55149-78-5

Upstream product

• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 5435-28-9 (3,4,5-trimethoxy-2-nitrophenyl)methanol 
• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 66907-52-6 3,4,5-trimethoxy-2-nitrobenzoic acid 
• 5081-42-5 3,4,5-trimethoxy-2-nitrobenzoic acid methyl ester 

Downstream Products

• 55149-64-9 (E)-2-Cyano-3-(3,4,5-trimethoxy-2-nitro-phenyl)-acrylamide 
• 32042-18-5 2-Nitro-3,4,5-trimethoxy-zimtsaeure 
• 132256-98-5 1,2,3-trimethoxy-4-nitro-5-(2-nitrovinyl)benzene 
• 1308881-77-7 1-(4'-methylbenzyl)-5,6,7-trimethoxyindole 
• 1308881-82-4 1-(3'-fluoro-4'-methoxybenzyl)-5,6,7-trimethoxy-1H-indole 
• 1308881-62-0 2-methoxy-5-(5,6,7-trimethoxyindol-1-yl)phenol 
• 1276043-04-9 C₁₇H₁₆N₂O₉ 
• 1276042-98-8 (2-amino-3,4,5-trimethoxyphenyl)(3-amino-4-methoxyphenyl)methanone 
• 1276042-90-0 (2-amino-3,4,5-trimethoxyphenyl)(4-methoxyphenyl)methanone 
• 1276042-96-6 (2-amino-3,4,5-trimethoxyphenyl)(3-methoxyphenyl)methanone 
• 1276042-92-2 (2-amino-3,4,5-trimethoxyphenyl)(4-(methylthio)phenyl)methanone 
• 1276042-95-5 (2-amino-3,4,5-trimethoxyphenyl)(4-chlorophenyl)methanone 

Relevant academic research and scientific papers

Synthesis and Evaluation of a New Series of 8-(2-Nitroaryl)Xanthines as Adenosine Receptor Ligands

(Table presented.). A new series of 1,3-dimethylxanthine derivatives bearing 8-(2-nitroaryl) residue was synthesized and evaluated for affinity for recombinant human adenosine receptors subtypes. Nitrate esters of 7-substituted-1,3-dimethyl-8-phenylxanthines were also synthesized and tested. Introducing a nitro substituent at the 2-position of the 8-substituted phenyl ring resulted in generally low affinity for adenosine receptors (ARs), selectivity toward the A2A subtype was enhanced in some of the compounds. 8-(4-Cyclopentyloxy-5-methoxy-2-nitrophenyl)-1,3-dimethylxanthine (9e) proved to be a potent compound among the 2-nitrophenyl substituted xanthines exhibiting a Ki = 1 μM at human A2A ARs with at least 30 fold selectivity versus human A1 and A2B ARs. Replacement of 8-chloropropoxy phenyl with 8-nitrooxypropoxy phenyl resulted in a negligible change in binding affinity of the 8-substituted xanthines for various AR subtypes. Drug Dev Res 77 : 241–250, 2016.

(Z)-1-Aryl-3-arylamino-2-propen-1-ones, highly active stimulators of tubulin polymerization: Synthesis, structure-activity relationship (SAR), tubulin polymerization, and cell growth inhibition studies

Tubulin, the major structural component of microtubules, is a target for the development of anticancer agents. A series of (Z)-1-aryl-3-arylamino-2- propen-1-one (10) were synthesized and evaluated for antiproliferative activity in cell-based assay. The most active compound (Z)-1-(2-bromo-3,4,5- trimethoxyphenyl)-3-(3-hydroxy-4-methoxyphenylamino)prop-2-en-1-one (10ae) was tested in 20 tumor cell lines including multidrug resistant phenotype and was found to induce apoptosis in all these cell lines with similar GI50 values. Flow cytometry studies showed that 10ae arrested the cells in G2/M phase of cell cycle. In addition to G2/M block, these compounds caused microtubule stabilization like paclitaxel and induced apoptosis via activation of the caspase family. The observations made in this investigation demonstrate that (Z)-1-Aryl-3-arylamino-2-propen-1-one (10) represents a new class of microtubule-stabilizing agents.

Concise syntheses of N-aryl-5,6,7-trimethoxyindoles as antimitotic and vascular disrupting agents: Application of the copper-mediated Ullmann-type arylation

In an attempt to mimic the 3,4,5-trimethoxyphenyl-Z-stilbene moiety of combretastatin A-4, a series of N-aryl-5,6,7-trimethoxyindoles were synthesized via copper-catalyzed Ullmann-type N-arylation through the corresponding 5,6,7-trimethoxyindole and aryl halides. These synthesized compounds demonstrated potent antiproliferative activity providing a novel skeleton for potent tubulin polymerization inhibitors.

Z-stilbenes derivatives and the pharmaceutical composition thereof

A series of Z-stilbenes derivatives are disclosed, which have the structure as shown by formula 1. In the structure of formula 1, X is hydrogen, NHR, or nitro group, and R is hydrogen. Y and Z is independently hydrogen, halogen, C1-C10 /s

2-Amino and 2′-aminocombretastatin derivatives as potent antimitotic agents

A novel series of 2-amino and 2′-aminocombretastatin derivatives were synthesized and evaluated for antitumor activity. Several compounds had excellent antiproliferative activity as inhibitors of tubulin polymerization. Compounds 11, 20, and 21 with ICsu