21558-19-0

Upstream product

• 90-44-8 anthracen-9(10H)-one 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 132500-79-9 10-p-aminobenzylidene anthrone 
• 132475-54-8 10-(4-Isopropylideneamino-benzylidene)-10H-anthracen-9-one 
• 132475-53-7 10-(4-{[1-Phenyl-meth-(E)-ylidene]-amino}-benzylidene)-10H-anthracen-9-one 
• 132475-57-1 10-(4-{[1-Furan-3-yl-meth-(E)-ylidene]-amino}-benzylidene)-10H-anthracen-9-one 
• 132475-56-0 10-{4-[(E)-3-Phenyl-prop-2-en-(E)-ylideneamino]-benzylidene}-10H-anthracen-9-one 
• 132475-55-9 10-{4-[1-Phenyl-eth-(E)-ylideneamino]-benzylidene}-10H-anthracen-9-one 
• 1000844-28-9 9-(p-nitrobenzyl)anthracene 
• 1000844-29-0 C₂₁H₁₇NO₃ 

Relevant academic research and scientific papers

Characterization of a new class of androgen receptor antagonists with potential therapeutic application in advanced prostate cancer

The human androgen receptor plays a major role in the development and progression of prostate cancer and represents a well-established drug target. All clinically approved androgen receptor antagonists possess similar chemical structures and exhibit the s

Quantitative study of interactions between oxygen lone pair and aromatic rings: Substituent effect and the importance of closeness of contact

(Figure Presented) Current models describe aromatic rings as polar groups based on the fact that benzene and hexafluorobenzene are known to have large and permanent quadrupole moments. This report describes a quantitative study of the interactions between oxygen lone pair and aromatic rings. We found that even electron-rich aromatic rings and oxygen lone pairs exhibit attractive interactions. Free energies of interactions are determined using the triptycene scaffold and the equilibrium constants were determined by low-temperature 1H NMR spectroscopy. An X-ray structure analysis for one of the model compounds confirms the close proximity between the oxygen and the center of the aromatic ring. Theoretical calculations at the MP2/aug-cc-pVTZ level corroborate the experimental results. The origin of attractive interactions was explored by using aromatic rings with a wide range of substituents. The interactions between an oxygen lone pair and an aromatic ring are attractive at van der Waals' distance even with electron-donating substituents. Electron-withdrawing groups increase the strength of the attractive interactions. The results from this study can be only partly rationalized by using the current models of aromatic system. Electrostatic-based models are consistent with the fact that stronger electron-withdrawing groups lead to stronger attractions, but fail to predict or rationalize the fact that weak attractions even exist between electron-rich arenes and oxygen lone pairs. The conclusion from this study is that aromatic rings cannot be treated as a simple quadrupolar functional group at van der Waals' distance. Dispersion forces and local dipole should also be considered.

Novel benzylidene-9(10H)-anthracenones as highly active antimicrotubule agents. Synthesis, antiproliferative activity, and inhibition of tubulin polymerization

A novel series of 10-benzylidene-9(10H)-anthracenones and 10-(phenylmethyl)-9(10H)-anthracenones were synthesized and evaluated for antiproliferative activity in an assay based on K562 leukemia cells. The 3-hydroxy-4-methoxybenzylidene analogue 9h was fou

A facile synthesis of 10-arylmethylene anthracenones under microwave irradiation

10-Arylmethylene anthracenones were synthesised by the condensation of aromatic aldehydes with anthracenone using sodium hydroxide as catalyst under microwave irradiation in good yields.