1153791-73-1

Basic information

• Product Name: C₁₀H₁₄N₂O₄
• Synonyms: C₁₀H₁₄N₂O₄
• CAS NO: 1153791-73-1
• Molecular Weight: 226.232
• Mol File: 1153791-73-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: C₁₀H₁₄N₂O₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₀H₁₄N₂O₄(1153791-73-1)
• EPA Substance Registry System: C₁₀H₁₄N₂O₄(1153791-73-1)

Safety Data

• Hazardous Substances Data: 1153791-73-1(Hazardous Substances Data)

Upstream product

• 573-11-5 2,3,4-Trimethoxy-benzoic acid 
• 6395-18-2 methyl 2,3,4-trimethoxybenzoate 

Downstream Products

• 1153263-59-2 5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole-2-thiol 
• 31821-78-0 3-(3,4,5-trimetossifenil)-4-ammino-5-mercapto-4H-1,2,4-triazolo 

Relevant articles and documents

Synthesis and Bioevaluation of 3,6-Diaryl-[1,2,4]triazolo[4,3-b] Pyridazines as Antitubulin Agents

A series of 3,6-diaryl-[1,2,4]triazolo[4,3-b]pyridazines were designed as a class of vinylogous CA-4 analogues. The easily isomerized (Z,E)-butadiene linker of vinylogous CA-4 was replaced by a rigid [1,2,4]triazolo[4,3-b]pyridazine scaffold. Twenty-one target compounds were synthesized and exhibited moderate to potent antiproliferative activity. The compound 4q with a 3-amino-4-methoxyphenyl moiety as the B-ring, comparable to CA-4 (IC50 = 0.009-0.012 μM), displayed the highly active antiproliferative activity against SGC-7901, A549, and HT-1080 cell lines with IC50 values of 0.014, 0.008, and 0.012 μM, respectively. Tubulin polymerization experiments indicated that 4q effectively inhibited tubulin polymerization, and immunostaining assay revealed that 4q significantly disrupted tubulin microtubule dynamics. Moreover, cell cycle studies revealed that compound 4q dramatically arrested cell cycle progression at G2/M phase in A549 cells. Molecular modeling studies showed that 4q could bind to the colchicine binding site on microtubules.