5761-16-0

Basic information

• Product Name: 5-(4-chlorophenyl)-3H-1,2-dithiole-3-thione
• Synonyms: 3H-1,2-Dithiole-3-thione, 5-(4-chlorophenyl)-
• CAS NO: 5761-16-0
• Molecular Formula: C₉H₅ClS₃
• Molecular Weight: 244.784
• Mol File: 5761-16-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 388.2°C at 760 mmHg
• Flash Point: 188.6°C
• Density: 1.54g/cm³
• Vapor Pressure: 6.96E-06mmHg at 25°C
• Refractive Index: 1.777
• CAS DataBase Reference: 5-(4-chlorophenyl)-3H-1,2-dithiole-3-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-chlorophenyl)-3H-1,2-dithiole-3-thione(5761-16-0)
• EPA Substance Registry System: 5-(4-chlorophenyl)-3H-1,2-dithiole-3-thione(5761-16-0)

Safety Data

• Hazardous Substances Data: 5761-16-0(Hazardous Substances Data)

Upstream product

• 17835-42-6 5-(4-chlorophenyl)-3H-1,2-dithiole-3-one 
• 50850-04-9 1-(4-chlorophenyl)-3,3-dimercapto-2-propen-1-one 
• 108872-22-6 β-acetyldisulfanyl-4-chloro-cinnamic acid ethyl ester 
• 10364-95-1 1-(4-chloro-benzoyl)-1H-imidazole 
• 74-11-3 para-chlorobenzoic acid 

Downstream Products

• 27684-36-2 1-(4-chloro-phenyl)-2-(3,5-diphenyl-3H-[1,3,4]thiadiazol-2-ylidene)-ethanethione 
• 17835-42-6 5-(4-chlorophenyl)-3H-1,2-dithiole-3-one 

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.

1,2-dithiol-3-thion-S-oxide compounds and pharmaceutical compositions

The use of 5-phenyl-3H-1,2-dithiol-3-thion-S-oxides which are optionally substituted in the phenyl ring as active substances in hepato-protective medicaments and new 5-phenyl-3H-1,2-dithiol-3-thion-S-oxides which are substituted in the phenyl ring are des