ARYLAMINOMETHYLENE CAMPHOR DERIVATIVE AND ITS USE

    公开(公告)号:JPH10226671A

    公开(公告)日:1998-08-25

    申请号:JP591898

    申请日:1998-01-14

    Applicant: BASF AG

    Abstract: PROBLEM TO BE SOLVED: To obtain the subject new compound having excellent light stability and high solubility in oil, exhibiting high absorption peak in UV-A region and suitable as a UV-A filter. SOLUTION: This compound is expressed by formula I [the configuration of the C=C double bond is Z or E; R is H or CH3 ; R is H, a 1-6C alkyl, etc.; R is H, a 1-6C alkyl, etc; Ar is a (substituted) taryl or a (substituted) heteroaryl, preferably a 2-(alkoxycarboxy)-phenyl]. The compound can be produced by reacting a hydroxymethylene camphor compound of formula II with equimolar amount of an amine (e.g. p-aminobenzoic acid 2'-ethylhexyl ester) in the presence of a base (e.g. pyridine) or an acid (e.g. hydrochloric acid) and optionally a solvent (e.g. methanol) at 0-200 deg.C for 1-5hr. The compound of the formula I is especially suitable for cosmetics and pharmacological uses as a light-shielding agent, especially as a UV-A filter. In the case of using the compound of the formula I as an additive for a cosmetic or a cosmetic composition, it is added in an amount of 0.1-15wt.% based on the preparation.

    Use of 4,4-di:aryl-butadiene derivatives as photostable UV filter compounds

    公开(公告)号:DE19746654A1

    公开(公告)日:1999-02-18

    申请号:DE19746654

    申请日:1997-10-22

    Applicant: BASF AG

    Abstract: The use of 4,4-diaryl-butadiene derivatives of formula (I), in which the diene system has Z,Z-, Z,E-, E,Z- or Z,Z-configuration (or a mixture of these), is claimed as photostable ultraviolet (UV) stabilisers in cosmetic or pharmaceutical preparations for protecting human skin against sunlight, (I) optionally being used in combination with known UV absorbers. R1,R2 = H; 1-20C alkyl, 2-10C alkenyl, 3-10C cycloalkyl, 3-10C cycloalkenyl, 1-12C alkoxy, 1-20C alkoxycarbonyl, mono- or di-(1-12C alkyl)-amino, aryl or heteroaryl (all optionally substituted); or water-solubilising substituents selected from carboxylate, sulphonate and ammonium; R3 = H or (all optionally substituted) COOR5, COR5, CONR5R6, CN, SO2R5, SO2OR5, P(O)(OR7)(OR8), 1-20C alkyl, 2-10C alkenyl, 3-10C cycloalkyl, 7-10C bicycloalkyl, 3-10C cycloalkenyl, 7-10C bicycloalkenyl, aryl or heteroaryl; R4 = as R3 but not H; R5-R8 = H or (all optionally substituted) 1-20C alkyl, 2-10C alkenyl, 3-10C cycloalkyl, 7-10C bicycloalkyl, 3-10C cycloalkenyl, 7-10C bicycloalkenyl, aryl or heteroaryl; or groups R3-R8 can together complete a 5- or 6-membered ring (optionally further fused). Also claimed are : (i) the use of (I) as photostable UV-A filters; (ii) the use of (I) as UV stabilisers in cosmetic and pharmaceutical compositions; (iii) cosmetic or pharmaceutical compositions for protecting the human epidermis or hair against UV light in the 280-400 nm region, comprising (I) and optionally known UV absorbers in a suitable carrier; (iv) (I) for use as medicament; and (v) pharmaceutical preparations containing (I).

    Use of 4,4-diarylbutadienes as photostable UV filters in cosmetics

    公开(公告)号:DE19755649A1

    公开(公告)日:1999-06-17

    申请号:DE19755649

    申请日:1997-12-15

    Applicant: BASF AG

    Abstract: Use of 4,4-diarylbutadienes (I) as photostable UV filters in cosmetics for protecting the skin and hair from the sun's rays. The use of 4,4-diarylbutadiene derivatives of formula (I) as a cosmetic preparation is new: Where the diene system is Z,Z; Z,E; E,Z or E,E; R1, R2 = H, 1-20C alkyl, 2-10C alkenyl, 3-10C cycloalkyl, 3-10C cycloalkenyl, 1-12C alkoxy, 1-20C alkoxycarbonyl, 1-12C alkylamino, 1-12C dialkylamino, aryl, heteroaryl (optionally substituted by carboxylate, sulfonate or ammonium residues); R3 = H, COOR5, COR5, CONR5,R6, CN, O=S(R5)=O, O=S(OR5)=O, R7OP(OR8)=O, 1-20C alkyl, 2-10C alkenyl, 3-10C cycloalkyl, 7-10C bicycloalkyl, 3-10C cycloalkenyl, 7-10C bicycloalkenyl, aryl or heteroaryl (optionally substituted); R4 = COOR6, COR6, CONR5,R6, CN, O=S(R6)=O, O=S(OR6)=O, R7OP(OR8)=O, 1-20C alkyl, 2-10C alkenyl, 3-10C cycloalkyl, 7-10C bicycloalkyl, 3-10C cycloalkenyl, 7-10C bicycloalkenyl, aryl or heteroaryl (optionally substituted); R5-R8 = H, 1-20C alkyl, 2-10C alkenyl, 3-10C cycloalkyl, 7-10C bicycloalkyl, 3-10C cycloalkenyl, 7-10C bicycloalkenyl, aryl or heteroaryl (optionally substituted); and n = 1-3; where R3-R8 may in each case together with the C atoms to which they are bonded, form a 5- or 6-membered ring which may be further fused.

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