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US 2014/0275536 A1Published application
Novel phenol derivatives and pharmaceutical or cosmetic use thereof
AssigneeGalderma Research & Development
InventorCédric Poinsard
Life of this patent
Estimating the term…
Abstract
The use of compounds in the treatment of skin disorders is described. In particular, use of a compound of formula (I): or one of its pharmaceutically acceptable salts, solvates or hydrates in the preparation of a medicament to treat skin pathologies is described.
Claims17
A compound of formula (I):
- in which:
- R1 represents a C2-6 alkyl, C3-7 cycloalkyl, C1-6 alkyloxy, —S(O)m—C1-6 alkyl, C1-6 fluoroalkyl, C1-6 fluoroalkyloxy, —(CH2)n—C3-9 cycloalkyl, —(CH2)n—C3-9 cycloalkyl, C2-6 alkyl-OH, —(CH2)n—C1-6 alkyloxy, —(CH2)n—C1-6 fluoroalkyl, —(CH2)p—O—C1-6 fluoroalkyl, CORa, CN, NO2 or NR8R9 group, a halogen or a phenyl or heteroaryl group comprising either a) from 1 to 4 nitrogen atoms or b) an oxygen or sulphur atom and 1 or 2 nitrogen atom(s);
- wherein the phenyl and heteroaryl groups can optionally be substituted with one to three identical or different Rb groups,
- R2 and R3 are identical or different and represent a hydrogen atom or a C1-9 alkyl, C3-9 cycloalkyl, C1-6 fluoroalkyl, —(CH2)r—C3-9 cycloalkyl, alkyl-OH, —(CH2)r—C1-6 alkyloxy, —(CH2)r—C3-7 cycloalkyl, —(CH2)r—C1-6fluoroalkyl, or —(CH2)q—O—C1-6 fluoroalkyl group,
- optionally, the R2 and R3 groups can form, with the carbon atom which bears them, a C3-9 cycloalkyl group or a heterocycle,
- R4, R5, R6, R7 are identical or different and represent either a hydrogen atom or a C1-6 alkyl, C3-7 cycloalkyl, C1-6 alkyloxy, —S(O)s—C1-6 alkyl, C1-6 fluoroalkyl, C1-6 fluoroalkyloxy, —(CH2)t—C3-9 cycloalkyl, —(CH2)t—C3-9 cycloalkyl, —C1-6 alkyl-OH, —(CH2)t—C1-6 alkyloxy, —(CH2)t—C1-6fluoroalkyl, —(CH2)u—O—C1-6fluoroalkyl, CORd, CN or NR8′R9′ group, or a halogen or a phenyl or heteroaryl group comprising either a) from 1 to 4 nitrogen atoms or b) an oxygen or sulphur atom and 1 or 2 nitrogen atom(s);
- these phenyl and heteroaryl groups can optionally be substituted with one to three identical or different Rc groups,
- X represents CH or N;
- Y represents either a nitrogen atom, or a carbon atom substituted with a C1-6 alkyl, C3-7 cycloalkyl, C1-6 alkyloxy, —S(O)v—C1-6 alkyl, C1-6 fluoroalkyl, C1-6 fluoroalkyloxy, —(CH2)l—C3-9 cycloalkyl, —(CH2)l—C3-9 cycloalkyl, C1-6 alkyl-OH, (CH2)1—C1-6 alkyloxy, —(CH2)l—C1-6fluoroalkyl, —(CH2)w—O—C1-6fluoroalkyl, CORe, CN, NR10R11 or NO2 group, a hydrogen atom or a halogen or a phenyl or heteroaryl group comprising either a) from 1 to 4 nitrogen atoms or b) an oxygen or sulphur atom and 1 or 2 nitrogen atom(s);
- these phenyl and heteroaryl groups can optionally be substituted with one to three identical or different Rb groups,
- Ra, Rd and Re are identical or different and represent a C1-6 alkyl, C1-6 alkyloxy or NR12R13 group;
- Rb and Rc are identical or different and represent a halogen, or a C1-6 alkyl, C3-7 cycloalkyl, C1-6 alkyloxy, —S(O)l—C1-6 alkyl, C1-6 fluoroalkyl, C1-6 fluoroalkyloxy, —(CH2)l—C3-7 cycloalkyl, OH, —(CH2)l—C3-7 cycloalkyl, C1-6 alkyl-OH, —(CH2)l—C1-6 alkyloxy, —(CH2)l—C1-6 fluoroalkyl, —(CH2)z—O—C1-6 fluoroalkyl, CORa, CN or NR14R15 group;
- R8 and R8′ are identical or different and represent a C1-6 alkyl, C3-7 cycloalkyl, —(CH2)f—C3-7 cycloalkyl or —(CH2)f—C1-6fluoroalkyl group;
- R9, R9′, R10, R11, R12, R13, R14 and R15 are identical or different and represent a hydrogen atom or a C1-6 alkyl, C3-7 cycloalkyl, —(CH2)g—C3-7 cycloalkyl or —(CH2)g—C1-6fluoroalkyl group;
- optionally, the R8 and R9 groups can form, with the nitrogen atom which bears them, a heterocycle;
- optionally, the R8′ and R9′ groups can form, with the nitrogen atom which bears them, a heterocycle;
- optionally, the R10 and R11 groups can form, with the nitrogen atom which bears them, a heterocycle;
- optionally, the R12 and R13 groups can form, with the nitrogen atom which bears them, a heterocycle;
- optionally, the R14 and R15 groups can form, with the nitrogen atom which bears them, a heterocycle;
- f, g, i, l, n, r and t are different or identical and are equal to 1, 2 or 3;
- j, m, s and v are different or identical and are equal to 0, 1 or 2;
- p, q, u, w and z are different or identical and are equal to 2, 3 or 4;
- and also a pharmaceutically acceptable salt, solvate, hydrate conformer or rotamer thereof.
20 more elements
Dependencies are inferred from the claim text.