Sanguinarium Chloride

Base Information

• Chemical Name: Sanguinarium Chloride
• CAS No.: 5578-73-4
• Molecular Formula: C20H14 N O4 . Cl
• Molecular Weight: 367.788
• Hs Code.: 29399990
• European Community (EC) Number: 621-641-8,835-522-5
• UNII: B8Z8J4400H
• DSSTox Substance ID: DTXSID30971158
• Wikidata: Q27274521
• NCI Thesaurus Code: C80864
• ChEMBL ID: CHEMBL490129
• Mol file: 5578-73-4.mol

Synonyms:pseudo-chelerythrine;pseudochelerythrine;sanguinarin;sanguinarine;sanguinarine chloride;sanguinarine hydroxide;sanguinarine nitrate;sanguinarine sulfate (1:1);sanguinarine sulfate (2:1);sanguiritrin;sangvinarin;Veadent;Viadent

Chemical Property of Sanguinarium Chloride

Chemical Property:

• Melting Point: 281-285°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 40.80000
• Density: g/cm³
• LogP: 0.43210
• Storage Temp.: Store at +4°C
• Solubility.: methanol: 20 mg/mL, clear, orange
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 367.0611356
• Heavy Atom Count: 26
• Complexity: 530

Purity/Quality:

≥98% ^*data from raw suppliers

Sanguinarine chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Moderately toxic by ingestion.
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[N+]1=C2C(=C3C=CC4=C(C3=C1)OCO4)C=CC5=CC6=C(C=C52)OCO6.[Cl-]
• Uses: Sanguinarium Chloride is a natural product with antimicrobial, anti-inflammatory, and anti-oxidant properties. Sanguinarium Chloride has antiproliferative, pro-apoptosis effects in some cancer cell lines. antineoplastic, antiplaque agent Sanguinarine chloride hydrate was tested for anti-schistosomal activities against Schistosoma mansoni.9 It was tested for anti-lipase activity against Candida rugosa lipase.10

Technology Process of Sanguinarium Chloride

There total 34 articles about Sanguinarium 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: 98.0%

oxysanguinarine (548-30-1) → sanguinarine chloride (5578-73-4)

Guidance literature:

oxysanguinarine; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 0.333333h; Inert atmosphere;

With hydrogenchloride; In water; at 20 ℃;

DOI:10.1039/c0ob01208d

Reference yield: 85.4%

dihydrosanguinarine (3606-45-9) → sanguinarine chloride (5578-73-4)

Guidance literature:

With hydrogenchloride; sodium hydroxide; jones reagent; In acetone; at 0 ℃; for 0.5h;

DOI:10.1248/cpb.32.2984

Reference yield: 47.0%

C20H17NO4 (22855-18-1,107651-16-1) → sanguinarine chloride (5578-73-4)

Guidance literature:

With hydrogenchloride; palladium on activated charcoal; maleic acid; In water; acetic acid;

DOI:10.1246/cl.1986.739

upstream raw materials:

norsanguinarine

dihydrosanguinarine

C₂₀H₁₇NO₄

13-methyl-6,7,13,14-tetrahydro-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridine

Downstream raw materials:

8-methoxydihydrosanguinarine

6-Ethoxy-5,6-dihydrosanguinarine

dihydrosanguinarine

norsanguinarine

Refernces

• 1、 Li, Qi-Lin,Deng, An-Jun,Ji, Ming,Li, Zhi-Hong,Chen, Xiao-Guang,Qin, Hai-Lin. "Re-engineering and synthesis of cytotoxic 2,3:7,8-di(alkylenedioxy)-extended analogs of quaternary sanguinarine chloride". . p. 1137 - 1153. Retrieved 2018/11/30.
• 2、 Kadam, Shivaji S.,Maier, Lukas,Solomek, Tomas,Necas, Marek,Smejkal, Karel,Dostal, Jiri,Sklenar, Vladimir,Marek, Radek. "Structure and NMR properties of 6-substituted-5,6-dihydrobenzo[c] phenanthridine alkaloids". . p. 814 - 821. Retrieved 2013/10/01.