Cosmetic Use of Substituted Amino Heterocylic Carbamoyl Analogs and Related Compounds
AssigneeAvon Products, Inc.
InventorJohn W. Lyga
Life of this patent
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Abstract
Cosmetic compositions comprising substituted amino heterocyclic carbamoyl analogs and methods of using such compositions to impart anti-aging benefits to the skin are disclosed. The substituted amino heterocyclic carbamoyl analogs are believed to have modulatory activity against one or more biochemical pathways implicated in skin aging.
Claims20
-18. (canceled)
A method for improving the aesthetic appearance of human skin comprising topically applying to an area of the skin in need thereof, a composition comprising a cosmetically acceptable vehicle and an effective amount of a collagen-stimulating compound of formula I:
- where:
- X is selected from O, S, or NRN;
- and
- R1 and R3 are independently a group of the form —[C(Ra)2]m-G-[C(Ra)2]n—Ra, where G is selected from a bond (i.e. absent), O, S, or NRN, and “m” and “n” are independently selected, at each occurrence, from an integer from 0 (zero) to 6;
- R2 and R4 are independently selected from the group consisting of Ra, C1-6 alkyl, alkenyl, alkynyl, and aryl, each of which may be optionally substituted with one or more groups Ra;
- L is selected from a CO, CO2, SO, SO2, PO3, or a bond (i.e. absent);
- wherein Ra is independently, at each occurrence, selected from hydrogen, halogen (F, Cl, Br, or I);
- —OH;
- —NH2;
- —NRNRN;
- —SH;
- —CN;
- oxo;
- —CHO;
- —CO2H;
- —O—(C═O)—H;
- —O—(C═O)—C1-10 alkyl;
- —O—(C═O)—Ar;
- —(C═O)—O—C1-10 alkyl;
- —(C═O)—O—Ar;
- —(C═O)—NRNRN;
- —O—C1-10 alkyl;
- —O—Ar;
- —S—C1-10 alkyl;
- —S—Ar;
- —Ar;
- —C1-10 alkyl;
- —NRN—CHO;
- —NRN—(C═O)—C1-10 alkyl;
- —C1-10 alkyl-O—C1-10 alkyl;
- perfluoroalkyl;
- epoxy;
- azido;
- thiocyanate;
- —SO2—RN;
- or nitro;
- wherein RN is independently selected, at each occurrence, from hydrogen or a C1-16 hydrocarbon radical, optionally substituted with halogen (F, Cl, Br, or I);
- —OH;
- —NH2;
- —NR*R*;
- —SH;
- —CN;
- oxo;
- —CHO;
- —CO2H;
- —O—(C═O)—H;
- —O—(C═O)—C1-10 alkyl;
- —O—(C═O)—Ar;
- —(C═O)—O—C1-10 alkyl;
- —(C═O)—O—Ar;
- —(C═O)—NR*R*;
- —O—C1-10 alkyl;
- —O—Ar;
- S—C1-10 alkyl;
- —S—Ar;
- —Ar;
- —C1-10 alkyl;
- —NR*—CHO;
- —NR*—(C═O)—C1-10 alkyl;
- C1-10 alkyl-O—C1-10 alkyl;
- perfluoroalkyl;
- epoxy;
- azido;
- thiocyanate;
- —SO2—R*;
- or nitro;
- wherein R* is independently hydrogen or a C1-16 hydrocarbon radical;
- where any two adjacent groups RN may together form a 5 or 6 membered ring;
- or a cosmetically acceptable salt thereof;
- and wherein said compound comprises from about 0.00001% to about 0.5% by weight of the composition.
A cosmetic composition for improving the aesthetic appearance of human skin comprising a cosmetically acceptable vehicle, one or more skin active agents or cosmetic excipients, and an effective amount of a collagen-stimulating compound of formula I:
- where:
- X is selected from O, S, or NRN;
- and
- R1 and R3 are independently a group of the form —[C(Ra)2]m-G-[C(Ra)2]n—Ra, where G is selected from a bond (i.e. absent), O, S, or NRN, and “m” and “n” are independently selected, at each occurrence, from an integer from 0 (zero) to 6;
- R2 and R4 are independently selected from the group consisting of Ra, C1-6 alkyl, alkenyl, alkynyl, and aryl, each of which may be optionally substituted with one or more groups Ra;
- L is selected from a CO, CO2, SO, SO2, PO3, or a bond (i.e. absent);
- wherein Ra is independently, at each occurrence, selected from hydrogen, halogen (F, Cl, Br, or I);
- —OH;
- —NH2;
- —NRNRN;
- —SH;
- —CN;
- oxo;
- —CHO;
- —CO2H;
- —O—(C═O)—H;
- —O—(C═O)—C1-10 alkyl;
- —O—(C═O)—Ar;
- —(C═O)—O—C1-10 alkyl;
- —(C═O)—O—Ar;
- —(C═O)—NRNRN;
- —O—C1-10 alkyl;
- —O—Ar;
- —S—C1-10 alkyl;
- —S—Ar;
- —Ar;
- —C1-10 alkyl;
- —NRN—CHO;
- —NRN—(C═O)—C1-10 alkyl;
- —C1-10 alkyl-O—C1-10 alkyl;
- perfluoroalkyl;
- epoxy;
- azido;
- thiocyanate;
- —SO2—RN;
- or nitro;
- wherein RN is independently selected, at each occurrence, from hydrogen or a C1-16 hydrocarbon radical, optionally substituted with halogen (F, Cl, Br, or I);
- —OH;
- —NH2;
- —NR*R*;
- —SH;
- —CN;
- oxo;
- —CHO;
- —CO2H;
- —O—(C═O)—H;
- —O—(C═O)—C1-10 alkyl;
- —O—(C═O)—Ar;
- —(C═O)—O—C1-10 alkyl;
- —(C═O)—O—Ar;
- —(C═O)—NR*R*;
- —O—C1-10 alkyl;
- —O—Ar;
- —S—C1-10 alkyl;
- —S—Ar;
- —Ar;
- —C1-10 alkyl;
- —NR*—CHO;
- —NR*—(C═O)—C1-10 alkyl;
- —C1-10 alkyl-O—C1-10 alkyl;
- perfluoroalkyl;
- epoxy;
- azido;
- thiocyanate;
- —SO2—R*;
- or nitro;
- wherein R* is independently hydrogen or a C1-16 hydrocarbon radical;
- where any two adjacent groups RN may together form a 5 or 6 membered ring;
- or a cosmetically acceptable salt thereof;
- and wherein said compound comprises from about 0.00001% to about 0.5% by weight of the composition.
Dependencies are inferred from the claim text.