63608-10-6

Upstream product

• 59067-46-8 4-[(4-chlorobenzyl)oxy]benzaldehyde 
• 62290-46-4 methyl 4-((4-chlorobenzyl)oxy)benzoate 
• 623-05-2 (4-hydroxyphenyl)methanol 
• 622-95-7 4-chlorobenzyl bromide 
• 123-08-0 4-hydroxy-benzaldehyde 

Downstream Products

• 93496-96-9 2-[4-(4-Chloro-benzyloxy)-benzyloxy]-3,3,3-trifluoro-2-methyl-propionic acid 
• 77350-60-8 1-chloro-4-{[4-(chloromethyl)phenoxy]methyl}benzene 
• 613240-55-4 {7-[4-(4-Chloro-benzyloxy)-benzylsulfanyl]-indan-4-yloxy}-acetic Acid Methyl Ester 

Relevant academic research and scientific papers

New convergent one pot synthesis of amino benzyl ethers bearing a nitrogen-containing bicycle

We report herein a new convergent one pot method for the synthesis of amino benzyl ethers containing a bicyclic amine, derived from different substituted benzyl alcohols and bicyclic amino alcohols such as tropine, pseudotropine, and 3-quinuclidinol, using chlorotrimethylsilane and sodium iodide. In order to avoid the competitive reaction with the nitrogen atom, a solution of the separately prepared alkoxide of tropine, pseudotropine, and 3-quinuclidinol was added to the preformed substituted benzyl iodides and allowed to reflux at 90 °C for 15 h under nitrogen atmosphere. This method provides an efficient alternative of the preparation of amino benzyl ethers in organic synthesis with good yields in comparison with existed methods.

Design, synthesis, biological evaluation and structure-activity relationship of sophoridine derivatives bearing pyrrole or indole scaffold as potential antitumor agents

Taking sophoridine as a lead compound, 58 sophoridine derivatives were designed, synthesized and evaluated for their antiproliferative activity in the HepG2 cancer cell line. Among the 58 compounds, 33 compounds showed potent antiproliferative activity wi

Sophoridine pyrrole, indole derivative and preparation method and application thereof

The invention relates to a sophoridine pyrrole, indole derivative. The invention discloses a chemical structure of the compound and further discloses a preparation method of the compound. In vitro anti-tumor activity researches show that anti-tumor drugs

Discovery of highly potent and selective benzyloxybenzyl-based peroxisome proliferator-activator receptor (PPAR) δ agonists

A series of 1,4-benzyloxybenzylsulfanylaryl carboxylic acids were prepared and their activities for PPAR receptor subtypes (α, δ, and γ) with potential indications for the treatment of dyslipidemia were investigated. Analog 13a displayed the greatest binding affinity (IC50 = 10 nM) and selectivity (120-fold) for PPARδ over PPARα. Many of the analogs investigated were found to be highly selective for PPARδ and were dependent on the point of attachment of the substituent. In the 1,4-series, analog 28e was found to be the most potent (IC50 = 1.7 nM) and selective (>1000-fold) compound for PPARδ. None of the compounds tested showed appreciable binding affinity for PPARγ.

Analogues of clofibrate and clobuzarit containing fluorine in the side chains

A series of analogues of clofibrate and 2-[4-(4-chlorophenyl)phenylmethoxy]-2-methylpropionic acid (clobuzarit) has been prepared by replacing the methyl groups by trifluoromethyl groups and changing the aromatic moiety. The activity of these compounds has been assayed on the plasma levels of cholesterol, Total Esterified Fatty Acids (T.E.F.A.) and fibrinogen in rats. It appears that derivatives of the first series which contain only one trifluoromethyl group are hypocholesterolaemic and that many mono- of bis- trifluoromethyl derivatives of the second series lower the levels of both cholesterol and T.E.F.A. in contrast to clobuzarit.

Methanolysis (Solvolysis) and Synthesis of 4'-Substituted 4-Benzyloxybenzyl Chlorides and Some Related Compounds: Comparisons with the Corresponding Benzoyl Compounds

The kinetics of methanolysis (solvolysis) in 97.4percent MeOH-dioxan of a series of 4'-substituted 4-benzyloxybenzyl chlorides, and of 4-anisyl, 4-phenoxybenzyl, and benzyl chlorides have been studied and discussed, including comparisons with the data for the corresponding series of benzoyl chlorides, previously reported by us.The 4'-substituted precursor alcohols, chlorides, and product methyl ethers are all new compounds. 4-Anisyl chloride and the series of benzyloxybenzyl chlorides react by the SN1 mechanism, whereas benzyl chloride react by the SN2 mechanism. 4-Phenoxybenzyl chloride shows intermediate behaviour.A similar pattern was observed with the corresponding benzoyl compounds.In both series the reactivity order is CH3O > 4'-CH3C6H4CH2O (-0.76) >C6H5CH2O (-0.74) > 4'-ClC6H4CH2O (-0.69) > 4'-NO2C6H4CH2O (-0.60) > C6H5O > H (values in paranthesis are new ?+ values).At 25 deg C the overall range of rates is 4290 in the benzyl series, compared with only 2.42 in the benzyl series.The Arrhenius parameters in the two series demonstrate, however, an underlying similarity with obvious differences superimposed.In both series, the introduction of 4-OR groups leads to a ΔS increase of ca. 40 J mol-1 K-1.In the benzyl series this is accompanied by ΔE decreases of ca. 6-10 kJ mol-1 whereas in the benzoyl series ΔE values increase by ca. 10-15 kJ mol-1.The equation log k = log k0 + n in mixtures with increasing content of dioxan, was used to study the rate dependence on MeOH concentration.Values of n are ca. 5 between 97.4 and 8.3percent MeOH, and ca. 3 between 83.3 and 50.0percent MeOH.