Cosmetic compounds having two linked maleimide groups, cosmetic preparations, and method for treatment of keratin materials
Disclosed herein is a compound or pharmaceutically acceptable salt thereof of formula I: wherein Y is a C3-11 cycloalkyl and Z is straight-chain or branched C1-14 alkyl, wherein one or more CH2 groups may independently be replaced by —(CH2—O—CH2)—, —(CH2—CH2—O)—, —(O—CH2—CH2)—, C═O, —O—, —NH— and —NR—, wherein R is linear or branched C1-6 alkyl. Further disclosed are cosmetic preparations including compounds of formula I as well as uses of such compounds or preparations as hair care products.
1 . A compound of formula II or a pharmaceutically acceptable salt thereof
wherein:
Y is a C 3-11 bicycloalkyl,
L is CH 2 , and
Z is straight-chain or branched C 1-13 alkyl, wherein one or more CH 2 groups are independently replaced by —(CH 2 —O—CH 2 )—, —(CH 2 —CH 2 —O)—, —(O—CH 2 —CH 2 )—, —O—, —NH— or —NR—, wherein R is linear or branched C 1-6 alkyl.
2 . A compound according to claim 1 or a pharmaceutically acceptable salt thereof, wherein Y is a C 4-11 bridged bicycloalkyl.
3 . A compound according to claim 1 or a pharmaceutically acceptable salt thereof, having formula III
wherein:
Y is a C 4-11 bicycloalkyl,
X is selected from O, NH and NR, wherein R is linear or branched C 1-6 alkyl, and
Z is straight-chain or branched C 1-12 alkyl, wherein one or more CH 2 groups may independently be replaced by —(CH 2 —O—CH 2 )—, —(CH 2 —CH 2 —O)—, —(O—CH 2 —CH 2 )—, —O—, —NH—, and —NR—, wherein R is branched or linear C 1-6 alkyl.
4 . A compound according to claim 1 having formula IV or a pharmaceutically acceptable salt thereof
wherein:
Y is a C 5-11 bridged bicycloalkyl, and
Z is straight-chain or branched C 1-11 alkyl, wherein one or more CH 2 groups may independently be replaced by —(CH 2 —O—CH 2 )—, —(CH 2 —CH 2 —O)—, —(O—CH 2 —CH 2 )—, —O—, —NH—, and —NR—, wherein R is branched or linear C 1-6 alkyl.
5 . A compound according to claim 1 having formula V or a pharmaceutically acceptable salt thereof
wherein:
Y is a C 5-11 bridged bicycloalkyl,
G is —(CH 2 —O—CH 2 )—, —(CH 2 —CH 2 —O)—, —(O—CH 2 —CH 2 )—,
n is 1 to 4, and
m is 0 to 8.
6 . A compound according to claim 5 or a pharmaceutically acceptable salt thereof wherein
either Y is bicyclo[1.1.1]pentane, n is 2 or 3, and m is 0, 1, 2 or 3;
or Y is bicyclo[2.2.2]octane, n is 3, and m is 0.
7 . A compound according to claim 1 or a pharmaceutically acceptable salt thereof, wherein Y is selected from bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.1]heptane, bicyclo[3.1.1]heptane, bicyclo[2.2.2]octane, and bicyclo[3.2.1]octane.
8 . Cosmetic preparations comprising at least one compound according to claim 1 or a pharmaceutically acceptable salt thereof.
9 . Cosmetic preparations according to claim 8 further comprising at least one cosmetic additive selected from the group consisting of surfactants, oil components, emulsifiers, pearlescent waxes, consistency-enhancing agents, thickeners, superfatting agents, stabilizers, polymers, silicone compounds, fats, waxes, lecithins, phospholipids, UV light protection factors, humectants, biogenic agents, antioxidants, deodorants, antiperspirants, antidandruff agents, film-forming agents, swelling agents, insect repellents, self-tanning agents, tyrosine inhibitors (depigmentation agents), hydrotropes, solubilizers, preservatives, perfumed oils and dyes, and mixtures thereof.
10 . Cosmetic preparations according to claim 8 further comprising a carrier.
11 . A method for treatment of keratin materials, the method comprising applying to the keratin materials a compound according to claim 1 .
12 . The method according to claim 11 wherein the keratin materials are comprised in hair.
13 . A compound according to claim 5 wherein n is 2 or 3, and m is 0 to 3.
14 . Cosmetic preparations according to claim 10 wherein the carrier is selected from water, C(2-6)-alcohols, C(1-10) polyols, and oil components.