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Amino substituted hydroxyphenyl benzophenone derivatives Disclosure Number: IPCOM000018721D
Publication Date: 2003-Aug-04
Document File: 195 page(s) / 3M

Publishing Venue

The Prior Art Database


Described are amino substituted hydroxyphenyl benzophenone derivatives. The compounds are useful as UV filters in sunscreen applications.

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Amino substituted hydroxyphenyl benzophenone derivatives

The present invention relates to amino substituted hydroxyphenyl benzophenone derivatives, the process for the preparation of these compounds, the use of these UV absorbers, preferab­ly for the protection of human and animal hairs and from the damage of UV radiation as well as cosmetic compositions comprising these compounds.

The new compounds correspond to the formula

(1)   , wherein

R1 and R2 independently from each other are; C1-C20alkyl; C2-C20alkenyl; C3-C10cycloalkyl; C3-C10cycloalkenyl; or R1 and R2 together with the linking nitrogen atom form a 5- or 6-membered heterocyclic ring;

n1� � � is a number from 1 to 4;

when n1 = 1,

R3        � � is a saturated or unsaturated heterocyclic radical; hydroxy-C1-C5alkyl; cyclohexyl optionally substituted with one or more C1-C5alkyl; phenyl optionally substituted with a heterocyclic radical, aminocarbonyl or C1-C5alkylcarboxy;

when n1 is 2,

R3         � is an alkylene-, cycloalkylene, alkenylene or phenylene radical which is optionally substituted by a carbonyl- or carboxy group; a radical of formula    or R3 together with A forms a bivalent radical of the formula (1a)   ; wherein


n2        � � � is a number from 1 to 3;

when n1 is 3,

R3         � is an alkanetriyl radical; �

wenn n1 is 4,

R3         � is an alkanetetrayl radical;

A        � � � � is ‑O‑; or –N(R5)‑; and

R5� � is hydrogen; C1-C5alkyl; or hydroxy-C1-C5alkyl.

C1-C20Alkyl denotes a linear or branched, unsubstituted or substituted alkyl group such as, for example, methyl, ethyl, propyl, isopropyl, n-butyl, n-hexyl, cyclohexyl, n‑decyl, n-dodecyl, n-octadecyl, eicosyl, methoxyethyl, ethoxypropyl, 2-ethylhexyl, hydroxyethyl, chloropropyl, N,N-diethylaminopropyl, cyanoethyl, phenethyl, benzyl, p-tert-butylphenethyl, p-tert-octyl­phenoxyethyl, 3-(2,4-di-tert-amylphenoxy)-propyl, ethoxycarbonylmethyl-2-(2-hydroxy­ethoxy)ethyl or 2-furylethyl.

C2-C20alkenyl is for example allyl, methallyl, isopropenyl, 2-bu­tenyl, 3-butenyl, isobutenyl, n-penta-2,4-dienyl, 3-methyl-but-2-enyl, n-oct-2-enyl, n-dodec-2-enyl, iso-dodecenyl, n-do­dec-2-enyl or n-octadec-4-enyl.

C3-C10cycloalkyl is for example cyclopropyl, cyclobutyl, cyclopentyl, cycloheptyl, cyclo­octyl, cyclo­nonyl or cyclodecyl and preferably cyclohexyl. These radicals may be� sub­stituted, for example by one or more oder equal or different C1-C4alkyl radicals, preferably by methyl, and/or hydroxy. If cycloalkyl radicals are substituted by one or more radicals, they are preferably substituted by one, two or four, preferably by one or two equal or radicals.

C3-C10cycloalkenyl is for example cyclopropenyl, cyclobutenyl, cyclopentenyl, cyclo­hep­tenyl, cycloocentyl, cyclo­nonenyl or cyclodecenyl and preferably cyclohexenyl. These radicals may be substituted with one or more equal or different C1-C4alkyl radical, preferably with methyl, and/or hydroxy. If cyclo­alkenyl radicals are substituted with one or more radicals they are preferably substituted with one, ...