Substituted cyclic compounds

A compound selected from those of formula (I):

• R—A—R′ (I)
• wherein:
• A represents:
• a ring system of formula (II):
• wherein • X represents nitrogen or NR0 (wherein R0 represents hydrogen, linear or branched (C1–C6)alkyl, aryl, aryl-(C1–C6)alkyl in which the alkyl moiety is linear or branched or SO2Ph),
• Y represents C(H)q (wherein q is 0, 1 or 2),
• Z represents C(H)q (wherein q is 0, 1 or 2),
• B represents benzene,
• the symbol
• means that the bonds may be single or double, it being understood that the valency of the atoms is respected,
• wherein R substitutes the ring B and R′ substitutes the ring containing X, Y and Z, or R and R′ substitute the ring B,
• it being understood that the ring systems of formula (II) may be unsubstituted or substituted (in addition to the substituents R and R′) by from 1 to 6 radicals, which may be the same or different, selected from Ra, ORa, CORa, COORa, OCORa, OSO2CF3, cyano, nitro and halogen,
• wherein Ra represents hydrogen, 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, linear or branched (C1–C6)polyhaloalkyl, unsubstituted or substituted (C3–C8)cycloalkyl, unsubstituted or substituted (C3–C8)cycloalkyl-(C1–C6)alkyl in which alkyl is linear or branched, unsubstituted or substituted (C3–C8)cycloalkenyl, unsubstituted or substituted (C3–C8)cycloalkenyl-(C1–C6)alkyl in which alkyl is linear or branched, aryl, aryl-(C1–C6)alkyl in which the alkyl moiety is linear or branched, aryl-(C1–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, heteroaryl-(C1–C6)alkenyl in which the alkenyl moiety is linear or branched, unsubstituted or substituted linear or branched (C1–C6)heterocycloalkyl, unsubstituted or substituted heterocycloalkenyl, substituted or unsubstituted heterocycloalkyl-(C1–C6)alkyl in which the alkyl moiety is linear or branched, or substituted or unsubstituted heterocycloalkenyl-(C1–C6)alkyl in which the alkyl moiety is linear or branched,
• R represents:
• a group of formula (V):
• wherein • r is an integer such that 0≦r≦2,
• R1 represents halogen, Ra, ORa, CORa or COORa, wherein Ra is as defined hereinbefore,
• it being understood that R cannot represent SO3H,
• —NR′aR″a wherein R′a and R″a, which may be the same or different, may take any of the values of Ra and also may form, together with the nitrogen atom carrying them, a 5- to 10-membered cyclic group which may contain, in addition to the nitrogen atom, from one to three hetero atoms selected from oxygen, sulphur and nitrogen,
• and R′ represents a group of formula (VII):
• —G—R2 (VII)
• wherein • G represents an alkylene chain —(CH2)t— (wherein t is an integer such that 0≦t≦4), optionally substituted by one or more radicals, which may be the same or different, selected from Ra, ORa, COORa, CORa (wherein Ra is as defined hereinbefore) and halogen,
• and R2 represents unsubstituted or substituted linear or branched (C1–C6)alkylcarbonylamino, unsubstituted or substituted linear or branched (C2–C6)alkenylcarbonylamino, unsubstituted or substituted linear or branched (C2–C6)alkynylcarbonylamino, linear or branched (C1–C6)polyhaloalkylcarbonylamino, unsubstituted or substituted (C3–C8)cycloalkylcarbonylamino, unsubstituted or substituted (C3–C8)cycloalkyl-(C1–C6)alkylcarbonylamino, in which alkyl is linear or branched, unsubstituted or substituted (C3–C8)cycloalkenylcarbonylamino, unsubstituted or substituted (C3–C8)cycloalkenyl-(C1–C6)alkylcarbonylamino, in which alkyl is linear or branched, arylcarbonylamino, aryl-(C1–C6)alkylcarbonylamino, in which the alkyl moiety is linear or branched, aryl-(C2–C6)alkenylcarbonylamino, in which the alkenyl moiety is linear or branched, heteroarylcarbonylamino, heteroaryl-(C1–C6)alkylcarbonylamino, in which the alkyl moiety is linear or branched, heteroaryl-(C2–C6)alkenylcarbonylamino, in which the alkenyl moiety is linear or branched, unsubstituted or substituted linear or branched (C1–C6)heterocycloalkylcarbonylamino, unsubstituted or substituted heterocycloalkenylcarbonylamino, substituted or unsubstituted heterocycloalkyl-(C1–C6)alkylcarbonylamino, in which the alkyl moiety is linear or branched, substituted or unsubstituted heterocycloalkenyl-(C1–C6)alkylcarbonylamino, in which the alkyl moiety is linear or branched, unsubstituted or substituted linear or branched (C1–C6)alkylthiocarbonylamino, unsubstituted or substituted linear or branched (C2–C6)alkenylthiocarbonylamino, unsubstituted or substituted linear or branched (C2–C6)alkynylthiocarbonylamino, linear or branched (C1–C6)polyhaloalkylthiocarbonylamino, unsubstituted or substituted (C3–C8)cycloalkylthiocarbonylamino, unsubstituted or substituted (C3–C8)cycloalkyl-(C1–C6)alkylthiocarbonylamino, in which alkyl is linear or branched, unsubstituted or substituted (C3–C8)cycloalkenylthiocarbonylamino, unsubstituted or substituted (C3–C8)cycloalkenyl-(C1–C6)alkylthiocarbonylamino, in which alkyl is linear or branched, arylthiocarbonylamino, aryl-(C1–C6)alkylthiocarbonylamino, in which the alkyl moiety is linear or branched, aryl-(C2–C6)alkenylthiocarbonylamino, in which the alkenyl moiety is linear or branched, heteroarylthiocarbonylamino, heteroaryl-C1–C6)alkylthiocarbonylamino, in which the alkyl moiety is linear or branched, heteroaryl-(C2–C6)alkenylthiocarbonylamino, in which the alkenyl moiety is linear or branched, unsusbstituted or substituted linear or branched (C1–C6)heterocycloalkylthiocarbonylamino, unsubstituted or substituted heterocycloalkenylthiocarbonylamino, substituted or unsubstituted heterocycloalkyl-(C1–C6)alkylthiocarbonylamino, in which the alkyl moiety is linear or branched, substituted or unsubstituted heterocycloalkenyl-(C1–C6)alkylthiocarbonylamino, in which the alkyl moiety is linear or branched, wherein the amino moiety of the aforementioned groups is substituted by Ra
• or R2 represents a group
• wherein Q is oxygen or sulfur, and Ra, R′a, and R″a (which may be the same or different) are as defined hereinbefore, it being possible for R′a and R″a to form, together with the nitrogen atom carrying them, a cyclic group as defined hereinbefore,
• it being understood that:
• “heterocycloalkyl” is taken to mean any saturated mono- or poly-cyclic group containing from 5 to 10 atoms containing from 1 to 3 hetero atoms selected from nitrogen, oxygen and sulphur,
• “heterocycloalkenyl” is taken to mean any non-aromatic mono- or poly-cyclic group containing one or more unsaturations, containing from 5 to 10 atoms and which may contain from 1 to 3 hetero atoms selected from nitrogen, oxygen and sulphur,
• the term “substituted” used in respect of the expressions “alkyl”, “alkenyl” and “alkynyl” indicates that the groups in question are substituted by one or more radicals, which may be the same or different, selected from hydroxy, linear or branched (C1–C6)alkoxy, linear or branched (C1–C6)alkyl, linear or branched (C1–C6)polyhaloalkyl, amino and halogen,
• the term “substituted” used in respect of the expressions “cycloalkyl”, “cycloalkylalkyl”, “cycloalkenyl”, “cycloalkenylalkyl”, “heterocycloalkyl”, “heterocycloalkenyl”, “heterocycloalkylalkyl” and “heterocycloalkenylalkyl” indicates that the cyclic moiety of the groups in question is substituted by one or more radicals, which may be the same or different, selected from hydroxy, linear or branched (C1–C6)alkoxy, linear or branched (C1–C6)alkyl, linear or branched (C1–C6)polyhaloalkyl, amino and halogen,
• “aryl” is taken to mean any aromatic, mono- or poly-cyclic group containing from 6 to 22 carbon atoms, and also the biphenyl group,
• “heteroaryl” is taken to mean any aromatic mono- or poly-cyclic group containing from 5 to 10 atoms containing from 1 to 3 hetero atoms selected from nitrogen, oxygen and sulphur,
• it being possible for the “aryl” and “heteroaryl” groups to be substituted by one or more radicals, which may be the same or different, selected from hydroxy, linear or branched (C1–C6)alkoxy, linear or branched (C1–C6)alkyl, linear or branched (C1–C6)polyhaloalkyl, cyano, nitro, amino and halogen,
• it being understood that:
• when A represents a ring system of formula (IIa):
• wherein X, Y, Z and the symbol
• are as defined hereinbefore, Ba represents a benzene nucleus and R represents a group of formula (V), then R′ cannot represent G-R2 wherein G represents a single bond (t=0) and R2 represents—CONR′aR″a wherein R′a and R″a are as defined hereinbefore,
• when A represents an indole nucleus substituted in the 2-position by optionally substituted phenyl, then R2 cannot represent —NHCORe wherein Re is a group containing an aromatic or non-aromatic mono- or bi-cyclic heterocycle,
• the compound of formula (I) cannot represent:
• N-{2-[4-methylthio]-1H-3-indolyl]ethyl}formamide
• 2-(acetylamino)-3-{7-[(2-hydroxyethyl)thio]-1H-3-indolyl}propanamide
• 2-(acetylamino)-3-{2,7-di[(2-hydroxyethyl)thio]-1H-3-indolyl}propanamide, its enantiomers and diastereoisomers, and addition salts thereof with a pharmaceutically acceptable acid or base.