US2017037015A1PendingUtilityA1

Novel phenol derivatives and pharmaceutical or cosmetic use thereof

Assignee: GALDERMA RES & DEVPriority: Dec 23, 2009Filed: Oct 20, 2016Published: Feb 9, 2017
Est. expiryDec 23, 2029(~3.4 yrs left)· nominal 20-yr term from priority
A61P 35/00A61P 37/08A61P 17/00A61P 17/08A61P 17/10A61P 17/14A61P 15/00C07D 237/22A61K 8/494A61K 8/69A61K 31/499A61Q 7/00A61K 8/4926A61Q 19/00A61K 31/505A61K 8/4953A61K 31/4965C07D 239/42A61Q 7/02C07D 237/20C07D 213/74C07D 241/20C07D 213/84A61K 31/44A61Q 19/008A61K 8/49
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Claims

Abstract

The present invention relates to novel compounds of general formula: and to the cosmetic or pharmaceutical use thereof.

Claims

exact text as granted — not AI-modified
1 . A compound of formula (I): 
       
         
           
           
               
               
           
         
       
       in which:
 R 1  represents a C 2-6  alkyl, C 3-7  cycloalkyl, C 1-6  alkyloxy, —S(O) m —C 1-6  alkyl, C 1-6  fluoroalkyl, C 1-6  fluoroalkyloxy, —(CH 2 ) n —C 3-9  cycloalkyl, —(CH 2 ) n —C 3-9  cycloalkyl, C 2-6  - 6  alkyl-OH, —(CH 2 ) n —C 1-6  alkyloxy, —(CH 2 ) n —C 1-6  fluoroalkyl, —(CH 2 ) p —O—C 1-6  fluoroalkyl, COR a , CN, NO 2  or NR 8 R 9  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); [[these]] wherein the phenyl and heteroaryl groups can optionally be substituted with one to three identical or different R b  groups, 
 R 2  and R 3  are identical or different and represent a hydrogen atom or a C 1-9  alkyl, C 3-9  cycloalkyl, C 1-6  fluoroalkyl, —(CH 2 ) r —C 3-9  cycloalkyl, —C 2-6  alkyl-OH, —(CH 2 ) r —C 1-6  alkyloxy, —(CH 2 ) r —C 3-7  cycloalkyl, —(CH 2 ) r —C 1-6  fluoroalkyl, or —(CH 2 ) q —O—C 1-6  fluoroalkyl group, 
 optionally, the R 2  and R 3  groups can form, with the carbon atom which bears them, a C 3-9  cycloalkyl group or a heterocycle, 
 R 4 , R 5 , R 6 , R 7  are identical or different and represent either a hydrogen atom or a C 1-6  alkyl, C 3-7  cycloalkyl, C 1-6  alkyloxy, —S(O) s —C 1-6  alkyl, C 1-6  fluoroalkyl, C 1-6  fluoroalkyloxy, —(CH 2 ) t —C 3-9  cycloalkyl, —(CH 2 ) t —C 3-9  cycloalkyl, —C 1-6  alkyl-OH, —(CH 2 ) t —C 1-6  alkyloxy, —(CH 2 ) t —C 1-6  fluoroalkyl, —(CH 2 )—O—C 1-6  fluoroalkyl, COR d , CN or NR 8 R 9′ 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 R c  groups, 
 X represents CH or N; 
 Y represents either a nitrogen atom, or a carbon atom substituted with a C 1-6  alkyl, C 3-7  cycloalkyl, C 1-6  alkyloxy, —S(O) v —C 1-6  alkyl, C 1-6  fluoroalkyl, C 1-6  fluoroalkyloxy, —(CH 2 ) l —C 3-9  cycloalkyl, —(CH 2 ) l —C 3-9  cycloalkyl, C 1-6  alkyl-OH, —(CH 2 ) l —C 1-6  alkyloxy, —(CH 2 ) l —C 1-6  fluoroalkyl, —(CH 2 ) w —O—C 1-6  fluoroalkyl, COR e , CN, NR 10 R 11  or NO 2  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 R b  groups, 
 R a , R d  and R e  are identical or different and represent a C 1-6  alkyl, C 1-6  alkyloxy or NR 12 R 13  group; 
 R b  and R c  are identical or different and represent a halogen, or a C 1-6  alkyl, C 3-7  cycloalkyl, C 1-6  alkyloxy, —S(O) j —C 1-6  alkyl, C 1-6  fluoroalkyl, C 1-6  fluoroalkyloxy, —(CH 2 ) i —C 3-7  cycloalkyl, OH, —(CH 2 ) i —C 3-7  cycloalkyl, C 1-6  alkyl-OH, —(CH 2 ) i —C 1-6  alkyloxy, —(CH 2 ) i —C 1-6  fluoroalkyl, —(CH 2 ) z —O—C 1-6  fluoroalkyl, COR a , CN or NR 14 R 15  group; 
 R 8  and R 8′ , are identical or different and represent a C 1-6  alkyl, C 3-7  cycloalkyl, —(CH 2 ) f —C 3-7  cycloalkyl or —(CH 2 ) f —C 1-6 fluoroalkyl group; 
 R 9 , R 9′ , R 10 , R 11 , R 12 , R 13 , R 14 and R 15 are identical or different and represent a hydrogen atom or a C 1-6  alkyl, C 3-7  cycloalkyl, —(CH 2 ) g —C 3-7  cycloalkyl or —(CH 2 ) g —C 1-6  fluoroalkyl group; 
 optionally, the R 8  and R 9  groups can form, with the nitrogen atom which bears them, a heterocycle; 
 optionally, the R 8′ , and R 9′ , groups can form, with the nitrogen atom which bears them, a heterocycle; 
 optionally, the R 10  and R 11  groups can form, with the nitrogen atom which bears them, a heterocycle; 
 optionally, the R 12  and R 13  groups can form, with the nitrogen atom which bears them, a heterocycle; 
 optionally, the R 14  and R 15  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. 
 
     
     
         2 .- 9 . (canceled)

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