1378032-53-1

Basic information

• Product Name: C₁₈H₁₉NO₂S
• CAS NO: 1378032-53-1
• Molecular Weight: 313.42
• Mol File: 1378032-53-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₈H₁₉NO₂S(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₈H₁₉NO₂S(1378032-53-1)
• EPA Substance Registry System: C₁₈H₁₉NO₂S(1378032-53-1)

Safety Data

• Hazardous Substances Data: 1378032-53-1(Hazardous Substances Data)

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 65819-34-3 (E)-4-hydroxy-4'-methoxystilbene 
• 16420-13-6 N,N-Dimethylthiocarbamoyl chloride 
• 156-38-7 4-hydroxyphenylacetate 

Downstream Products

• 1378032-58-6 C₁₈H₁₉NO₂S 
• 1378032-48-4 trans-4'-methoxy-4-mercaptostilbene 

Relevant articles and documents

Extraordinary radical scavengers: 4-mercaptostilbenes

In the past decade, there was a great deal of interest and excitement in developing more active antioxidants and cancer chemoprevention agents than resveratrol, a naturally occurring stilbene. In this work, eight resveratrol-directed 4-mercaptostilbenes were constructed based on the inspiration that thiophenol should be a stronger radical scavenger than phenol, and their reaction rates with galvinoxyl (GO.) and 2,2-diphenyl-1-picrylhydrazyl (DPPH.) radicals in methanol and ethyl acetate were measured by using stopped-flow UV/Vis spectroscopy at 25 °C. Kinetic analysis demonstrates that 4-mercaptostilbenes are extraordinary radical scavengers, and the substitution of the 4-SH group for the 4-OH group in the stilbene scaffold is an important strategy to improve the radical-scavenging activity of resveratrol. Surprisingly, in methanol, some of the 4-mercaptostilbenes are 104-times more active than resveratrol, dozens of times to hundreds of times more effective than known antioxidants (α-tocopherol, ascorbic acid, quercetin, and trolox). The detailed radical-scavenging mechanisms were discussed based on acidified-kinetic analysis. Addition of acetic acid remarkably reduced the GO. and DPPH. radical-scavenging rates of the 4-mercaptostilbenes in methanol, a solvent that supports ionization, suggesting that the reactions proceed mainly through a sequential proton loss electron transfer mechanism. In contrast, an interesting acid-promoted kinetics was observed for the reactions of the 4-mercaptostilbenes with DPPH. in ethyl acetate, a solvent that weakly supports ionization. The increased ratio in rates is closely correlated with the electron-rich environment in the molecules, suggesting that the acceleration could benefit from the contribution of the electron transfer from the 4-mercaptostilbenes and DPPH.. However, the addition of acetic acid had no influence on the GO.-scavenging rates of the 4-mercaptostilbenes in ethyl acetate, due to the occurrence of the direct hydrogen atom transfer. Our results show that the radical-scavenging activity and mechanisms of 4-mercaptostilbenes depends significantly on the molecular structure and acidity, the nature of the attacking radical, and the ionizing capacity of the solvent. Copyright