76280-59-6

Upstream product

• 13057-17-5 bromethyl methyl ether 
• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 
• 67-56-1 methanol 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 107-30-2 chloromethyl methyl ether 

Downstream Products

• 928776-50-5 C₂₁H₂₄O₈ 
• 501-36-0 (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol 
• 1438867-47-0 (E)-1,3-bis(methoxymethoxy)-5-(4-methoxystyryl)-benzene 
• 1217011-33-0 (E)-4-(3,5-bis(methoxymethoxy)styryl)phenol 
• 1438867-27-6 1,3-bis(methoxymethoxy)-5-vinylbenzene 
• 140170-53-2 5,15-bis(2,6-dimethoxyphenyl)-2,8,12,18-tetrahexyl-3,7,13,17-tetramethyl-21H,23H-porphine 
• 137709-21-8 2,6-bis(methoxymethoxy)-4-(5,5-dimethyl-1,3-dioxan-2-yl)benzaldehyde 
• 140170-54-3 3,5-bis(methoxymethoxy)-1-(5,5-dimethyl-1,3-dioxan-2-yl)benzene 
• 137709-26-3 5,15-bis(2,6-dihydroxyphenyl)-2,8,12,18-tetrahexyl-3,7,13,17-tetramethyl-21H,23H-porphine 
• 159425-50-0 2-(1,3-dioxanyl)-6'-(benzyloxy)-2,6-bis(methoxymethoxy)-4-<<(tert-butyldimethylsilyl)oxy>methyl>benzophenone 
• 159425-49-7 1-<<2-(1,3-dioxanyl)-6-(benzyloxy)phenyl>hydroxymethyl>-2,6-bis(methoxymethoxy)-4-<<(tert-butyldimethylsilyl)oxy>methyl>benzene 
• 159425-43-1 2'-(1,3-dioxanyl)-6'-(methoxymethoxy)-2,6-bis(methoxymethoxy)-4-<<(tert-butyldimethylsilyl)oxy>methyl>benzophenone 
• 159425-52-2 4-<2-(benzyloxy)-6-(1,3-dioxanyl)benzoyl>-3,5-bis(methoxymethoxy)benzadehyde 
• 159425-51-1 3,5-bis(methoxymethoxy)-4-<(2-benzyloxy)-6-(1,3-dioxanyl)benzoyl>benzyl alcohol 

Relevant academic research and scientific papers

Structural Revision of Baulamycin A and Structure-Activity Relationships of Baulamycin A Derivatives

Total synthesis of the proposed structure of baulamycin A was performed. The spectral properties of the synthetic compound differ from those reported for the natural product. On the basis of comprehensive NMR study, we proposed two other possible structur

A systematic study of peripherally multiple aromatic ester-functionalized poly(benzyl ether) dendrons for the fabrication of organogels: Structure-property relationships and thixotropic property

A new class of peripherally multiple aromatic ester-functionalized poly(benzyl ether) dendrons and/or dendrimers with different focal point substituents, surface groups, interior structures, as well as different generations have been synthesized and their structure-property relationships with respect to their gelation ability have been investigated systematically. Most of these dendrons are able to gel organic solvents over a wide polarity range. Evident dendritic effects were observed not only in gelation capability but also in thermotropic, morphological, and rheological characterizations. It was disclosed that subtle changes in peripheral ester functionalities and interior dendritic structures affected the gelation behavior of the dendrons significantly. Among all the dendrons studied, the second- and third-generation dendrons G0G2-Me and G0G3-Me with dimethyl isophthalates (DMIP) as peripheral groups exhibited the best capability in gelation, and stable gels were formed in more than 22 aromatic and polar organic solvents. The lowest critical gelation concentration (CGC) reached 2.0 mg mL-1, indicating that approximately 1.35×104 solvent molecules could be entrapped by one dendritic molecule. Further study on driving forces in gel formation was carried out by using a combination of single-crystal/powder X-ray diffraction (XRD) analysis and concentration- dependent (CD)/temperature-dependent (TD) 1H NMR spectroscopy. The results obtained from these experiments revealed that the multiple π-π stacking of extended π-systems due to the peripheral DMIP rings, cooperatively assisted by non-conventional hydrogen-bonding, is the key contributor in the formation of the highly ordered supramolecular and fibrillar network. In addition, these dendritic organogels exhibited unexpected thixotropic-responsive properties, which make them promising candidates with potential applications in the field of intelligent soft materials. s

New multi-target-directed small molecules against Alzheimer's disease: A combination of resveratrol and clioquinol

Alzheimer's disease (AD) is currently one of the most difficult and challenging diseases to treat. Based on the 'multi-target-directed ligands' (MTDLs) strategy, we designed and synthesised a series of new compounds against AD by combining the pharmacophores of resveratrol and clioquinol. The results of biological activity tests showed that the hybrids exhibited excellent MTDL properties: a significant ability to inhibit self-induced β-amyloid (Aβ) aggregation and copper(ii)-induced Aβ aggregation, potential antioxidant behaviour (ORAC-FL value of 0.9-3.2 Trolox equivalents) and biometal chelation. Among these compounds, (E)-5-(4-hydroxystyryl)quinoline-8-ol (10c) showed the most potent ability to inhibit self-induced Aβ aggregation (IC50 = 8.50 μM) and copper(ii)-induced Aβ aggregation and to disassemble the well-structured Aβ fibrils generated by self- and copper(ii)-induced Aβ aggregation. Note that 10c could also control Cu(i/ii)-triggered hydroxyl radical (OH) production by halting copper redox cycling via metal complexation, as confirmed by a Cu-ascorbate redox system assay. Importantly, 10c did not show acute toxicity in mice at doses of up to 2000 mg kg-1 and was able to cross the blood-brain barrier (BBB), according to a parallel artificial membrane permeation assay. These results indicate that compound 10c is a promising multifunctional compound for the development of novel drugs for AD. This journal is the Partner Organisations 2014.

Scope and limitations of the Heck-Matsuda-coupling of phenol diazonium salts and styrenes: A protecting-group economic synthesis of phenolic stilbenes

4-Phenol diazonium salts undergo Pd-catalyzed Heck reactions with various styrenes to 4′-hydroxy stilbenes. In almost all cases higher yields and fewer side products were observed, compared to the analogous 4-methoxy benzene diazonium salts. In contrast, the reaction fails completely with 2- and 3-phenol diazonium salts. For these substitution patterns the methoxy-substituted derivatives are superior. The Royal Society of Chemistry 2013.

Total synthesis and dual PPARα/γ agonist effects of Amorphastilbol and its synthetic derivatives

Amorphastilbol (APH-1), isolated from a Robinia pseudoacacia var. umbraculifer seed extract, is a biologically interesting natural trans-stilbene compound with dual peroxisome proliferator-activated receptor (PPAR) α/γ agonist activity. After total synthesis of APH-1 and its derivatives by Pd-catalyzed Suzuki-Miyaura cross-coupling of a common (E)-styryl bromide intermediate and various aromatic trifluoroborate compounds, we biologically evaluated APH-2-APH-12 for PPAR agonist activity. APH-4 and APH-11 were effective PPARα/γ transcriptional activators, compared with APH-1. Therefore, we suggest that APH-4 and APH-11 are novel dual PPARα/γ agonists and are potentially useful for treating type 2 diabetes by enhancing glucose and lipid metabolism.

TRISUBSTITUTED BORON-CONTAINING MOLECULES

This invention largely relates to 3,4,6-trisubstituted benzoxaborole compounds, and their use for treating bacterial infections.

3,5,2′,4′-Tetrahydroxychalcone, a new non-purine xanthine oxidase inhibitor

Xanthine oxidase is a key enzyme that catalyses hypoxanthine and xanthine to uric acid and the overproduction of uric acid will lead to hyperuricemia which is an important cause of gout. In the present study, three chalcone derivatives were synthesized and evaluated for inhibitory activity against xanthine oxidase in vitro. Of the compounds, only Compound 1, 3,5,2′,4′-tetrahydroxychalcone, exhibited a significant inhibitory activity on xanthine oxidase with an IC50 value of 22.5 μM. Lineweaver-Burk transformation of the inhibition kinetics data demonstrated that it was a competitive inhibitor of xanthine oxidase and Ki value was 17.4 μM. In vivo, intragastric administration of Compound 1 was able to significantly reduce serum uric acid levels and inhibited hepatic xanthine oxidase activities of hyperuricemic mice in a dose-dependent manner. Acute toxicity study in mice showed that Compound 1 was very safe at a dose of up to 5 g/kg. These results suggest that Compound 1 is a novel competitive xanthine oxidase inhibitor and is worthy of further development.

HSP90 FAMILY PROTEIN INHIBITORS

The present invention provides Hsp90 family protein inhibitors comprising, as an active ingredient, a benzoic acid derivative represented by General Formula (I): [wherein n represents an integer of 0 to 10; R1 represents substituted or unsubsti

An enantioselective total synthesis of the stilbenolignan (-)-aiphanol and the determination of its absolute stereochemistry

The title natural product (-)-aiphanol has been prepared by total synthesis. A key step involved the asymmetric dihydroxylation of (E)-3,5-dimethoxy-4-(methoxymethoxy)cinnamyl alcohol with the AD-mix-β to give triol (1R,2R)-1-(3′,5′-dimethoxy-4′-methoxymethoxyphenyl) -2,3-dihydroxypropanol, the absolute stereochemistry of which was confirmed by single-crystal X-ray analysis of a readily available bromo-derivative. These studies have established that the naturally occurring enantiomer of aiphanol possesses the (S)-configuration at each of C-2′ and C-3′.

Synthetic studies on Sch 202596, an antagonist of the galanin receptor subtype GalR1: An efficient synthesis of (±)-geodin, the spirocoumaranone part of Sch 202596

An efficient and facile synthesis of (±)-geodin [(±)-2] corresponding to the spirocoumaranone part of Sch 202596 (1) was accomplished in a convergent manner. The synthetic method features (i) a coupling reaction of the aryl aldehyde 6 with the aryl lithium 7 generated in situ from the aryl bromide 8 to deliver the highly substituted diaryl methanol 24 (6+7→24) and ii) oxidative spirocyclization reaction of the benzophenone 4 to construct the requisite spirocoumaranone skeleton [4→(±)-2] as the key steps. The aromatic segments 6 and 8 were prepared from commercially available methyl 3,5-dihydroxybenzoate (9) and 5-methylresorcinol (10), respectively.