35258-41-4

Basic information

• Product Name: 1-Propanone, 1,2-bis(4-methoxyphenyl)-
• CAS NO: 35258-41-4
• Molecular Formula: C17H18O3
• Molecular Weight: 270.328
• Mol File: 35258-41-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-Propanone, 1,2-bis(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 1,2-bis(4-methoxyphenyl)-(35258-41-4)
• EPA Substance Registry System: 1-Propanone, 1,2-bis(4-methoxyphenyl)-(35258-41-4)

Safety Data

• Hazardous Substances Data: 35258-41-4(Hazardous Substances Data)

Upstream product

• 120-44-5 1,4-di(4-methoxyphenyl)ethanone 
• 74-88-4 methyl iodide 
• 121-97-1 4-Methoxypropiophenone 
• 79755-15-0 (E)-1-methoxy-1,2-bis(p-methoxyphenyl)propene 
• 81360-99-8 1,11-bis(p-methoxyphenyl)-2-iodopropene 
• 39179-87-8 4,4'-(2-bromoprop-1-ene-1,1-diyl)bis(methoxybenzene) 
• 4693-91-8 4-methoxyphenyl-acetic chloride 
• 100-66-3 methoxybenzene 
• 4663-13-2 1,1-bis(4-methoxyphenyl)propene 

Downstream Products

• 35263-92-4 1-[4-(2-Diethylamino-ethoxy)-phenyl]-1,2-bis-(4-methoxy-phenyl)-propan-1-ol 
• 23592-86-1 1,2-bis-(4-hydroxy-phenyl)-propan-1-one 
• 96047-37-9 1,2-bis-(4-methoxy-phenyl)-2-methyl-propan-1-one 
• 67295-38-9 1, 2-bis(4-methoxyphenyl)prop-2-en-1-one 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 25017-89-4 1-(4-methoxyphenyl)-2-(4-hydroxyphenyl)-1-propanone 
• 848073-45-0 1-(4-methoxyphenyl)-2-[4-(2-(piperidin-1-yl)ethoxy)phenyl]propan-1-one 
• 848073-49-4 1-(4-methoxyphenyl)-2-{4-[2-(piperidin-1-yl)ethoxy]phenyl}-1-(5-methoxynaphthalen-1-yl)propene 
• 848073-48-3 1-(4-methoxyphenyl)-2-{4-[2-(piperidin-1-yl)ethoxy]phenyl}-1-(6-methoxynaphthalen-1-yl)propene 
• 848073-47-2 1-(4-methoxyphenyl)-2-{4-[2-(piperidin-1-yl)ethoxy]phenyl}-1-(6-methoxynaphthalen-2-yl)propene 
• 519156-27-5 1,1,2-tris(4-methoxyphenyl)prop-1-ene 

Relevant articles and documents

Nickel catalyzed α-arylation of ketones with aryltrimethylammonium triflates

Nickel-catalyzed α-arylation of ketones involving aromatic C-N cleavage has been accomplished. Intermolecular coupling of aromatic ketones with a variety of aryltrimethylammonium triflates was achieved in the presence of Ni(COD)2, IPr·HCl, and LiOBut, giving α-arylated ketones in reasonable to excellent yields.

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.