in mouthwash compositions |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4289754A (en) |
| JP (1) | JPS57106608A (en) |
| AU (1) | AU544154B2 (en) |
| CA (1) | CA1172173A (en) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4469674A (en) * | 1981-09-03 | 1984-09-04 | Richardson-Vicks Inc. | Stable oral compositions containing zinc and fluoride compounds |
| US4396599A (en) * | 1981-09-17 | 1983-08-02 | Johnson & Johnson Products Inc. | Anticaries composition |
| US4568540A (en) * | 1984-04-18 | 1986-02-04 | Johnson & Johnson | Oral hygiene compositions |
| GB8500871D0 (en) * | 1985-01-14 | 1985-02-20 | Beecham Group Plc | Oral hygiene compositions |
| US4684517A (en) * | 1985-02-04 | 1987-08-04 | Colgate-Palmolive Company | Mouthrinse composition containing hydrogen peroxide and fluoride |
| US4689214A (en) * | 1985-04-16 | 1987-08-25 | Colgate-Palmolive Company | Composition to counter breath odor |
| US4814163A (en) * | 1986-03-10 | 1989-03-21 | Colgate-Palmolive Company | Solid antitartar mouth deodorant |
| US4814164A (en) * | 1986-03-10 | 1989-03-21 | Colgate-Palmolive Company | Solid antitartar mouth deodorant composition |
| US4757099A (en) * | 1986-04-07 | 1988-07-12 | Dainichiseika Color & Chemicals Mfg. Co., Ltd. | Deodorizing resin compositions and formed deodorizing articles |
| US4937066A (en) * | 1989-06-22 | 1990-06-26 | David G. Vlock | Zinc containing oral compositions |
| GB8922434D0 (en) * | 1989-10-05 | 1989-11-22 | Unilever Plc | Oral compositions |
| US5188820A (en) * | 1989-10-05 | 1993-02-23 | Chesebrough-Pond's Usa Co., Dividion Of Conopco, Inc. | Method of inhibiting plaque on teeth by applying an oral composition |
| WO1992010994A1 (en) * | 1990-12-18 | 1992-07-09 | The Procter & Gamble Company | Oral compositions effective against plaque and gingivitis |
| US5165914A (en) * | 1991-03-04 | 1992-11-24 | David G. Vlock | Oral compositions containing zinc lactate complexes |
| GB9126306D0 (en) * | 1991-12-11 | 1992-02-12 | Unilever Plc | Mouthwash compositions |
| US5405836A (en) * | 1993-03-02 | 1995-04-11 | Nabisco, Inc. | Pet foods with water-soluble zinc compound coating for controlling malodorous breath |
| US5385727A (en) * | 1993-05-19 | 1995-01-31 | Church & Dwight Co., Inc. | Dentifrices containing zinc oxide particles and sodium bicarbonate |
| WO1998017270A1 (en) * | 1996-10-22 | 1998-04-30 | The Procter & Gamble Company | Oral compositions containing zinc citrate salts |
| US6187295B1 (en) * | 1996-11-21 | 2001-02-13 | The Procter & Gamble Company | Methods of reducing the astringency of stannous in dentifrice compositions |
| US5948390A (en) * | 1997-08-25 | 1999-09-07 | Pfizer Inc. | Stable zinc/citrate/CPC oral rinse formulations |
| US9241885B2 (en) * | 2004-01-29 | 2016-01-26 | The Procter & Gamble Company | Oral care compositions comprising increased bioavailable levels of quaternary ammonium antimicrobials |
| SG169990A1 (en) * | 2005-12-21 | 2011-04-29 | Colgate Palmolive Co | Improved oral compositions comprising zinc citrate and/or tocopherol agents |
| US8632754B2 (en) * | 2009-08-03 | 2014-01-21 | Mcneil-Ppc, Inc. | Tooth sensitivity treatment compositions |
| US8603442B2 (en) * | 2009-08-03 | 2013-12-10 | Mcneil-Ppc, Inc. | Tooth sensitivity treatment compositions |
| IN2012DN02657A (en) | 2009-10-29 | 2015-09-11 | Colgate Palmolive Co | |
| EP2996665B1 (en) * | 2013-05-15 | 2016-09-07 | Unilever PLC, a company registered in England and Wales under company no. 41424 | Oral care compositions |
| CN104387142A (en) * | 2014-10-16 | 2015-03-04 | 郑州瑞普生物工程有限公司 | Zinc ammonium citrate preparation method |
| CN107072894B (en) * | 2014-10-24 | 2020-11-03 | 高露洁-棕榄公司 | Preparation of zinc citrate and oral care compositions containing zinc citrate |
| RU2706793C2 (en) | 2014-12-16 | 2019-11-21 | Колгейт-Палмолив Компани | Compositions based on metal salts |
| US9435745B2 (en) | 2014-12-23 | 2016-09-06 | Colgate-Palmolive Company | Measuring the rate of release of metal ions |
| US9354219B1 (en) | 2014-12-23 | 2016-05-31 | Colgate-Palmolive Company | Detecting stannous ions |
| US9625449B2 (en) | 2014-12-23 | 2017-04-18 | Colgate-Palmolive Company | Determining the bioavailability of zinc (II) ions |
| CN108451792A (en) * | 2018-07-03 | 2018-08-28 | 南京大学 | A kind of the polyethyleneimine mouthwash and its preparation method of anti-tartar calculus dentalis |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4154815A (en) * | 1970-04-01 | 1979-05-15 | Lever Brothers Company | Zinc and enzyme toothpowder dentifrice |
| US3888976A (en) * | 1972-09-21 | 1975-06-10 | William P Mlkvy | Zinc and strontium ion containing effervescent mouthwash tablet |
| US3772431A (en) * | 1972-09-21 | 1973-11-13 | W Mlkvy | Effervescent mouthwash tablet |
| US4100269A (en) * | 1973-06-28 | 1978-07-11 | Lever Brothers Company | Anticalculus dentifrice |
| US4022880A (en) * | 1973-09-26 | 1977-05-10 | Lever Brothers Company | Anticalculus composition |
| US4082841A (en) * | 1975-10-10 | 1978-04-04 | Lever Brothers Company | Dentifrice |
| US4138477A (en) * | 1976-05-28 | 1979-02-06 | Colgate Palmolive Company | Composition to control mouth odor |
| US4144323A (en) * | 1978-06-15 | 1979-03-13 | Lever Brothers Company | Novel anticalculus compositions |
| US4229430A (en) * | 1978-08-21 | 1980-10-21 | Fahim Mostafa S | Oral composition for improving oral health |
-
1980
- 1980-11-03 US US06/203,520 patent/US4289754A/en not_active Expired - Lifetime
-
1981
- 1981-09-09 AU AU75100/81A patent/AU544154B2/en not_active Expired
- 1981-09-09 CA CA000385460A patent/CA1172173A/en not_active Expired
- 1981-10-29 JP JP56172200A patent/JPS57106608A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| US4289754A (en) | 1981-09-15 |
| JPH021125B2 (en) | 1990-01-10 |
| JPS57106608A (en) | 1982-07-02 |
| AU544154B2 (en) | 1985-05-16 |
| AU7510081A (en) | 1982-05-13 |
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Effective date: 20010909 |