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5,6,8,13-Tetrahydro-2,3-dimethoxy-9,10-(methylenedioxy)-13aH-dibenzo[a,g]quinolizine is a complex organic compound belonging to the class of alkaloids. It is characterized by its unique molecular structure, which includes a dibenzoquinolizine core with a tetrahydro ring system, two methoxy groups at positions 2 and 3, and a methylenedioxy bridge between positions 9 and 10. 5,6,8,13-Tetrahydro-2,3-dimethoxy-9,10-(methylenedioxy)-13aH-dibenzo[a,g]quinolizine is derived from the berberine type alkaloids and exhibits a range of biological activities, making it a promising candidate for various applications in the pharmaceutical and chemical industries.

522-96-3

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522-96-3 Usage

Uses

Used in Pharmaceutical Industry:
5,6,8,13-Tetrahydro-2,3-dimethoxy-9,10-(methylenedioxy)-13aH-dibenzo[a,g]quinolizine is used as a pharmaceutical compound for its potential therapeutic applications. 5,6,8,13-Tetrahydro-2,3-dimethoxy-9,10-(methylenedioxy)-13aH-dibenzo[a,g]quinolizine's unique structure and biological activities make it a valuable candidate for the development of new drugs targeting various diseases and conditions.
Used in Chemical Research:
In the field of chemical research, 5,6,8,13-Tetrahydro-2,3-dimethoxy-9,10-(methylenedioxy)-13aH-dibenzo[a,g]quinolizine serves as a valuable compound for studying the properties and reactivity of complex organic molecules. Its unique structure allows researchers to explore new synthetic pathways and develop innovative methods for the synthesis of related compounds.
Used in Drug Delivery Systems:
Similar to gallotannin, 5,6,8,13-Tetrahydro-2,3-dimethoxy-9,10-(methylenedioxy)-13aH-dibenzo[a,g]quinolizine can also be employed in the development of novel drug delivery systems. These systems aim to improve the compound's delivery, bioavailability, and therapeutic outcomes by utilizing various organic and metallic nanoparticles as carriers.
Used in Natural Product Extraction:
As a berberine type alkaloid, 5,6,8,13-Tetrahydro-2,3-dimethoxy-9,10-(methylenedioxy)-13aH-dibenzo[a,g]quinolizine can be found in certain plant sources, such as Sinorneniurn acuturn Rehd. and Wits and Fagara officinalis L. It can be used in the extraction and purification of natural products, which may have potential applications in the pharmaceutical, cosmetic, and food industries.
Used in Analytical Chemistry:
5,6,8,13-Tetrahydro-2,3-dimethoxy-9,10-(methylenedioxy)-13aH-dibenzo[a,g]quinolizine's unique structure and properties make it a useful reference material for analytical chemistry. It can be employed in the development and validation of analytical methods, such as high-performance liquid chromatography (HPLC), mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, to analyze and characterize complex mixtures and identify related compounds.

References

Goto, Sudzuki., Bull. Chern. Soc., Japan, 4, 220 (1929) Goto, Kitasato., J. Chern. Soc., 1234 (1930)

Check Digit Verification of cas no

The CAS Registry Mumber 522-96-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,2 and 2 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 522-96:
(5*5)+(4*2)+(3*2)+(2*9)+(1*6)=63
63 % 10 = 3
So 522-96-3 is a valid CAS Registry Number.

522-96-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3-dimethoxy-9,10-methylenedioxyberbine

1.2 Other means of identification

Product number -
Other names sinactine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:522-96-3 SDS

522-96-3Downstream Products

522-96-3Relevant academic research and scientific papers

Convenient synthesis of 2,3,9,10-tetraoxygenated protoberberine alkaloids and their 13-methyl alkaloids

Hanaoka, Miyoji,Hirasawa, Taeko,Cho, Won Jea,Yasuda, Shingo

, p. 399 - 404 (2007/10/03)

New and convenient synthesis of 2,3,9,10-tetraoxygenated protoberberine alkaloids and their 13-methyl alkaloids through the same intermediates was developed. Acylation of the brominated benzylphenethylamine (13) with α- chloro-α-(methylthio)acetyl chloride, followed by cyclization with stannic chloride, furnished the key intermediates 4-methylthio-3- phenethylisoquinolin-3-ones (14), which were methylated to provide their methyl derivatives (17). Both isoquinolin-3-ones (14, 17) were easily transformed into protoberberine alkaloids (16) and their 13-methyl alkaloids (21) in good yield.

A NEW AND CONVENIENT SYNTHESIS OF PROTOBERBERINE ALKALOIDS: (+/-)-TETRAHYDROPALMATINE, (+/-)-SINACTINE, (+/-)-CANADINE AND-)-STYLOPINE

Yasuda, Shingo,Hirasawa, Taeko,Hanaoka, Miyoji

, p. 2399 - 2402 (2007/10/02)

2,3,9,10-Tetraoxygenated protoberberine alkaloids (14) were efficiently synthesized from the readily available benzaldehyde (2 or 10) via the benzylphenethylamines (11) and 2-phenethylisoquinolin-3-ones (12 or 13).

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