6487-33-8

Basic information

• Product Name: (-)-isocorypalmine
• CAS NO: 6487-33-8
• Molecular Weight: 341.407
• Mol File: 6487-33-8.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: (-)-isocorypalmine(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-isocorypalmine(6487-33-8)
• EPA Substance Registry System: (-)-isocorypalmine(6487-33-8)

Safety Data

• Hazardous Substances Data: 6487-33-8(Hazardous Substances Data)

Usage

General Description

(-)-Isocorypalmine is a naturally occurring alkaloid found in multiple plant species, including the genus Corydalis. It has been identified as a potential therapeutic agent for various medical conditions due to its interactions with biological targets such as serotonin and dopamine receptors. Research suggests that (-)-isocorypalmine may have potential for the treatment of conditions such as schizophrenia, addiction, and neurological disorders. In addition, it has also been studied for its potential analgesic and anti-inflammatory effects. As a result, (-)-isocorypalmine has garnered interest from the pharmaceutical industry as a potential source for the development of novel drug compounds. Further research is needed to fully understand the pharmacological properties and potential therapeutic uses of (-)-isocorypalmine.

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Relevant articles and documents

TETRAHYDROPROTOBERBERINE COMPOUND, PREPARATION METHOD THEREFOR AND USES THEREOF, AND PHARMACEUTICAL COMPOSITION

The present invention provides a tetrahydroprotoberberine compound represented by the formula (I), enantiomers, diastereomers, racemates and mixtures thereof, and pharmaceutically acceptable salts, crystalline hydrates and solvates thereof. The invention also provides a method for preparing the compound and the use thereof in the preparation of a medicament for preventing and/or treating central nervous system diseases.

Tetrahydroprotoberberine alkaloids with dopamine and σ receptor affinity

Two series of analogues of the tetrahydroprotoberberine (THPB) alkaloid (±)-stepholidine that (a) contain various alkoxy substituents at the C10 position and, (b) were de-rigidified with respect to (±)-stepholidine, were synthesized and evaluated for affinity at dopamine and σ receptors in order to evaluate effects on D3 and σ2 receptor affinity and selectivity. Small n-alkoxy groups are best tolerated by D3 and σ2 receptors. Among all compounds tested, C10 methoxy and ethoxy analogues (10 and 11 respectively) displayed the highest affinity for σ2 receptors as well as σ2 versus σ1 selectivity and also showed the highest D3 receptor affinity. De-rigidification of stepholidine resulted in decreased affinity at all receptors evaluated; thus the tetracyclic THPB framework is advantageous for affinity at dopamine and σ receptors. Docking of the C10 analogues at the D3 receptor, suggest that an ionic interaction between the protonated nitrogen atom and Asp110, a H-bond interaction between the C2 phenol and Ser192, a H-bond interaction between the C10 phenol and Cys181 as well as hydrophobic interactions of the aryl rings to Phe106 and Phe345, are critical for high affinity of the compounds.

A divergent route to 9,10-oxygenated tetrahydroprotoberberine and 8-oxoprotoberberine alkaloids: Synthesis of (±)-isocorypalmine and oxypalmatine

A new route, which is germane to the synthesis of 9,10-oxygenated tetrahydroprotoberberines and 8-oxoprotoberberines is described. The route features the use of a diester (14) generated from reaction of dimethylmalonate with an aryl halide in the presence of n-butyllithium. The amide 17 prepared in subsequent steps is a versatile precursor for the synthesis of tetrahydroprotoberberine and 8-oxoprotoberberine scaffolds using standard high-yielding reactions. In this manner, (±)-isocorypalmine and oxypalmatine have been synthesized in 23% and 22% yields, respectively.