| Identification | More | [Name]
Anethole trithione | [CAS]
532-11-6 | [Synonyms]
5-(4-methoxyphenyl)-1,2-dithiole-3-thione
5-(4-methoxyphenyl)-3h-1,2-dithiole-3-thione
ANETHOLE TRITHIONE
3-(p-anisy)trithione
3-(p-Methoxyphenyl)trithione
3-(p-Methoxyphenyl)-trithione
3H-1,2-Dithiole-3-thione, 5-(p-methoxyphenyl)-
5-(4-methoxyphenyl)-3h-2-dithiole-3-thione
5-(p-Methoxyphenyl)-1,2-dithiocyclopenten-3-thione
5-(p-Methoxyphenyl)-3H-1,2-dithiole-3-thione
5-(p-methoxyphenyl)-3h-2-dithiole-3-thione
AnetholTrithione
Felviten
Heporal
Mucinol
SKF 1717
skf1717
Sufralem
Sulfarlem
Sulfogal | [EINECS(EC#)]
208-528-5 | [Molecular Formula]
C10H8OS3 | [MDL Number]
MFCD00129751 | [Molecular Weight]
240.36 | [MOL File]
532-11-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
111° | [Boiling point ]
353.09°C (rough estimate) | [density ]
1.4406 (rough estimate) | [refractive index ]
1.5080 (estimate) | [storage temp. ]
Sealed in dry,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) |
| Hazard Information | Back Directory | [Description]
Anethole trithione, also known as bile vita, anetholtrithion or anise trisulfide, 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]
choleretic | [Definition]
ChEBI:Anetholtrithion is a member of methoxybenzenes. | [Preparation]
Anethole trithione can be obtained by the cyclization of anethole and sulfur. Add aniseed oil and dimethylformamide to the reaction tank, stir, and then add sulfur powder. Heat to 146–150 °C, and maintain the reaction for 1.5 hours. At the end of the reaction, cool to 80 °C, recover dimethylformamide under reduced pressure, then cool the reaction mixture to 66 °C. Add xylene and activated carbon, heat to 108 °C, and hold for half an hour before hot filtration. Cool the filtrate to 0 °C to crystallize, then filter and wash with water to obtain the crude product. After refining with xylene or butyl acetate, the final product of anethole trithione is obtained. The yield is 40%. | [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 | [Pharmacokinetics]
Anethole trithione (ATT) appears to have a broad range of unique functions, from increasing salivary secretion to help treat xerostomia, to demonstrating an ability to inhibit carcinogenesis by increasing the activity of electrophile detoxification enzymes, and even being used as an adjunctive therapy for cholecystitis, gallstone, indigestion, and acute/chronic hepatitis and is marketed in certain countries like France, Germany, and China. Unfortunately, many of the specific mechanisms of action to these activities have yet to be formally elucidated, which means that while studies are ongoing, ATT itself is not necessarily formally indicated for many of these aforementioned functions at this time and is only used in limited regions around the world. | [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. | [storage]
Store at -20°C | [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.
[3] GLENERT U. Acute effects of a possible sialogogue, anethole trithione, in rat parotid glands[J]. European Journal of Pharmacology: Molecular Pharmacology, 1991, 208 4: Pages 287-295. DOI:10.1016/0922-4106(91)90074-R.
[4] Ukai, Y., Taniguchi, N., Takeshita, K., et al. Chronic anethole trithione treatment enhances the salivary secretion and increases the muscarinic acetylcholine receptors in the rat submaxillary gland. Arch. Int. Pharmacodyn. Ther. 271(2), 206-212 (1984).
[5] Reddy, B.S., Rao, C.V., Rivenson, A., et al. Chemoprevention of colon carcinogenesis by organosulfur compounds. Cancer Res. 53(15), 3493-3498 (1993).
[6] Ansher, S.S., Dolan, P., and Bueding, E. Chemoprotective effects of two dithiolthiones and of butylhydroxyanisole against carbon tetrachloride and acetaminophen toxicity. Hepatology 3(6), 932-935 (1983). |
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| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
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