205366-78-5

Upstream product

• 142501-48-2 (3,4,5-trimethoxyphenyl)(trimethylsilyloxy)acetonitrile 
• 824-94-2 p-methoxybenzyl chloride 
• 932033-68-6 2-(4-methoxy-benzyl)-2-(3,4,5-trimethoxy-phenyl)-[1,3]dithiane 
• 57009-70-8 2-(3,4,5-trimethoxyphenyl)-1,3-dithiane 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 130190-35-1 dimethyl α-hydroxy-α-(3,4,5-trimethoxyphenyl)methanephosphonate 
• 931407-28-2 [(Tetrahydro-pyran-2-yloxy)-(3,4,5-trimethoxy-phenyl)-methyl]-phosphonic acid dimethyl ester 
• 205366-79-6 2-(4-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)ethan-1-ol 
• 208347-68-6 1-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acetylene 
• 110048-17-4 3',4,4',5'-tetramethoxychalcone 
• 1136-86-3 methyl (3,4,5-trimethoxyphenyl) ketone 
• 123-11-5 4-methoxy-benzaldehyde 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 118-41-2 Eudesmic acid 

Downstream Products

• 932033-70-0 3-dimethylamino-2-(4-methoxy-phenyl)-1-(3,4,5-trimethoxy-phenyl)-propenone 

Relevant academic research and scientific papers

Novel diaryl-2H-azirines: Antitumor hybrids for dual-targeting tubulin and DNA

Multiple-target drugs may achieve better therapeutic effect via different pathways than single-target ones, especially for complex diseases. Tubulin and DNA are well-characterized molecular targets for anti-cancer drug development. A novel class of diaryl substituted 2H-azirines were designed based on combination of pharmacophores from Combretastatin A-4 (CA-4) and aziridine-type alkylating agents, which are known tubulin polymerization inhibitor and DNA damaging agents, respectively. The antitumor activities of these compounds were evaluated in vitro and 6h showed the most potent activities against four cancer cell lines with IC50 values ranging from 0.16 to 1.40 μM. Further mechanistic studies revealed that 6h worked as a bifunctional agent targeting both tubulin and DNA. In the nude mice xenograft model, 6h significantly inhibited the tumor growth with low toxicity, demonstrating the promising potential for further developing novel cancer therapy with a unique mechanism.

Design, synthesis and biological evaluation of 3,4-diaryl-1,2,5-oxadiazole-2/5-oxides as highly potent inhibitors of tubulin polymerization

Structure-activity relationships for rigid analogues of combretastatin A-4 (CA-4) were investigated, leading to the discovery of a series of 3,4-diaryl-1,2,5-oxadiazole-N-oxides. Among them, 7n′ and 7n′′ showed remarkable antiproliferative activities agai

Fluoro-substitution diphenylethane derivative and preparation method and application thereof

The invention relates to a fluoro-substitution diphenylethane derivative. The fluoro-substitution diphenylethane derivative is characterized in that the structure of the fluoro-substitution diphenylethane derivative is shown as the general formula (I) (pl

Sea Urchin Embryo Model As a Reliable in Vivo Phenotypic Screen to Characterize Selective Antimitotic Molecules. Comparative evaluation of Combretapyrazoles, -isoxazoles, -1,2,3-triazoles, and -pyrroles as Tubulin-Binding Agents

A series of both novel and reported combretastatin analogues, including diarylpyrazoles, -isoxazoles, -1,2,3-triazoles, and -pyrroles, were synthesized via improved protocols to evaluate their antimitotic antitubulin activity using in vivo sea urchin embryo assay and a panel of human cancer cells. A systematic comparative structure-activity relationship studies of these compounds were conducted. Pyrazoles 1i and 1p, isoxazole 3a, and triazole 7b were found to be the most potent antimitotics across all tested compounds causing cleavage alteration of the sea urchin embryo at 1, 0.25, 1, and 0.5 nM, respectively. These agents exhibited comparable cytotoxicity against human cancer cells. Structure-activity relationship studies revealed that compounds substituted with 3,4,5-trimethoxyphenyl ring A and 4-methoxyphenyl ring B displayed the highest activity. 3-Hydroxy group in the ring B was essential for the antiproliferative activity in the diarylisoxazole series, whereas it was not required for potency of diarylpyrazoles. Isoxazoles 3 with 3,4,5-trimethoxy-substituted ring A and 3-hydroxy-4-methoxy-substituted ring B were more active than the respective pyrazoles 1. Of the azoles substituted with the same set of other aryl pharmacophores, diarylpyrazoles 1, 4,5-diarylisoxazoles 3, and 4,5-diaryl-1,2,3-triazoles 7 displayed similar strongest antimitotic antitubulin effect followed by 3,4-diarylisoxazoles 5, 1,5-diaryl-1,2,3-triazoles 8, and pyrroles 10 that showed the lowest activity. Introduction of the amino group into the heterocyclic core decreased the antimitotic antitubulin effect of pyrazoles, triazoles, and to a lesser degree of 4,5-diarylisoxazoles, whereas potency of the respective 3,4-diarylisoxazoles was increased.

Synthesis and antimitotic properties of ortho-substituted polymethoxydiarylazolopyrimidines

Ortho-substituted polymethoxydiarylazolopyrimidines were synthesized using polymethoxysubstituted benzaldehydes and acetophenones as starting material. X-ray crystallography data clearly confirmed that the subsequent cyclization of 3-amino-1,2,4-triazole

Synthesis and antimitotic properties of ortho-substituted polymethoxydiarylazolopyrimidines

Ortho-substituted polymethoxydiarylazolopyrimidines were synthesized using polymethoxysubstituted benzaldehydes and acetophenones as starting material. X-ray crystallography data clearly confirmed that the subsequent cyclization of 3-amino-1,2,4-triazole

Synthesis and biological evaluation of 2,3-diarylthiophene analogues of combretastatin A-4

A series of novel 2,3-diarylthiophene analogues of combretastatin A-4 (CA-4) were designed with a rigid thiophene moiety to retain the cis-olefin configuration of CA-4 and were subsequently synthesised. All of the target compounds were evaluated for their

Cyclic α-Alkoxyphosphonium Salts from (2-(Diphenylphosphino)phenyl)methanol and Aldehydes and Their Application in Synthesis of Vinyl Ethers and Ketones via Wittig Olefination

Cyclic α-alkoxyphosphonium salts have been synthesized from (2-(diphenylphosphino)phenyl)methanol and aldehydes in 36-89% yields. These phosphonium salts are bench-stable solids and undergo Wittig olefination with aldehydes under basic conditions (K2CO3 or t-BuOK) to form benzylic vinyl ethers, which are readily hydrolyzed to 1,2-disubstituted ethanones under acidic conditions. The formation mechanism of these phosphonium salts via hemiacetal is also proposed.

Synthesis and biological evaluation of novel 3,4-diaryl-1,2,5-selenadiazol analogues of combretastatin A-4

A set of novel selenium-containing heterocyclic analogues of combretastatin A-4 (CA-4) have been designed and synthesised using a rigid 1,2,5-selenadiazole as a linker to fix the cis-orientation of ring-A and ring-B. All of the target compounds were evalu

p-Toluenesulfonic acid-promoted selective functionalization of unsymmetrical arylalkynes: a regioselective access to various arylketones and heterocycles

Regioselective hydration of a wide range of internal alkynes has been afforded in high to good yields by using PTSA in EtOH. The scope of the reaction of alkynes has been delineated. Arylaliphatic alkynes and diarylalkynes were regioselectively hydrated in good to excellent yields and short reaction times when the reaction was achieved under microwave irradiation. Moreover, diarylalkynes, arylenynes as well as diaryldiynes bearing a methoxy- or a thiomethyl substituent on the ortho position underwent a regioselective 5-endo-dig-cyclization to give a variety of 2-aryl- and 2-styrylbenzofuran or benzothiphene derivatives. We believe that, this new environmentally metal-free procedure combined to microwave irradiation would be in importance in the search of green laboratory-scale synthesis.