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US 7,250,410 B2Granted
Cyclic nucleotide phosphodiesterase inhibitors, preparation and uses thereof
AssigneeVIA Pharmaceuticals, Inc.
InventorsJean-Jacques Bourguignon, Yan Lagouge, Claire Lugnier, Eveline Klotz, Jean-Paul Macher, Pierre Raboisson, Dominique Schultz
Life of this patent
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Abstract
The invention concerns novel benzodiazepine derivatives and their uses in the field of therapeutics particularly for treating pathologies involving the activity of a cyclic nucleotide phosphodiesterase. It also concerns methods for preparing them and novel synthesis intermediates. The inventive compounds more particularly correspond to general formula (I):
Claims18
A compound represented by formula (I)
- wherein:
- X represents a CR4R4′ group and Y represents an NR6 group, R4, R4′ and R6 being defined hereinafter,
- Z represents an oxygen atom,
- R1 is a (C1–C12)alkyl, (C3–C6)cycloalkyl, (C6–C18)aryl, (C6–C18)aryl(C1–C4)alkyl, (C1–C12)alkyl(C6–C18)aryl group, a (C5–C18)heterocycle, aromatic or not, containing 1 to 3 heteroatoms, or an OR2, SR2 or NR2R3 group in which (i) R2 and R3, independently of each other, are selected in the group consisting of a hydrogen atom, a (C1–C6)alkyl, (C3–C6)cycloalkyl, (C6–C12)aryl group, and a (C5–C12)heterocycle, aromatic or not, containing 1 to 3 heteroatoms or, (ii) R2 and R3 together form a linear or branched hydrocarbon having from 2 to 6 carbon atoms, possibly containing one or more double bonds and/or possibly interrupted by an oxygen, sulfur or nitrogen atom;
- R4 and R4′, which are the same or different are selected in the group consisting of the hydrogen atom and a (C1–C12)alkyl, (C6–C18)aryl, (C2–C6)alkenyl, (C3–C6)cycloalkyl, (C6–C18)aryl(C1–C4)alkyl, (C1–C12)alkyl(C6–C18)aryl group or a (C5–C18)heterocycle, aromatic or not, containing 1 to 3 heteroatoms, (C2–C6)alkynyl, NO2, CF3, CN, NR′R″, SR′, OR′, COOR′, CONR′R″ and NHCOR′R″ group, R′ and R″, independently of each other, being selected in the group consisting of the hydrogen atom, a (C1–C6)alkyl, (C1–C6)alkoxy, (C3–C6)cycloalkyl, (C6–C12)aryl group, and a (C5–C12)heterocycle, aromatic or not, containing 1 to 3 heteroatoms;
- R6 is selected from the group consisting of the hydrogen atom, (C1–C6)alkyl, (C6–C18)aryl, (C6–C18)aryl(C1–C4)alkyl, and (C1–C12)alkyl(C6–C18)aryl;
- R7 and R8 represent an ethoxy group;
- the alkyl, alkenyl, alkynyl, alkylaryl, aralkyl, cycloalkyl, aryl, heterocycle groups and the hydrocarbon chain defined hereinabove possibly being substituted by one or more substituents, which are the same or different, selected in the group consisting of a halogen atom, a (C1–C12)alkyl, (C6–C18)aryl, (C2–C6)alkenyl, (C2–C6)alkynyl, heterocycle, OH, ═O, NO2, NR′R″, CN, CF3, COR′, COOR′, (C1–C6)alkoxy, (di)(C1–C6)alkylamino, NHCOR′ and CONR′R″ group, in which R′ and R″ are defined as hereinabove,
- and the salts thereof.
6 more elements
Dependencies are inferred from the claim text.