387850-69-3

Upstream product

• 591-31-1 3-methoxy-benzaldehyde 
• 24313-88-0 3,4,5-Trimethoxyaniline 

Downstream Products

• 1256554-20-7 4-(3-benzyl-4,5,6,11-tetramethoxy-3H-dibenzo[b,f][1,2,3] triazolo-[4,5-d]azocin-8(9H)-yl)-4-oxobutanoic acid 
• 1256554-17-2 4-(1-benzyl-4,5,6,11-tetramethoxy-1H-dibenzo[b,f][1,2,3]triazolo[4,5-d]azocin-8(9H)-yl)-4-oxobutanoic acid 
• 1256554-21-8 4-(3-(4-isothiocyanatophenyl)-4,5,6,11-tetramethoxy-3H-dibenzo[b,f][1,2,3]triazolo[4,5-d]azocin-8(9H)-yl)-4-oxobutanoic acid 
• 1256554-18-3 4-(1-(4-isothiocyanatophenyl)-4,5,6,11-tetramethoxy-1H-dibenzo[b,f][1,2,3]triazolo[4,5-d]-azocin-8(9H)-yl)-4-oxobutanoic acid 
• 1256554-13-8 4-((3-methoxybenzyl)(3,4,5-trimethoxyphenyl)amino)-4-oxobutanoic acid 

Relevant academic research and scientific papers

Synthesis and Biochemical Evaluation of 3-Phenoxy-1,4-diarylazetidin-2-ones as Tubulin-Targeting Antitumor Agents

Structure-activity relationships for a series of 3-phenoxy-1,4-diarylazetidin-2-ones were investigated, leading to the discovery of a number of potent antiproliferative compounds, including trans-4-(3-hydroxy-4-methoxyphenyl)-3-phenoxy-1-(3,4,5-trimethoxyphenyl)azetidin-2-one (78b) and trans-4-(3-amino-4-methoxyphenyl)-3-phenoxy-1-(3,4,5-trimethoxyphenyl)azetidin-2-one (90b). X-ray crystallography studies indicate the potential importance of the torsional angle between the 1-phenyl A ring and 4-phenyl B ring for potent antiproliferative activity and that a trans configuration between the 3-phenoxy and 4-phenyl rings is generally optimal. These compounds displayed IC50 values of 38 and 19 nM, respectively, in MCF-7 breast cancer cells, inhibited the polymerization of isolated tubulin in vitro, disrupted the microtubular structure in MCF-7 cells as visualized by confocal microscopy, and caused G2/M arrest and apoptosis. Compound 90b possessed a mean GI50 value of 22 nM in the NCI60 cell line screen, displayed minimal cytotoxicity, and was shown to interact at the colchicine-binding site on β-tubulin. Phosphate and amino acid prodrugs of both 78b and 90b were synthesized, of which the alanine amide 102b retained potency and is a promising candidate for further clinical development.

A novel dibenzoazacyclooctyne precursor in regioselective copper-free click chemistry. An innovative 3-step synthesis

A novel carboxylic acid substituted dibenzoazacyclooctyne precursor has been synthesized using a fast and innovative three-step synthesis. It can be easily converted into the corresponding alkyne through UV-irradiation. Due to its fast and regioselective