CH621062A5 - Antiinflammatory cosmetic composition - Google Patents

Description

The present invention relates to an anti-inflammatory cosmetic preparation for use as a sunscreen or sunburn control agent, which contains cyclic acetals and ketals of aliphatic aldehydes and ketones as anti-inflammatory agents.

The anti-inflammatory cosmetic preparation according to the invention is defined in claim 1.

DE-OS 2 331 821 discloses the use of cyclic 2-furfurol acetals as anti-inflammatory agents in cosmetic preparations, in particular in sunscreen and sunburn control agents. These compounds are descendants of a heterocyclic ring system and structurally so different from the compounds of the formula I contained as anti-inflammatory agents in the preparation according to the invention that the use of the compounds of the formula I as anti-inflammatory agent was not suggested by the cited publication.

The use of the preparation according to the invention as sunscreen or sunburn-fighting agent is of particular importance. When used as a sunscreen, it contains the anti-inflammatory agent, preferably in combination with conventional UV filter substances.

The compounds of the formula I can be prepared by processes known per se. For example, they can be derived from the corresponding aldehydes or ketones and

Obtaining diols by azeotropic water separation, as described in the monograph Organikum, Organochemisch Grundpraktikum, VEB-Verlag der Wissenschaften (1968), p. 379. Another method 5 is that the condensation of the aldehyde or ketone with the diol is carried out with trimethyl orthoformate or ethyl orthoformate, as described by SR Sandler and W. Karo in Organic Functional Group Preparation Vol. 12, III, Academic Press, New York, London (1972), io pp. 2-70.

Examples of aldehydes and ketones which can be used to prepare the compounds of the formula I are formaldehyde (paraformaldehyde), acetaldehyde, ethoxy-, methoxy-acetaldehyde, propionaldehyde, butyraldehyde, isobutyraldehyde-15 hyd, valeraldehyde, isovaleraldehyde, 2- Methylbutyraldehyde, hexanal, heptanal, octanal, nonanal, decanal, undecanal, dodecanal, 3-methylvaleraldehyde, 2-methylundecanal, cotonaldehyde, methacrolein, phenylacetaldehyde, 2-phenyl-propionaldehyde, cinnamaldehyde, a-, p-methyl -cinnamaldehyde, cyclo-20-hexanaldehyde, 1-, 2-, 3-cyclohexene-aldehyde, acetone, 2-buta-non, 2-, 3-pentanone, 3-methyl-2-butanone, 2-, 3-hexanone, 2-, 3-, 4-heptanone, 2,4-dimethyl-3-pentanone, 2-, 3-, 4-octanone, 2-, 5-nonanone, 2,6-dimethyl-3-heptanone, 2.6 -, 3,5-dimethyl-4-heptanone, 2-, 3-, 4-decanone, 2-, 6-undecanone, 4-, 5-25 dodecanone, 3-penten-2-one, 4-methyl -3-penten-2-one, 5-He-xen-2-one, benzylidene acetone, l-benzylidene-2-butanone, citral, phenylacetone, 1,1-, 1,3-diphenyl-acetone, benzyl-acetone, Cy-clopropyl To name methyl ketone, cyclohexyl methyl ketone.

Examples of diols which can be used to prepare the compounds of formula 30 are I ethylene glycol, 1,2-, 1,3-propylene glycol, 1,2-, 1,3-, 1,4-, 2,3-butylene glycol, 2-methyl-2,3-butylene glycol, pinakòl, hexane

1,2-, 1,3-, 1,4-, 2,4-diol, pentane-1,2-, 1,3-, 1,4-, 2,4-diol,

2,3-methyl-pentane-2,4-diol, 2,2-dimethyl, 2,2-diethyl-pen-35 tan 2,4-diol-2,2-dimethyl-2,2-diethyl-2-ethyl -2-methyl-,

2-methyl-2-propyl-, 2-ethyl-2-butyl-, 2-hydroxymethyl-2-methyl-propane-l, 3-diol, glycerin, 2,2,4-trimethyl-pentane-1,3- List diol, 2-methyl, 2-ethyl, 2,2-dimethyl-hexane-1, 3-diol, octane-1, 2-diol, decane-1, 2-diol.

40 compounds of the formula I are, for example, 4-isopropyl-5,5-dimethyl-1,3-dioxane, 4-n-octyl-1,3-dioxolane, 5-methyl-5-propyl-1,3 -dioxane, 5,5-diethyl-l, 3-dioxane, 4-propyl-5-ethyl-l, 3-dioxane, 5-etliyl-5-butyl-l, 3-dioxane, 2-methyl-4-propyl -5-ethyl-l, 3-dioxane, 2-ethyl-4-isopropyl-5,5-dime-45 thyl-l, 3-dioxane, 2-propyl-5,5-diethyl-l, 3-dioxane, 2-propyl-4,5,6-trimethyl-1,3-dioxane, 2-propyl-4,4,6-trimethyl-1,3-di-oxane, 2-propyl-4-isopropyl-5,5- dimethyl-l, 3-dioxane, 2-isopropyl-4,5,6-trimethyl-l, 3-dioxane, 2,4-diisopropyl-5,5-dime-thy 1-1,3-dioxane, 2 -Cyclohexyl-4,5,6-trimethyl-l, 3-dioxane, 2-50 cyclohexyl-4,4,6-trimethyl-l, 3-dioxane, 2-cyclohexyl-4-iso-propyl-5,5- dimethyl-l, 3-dioxane, 2-cyclohexyl-4,7-dimethyl-1,3-dioxepane, 2- (3-cyclohexenyl) -4-methyl-l, 3-diòxolan, 2- (3-cyclohexenyl) - 5,5-diethyl-1,3-dioxane, 2 - (3-cyclohexenyl) -4,5,6-trimethyl-1,3-dioxane, 2- (3-cyclohexenyl) -4,4,6- 55 trimethyl-1,3-dioxane, 2- (3-cyclohexenyl) -4-isopropyl-5,5-dimethyl-1,3-dioxane, 2- (3-cyclohexenyl) -4-propyl-5 , 5-dimethyl-1,3-dioxane, 2-pentyl-4,5,6-trimethyl-1,3-dioxane, 2-cyclopropyl-2,4-5-trimethyl-1,3-dioxolane , 2-Cyclopropyl-2,4,6-trimethyl-l, 3-dioxane, 2-cyclopropyl-2,4,5,6-tetramethyl-l, 3-60 dioxane, 2-cyclopropyl-2,5,5- trimethyl-4-isopropyl-l, 3-dioxane, 2-cyclopropyl-2,5,5-trimethyl-l, 3-dioxane, 2-cyclohexyl-2,4-dimethyl-l, 3-dioxolane, 2-cyclohexyl 2,5,5-trimethyl-4-iso-propyl-1-, 3-dioxane, 2,2-dimethyl-4-hydroxymethyl-1,3-dioxo-lane, 2,2,5,5-tetramethyl-4 -isopropyl-l, 3-dioxane, 2-ethyl-65 2,5,5-trimethyl-4-isopropyl-l, 3-dioxane, 2,2-diethyl-4-methyl-l, 3-dioxolane, 2,2-diethyl-4,5-dimethyl-l, 3-dioxolane, 2,2,5,5-tetraethyl-l, 3-dioxane, 2,2-diethyl-4,5,6-trimethyl-1, 3-dioxane, 2,2-diethyl-4-isopropyl-5,5-dimethyl-1,3-dioxane,

3rd

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2,2-diethyl-4-propyl-5,5-dimethyl-1,3-dioxane, 2,2-diisopropyl-4-methyl-1,3-dioxolane, 2,2-diisopropyl-4,5-dimethyl

1,3-dioxolane, 2,2,4-triisopropyl-5,5-dimethyl-l, 3-dioxane, 2-styryl-4-methyl-l, 3-dioxolane, 2-styryl-4,5-dimethyl-l, 3-di-oxolane, 2-styryl-4-isopropyl-5,5-dimethyl-1,3-dioxane.

The compounds of the formula I are colorless to slightly yellowish, crystalline or liquid substances which are distinguished by a good anti-inflammatory action with good physiological tolerance, in particular good skin tolerance.

When used in sunscreens which serve to prevent sunburn, the compounds of the formula I are preferably used in combination with conventional ultraviolet filter substances, such as, for example, ethyl p-aminobenzoate, propyl ester, butyl ester, isobutyl ester, monoglycerol ester, p-dimethylaminobenzoic acid ethyl ester, -amyl ester, p-diethylaminobenzoic acid ethyl ester, -amyl ester, salicylic acid ethyl ester, -homomenthyl ester, -ethylene glycol ester, -glycerol ester, -2-ethylhexyl ester, -tert. butyl esters, boronyl esters, phenyl esters, triethanolammonium salt of salicylic acid, anthranile acid methyl esters, -bornyl esters, p-methoxy-cinnamic acid-3-ethoxy-ethyl ester, -2-ethylhexyl ester, p-acetami- dozimate acid isopropyl ester, 2,2 -Dihydroxy-4,4 '-dimethoxy-benzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydrô-xy-4-n-octoxy-benzophenone, 4-phenylbenzophenone, 2-hydro-xy-4-methoxy-benzophenone- 5-sulfonic acid, 4-phenylbenzo-phenone-2-carboxylic acid isooctyl ester, 7-ethylamino-4-methyl-coumarin, 7,8-dihydroxycoumarin, 6,7-dihydroxycoumarin, 7-hydroxycoumarin, 4-methyl-7-hydroxycoumarin, 2-phenyl-benz-imidazole-5-sulfonic acid, sodium 3,4-dimethoxy-phenylgly-oxylate, butylbenzalacetone, benzylacetophenone, 3-benzylidene-D, L-camphor, 3- (p-methylbenzylidene) -D, L- camphor and uro-canic acid.

As anti-inflammatory substances, the compounds of the formula I can be incorporated into liquid, pasty or solid cosmetic preparations, such as, for example, aqueous solutions, aqueous suspensions, emulsions, solutions in organic solvents, oils, ointments, creams, sticks or powder. The preparations can serve a wide variety of purposes, such as general skin water with an anti-inflammatory effect, aftershave, water, pens or lotions against insect bites, shaving powder, baby powder, creams or lotions, but especially as an aqueous, emulsion-like, oily or pasty sunscreen or sunburn control agent .

The compounds of the formula I are used as anti-inflammatory substances, for example in amounts of 0.01 to 10% by weight, preferably 0.5 to 5% by weight, based on the overall batch of the cosmetic composition. In sunscreen in combination with UV filter substances, the amount of UV filter substances is, for example, 1 to 10% by weight, preferably 2 to 6% by weight, based on the total sunscreen.

First of all, the preparation of compounds of the formula I will be described, for example. Ai) 4-isopropyl-5,5-dimethyl-1,3-dioxane

A mixture of 141.0 g (1 mole) of 2,2,4-trimethyl-pen-tan-1,3-diol, 34.8 g (1.1 mole) of paraformaldehyde, 0.4 g of p-toluenesulfonic acid and 400 ml of n-hexane was heated to boiling on the water separator until the water separation had ended. The mixture was then washed with sodium carbonate solution and water, dried over sodium sulfate (calcium chloride), the n-hexane was distilled off and the residue was fractionally distilled under reduced pressure. 128 g (81% of theory) of 4-isopropyl-5,5-dimethyl-1,3-dioxane with a boiling point of 58-60 ° C./10 Torr and a refractive index n2o 'were obtained. 1.4387 received.

The following acetals were obtained in an analogous manner:

A2) 4-n-octyl-1,3-dioxolane

Bp 113-115 ° C / l7 Torr, n20: 1.4381 A3) 5-methyl-5-propyl-l, 3-dioxane bp 66 ° C / 16 Torr, n20: 1.43 50 5 A) 4 5,5-diethyl-1,3-dioxane

Bp 66 ° C / 13 Torr, n20: 1.4400 As) 4-propyl-5-ethyl-l, 3-dioxane

Bp 95 ° C / 18 torr, n20: 1.4376 A6) 5-ethyl-5-butyl-l, 3-dioxane io bp 46 ° C / 0.1 torr, n20: 1.4450

B) 2-methyl-4-propy 1-5-ethyl-1,3-dioxane

A mixture of 20 g (0.455 mol) of acetyldehyde, 66.5 g (0.455 mol) of 2-ethyl-hexane-1,3-diol, 67.4 g (0.455 mol) of triethyl orthoformate and 0.1 g of p -Toluenesulfonic acid 15 was stirred for 20 hours at room temperature. The volatile constituents (bath temperature up to 100 ° C.) were then distilled off. The residue was taken up in ether (400 ml), the solution washed with sodium carbonate solution and water and dried over calcium chloride. After the ether had been distilled off, the residue was fractionally distilled. 59 g (75%) of 2-methyl-4-propyl-5-ethyl-1,3-dioxane with a boiling point of 61 ° C./5 Torr and refractive index n20: 1.4333 were obtained.

The following compounds 25 were prepared in an analogous manner:

C) 2-ethyl-4-isopropyl-5,5-dimethyl-1,3-dioxane bp 32 ° C / 0.05 torr, n20: 1.4325

D! ) 2-Propy 1-5,5-diethyl-1,3-dioxane bp 92 ° C / 9 Torr, n20: 1.4415 30 D2) 2-propyl-4,5,6-trimethyl-l, 3- dioxane bp 87 ° C / 13 torr, n20: 1.4310 D3) 2-propyl-4,4,6-trimethyl-1,3-dioxane

Bp 76 ° C / 23 Torr, n20: 1.4246 D4) 2-propyl-4-isopropyl-5,5-dimethyl-1,3-dioxane 35 bp 88 ° C / 10 Torr

Et) 2-isopropyl-4,5,6-trimethyl-1,3-dioxane

Bp 101 ° C / 30 Torr, n20: 1.4268 E2) 2,4-diisopropyl-5,5-dimethyl-l, 3-dioxane bp 83-86 ° C / 12 Torr, n20: 1.4337 40 Fi) 2-cyclohexyl-4,5,6-trimethyl-l, 3-dioxane bp. 112 ° C / 2.5 Torr, n20: 1.4627 F2) 2-cyclohexyl-4,4,6-trimethyl-l , 3-dioxane

Bp 98 ° C / 3 torr, n20: 1.4575 F3) 2-cyclohexyl-4-isopropyl-5,5-dimethyl-l, 3-dioxane 45 bp 65 ° C / 0.01 torr, n20: 1 , 4653 F4) 2-cyclohexyl-4-propyl-5,5-dimethyl-1,3-dioxane

Bp. 126 ° C / 3 Torr, n20: 1.4645 F5) 2-cyclohexyl-4,7-dimethyl-l, 3-dioxepane bp. 102 ° C / 3 Torr, n20: 1.4615 soGü) 2- ( 3-Cyclohexenyl) -4-methyl-l, 3-dioxolane b.p. 65 ° C / l, 3 Torr, n20: 1.4712 G2) 2- (3-cyclohexenyl) -5,5-diethyl-l, 3- dioxane

Bp 131 ° C / 3.4 torr, n20: 1.4810 G3) 2- (3-cyclohexenyl) -4,5,6-trimethyl-l, 3-dioxane ss bp 115 ° C / 2.3 torr , n20: 1.47 3 0 G4) 2- (3-cyclohexenyl) -4,4,6-trimethyl-1,3-dioxane

Bp 108 ° C / 5 Torr, n20: 1.4679 Gs) 2- (3-cyclohexenyl) -4-isopropyl-5,5-dimethyl-1,3-dioxane «bp 62 ° C / 0.01 Torr, n20: 1.4740 G6) 2- (3-cyclohexenyl) -4-propyl-5,5-dimethyl-1,3-dioxane

Bp 134 ° C / 3 torr, n20: 1.4735 H) 2-pentyl-4,5,6-trimethyl-l, 3-dioxane bp 80 ° C / 2 torr, n20: 1.43 79 6s lj ) 2-Cyclopropyl-2,4,5-trimethyl-l, 3-dioxolane b.p. 42 ° C / 3.2 Torr, n20: 1.4335 I2) 2-cyclopropyl-2,4,6-trimethyl-1, 3 -dioxane bp 56 ° C / l, 7 torr, n20: 1.4405

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4th

I3) 2-Cyclopropyl-2,4,5,6-tetramethyl-1,3-dioxane

Bp 64 ° C / l, 8 Torr, n20: 1.4441 I4) 2-CyclopropyI-2,5,5-trimethyl-4-isopropyl-1,3-dioxane

Bp 98 ° C / 3 Torr, n20: 1.4508 ls) 2-cyclopropyl-2,5,5-trimethyl-l, 3-dioxane

Bp 54 ° C / 2.1 torr, n20: 1.4485 Jt) 2-cyclohexyl-2,4-dimethy] -1, 3-dioxolane

Bp 84-86 ° C / 3.1 torr, n20: 1.4583 J2) 2-cyclohexyl-2,5,5-trimethyl-4-isopropyl-1,3-dioxane '"bp 118 ° C / 2 , 2 Torr, nz0: 1.4698 Ki) 2,2-dimethyl-4-hydroxymethyl-1,3-dioxolane

Bp 80-81 ° C / l 1 Torr, n20: 1.4339 K2) 2,2,5,5-tetramethyl-4-isopropyl-l, 3-dioxane

Bp 70 ° C / 13 Torr, n20: 1.4305 L) 2-ethyl-2,5,5-trimethyl-4-isopropyl-1,3-dioxane

Bp 70 ° C / 4 Torr, n20: 1.4375 Mj) 2,2-diethyl-4-methyl-1,3-dioxolane

Bp 56 ° C / 26 torr, n20: 1.4161 M2) 2,2 -diethyl-4,5-dimethyl-1,3-dioxolane

Bp 630 C / 24 Torr, n20: 1.4191 M3) 2,2,5,5-tetraethyl-l, 3-dioxane bp 97 ° C / 8 Torr, n20: 1,4478 M4) 2,2- Diethyl-4,5,6-trimethyl-1,3-dioxane

Bp 88 ° C / 25 torr, n20: 1.4318 ms) 2,2-diethyl-4-isopropyl-5,5-dimethyl-1,3-dioxane

Bp 103 ° C / 17 torr, n20: 1.4420 M6) 2,2-diethyl-4-propyl-5,5-dimethyl-1,3-dioxane

Bp 85 ° C / 5 Torr, n20: 1.4425 Nj) 2,2-diisopropyl-4-methyl-1,3-dioxolane

Bp 75 ° C / 18 torr, n20: 1.4325 N2) 2,2-diisopropyl-4,5-dimethyl-1,3-dioxolane

Bp 91-93 ° C / 27 torr, n20: 1.4350 N3) 2,2,4-triisopropyl-5,5-dimethyl-1,3-dioxane

Bp 111 ° C / 7 torr, n20: 1.4538 Oi) 2 -styryl-4-methyl-1,3-dioxolane bp 126 ° C / 2.1 torr, n20: 1.5472

02) 2-styryl-4,5-dimethyl-1,3-dioxolane b.p. 132 ° C / 2.5 Torr, n20: 1.53 81

03) 2-styryl-4-isopropyl-5,5-dimethyl-1,3-dioxane bp 163-165 ° C / 2.3 torr, n20: 1.5268

The following explanations are intended to show the anti-inflammatory properties of the compounds of the formula I and their suitability for cosmetic preparations, in particular sunscreen and sunburn control agents.

In the tests listed below, the compounds of the formula I were tested for their anti-inflammatory properties. Prior to this, an orientation study of their toxicity was carried out in order to be able to determine the test doses for the further studies.

The rat paw test, as described by F. Kemper in the journal "Arzneimittelforschung" 10 (1960), p. 777, was used as a test to assess the compounds with regard to their suitability for inhibiting the inflammation caused by sunburn. To produce the edema, the test animals were injected with 0.1 ml of 6% dextran solution into the right hind paw about 5 mm deep between the second and third toes. While only the dextran solution was administered to the control animals, the test animals received the various test substances in the amount indicated in the table or administered orally 30 minutes before their injection. The volume of the paws was determined using the electrical volume measuring device described in more detail by F. Kemper and G. Amelin in the “Zeitschrift für die Experimentelle Medizin” 131 (1959), page 407. The measurements were taken 30 minutes before injections of the dextran solution, i.e. H. at the time of administration of the test substances to the test animals and 30 minutes after the injection of the dextran solution. For comparison, the left untreated paw was always measured at the times mentioned. From the values for the swelling in animals which had been treated with the test substance and in untreated animals 30 minutes after the dextran injection, the degree of edema inhibition was calculated as a percentage of the swelling which occurred in animals which had not received any test substance.

Another rat paw test was carried out by C. H. Winter in J. Of. pharmac. and experiment. Therapist Vol. 141 (1963) page 369 described so-called amputation methodology. In this procedure, the test animals are killed 3 hours after the injection of the inflammatory substance and the paw weights are determined. In these studies, carrageenin is used as an anti-inflammatory product. The inhibition of the development of the rat paw edema by the test substance, which is administered orally 1 hour before the inflammation is triggered, serves as a measure of the effect and is expressed in percent.

Based on general experience, the results of the rat paw tests can serve as a basis for the assessment of a compound as a sunburn control agent. In addition, a UV test was carried out on hairless mice, which also provides information about the usefulness of the substances as sunburn control agents. The hairless mice were irradiated on the back with a UV lamp from a distance of 60 cm for 30 minutes, which caused skin inflammation. In the test animals, the test substances were administered by interperitoneal injection or by os following the irradiation, while the control animals received no post-treatment. The dosage of the test substances was the same as in the rat paw test. The degree of edema formation was determined by measuring the skin fold thickness after 30 hours. By comparing the change in skin fold thickness due to the radiation in treated test animals with the change in the skin fold thickness in animals which were irradiated but not treated, the degree of percentage inhibition of the erythema was determined, which is given in the table below.

As a further test, the UV erythema test was carried out on guinea pigs. For this purpose, the back of the test animals is freed of hair by shearing and treating them with a depilatory cream. The test animals are then irradiated for 8 minutes and then treated with the test solutions or ointments on the marked test fields after the irradiation. The second application is made after 30 minutes, the third and subsequent treatments follow after 60 minutes. After 6 hours from irradiation, the animals are washed, dried and assessed visually. The evaluation is repeated the next morning and the mean value for each substance is calculated from both evaluations. The two radiation spots directly behind the ears are chosen as the irradiated and untreated control points. Their redness intensity is set to 0. The disappearance of the reddening at the treated areas is rated with plus points up to + 4 (no more stain can be seen) and intensification of the reddening down to minus 4 (blistering). The sum of the evaluations from both evaluations, in relation to the number of animals times 4 as maximum bargain value (= 100%), gives the percentage inhibitory value of the substance. The inhibition values determined in this way are listed in the table below under the heading “UV erythema guinea pigs”.

5

10th

15

20th

25th

30th

35

40

45

50

55

60

65

5

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In the tests carried out as described above, the values listed in the table below were determined for the individual substances.

Table 1

Anti-inflammatory properties and orientative toxicity

Test substance

Orientative toxicity LDso (g / kg)

Rat paw test Carrageenin edema dose PO Inhibition (mg / kg) (%)

Dextran edema

Dose p.o. inhibition

(mg / kg) (%)

UV edema hairless mouse 5% in petroleum jelly inhibition (%) and 30 h

UV erythema guinea pig 5% in tincture

Inhibition (%)

ai

3.1

1000

20th

1000

26

45

-

a2

> 1.0

1000

27th

1000

21st

40

32

a3

> 1.0

1000

20th

1000

35

35

-

a4

> 1.0

500

10th

-

-

-

34

as

> 1.0

500

24th

-

-

19th

44

aö

> 1.0

1000

23

-

-

15

32

c

> 1.0

1000

19th

-

-

29

-

d2

> 1.0

1000

35

1000

31

55

46

egg

> 1.0

1000

25th

-

-

-

39

fi

> 1.0

1000

15

1000

30th

45

-

f3

> 1.0

1000

30th

1000

7

-

45

f4

> 1.0

1000

32

1000

26

28

-

ji

> 1.0

1000

32

-

-

28

31

m4

> 1.0

-

-

-

-

-

57

g3

> 1.0

1000

32

-

40

34

g4

> 1.0

1000

32

1000

22

32

40

gs

> 1.0

1000

39

1000

10th

-

43

g6

> 1.0

1000

45

1000

26

13

42

H

> 1.0

1000

27th

-

44

ii

> 1.0

500

35

500

37

24th

30th

j2

> 1.0

1000

13

1000

18th

36

28

ki

> 1.0

1000

23

-

-

33

k2

> 1.0

1000

40

1000

27th

49

46

L

> 1.0

1000

15

-

23

34

ms

> 1.0

1000

32

1000

34

52

53

oi

> 1.0

1000

25th

1000

31

43

41

o3

> 1.0

1000

25th

-

32

29

Some examples of a cosmetic preparation according to the invention containing a compound of the formula I as an anti-inflammatory substance are listed below.

1. To manufacture a sunscreen oil

20 g of 4-propyl-5-ethyl-1,3-dioxane

30 g of menthyl salicylate are finely suspended with heating in 100 g of paraffin oil, and then at about 25 ° C with the following other ingredients

300 g vegetable oil containing lecitin 400 g olive oil 100 g isopropyl myristinate 100 g purcellin oil mixed intimately.

2. To make a sunburn powder

40 g of 2-cyclohexyl-4-isopropyl-5,5-dimethyl-l, 3-dioxane intensively in a powder mixer with 400 g of rice starch, 400 g of colloidal clay, 100 g of lycopodium and 100 g of talc in homogeneous distribution.

3. To make an anti-inflammatory aftershave

30 g of 2-styryl-4-methyl-l, 3-dioxolane together with a solution of 5 g of citric acid

30 g glycerin in 100 g mutton water combined with a perfumed, 80% alcoholic preparation 45 to a total of 1000 g.

4. 40 g of glycerol monostearate are used to produce a sun protection cream

160 g beeswax 420 g mineral oil 50 50 g ceresin

50 g of an absorption base based on cholesterol,

Beeswax, stearyl alcohol and petrolatum 30 g of 2,2-diethyl-4-isopropyl-5,5-dimethyl-1,3-dioxane

40 g of benzyl salicylate 55 melted together at 65 ° C. A mixture of 247 g of water and 13 g of borax heated to the same temperature is added to this warm mixture

2 g of methyl p-oxybenzoate 60 are incorporated with vigorous stirring and the cream obtained is stirred further until room temperature is reached.

5. To prepare a sunscreen emulsion is heated to about 8 ° C in a mixture of

65 20 g glycerol monostearate 70 g stearic acid 30 g oleic acid 20 g cetyl alcohol

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40 g of 2-ethyl-2,5,5-trimethyl-4-isopropyl-l, 3-dioxane, 40 g of phenyl salicylate are added to a mixture of 800 g of water, 10 g of glycerol and 9 g of triethanolamine with vigorous stirring. The lotion obtained is then stirred cold.

The above emulsion can also be packaged in an aerosol form using a propellant in a weight ratio of 80 parts lotion: 20 parts propellant.

Instead of the cyclic acetals and ketals used in the aforementioned formulations, the other cyclic acetals and ketals listed above can be used with equally good success.

s

Claims (5)

621 062 PATENT CLAIMS 1. Cosmic preparation, characterized in that it contains at least one cyclic acetal or ketal of the formula R, L \ / ° N Cv X 0y (i) in which R 1 and R 2 are, independently of one another, hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl or alkoxyalkyl, the sum of the C atoms of R 1 and R 2 being 1-12, and in which X is an alkylene radical of the formula in which R 3 to R 8 are hydrogen, Alkyl with 1-8 carbon atoms or hydroxymethyl and n is the number 0.1 or 2, is used as an anti-inflammatory agent. 2. Preparation according to claim 1, characterized in that the proportion of the compound of the formula I is 0.01-10% by weight, preferably 0.5-5% by weight, based on the total weight of the preparation. 3. Preparation according to claim 1, characterized in that it also contains UV filter substance. 4. Preparation according to claim 3, characterized in that the amount of UV filter substance is 1-10% by weight, preferably 2-6% by weight, based on the total weight of the preparation. 5. Use of the preparation according to claim 1 as a sunscreen or sunburn control agent.