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US 2003/0166639 A1Published application
Dihydro-benzo[b][1,4]diazepin-2-one derivatives
AssigneeHoffman-La Roche Inc.
InventorsGeo Adam, Erwin Goetschi, Juergen Wichmann, Thomas Johannes Woltering
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Abstract
This invention relates to dihydro-benzo[b][1,4]diazepin-2-one derivatives of the formula 1 wherein R1, R2, X and Y are as defined in the specification and R3 is a six-membered aromatic heterocycle containing 1 to 3 nitrogen atoms or a pyridine-N-oxide as further defined in the specification. The invention further relates to medicaments containing these compounds, a process for their preparation as well as their use for preparation of medicaments for the treatment or prevention of acute and/or chronic neurological disorders.
Claims32
A compound of formula
- 17
- wherein
- X is a single bond or an ethynediyl group;
- and wherein in case X is a single bond,
- R1
- is hydrogen,
- cyano,
- halogen,
- lower alkyl,
- lower alkoxy,
- fluoro-lower alkyl,
- fluoro-lower alkoxy,
- pyrrol-1-yl, or
- phenyl, which is unsubstituted or substituted by one or two substituents selected from the group consisting of halogen, lower alkyl or fluoro-lower alkyl;
- or in case X is an ethynediyl group,
- R1 is phenyl, which is unsubstituted or substituted by one or two substituents selected from the group consisting of halogen, lower alkyl or fluoro-lower alkyl;
- and wherein
- R2
- is hydrogen,
- lower alkyl,
- lower alkenyl
- lower alkoxy,
- halogen,
- —NR′R″,
- pyrrolidin-1-yl,
- piperidin-1-yl,
- morpholine-4-yl,
- fluoro-lower alkyl,
- fluoro-lower alkoxy, or
- lower alkoxy-(ethoxy)m;
- m is 1, 2, 3 or 4;
- R′ is hydrogen, lower alkyl or C3-C6-cycloalkyl;
- R″ is hydrogen, lower alkyl or C3-C6-cycloalkyl;
- Y is —CH═ or ═N—;
- R3 is a six-membered aromatic heterocycle containing 1 to 3 nitrogen atoms or a pyridine-N-oxide, which rings are unsubstituted or substituted by one or two substituents selected from the group consisting of halogen, fluoro-lower alkyl, fluoro-lower alkoxy, cyano, amino, lower alkylamino, lower alkoxy-lower alkylamino, lower hydroxy-lower alkylamino, —(CH2)n—C(O)—OR″, —(CH2)n—C(O)—NR′R″, —(CH2)n—SO2—NR′R″, —(CH2)n—C(NH2)═NR″, hydroxy, lower alkoxy, lower alkylthio, C3-C6-cycloalkyl and lower alkyl, which is optionally substituted by fluoro, —NR′R″, hydroxy, lower alkoxy, pyrrolidin-1-yl, azetidin-1-yl, cyano or carbamoyloxy, whereby R′ and R″ have the meaning specified above;
- n is 0, 1, 2, 3 or 4;
- or a pharmaceutically acceptable addition salt thereof.
34 more elements
Dependencies are inferred from the claim text.