Diallyl trisulfide

Base Information

• Chemical Name: Diallyl trisulfide
• CAS No.: 2050-87-5
• Molecular Formula: C6H10S3
• Molecular Weight: 178.343
• Hs Code.: 29309090
• European Community (EC) Number: 218-107-8,232-371-1
• NSC Number: 651936
• UNII: 0ZO1U5A3XX
• DSSTox Substance ID: DTXSID9045972
• Nikkaji Number: J86.684I
• Wikipedia: Diallyl_trisulfide
• Wikidata: Q17148332
• NCI Thesaurus Code: C68525
• Pharos Ligand ID: NXAGCQ5SRQUS
• Metabolomics Workbench ID: 44708
• ChEMBL ID: CHEMBL123040
• Mol file: 2050-87-5.mol

Synonyms:allitridi;allitridin;allitridum;allyl trisulfide;Dasuansu;diallyl trisulfide

Chemical Property of Diallyl trisulfide

Chemical Property:

• Vapor Pressure: 0.105mmHg at 25°C
• Refractive Index: 1.581
• Boiling Point: 229.5 °C at 760 mmHg
• Flash Point: 87.8 °C
• PSA: 75.90000
• Density: 1.116 g/cm³
• LogP: 3.38800
• Storage Temp.: -20°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 177.99446384
• Heavy Atom Count: 9
• Complexity: 70.4

Purity/Quality:

99% ^*data from raw suppliers

DiallylTrisulfide(80%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCSSSCC=C
• Description: Hydrogen sulfide (H2S) is an endogenously-produced gaseous second messenger that can regulate many physiological processes. Diallyl trisulfide (DATS) is an organic polysulfide compound found in garlic that acts as an H2S donor. It reduces the survival of prostate cancer PC-3 cells (IC50 = 22 μM) and inhibits the growth of human colon adenocarcinoma HCT15 cells (IC50 = 11.5 μM). DATS suppresses the growth of PC-3 xenografts in vivo in mice and induces vascular smooth muscle relaxation. Garlic extracts also lower cholesterol and there is evidence that DATS can alter the expression of genes and inhibit enzymes that are relevant to cholesterol synthesis.
• Uses: Diallyl trisulfide (DATS) has been used to study its antimicrobial effects against Campylobacter jejuni. It has also been used to test its effect on hepatic regeneration in partial hepatectomy (PHx) rats. Diallyl Trisulfide, is an organosulfur garlic compound that induces neovasculogenesis and has preventive effects against ischemic injuries. Antiarrythmic effect.

Technology Process of Diallyl trisulfide

There total 33 articles about Diallyl trisulfide 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: 10.0%

3-chloroprop-1-ene (107-05-1) → diallyl trisulfide (2050-87-5) + diallyl tetrasulfide (2444-49-7)

Guidance literature:

With sulfur; potassium hydroxide; water; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1055/s-1980-29271

Reference yield:

allicin (539-86-6) → 3-vinyl-4H-<1,2>-dithiin (62488-53-3) + diallyl disulphide (2179-57-9) + diallyl trisulfide (2050-87-5) + 2‐ethenyl‐4H‐1,3‐dithiine (80028-57-5) + (Z)-ajoene (92285-00-2) + (E)-ajoene (92284-99-6)

Guidance literature:

at 37 ℃; for 48h; Product distribution; other temperatures, other times;

DOI:10.1021/ja00338a049

Reference yield:

3-chloroprop-1-ene (107-05-1) → diallyl disulphide (2179-57-9) + diallyl sulphide (592-88-1) + diallyl trisulfide (2050-87-5) + diallyl tetrasulfide (2444-49-7)

Guidance literature:

With sodium sulfide; sodium hydroxide; sulfur; polyethylene glycol; In water; at 45 - 60 ℃; under 1173.78 Torr;

3-chloroprop-1-ene; In water; at 45 - 50 ℃; under 915.2 - 4897.34 Torr; Product distribution / selectivity; continuous process;

upstream raw materials:

3-chloroprop-1-ene

prop-2-ene-1-thiol

diallyl disulphide

allicin

Downstream raw materials:

hydrogen sulfide

Oxidized glutathione

diallyl sulphide

Refernces

• 1、 Chen, Chung-Wen,Ho, Chi-Tang. "Thermal Degradation of Allyl Isothiocyanate in Aqueous Solution". . p. 220 - 223. Retrieved 1998.
• 2、 Gorjian, Hayedeh,Khaligh, Nader Ghaffari. "3,4-Dichloro-1,2,5-thiadiazole: a commercially available electrophilic sulfur transfer agent and safe resource of ethanedinitrile". . . Retrieved 2021/11/04.
• 3、 -. "GARLIC PROCESSING". Page/Page column 5-6; 8. . Retrieved 2008/12/05.