13063-54-2

Basic information

• Product Name: (R)-(+)-Corypalmine
• Synonyms: (R)-(+)-CORYPALMINE;2,9,10-Trimethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinolin-3-ol;5,8,13,13a-Tetrahydro-2,9,10-trimethoxy-6H-dibenzo[a,g]quinolizin-3-ol;Tetrahydrojatrorrhizine;6H-Dibenzo(A,G)quinolizin-3-ol, 5,8,13,13A-tetrahydro-2,9,10-trimethoxy-;Tetrahydrojateorrhizine;dl-Tetrahydrojatrorrhizine
• CAS NO: 13063-54-2
• Molecular Formula: C₂₀H₂₃NO₄
• Molecular Weight: 341.4
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 13063-54-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 501.2 °C at 760 mmHg
• Flash Point: 256.9 °C
• Appearance: /
• Density: 1.29 g/cm³
• CAS DataBase Reference: (R)-(+)-Corypalmine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-Corypalmine(13063-54-2)
• EPA Substance Registry System: (R)-(+)-Corypalmine(13063-54-2)

Safety Data

• Hazardous Substances Data: 13063-54-2(Hazardous Substances Data)

Usage

General Description

(R)-(+)-Corypalmine is a natural alkaloid compound found in the tubers of Corydalis turtschaninovii and other members of the Corydalis plant genus. It belongs to the protoberberine alkaloid family and has been isolated and studied for its potential pharmacological properties. (R)-(+)-Corypalmine has been found to exhibit anti-inflammatory, analgesic, and antinociceptive effects, making it a potential candidate for the treatment of pain and inflammation-related conditions. Its distinct stereochemistry, with the (R)-enantiomer being the biologically active form, contributes to its unique pharmacological activity and potential as a therapeutic agent. Additionally, (R)-(+)-Corypalmine has been investigated for its potential as an antioxidant, antitumor, and neuroprotective agent, highlighting its diverse range of potential biological activities.

InChI:InChI=1/C20H23NO4/c1-23-18-5-4-12-8-16-14-10-19(24-2)17(22)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,9-10,16,22H,6-8,11H2,1-3H3

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Relevant articles and documents

THE ABSOLUTE CONFIGURATION OF BERBERASTINE AND THALIDASTINE

Optical resolution of (+/-)-tetrahydrojatrorrhizine using (-)-O,O-di-p-toluoyl-d-tartaric acid gave rise to (+)-tetrahydrojatrorrhizine (6) of high optical purity and of known absolute configuration.Oxidation of this enantiomer with lead tetraacetate, followed by acid hydrolysis, furnished alcohols 10 and ll in a 2:1 ratio, whose relative stereochemistry was established from their nmr spectra.Iodine oxidation of the major alcohol 10 led to protoberberinium salt 14 which was found to be dextrorotatory.Since berberastine (1) and thalidastine (2) are also dextrorotatory, they must possess the same absolute configuration as 14.

Thalictrum alkaloids. V. Isolation.

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Asymmetric total synthesis and identification of tetrahydroprotoberberine derivatives as new antipsychotic agents possessing a dopamine D1, D2 and serotonin 5-HT1A multi-action profile

An effective and rapid method for the microwave-assisted preparation of the key intermediate for the total synthesis of tetrahydroprotoberberines (THPBs) including l-stepholidine (l-SPD) was developed. Thirty-one THPB derivatives with diverse substituents on A and D ring were synthesized, and their binding affinity to dopamine D1, D2 and serotonin 5-HT 1A and 5-HT2A receptors were determined. Compounds 18k and 18m were identified as partial agonists at the D1 receptor with Ki values of 50 and 6.3 nM, while both compounds act as D2 receptor antagonists (Ki = 305 and 145 nM, respectively) and 5-HT1A receptor full agonists (Ki = 149 and 908 nM, respectively). These two THPBs compounds exerted antipsychotic actions in animal models. Further electrophysiological studies employing single-unit recording in intact animals demonstrated that 18k-excited dopaminergic (DA) neurons are associated with its 5-HT1A receptor agonistic activity. These results suggest that these two compounds targeted to multiple neurotransmitter receptors may present novel lead drugs with new pharmacological profiles for the treatment of schizophrenia.