80715-09-9

Basic information

• Product Name: Benzene, 1,1'-(1,2-ethenediyl)bis[3,5-dimethoxy-
• Synonyms: (E)-3,3',5,5'-tetramethoxystilbene;3,3',5,5'-tetramethoxy-trans-stilbene;1,2-bis(3,5-dimethoxyphenyl)ethylene;trans-3,3',5,5'-tetramethoxystilbene;(E)-1,2-bis(3,5-dimethoxyphenyl)ethene;trans-3,5,3',5'-tetramethoxystilbene
• CAS NO: 80715-09-9
• Molecular Formula: C18H20O4
• Molecular Weight: 300.354
• Mol File: 80715-09-9.mol
• Article Data: 32

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-(1,2-ethenediyl)bis[3,5-dimethoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-(1,2-ethenediyl)bis[3,5-dimethoxy-(80715-09-9)
• EPA Substance Registry System: Benzene, 1,1'-(1,2-ethenediyl)bis[3,5-dimethoxy-(80715-09-9)

Safety Data

• Hazardous Substances Data: 80715-09-9(Hazardous Substances Data)

Upstream product

• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 24131-30-4 (3,5-dimethoxybenzyl)triphenylphosphonium bromide 
• 872-85-5 pyridine-4-carbaldehyde 
• 667458-79-9 3,5-dimethoxybenzyl 3,5-bis(trifluoromethyl)phenyl sulfone 
• 98-03-3 thiophene-2-carbaldehyde 
• 498-60-2 furan-3-carboxaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 6380-23-0 3,4-dimethoxystyrene 
• 40243-87-6 3,5-dimethoxystyrene 
• 705-76-0 3,5-dimethoxybenzyl alcohol 
• 877-88-3 3,5-dimethoxybenzyl bromide 
• 100-39-0 benzyl bromide 
• 106-41-2 4-bromo-phenol 

Downstream Products

• 80715-10-2 1-(3,5-dihydroxyphenyl)-2-(3,5-dihydroxyphenyl)ethane 
• 80715-11-3 3,5,3',5'-Tetraacetoxydiphenylethan 
• 22976-41-6 3,5,3',5'-tetramethoxy-bibenzyl 
• 1182284-00-9 (E)-2-hydroxy-3,5,3′,5′-tetramethoxystilbene 
• 1325680-21-4 3,6-di(2-pyridyl)-4,5-di(3,5-dimethoxyphenyl)-1,4-dihydropyridazine 
• 1325680-08-7 3,6-di(2-pyridyl)-4,5-di-(3,5-dimethoxyphenyl)pyridazine 
• 125910-10-3 1,2-bis(3,5-dimethoxyphenyl)ethylene 
• 150258-79-0 (E)-1-<3,5-bis(benzyloxy)phenyl>-2-<3,5-bis(benzyloxy)phenyl>ethene 
• 33626-09-4 (E)-3,3',5,5'-tetrahydroxystilbene 

Relevant articles and documents

Vinyl-Stilbene Compounds and Uses Thereof

The present invention relates to a biphenyl - stilbene (Vinyl-stilbene) - based compound and a pharmaceutical composition for preventing or treating norovirus infection comprising the same as an active ingredient. The present invention can be usefully used as a pharmaceutical composition for treating norovirus infection by showing superior norovirus inhibitory activity and lower cell toxicity as compared to previously known compounds.

Identification of novel non-nucleoside vinyl-stilbene analogs as potent norovirus replication inhibitors with a potential host-targeting mechanism

Norovirus (NV), is the most common cause of acute gastroenteritis worldwide. To date, there is no specific anti-NV drug or vaccine to treat NV infections. In this study, we evaluated the inhibitory effect of different stilbene-based analogs on RNA genome replication of human NV (HNV) using a virus replicon-bearing cell line (HG23). Initial screening of our in-house chemical library against NV led to the identification of a hit containing stilbene scaffold 5 which on initial optimization gave us a vinyl stilbene compound 16c (EC50 = 4.4 μM). Herein we report our structure-activity relationship study of the novel series of vinyl stilbene analogs that inhibits viral RNA genome replication in a human NV-specific manner. Among these newly synthesized compounds, several amide derivatives of vinyl stilbenes exhibited potent anti-NV activity with EC50 values ranging from 1 to 2 μM. A trans-vinyl stilbenoid with an appended substituted piperazine amide (18k), exhibited potent anti-NV activity and also displayed favorable metabolic stability. Compound 18k demonstrated an excellent safety profile, the highest suppressive effect, and was selective for HNV replication via a viral RNA polymerase-independent manner. Its potential host-targeting antiviral mechanism was further supported by specific activation of heat shock factor 1-dependent stress-inducible pathway by 18k. These results suggest that 18k might be a promising lead compound for developing novel NV inhibitors with the novel antiviral mechanism.

Model Guided Development of a Simple Catalytic Method for the Synthesis of Unsymmetrical Stilbenes by Sequential Heck Reactions of Aryl Bromides with Ethylene

Stilbenes are important and useful structural moieties, but methods for their preparation typically possess numerous inefficiencies. Presented here is a methodology for the two-step, one pot preparation of unsymmetrical stilbenes via sequential Heck reactions. The first Heck reaction with ethylene gas was analysed as a function of temperature and pressure for electronically differentiated naphthyl bromides and model-aided reaction optimization was utilized to define the system. In addition, reactNMR was utilized to determine ethylene solubility in common organic solvents useful for Heck reactions. Finally, an optimized sequential Heck reaction process was developed and applied to a range of substrates allowing for efficient preparation of unsymmetrical stilbenes, including the natural antioxidant, pterostilbene. (Figure presented.).