Anethole trithione

Base Information

• Chemical Name: Anethole trithione
• CAS No.: 532-11-6
• Molecular Formula: C10H8OS3
• Molecular Weight: 240.371
• Hs Code.: 2930909090
• European Community (EC) Number: 208-528-5
• UNII: QUY32964DJ
• DSSTox Substance ID: DTXSID9046651
• Nikkaji Number: J33.400F
• Wikipedia: Anethole_trithione
• Wikidata: Q4761739
• NCI Thesaurus Code: C246
• Metabolomics Workbench ID: 154631
• ChEMBL ID: CHEMBL178862
• Mol file: 532-11-6.mol

Synonyms:Anethol Dithiolthione;Anethole Trithione;Anetholetrithione;Anetholtrithion;Anetholtrithione;Anisyldithiolthionine;Dithiolthione, Anethol;Felviten;Heporal;Mucinol;Sialor;SL 25;SL-25;Sonicur;Sulfarlem;Sulfralem;Tiotrifar;Trithio;Trithioanethol;Trithione, Anethole;Trithioparamethoxyphenylpropene

Chemical Property of Anethole trithione

Chemical Property:

• Appearance/Colour: Powder
• Vapor Pressure: 3.46E-06mmHg at 25°C
• Melting Point: 111°
• Refractive Index: 1.732
• Boiling Point: 398.1 °C at 760 mmHg
• Flash Point: 194.6 °C
• PSA: 105.50000
• Density: 1.41 g/cm³
• LogP: 3.10000
• Storage Temp.: 2-8°C
• Solubility.: soluble in Chloroform
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 239.97372840
• Heavy Atom Count: 14
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

Anethole Trithione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC(=S)SS2
• Description: Anise trisulfide, also known as bile vita, is a secretory choleretic drug, which can significantly enhance liver glutathione levels, significantly enhance glutamyl cysteine synthase, glutathione reductase and glutathione sulfur Transferase activity, reduce glutathione peroxidase activity, enhance liver cell viability, and increase bile secretion. Without increasing the burden on the liver, it can reduce liver portal pressure, eliminate liver congestion and other symptoms of hepatitis lesions, promote liver cell activation, and contribute to the improvement and recovery of liver function.
• Therapeutic Function: Salivation stimulant, Choleretic, Neuroprotective

Technology Process of Anethole trithione

There total 20 articles about Anethole trithione 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: 95.0%

methyl 3-hydroxy-3-(p-methoxyphenyl)-2-propenedithiolate (20365-71-3) → anethole trithione (532-11-6)

Guidance literature:

With sulfur; indium(III) chloride; In neat (no solvent); at 90 ℃; for 1h; Reagent/catalyst; Temperature;

DOI:10.1021/acs.joc.6b01802

Reference yield: 88.0%

carbon disulfide (75-15-0,12122-00-8) + 1-(4-methoxyphenyl)ethanone (100-06-1) → anethole trithione (532-11-6)

Guidance literature:

1-(4-methoxyphenyl)ethanone; With potassium hydride; In tetrahydrofuran; for 0.25h;

carbon disulfide; With hexamethyldisilathiane; In tetrahydrofuran; for 0.333333h;

With hexachloroethane; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)01191-6

Reference yield: 84.0%

C14H18O2S2 → anethole trithione (532-11-6)

Guidance literature:

With sulfur; indium(III) chloride; In neat (no solvent); at 90 ℃; for 1h;

DOI:10.1021/acs.joc.6b01802

upstream raw materials:

Estragole

5-(p-methoxyphenyl)dithia<1,2>cyclopenten-3-one

3,3-dimercapto-1-(4-methoxy-phenyl)-propenone

E-1-(4'-methoxyphenyl)prop-1-ene

Downstream raw materials:

phenylhydrazine

2-(3,5-diphenyl-3H-[1,3,4]thiadiazol-2-ylidene)-1-(4-methoxy-phenyl)-ethanethione

5-[2-(4-methoxy-phenyl)-2-thioxo-ethylidene]-4-phenyl-4,5-dihydro-[1,3,4]thiadiazole-2-carboxylic acid ethyl ester

1,3-Bis-(triaethylsilyl-mercapto)-1-(4-methoxy-phenyl)-propen-⁽¹⁾

Refernces

• 1、 -. "Gallic acid hydrogen sulfide derivative and preparation method and medical application thereof". Paragraph 0063-0066. . Retrieved 2021/03/31.
• 2、 Xu, Hong-Hui,Zhang, Xiao-Hong,Zhang, Xing-Guo. "Copper-Catalyzed Tandem Sulfuration/Annulation of Propargylamines with Sulfur via C-N Bond Cleavage". . p. 7894 - 7900. Retrieved 2019/06/27.