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US 7,125,869 B2Granted
Polycyclic compounds which modulate PPARγ type receptors and cosmetic/pharmaceutical compositions comprised thereof
AssigneeGalderma Research & Development
InventorsLaurence Clary, Pascal Collette, Michel Rivier, Andre Jomard
Life of this patent
Estimating the term…
Abstract
Novel polycyclic compounds having the structural formula (I) below: are formulated into pharmaceutical compositions suited for administration in human or veterinary medicine (in dermatology, and also in the fields of cardiovascular diseases, immune diseases and/or diseases associated with lipid metabolism), or, alternatively, into cosmetic compositions.
Claims23
A polycyclic compound having the structural formula (I):
- in which R1 is a radical selected from among those of the following formulae (a)–(c):
- wherein R4, R5, V, W and Y are as defined below;
- R2 is a hydrogen atom, a halogen atom, an alkyl radical having from 1 to 12 carbon atoms, a hydroxyl radical, an alkoxy radical having from 1 to 7 carbon atoms, a polyether radical, a nitro radical, or an amino radical that may optionally be substituted with one or more alkyl radicals having from 1 to 12 carbon atoms, an aryl radical, an aralkyl radical, a heteroaryl radical or a heterocyclic radical;
- R3 is a radical —(CH2)t—(N—R15)u—(C(O,N))zR16, an alkyl radical having from 1 to 12 carbon atoms, an aryl radical, an aralkyl radical, a heteroaryl radical, a heterocyclic radical or a 9-fluorenylmethyl radical, wherein t, u, z, R15 and R16 are as defined below;
- R4 is a hydrogen atom, an alkyl radical having from 1 to 12 carbon atoms, an aryl radical, an aralkyl radical, a heteroaryl radical or a heterocyclic radical;
- R5 is a radical O—(CH2)n—R6, a radical NR′—(CH2)n—R14, a hydroxyl radical, an alkoxy radical having from 1 to 7 carbon atoms, an aryl radical, an aralkyl radical, a heteroaryl radical or a heterocyclic radical, or a radical:
- wherein R6, R14, R′, R″ and n are as defined below;
- R′ is a hydrogen atom, an alkyl radical having from 1 to 12 carbon atoms, a hydroxyl radical, an aryl radical, an aralkyl radical, a heteroaryl radical or a heterocyclic radical;
- R″ is a hydrogen atom, an alkyl radical having from 1 to 12 carbon atoms, an aryl radical, an aralkyl radical, a heteroaryl radical, a heterocyclic radical or a radical —(CH2)n—R6, wherein R6 and n are as defined below;
- R6 is an aryl radical, an aralkyl radical, a heteroaryl radical, a heterocyclic radical, a radical NH—CO—R7, a radical NH—CO—O—R7 or a radical N—R7R8, wherein R7 and R8 are as defined below;
- n has the values 1, 2 or 3;
- R7 is a hydrogen atom, an alkyl radical having from 1 to 12 carbon atoms, an aryl radical, an aralkyl radical, a heteroaryl radical or a heterocyclic radical;
- R8 is a hydrogen atom or an alkyl radical having from 1 to 3 carbon atoms;
- X is an oxygen or sulfur atom, or a methylene (CH2) or NR9 radical, wherein R9 is a hydrogen atom, an alkyl radical having from 1 to 12 carbon atoms or an aralkyl radical;
- A is a linking radical having the following structure:
- —(CH2)m—(N—R10)p—(CO)q-(D)r- a)
- or
- —(CH2)m—(N—R10)p—(CS)q-(D)r- b)
- wherein D, r, g, p and m are as defined below and R10 is also as defined below;
- D is an oxygen or sulfur atom, a radical NR11, or a CH2 radical, wherein R11 is as defined below;
- m, p, q and r, which may be identical or different, each has the values 0 or 1;
- R10 and R11, which may be identical or different, are each a hydrogen atom or an alkyl radical having from 1 to 12 carbon atoms;
- V is an oxygen, sulfur or nitrogen atom, the nitrogen atom being bonded to a hydrogen atom or an alkyl radical having from 1 to 6 carbon atoms;
- W is a nitrogen atom or a radical C—R12, wherein R12 is as defined below;
- Y is a nitrogen atom or a carbon atom;
- R12 is a hydrogen atom, an alkyl radical having from 1 to 12 carbon atoms, an aryl radical, an aralkyl radical, a heteroaryl radical or a heterocyclic radical;
- R13 is a hydrogen or halogen atom;
- R14 is a heterocyclic radical;
- R15 is a hydrogen atom, an alkyl radical having from 1 to 12 carbon atoms, an aryl radical, an aralkyl radical, a heteroaryl radical or a heterocyclic radical;
- t, u and z, which may be identical or different, each has a value from 0 to 4;
- R16 is a hydrogen atom, an alkyl radical having from 1 to 12 carbon atoms, an aryl radical, an aralkyl radical, a heteroaryl radical, a heterocyclic radical, a radical NHCOR7, a radical NHCOOR7 or a radical NR7R8, wherein R7 and R8 are as defined above, with the proviso that, when m is 0, then q is 1 and R10 is an alkyl radical having from 1 to 12 carbon atoms;
- and the optical and geometrical isomers and salts thereof.
29 more elements
Dependencies are inferred from the claim text.