Novel amide derivative and whitening agent
AssigneeAjinomoto Co., Inc.
InventorsYusuke AMINO, Yoshinobu TAKINO, Satoru OHASHI, Fumie OKURA, Megumi KANEKO
Life of this patent
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Abstract
Compound represented by formula (I): wherein the symbols are as defined in the description, and salts thereof, are useful as skin whitening agents.
Claims22
A compound represented by formula (V):
- wherein:
- R1, R2, R3, R4, and R5 are each independently a hydrogen atom, an alkyl group having a carbon number of 1 to 3, a hydroxyl group or an alkoxy group having a carbon number of 1 to 3, or R1 and R2, or R2 and R3 in combination optionally form a methylenedioxy group, and at least one of R1, R2, R3, R4 and R5 is a hydroxyl group;
- R6 is a hydroxyl group and R7 is a hydrogen atom;
- Z is a hydrogen atom;
- or a salt thereof,
- provided that the following compound and salts thereof are excluded:
- a compound wherein, when R1, R2, and R5 are hydrogen atoms, then:
- R3 and R4 are hydroxyl groups, or
- R3 is a hydroxyl group and R4 is a methoxy group,
- or R3 and R4 are hydrogen atoms, or
- R3 is a methoxy group and R4 is a hydrogen atom.
A method of whitening skin, comprising applying to the skin a whitening agent comprising a compound represented by formula (V):
- wherein:
- R1, R2, R3, R4, R5, R6 and R7 are each independently a hydrogen atom, an alkyl group having a carbon number of 1 to 3, a hydroxyl group or an alkoxy group having a carbon number of 1 to 3, or R1 and R2, or R2 and R3 in combination optionally form a methylenedioxy group, provided that at least one of R1, R2, R3, R4 and R5 is a hydroxyl group;
- Z is a hydrogen atom;
- or a salt thereof,
- provided that the following compound and salts thereof are excluded:
- a compound wherein, when R1, R2, R5 and R7 are hydrogen atoms, and R6 is a hydroxyl group, then:
- R3 and R4 are hydroxyl groups, or
- R3 is a hydroxyl group and R4 is a methoxy group, or
- R3 and R4 are hydrogen atoms, or
- R3 is a methoxy group and R4 is a hydrogen atom.
A compound represented by formula (IV):
- wherein:
- R1, R2, R4, and R5 are each independently a hydrogen atom, an alkyl group having a carbon number of 1 to 3, a hydroxyl group or an alkoxy group having a carbon number of 1 to 3, or R1 and R2 in combination optionally form a methylenedioxy group;
- R3 is a hydroxyl group;
- R6 is a hydroxyl group;
- R7 is a hydrogen atom;
- X is a methylene group, an ethylene group, or a vinylene group;
- Z is a hydrogen atom;
- or a salt thereof,
- provided that the following compound and salts thereof are excluded:
- a compound wherein, when X is a vinylene group, and R1, R2, and R5 are hydrogen atoms, then
- R4 is a hydrogen atom, a methoxy group, or a hydroxyl group.
A compound which is represented by any of formulae (5), (10), (16), (18), (19), (20), or (21):
- or a salt thereof.
A method of whitening skin, comprising applying to the skin a whitening agent, comprising a compound represented by formula (I′):
- wherein:
- R1, R2, R3, R4 and R5 are each independently a hydrogen atom, an alkyl group having a carbon number of 1 to 3, a hydroxyl group or an alkoxy group having a carbon number of 1 to 3, or R1 and R2, or R2 and R3 in combination optionally form a methylenedioxy group, and at least one of R1, R2, R3, R4 and R5 is a hydroxyl group;
- X is a methylene group, an ethylene group, or a vinylene group;
- Y is a divalent group represented by formula:
- Z is a hydrogen atom, a hydroxycarbonyl group or an alkoxycarbonyl group having a carbon number of 1 to 3, and when Z is other than a hydrogen atom and a carbon atom bonded to Z contains an asymmetric center, the stereochemistry thereof may be any of (S), (R) and (SR);
- Ar is a substituent represented by formula (II):
- wherein:
- R6 and R7 are each independently a hydrogen atom, an alkyl group having a carbon number of 1 to 3, a hydroxyl group or an alkoxy group having a carbon number of 1 to 3, and * is a moiety bonded to Y;
- provided that the following compounds and salts thereof are excluded:
- (1) a compound wherein, when X is a vinylene group, Y is an ethylene group, R1, R2, R5 and R7 are hydrogen atoms, and R6 is a hydroxyl group, then
- R3 is a hydroxyl group and R4 is a hydrogen atom, or
- R3 is a hydroxyl group and R4 is a methoxy group, or
- R3 and R4 are hydroxyl groups;
- and
- (2) a compound wherein, when X is a vinylene group, Y is an ethylene group, and R1, R2, R5, R6 and R7 are hydrogen atoms, then
- R3 and R4 are hydroxyl groups.
A compound represented by any of formulae (25), (26), (27), (28), or (29):
- or a salt thereof.
A method of whitening skin, comprising applying to the skin a whitening agent, comprising a compound represented by formula (24):
- a salt thereof.
Dependencies are inferred from the claim text.