1817-87-4

Basic information

• Product Name: 1,1,2-Tris(4-methoxyphenyl)ethanol
• Synonyms: 1,1,2-Tis(p-methoxyphenyl)ethanol;1,1,2-Tris(4-methoxyphenyl)ethanol;4-Methoxy-,-bis(4-methoxyphenyl)benzeneethanol
• CAS NO: 1817-87-4
• Molecular Formula: C₂₃H₂₄O₄
• Molecular Weight: 0
• Mol File: 1817-87-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,1,2-Tris(4-methoxyphenyl)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,2-Tris(4-methoxyphenyl)ethanol(1817-87-4)
• EPA Substance Registry System: 1,1,2-Tris(4-methoxyphenyl)ethanol(1817-87-4)

Safety Data

• Hazardous Substances Data: 1817-87-4(Hazardous Substances Data)

Usage

Type of compound

Triphenylmethanol derivative

Physical state at room temperature

White solid

Solubility in water

Insoluble

Solubility in organic solvents

Soluble in ethanol and acetone

Usage

Building block in the synthesis of various organic compounds

Application in manufacturing

Pharmaceuticals, dyes, and other organic compounds

Intermediate in production

Fragrances, flavors, and cosmetics

Upstream product

• 104-01-8 4-Methoxyphenylacetic acid 
• 4693-91-8 4-methoxyphenyl-acetic chloride 
• 120-44-5 1,4-di(4-methoxyphenyl)ethanone 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 14062-18-1 ethyl p-methoxyphenylacetate 
• 100-66-3 methoxybenzene 
• 90-96-0 bis(p-methoxyphenyl)methanone 

Downstream Products

• 25354-46-5 1-bromo-1,2,2-tris(p-methoxyphenyl)ethene 
• 7109-27-5 1,1,2-tris(4-methoxyphenyl)ethene 
• 569-57-3 chlorotrianisene 
• 3100-58-1 1,1,2-tris(4-methoxyphenyl)ethane 
• 16791-18-7 tris-(4-acetoxy-phenyl)-ethene 
• 16791-31-4 tris-(4-propionyloxy-phenyl)-ethene 
• 16733-14-5 tris-(4-acetoxy-phenyl)-bromo-ethene 
• 16791-17-6 4,4',4''-ethenetriyl-tri-phenol 

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.