DE2203273A1 - Use of p-methanediols to stimulate the cold receptors of the human nervous system - Google Patents

Description

Dr. Hans-Heinrich Willrath * d- «2 Wiesbaden, Jan 20, 1972

* · HDr. Dieter Weber 2203273

Dipl.-Phys. Klaus Seiffert PATENT LAWYERS

II / sch Group III

Wilüison Sword Ltd. Sword Works, Southfield Eoad London W.4 / England

Use of p-menthandiols to stimulate the Cold receptors of the human Nervous system

Priority : 4th February 1971 in Great Britain Application number: 3929/71

The invention relates to compositions having a physiological Cooling effect on the skin and the mucous membranes of the body, especially those of the ITase, the dog, the neck and the gastrointestinal tract © β.

* J

Menthol is known for its physiological cooling effect on the skin and the mucous membranes of the mouth and is already widely used as a flavoring agent (menthol is a main component of peppermint oil) in foods, beverages, toothpastes, mouthwashes, etc. and as a component in one Wide variety of toilet articles, ointments and lotions used for topical application. Menthol is also a well-known additive to tobacco, ίλλαΙΊ) vin ¥ ¥ ¥ ^{uchen in the MunÄ} a »cooling effect to produce. _ ₂ -

P ** Fnnkfun / M * la 47 * 1 feak: DNtdiur Btnk AG. Wk * U * ··. Xonto no. 27u! O7

In 5s it was found 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 that are responsible for exercising are responsible for heat or cold, ict and not based on the latent heat of vaporization. It is believed that the menthol directly stimulates the cold reflectors. acts on the nerve endings, which in turn affect the central nervous system stimulate.

Although lienthol pin physiological coolant is used is cc in use in some compositions owing to its strong peppermint smell and owing to its relatively strong volatility limited.

It is therefore an object of the present invention to provide ingestible, to obtain topical or other compositions capable of targeting cold receptors and nervous systems To stimulate the human body and to achieve a desired cooling effect in your way. There is another goal in a method of stimulating the nervous system's cardiac receptors of the human body to produce a desired cool feel.

The present invention is based on the finding that certain p-Menthand! oils have a strong physiological cooling effect, nber only cook a little or have no smell.

The IDrfindunc supplies cOhcr zucammenoet ^^ n-on or preparations, especially ingestible compositions and supplements for topical application, which are in the inge, the cold recipe

BADORLGiNAL

_ 3 - ■ · ■ ·

To stimulate gates of the nervous system of the human body and an effective amount of a cold receptor stimulant as well as a vehicle or an imprint therefor, wherein the stimulant consists of one or more p-menthanediols which carry the hydroxyl subsituents on different carbon atoms and in which at least one of the hydroxyl substituents is in the 2 or 3 position.

Special compositions falling within the scope of the invention fall are as follows:

1) Edible compositions comprising an edible base, a flavoring or coloring agent, and a cold receptor stimulant as defined above include i

2) beverages containing a potable matrix, a flavoring or coloring agent and a cold receptor stimulant according to of the definition above include ^

3) Lotions from an aqueous, alcoholic or aqueous-alcoholic carrier, an additive from the group of Colorants, antiseptics or fragrances and a cold receptor stimulant as defined above;

4) Dentifrices that contain an abrasive, a detergent or foaming agents as well as a cold reptor stimulant;

5) Toilet preparations, such as soaps and creams, that have an ointment-like appearance or surfactant matrix and a cold reactor stimulant as defined above include;

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6) Pharmaceutical preparations that contain an antacids compound and an Ealtrezeptorstinulanc as defined above.

7) Toiletries, such as tissues and dentures, which one impregnated with one or more of the specified diols or coated carrier.

G) One or more of the specified diolo unfnccerulc items and chewing, belching, or inhaling, included Taba'rpriiparate.

9)! Dnbak filters, which are fasrigo or porous filters, which are impregnated with one of the specified due.

The fc-menthandiols used according to the invention are per se known. The preferred diols are:

2,3-p-Me \ handiol
2,6-p-menthandiol 2,5-p-menthandiol 3ι5-p-menthandiol 3,9-p-menthandiol.

Those used as cold receptor stimulants according to the invention Connections have both geometrical and optical iso-tneries and can vary depending on the ones used in their manufacture Starting materials and methods should be isonically pure, i.e. consist of only oinero geonographic or optical isomers, or iso ^ orengonic be, both in the geonetrical and in the optical sense.

Find the cold receptor stimulants used according to the invention

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in a wide variety of pre-use compositions or application to the human body use. Generally speaking, these compositions can divided into edible and locally rmfbrin ^ barc compounds both terms are used in their broadest possible sense. Edible doesn't just mean food fruity and beverages that are ingested and swallowed, but also other orally ingested compositions that for reasons other than their nutritional value such as stomach upset pills, antiseptic preparations, laxatives etc. The edible compositions should also be such Include compositions that are ingested, but not necessarily swallowed, such as, for example Chewing gum topical compositions are not intended to only such compositions as perfumes, powders and other toiletries, lotions, ointments, oils and ointment bases include that are applied to the external surfaces of the human body for medical or other reasons, but also those compositions that are applied to the internal mucous membranes of the body or when normal Use to come into contact with these, as with dea 'mucous membranes the nose, mouth or throat, either by direct or indirect application, or by inhalation, so that this Term also, for example, nose or throat spray liquids, Includes dentifrices, mouthwashes and gargle preparations; topical compositions include this also means toiletries, such as cleaning tissues and toothpicks.

BATH ORIGINAL

Another O.a3se of compositions within d3B Erf.Ln-

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conceptual ideas are tobacco and related objects, such as Pipes and cigarette filters, especially filter mouthpieces for cigarettes.

The compositions according to the invention contain an amount of p-menthane diol which is sufficient to stimulate the cold receptors in the areas of the skin or mucous membrane with which the compositions come into contact and thereby promote the desired cold sensation. The degree and length of cooler felt produced by the p-menthandiol will vary from compound to compound and from application to application, so that the amount of stimulant to be used in each composition cannot be precisely specified. As a rule of thumb, it can be said that when test applications are carried out on the skin, a significant cooling sensation is achieved with as little as 0.05 ml of an ethanol solution containing 1.0 to 5 % by weight of the active ingredient.

In determining the compositions according to the invention, the p-menthediols are usually incorporated into a carrier, which may be completely inert or which may consist of or contain other active ingredients. Sine big A variety of carriers are suitable depending on the end use of such compositions, such carriers being for example Solids, liquids, emulsions, foams or gels. Typical carriers for the p-menthandiol are, for example aqueous or alcoholic solutions, oils and fats, such as hydrocarbon oils, fatty acid esters, long alcohols and

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Silicone oils, finely divided solids, such as starch or talcura, Cellulocers such as fibrous web, tobacco, low; boiling Hydrocarbons and halogenated hydrocarbons used as aerosol propellants, rubbers and IT natural or synthetic resins. In most of the compositions according to the invention the carrier is used as an adjuvant from one or more of the following Components consist of or contain: an antacid, antiseptic or analgesic agent, a flavoring substance, Colorant or fragrance or a surfactant Middle. '

The following explanations explain the range of compositions into which the p-menthandiols can be incorporated:

1) Edible or potable compositions such as alcoholic and non-alcoholic beverages, confections, breath odor agents, ice creams and jellies.

2) Toiletries such as specialist shaving lotions, easing soaps, base creams and base foam, loin water, deodorants and Anti-perspiration agents, "solid cologne", toilet soaps, Bath oils and bath salts, shampon, hair oils, talcum powder, face creams, hand creams, sunburn lotions, leg tissue, Tooth cleaning products, toothpicks, mouthwash, hair tonic, eye drops.

3) drugs, v; ic antiseptic ^; Ointments, hemorrhagic ointments, 3inrcibomitol, lotions, agents to eliminate blood rush, agents to relieve irritation, coughs, pastillon, antacids

and gastric stimulants, oral anaigetics.

4) Tobacco preparations such as cigars, cigarettes, pipe tobacco, chewing tobacco and snuff, tabnlcfiltor, special pilter wounds for cigarettes.

5) Various compositions, v / ic v / insoluble adhesive off compositions for envelopes, postage stamps, eco labels etc.

in the following, special preparations according to the invention are in individual discussed.

Edible and potable compositions

The edible and drinkable compositions of this invention contain the p-menthandiols in combination with an edible carrier and usually with a flavoring or coloring agent. The particular effect of the p-menthandiols is to provide a cool or fresh sensation in the mouth and in in some cases even in the stomach, and therefore the compounds find particular use in confectionery-based confections such as chocolate, cooked candies, peppermint tablets and candy, ice cream and jellies, and chewing gum. The manufacture of such sugar confectionery takes place according to customary methods and customary formulations and does not form part of this invention. The p-menthandiols are added to the formulation at a suitable point and in an amount sufficient to achieve the desired cooling effect

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to produce the final product. As has been said, the amount varies depending on the particular compound _f dew degree of the desired cooling effect and the strength of other GeGchrnaksstoffe in the Bezeptur. In general, however, amounts in the range from 0.1 to 10% by weight, based on the total addition, are suitable

Similar considerations apply to the manufacture of beverages. Generally speaking, the connections find the most useful in soft drinks, such as fruit juices, Lemonades, colas, etc., but they can also be used in alcoholic beverages be used. The connection amount used is? generally in the range from 0.05 to 10% by weight based on the total composition

loilette items

Because of the cooling effect exerted on the skin, the p-methanediols become even more useful in a wide range of toilet preparations and toiletries. The special ones Preparations that are discussed below are only given as examples.

A greater usefulness is found with hair shaving lotions, tea towels etc. where the compound in alcoholic odor aqueous Alcoholic löoung is used, as in solutions that are common also a perfume or a mild antiseptic or both contain the amount of the ingredients added to the composition

Binding is usually in Boreich of 1.0 bic 12.0 &3'.7 .- # _f based on the Gcsarrfczusanrciensetzuno ·

Another useful area ic ⁴ ; that of Ce if on, 3hanpoon ~, Bndöle, etc., where the compounds in combination ~ lv'j sinor oil or Ι'3ΐΐ or a natural odor synthetic surface-active agent, v; ic a fatty acid ca Iz or oineir Imir oyl sulfate ^ salt is used, whereby the composition also contains an essential oil or perfume. The soap tongues close soaps. Such as toilet soaps, Easiorseifcn, Easierschäuae U3w, the compound is usually added to the preparation in an amount of 50 to 16.0 percent by weight.

Another elasso of toilet preparations in which the p-Mer.thandiole can be incorporated are, for example, the cosmetic Oreüjeo and emollients, such as creises and emollients Means that usually contain a basic emulsion and possibly ingredients such as a wax, a protective agent, a perfume, antiseptics, susara • pulling agents, pigments, etc. The composition such toilet preparations is, in turn, apart from the familiarization dos p-menthandiol®, usually in an amount of 0.10 to 20.0 wt%, conventional.

Preparations for oral hygiene, which the p-llenthar.djblo trains sot it can be, cind for example mouthwash, Gurgclwasser and Dentifrice. The first two can be botraohtet Bucf.TJTnsn v / ground and usually include a v; t * .s3erigo, olcoholic or aqueous-alcoholic solution of an ontiseptic agent and

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are often dyed or open with glaze and contain an addition of p-menthandiol in an amount of 0.10 "to 2.0 wt .- ^.

Tooth cleaning aittol can be used in 3? Orr solid blocks, from powders, Pastes and liquids are present and usually include-.ein finely divided «abrasive or polished natorial, like precipitated Lime, silicon dioxide, magnesium silicate, alurainitimhydroxyd or other similar materials known in the art, such as a detergent or foaming agent. Possibly added Ingredients can be flavorings and coloring agents, antiseptics, Be lubricants, thickeners, emulsifiers or plasticizers. A typical toothpaste that contains the p-menthandiol can be added to create a fresh, cool sensation in the mouth, "consists of the following ingredients:

Ingredient weight percent

Precipitated lime 20

Peine Silicic Acid 15

Magnesium carbonate 4

Dicalcium phosphate 6 surfactant,

like alkylated aryl sulfonate 8

Starch glycerite 18

Mineral oil 1

Plant slime 4

Syrup 12

Glycerin 12

The amount of p-menthandiol3 added in such preparations is generally 1.0 to 4.0 wt .- #, based on the total composition.

BATH ORIGINAL

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Medicines c

Because of its cooling effect on the skin and mucous membranes Mouth, throat3 and nose and gastrointestinal tract, the p-menthandiole can be used in a variety of oral medicines, Nasal and throat sprays and topical preparations are used, especially where there is an anti-irritant effect required eats. In particular, the compounds with antacid and stomach upset remedies are mixed together, especially with those based on sodium bicarbonate, magnesium oxide, calcium or magnesium carbonate, aluminum or M & gneseiumhydroxyd or magnesium trisilicate built up and. With such preparations the connection is usually made in one Amount of 0.10 to 2.0 wt .- # added.

The p-menthandiols can also be incorporated into oral analgesic preparations, such as, for example, acetylsalicylic acid or their salts, or turf products that counteract the rush of blood, like those that contain ephedrine.

Tobacco preparations

The bed. The coolant used in this invention can also be used directly can be incorporated into labak to produce a cooling effect when you breathe in, without a strong and characteristic smell at the same time associated with tobacco and cigarettes that contain menthol. Such intercourse

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Settlements also have good shelf life, in contrast on products containing menthol. 3ine even more advantageous However, it is used "for pipe or cigarette filters, especially for the filter mouthpieces of cigarettes. Dac pillows made of filter material that consists of any] of the known filter materials can consist, for example of cellulose acetate, paper, cotton, α-cellulose or Aobestfaoern, v / ird simply impregnated with an alcoholic solution of the coolant and dried to precipitate the coolant in the filter pad. The effect is that one is pleasant Sensation of coolness felt in the mouth when the cigarette is smoked. As little as 0.02 rag of coolant is effective.

Compounds and compositions according to the invention are illustrated by the following examples.

example 1

An aerosol shaving soap formulation was prepared according to the following put together the recipe:

Stearic acid 6.3 #

Lauric acid 2.7 ^

Triethanolamine $ 4.6

Sodium carboxymethyl cellulose $ 0.1>

Sorbitol 5.0

Perfume 0.4 ^

Water "at 100 f5

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The composition was made by putting the acids in Water melted, the triethanolamine added, cooled and then the other components added. The mixture then became 12.0O in relation to the total composition, 2, 5-p-M «ftharidiol trains- ' puts. The composition was then placed in an aerosol dispenser packed under pressure of a butane propellant.

When used while shaving, arose on the face a clear and noticeable fresh cooling effect.

Example 2

After-shave lotion

Eleventh post-shave lotion was prepared according to the following recipe by dissolving the solid components in the liquid , after which it was cooled and filtered »

Denatured ethanol 75% Dietary phthalate 1.0% Propylene Glycol $ 1.0 Lactic Acid '$ 1.0

Perfume 3.0 #

Water to 100 #

To two separate samples of the base lotion, 5.0 ft. By weight, based on the total composition, were added once of 2,5 -P-menthandiol and once of 2,3-P-menthandiol.

When applied to the face, a appeared after a short time clearly identifiable cooling effect.

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Example ') Toilet water * A toilet water was made according to the following recipe * Denatured ethanol 75.0 e

Perfume 5 * 0 <ji>

Water to 100 #

5 »0 ¥> f, based on the total composition, J, 6-p-menthanediol were added to the mixture.

With the post-shave lotion, a cooling effect was clearly detectable on the skin, namely nooh after the cooling effect had ended, which was attributable to the evaporation of the alcoholic vehicle.

Example, k Deodorant " A deodorant that is used to mix and dispense as an aerosol Pressure bit was combined with a suitable propellant

the following recipe!

Denatured ethanol 96.9 # Hexachlorophene 2.0 % Xsopropylinyrisate 1.0 ^

Perfume 0.1 <j>

6.0% by weight of 2,3-p-menthandlol was added to the composition. The application of the finished composition gave a

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Increase in the definitive cooling sensation on the skin.

Example 5

Hair Shampoon ι

Natriumlauryäthersulfat were ated disperg-in 90g of water in a mill at high speed. To the dispersion was 8.0 wt .- ', s 3 1 5-p-menthane diol added. When the hair was washed using the shampoo, a fresh, cooling sensation was noted on the scalp.

Example 6 Eye lotion »

An eye lotion was made from the following ingredients:

Witch hazel preparation 12.95 ^l / ° boric acid. 2.00 %

Sodium borate 0.00 <;<>

Allantoin 0.05 '/ *>

Salicylic acid 0.25 'p chlorobutole 0.02 %

Zinc sulphate Ο, ΟΟ ^ ί ^ water to 10 %

To your mixture ν ^ 'Ίιΐ) 0.015 ^ f based on the total composition 2,5-P-MfJt thandiol added. Bathing the eyes in the finished lotion η '-,' from a K ^ IiJ endes pinching on the eyeball and the eyelids.

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Example 7
Mouthwash

A mouthwash concentrate was made according to the following recipe »

Ethanol 3.0 fr borax 2.0 io Sodium bicarbonate 1.0 fr Glycerin 10.0 fr Flavor 0.4% Thymol. 0.03 f> water on 100 <ji

2.0% 2,3-P-menthane diol was added to the composition,

When diluting with about ten times its own volume Vasser and when used to rinse the mouth, a strong cooling effect was felt in the mouth.

Example 8

Toothpaste}

The following ingredients were mixed together in a mixer mixed)

Dicalcium phosphate 48.0%

Sodium icury sulfate * 2.5 Ί »

Glycerin - 24.8 fr

Sodium carboxymethyloellulose 2.0 ^

$ 1.0

Matriuai accharin _} '

Water to 100

TI f

Just before the mixing was complete, 4.0% by weight of 2.5-p-Mea thandiol added to the mixer.

When applied as a toothpaste, a strong was felt in the mouth Cooling effect.

Example 9

Toothpicks

The tip of a wooden toothpick was made with an alcoholic Impregnated solution containing 2,5-P ~ menthandiol in sufficient quantity to deposit 0.2 mg of the diol on the toothpick « The impregnated toothpick was then dried. No taste was detectable when touched with the tongue, but after a short while Time was a clear cooling effect

Example 10

Alcohol-free drink

A concentrate for a soft drink was made according to the following Recipe made!

itainer orange juice $ 60>

Sucrose 10 <& saccharin 0.2 f>

Orange flavor 0.1%

Citric acid 0.2 'ρ

Sulfur dioxide traces

Water to 100 &

0.5! * 2, J-p-Menthu i Linl were added to the concentrate.

The f'onaentrat was washed with water Dilution -t cost nnü. You got uinori orange flavor with a ϊ.; .. .iithnioii cooling

Aftermath -! 9-

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Example 11

Cooked candies ι

99 »5 ^: ^> Sucrose and 0.5% citric acid were carefully fused together in the presence of a trace of water. Immediately after pouring the melt onto a cooled plate, 2.5 ^ 0 3 1 5-P-menthandiol were quickly stirred in. The melt was then poured. A candy obtained in this way had a noticeable cooling effect in the mouthJ

Example 12
Peppermint candy

Burl turned into powdered sugar at 40 ° C to form a stiff Paste added. 2.5ί * 2.5-P-Menthandiol were then added to the paste ("Stirred in, and the mixture was allowed to set. This gave a soft, sweet mass with the characteristic cooling effect in the mouth like bed peppermint, but without the peppermint-like taste or smell.

Example l 13
Chewing gum t

Papers one Markenkaugummls wi-rijtn 168 hours in Π iefVijid ^ -m Wnssei "oini, ·" -.. <J t, un> all wasserlöHüniien Geschmr.cksstu · 'i v \ i> Remove ^ Iide the Einweiolens had the chewing gum J - Auen noticeable ("i. 'I / offerminzarti gen (·? Ι noh or taste in" !! ¹¹ ₍ Ddc chewing gum r ^ri "- ^ substance was dnnn irit 0.8 ^ i 3" 5-P-Menthand- * ο 1 Vcrhnetet., j! f ^v · - , ^ led-ch with the r · V-'us si he extracted I ι., ι ii ii «· srundsubstni) / > igte d» s end product koine noticeable Andean mc dm Taste, <i <rh a.i mklicln ■ < 1'iiiiJ effect in the mouth.

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Be ig ρ J ₁₁ Q ₁₁ I.

Cigarette tobacco t

A brand of cigarette tobacco was sprayed with an ethanol solution of 2,5-p-menthandiol and rolled into cigarettes, of which iode contained about UO micrograms of active compound. Puffing the impregnated cigarettes produced a cooling effect in the mouth characteristic of menthol-treated cigarettes, without leaving any odor other than that normally associated with tobacco.

IJeispioJ I ^

FiItermundstückzdgaretteni

The filter mouthpiece of a cigarette brand was impregnated with an ethanol solution of 2,3-P-menthandiol in an amount sufficient to precipitate 0.02 mg of the active compound in the filter. Smoking the cigarette with the impregnated mouthpiece produced a noticeable cooling effect in the mouth.

Example ] 16

Gnawing tablets

The following ingredients were ground together. Magnesium carbonate 49.5 $>

Sorbitol k9, k %

Saccharin $ 0.1

Talc 1.0 '/ o

During the Vennahlon, 2.5 % of 2,3-p-menthandiol was added to the mixture. After mixing, the mixture was precompressed into tablets of 0.5 ^.

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If the tablets are put in the mouth and swallowed, After a short time you felt a noticeable cooling effect in the map.

Example 17
Antiseptic ointment:

An ointment was prepared according to the following recipe

C θ t-ylt rime thylanunonium br omid k _t 0 ^c jo

Cetyralcohol 6.0 ψ)

Stearyl alcohol 6.0%

White paraffin 14.0 <-b

Mineral oil 21.0>

Water to 100 ) Ό

The ingredients were mixed together, warmed to kO ° Q and emulsified in a mixer at high speed. During the mixing a 5 »0 $> 3.9-p-menthane diol was added to the mixture.

The finished ointment gave a noticeable result when applied to the skin Cooling effect.

Example 18
Anti ^ ucksalbet

The following ingredients were heated together to form a to form a homogeneous melt

Methyl salicylate 50.0 %

White beeswax 25.0 '/ o

anhydrous lanolin 25.0>

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/ u dor iichrnfi Lze were 2.5 '»2, f; -p-Mmithnndi ο I zu: ß! iebzfc, and then the mixture .sich solidify, one obtained a soft ointment with a soothing effect aiii 'the skin in contact with a noticeable cooling effect.

Example I \ i
AiiaiiL ^ etischo Tablet tem

Soluble aspirin tablets (culcium acetyltmlicylate) were made with 0.5 $ 2,. ') - p-menthane diol by absorption of a measured Impregnated drop of an Ethjcnolllösung of the acid in the tablet. When a tablet was taken, you could feel one easily noticeable cooling effect in the stomach after a short time.

Example 20
Cleaning ^ woven

A cleaning liquid was made with the following formulation manufactured!

Triethitnolamiiilaurysulfat 1,0%

Glycerin 2.0 ° fo

Perfume 0.95 fo

Water to 1OO ^ o

1.0% 2,5-p-menthane diol was added to this liquid. A Paper towel was then soaked in this liquid.

While the impregnated paper towel was used to wipe the skin, the skin felt fresh and cool Skin after a short time.

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Example 21
Water-soluble Klo'nstoli j

Jfcine y? Oi. {Re solution of acacia in water was prepared, and 1.0 / o 3 '£ P-menthane diol wui'de added. The solution was then applied as a coating on a label and dried. Tightly licking the adhesive to make the label tacky again before sticking it to a substrate resulted in a pleasant cooling effect on the tongue.

The above examples illustrate the range of compounds and the range of compositions included in the present invention. However, different examples do not serve dtr limitation of the idea of creation in some respects.

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Claims (12)

Claims »SBSssBBSBSSBsaacssssssacsasBa 1.) Use of p-menthediols with the hydroxyl substituents on different carbon atoms and at least one hydroxyl substituent in the 2- or 3-position for stimulation the cold receptors of the human nervous system. 2.) Means for stimulating the cold receptors of the human Nervous system, consisting of an effective amount of a cold receptor stimulant and a carrier material therefor, characterized in that the cold receptor stimulant consists of one or more p-menthediols with the hydroxyl substituents on different carbon atoms and at least one hydroxyl substituent in the 2- or 'JS division. 3 ·) Means according to claim 2 in the form of an ingestible Preparation for stimulating the cold receptors of the nerve endings of the mouth and the gastrointestinal tract, characterized in, that there is an edible carrier and an effective amount of a cold receptor stimulant according to claim 2 comprises. 4.) Means according to claim 2 for local Aufl & ngung on the human body and for stimulating the cold receptors of the nerve endings in the skin, characterized in that it a pharmaceutically acceptable carrier and an effective amount of a cold receptor stimulant according to claim 2. 5) Means according to claim 2 in the form of a cleaning fabric, characterized in that it is a fibrous carrier 209834/1204 ~ ²⁵ ~ which is impregnated with a liquid which an effective amount of one or more p-menthandiols according to claim 2 contains. 6.) Means according to claim 2 in the form of a tobacco filter, characterized in that it comprises a filter pad which is coated with an effective amount of one or more p-menthandiols is soaked according to claim 2. 7.) Agent according to claim 2 in the form of a tobacco preparation, characterized in that the tobacco is impregnated with an effective amount of at least one p-menthandiol according to claim%. 8.) Agent according to claim 2 in the form of a toothpick, characterized in that it is impregnated or coated with an effective amount of a p-menthandiol according to claim%. 9.) Composition according to claim 2 in the form of an edible composition or a drink, characterized in that it is an edible or drinkable base material, a flavor or contain dye and at least one of the following p-menthandiols! 2,3-p-menthane diol,
2,6-p-Meiithandiol,
2,5-P-menthane diol,
'i »5-P-menthane diol or'), 9-p-meiithane diol 209834/1204 10.) Means according to claim 2 in the form of a lotion, characterized marked, daji this a watery, alcohol lisoheii odor aqueous-alcoholic carrier and, as additives, a colorant, an antiseptic agent and / or a fragrance and, as a cold receptor stimulus, at least one of the following Contains p-menthediol ² »3-p-menthandiol, 2,6-p-merithandiol, 2,5-p-manthandiol, 3, 5-P-menthane diol or 3,9-p-menthane diol. 11.) Agent according to claim 2 in the form of a Zahreinigungs- mittds, characterized in that it contains an abrasive, a detergent or foaming agent or at least one of the following p-menthandiols: 2,3-p-menthandio1, 2,6-p-menthandiol, 2 , 5-p-menthandio1, J, 5-p-menthandiol or 3,9-p-menthandiol. 12.) Means according to claim 2 in the form of a toilet preparation, characterized in that this is an oil-like or Contains ointment-like basic substance and at least one of the following p-menthandiols 2,3-p-menthandio1, 2,6-p-menthandiol, 2,5-p-menthane diol, 3,5-p-menthane diol or 3,9-p-menthane diol. 2098 34/120 A 13 ·) Means according to claim 2 in the form of a pharmaceutical Preparation, characterized in that it is an antacid Compound and at least one of the following p-menthediols contains * 2, 3-P-menthane diol, 2, h-p-menthane diol, 2,5-p-menthane diol, 3 »5-p-menthane diol or 3 »9-p-menthane diol. lh.) Means according to claim 2 in the form of a binding fabric, characterized in that this consists of a cellulosic or other fiber-like fabric which is impregnated with at least one of the following p-menthandiols 2,3-p-menthane diol, 2,6-p-menthane diol, 2,5-P-menthane diol, 3 »5-p-menthane diol or 3,9-p-menthane diol. 15 ·) Means according to claim 2 in the form of tobacco or a ' Tobacco product, characterized in that this is at least one of the the following p-menthandiol containsι 2 »3-p-menthandiol _f 2,6-p-menthandiol, 2,5-P-menthandiol, 3 ι5-P-menthandiol or 3,9-p-menthandiol. «16.) Means according to claim 2 in the form of a soap preparation, characterized in that it is a surfactant and contains at least one of the following p-menthandiols: 209834/1204 2, '3-p-Menthandiο 1, 2,6-p-MenthandioJ., 2, 5-n-Mentharidio L, j _t' jp-menthane diol or 3 ₁ 9-p-menthane diol. 209834 / 120Λ