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US 7,683,075 B2Granted
Isoquinoline-3-carboxylic acid amides and pharmaceutical uses thereof
AssigneeNovartis AG
InventorMax Peter Seiler
Life of this patent
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Abstract
The present invention relates to novel isoquinoline-3-carboxylic acid amides having α7 nicotinic acetylcholine receptor agonistic activity, their preparation, their use as pharmaceuticals and pharmaceutical compositions containing them.
Claims12
A compound of formula I
- wherein R1 and R2, independently, are hydrogen, (C1-4)alkyl, halogen, hydroxy, (C1-4)alkoxy, di(C1-4)alkylamino, (C1-4)alkylthio, cyano or trifluoromethyl, R3 is hydrogen or (C1-4)alkyl and n is 1 or 2, in free base or acid addition salt form,
- wherein the compound is selected from the group consisting of:
- isoquinoline-3-carboxylic acid{(S)-1-azabicyclo[2.2.2]oct-3-yl}-amide,
- isoquinoline-3-carboxylic acid{(R)-1-azabicyclo[2.2.2]oct-3-yl}-amide,
- 6-fluoro-isoquinoline-3-carboxylic acid{(R)azabicyclo[2.2.2]oct-3-yl}-amide,
- 8-fluoro-isoquinoline-3-carboxylic acid{(R)-1-azabicyclo[2.2.2]oct-3-yl}amide, and
- 8-fluoro-isoquinoline-3-carboxylic acid{(S)-1-azabicyclo[2.2.2]oct-3-yl}-amide.
4 more elements
A process for the preparation of a compound of formula I
- wherein R1 and R2, independently, are hydrogen, (C1-4)alkyl, halogen, hydroxy, (C1-4)alkoxy, di(C1-4)alkylamino, (C1-4)alkylthio, cyano or trifluoromethyl, R3 is hydrogen or (C1-4)alkyl and n is 1 or 2, or a salt thereof, which comprises the step of reacting a compound of formula II
- wherein R1 and R2 are as defined above, with a compound of formula III
- wherein R3 and n are as defined above, and recovering the resulting compound of formula I in free base or acid addition salt form.
A compound of formula I
- wherein
- R1 and R2, independently, are hydrogen or fluorine;
- R3 is hydrogen or (C1-4)alkyl;
- and
- n is 2;
- in free base or acid addition salt form.
3 more elements
Dependencies are inferred from the claim text.