59434-20-7

Usage

Uses

Used in Pharmaceutical Industry:
Benzene, 1,3,5-tris(phenylmethoxy)is used as an intermediate in the synthesis of Phloroglucinol Glucuronide Sodium Salt (P340015), a compound that has been utilized in preliminary clinical studies for the treatment of Hodgkin's disease and melanoma. Its role in the synthesis process is crucial for the development of potential therapeutic agents against these types of cancer.

Upstream product

• 108-73-6 3,5-dihydroxyphenol 
• 100-44-7 benzyl chloride 
• 55018-94-5 2,4,6-tribenzyloxybenzoic acid 
• 2999-40-8 1,3,5-triacetoxybenzene 
• 59291-87-1 1-benzyloxy-3,5-dihydroxybenzene 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 

Downstream Products

• 76799-32-1 N-(chlorosulfonyl)-2,4,6-tris(benzyloxy)benzamide 
• 60556-48-1 (4-Benzyloxy-2-methoxy-6-methyl-phenyl)-(2,4,6-tris-benzyloxy-phenyl)-methanone 
• 55018-95-6 2,2',4,4',6-Pentakis-(benzyloxy)-6'-methyl-benzophenon 
• 63604-98-8 1,3-dibenzylphloroglucinol 
• 332900-02-4 [⁽¹³⁾CO]-1-[2,4,6-tris(benzyloxy)phenyl]ethanone 
• 886204-61-1 1,3,5-Tris-benzyloxy-2-bromo-benzene 
• 176216-57-2 1-(3-Bromo-propoxy)-3,5-bis-[3-(4-tert-butyl-phenoxy)-propoxy]-benzene 
• 176216-56-1 C₇₉H₁₀₃BrO₁₃ 
• 216968-13-7 5-(3-hydroxypropyloxy)-1,3-resorcinol 
• 216968-14-8 3-[3,5-bis(benzyloxy)phenoxy]propanol 
• 216968-16-0 3-{3,5-bis-[3-(3,5-dimethyl-phenoxy)-propoxy]-phenoxy}-propan-1-ol 
• 216968-15-9 3-{3,5-bis-[3-(4-tert-butyl-phenoxy)-propoxy]-phenoxy}-propan-1-ol 
• 216968-18-2 3-[3,5-bis-(3-{3,5-bis-[3-(4-tert-butyl-phenoxy)-propoxy]-phenoxy}-propoxy)-phenoxy]-propan-1-ol 
• 63605-00-5 5-{4-[3,5-Bis-(4-bromo-butoxy)-phenoxy]-butoxy}-benzene-1,3-diol 

Relevant academic research and scientific papers

COMPOUNDS, PHARMACEUTICAL COMPOSITIONS AND USE THEREOF AS INHIBITORS OF RAN GTPASE

Compounds of general formula IA, IB and IC outlined below, including pharmaceutically acceptable salts, solvates and hydrates thereof. Such compounds and pharmaceutical compositions comprising them may be used in medical conditions involving Ran GTPase.

Benzofuro[3,2-d]pyrimidines inspired from cercosporamide CaPkc1 inhibitor: Synthesis and evaluation of fluconazole susceptibility restoration

In a context of growing resistance to classical antifungal therapy, the design of new drugs targeting alternative pathways is highly expected. Benzofuro[3,2-d]pyrimidine derivatives, derived from (?)-cercosporamide, were synthesized and evaluated as potential Candida albicans PKC inhibitors in the aim of restoring susceptibility to azole treatment. Co-administration assay of benzofuropyrimidinedione 23 and fluconazole highlighted a synergistic effect on inhibition of cell growth of a Candida albicans resistant strain.

Synthesis and antibacterial activity of new symmetric polyoxygenated dibenzofurans

A series of symmetric polyoxygenated dibenzofurans with 2-methylbutyril moieties at C-4 and C-6 were obtained from commercial phloroglucinol through a sequence of reactions that include monoacylation, iodination, Suzuki-Miyaura coupling, oxidative dimeriz

Synthesis and antiproliferative activity of benzofuran-based analogs of cercosporamide against non-small cell lung cancer cell lines

A novel series of 3-methyl-1-benzofuran derivatives were synthesized and screened in vitro for their antiproliferative activity against two human NSCLC cell lines (NSCLC-N6 mutant p53 and A549 wild type p53). Most promising compounds presented a structural analogy with the west part of cercosporamide, a natural product of biological interest. In particular, compounds 10, 12 and 31 showed cytotoxic activities at micromolar concentrations (IC50 50 values (25-40 μM).

SYNTHESIS OF CATECHIN AND EPICATECHIN CONJUGATES

The present invention relates generally to catechin and epicatechin conjugates of formula (I). For example, a chemical synthesis process for the preparation of catechin and epi-catechin compounds, in particular of catechin and epi-catechin conjugates is disclosed. A further aspect of the invention pertains to new catechin and epi-catechin conjugate compounds.

Synthesis of catechin and epicatechin conjugates

The present invention relates generally to catechin and epicatechin conjugates of formula (I). For example, a chemical synthesis process for the preparation of catechin and epi-catechin compounds, in particular of catechin and epi-catechin conjugates is disclosed. A further aspect of the invention pertains to new catechin and epi-catechin conjugate compounds.

Total synthesis of 3′,3?-binaringenin and related biflavonoids

The synthesis of natural 3++,3?-binaringenin and four related biflavonoids was performed in good overall yield (15-35%) starting from readily available phloroglucinol and 4-hydroxy- or 4-methoxybenzaldehyde. Preliminary results indicate that some of these compounds have an interesting activity against S. aureus. Georg Thieme Verlag Stuttgart.

C-Glucosylflavonoid biosynthesis from 2-hydroxynaringenin by Desmodium uncinatum (Jacq.) (Fabaceae)

[2′,3′,5′,6′-2H4]-2-Hydroxynaringenin is synthesised and incubated with commercially available UDP-glucose and the crude protein extract from Desmoduim uncinatum leaves. The organic extract produces isotopically labelled [2′,3′,5′,6′-2H4]-vitexin and [2′,3′,5′,6′-2H4]-isovitexin. Repeating the experiment with denatured protein or replacing the 2-hydroxynaringenin with [2′,3′,5′,6′-2H4]-apigenin or [2′,3′,5′,6′-2H4]-naringenin results in no observable incorporation. 2-Hydroxynaringenin is therefore the substrate for C-glucosylflavonoid biosynthesis in D. uncinatum.

Synthesis and reactivity profiles of phosphinated poly(alkyl aryl ether) dendrimers

Poly(alkyl aryl ether) dendrimers were utilized to synthesize a series of new triphenylphosphine functionalized dendrimers. Zero, first, second and third generation dendrimers, carrying 3, 6, 12 and 24 triphenylphosphine units, were prepared and characterized. The new triphenylphosphine containing dendrimers were assessed for their reactivity profiles and in this instance, the dendrimers were used as reagents to mediate Mitsunobu etherification reaction between phenol and various primary, secondary and benzylic alcohols. In addition, dendritic poly-phenols were also tested in an O-benzylation reaction. A monomeric methoxy group attached triphenylphosphine acted as a control for comparison of reactivity profiles of dendrimers. It was observed that the etherification reaction was mediated efficiently by the dendritic reagent, and in addition, the dendritic phosphine oxide reagents could be recovered quantitatively by precipitation methods. The recovered dendritic phosphine oxides were reduced subsequently to the corresponding phosphines and used as reagents for the Mitsunobu reaction, repetitively.

O-Benzylation of phloroglucinol via phloroglucinol triacetate

O-Benzylation of phloroglucinol, which was difficult due to C-benzylation, was successfully carried out by a method using phloroglucinol triacetate as an intermediate.