Drug – bio-affecting and body treating compositions – Topical sun or radiation screening – or tanning preparations
Patent
1994-08-12
1996-05-28
Gupta, Yogendra N.
Drug, bio-affecting and body treating compositions
Topical sun or radiation screening, or tanning preparations
424 60, 514241, 514245, 544194, 544197, 544208, 544211, 544219, A61K 742, A61K 744, C07D25130, C07D25154
Patent
active
055209068
DESCRIPTION:
BRIEF SUMMARY
The invention relates to triazine derivatives of the Formula I ##STR3## wherein Y is NH or O, formula II ##STR4## wherein Phe is a phenylene group which is unsubstituted or substituted by 1 to 4 alkyl or alkoxy groups having 1 to 10 C atoms and in particular for protection from solar radiation, and in pharmaceutical formulations for preventive treatment of inflammations and allergies of the skin or of certain types of cancer.
As is known, the skin reacts sensitively to solar rays, which can cause common sunburn or erythema, but also burns to a greater or lesser degree.
However, solar rays also have other adverse effects: they cause the skin to lose its elasticity and form wrinkles and thus lead to premature ageing. Dermatoses can also sometimes be observed. In extreme cases, skin cancer occurs in some people.
It is also desirable to protect hair from photochemical damage, to prevent changes in color shades, decolorization or damage of a mechanical nature.
It is known that the components contained in cosmetic preparations are not always sufficiently stable to light and decompose under the action of light rays.
It is known that the most dangerous part of solar rays is formed by the ultraviolet rays having a wavelength of less than 400 nm. It is also known that, because of the presence of the ozone layer in the earth's atmosphere, which absorbs some of the solar radiation, the lower limit of the ultraviolet rays which reach the earth's surface is about 280 nm.
It therefore seems desirable to provide compounds which can absorb UV rays in a wavelength range from 280 to 400 nm, that is to say also UV-B rays having a wavelength between 280 and 320 nm, which play a decisive role in the development of solar erythema, and also UV-A rays having a wavelength of between 320 and 400 nm, which tan the skin but also age it, promote initiation of an erythematous reaction or magnify this reaction in certain people or can even trigger phototoxic or photoallergic reactions.
The sunscreen filters customary today in cosmetics are divided into UVA filters and UVB filters. While there are good filters in the UVB range (280-320 nm) with substances such as Eusolex.RTM. 6300 or Eusolex.RTM. 232, those used in the UVA range (320-400 nm) have problems:
Dibenzoylmethanes such as Parsol.RTM. 1789 or Eusolex.RTM. 8020 do not have an unlimited stability under UV irradiation, which on the one hand reduces the effectiveness of the filter with time and on the other hand can promote photosensitizations of the skin in isolated cases. The benzophenones also used as UVA filters have only a limited solubility in the oils used in cosmetics, and they have a relatively low absorption. In contrast, only few water-soluble UVA filters are currently known, but their UV absorption is low.
Similar triazine derivatives are known from DE 34 08 406. However, these contain no methylenecamphylidene group on the phenylene ring. Although these compounds can also be used as UV filters in sunscreen agents, they show no absorption in the UVA range. These compounds furthermore have only a limited solubility in conventional cosmetic carriers, in particular in aqueous suspensions, so that they usually have to be employed together with other UV filters in sunscreen agents.
German Auslegeschrift DE 12 05 970 describes triazine derivatives for protection of organic substances from UV radiation, the triazine group in these derivatives being linked to a benzooxazolylanilino group. These compounds absorb UV rays with high wavelengths, for example 370-380 nm, and are unsuitable as constituents of cosmetic compositions.
It has been found that (4-camphylidenemethylene-anilino or -phenoxy)-1,3,5-triazine derivatives, in particular 1,3,5-triazines which are linked to aminoarylidenecamphor in the 2,4- or in the 2,4,6-position, have outstanding UVA filter properties. Their solubility in the oils used in cosmetics is very good, so that use concentrations up to at least 10% of the formulation are possible even in complicated formulations. Sulfonic acid derivatives (X=SO.sub.3 H) are
REFERENCES:
patent: 4061730 (1977-12-01), Kalopissis et al.
patent: 5037568 (1991-08-01), O'Neil et al.
patent: 5252323 (1993-10-01), Richard et al.
Casutt Michael
Heywang Ulrich
Martin Roland
Schwarz Michael
Stein Ingeborg
Gupta Yogendra N.
Merck Patent Gesellschaft mit beschrankter Haftung
LandOfFree
Triazine derivatives with UV filter properties does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Triazine derivatives with UV filter properties, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Triazine derivatives with UV filter properties will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-784851