36957-30-9

Upstream product

• 1885-35-4 3,4,5-trimethoxybenzonitrile 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 39201-89-3 3,4,5-trimethoxybenzaldehyde oxime 

Downstream Products

• 91721-50-5 5-chloromethyl-3-(3,4,5-trimethoxy-phenyl)-[1,2,4]oxadiazole 
• 94462-10-9 5-pyrrolidin-1-ylmethyl-3-(3,4,5-trimethoxy-phenyl)-[1,2,4]oxadiazole 
• 444148-38-3 5-(4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)-1,2,4-oxadiazole 
• 876724-22-0 3,5-bis(3,4,5-trimethoxyphenyl)-1,2,4-oxadiazole 

Relevant academic research and scientific papers

Design and synthesis of new triarylimidazole derivatives as dual inhibitors of BRAFV600E/p38α with potential antiproliferative activity

Recent studies have shown that combining kinase inhibitors has additive and synergistic effects. BRAFV600E and p38α have been extensively studied as potential therapeutic targets for a variety of diseases. In keeping with our interest in developing multi-targeted anticancer agents, a series of novel triaryl-imidazole-based analogues containing 3-aryl-1,2,4-oxadiazoles moiety (4a-h, Scaffold B) and their reaction intermediates aryl carboximidamides moiety (3a-h, Scaffold A) have been rationally designed, synthesized, and evaluated in vitro for their antiproliferative activity as dual p38α/BRAFV600E inhibitors. The results revealed that the presence of the carboximidamide moiety is required for activity, and the best activity correlates with the Ar = 1,2-benzodioxole (3e) ≥ 4-CH3O-C6H5-(3c) > 2-naphthyl (3h) > 4-Cl-C6H5 (3b). Ring closure of carboximidamide to 1,2,4-oxadiazole significantly reduces the activity. The results of docking study into p38α revealed higher binding affinities for compounds 3c, 3e, and 3h compared to the co-crystallized ligand, SB2. However, the docking study of compounds 3c and 3e into BRAFV600E revealed slightly lower affinities than vemurafenib.

Design and synthesis of a new series of 3,5-disubstituted-1,2,4-oxadiazoles as potential colchicine binding site inhibitors: Antiproliferative activity, molecular docking, and SAR studies

The development of anticancer compounds targeting the colchicine-binding site of tubulin, termed colchicine-binding site inhibitors (CBSIs) is a promising research area for pharmaceutical companies and research institutes. A series of 3,5-disubstituted 1,

Compounds containing a 1,2,4-oxadiazole ring, and preparation method thereof, and applications in immunosuppressive drugs

The invention belongs to the field of organic synthesis and pharmaceutical chemistry drugs, and relates to a preparation method of a class of compounds containing a 1,2,4-oxadiazole ring and having astructural general formula represented by (I), and appli

Design and Synthesis of Marine Phidianidine Derivatives as Potential Immunosuppressive Agents

A series of novel marine phidianidine derivatives were designed, synthesized, and evaluated for their immunosuppressive activities during our search of potential immunosuppressive agents with high efficacy and low toxicity from marine sources. These compounds were tested for their inhibitory activity on Con A-induced T cell and lipopolysaccharide-induced B cell proliferation. Compounds 14a and 18c, displaying the most promising inhibitory effects and low toxicities, were further found to possess immune-regulatory activities upon cross-linking of T cell receptor (TCR) and B cell receptor (BCR) on purified T and B cells, respectively.

Indazole-oxadiazole derivative, medicinal composition containing derivative, and application of derivative in tumor prevention

The invention discloses an indazole-oxadiazole derivative with the structure represented by general formula a shown in the description, or a pharmaceutically acceptable salt or solvate thereof. In the formula, X is O or N, Y is N, Z is N or O, and all groups are as defined in the description. The invention also discloses a medicinal composition adopting the derivative as an active component, and a use of the derivative. Compounds synthesized in the invention have an HIF-1 inhibition effect, and most of the compounds have a substantial HIF-1 inhibition effect, have strong in-vivo and in-vitro anti-HIF-1 effect on human colorectal carcinoma cell strains (HCT116) and other tumor cell strains, and can be used for treating tumor diseases.

The effect of regioisomerism on the mesomorphic and photophysical behavior of oxadiazole-based tris(: N -salicylideneaniline)s: Synthesis and characterization

Two new regioisomeric star-shaped tris(N-salicylideneaniline)s are synthesized and characterized. The arms of these star-shaped mesogens differ from each other with respect to the substitution on the 3,5-positions of the central 1,2,4-oxadiazole moieties. The unsymmetrical nature of substitution leads to a change in the distribution of electron density, which will have an effect on the type of columnar self-assembly. One of these molecules stabilizes the columnar hexagonal phase, while the other one stabilizes the columnar rectangular phase. The columnar rectangular phase, which requires enhanced intermolecular interactions, is observed in the case of the star-shaped molecule, where the trialkoxy phenyl group is connected at the 5-position of the heterocycle, whereas the columnar hexagonal phase is observed in the case of the star-shaped molecule, where the trialkoxy phenyl group is connected at the 3-position of the heterocycle. These compounds showed reduced melting points, clearing points and an enhanced mesophase range with respect to their symmetric counterpart (1,3,4-oxadiazole derivative) reported earlier. All the molecules exhibited green light emission in solution, with good quantum yield. The emission of 1,2,4-oxadiazole derivatives was considerably red-shifted in comparison to those of 1,3,4-oxadiazole derivatives. This study emphasizes how a minor change in the molecular structure brings about a beneficial change in the self-assembly characteristics of star-shaped molecules.

Novel Imidazoles for the Treatment and Prophylaxis of Respiratory Syncytial Virus Infection

The invention provides novel compounds having the general formula: wherein R1, R2, R3 and Q are as described herein, compositions including the compounds and methods of using the compounds.

IMIDAZOLES FOR THE TREATMENT AND PROPHYLAXIS OF RESPIRATORY SYNCYTIAL VIRUS INFECTION

The invention provides novel compounds having the general formula: (I) wherein R1, R2, R3 and Q are as described herein, compositions including the compounds and methods of using the compounds.

One-pot synthesis of highly substituted polyheteroaromatic compounds by rhodium(III)-catalyzed multiple C-H activation and annulation

A new method for the synthesis of highly substituted naphthyridine-based polyheteroaromatic compounds in high yields proceeds through rhodium(III)-catalyzed multiple C-H bond cleavage and C-C and C-N bond formation in a one-pot process. Such highly substituted polyheteroaromatic compounds have attracted much attention because of their unique π-conjugation, which make them suitable materials for organic semiconductors and luminescent materials. Furthermore, a possible mechanism, which involves multiple chelation-assisted ortho C-H activation, alkyne insertion, and reductive elimination, is proposed for this transformation.

Synthesis of novel 1,2,4-oxadiazoles and analogues as potential anticancer agents

A library of 3,5-disubstituted-1,2,4-oxadiazoles 7-9 and their bioisosters, 1,3,4-oxadiazole 14 and 1,3,4-thiadiazole 16, were synthesized and evaluated in vitro for their anticancer potential against a panel of six human cancer cell lines. The key step in the synthesis of oxadiazoles 7-9 involve coupling of amidoxime 6 with an appropriate carboxylic acid followed by thermal cyclization. The bioisosteres, 1,3,4-oxadiazole 14 and 1,3,4-thiadiazole 16 were prepared from the reaction of a common precursor diacylhydrazine 13 with thionyl chloride and Lawesson′s reagent, respectively. The anticancer studies on the synthesized compounds revealed that presence of a cyclopentyloxy or n-butyloxy on the C-3 aryl ring and piperdin-4-yl or trichloromethyl at the C-5 position of 1,2,4-oxadiazole is essential for good activity. In particular, 1,2,4-oxadiazole 7i and analogue 1,3,4-thiadiazole 16 exhibited significant activity against DU145 (IC50: 9.3 μM) and MDA-MB-231 (IC 50: 9.2 μM) cell lines, respectively.