CA2214108A1 - Coolant compositions - Google Patents

Abstract

The present invention relates to compositions comprising a suitable carrier and a coolant combination of a glycol and a coolant and wherein the pH of said compositions is greater than about 8.2 in the composition itself or when used.

Description

W O96/28133 PCTrUS96/02257 COOLANT COMPOSITIONS

BACKGROUND
Compositions of various types have incorporated within them components which provide cooling sensation to m~ Icos~l membra"es and/or to skin. Such compositions include toothp~stes, mouthwashes, perfumes, lotions, shaving cream, post shaving preparations, shampoos, antiperspirants, deodoranls, beverages, chewing gum, tobacco products, and pharmaceutical products among many others.
It is well established that the "cooling" effect of menthol is a physiological effect due to the direct action of menthol on the nerve endings of the human body responsible for the detection of hot or cold and is not due to latent heat of evaporation. It is believed that the menthol acts as a direct stimulus on the cold receptors at the nerve endings which in turn stimulate the central nervous system.
Although menthol is well established as a physiological coolant, its use alone, in some co",positions, is limited by its strong minty odor and its relative volatility.
Several other compounds have been reported in the technical literature as having an odor or flavor similar to menthol and from time to time have been proposed as flavorants or odGrd"ls in a variety of topical and ingestihle compositions. For example, Japanese Patent Publication No. 39-19627 repo,ls that 3-hydroxymethyl p-menthane (menthyl carbinol) has a flavor closely resembling that of 1-",enll,ol and suggests its use as a flavorant in co"reclionery, chewing gum and tob~cco. In Swiss Patent No.
484,032 certain saccharide esters of menthol are proposed as additives to tob~c~. In French Pat. Spec. No. 1,572,332 N,N-Dimethyl 2-ethylbutanamide is reported as having a minty odor and rer.eshing effect, and the minty odor of N,N-diethyl 2,2~i",el1,ylpropa"al"ide is referred to. A
- similar effect is reported for N,N-diethyl 2-ethylbutanamide in Berichte 39, 1223, (1906). A minty odor has also been reported for 2,4,6-trimethylheptan4-ol and 2,4,6-trimethyl hept-2-en-4~1 in Parfums-Cosmeti~ es-Savons, May 1956, pp. 17-20. The cooling effect of menthol and other related terpene alcohols and their derivatives have also been shJ~I ~d and reported in Koryo, 95, (1970), pp. 39~3. 2,3-p-menthane diol has also been r epo, led as having a sharp cooling taste (Beilstein, -Handbuch der Organischen Chemie, 4th Ed. (1923) Vol. 6, p. 744).
Carboxamides have also been disclosed for use in a variety of compositions. Two patents describing such materials and compositions are U.S. 4,136,163, January 28, 1979 to Watson, et al. and U.S. 4,230,688, October 28,1980 to Rowsell, et al. These patents as well as those set forth above are incorporated herein in their entirety by reference.
Although there have been these significant efforts to provide enhanced cooling properties to a wide variety of products there is still the need to provide improved performance, including a greater perception of a clean feel.
It is an obJect therefore of the present invention to provide improved compositions using improved coolant compositions.
It is a further object to provide improved coolant compositions comprising a glycol and a coolant wherein the pH is greater than about 8.2.
It is a further object of the present invention to provide improved coolant compositions comprising a glycol, a carboxamide, and a secondary coolant.
These and other objech of the present invention are described in detail below.
All measurements referred to herein are made at 25~C and ali percentages are by weight unless otherwise specified.
SUMMARY OF THE INVENTION
The present invention includes col"posilions comprising a suitable carrier, a glycol, and a coolant wherein the pH of said compositions is greater than about 8.2. Methods of providing cooling are also included within the scope of this invention.
DETAILED DESCRIPTION OF THE INVENTION
The cc~ "~o"ents of the present invention are described in detail below.
Glvcol:
The use of the term "glycol" in this application is meant to include any glycol which is suitable for use on the skin, mucos~l surfaces such as in the oral cavity or ingeste~ Suitable glycols include propylene glycol, butylene glycol, hexylene glycol and mixtures thereof, among others. The preferred glycol is propylene glycol.
The glycol materials, when used alone or in combination, are present at a level in the composition of from about 0.1% to about 10%, prererdL.ly W O 96/28133 PCTrUS96/02257 from about 1% to about 8%, most preferably from about 2% to about 6%.
Coolant:
The second required component of the present invention is a coolant.
The coolant can be any of a wide variety of materials. Included among such materials are carboxamides.
The carboxamides found most useful in the present invention are those described in U.S. Patent 4,136,163, January 23, 1979 to Watson, et al. and U.S. Patent 4,230,688, October 28, 1980 to Rowsell, et al., both incorporated herein by reference in their entirety.
The carboxamides in the '163 patent are N-substituted-p-menthane-3-carboxamides. These compounds are 3-substituted-p-menthanes of the formula:

~?~CONR'R"
where R', when taken separately, is hydrogen or an aliphatic radical containing up to 25 carbon atoms; R" when taken separately is hydroxy, or an aliphatic radical containing up to 25 carbon atoms, with the proviso that when R' is hydrogen R" may also be an aryl radical of up to 10 carbon atoms and selected from the group consisting of substituted phenyl, phenalkyl or substituted phenalkyl, naphthyl and substituted naphthyl, pyridyl; and R' and R", when taken together with the nitrogen atom to which they are allacl,ed, represent a cyclic or heterocyclic group of up to 25 czilLJGIl atoms, e.g., piperidino, morpholino, etc.
In the above definitions "aliphatic" is intended to include any straight-ch~i..ed, bra"~,ed chained or cyclic radical free or arc,malic unsaturation, and thus embraces alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, hydroxyalkyl, acyloxyalkyl, alkoxy, alkoxyalkyl, aminoalkyl, acylaminoalkyl, caiLoxyalkyl and similar combinations.
Typical values for R' and R" when aliphatic are methyl, ethyl, propyl, butyl, isobutyl, n-decyl, cyclopropyl, cyclohexyl, cyclopentyl, cyclohepl~/lmethyl, 2-hydroxyethyl, 3-hydroxy-n-propyl, 6-hydroxy-n-hexyl, 2-aminoethyl, 2-acetoxyethyl, 2-ethylcarboxyethyl, 4-hydroxybut-2-ynyl, ca- L,oxymethyl etc.
When R" is aryl typical values are benzyl, . Iaphlhyl, 4-methoxy-phenyl, 4-hydroxyphenyl, 4-methylphenyl, 3-hydroxy-4-methylphenyl, 4-fluorophenyl, 4-nitrophenyl, 2-hydroxynaphthyl, pyridyl, etc.
The carboxamides of the '688 patent are certain acyclic tertiary and secondary carboxamides. These have the structure R, R2 1 * CONR'R"

where R' and R", when taken separately, are each hydrogen, C1-Cs alkyl or C1-Cg hydroxyalkyl and provide a total of no more than 8 carbon atoms, with the proviso that when R' is hydrogen R" may also be alkylcarboxyalkyl of up to 6 carbon atoms;
R' and R", when taken together, represent an alkylene group of up to 6 carbon atoms, the opposile ends of which group are attached to the amide nitrogen atom thereby to form a nitrogen heterocycle, the carbon chain of which may optionally be interrupted by oxygen;
R1 is hydrogen or C1-Cs alkyl; and R2 and R3 are each C1-Cs alkyl; with the provisos that (i) R1, R2 and R3 together provide a total of at least 5 carbon atoms, prererably from 5-10 carbon atoms; and (ii) when R1 is hydrogen, R2 is C2-Cs alkyl and R3 is C1-Cs alkyl and at least one of R3 and R3 is branched, preferably in an alpha or beta position relative to the carbon atom marked (~) in the formula. Additional coolants include such materials as ketals, menthol, and diols. P,efened ketals for use in the present invention have the formula R3><~

in which R1 rep,esents a C1-C6-alkylene radical having at least 1, but not more than 3, hydroxyl group(s), prererably 1 hydroxyl group, and either R2 and R3 independently of one another represent C1 -C1 o-alkyl which is optionally substituted by 1 to 3 radicals selected from the group com~risi"g hydroxyl, amino and halogen (such as fluorine, chlorine, bromine or iodine), Cs-C7~ycloalkyl, preferably cyclohexyl, C6-C12-aryl, pr~:rerably phenyl, with the proviso that the total of the C atoms of R2 and R3 is not less than 3, or R2 and R3 together re~,,ese,lt an alkylene radical which, together with the carbon atom which carries the radicals R2 and R3, forms a 5-7-mernbered ring, it being possible for this alkylene radical, in turn, to be substituted by C1-C6-alkyl groups.
Prefer,ed radicals R2 and R3 comprise methyl, isopropyl and tert.-butyl.
The length of the radicals R2 and R3 influences the effect of the compounds l: shorter radicals lead to an immediate, short effect; longer r~ic~ls lead to a delayed, but prolonged effect. An i,~,~o, lant aspect for the cosmetics industry is the solubility of the compounds in water; this is the case, in particular, with short radicals R2 and R3.
Prefer,ed radicals R1 e",brdce 1,2- and 1,3-alkylene radicals which, together with the two oxygen atoms and with the carbon atom to which the two oxygen atoms are attached, form a dioxolane or dioxane ring.
Preferred compounds I in which R2 and R3 together represent an alkylene radical are those of the formula ~12 R13 ~ RlS
Rll - / /
Rl~ ~ ~<0 Rs ~6 \Rs R

(la) in which R4 to R15 independenlly of one a"otl,er denote hydrogen or C1-C6-alkyl, preferdLly hyd,ogen or C1-C4-alkyl, and m and n indepe"de"lly of one a, ,ull ,er denote zero or 1.
rlere"~d ~")pounds of the formula la are those in which the total of m + n is 1, i.e. ketals of an optionally substituted cyclohexd"one.
r, ~rer, ed substituents, of which there may be ~.r~sent, in particular, 1 to 3, are methyl, isoptopyl and tert.-butyl.
The ketals I can be ~re~ared by known processes For example, ketal I will yenerdlly be prepdred by acid-catalysed reaction of the ketone on which ketal I is based and not less than the equivalent amount of aliphdlic C3-C6-alcohol having not less than 3 and not more than 5, preferably 3, hydroxyl groups. In generdl, the ketone on which ketal I is based and not less than 0.5 mol equivalents, but, as a rule, a 1.2- to 4-fold, prererably 1.5- to 3-fold exr,ess of this amount of the C3-C6-alcohol having 3 to 5 hydroxyl groups will be employed. Examples of acid catalysts which can be used are p-toluenesulphonic acid, phosphoric acid or potassium hydrogen sulphate in catalytically effective amounts (for example 0.1 to 3 9 of p-toluenesulphonic acid per mole of ketone). The reaction will preferably be carried out either in an organic solvent which together with water forms an azeotrope, so that the water, which is liberated during the formation of the ketal, can be eliminated by azeotropic entrainment, or water-consuming coreagents such as, for example, trialkyl ortho esters are used. Examples of ~,rere" ed organic solvents comprise be"~ene, toluene, xylene, chloro~rm, methylene chloride and trichloroethylene.
The reaction can be regarded as complete when water no longer separates out or when an ester/alcohol mixture is no longer separated out.
It is recG"""ended to wash the products subsequently with dilute alkali and with water, to separale and dry the organic phase, to strip off the solvent and, if appropriate, to purify the residue, for example by distillation.
Particularly ,urerer, ed ketals I are those of the formulae ~>~ Rl ~i<o' ~<~~ Rl X~o ~R
av) (v) ~o) ~RI

in which R1 has the above mentioned meaning, particularly ,~ rerer, ed s~ sl~,ces from among the ketals ll to Vl being in each case the glycerol ketals.
The invention also relates to the ketals lll to Vl. The ketals I to be employed in the co"~ositions accordi"~ to the invention can have CA 022l4l08 l997-08-28 W O96/28133 PCT~US96/02257 asymmetric C atoms; optical isomerism can therefore occur. Depending on the starting material and the preparation methods used, they can exist in the form of mixtures of the optical isomers or in the form of pure isomers. The cooling effect of the isomers may differ, so that one or the other isomer may be preferred.
Menthol is another coolant which may be used in the ~, esent invention. Menthol is a component of peppermint oil and is wideiy used in oral care products, food stuffs, and cosmetics.
Yet another suitable secol,da,y coolant is a diol. Preferred diols are those set forth in U.S. Patent 4,459,425 to Amano et al, July 10, 1984, incorporated herein in total by reference. A preferred diol is 3-1-methoxy propane-1 ,2-diol.
The coolant compounds can be used in any effective amount in the prese"l cG,npositions. Generally the level in the compositions is from about 0.01% to about 1%, ~referdbly from about 0.05 % to about 0.60%, more ~, ererably from about 0.07% to about 0.29%.
Carrier:
The co""~ositions in which the aforedescribed coolant ",alerials find application are many and varied. These compositions include a wide variety of co""~ositions for consumption by or application to the human body. Broadly spcaking, these co""~ositions can be divided into comestible and topical cGIllposiliG~)s, both terms being taken in their broadest possiblc sense. Thus comestible is to be taken as including not only foodstl~fs and beverages taken into the mouth and swallowed, but also other orally ingosted composilio"s taken for reasons other than their nul,ilional value, e.g., inyeslion tablets, a"lacid p,-eparalions, laxatives etc. CGI I ~eslible cc~, Iposilio, .s also include edible compositions taken by mouth, but not necess~rily swallowed, e.g. chewing gum. Topical cGIllposilicJ~s include not only co",l~osiliol,s such as perfumes, powders and other toiletries, lotions, liniments, oils and oinl",el,ls applied to the e,~le"~al surfaces of the human body, wl,etl.er for medical or other reasons, but also compositions applied to, or which, in normal usage, come in CGnlaCt with i, llel "al mucous ",embranes of the body, such as those of the nose, mouth, or throat, wl ,~tl ,er by direct or indirect application or inhalation, and thus include nasal and throat sprays, dentifrice, mouthwash and gargle cGr"posilions.
Also incl~ ~ded within the ,~rese, ll invention are toilet articles such as cleansing tissues and toull,picks i",preg"aled or coated with the active W O96/28133 PCTrUS96/02257 cooling compound.
A further class of compositions included within the scope of this invention are tobacco and ~-ssosi2~ted articles e.g. pipe and cigarette filters,especially filter tips for cigarettes.
In formulating the compositions of this invention the cooling compositions will usuaily be incor~orated into a carrier which may be completely inert or which may be or contain other active ingredients. A wide variety of carriers will be suitable, depel,denl upon the end use of the composition, such carriers including solids, liquids, emulsions, foams and gels. Typical carriers for the cooling compositions include aqueous or alcoholic solutions; oils and fats such as hydrocarbon oils, fatty acid esters, long chain alcohols and silicone oils; finely divided solids such as starch or talc; cellulosic materials such as paper tissue; tob~c~o; low-boiling h~dl ocarl,ons and halohyd~ ocarbons used as aerosol propellents; gums and natural or synthetic resins.
The following illustrate the range of compositions into which the cooling compositions can be i"co"~orated:
1. Edible or pot~hle compositions including alcoholic and non-alcol ,olic beverages, CGl ,reclionery, frostings, chewing gum;
cachous; ice cream; jellies.
2. Toiletries including after shave lotions, shaving soaps, crea..,s and foams, toilet water, deodoranls and anLi~,er~irants, "solid coloylles~l toilet soaps, bath oils and salts, sha",poos, hair oils, talcum powders, face cred",s, hand crea",s, sunburn lotions, cleansi. .y tissuss, dentifrices, toothpicks, dental floss, toolhblushes, mouthwashes, hair tonics, denture adl ,esives.
3. 1~1e l:c~"e..ls including a"liseplic ointments, liniments, lotions, deco- Iye~ldl IL~, counter-i" ilal ll~, cough mixtures, throat lo~er,yes, a, Itac;d and inr~igesliG" pre~.ardlions, oral an~igesirs.

4. Tob~~~ p~eparalions including cigars, cigarelles, pipe lob~ccs, chewing tobAcco and snuff; tobacso filters, especially filter tips for Ci9dl elles.

5. Miscellaneous compositions such as water sol ~l~le adhesive coll~posilio"s for envelopes, postage stamps, adhesive labels etc.
Particular prepdldliGns according to the invention are discu-ssed in more detail below.

W O 96/28133 PCTrUS96/02257 Edible and Potable ComPositions:
The edible and potable compositions of this invention will contain the cooling composition in combination with an edible carrier and usually a flavoring or coloring agent. The particular effect of the cooling compounds is to create a cool or fresh sensation in the mouth, and in some cases even in the stomach, and ther~rore the compositions find particular utility in sugar-based confectionery such as chocolate, boiled sweets and candy, in ice cream and jellies and in chewing gum. The formulation of such confections will be by ordinary techniques and accordir,g to conventional recipes and as such forms no part of this invention. The coolant composition will be added to the final composition at a convenient point and in amount sufficient to produce the desired cooling effect in the final product. As already indicated, the amount will vary depending upon the particular composition, the degree of cooling effect desired and the strength of other flavorants in the composition.
Similar considerations apply to the formulation of beverages.
Generally speaking the compositions will find most utility in carbonated or nGnca,l,onated soft drinks e.g., fruit, lemonade, cola, etc., but may also be used in alcoholic beverages.
Toiletries:
Be~ Ise of the cooling sensation imparted to the skin, a major utility of the cooling compositions will be in a wide range of toilet pre~,ardlions and toilet articles. The particular preparations discussed below are to be taken as exemplary.
A major utility will be in after shave lotions, toilet water etc., where the cG",pounds will be used in alcoholic or aqueous alcoholic solution, such solutions usually also containing a perfume or mild antiseptic or both.
Another field of utility will be in soaps, shampoos, bath oils etc. where the col"posilions will be used in combination with an oil or fat or a natural orsynthetic s~" rac;tal ,l e.g., a fatty acid salt or a lauroylsulphate salt, the composition usually also containing an essenlial oil or perfume. The range of soap compositions will include soaps of all kinds, e.g., toilet soaps, shaving soaps, shaving foams etc.
A further class of toilet compositions into which the cG",~osilions may be in~r~.oraled includes cosr"elic creams and emollients, such crea",s and emollients usually comprising a base emulsion and optionally a range of ingredients such as wax, preservative, perfume, antiseptics, asl,inyenls, CA 022l4l08 l997-08-28 W O96/28133 PCTrUS96/02257 pigments etc. Also included within this class are lipstick compositions, such compositions usually comprising an oil and wax base into which the coolant compositions can be incorporated along with the conventional ingredients, i.e., pigments, perfumes etc. Once again the formulation of such compositions is conventional.
Compositions for oral hygiene cG,l~air,ing the cooling compositions include mouthwash and dentifrice compositions and are prefer, ed compositions. The first will usually comprise an aqueous, alcoholic, or aqueous-alcoholic solution of an antiseptic often colored or flavored for palatability in an amount of from 0.1% to 1.0% by weight.
Dentifrice compositions may be of the powder, paste or liquid type and will usually co,l,prise a finely divided abrasive or polishing material, e.g., precipitated chalk, silica, magnesium silicate, aluminum hydroxide or other similar materials well known in the art, and a detergent or foaming agent. Optional ingredients which may also be included are flavoring agents and colorants, antiseptics, lubricants, thickeners, emulsifiers or plasticizers.
Other optional components useful in the present invention are pyrophosphate salts such as those described in U.S. 4,515,772, May 7, 1985 to Parran et al, i"cor,~orated herein by reference. Also useful are nonionic anli"-icrobials such as triclosan described in U.S. 4,894,220, January 16, 1990 to Nabi, et al. Both pate,.ls are inccr~.o.dled herein by reference. Examples of such agent include triclosan and other phenolic co" "~ounds.
Another agent which can be used in the ~,esenl co,,,~uosilions is an alkali metal bicarbonate such as sodium bica,bo"dle. These are stable items of cc,-n--,erce and can be used together with a peroxide cG""~ound in separale co,npa,l,nel.ls such as disclosed in U.S. 4,849,213 and U.S.
4,528,180, both to Schaeffer, incorpordled herein by r~re,e,lce in its entirety.
The prefen ed coolant blends useful in oral composilio"s include mixtures of one or more ca,~oxd",ides with the glycol. The prefe"ed levels of coolants are from about 0.0500 to about 0.2000 for the coolanls of the '688 patent and from about 0.0500 to about 0.1000 of the '163 patent Coold. lla.
~1edicdr"ents:
Rec~use of their cooling effect on the skin and on the mucous membranes of the mouth, throat and nose and of the gastrointestinal tract the cooling compositions may be used in a variety of oral medicines, nasal and throat sprays, and topical compositions, particularly where a counter-irritant is required. In particular the coolant compositions may be formulated into antacid and indigestion remedies, in particular those based on sodium bicarbonate, magnesium oxide, calcium or magnesium carbonate, aluminum or magnesium hydroxide or magnesium trisilicate.
The coolant compositions may also be included in oral analgesic compositions e.g. with acetylsalicylic acid or its salts, acetamenophin, ibuprofen, naproxen, as well as other propro"ic derivatives, and in nasal decongestants, e.g., those containing ephedrine.
Certain compositions of this invention are illustrated by the following non-limiting examples. These examples are strictly given for illustration purposes and are not limiting of the invention described herein as many variations are possible without departing from the spirit and scope of the invention as set forth herein..

Given below is an exemplary toothpaste composition representative of the present invention.
ComPonent Weiqht %
Sorbitol 52.512 Silica 20.000 Water 11.165 Propylene Glycol 5.000 Synthetic Sodium Alkyl Sulfate 4.000 Sodium Bicarbonate 1.500 Trisodium Phosphate 1.450 Flavor 1.000 Sodium Hydroxide 0.600 Monosodium Phosphate 0.590 Titanium Dioxide 0.525 Sodium Fluoride 0.243 Xanthan Gum 0.475 7 Sodium Saccl,a,in 0.350 Carbopol 0 300 WS-231 0.200 WS-32 o ogo 1 U.S. Patent 4,136,163, January 23, 1979, to Watson, et al.
2 U.S. Patent 4,230,688, October 28, 1980, to Rowsell, et al.

Given below are additional toothpastes.

ComPosition Weiqht % Weiqht %Weiqht %Weiqht %
Sorbitol 52.512 47.22322.51439.750 Silica 20.000 20.0022.50015.000 Water 11.165 10.20123.26110.000 Propylene Glycol 5.000 5.0005.000 5.000 Synthetic Sodium Alkyl Sulfate4.000 5.000 4.000 4.000 Sodium Bicarbonate 1.500 1.5001.50020.000 Tri Sodium Phosphate 1.450 1.330 Flavor 1.000 0.9630.900 1.000 Sodium Hydroxide 0.600 0.6000.600 Monosodium Phosphate 0.590 0.800 Titanium Dioxide 0.525 0.500 0.350 Xanthan Gum 0.475 0.600 Sodium Saccharin 0.350 0.3300.460 0.517 Carbopol 0.300 0.2200.200 WS-23 0.200 0.2000.200 0.200 WS-3 0.090 0.0900.090 0.090 Sodium Fluoride 0.243 0.2430.243 0.243 Glycerin 5.0004.000 2.000 Tel, a~ulassium Pyrophosphate 6.382 PEG 300 3.000 Sodium Acid Pyrophosphate 2.100 Tet, asGdium Py, opl ,osphale 2.050 FD&C Blue#1 0.0500.400 Sodium Ca, bGI ,ate 1.000 Carboxymethyl Cellulose 0.750 0.850 Given below is a mouthrinse example representalive of the present invention.
- ComPonent Weiqht%
Glycerin 7.5000 c Flavor 0.1200 Benzoic Acid 0.0030 Ethanol 8.5000 Polysorbate 80 0.1200 Polo,~o",er 407 0.2000 Water 82.7291 WS-23 0.0500 WS-3 0.0250 Propylene Glycol1.2500 Sodium bicarbonate 0.3750 Domiphen Bromide0.0050 Cetylpyridinium Chloride 0.0450 Sodium Saccharin0.0765 Color 0.0014 Given below is an example of a throat drop representative of the present invention.
ComPonent Wei~ht %
Propylene Glycol 0.500 Sodium Bicarbonate 0.200 WS-23 0.020 WS-3 0.015 Throat Drop Base q.s. 100.000 E)~AMPLE 8 Given below is an exa",ple of a chewing gum represei,lali~/e of the presenl invention.
comPonent Wei~ht %
WS-23 0.200 Propylene Glycol 2.000 Sodium Bicarbonate 1.500 Chewing Gum Base q.s. 100.000 WHAT IS CLAIMED IS:

Claims (13)

1. A composition comprising a glycol selected from the group consisting of propylene glycol, butylene glycol, hexylene glycol, and mixtures thereof; a coolant material; and a suitable carrier composition wherein the pH of said composition is greater than 8.2, either as measured in the composition itself or when used.

2. A composition according to Claim 1 wherein the coolant is selected from the group consisting of carboxamides, menthol, ketals, diols, and mixtures thereof.

3. A composition according to either of Claim 1 or 2 which contains a bicarbonate salt as a pH adjustment agent.

4. A composition according to any of Claims 1-3 which contains a bicarbonated salt as a pH adjustment agent.

5. A composition according to any of Claims 1-4 in which the coolant is a carboxamide.

6. A composition according to any of Claims 1-5 which is in the form of a toothpaste.

7. A composition according to any of Claims 1-6 which additionally contains an abrasive.

8. A composition according to any of Claims 1-7 which additionally contains a soluble fluoride ion source.

9. A composition according to Claim 4 wherein the abrasive is a silico abrasive.

10. A composition according to Claim 4 which is in the form of a mouthrinse.

11. A composition according to any of Claims 1-4 which is in the form of a cough drop.

12. A composition according to any of Claims 1-4 which is in the form of a chewing gum.

13. A composition according to Claim 8 wherein the composition of Claim 8 which in addition contains a bicarbonate salt and is present as one part of a codispensing container and the other part of the container contains a peroxide source.