83649-26-7

Basic information

• Product Name: 2-methoxy-17-oxoestra-1(10),2,4-trien-3-yl acetate
• Synonyms: Estra-1,3,5(10)-trien-17-one, 3-(acetyloxy)-2-methoxy-
• CAS NO: 83649-26-7
• Molecular Formula: C₂₁H₂₆O₄
• Molecular Weight: 342.4287
• Mol File: 83649-26-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 458.2°C at 760 mmHg
• Flash Point: 199.5°C
• Density: 1.159g/cm³
• Vapor Pressure: 1.4E-08mmHg at 25°C
• Refractive Index: 1.55
• CAS DataBase Reference: 2-methoxy-17-oxoestra-1(10),2,4-trien-3-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methoxy-17-oxoestra-1(10),2,4-trien-3-yl acetate(83649-26-7)
• EPA Substance Registry System: 2-methoxy-17-oxoestra-1(10),2,4-trien-3-yl acetate(83649-26-7)

Safety Data

• Hazardous Substances Data: 83649-26-7(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 362-06-1 2-hydroxyestrone 
• 108-24-7 acetic anhydride 
• 362-07-2 2-Methoxyestradiol 
• 83274-89-9 (13S,17S)-17-hydroxy-2-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl acetate 

Downstream Products

• 362-08-3 2-methoxyestrone 

Relevant articles and documents

Discovery of chalcone-modified estradiol analogs as antitumour agents that Inhibit tumour angiogenesis and epithelial to mesenchymal transition

Angiogenesis plays an essential role in tumourigenesis and tumour progression, and anti-angiogenesis therapies have shown promising antitumour effects in solid tumours. 2-Methoxyestradiol (2ME2), an endogenous metabolite of estradiol, has been regarded as a potential antitumour agent mainly targeting angiogenesis. Here we synthesized a novel series of chalcones based on 2-methoxyestradiol and evaluated their potential activities against tumours. Compound 11e was demonstrated to have potent antiangiogenic activity. Further studies showed that 11e suppressed tumour growth in human breast cancer (MCF-7)xenograft models without obvious side effects. Evaluation of the mechanism revealed that 11e targeted the epithelial to mesenchymal transition (EMT)process in MCF-7 cells and inhibited HUVEC migration and then contributed to hindrance of angiogenesis. Thus, 11e may be a promising antitumour agent with excellent efficacy and low toxicity.

Synthesis and antimitotic activity of novel 2-methoxyestradiol analogs. Part III

The syntheses and antimitotic activity of several novel analogs of 2-methoxyestradiol are described. Structural modifications include ring-D homologation, aromatization of the six-membered ring-D to a chrysine type molecule, and introduction of unsaturation in five-membered ring-D along with substitution of alkyl and ethynyl groups for the 17β-hydroxy function. Of nine analogs synthesized, five have demonstrated superior antiproliferative activities compared to 2-methoxyestradiol.