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Novel quinuclidine derivatives and their use

A technology for quinuclidine and derivatives, applied in the field of new quinucidine derivatives and their uses, capable of solving problems such as no reports on the effects of nicotine and/or monoamine receptors

Inactive Publication Date: 2009-07-15
NEUROSEARCH AS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

No effects on nicotinic and / or monoamine receptors reported

Method used

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  • Novel quinuclidine derivatives and their use
  • Novel quinuclidine derivatives and their use
  • Novel quinuclidine derivatives and their use

Examples

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Embodiment Construction

[0190] The present invention is further described in detail with reference to the following examples, which are not intended to limit the scope of the invention claimed in the claims in any way.

[0191] General Notes: All reactions involving air-sensitive reagents or intermediates were performed under nitrogen with anhydrous reagents. Magnesium sulfate was used as a drying agent in the work-up procedure, and the solvent was evaporated under reduced pressure.

[0192] Method A

[0193] (±)-3-(Naphthalen-2-yloxy)-1-aza-bicyclo[2.2.2]octane fumarate (Compound A1)

[0194] To 2-naphthol (5.0 g, 34.5 mmol), (±)-3-quinuclidinol (guinuclidinol) (2.94 g, 23.1 mmol), triphenylphosphine (9.0 g, 34.5 mmol) and THF (100 mL) was added to the mixture: diethyl azodicarboxylate (5.4 mL, 34.5 mmol) was added over 30 minutes at room temperature. The reaction mixture was stirred at 50 °C for 20 hours. Aqueous sodium hydroxide solution (100 mL, 1M) was added. The mixture was extract...

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Abstract

The present invention relates to novel quinuclidine derivatives and their use as pharmaceuticals. Due to their pharmaceutical properties, the compounds of the invention can be used in the treatment of diseases or conditions associated with the cholinergic system of the central nervous system (CNS), peripheral nervous system (PNS), diseases or conditions associated with smooth muscle contraction, endocrine diseases or conditions, diseases or conditions related to neurodegeneration, diseases or conditions related to inflammation, pain, and withdrawal symptoms from chemical substance abuse, among many others.

Description

technical field [0001] The present invention relates to novel quinucidine derivatives and their use as medicines. Due to their pharmaceutical properties, the compounds of the present invention can be used in the treatment of diseases or conditions associated with the cholinergic system of the central nervous system (CNS), peripheral nervous system (PNS), diseases or conditions associated with smooth muscle contraction, endocrine diseases or conditions, diseases or conditions associated with neurodegeneration, diseases or conditions associated with inflammation, pain, and withdrawal symptoms associated with cessation of chemical substance abuse. technical background [0002] The endogenous cholinergic neurotransmitter acetylcholine expresses its biological effects through two types of cholinergic receptors, the muscarinic acetylcholine receptors (mAChR) and the nicotinic acetylcholine receptors (nAChR). [0003] It is well established that muscarinic acetylcholine receptors ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D453/02A61K31/439A61P25/00A61K31/444A61K31/4709A61K31/498A61K31/501A61P1/14A61P3/00A61P3/04A61P5/14A61P5/24A61P9/06A61P9/10A61P9/12A61P11/06A61P15/06A61P15/08A61P15/10A61P17/00A61P21/00A61P21/04A61P25/02A61P25/08A61P25/14A61P25/16A61P25/18A61P25/22A61P25/24A61P25/28
CPCC07D453/02A61P1/14A61P11/06A61P15/06A61P15/08A61P15/10A61P17/00A61P21/00A61P21/04A61P25/00A61P25/02A61P25/08A61P25/14A61P25/16A61P25/18A61P25/22A61P25/24A61P25/28A61P3/00A61P3/04A61P5/14A61P5/24A61P9/06A61P9/10A61P9/12
Inventor D·皮特斯G·M·奥尔森E·O·尼尔森P·K·阿林格T·D·乔根森
Owner NEUROSEARCH AS
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