38849-38-6

Upstream product

• 2973-58-2 2-bromoisovanillin 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 621-59-0 isovanillin 

Downstream Products

• 135586-23-1 2,2′-diformyl-5,5′-dimethoxy-6,6′-bis(phenylmethoxy)biphenyl 
• 135586-15-1 Carbonic acid 2'-benzyloxy-6,6'-diformyl-3,3'-dimethoxy-5-methyl-biphenyl-2-yl ester methyl ester 
• 135586-17-3 3-(benzyloxy)-2-bromo-4-methoxybenzoic acid 
• 135586-19-5 methyl 3-benzyloxy-2-bromo-4-methoxybenzoate 
• 135586-22-0 dimethyl 6,6'-dibenzyloxy-5,5'-dimethoxybiphenyl-2,2'-dicarboxylate 
• 135586-20-8 6'-Benzyloxy-5,5'-dimethoxy-6-methoxycarbonyloxy-3-methyl-biphenyl-2,2'-dicarboxylic acid dimethyl ester 
• 1233979-39-9 3-(benzyloxy)-2-bromo-4-methoxy-N-methylbenzamide 
• 1233979-41-3 6,6'-bis(benzyloxy)-5,5'-dimethoxy-N,N'-dimethylbiphenyl-2,2'-dicarboxamide 
• 1233979-40-2 C₁₅H₁₂BrClO₃ 
• 1326579-33-2 5,5'-dimethoxy-N,N'-dimethyl-6,6'-bis(2-oxo-2-{[3-(trifluoromethyl)phenyl]amino}ethoxy)biphenyl-2,2'-dicarboxamide 
• 1326579-34-3 6,6'-bis{2-[(3,4-dichlorophenyl)amino]-2-oxoethoxy}-5,5'-dimethoxy-N,N'-dimethylbiphenyl-2,2'-dicarboxamide 
• 1326579-35-4 5,5'-dimethoxy-6,6'-bis{2-[(4-methoxyphenyl)amino]-2-oxoethoxy}-N,N'-dimethylbiphenyl-2,2'-dicarboxamide 
• 1326579-38-7 6,6'-bis{2-[(4-bromophenyl)amino]-2-oxoethoxy}-5,5'-dimethoxy-N,N'-dimethylbiphenyl-2,2'-dicarboxamide 
• 1326579-40-1 C₃₄H₃₂F₂N₄O₈ 

Relevant academic research and scientific papers

First total synthesis of the pavine alkaloid (±)-neocaryachine and its optical resolution

The first total synthesis of (±)-neocaryachine (1) was achieved using a radical cyclization to produce the dibenzo-9-azabicyclo[3.3.1]nonane pavine skeleton, following a Bischler-Napieralski reaction to construct an intermediate benzylisoquinoline. The resulting racemic mixture was separated by chiral column chromatography to provide pure (+)- and (?)-1.

BIARYL AMIDES WITH MODIFIED SUGAR GROUPS FOR TREATMENT OF DISEASES ASSOCIATED WITH HEAT SHOCK PROTEIN PATHWAY

Provided are biaryl amides and coumarin-based compounds with modified sugar groups for treatment of diseases associated with heat shock protein pathway. The compounds having the following formulas, wherein variables are as defined herein. Formulae (I), (II), (III), (IV), and (V), Pharmaceutical compositions of the compounds are also provided. These biaryl amides and coumarin-based derivatives with modified sugar groups are useful for treatment and prevention of diseases and disorders, including neurological disorders, such as neurodegenerative diseases and nerve damaging disorders, for example, diabetic peripheral neuropathy.

Improved synthesis of nigricanin

An ellagic acid-related natural product, nigricanin (1), was synthesized via the Ullmann coupling reaction of 2-bromo-3,4-dialkoxybenzaldehyde (4) followed by the Cannizzaro reaction for desymmetrization of the symmetric biaryl compound (5). Compared to o

Establishing Consensus Stereostructures for the Naphthoquinonopyrano-γ-lactone Natural Products (–)-Arizonin B1 and (–)-Arizonin C1 by Total Syntheses. Diastereocontrol of Oxa-Pictet–Spengler Cyclizations by Protective-Group Optimization

Previous total syntheses of arizonin C1 (4) led to opposite assignments of its absolute configuration. Here, we report the fourth total synthesis thereof. In addition, we disclose the first total synthesis of arizonin B1 (3) proceeding differently than via arizonin C1. The stereocenters of the two targets stemmed from an asymmetric dihydroxylation and an ensuing oxa-Pictet–Spengler cyclization. Their configurations were in line with Fernandes' assignments. Protective-group variation in the substrate modulated the diastereoselectivity of the Pictet–Spengler cyclization between 77:23 in favor of a trans disubstitution at C-3a vs. C-5 – used for preparing the natural (–)-arizonins C1 and B1 – and 100:0 in favor of a cis disubstitution – exploited for synthesizing the unnatural (+)-5-epi-arizonins C1 and B1. All naphthalenes of the present study were derived from the (benzyloxy)methoxynaphthalenediol 19. It resulted from a Diels–Alder reaction of the aryne 17a with the siloxyfuran 18a.

With anti-tumor activity of a biphenyl amide compound and its preparation method and application

The invention discloses a biphenyl amide compound with antitumor activity as well as a preparation method and application thereof. The structural formula of the compound is shown in the specification, wherein in the structural formula, R1 is hydrogen or halogen; R2 is alkoxy with carbon number of 1-4; the terminal of R2 is replaced by tert-amido; R2 is linked to the para-position of amide via an oxygen atom. The compound has good tumor cell inhibiting activity in vitro and can be used for preparing antitumor drugs, especially anti-hepatoma drugs and anti-breast cancer drugs. The preparation method of the biphenyl amide compound, provided by the invention, has the advantages that the raw materials are accessible, the reaction conditions are mild, the reaction process is simple to operate, and the used reagent is cheap.

Asymmetric total synthesis of (S)-isocorydine

The asymmetric total synthesis of (S)-isocorydine, a potential drug for the cure of hepatocellular carcinoma, is described. Asymmetric transfer hydrogenation of 3,4-dihydroisoquinoline using a chiral Ru(II) catalyst was applied to the synthesis of isocory

Discovery of biphenyl-based VEGFR-2 inhibitors. Part 3: Design, synthesis and 3D-QSAR studies

VEGFR-2 plays an essential role in angiogenesis and is a central target for anticancer drug discovery. In order to develop novel VEGFR-2 inhibitors, we designed and synthesized 33 biphenyl amides based on our previously reported lead compound. The biological results indicated that four compounds (18b, 20e, 20h and 20j) are potent VEGFR-2 inhibitors which are comparable to positive control. Compound 18b displayed the most potent VEGFR-2 inhibition with IC50 value of 2.02 nM. Moreover, it exhibited promising antiproliferative activity against MCF-7 and SMMC-7721 cells with IC50 values of 1.47 μM and 5.98 μM, respectively. Molecular docking and 3D-QSAR studies were also carried out. The results indicated that these biphenyl amides could serve as promising leads for further optimization as novel VEGFR-2 inhibitors.

Synthesis of novel taspine diphenyl derivatives as fluorescence probes and inhibitors of breast cancer cell proliferation

Two novel taspine diphenyl derivatives (Ta-dD) were designed and synthesized by introducing different coumarin fluorescent groups into the basic structure of Ta-dD. The main advantage of these two compounds is that they can be used as fluorescence probes and inhibitors simultaneously. In the present study, the fluorescent properties of the probes were measured and their inhibition of four breast cancer cell lines was tested. Different concentrations of the fluorescence probe were added to MCF-7 breast cancer cells for fluorescence imaging analysis under normal conditions. The results suggested that both of the new compounds have not only fluorescence but also the ability to inhibit effects on different breast cancer cell lines, which indicates their possible further use as dual functional fluorescence probes in tracer analysis. Copyright

Synthesis and cytotoxic evaluation of novel symmetrical taspine derivatives as anticancer agents

It has been demonstrated that taspine derivatives act as anticancer agents, thus we designed and synthesized a novel class of symmetrical biphenyl derivatives. We evaluated the cytotoxicity and antitumor activity of biphenyls against five human tumor and normal cell lines. The results indicated that the majority of the compounds exhibited anticancer activity equivalent to or greater than the positive control. Compounds (11) and (12) demonstrated the most potent cytotoxic activity with IC50 values between 19.41 μM and 29.27 μM. The potent antiproliferative capabilities of these compounds against ECV304 human transformed endothelial cells indicated that these biphenyls could potentially serve as antiangiogenic agents. We also reviewed the relationship between structure and activity based on the experimental results. Our findings provide a good starting point for further development of symmetrical biphenyl derivatives as potential novel anticancer agents.

Chiral diene as the ligand for the synthesis of axially chiral compounds via palladium-catalyzed suzuki-miyaura coupling reaction

The first palladium-diene-catalyzed asymmetric Suzuki-Miyaura coupling reaction has been achieved. A number of functionalized biaryls were obtained in high yields and in moderate to high enantioselectivities. The existence of an ortho-formyl group greatly