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US 2003/0166638 A1Published application
Technical field
AssigneeNeuroSearch A/S
InventorsLene Teuber, Frank Watjen
Life of this patent
Estimating the term…
Abstract
Chemical compounds of the formula 1 as well as pharmaceutical compositions containing them and methods for their use in the treatment of disorders and diseases responsive to modulation of the GABAA receptor complex of the central nervous system, such disorders and diseases including anxiety, sleep disorders, anesthesia, memory disorders, and epilepsy and other convulsive disorders.
Claims16
A chemical compound represented by the general formula (I):
- 21
- in which formula (I),
- o is 0, 1, 2 or 3;
- R1 represents an alkyl group, a phenyl group, or a monocyclic heterocyclic group, which groups may be substituted one or more times with substituents selected from alkyl, cycloalkyl, cycloalkyl-alkyl, alkoxy, halogen, trifluoromethyl, cyano, amino, and nitro;
- or R1 represents a cyano group, or a group of the formula -alkyl-CO2R2, alkenyl-CO2R2, —CO—R2, —CO2(CH2)mR2, or —C(R3)═N—OR2, in which formulas
- m is 0, 1, 2 or 3;
- R2 and R3 independently represents hydrogen, alkyl, alkenyl, alkynyl, phenyl, benzyl, a 5- or 6-membered heterocyclic group, which 5- or 6-membered heterocyclic group may optionally be substituted one or more times with substituents selected from alkyl, hydroxy, alkoxy, halogen, trifluoromethyl, cyano, amino, or nitro;
- or R2 and R3 may independently represent a group of the formula —(CH2)q—NR4R5, —(CH2)q,CON(R4R5), —(CH2)q—CO2R4, or -alkyl-CO2R4, in which formulas
- R4 and R5 independently represent hydrogen or alkyl;
- and
- q is 0, 1, 2 or 3;
- R11 represents a group of the general formula —CO2—R9, wherein
- R9 represents hydrogen or alkyl, which alkyl may optionally be substituted with a 5- or 6-membered heterocyclic group, which 5- or 6-membered heterocyclic group may optionally be substituted one or more times with substituents selected from alkyl, hydroxy, alkoxy, halogen, trifluoromethyl, cyano, amino, or nitro;
- or R9 may be a 5- or 6-membered heterocyclic group, which 5- or 6-membered heterocyclic group may optionally be substituted one or more times with substituents selected from alkyl, hydroxy, alkoxy, halogen, trifluoromethyl, cyano, amino, or nitro;
- or R9 represent a group of the general formula -alkyl-N(R1OR12), in which formula
- R10 and R12 independently represent hydrogen or alkyl;
- or R11 represents a group of general formula (II):
- 22
- in which formula (11),
- n is 0, 1, 2, or 3;
- R′ and R″ each independently represents hydrogen or alkyl;
- or R′ and R″ together with the N atom to which they are attached form a 5- to 7-membered heterocyclic ring, which heterocyclic ring may optionally comprise as a ring member, one oxygen atom, and/or one additional nitrogen atom, and/or a —CH═CH— chain;
- and in which formula the 5- to 7-membered heterocyclic ring formed by R′ and R″ may optionally be substituted one ore more times with a group of the formula —(CH2)pX, wherein
- p is O, 1, 2 or 3;
- X represents hydrogen, hydroxy, alkyl or alkenyl, which alkyl and alkenyl may optionally be substituted one or more, times with a group of the formula —CO2R6;
- or X represents a group of the formula —CO—R6, —CO2—R6, —CON—R6R7, or —COO—R6—NR7R8, in which formulas
- R6, R7 and R8 independently represents hydrogen or alkyl;
- or R11 may represent a group of the general formula (III):
- 23
- in which formula (III),
- n is 0, 1, 2 or 3;
- R′ is hydrogen or alkyl;
- R′″ and R″″ together with the atoms to which they are attached form a 5- to 7-membered heterocyclic ring, which heterocyclic ring may optionally comprise as a ring member, one oxygen atom, and/or one additional nitrogen atom, and/or a —CH═CH— chain;
- and in which formula the 5- to 7-membered heterocyclic ring formed by R′″ and R″″ may optionally be substituted one ore more times with a group of the formula —(CH2)pX, wherein
- p is 0, 1, 2 or 3;
- X represents hydrogen, hydroxy, alkyl or alkenyl, which alkyl and alkenyl may optionally be substituted one or more times with a group of the formula —CO2R6;
- or X represents a group of the formula —CO—R6, —CO2—R6, —CON—R6R7, or —COO—R6—NR7R11, in which formulas
- R6, R7 and R8 independently represents hydrogen or alkyl;
- or a pharmaceutically acceptable salt thereof of an oxide thereof.
36 more elements
Dependencies are inferred from the claim text.