Tetrahydropyridine derivatives acting on muscarinic acetylcholine receptors
AssigneeKorea Institute of Science and Technology
InventorsYouseung Kim, Soon Bang Kang, Gyochang Keum, Min Seok Jang, Jae Yang Kong, Dae Young Jeong
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Abstract
The present invention relates to novel tetrahydropyridine derivatives of formula 1 having an appropriately substituted pyrrolidinone and oxime, 1 wherein m is 0 or 1, n is 1 or 2, R1 is hydrogen, C1-4 alkyl, C2-4 alkynyl or aryl, R3 is C1-4 alkyl, which show high efficacy, low cholinergic adverse effects and high affinity for muscarinic acetylcholine receptor; and pharmaceutically acceptable salts thereof; processes for the preparation thereof; and pharmaceutical compositions comprising these compounds or salts.
Claims18
A tetrahydropyridine compound of formula 1,
- 17
- wherein m is 0 or 1, n is 1 or 2, R1 is hydrogen, C1-4 alkyl, C2-4 alkynyl or aryl, and R3 is C1-4 alkyl;
- and pharmaceutically acceptable salts thereof.
A compound selected from the group consisting of:
- 1-(3-benzyloxyimino-3-pyridin-3-yl-propyl)-pyrrolidin-2-one,
- 1-(2-benzyloxyimino-3-pyridin-3-yl-propyl)-pyrrolidin-2-one,
- 1-(3-methoxyimino-3-pyridin-3-yl-propyl)-pyrrolidin-2-one,
- 1-(2-methoxyimino-3-pyridin-3-yl-propyl)-pyrrolidin-2-one,
- 1-(3-hydroxyimino-3-pyridin-3-yl-propyl)-pyrrolidin-2-one,
- 1-(2-hydroxyimino-3-pyridin-3-yl-propyl)-pyrrolidin-2-one,
- 1-(3-propyn-2-yloxyimino-3-pyridin-3-yl-propyl)-pyrrolidin-2-one,
- 1-(2-propyn-2-yloxyimino-3-pyridin-3-yl-propyl)-pyrrolidin-2-one,
- 1-(2-hydroxyimino-2-pyridin-3-yl-ethyl)-pyrrolidin-2-one,
- 1-(2-methoxyimino-2-pyridin-3-yl-ethyl)-pyrrolidin-2-one,
- 1-(2-propyn-2-yloxyimino-2-pyridin-3-yl-ethyl)-pyrrolidin-2-one,
- 1-(2-benzyloxyimino-2-pyridin-3-yl-ethyl)-pyrrolidin-2-one, and
- pharmaceutically acceptable salts thereof.
A compound selected from the group consisting of 1-[3-(1-methyl-1,2,5,6-tetrahydro-pyridin-3-yl)-propyn-2-yl]-pyrrolidin-2-one and pharmaceutically acceptable salts thereof.
Dependencies are inferred from the claim text.