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Cannibinoid receptor modulators

A solvate, pharmaceutical technology for use in the field of cannabinoid receptor modulators

Inactive Publication Date: 2009-04-08
SCHERING AG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, there remains a need for improved cannabinoid agents with fewer side effects and improved efficacy, especially cannabinoid receptor modulators (e.g., CB 1 receptor antagonists or inverse agonists)

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0854] Preparation of bis(hetero)aryl-isoindol-1-ones

[0855] General process A:

[0856]

[0857] Diaryl-isoindol-1-ones, diheteroaryl-isoindol-1-ones and aryl-heteroaryl-isoindol-1-ones of formula (I) can be prepared by various methods , for example, condensing an aryl or heteroaryl substituted dienoic acid or acid chloride with an aryl or heteroaryl substituted unsaturated amine to form a trienamide, or making a diaryl, diheteroaryl or aryl -Condensation of a heteroaryl-substituted dienoic acid or acid chloride with an unsaturated amine followed by cyclization of the resulting trienamide by an intramolecular Diels-Alder reaction to yield a di(hetero)aryl-tetrahydro-isoindole- 1-Kones, which can be further modified as desired (eg, by reduction or alkylation, etc.).

[0858] Aldehyde a can be reacted with crotyl phosphonate to provide ester b which, after saponification, can be reacted with oxalyl chloride to give acid chloride c. Sonagashira coupling of aryl or hetero...

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Abstract

A compound having the general structure of Formula (I): Chemical formula should be inserted here as it appears on the abstract in paper form. or a pharmaceutically acceptable salt, solvate, or ester thereof, is useful in treating diseases, disorders, or conditions such as obesity, metabolic disorders, addiction, diseases of the central nervous system, cardiovascular disorders, respiratory disorders, and gastrointestinal disorders.

Description

field of invention [0001] The present invention relates to cannabinoid receptor modulators (especially CB 1 receptor antagonists or inverse agonists), pharmaceutical compositions comprising such compounds, and the use of said compounds and compositions for the treatment of, for example, obesity, metabolic disorders, addiction, central nervous system diseases, cardiovascular diseases, respiratory diseases and gastrointestinal disorders. Background of the invention [0002] CB 1 The receptor is one of the most abundant neuromodulatory receptors in the brain and is expressed at high levels in the hippocampus, cortex, cerebellum and basal ganglia (eg, Wilson et al., Science, 2002, vol. 296, 678-682). Selective CB 1 Receptor antagonists, such as pyrazole derivatives, such as rimonabant (e.g. U.S. Patent 6,432,984), are useful in the treatment of various conditions, such as obesity and metabolic syndrome (e.g. Bensaid et al., Molecular Pharmacology, 2003 vol.63 , no.4, pp.908-...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/44C07D209/46C07D209/52C07D211/58C07D307/83C07D401/12C07D403/06C07D403/12C07D405/04C07D405/06C07D405/12C07D409/12C07D413/10C07C233/05C07C233/59
Inventor S·查克拉曼尼尔M·V·契里亚M·C·克拉斯比K·A·伊刚J·D·史考特王永刚夏岩W·J·格林里
Owner SCHERING AG
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