524937-24-4

Basic information

• Product Name: (E)-ethyl 3-(3-chloro-4-(trifluoromethylsulphonyloxy)phenyl)acrylate
• Synonyms: (E)-ethyl 3-(3-chloro-4-(trifluoromethylsulphonyloxy)phenyl)acrylate
• CAS NO: 524937-24-4
• Molecular Weight: 358.723
• Mol File: 524937-24-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (E)-ethyl 3-(3-chloro-4-(trifluoromethylsulphonyloxy)phenyl)acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-ethyl 3-(3-chloro-4-(trifluoromethylsulphonyloxy)phenyl)acrylate(524937-24-4)
• EPA Substance Registry System: (E)-ethyl 3-(3-chloro-4-(trifluoromethylsulphonyloxy)phenyl)acrylate(524937-24-4)

Safety Data

• Hazardous Substances Data: 524937-24-4(Hazardous Substances Data)

Upstream product

• 2420-16-8 4-hydroxy-3-chlorobenzaldehyde 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 188112-72-3 trifluoromethanesulfonic acid 2-chloro-4-formylphenyl ester 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 3943-94-0 (E)-ethyl 2-hydroxycinnamate 
• 159526-67-7 (E)-3-(4-benzyloxy-3-chlorophenyl)acrylic acid ethyl ester 
• 66422-84-2 4-benzyloxy-3-chlorobenzaldehyde 
• 103909-79-1 ethyl (E)-3-chloro-4-hydroxycinnamate 
• 358-23-6 trifluoromethylsulfonic anhydride 

Downstream Products

• 524937-26-6 ethyl (E)-4-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-chlorocinnamate 
• 1063712-51-5 ethyl (E)-[3'-(1-adamantyl)-4'-fluorophenyl]-3-chlorocinnamate 
• 1063712-76-4 ethyl (E)-4-[4'-benzyloxy-3'-(2,6-dimethylphenyl)phenyl]-3-chlorocinnamate 
• 1063712-96-8 ethyl (E)-4-[4'-benzyloxy-3'-(1-methylcyclohexyl)phenyl]-3-chlorocinnamate 
• 1063713-04-1 ethyl (E)-4-[4'-benzyloxy-3'-(3,5-dimethyl-1-adamantyl)phenyl]-3-chlorocinnamate 
• 1063713-14-3 ethyl (E)-3-chloro-4-[4'-hydroxy-3'-(2-methyl-1,3-dithian-2-yl)phenyl]cinnamate 
• 1063713-27-8 ethyl (E)-4-[4'-benzyloxy-3'-(1,1-diethylpropyl)phenyl]-3-chlorocinnamate 
• 1160658-23-0 (E)-ethyl 3-[5'-(adamant-1-yl)-4'-(tert-butyldimethylsilyloxy)-2-chloro-2'-methylbiphenyl-4-yl]acrylate 
• 943141-71-7 N-(tetrahydro-2H-pyran-2-yloxy) (E)-4-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-chlorocinnamamide 
• 943141-70-6 (E)-4-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-chlorocinnamic acid 
• 943141-64-8 5-{3-[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]-(2E)-2-propenylidene}-2,4-thiazolidinedione 
• 943141-63-7 (E)-4-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-chlorocinnamaldehyde 
• 943141-62-6 (E)-4-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-chlorocinnamyl alcohol 

Relevant articles and documents

Highly twisted adamantyl arotinoids: Synthesis, antiproliferative effects and RXR transactivation profiles

Retinoid-related molecules with an adamantyl group (adamantyl arotinoids) have been described with selective activities towards the retinoid receptors as agonists for NR1B2 and NR1B3 (RARβ,γ) (CD437, MX3350-1) or RAR antagonists (MX781) that induce growth arrest and apoptosis in cancer cells. Since these molecules induce apoptosis independently of RAR transactivation, we set up to synthesize novel analogs with impaired RAR binding. Here we describe adamantyl arotinoids with 2,2′-disubstituted biaryl rings prepared using the Suzuki coupling of the corresponding fragments. Those with cinnamic and naphthoic acid end groups showed significant antiproliferative activity in several cancer cell lines, and this effect correlated with the induction of apoptosis as measured by caspase activity. Strikingly, some of these compounds, whereas devoid of RAR binding capacity, were able to activate RXR.

An adamantyl-substituted retinoid-derived molecule that inhibits cancer cell growth and angiogenesis by inducing apoptosis and binds to small heterodimer partner nuclear receptor: Effects of modifying its carboxylate group on apoptosis, proliferation, and

Apoptotic and antiproliferative activities of small heterodimer partner (SHP) nuclear receptor ligand (E)-4-[3′-(1-adamantyl)-4′- hydroxyphenyl]-3-chlorocinnamic acid (3-Cl-AHPC), which was derived from 6-[3′-(1-adamantyl)-4′-hydroxyphenyl]-2-naphthalenec