534-25-8

Basic information

• Product Name: 3H-1,2-DITHIOLE-3-THIONE
• Synonyms: 1,2-dithiol-3-thione;1,2-dithiole-3-thione;dithiole-3-thione
• CAS NO: 534-25-8
• Molecular Formula: C₃H₂S₃
• Molecular Weight: 134.24298
• EINECS: 208-595-0
• Product Categories: Heterocyclic Compounds;Heterocycles;Inhibitors;Sulfur & Selenium Compounds
• Mol File: 534-25-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 79-81°C
• Boiling Point: 235.5 °C at 760 mmHg
• Flash Point: 96.2 °C
• Appearance: /
• Density: 1.56g/cm³
• Vapor Pressure: 0.0763mmHg at 25°C
• Refractive Index: 1.806
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• CAS DataBase Reference: 3H-1,2-DITHIOLE-3-THIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3H-1,2-DITHIOLE-3-THIONE(534-25-8)
• EPA Substance Registry System: 3H-1,2-DITHIOLE-3-THIONE(534-25-8)

Safety Data

• Hazardous Substances Data: 534-25-8(Hazardous Substances Data)

Usage

Chemical Properties

Red Solid

Uses

Different sources of media describe the Uses of 534-25-8 differently. You can refer to the following data:
1. A chemoprotective chemical. It is known to induce detoxication enzymes and inhibit chemica-induced tumors in multiple tissues.
2. A chemoprotective chemical. It is known to induce detoxication enzymes and inhibit chemica-induced tumors in multiple tissues

InChI:InChI=1/C3H2S3/c4-3-1-2-5-6-3/h1-2H

Upstream product

• 187737-37-7 propene 
• 6028-61-1 dipropyl trisulfide 
• 52687-98-6 1,4-di(n-propyl)tetrasulfane 
• 75-15-0 carbon disulfide 
• 74-86-2 acetylene 
• 102-52-3 malonaldehydebis(dimethylacetal) 

Relevant articles and documents

Synthesis of Dithiolethiones and Identification of Potential Neuroprotective Agents via Activation of Nrf2-Driven Antioxidant Enzymes

Oxidative stress is implicated in the pathogenesis of a wide variety of neurodegenerative disorders, and accordingly, dietary supplement of exogenous antioxidants or/and upregulation of the endogenous antioxidant defense system are promising for therapeutic intervention or chemoprevention of neurodegenerative diseases. Nrf2, a master regulator of the cellular antioxidant machinery, cardinally participates in the transcription of cytoprotective genes against oxidative/electrophilic stresses. Herein, we report the synthesis of 59 structurally diverse dithiolethiones and evaluation of their neuroprotection against 6-hydroxydopamine-or H2O2-induced oxidative damages in PC12 cells, a neuron-like rat pheochromocytoma cell line. Initial screening identified compounds 10 and 11 having low cytotoxicity but conferring remarkable protection on PC12 cells from oxidative-mediated damages. Further studies demonstrated that both compounds upregulated a battery of antioxidant genes as well as corresponding genes' products. Significantly, silence of Nrf2 expression abolishes cytoprotection of 10 and 11, indicating targeting Nrf2 activation is pivotal for their cellular functions. Taken together, the two lead compounds discovered here with potent neuroprotective functions against oxidative stress via Nrf2 activation merit further development as therapeutic or chemopreventive candidates for neurodegenerative disorders.

New ways of synthesis of 1,2-dithiole-3-thione

Two new synthetic approaches to 1,2-dithiole-3-thione are proposed. The title compound is formed by thermolysis of dipropyl polysulfides (n-Pr) 2Sx (x = 3-4) and thermal decomposition of polysulfide dendrimers under reduced pressure. The latter reaction may be recommended for utilization of organochlorine waste products in the manufacture of epichlorohydrin, which are used for the synthesis of dendrimers. 2004 MAIK "Nauka/Interperiodica".

HIGH-TEMPERATURE ORGANIC SYNTHESIS XXXVIII. THERMAL SYNTHESIS OF 1,2-DITHIOLE-3-THIONES FROM POLYSULFIDES

The main product from the thermolysis of dipropyl polysulfides (C3H7)2Sn (n = 3-4) at 350-400 deg C is 1,2-dithiole-3-thione, and it is formed with yields of up to 52 percent. 4-Methyl-1,2-dithiole-3-thione was obtained from diisobutyl polysulfides (iso-C4H9)2Sn under analogous conditions with a yield of 68 percent.