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US 2004/0110788 A1Published application
Nicotinic acetylcholine receptor ligands
OwnerKai Schiemann, Joachim Leibrockinventors
Life of this patent
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Abstract
Compounds of the formula I 1 in which A-B, X, R1 and R2 are as defined in claim 1, are ligands of the nicotinic acetylcholine receptor and are suitable for the prophylaxis or treatment of schizophrenia, depression, anxiety states, dementia, Alzheimer's disease, Lewy bodies dementia, neurodegenerative disorders, Parkinson's disease, Huntington's disease, Tourette's syndrome, learning and memory restrictions, age-induced memory impairment, amelioration of withdrawal symptoms in nicotine dependence, strokes or brain damage by toxic compounds.
Claims15
Compounds of the general formula I
- 12
- in which
- A-B is a single or double bond,
- X is O, NR3 or S,
- R1 is hydrogen, A, Ar, arylalkyl, Het, C(O)—R4, SO2—R4, C(S)N(R4)2 or COOR4,
- R2 is A, Ar, arylalkyl, Het, C(O)—R4, SO2—R5, C(S)N(R5)2 or COOR4,
- R3 to R5 are each, independently of one another, hydrogen, A, cycloalkyl, Ar or arylalkyl,
- R6 is hydrogen or A,
- A is a linear or branched alkyl group having from 1 to 10 carbon atoms,
- Ar is phenyl, naphthyl or biphenyl, each of which is unsubstituted or monosubstituted or polysubstituted by Hal, A, OR6, N(R6)2, NO2, CN, COOR6, CON(R6)2, NR6COR6, NR6CON(R6)2, NR6SO2A, COR6, SO2NR6, S(O)mA or Het1,
- arylalkyl is arylalkyl having 7-14 carbon atoms,
- cycloalkyl is cycloalkyl having from 3 to 10 carbon atoms,
- Hal is F, Cl, Br or I,
- Het is a saturated, unsaturated or aromatic monocyclic or bicyclic heterocyclic radical having from 5 to 10 ring members which may contain from 1 to 4 N and/or from 1 to 4 S and/or from 1 to 4 O atoms, and where the heterocyclic radical may be monosubstituted, disubstituted or trisubstituted by Hal, A, —[C(R6)2]o—Ar, —[C(R6)2]o-cycloalkyl, OR6, N(R6)2, NO2, CN, COOR6, CON(R6)2, NR6COA, NR6CON(R6)2, NR6SO2A, COR6, SO2NR6 or S(O)mA and/or carbonyl oxygen,
- Het1 is 3-methyl-2,5-dioxopyrrolidin-1-yl or 1,3-dioxo-1,3-dihydroisoindol-2-yl,
- m is 1 or 2,
- o is 0, 1, 2, 3 or 4,
- and physiologically acceptable salts and solvates thereof.
15 more elements
Dependencies are inferred from the claim text.