MXPA97002980A - Ciclodextrinas in denta products - Google Patents

Abstract

The present invention relates to compositions for oral mouthwashes and dentifrices, comprising a phenolic compound selected from the group consisting of menthol, eucalyptol, methyl salicylate, thymol, triclosan and mixtures thereof, and a cyclodextrin selected from the group consisting of hydroxypropyl- beta-cyclodextrin, hydroxyethyl-beta-cyclodextrin, and mixtures thereof, these compositions are useful for delaying the development of plaque, treating gingivitis and treating the presence of microorganisms in the cavity or

Description

CICLQDEXTRINflS IN DENTAL PRODUCTS BACKGROUND OF THE INVENTION The present invention relates to dental products comprising cyclodextrins. Dental plaque is present to some extent, in film form, on almost all dental surfaces. It is a byproduct of microbial development and comprises a dense microbial layer consisting of a mass of microorganisms embedded in a polysaccharide matrix. The microorganisms present in the plate are mainly cocoidal organisms, particularly in the initial plate. When the plaque ages and matures, anaerobic and filamentous organisms appear negative, which become more common after a few days. The plate itself adheres to dental surfaces and may not be completely separated even with a rigorous brushing regime and may increase, for example, in hollow areas of tooth surfaces, such as remote regions and fissures. In addition, the plaque quickly forms again on the surface of the teeth after it has been removed. The plaque can form anywhere on the surfaces of the teeth and can be found particularly in the gingival margin, in pitting and cracking of the enamel and on the surface of the dental calculus. The risk associated with the formation of plaque on the teeth is the tendency of the plaque to increase and eventually contribute to gingivitis, pepodontitis and other types of pepodontal disease as well as dental caries and den + al calculus. More specifically, dental plaque is a precursor to the formation of hard crystalline accumulation in the teeth, called dental calculus. Both the bacterial and non-bacterial components of the plaque are mineralized to form the calculus, which comprises mineralized bacteria as well as organic constituents, such as epithelial cells, living bacteria, saliva proteins, leukocytes and crystalline substances containing phosphorus and calcium, for example, hydroxyapatite CC ^ a (PO *) * (OH) «3, octocalcic phosphate [Caß (HP0.) 2 (PO * -5HssO-], brushite (CaHPO - 2Ha0) and whitlochite, believed to have the formula ß-Caa (PO) 2. The dental plaque and, therefore, the calculus are particularly prone to form at the gingival margin, that is, at the junction of the tooth and the gingiva. , and below, the gingival margin is the main cause of gingivitis and periodontal disorders, mouthwashes containing antimicrobial ingredients have been formulated, whose function is to reduce plaque formation, by direct bactericidal action (ie, destruction) on the plaque and salivary microorganisms and by bacteriostatic action (this ee, inhibition of development) on the plate and salivary microorganisms; see Scheie, fi. fifi. (1989), Modes of fl oction of Currently Known Chemical Plaque figents Other than Chlorhexidine, 3. Dent. Res., 68, special edition, 1,609-1-616. In the United States patents nos. 4,945,087, UO 94/16674, UO 94/07477 and WO 94/18939 oral compositions, including mouthwashes and toothpastes, containing phenolic compounds are described. Oral compositions that include triclosan are described in the following documents: United States patents nos. 4,892,220, 5,032,386, 5,037,637, 5,034,154, 5,080,887, 5,236,699, 5,043,154, 5,032,385 and 5,156,835, as well as EPO 85303216.7. However, phenolic compounds useful in oral compositions have low aqueous solubilities, which limit their use in oral compositions and require high levels of (1) alcohol, (2) surfactants or (3) cosolvents, or combinations of the aforementioned compounds, to achieve sufficient solubility in the vehicle. See PCT Application No. UO 94/16674. For example, ti ol has been used as anthelmintic and antiseptic, in mouthwashes containing a combination of menthol, methyl salicylate, eucalypt + ol and tirnol. However, these compositions are characterized by their relatively high levels of alcohol which causes them to have negative aesthetics, including excessive "itching" and "burning". Triclosan (2,4,4'-trichloro-2 / -hydro-diphenyl ether) is a non-ionic antimicrobial phenolic agent used in various soaps and toiletries. In the area of oral care, triclosan has been used as an inhibitory agent of the plaque in various dental countries and mouthwashes. The tpclosano is a broad spectrum antirnicrobial that has shown activity in vitro tests: Regos 3. and Hitz H.R. (1974), Investigation of riode of Action of Tcclosan, fl Broad Spectrurn Antimicrobial Agent, Zbl. Bakt. Hyg. I Abt. Orig. A 226: 390-401; Vischer U.A. And Regos 3. (1974), Anti icrobial Spectrum of Triclosan, A Broad Spectrum Antimicrobial Agent for Tropical Application, Zbl. Bakt. Hyg. I figt. Orig. A 226: 376-389, which includes quirniostatic studies; Bradsha D. 3., Marsh P.D., Uatson G.K. And Cummins I) (1993), The Effects of Tcclosan and Zinc Citrate, Alone and Combination, on a Com Unity of Oral Bacteria Grown in vitro, 3. Dent. Res., 72: 25-30; Herles S., Olsen S., Afflito 3. and Gaffar A. (1994), Chemostat Flow Cell System: An in vitro Model for the Evaluation of An + iplaque Agents, 3. Dent. Res., 73: 1,748-1.755, as well as animal tests; Nabí N., riuker ee C, Schmid R. and Gaffar A. (1989), In Vitro and In Vitro? Tudies on Triclosan / PVh- A copolyrner / NaF Combination as an Antiplaque Agent, Am. 3. Dent., Special edition No. 2: 197-206; and clinical studies in humans; García-Godoy F, García Godoy F., DeVizio U., Vol e A.R., Ferlauto R.3. and Miller ZJ.ri. (1990), Effect of a Triclosan / Copolyrner / Floupde Den rifice on Plaque Forrnation and Gingivitis: A 7-month Clmical Study, Am. 3. Dent., 3: S15-S26; Rustogí K.N., Petrone D. ti., Smgh S.M. , Volpe A. R. and Tavss E. (1990), Clinical St? Dy of a Pre-brush and Tpclosan / Copolymer Mouthrinse. Effect on Plaque Formation, Am. 3. Dent., 3: S67- S69; and Sax + on C.A., La e R.M. and Van der Ouderaa F. (1987), The Effects of a Dent i ice Against Zinc Salt and a Non-catLomc Anti icrobial figent on Plaque find Gingivitis, 3. Clin. Pepodon + ol. , 57: 555-561. Although when administered orally, tpclosan is absorbed by the plaque and is moderately substantive, its bioactivity is limited by its poor aqueous solubility. Therefore, triclosan has to be solubilized by an alcohol or by surfactants such as Isulfa + or sodium when formulated in a conventional toothpaste or mouthwash: Kjaerheirn V., Uaalar SM and Rolla G. (1994), Significance of Cholee of Solvents for the Clinical Effect of Triclosan-containmg Mouthrinses, Scand. 3. Dent. Res., 102: 202-205. It is known that cyclodextrins form inclusion complexes with various compounds. The cyclodextrin molecule consists of glucopyranose units arranged in a toroidal or annular configuration having all the secondary hydroxyl groups located on one side of the bull and all the primary hydroxyl groups on the other side. The alpha, beta and gamma cyclodextrin contain, respectively, 6, 7 and 8 cyclic units of glucopyranose in the envelope of the bull. The "coating" of the internal cavity is formed by hydrogen and bridging atoms of glycosidic oxygen and, therefore, the surface is slightly apolar.

BRFVF DESCRIPTION OF THE INVENTION The present invention relates to a composition for mouthwashes, comprising: (a) from about 0.01% by weight to about 2.5% by weight of a phenolic compound, said phenolic compound being selected from the group consisting of rnentol, eucalyptol, methyl salicylate. , tirnol, triclosan and mixtures thereof; (b) from about 0.01% by weight to about 25% by weight of a cyclodextrin, said cyclodextrin being selected from the group consisting of hydroxypropyl-β-cyclodextrα, hydroxyethyl-1-β-cyclodextrin, hydroxypropyl-1-cyclodextrin, hydroxyethyl-α -cyclodextrin, a ~ cyclodextrin, rnetyl-β-cyclodextrin and mixtures thereof; (c) up to about 25% by weight of ethanol and (d) an orally acceptable carrier. The present invention also relates to a dentifrice in the form of a toothpaste or dental gel, comprising: (a) from about 0.01% by weight to about 10% by weight of a phenolic compound, said phenolic compound being selected from the group formed by rnentol, eucalyptol, methyl salicylate, thymol, triclosan and mixtures thereof; (b) from about 0.1 wt.% to about 60% by weight of a cyclodextrin, selecting the aforementioned cyclodextrm from the group consisting of hydroxypropyl-β-cyclodextrin, hydroxyl and γ-β-β-clodextr? a, hydropropyl 1-t-cyclodextr a, hydroxyethyl-t-cyclodextrin, a-cyclodextrin, methyl-β-cyclodextrm and mixtures thereof; (c) up to about 60% by weight of an orally acceptable dental abrasive, for example, silica, alumina, calcium pyrophosphate and calcium carbonate; and (d) an orally acceptable vehicle. The present invention also relates to a method for delaying the development of plaque on a tooth surface in the oral cavity of a mammal, which comprises administering to said surface den + al an amount of said oral mouthwash composition which is effective for delay the aforementioned development of the plate. The present invention also relates to a method for delaying the development of plaque on a tooth surface in the oral cavity of a mammal, comprising administering to said tooth surface an effective amount of said toothpaste that is effective to delay said development of a tooth. the plate. The present invention also relates to a method of treating gingivitis, which comprises administering to a mammal in need of such treatment an amount of said oral mouthwash composition that is effective in treating gingivitis.

The present invention also relates to a method of treating gingivitis, which comprises administering to a mammal in need of said treatment an amount of said toothpaste that is effective in treating gingivitis. The present invention also relates to a method of treating the presence of microorganisms in the oral cavity of a mammal, which comprises administering to the mammal in need of said treatment an amount of said oral mouthwash composition that is effective in reducing the viable population of the aforementioned microorganisms. The present invention also relates to a method of treating the presence of microorganisms in the oral cavity of a mammal, which comprises administering to the mammal in need of said treatment an amount of said toothpaste that is effective in reducing the viable population of said microorganisms.

DETAILED DESCRIPTION OF Ifl TNVFNCTON The compositions of the present invention include oral care compositions, low in alcohol, containing cyclodextrin compounds which solubilize phenolic antimicrobial compounds. As a result of higher levels of phenolic compounds solubilized in a solution, phenolic compounds have bioavailability improved to treat the plate as well as to provide compositions having excellent stability at low temperatures. These compositions retard the development of the plaque as well as treat gingivitis and pepodontal diseases without using high levels of alcohol, high levels of surfactants or other cosolvents. The phenolic compounds useful as antirnicrobials in the present invention and effective in treating microorganisms present in the oral cavity of a mammal include rnentol, methyl salicylate, eucalyptol, thymol and tricloean. It is generally considered that thiol and triclosan have the best anti-microbial activity of these phenolic compounds. For oral mouthwashes, the phenolic compounds or mixtures thereof preferably range from about 0.01% by weight to about 0.5% by weight, more preferably from about 0.05% by weight to about 0.3% by weight. For dentifrices, the amount of phenolic compounds or a mixture thereof preferably ranges from about 0.01% by weight to about 5% by weight, more preferably from about 0.25% by weight to about 3% by weight. Molecules or functional groups of molecules that have molecular dimensions that fit into the cyclodextrin cavity and that are less hydrophilic (that is, more hydrophobic) than water will be positioned in the cyclodextrin cavity at the expense of water molecules. In aqueous solutions, the slightly apolar cavity of the cyclodextrin is occupied by water molecules that are energetically disadvantaged (polar-apolar interaction) and, therefore, are easily replaced by appropriate "host molecules" that are less polar than water. In the case of the present invention, the "host molecules" are the aforementioned phenolic ingredients. Suitable cyclodextrins, useful in the present invention, include hydroxypropyl-β-cyclodex + p a, hydroxyethyl-β-cyclodextrin, hi or? Pro? L'C-c? clodextp a, hydroxiet L-t-cyclodextrin, a-cyclodextrin and methyl-β-cyclodextri a. Suitable candidate cyclodextrins should have an aqueous solubility of at least about 10% by weight and form sufficiently soluble phenolic cyclodextrin-phenol complexes to be suitable for this invention. Hydroxypropyl-β-cyclodextrin is the preferred cyclodextrin. Each of the seven cyclic glucopyranose units of the β-cyclodextrm contains three hydroxyl groups in positions 2, 3 and 6, which can be etherified. In the case of the partially etherified derivatives of the cyclodextrin used in this invention, only some of these positions are substituted with hydroxyethyl or hydroxypropyl groups. A wide range of substitutions can be made per molecule, up to a maximum of 18. The preferred degree of substitution varies from approximately 0.5 to 8 positions. Therefore, hydroxypropyl-β-cyclodextrin is a chemically modified cyclodextrin, which consists of an isomeric mixture shroud of thousands of geometric and optical isomers with varying degrees of substitution and with varying numbers of its hydroxypropyl isomers; however, the cavity size of the clodextrin is constant in these isomers. For mouthwashes, this amount of soluble cyclodextrin ranges from about 0.1 wt% to about 25 wt%, preferably from about 0.5 wt% to about 20 wt%, more preferably from about 1 wt% to about 5% by weight, and cyclodextrins selected from the group consisting of hydroxypropyl-β-cyclodextrin, hydroxyethyl-β-cyclodextrin, hydroxypropyl-t-cyclodextrin, hydroxyethyl-1-t-cyclodextrin, α-cyclodextrin, methyl-β-, are useful for the invention. ciclodextpna and mixtures thereof. For dentifrices, the amount of soluble cyclodextrin varies from about 0.1 wt% to about 60 wt%, preferably from about 5 wt% to about 30 wt%, and cyclodextrins selected from the group consisting of hydroxypropyl-ß-cyclodextrin, hydroxyl, and ß-ß-c? clodex + p na, hydrox? prop? lt-? c? clodextr? na, hydroxyethyl-t-cyclodextrm, a-cyclodextrin, methyl-b? -ciclodextnna and mixtures thereof. Suitable abrasives for dentifrice compositions include precipitated silica or silica gels having an average particle size ranging from about 0.1 to about 50 microns. Preferred silica abrasives include those marketed ba or the name commercial "Sylodent" < R > or "Syloid" Cf,) by U.R. Grace a Co., and Los marketed under the trade name "Zeodent" CR > by D.M. Huber Corp. Other suitable abrasives, having the above-described suitable particle size, include β-phase calcium pyrophosphate, alumina and calcium carbonate. The amount of abrasive in a dentifrice composition ranges up to about 60% by weight, preferably from 10% by weight to 40% by weight. The toothpaste and mouthwash compositions may also contain a suitable fluorine source. Typical sources include soluble salts of the fluoride ion for example, sodium fluoride, potassium fluoride, stannous fluoride, stannous fluorozirconate, etc .; or soluble salts of the monofluorophosphate ion, for example, sodium monofluorophosphate, etc. The preferred fluorine source is sodium fluoride. The source of fluoride ion should be sufficient to provide from about 50 pprn to about 2, 500 ppm of fluoride, preferably from about 250 ppm to about 1,500 ppm, for dentifrices, and from about 50 μprn to about 250 ppm for mouthwashes. A liquid vehicle generally includes mixtures of water and ethanol for mouthwashes, although the vehicle may be free of alcohol, especially in toothpastes. For mouthwashes, the amount of water varies upwards from about 25% by weight. The amount of alcohol ranges from about 0% by weight to about 25% by weight, preferably from about 0 wt% to about 15 wt%. For toothpastes, the amount of water ranges from about 0 wt% to about 60 wt%, preferably from about 0 wt% to about 40 wt%. The pH of the toothpaste and mouthwash compositions can vary from about 3.5 to about 8.5. The mouthwash compositions, for example, those of Examples 5, are unusually stable so that they are substantially clear and are usually free from precipitation, flocculation or crystal formation, at about room temperature (about 25 ° C) as well as at room temperature. low temperatures, of at least about 5 ° C, for at least 1 week. The stability of these compositions at low temperatures is determined by cooling the compositions to about 5 ° C, storing them for at least seven days and determining whether precipitate or crystallized or flocculated material has formed in the clear compositions (solutions and gels). Oral surfactants useful in the present invention include nonionic and anionic surfactants. The oral surfactants employed include polyoxyethylene and polyoxypropylene block copolymers, such as Pluronic, from BASF. Other oral surfactants include soluble alkylsulfonates having 10 to 18 carbon atoms in the chain alkyl, such as sodium lauryl sulfate, and rnonoglyceride sulfates of fatty acids having 10 to 18 carbon atoms or sarcosmates (including salts and derivatives) such as sodium N-lauroyl sarcosmate. Mixtures of ammonium and nonionic surfactants can be used. These ingredients are generally present at levels of from about 0 wt% to about 4 wt%, preferably from about 0 wt% to about 1 wt% for oral mouthwash and from about 0.5 wt% to about 4% in peo for dentifrices Additional anti-plaque agents may optionally be added to the compositions. These include cetylpipdmium chloride and related quaternary salts, chlorhexidine, zinc salts such as zinc chloride, stannous salts such as stannous chloride or stannous fluoride, peroxygen compounds such as hydrogen peroxide and carbamide peroxide. These optional anti-plaque agents are generally present at levels ranging from about 0% to about 5% by weight. Additional anticalculus agents may optionally be added to the compositions. These include alkali metal tetra- or di-metal pyrophosphate salts and zinc salts, such as, but not limited to, zinc chloride, etc. These additional anticalculus agents are generally present at levels ranging from about 0 wt% to about 10 wt% pyrophosphate salts and about 0% by weight to approximately 3% by weight of zinc salts. * Preservatives can be used in compositions related to the invention, especially in compositions without alcohol or with low alcohol content. These preservatives include benzoic acid, sodium benzoate, methylparaben, propylparaben, sorbic acid, and potassium sorbate. These optional preservatives are generally present at levels ranging from about 0 wt% to about 2 wt%. In compositions related to the invention can be used if the buffer to stabilize the pH of the. product. Typical buffer systems include, but are not limited to, citrate, benzoate, gluconate and phosphate. Buffer systems are present at concentrations of about 0.01% to about 1% by weight. In addition to the aforementioned ingredients, the invention may include other additional ingredients that impart the desired oral sensation and provide flavor and color. The humectants are an optional component of the compositions. In mouthwashes, they impart a moist, refined sensation to the mouth and, in toothpaste compositions, prevent hardening when exposed to air. Some humectants may provide sweet flavor to the composition. Suitable humectants include polyhydric alcohols edible, such as glycerol, sorbitol, propylene glycol and xylitol. The humectant is generally present in an amount ranging from 0% by weight to 30% by weight in oral mouthwashes and from 0% by weight to 70% by weight in toothpaste compositions. The eepesantee agents or binders are an optional component of the compositions. Typical thickeners include xanthan gum, carrageenan, carboxyvinyl polymers, carbomers, cellulose gums such as carboxymethylcellulose, cellulose derivatives such as hydroxyethylcellulose and silica. Thickeners are usually present in the compositions at a level of from about 0 wt% to 2 wt%. Xanthan gum is the preferred thickener in mouthwashes. In toothpastes, silica-based thickeners at concentrations of 0% by weight to about 20% by weight can be used. "Sylox" R, from W.R. Grace R Co., is the commercial name of the preferred silica-based thickener. Flavoring agents can be added to the compositions. The flavoring can be a flavoring essence or a mixture of flavoring essences, such as peppermint, spearmint, wintergreen, clove, sassafras, lemon, orange or lime essence. Sweetening agents, such as saccharin, lactose, maltose, aspartate or sodium cyclamate, poly extrusive, etc., may be added to the compositions. Flavoring agents are generally present in an amount ranging from 0.001% by weight to approximately 0.5% by weight in mouthwashes and from 0.25% by weight to about 5% by weight in toothpaste compositions. The sweetening agents are generally present in an amount ranging from 0.001% by weight to approximately 5% by weight in toothpaste and mouthwash compositions. The coloring agents are generally present in an amount ranging from 0% by weight to 0.01% by weight.

EXAMPLE 1 A dental mouth rinse was formulated by adding hydroxypropyl-ß-cyclodextrin and poloxa-to-water using a Master Servodyne * mixer with a large lift propeller rotating at 200-300 rprn, to give a clear aqueous solution. Benzoic acid, tinol, rnentol, eucalyptol, methyl salicylate and sabopzante were added with stirring to give a clear solution. Sodium citrate, citric acid, dye, sorbitol and sodium saccharin were then added with continuous stirring to give a clear solution. The resulting clear, bluish-green product was mixed for another 30 minutes. The product had a pH of approximately 4.0.

EJEGIPLO 2 A dental mouthwash was formulated by adding poloxa, sodium chloride, citric acid, sodium saccharin, hydroxypropyl 1-β-cyclodextrin, sorbitol and dye to water, at room temperature, using a Master Servodyne * mixer with a large lift propeller rotating at 200-300 rpm, to give a clear aqueous solution. Benzoic acid, entol, thymol, methyl salicylate, eucalyptol and sabopzante were added to alcohol of 190 °, to give a clear alcohol solution. The alcohol phase was added slowly to the aqueous phase, which was continuously stirred until the addition was complete. The resulting clear, bluish-green product was mixed for another 30 minutes. The product had a pH of about 4.0.

AXIS? PLQ 3 A dental mouthwash was formulated by adding poloxa ero, sodium citrate, citric acid, sodium saccharin, hydroxypropyl-β-cyclodextrin, sorbitol and dye to water using a Maeter Servodyne® mixer with a large lift propeller rotating at 200-300 rpm, to give a clear aqueous solution. Benzoic acid, tcclosan was added (Irgacare MP Ciba Geigy) and sabopzante to alcohol of 190 °, to give a clear alcoholic solution. The alcohol phase was added slowly to the aqueous phase, which was stirred continuously until the addition was complete, the resulting clear, bluish-green product was mixed for another 30 minutes. The product had a pH of about 4.0. 9 9 EXAMPLE 4 A dental mouthwash was formulated by adding poloxáro, sodium citrate, citric acid, sodium saccharin, hydroxy propyl-β-cyclodextrin, sorbitol and dye to water, at room temperature, using a Master Servodyne® mixer with a large lift propeller rotating at 200-300 rprn, to give an aqueous solution clear. Benzoic acid, entol, t-irnol, methyl salicylate, eucalyptol and sabotifier at 190 ° alcohol were added to give a clear alcohol solution. The alcohol phase was slowly added to the aqueous phase, which was stirred continuously until the addition was completed. The resulting clear, bluish-green product was mixed for another 30 minutes. The product had a pH of about 4.0.

EXAMPLE. 5 A dental mouthwash was formulated by adding poloxamer, sodium cough, citric acid, sodium saccharin, hydroxypropyl-β-cyclodextrin, zinc chloride, sorbitol and dye to water using a Master Servodyne® mixer with a large lift propeller rotating at 200-300 rprn , to give a clear aqueous solution. Benzoic acid, menthol, tirnol, methyl salicylate, eucalyptol and sabopzante were added to 190 ° alcohol, to give a clear alcohol solution. The alcohol phase was added slowly to the aqueous phase, which was stirred until the addition was completed. The resulting clear, bluish-green product was mixed for another 30 minutes. The product had a pH of about 4.0.

EXAMPLE d A tooth gel was formulated by dispersing carboxymethylcellulose in glycerol and polyethylene glycol using a Lightemng mixer. fiparte sodium fluoride was dissolved in water. Water and sorbitol were added and mixed for 25 minutes, and then sodium saccharin and hydroxypropyl-β-cyclodextrin was added and mixed for another 10 minutes. The phenolic compounds, ie the e? Caliptol, methyl salicylate, thymol and rnentol, were mixed to make a phenolic phase. The phenolic phase was added to the cellulose / sorbitol / cyclodextrin / water phase until the phenolic compounds were dissolved. Sylodent® 700, Sylox® 2, fizul FD + C No. 1 and sodium lauyl sulfate were added and mixed thoroughly for 30 minutes. The resulting clear gel, blue in color, was deaerated to eliminate air bubbles.

Claims (1)

NOVELTY OF THE INVENTION CLAIMS

1- A stable composition for mouthwashes, comprising: (a) from about 0.01% by weight to about 2.5% by weight of a phenolic compound, the said phenolic compound being selected from the group consisting of rnentol, eucalyptol, methyl salicylate, thymol , tpclosano and mix of them; (b) from about 0.1% by weight to about 25% by weight of a cyclodextrin, said soluble cyclodextrin being selected from the group consisting of hydroxypropyl-β-cyclodextrin, hydroxyethyl-β-cyclodextrin, hydroxypropyl-cyclodextrin, hydroxyl it-cyclodextrin, α-cyclodextrin, methyl-β-cyclodextrin and mixtures thereof; (c) up to about 25% by weight of ethanol and (d) an orally acceptable carrier. 2. A stable mouthwash composition according to claim 1, further including up to about 4% by weight of an orally acceptable surfactant, selected from the group consisting of? N anionic surfactant, a nonionic surfactant or mixtures thereof. 3. A stable composition for mouthwashes according to claim 1, which further includes up to about 5% by weight of an orally acceptable antiplaque agent. 4. - A stable composition for mouthwashes according to claim 1, which also includes an orally acceptable anticalculus agent. 5. A stable mouthwash composition according to claim 1, further including a suitable source, orally acceptable, of fluoride ion in an amount sufficient to provide from about 50 pprn to about 2,500 ppm of fluoride. 6. A dentifrice in the form of toothpaste or dental gel, comprising: (a) from about 0.01% by weight to about 10% by weight of a phenolic compound, said phenolic compound being selected from the group consisting of rnentol, eucalyptol, methyl salicylate, tirnol, triclosan and mixtures thereof; (b) from about 0.1% by weight to about 60% by weight of a cyclodextrin, said cyclodextrin being selected from the group consisting of hydroxypropyl-β-cyclodextrin, hydroxyethyl-β-cyclodextrin, hydroxypropyl-t-cyclodextrin, hydroxyethyl- t-cyclodextrin, α-cyclodextrin and rnetyl-β-cyclodextrin and mixtures thereof; (c) up to about 60% by weight of a dental abrasive, orally acceptable; (d) an orally acceptable vehicle. A toothpaste according to claim 6, which further includes up to about 4% by weight of an orally acceptable surfactant, selected from the group consisting of an anionic surfactant, a nonionic surfactant or mixtures thereof. 8. - A toothpaste according to claim 6, further including up to about 5% by weight of an orally acceptable anti plaque agent. 9. A toothpaste according to claim 6, further including an orally acceptable anticalculus agent. 10. A toothpaste according to claim 6, further including a suitable, orally acceptable source of fluoride ion in an amount sufficient to provide from about 50 ppm to about 2,500 ppm of fluoride. 11. The use of a quantity of a composition according to claim 1, in the preparation of a dentifrice to treat a dental condition in the oral cavity of a mammal, selected from plaque development, gingivitis and the presence of microorganisms, in a mammal that needs such treatment. 12. The use of an amount of a composition according to claim 6, in the preparation of a dentifrice to treat a dental condition in the oral cavity of a mammal, selected from plaque development, gingivitis and the presence of microorganisms, in a mammal that needs such treatment.