Palmatine chloride

Base Information

• Chemical Name: Palmatine chloride
• CAS No.: 10605-02-4
• Molecular Formula: C21H22ClNO4
• Molecular Weight: 387.863
• Hs Code.: 29339900
• Mol file: 10605-02-4.mol

Synonyms:Dibenzo(a,g)quinolizinium, 5,6-dihydro-2,3,9,10-tetramethoxy-, chloride;Palmatine chloride(6CI,7CI);Fibrauretin;

Chemical Property of Palmatine chloride

Chemical Property:

• Vapor Pressure: 6.6E-15mmHg at 25°C
• Melting Point: 205℃
• Refractive Index: 1.624
• Boiling Point: 611.8°C at 760 mmHg
• Flash Point: 184.1°C
• PSA: 40.80000
• Density: 1.25g/cm³
• LogP: 0.38880
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Palmatine Chloride ^*data from reagent suppliers

Safty Information:

• Statements: 20/22-36/38
• Safety Statements: 24/45

MSDS Files:

SDS file from LookChem

Useful:

• Description: Corydalis paUida yields this alkaloid which occurs in the quaternary base fraction. The alkaloid is separated by droplet countercurrent chromatography and crystallizes from H20 as yellow-green needles. Palmatine is an alkaloid that has been found in C. rhizoma and has diverse biological activities. It inhibits acetylcholinesterase (AChE) and butyrylcholinesterase (BChE; IC50s = 0.51 and 6.84 μM, respectively). Palmatine (20, 40, and 80 μM) reduces Zika virus infection of Vero cells in a concentration-dependent manner. In vivo, palmatine (50 and 100 mg/kg) reduces colonic myeloperoxidase (MPO) activity and IL-10, IL-1β, IL-6, and TNF-α levels, as well as protects mucosal integrity in a mouse model of colitis induced by dextran sulfate (DSS; ). It reduces stomach ulcer area in a rat model of acetic acid-induced gastric ulcers. Palmatine (10 and 20 mg/kg) reduces the number of small intestine and colon tumors in the ApcMin+/- mouse model of multiple intestinal neoplasia.
• Uses: Palmatine Chloride is a protoberberine alkaloid, as a potential anti-inflammatory and anti-hypertensive agent. antibacterial, antimalarial, uterine contractant

Technology Process of Palmatine chloride

There total 29 articles about Palmatine chloride 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: 92.0%

2-[2-(6,7-dimethoxyisoquinolin-3-yl)-4,5-dimethoxyphenyl]ethanol → palmatine chloride (10605-02-4,947153-64-2)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1021/acs.orglett.0c04310

Reference yield: 88.0%

2-(2-(2-(1,3-dioxolan-2-yl)-3,4-dimethoxyphenyl)acetyl)-4,5-dimethoxyphenethyl pivalate → palmatine chloride (10605-02-4,947153-64-2)

Guidance literature:

2-(2-(2-(1,3-dioxolan-2-yl)-3,4-dimethoxyphenyl)acetyl)-4,5-dimethoxyphenethyl pivalate; With ammonium chloride; In ethanol; water; at 90 - 110 ℃; for 56h;

With sodium hydroxide; In water; for 0.0833333h;

DOI:10.1002/anie.201409164

Reference yield: 80.0%

methyl p-toluene sulfonate (80-48-8) + 2,3-dihydroxy-9,10-dimethoxy-5,6-dihydro-isoquino[3,2-a]isoquinolinylium chloride → palmatine chloride (10605-02-4,947153-64-2)

Guidance literature:

methyl p-toluene sulfonate; 2,3-dihydroxy-9,10-dimethoxy-5,6-dihydro-isoquino[3,2-a]isoquinolinylium chloride; With potassium carbonate; In acetonitrile; at 80 ℃; for 12h; Green chemistry;

Reagent/catalyst; Solvent; Temperature; Green chemistry;

DOI:10.1016/j.neuint.2020.104807

upstream raw materials:

6-bromo-2-hydroxy-3-methoxybenzaldehyde

6-bromo-2,3-dimethoxybenzaldehyde

(3,4-Dimethoxyphenyl)acetic acid

2-(3,4-dimethoxyphenyl)ethyl alcohol

Downstream raw materials:

polycarpine

13-benzylpalmatine iodide

Refernces

• 1、 Liu, Kai,Jiang, Xuefeng. "Modular and Divergent Syntheses of Protoberberine and Protonitidine Alkaloids". . p. 1327 - 1332. Retrieved 2021.
• 2、 Hai, Li,Lai, Ruizhi,Lv, Shan,Nie, Ruifang,Wu, Yong,Yang, Zhongzhen,chen, Kang. "Cobalt-Mediated Decarboxylative/Desilylative C?H Activation/Annulation Reaction: An Efficient Approach to Natural Alkaloids and New Structural Analogues". . . Retrieved 2022/02/03.