Oxysophoridine

Base Information

• Chemical Name: Oxysophoridine
• CAS No.: 16837-52-8
• Molecular Formula: C15H24N2O2
• Molecular Weight: 264.36
• Hs Code.: 29399990
• European Community (EC) Number: 605-514-4
• NSC Number: 142988
• Wikipedia: Oxymatrine
• Wikidata: Q105343049
• Mol file: 16837-52-8.mol

Synonyms:oxymatrine

Chemical Property of Oxysophoridine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 208℃
• Refractive Index: 1.637
• Boiling Point: 957.115°C at 760 mmHg
• PKA: 4.87±0.20(Predicted)
• Flash Point: 532.644°C
• PSA: 49.74000
• Density: 1.399g/cm³
• LogP: 1.78100
• Storage Temp.: 2-8°C
• Solubility.: methanol: soluble10mg/mL, clear, colorless
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 264.183778013
• Heavy Atom Count: 19
• Complexity: 400

Purity/Quality:

99% ^*data from raw suppliers

Oxymatrine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-20/22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C3CCC[N+]4(C3C(CCC4)CN2C(=O)C1)[O-]
• Description: An alkaloid from Sophora angustifolia var. flavescens S. and Z., the bas'e crystal_x0002_lizes as the monohydrate having the lower melting point given above. It is dextrorotatory with [α]19D + 47.7° (EtOH) and yields crystalline salts and derivatives: hydrobromide, m.p. 21SoC; aurichloride, m.p. 207°C (dec.); perchlorate, m.p. 240°C (dec.); picrate, m.p. 21SoC and the methochloride aurichloride, m.p. 18SoC (dec.). Ochiai and Ito have shown that it is formed by the action of hydrogen peroxide on Matrine (q.v.), indicating that its structure is matrine-N-oxide. Oxymatrine is a natural alkaloid isolated from the root of S. flavescens, an herb used in traditional Chinese herbal medicine. It has antiviral properties, inhibiting the replication of hepatitis B alone and in combination with lamivudine. Oxymatrine also prevents fibrosis in a number of organs including liver, at least in part by interfering with TGF-β signaling. This compound also induces apoptosis in certain cancer cells and ameliorates inflammation by impairing the translocation of nuclear factors-κB.
• Uses: Oxymatrine is a an anti-tumor agent triggering apoptosis in human leukemia cells. antifungal, hepatoprotectant

Technology Process of Oxysophoridine

There total 6 articles about Oxysophoridine 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:

(+)-matrine (519-02-8) → (+)-oxymatrine (16837-52-8,54750-07-1,54809-73-3,54809-74-4,59091-53-1,75171-48-1)

Guidance literature:

(+)-matrine; With dihydrogen peroxide; In water; at 60 ℃;

With sodium hydroxide; In water; pH=8 - 9;

Reference yield:

→ (+)-oxymatrine (16837-52-8,54750-07-1,54809-73-3,54809-74-4,59091-53-1,75171-48-1)

Guidance literature:

With dihydrogen peroxide;

Reference yield:

→ 1-oxy-matridin-15-one (16837-52-8,54750-07-1,54809-73-3,54809-74-4,59091-53-1,75171-48-1)

Guidance literature:

Sophoridin, H2O2;

DOI:10.1007/BF00923183

upstream raw materials:

(+)-matrine

(-)-sophoridine

Downstream raw materials:

(-)-sophoridine

(+)-matrine

Refernces

• 1、 -. "PROCESS FOR THE PURIFICATION OF SOPHORA ALKALOIDS". Page/Page column 10. . Retrieved 2009/10/22.