Anethole trithione Chemical Properties

Melting point:

111°

Boiling point:

353.09°C (rough estimate)

Density 

1.4406 (rough estimate)

refractive index 

1.5080 (estimate)

storage temp. 

2-8°C

solubility 

soluble in Chloroform

form 

powder to crystal

color 

Orange-colored prisms from butyl acetate

Odor

very bitter taste

InChI

InChI=1S/C10H8OS3/c1-11-8-4-2-7(3-5-8)9-6-10(12)14-13-9/h2-6H,1H3

InChIKey

KYLIZBIRMBGUOP-UHFFFAOYSA-N

SMILES

S1C(C2=CC=C(OC)C=C2)=CC(=S)S1

CAS DataBase Reference

532-11-6(CAS DataBase Reference)

NIST Chemistry Reference

3H-1,2-Dithiole-3-thione, 5-(4-methoxyphenyl)-(532-11-6)

Safety Information

HS Code 

2934.99.3000

Toxicity

LD50 orl-mus: 3850 mg/kg NIIRDN 6,25,82

Anethole trithione Usage And Synthesis

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.

Originator

Sialor,Paladin Labs

Uses

Anethole trithione is a choleretic drug that can be effective in the treatment of dry mouth, including drug-induced xerostomia. Research suggests that Anethole trithione may exert its therapeutic effects by acting on the alpha-CGRP nerves in the salivary glands, which in turn promotes salivary secretion^[1-2].

Definition

ChEBI: Anetholtrithion is a member of methoxybenzenes.

Manufacturing Process

1 mol anethol (1-methoxy-4-propenyl-benzene) and 3 mol sulfur were heated in an open vessel to temperature 190°-200°C. H2S was removed at this temperature. On cooling the reaction mixture was getting solid. The solid product was recrystallizated from acetone or ethanol to give the orange-red needles of 5-(4-methoxyphenyl)-3H-1,2-dithiole-3-thione; MP 108.5°C.

Therapeutic Function

Salivation stimulant, Choleretic, Neuroprotective

Safety Profile

Poison by intramuscular route.Moderately toxic by ingestion and intraperitoneal routes.Experimental reproductive effects. When heated todecomposition it emits toxic fumes of SOx.

References

[1] TOSHIAKI NAGANO; Masaharu T. Enhancement of salivary secretion and neuropeptide (substance P, α-calcitonin gene-related peptide) levels in saliva by chronic anethole trithione treatment[J]. Journal of Pharmacy and Pharmacology, 2010. DOI:10.1211/0022357011778098.
[2] GLENERT U. Effects of chronic anethole trithione and amitriptyline treatment on rat parotid gland signalling[J]. European Journal of Pharmacology: Molecular Pharmacology, 1992. DOI:10.1016/0922-4106(92)90081-6.

Anethole trithione(532-11-6)Related Product Information

• 1,3-Cyclopentadiene
• 1,2-PENTADIENE
• 4-Methoxyphenylacetone
• TRANS-1,3-PENTADIENE
• DL-Limonene
• Cyclopentene
• Dicyclopentadiene
• trans-Anethole
• METHYLCYCLOPENTADIENE DIMER
• N,N-DIETHYLNICOTINAMIDE
• GALL
• Chicken gold
• BENZYL METHYL DISULFIDE
• cis-Anethol
• 5-PHENYL-3H-1,2-DITHIOLE-3-THIONE
• 3H-1,2-DITHIOLE-3-THIONE
• Anethole trithione