DeMethyleneberberine

Base Information

• Chemical Name: DeMethyleneberberine
• CAS No.: 25459-91-0
• Molecular Formula: C19H18 N O4
• Molecular Weight: 324.356
• Mol file: 25459-91-0.mol

Synonyms:Berbinium,7,8,13,13a-tetradehydro-2,3-dihydroxy-9,10-dimethoxy- (8CI); Berberine,demethylene-; Demethyleneberberine

Chemical Property of DeMethyleneberberine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 60.20000
• Density: g/cm³
• LogP: 1.29880

Purity/Quality:

98%,99%, ^*data from raw suppliers

Demethyleneberberine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Demethyleneberberine is a naturally occurring alkaloid in plants that displays anti-adipogenic effects and is also shown to alleviate IBS.

Technology Process of DeMethyleneberberine

There total 8 articles about DeMethyleneberberine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

4-{2-[(2,3-dimethoxybenzyl)amino]ethyl}benzene-1,2-diol + Glyoxal (131543-46-9,107-22-2) → dimethoxy dihydroxy tetrahydroprotoberberine (25459-91-0)

Guidance literature:

4-{2-[(2,3-dimethoxybenzyl)amino]ethyl}benzene-1,2-diol; Glyoxal; With copper(II) sulfate; acetic acid; sodium chloride; at 50 ℃; for 0.5h;

With acetic acid; at 85 ℃; for 6h;

DOI:10.1016/j.bmcl.2005.11.045

Reference yield: 44.0%

berberine chloride (633-65-8) → dimethoxy dihydroxy tetrahydroprotoberberine (25459-91-0)

Guidance literature:

With 3,5-dihydroxyphenol; sulfuric acid; In water; at 95 ℃; for 0.333333h;

Reference yield:

berberine (2086-83-1) → dimethoxy dihydroxy tetrahydroprotoberberine (25459-91-0) + thalifendine (18207-71-1)

Guidance literature:

With cytochrome CYP₁A₁; Reagent/catalyst; Kinetics; Enzymatic reaction;

DOI:10.1124/dmd.115.063966

upstream raw materials:

Glyoxal

dopamine

2,3-dimethyoxybenzaldehyde

berberine

Downstream raw materials:

2,3-dihydroxy-9,10-dimethoxyprotoberberine

Refernces

• 1、 Lo, Sheng-Nan,Shen, Chien-Chang,Chang, Chia-Yu,Tsai, Keng-Chang,Huang, Chiung-Chiao,Wu, Tian-Shung,Ueng, Yune-Fang. "The effect of oxidation on berberine-mediated CYP1 inhibition: Oxidation behavior and metabolite-mediated inhibition". . p. 1100 - 1107. Retrieved 2015/09/07.
• 2、 Bian, Xiaoli,He, Langchong,Yang, Guangde. "Synthesis and antihyperglycemic evaluation of various protoberberine derivatives". . p. 1380 - 1383. Retrieved 2007/10/03.