6493-73-8

Basic information

• Product Name: BENZYL TRISULFIDE
• Synonyms: BENZYL TRISULFIDE;DIBENZYL TRISULFIDE;Dibenzyl pertrisulfide;Dibenzyl trisulphide;Pertrithiobis(methylene)bis(benzene)
• CAS NO: 6493-73-8
• Molecular Formula: C₁₄H₁₄S₃
• Molecular Weight: 278.46
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 6493-73-8.mol
• Article Data: 25

Chemical Properties

• Melting Point: 46-48 °C(lit.)
• Boiling Point: 160-163 °C0.01 mm Hg(lit.)
• Flash Point: 214.9°C
• Appearance: /
• Density: 1.3612 (rough estimate)
• Vapor Pressure: 6.01E-07mmHg at 25°C
• Refractive Index: 1.6200 (estimate)
• Storage Temp.: -20?C Freezer
• CAS DataBase Reference: BENZYL TRISULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL TRISULFIDE(6493-73-8)
• EPA Substance Registry System: BENZYL TRISULFIDE(6493-73-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 6493-73-8(Hazardous Substances Data)

Usage

Description

BENZYL TRISULFIDE is an organic compound that belongs to the class of thiols. It is a secondary metabolite derived from Petiveria alliacea, a plant species known for its medicinal properties. This white solid exhibits unique chemical properties, making it a versatile compound with various applications across different industries.

Uses

Used in Pharmaceutical Industry:
BENZYL TRISULFIDE is used as an antibacterial and antifungal agent for its ability to combat bacterial and fungal infections. Its effectiveness in this application is attributed to its chemical properties, which allow it to disrupt the cell membranes of pathogens and inhibit their growth.
Used in Medical Research:
BENZYL TRISULFIDE is used as a research compound for studying erythrocyte elasticity, relaxation time, and membrane morphology. Its impact on these parameters can provide valuable insights into the underlying mechanisms of various blood-related disorders and contribute to the development of novel therapeutic strategies.

InChI:InChI=1/C14H14S3/c1-3-7-13(8-4-1)11-15-17-16-12-14-9-5-2-6-10-14/h1-10H,11-12H2

Upstream product

• 4816-54-0 dibenzyl tetrasulfide 
• 100-53-8 phenylmethanethiol 
• 74-88-4 methyl iodide 
• 16601-01-7 benzenethiosulfonic acid S-benzyl ester 
• 26826-81-3 benzenemethanesulfenyl chloride 
• 150-60-7 dibenzyl disulphide 
• 3492-66-8 benzyl-disulfane 
• 5797-02-4 acetyl benzyl disulfide 
• 28356-14-1 (disulfido)carbamimidic acid benzyl ester 
• 120506-35-6 C₇H₇S₂^(1-)*Na⁽¹⁺⁾ 
• 625-27-4 2-methyl-2-pentene 
• 17246-63-8 dibenzyl pentasulfide 
• 100-39-0 benzyl bromide 
• 2949-92-0 methanethiosulfonic acid S-methyl ester 

Downstream Products

• 7205-16-5 O,O-dimethyl S-(benzyl) phosphorothioate 
• 150-60-7 dibenzyl disulphide 
• 3878-45-3 triphenylphosphine sulfide 
• 791-28-6 Triphenylphosphine oxide 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 7783-06-4 hydrogen sulfide 
• 100-52-7 benzaldehyde 
• 83560-84-3 (PPh₄)2[S₅FeS₂WS₂]*0.5DMF 
• 83560-83-2 (PPh₄)2[S₅FeS₂MoS₂]*0.5DMF 
• 205305-57-3 N(C₂H₅)4⁽¹⁺⁾*W(C₆H₄S₂)2(OSi(C₆H₅)2C(CH₃)3)^(1-) = (N(C₂H₅)4)(W(C₆H₄S₂)2(OSi(C₆H₅)2C(CH₃)3)) 

Relevant articles and documents

Selectivity of diallyl trisulfides (DATS) in reducing HAuCl4 to produce gold nanoparticles: a detailed investigation

The bulbous root garlic (Allium sativum) with a strong taste and pungent odor is used widely in culinary preparations and folk medicine. Silver and gold nanoparticles (NPs) synthesized using this ingredient have also shown medicinal and therapeutic potency. Garlic contains organosulfur compounds, such as diallyl sulfide (DAS), diallyl disulfide (DADS) and diallyl trisulfide (DATS). These compounds are of crucial significance as anticancer drugs. Reported here is a synthesis of a series of DATS with varying substituents and plausible application as capping as well as reducing agent to synthesize gold nanoparticles (TS-GNPs). In the process, it was discovered that among the selected DATs, only 1,3-di(but-1-ene)trisulfane could serve the purpose because of structural reasons. The reason for this intriguing selectivity has been investigated in detail using the experimental findings and theoretical calculations of the frontier molecular orbitals (FMO). Graphic abstract: Synthesis of a series of medicinally important symmetrical organic trisulfides as a structural analogue of diallyl trisulfides (DATS) in an attempt to construct organosulfur compound induced gold nanoparticles (GNPs), has been reported. Only 1,3-Di(but-1-ene)trisulfane in the lot is capable of reducing the chloroauric acid to synthesize the protected GNPs.[Figure not available: see fulltext.].

Trisulfides over disulfides: Highly selective synthetic strategies, anti-proliferative activities and sustained H2S release profiles

Temperature-and solvent-induced selective synthesis of trisulfides and disulfides is demonstrated. A remarkable selectivity was achieved using Na2S as a sulfur-Transfer agent under mild, greener, catalyst-free and additive-free conditions. This study reveals trisulfides as a better model than disulfides in general for a sustained release of H2S and potent anti-cancer activities.

An Esterase-Sensitive Prodrug Approach for Controllable Delivery of Persulfide Species

A strategy to deliver a well-defined persulfide species in a biological medium is described. Under near physiological conditions, the persulfide prodrug can be activated by an esterase to generate a “hydroxymethyl persulfide” intermediate, which rapidly collapses to form a defined persulfide. Such persulfide prodrugs can be used either as chemical tools to study persulfide chemistry and biology or for future development as H2S-based therapeutic reagents. Using the persulfide prodrugs developed in this study, the reactivity between S-methyl methanethiosulfonate (MMTS) with persulfide was unambiguously demonstrated. Furthermore, a representative prodrug exhibited potent cardioprotective effects in a murine model of myocardial ischemia-reperfusion (MI/R) injury with a bell shape therapeutic profile.