114085-80-2

Basic information

• Product Name: 1-Pentanone, 1-(3,4,5-trimethoxyphenyl)-
• CAS NO: 114085-80-2
• Molecular Formula: C14H20O4
• Molecular Weight: 252.31
• Mol File: 114085-80-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-Pentanone, 1-(3,4,5-trimethoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pentanone, 1-(3,4,5-trimethoxyphenyl)-(114085-80-2)
• EPA Substance Registry System: 1-Pentanone, 1-(3,4,5-trimethoxyphenyl)-(114085-80-2)

Safety Data

• Hazardous Substances Data: 114085-80-2(Hazardous Substances Data)

Upstream product

• 1448644-06-1 2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborinane 
• 120-92-3 cyclopentanone 
• 19523-08-1 1-(3,4,5-trimethoxyphenyl)pentan-1-ol 
• 3044-56-2 ethyl trimethoxybenzoyl acetate 
• 118-41-2 Eudesmic acid 
• 693-03-8 n-butyl magnesium bromide 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 

Downstream Products

• 1202071-81-5 (E)-3-(3-hydroxy-4-methoxyphenyl)-2-propyl-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one 
• 22976-40-5 1,3-dimethoxy-5-pentylbenzene 
• 114085-79-9 1-n-pentyl-3,4,5-trimethoxybenzene 

Relevant articles and documents

Suzuki-Miyaura coupling of simple ketones via activation of unstrained carbon-carbon bonds

Here, we describe that simple ketones can be efficiently employed as electrophiles in Suzuki-Miyaura coupling reactions via catalytic activation of unstrained C-C bonds. A range of common ketones, such as cyclopentanones, acetophenones, acetone and 1-indanones, could be directly coupled with various arylboronates in high site-selectivity, which offers a distinct entry to more functionalized aromatic ketones. Preliminary mechanistic study suggests that the ketone α-C-C bond was cleaved via oxidative addition.

Combretastatin-like chalcones as inhibitors of microtubule polymerization. Part 1: Synthesis and biological evaluation of antivascular activity

The α-methyl chalcone SD400 is a potent inhibitor of tubulin assembly and possesses potent anticancer activity. Various chalcone analogues were synthesized and evaluated for their cell growth inhibitory properties against the K562 human chronic myelogenous leukemia cell line (SD400, IC50 0.21 nM; combretastatin A4 CA4, IC50 2.0 nM). Cell cycle analysis by flow cytometry indicated that these agents are antimitotic (SD400, 83% of the cells are in G2/M phase; CA4 90%). They inhibit tubulin assembly at low concentration (SD400, IC50 0.46 μM; CA4, 0.10 μM) and compete with [3H]colchicine for binding to tubulin (8% [3H]colchicine remained bound to tubulin after competition with SD400 or CA4). Upon treatment with SD400, remarkable cell shape changes were elicited in HUVEC cells, consistent with vasculature damaging activity.

A New Synthesis of 1-n-Alkyl-3,5-dimethoxybenzenes (Olivetol Dimethyl Ether and Homologs)

An efficient method is reported for the synthesis of 1-n-alkyl-3,5-dimethoxybenzenes, useful intermediates in the synthesis of cannabinoids, from the readily available and cheap 3,4,5-trimethoxybenzoic acid.The key step is the electron-transfer induced highly regioselective demethoxylation of 1-n-alkyl-3,4,5-trimethoxybenzenes.