16791-17-6

Basic information

• Product Name: 4,4',4''-ethenetriyl-tri-phenol
• Synonyms: 4,4',4''-ethenetriyl-tri-phenol
• CAS NO: 16791-17-6
• Molecular Weight: 304.345
• Mol File: 16791-17-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4,4',4''-ethenetriyl-tri-phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4',4''-ethenetriyl-tri-phenol(16791-17-6)
• EPA Substance Registry System: 4,4',4''-ethenetriyl-tri-phenol(16791-17-6)

Safety Data

• Hazardous Substances Data: 16791-17-6(Hazardous Substances Data)

Upstream product

• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 14062-18-1 ethyl p-methoxyphenylacetate 
• 90-96-0 bis(p-methoxyphenyl)methanone 
• 4693-91-8 4-methoxyphenyl-acetic chloride 
• 100-66-3 methoxybenzene 
• 1817-87-4 1,1,2-tris-(4-methoxy-phenyl)-ethanol 
• 120-44-5 1,4-di(4-methoxyphenyl)ethanone 
• 7109-27-5 1,1,2-tris(4-methoxyphenyl)ethene 

Downstream Products

• 16791-20-1 1,1,2-Tris--aethylen-tricaprylat 
• 16733-14-5 tris-(4-acetoxy-phenyl)-bromo-ethene 
• 16733-24-7 2-Brom-1,1,2-tris--ethylen-tris-<α-phenyl-butyrat> 
• 16733-13-4 2-Chlor-1,1,2-tris--ethylen-tris-<α-phenyl-butyrat> 
• 20471-69-6 2-Brom-1,1,2-tris--aethylen-tri- 
• 20471-68-5 2-Chlor-1,1,2-tris--aethylen-tri- 
• 16733-22-5 2-Brom-1,1,2-tris--ethylen-tris- 
• 16791-29-0 2-Chlor-1,1,2-tris--ethylen-tris- 
• 16791-30-3 2-Brom-1,1,2-tris--aethylen-tris- 
• 16733-23-6 2-Brom-1,1,2-tris--aethylen-tris- 
• 16733-12-3 2-Chlor-1,1,2-tris--aethylen-tris- 
• 16733-19-0 2-Brom-1,1,2-tris--aethylen-tri-caprylat 
• 16791-27-8 2-Chlor-1,1,2-tris--aethylen-tri-caprylat 
• 16733-18-9 2-Brom-1,1,2-tris--aethylen-tri-oenanthat 

Relevant articles and documents

Antiestrogenically active 1,1,2-tris(4-hydroxyphenyl)alkenes without basic side chain: Synthesis and biological activity

C2-Alkyl substituted derivatives of the 1,1,2-tris(4-hydroxyphenyl)ethene 3a (alkyl = Me (3b), Et (3c), Prop (3d), But (3e)) were synthesized by reaction of 1,2-bis(4-methoxyphenyl)ethanone with the appropriate alkyl halide, followed by a Grignard reaction with 4-methoxyphenylmagnesium bromide, dehydration with phosphoric acid or hydrobromic acid, and ether cleavage with BBr3. The compounds were tested for estrogen receptor (ER) binding affinity in a competition experiment with radio labeled estradiol ([3H]-E2) and for gene activation on the ER-positive MCF-7-2a cell line. All compounds showed high receptor binding affinity (RBA-value: 3b (52. 1%) > 3a (45.5%) > 3c (29.6%) > 3d (4.03%) > 3e (0.95%)). The tests on hormone dependent MCF-7-2a breast cancer cells, stably transfected with the plasmid EREwtcluc, revealed that all 1,1,2-tris(4-hydroxyphenyl)ethenes antagonized the effect of 1 nM estradiol (E2). The compounds 3b (IC50 = 15 nM) and 3c (IC50 = 10 nM) were equal in their effects to 4-hydroxytamoxifen (4OHT) (IC50 = 7 nM). Agonistic effects were low. Only 3a and 3b activated the luciferase expression (relative activation at 1 μM: 3a 60%; 3b 35%). Despite their highly antagonistic potency, the 1,1,2-tris(4-hydroxyphenyl)ethenes showed only low cytotoxic properties on the hormone sensitive MCF-7 cell line.