18221-50-6

Upstream product

• 5402-71-1 2,2',2''-[1,3,5]trithiane-2,4,6-triyl-tris-phenol 
• 90-02-8 salicylaldehyde 
• 959-36-4 salicyaldehyde azine 
• 13460-50-9 metaboric acid 
• 69-72-7 salicylic acid 
• 89-95-2 2-methyl-benzyl alcohol 
• 17601-37-5 (E)-2,2'-dimethoxystilbene 
• 84319-81-3 N-butyl-c-3,c-4-bis(2-hydroxyphenyl)-r-1,c-2-cyclobutanedicarboximide 
• 84319-82-4 N-phenyl-c-3,c-4-bis(2-hydroxyphenyl)-r-1,c-2-cyclobutanedicarboximide 
• 86832-85-1 diethyl c-3,c-4-bis(2-hydroxyphenyl)cyclobutane-r-1,c-2-dicarboxylate 
• 7734-66-9 diethyl t-3,c-4-bis(2-hydroxyphenyl)cyclobutane-r-1,t-2-dicarboxylate 
• 5248-11-3 (α6aH,α6bH,α12bH,α12cH)-cyclobuta<1,2-c,4-3-c¹>bis<1>benzopyran-6,7-dione 
• 120-57-0 piperonal 
• 95-56-7 2-hydroxybromobenzene 

Downstream Products

• 29338-20-3 1,2-bis-(2'-hydroxyphenyl)ethane 
• 235766-62-8 1,2-bis(2-hydroxy-3-methylphenyl)ethane 
• 650601-19-7 C₁₈H₂₂O₄ 
• 127003-27-4 2-(4-dimethylaminobutoxy)-2'-hydroxybibenzyl 
• 4986-28-1 2-(benzofuran-2-yl)phenol 
• 7156-35-6 (4br,9bc)-4b,9b-dihydrobenzobenzo<4,5>furo<2,3-d>furan 
• 1146729-49-8 (4bR,9bR)-cis-4b,9b-dihydrobenzofuro[3,2-b]benzofuran 
• 14227-13-5 trans-4b,9b-dihydrobenzofuro[3,2-b]benzofuran 

Relevant academic research and scientific papers

Ionic-liquid-influenced expeditious and stereoselective synthesis of olefins

1-Butyl-3-methylimidazolium chloroaluminate, [bmim]Cl·.AlCl3 (molar fraction, N=0.67), ionic liquid has been used in combination with metallic Zn for the reductive coupling of carbonyl compounds to synthesize symmetrical olefins, with the Z-isomer formed predominantly. The ionic liquid played a dual role of Lewis acid catalyst and solvent. Copyright Taylor & Francis Group, LLC.

Aerobic Copper-Catalyzed Intramolecular Cascade Oxidative Isomerization/[4+4] Cyclization of 2,2′-Disubstituted Stilbenes

An aerobic copper-catalyzed cascade oxidative isomerization/[4+4] cyclization of 2,2′-disubstituted stilbenes is described. Under the mild CuCl/DBED/air catalytic system, various 5,10-heteroatom-containing tetrahydroindeno[2,1-a]indenes were efficiently p

A Bisphenolic Honokiol Analog Outcompetes Oral Antimicrobial Agent Cetylpyridinium Chloride via a Membrane-Associated Mechanism

Targeting Streptococcus mutans is the primary focus in reducing dental caries, one of the most common maladies in the world. Previously, our groups discovered a potent bactericidal biaryl compound that was inspired by the natural product honokiol. Herein, a structure activity relationship (SAR) study to ascertain structural motifs key to inhibition is outlined. Furthermore, mechanism studies show that bacterial membrane disruption is central to the bacterial growth inhibition. During this process, it was discovered that analog C2 demonstrated a 4-fold better therapeutic index compared to the commercially available antimicrobial cetylpyridinium chloride (CPC) making it a viable alternative for oral care.

Decarboxylation of α,β-unsaturated aromatic lactones: Synthesis of: E-ortho -hydroxystilbenes from 3-arylcoumarins or isoaurones

A simple and environmentally friendly strategy for the synthesis of E-ortho-hydroxystilbenes has been established. Two kinds of α,β-unsaturated aromatic lactones, i.e. the 3-arylcoumarins and the isoaurones, could both readily undergo a cascade hydrolyzation/decarboxylation reaction in the presence of KOH in ethylene glycol to afford the desired E-ortho-hydroxystilbenes in moderate to high yields.

One-Step Synthesis of Substituted Benzofurans from ortho- Alkenylphenols via Palladium-Catalyzed C=H Functionalization

A dehydrogenative oxygenation of C(sp2)=H bonds with intramolecular phenolic hydroxy groups has been developed, which provides a straightforward and concise access to structurally diversely benzofurans from ortho-alkenylphenols. The reaction is catalyzed by palladium on carbon (Pd/C) without any oxidants and sacrificing hydrogen acceptors.

Inhibitory effect of cytotoxic stilbenes related to resveratrol on the expression of the VEGF, hTERT and c-Myc genes

A group of thirty-nine stilbene derivatives, prepared by means of Heck coupling reactions, has been investigated for their cytotoxicity, as well as for their ability to inhibit the production of the vascular endothelial growth factor (VEGF) and the activation of telomerase. The ability of these compounds to inhibit proliferation of two tumoral cell lines (HT-29 and MCF-7) and one non tumoral cell line (HEK-293) was first determined. Subsequently, we determined the capacity of the compounds to inhibit the secretion of VEGF in the aforementioned cell lines and to downregulate the expression of the VEGF, hTERT and c-Myc genes, the two latter involved in the control of the activation of telomerase. One of the synthetic stilbenes, (E)-4-(4-methoxystyryl)aniline, showed strong cytotoxicity and proved able to cause a marked decrease both in the secretion of VEGF and in the expression of the hTERT and c-Myc genes, in all cases at concentrations in the low nanomolar range.

Efficient one-pot synthesis of 2-arylbenzo[b]furans from 2-styrylphenols using CuBr2

A new route to the synthesis of 2-arylbenzo[b]furans has been developed. It involves homo/cross-McMurry coupling of salicylaldehyde/substituted salicylaldehydes/aromatic aldehydes to 2-styrylphenols, which undergo intramolecular cyclization with CuBr

Ethylene-linked bis(phenol) ligands: Efficient synthesis, Ti(IV) coordination chemistry, and Lewis acid catalysis

We report herein an efficient synthesis of a series of chelating bis(aryloxide) ligands that can be diverged at a late stage to generate a variety of structures. Based on structural differences between linked and unlinked analogs of six-coordinate acid-ba

Synthesis and nematocidal activity of hydroxystilbenes

Various (E)-hydroxystilbenes were synthesized from (E)/(Z) mixtures of methoxystilbenes through a new (Z)-(E) isomerization method followed by demethylation. The nematocidal activity appears when methoxystilbenes are demethylated to hydroxystilbenes. For this activity, a hydroxy group at the C-2 or C-3 position is necessary. Thus, 2-hydroxy-, 3-hydroxy-, 2,6-dihydroxy-, 3,4-dihydroxy-, 3,5-dihydroxy-, 2,2'-dihydroxy-, 3,3'-dihydroxy-, 3,4'dihydroxy-, 2-hydroxy-4-methoxy-, 5-hydroxy-2-methoxy-, 2-hydroxy-6-methoxy-, 6-allyloxy-2-hydroxy-, 3-hydroxy-5-methoxy-, and 5-allyloxy-3-hydroxystilbenes showed rather potent nematocidal activity. The activity of 5-allyloxy-3-hydroxystilbene was the strongest [minimal lethal concentration (MLC) = 30 μM]. The activities of the (E) and (Z) isomers were comparable. The activities were also retained, though they were weaker, in the dihydro derivatives, hydroxybibenzyls.

Syntheses and Platelet Aggregation Inhibitory and Antithrombotic Properties of ethyl>benzenes

A series of ethyl>benzene derivatives were synthesized and evaluated for their ability to inhibit collagen-induced platelet aggregation in vitro and to protect experimantal thrombosis in mice.The results showed that the compounds were in vitro inhibitors of collagen-induced platelet aggregation.Most of them were also effective in the mouse antithrombotic assay.The compounds were found to be potent antagonists to S2 serotonergic receptor, and good correlation (r = 0.85) between their S2 serotonergic receptor antagonism and their potency as platelet antiaggregatory drugs was observed.Among the compounds studied, monophenoxy>methyl>ethyl>succinate hydrochloride (12b, MCI-9042) was selected for further pharmacological and toxicological evaluation.