Substituted dimeric compounds
AssigneeLes Laboratoires Servier
InventorsDaniel Lesieur, Said Yous, Carole Descamps-Francois, François Lefoulon, Gérald Guillaumet, Marie-Claude Viaud, Caroline Bennejean, Philippe Delagrange, Pierre Renard
Life of this patent
Estimating the term…
Abstract
The invention relates to compounds of formula (I): A-G1-Cy-G2-Cy-G3-B (I) wherein: A represents NR1C(Q)R2, C(Q)NR2R3 or NR1C(Q)NR2R3, B represents NR1C(Q)R2, C(Q)NR2R3, NR1C(Q)NR2R3, C(Q)OR1, NR1C(Q)OR2 or NR2R3, G1 and G3 represent an optionally substituted alkylene chain, Cy represents a ring structure G2 represents a chain and medicinal products containing the same which are useful in treating or in preventing melatoninergic disorders.
Claims4
A compound selected from those of formula (XII″):
- A-G1-Cy-W4—(CH2)n—W2—(CH2)m-E′ (XII″)
- wherein
- A represents a grouping of formula
- wherein:
- Q represents sulphur or oxygen,
- R1, R2 and R3, which may be identical or different, represent hydrogen or Ra (wherein Ra represents unsubstituted or substituted linear or branched (C1-C6)alkyl, unsubstituted or substituted linear or branched (C2-C6)alkenyl, unsubstituted or substituted linear or branched (C2-C6)alkynyl, unsubstituted or substituted (C3-C8)-cycloalkyl, unsubstituted or substituted cycloalkyl-(C3-C8)alkyl (C1-C6) in which the alkyl moiety is linear or branched, polyhalo-(C1-C6)alkyl in which the alkyl moiety is linear or branched, aryl, aryl(C1-C6)alkyl in which the alkyl moiety is linear or branched, aryl(C2-C6)alkenyl in which the alkenyl moiety is linear or branched, heteroaryl, heteroaryl(C1-C6)alkyl in which the alkyl moiety is linear or branched, or heteroaryl(C2-C6)alkenyl in which the alkenyl moiety is linear or branched),
- or R2 and R3 form, with the nitrogen atom carrying them, a group selected from piperazinyl, and piperidinyl, and pyrrolidinyl,
- G1 represents a linear or branched alkylene chain having 1 to 4 carbon atoms that is optionally substituted by one or more identical or different groups selected from hydroxy, carboxy, formyl, Ra, ORa, COORa and CORa,
- Cy represents
- a ring structure of formula (II):
- wherein
- X and Y, which may be identical or different, represent sulphur, oxygen, carbon, CH, or CH2,
- R4 represents hydrogen, halogen, CF3, hydroxy, carboxy, formyl, amino, NHRa, NRaR1a, NHCORa, CONHRa, Ra, ORa, CORa, or COORa, wherein R1a can have any of the meanings of Ra,
- the symbol means that the bonds are single or double, with the proviso that the valency of the atoms is respected,
- wherein G1 substitutes the ring containing X and Y,
- W4 represents oxygen or sulphur, NH, or NRa,
- n represents an integer wherein 1≦n≦6,
- W2 represents a bond,
- E′ represents hydroxyl or halogen,
- m represents the integer 0,
- with the proviso that
- when Cy represents a naphthalene, and simultaneously G1-A represents —(CH2)2—NR1C(Q)R2 or —(CH2)2—NR1C(Q)NR2R3 (wherein R1, R2 and R3 are as defined hereinbefore), then the —W4—(CH2)n—W2—(CH2)m— chain cannot represent an —O-alkyl-chain,
- with the proviso that
- the compound of formula (XII″) cannot represent a compound of formula (XII″a):
- wherein A and G1 are as defined in formula (XII″) and Wa represents a linear or branched (C1-C6) alkyl,
- wherein:
- “aryl” is understood to mean naphthyl, phenyl and biphenyl,
- “heteroaryl” is understood to mean any saturated or unsaturated mono- or bi-cyclic group containing from 5 to 10 atoms and containing from 1 to 3 hetero atoms selected from nitrogen, sulphur and oxygen,
- it being possible for “aryl” and “heteroaryl” to be substituted by one or more identical or different radicals selected from hydroxy, carboxy, linear or branched (C1-C6)alkoxy, linear or branched (C1-C6)alkyl, polyhalo-(C1-C6)-alkyl in which the alkyl moiety is linear or branched, formyl, cyano, nitro, amino, linear or branched (C1-C6)alkylamino, di-(C1-C6)alkylamino in which each alkyl moiety is linear or branched, and halogen,
- the term “substituted” applied to the terms “alkyl”, “alkenyl” and “alkynyl” means that those groups are substituted by one or more identical or different radicals selected from hydroxy, linear or branched (C1-C6)alkoxy, polyhalo-(C1-C6)alkyl in which the alkyl moiety is linear or branched, amino, linear or branched (C1-C6)alkylamino, di-(C1-C6)alkylamino in which each alkyl moiety is linear or branched, and halogen,
- the term “substituted” applied to the terms “cycloalkyl” and “cycloalkylalkyl” means that the cyclic moiety of those groups is substituted by one or more identical or different radicals selected from hydroxy, linear or branched (C1-C6)alkoxy, polyhalo-(C1-C6)alkyl in which the alkyl moiety is linear or branched, amino, linear or branched (C1-C6)alkylamino, di-(C1-C6)alkylamino in which each alkyl moiety is linear or branched, and halogen,
- their enantiomers and diastereoisomers, and addition salts thereof with a pharmaceutically acceptable acid or base.
Dependencies are inferred from the claim text.