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公开(公告)号:JPH11116455A
公开(公告)日:1999-04-27
申请号:JP22888398
申请日:1998-08-13
Applicant: BASF AG
Inventor: HABECK THORSTEN , HAREMZA SYLKE , SCHEHLMANN VOLKER DR , WESTENFELDER HORST , WUENSCH THOMAS DR , DROEGEMUELLER MICHAEL DR , BOMM VOLKER
IPC: A61K8/00 , A61K8/35 , A61K8/37 , A61K8/40 , A61K8/41 , A61K8/42 , A61K31/12 , A61K31/122 , A61K31/216 , A61K31/277 , A61Q1/00 , A61Q1/04 , A61Q17/04 , C07C69/618 , C07C69/76 , C07C233/00 , C07C233/11 , C07C235/34 , A61K7/42
Abstract: PROBLEM TO BE SOLVED: To prepare a cosmetic or the like, having a high absorbance in the UV-A area, showing a high photoresistibility and high stability, capable of manifesting pleasant touch feeling by using a specific 4,4-diarylbutadiene with a well-known compound. SOLUTION: This compound is 4,4-diarylbutadiene of formula I [R and R are each H, a 1-20C alkyl, a 2-10C alkenyl, an aryl or the like; R is H, COOR (R is H, a 1-20C alkyl or the like), a 1-20C alkyl, CN or the like; R is COOR (R is same as R ), CN, a 1-20C alkyl or the like; (n) is 1-3], e.g. the compound of formula II. The compound of formula I is obtained by condensing a compound of formula III with a compound of formula IV. The compound of formula I itself is well-known, and is used together with a compound used as a sun-screening agent for preparations for cosmetics and pharmaceutical preparations. The compound of formula I is preferably used in the proportion of 0.1-10 wt.% based on the whole quantity of the preparation.
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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
Inventor: DROEGEMUELLER MICHAEL DR , BOMM VOLKER DR , SCHEHLMANN VOLKER DR , WESTENFELDER HORST
IPC: C07D215/42 , A61K8/00 , A61Q17/04 , C07C225/14 , C07C229/54 , C07C237/30 , C07C309/46 , C07C311/39 , C09K3/00 , A61K7/42
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.
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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
Inventor: HABECK THORSTEN DR , HAREMZA SYLKE DR , SCHEHLMANN VOLKER DR , WESTENFELDER HORST , WUENSCH THOMAS DR , DROEGEMUELLER MICHAEL DR , BOMM VOLKER DR
IPC: A61K8/35 , A61K8/37 , A61K8/40 , A61K8/42 , A61K31/12 , A61K31/122 , A61K31/216 , A61K31/277 , A61Q1/04 , A61Q17/04 , C07C69/618 , C07C233/11 , C07C235/34 , A61K7/44 , A61K31/215
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).
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公开(公告)号:DE59804542D1
公开(公告)日:2002-08-01
申请号:DE59804542
申请日:1998-01-13
Applicant: BASF AG
Inventor: DROEGEMUELLER MICHAEL DR , BOMM VOLKER DR , SCHEHLMANN VOLKER DR , WESTENFELDER HORST
IPC: C07D215/42 , A61K8/00 , A61Q17/04 , C07C225/14 , C07C229/54 , C07C237/30 , C07C309/46 , C07C311/39 , C09K3/00 , A61K7/42
Abstract: Arylaminomethylene-camphor derivatives of formula (I) are new: R1 = H or Me; R2 = H, 1-6C alkyl, 3-8C cycloalkyl, 2-6C alkenyl; 3-8C cycloalkenyl or aryl (optionally substituted); R3 = H, 1-6C alkyl, 3-8C cycloalkyl, aryl (optionally substituted), 1-6C alkoxy or 1-8C acyl; and Ar = aryl or heteroaryl (both optionally substituted); NB the double bond is Z or E configuration.
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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
Inventor: HABECK THORSTEN DR , HAREMZA SYLKE DR , SCHEHLMANN VOLKER DR , WESTENFELDER HORST , WUENSCH THOMAS DR , DROEGEMUELLER MICHAEL DR , BOMM VOLKER DR
IPC: A61K8/35 , A61K8/37 , A61K8/42 , A61Q17/04 , C07C69/602 , C07C69/618 , C07C69/738 , C07C233/11 , C07C235/32 , C07C235/34 , A61K7/42 , A61K7/48 , C07C255/23
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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公开(公告)号:DE19701448A1
公开(公告)日:1998-07-23
申请号:DE19701448
申请日:1997-01-17
Applicant: BASF AG
Inventor: DROEGEMUELLER MICHAEL DR , BOMM VOLKER DR , SCHEHLMANN VOLKER DR , WESTENFELDER HORST
IPC: C07D215/42 , A61K8/00 , A61Q17/04 , C07C225/14 , C07C229/54 , C07C237/30 , C07C309/46 , C07C311/39 , C09K3/00 , C07C229/56 , C07C229/60 , C09K15/20 , C09K15/22 , A61K7/42 , A61K7/44
Abstract: Arylaminomethylene-camphor derivatives of formula (I) are new: R1 = H or Me; R2 = H, 1-6C alkyl, 3-8C cycloalkyl, 2-6C alkenyl; 3-8C cycloalkenyl or aryl (optionally substituted); R3 = H, 1-6C alkyl, 3-8C cycloalkyl, aryl (optionally substituted), 1-6C alkoxy or 1-8C acyl; and Ar = aryl or heteroaryl (both optionally substituted); NB the double bond is Z or E configuration.
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