36761-80-5

Upstream product

• 613-13-8 2-aminoanthracene 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 107125-77-9 2-amino-9,10-ethano-9,10-dihydroanthracene 
• 75-36-5 acetyl chloride 
• 5675-64-9 9,10-ethanoanthracene 
• 13862-91-4 9-10-ethano-9,10-dihydro-2-nitroanthracene 
• 117-79-3 2-aminoanthraquinone 
• 107125-78-0 2-acetylamino-9,10-ethano-9,10-dihydroanthracene 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 3274-22-4 2-acetamidoanthraquinone 
• 120-12-7 anthracene 
• 1589037-89-7 C₁₉H₁₉BO₂ 
• 117-79-3 2-aminoanthraquinone 
• 289059-04-7 5-[2-(acetylamino)-9,10[1',2']-benzenoanthracen-9(10H)-yl]-2-methylbenzaldehyde 
• 289059-03-6 5-[2-(acetylamino)anthracen-9-yl]-2-methylbenzaldehyde 

Relevant academic research and scientific papers

Aerobic C-H Oxidation of Arenes Using a Recyclable, Heterogeneous Rhodium Catalyst

A novel, practical protocol for the aerobic direct C-H acetoxylation of arenes, employing a recyclable heterogeneous rhodium catalyst, is reported herein. The trifluoroacetoxylation of 2-amido-substituted anthracenes proceeded at the 9-position with exclusive regioselectivity. The oxidation of variously substituted anthracenes and other polycyclic aromatics with molecular oxygen as a terminal oxidant proceeded under mild conditions, providing products in good to excellent yields.

Amino-substituted 2-[2'-(dimethylamino)ethyl]-1,2-dihydro-3H- dibenz[de,h]isoquinoline-1,3-diones. Synthesis, antitumor activity, and quantitative structure-activity relationship

Sets of 2-[2'-(dimethylamino)ethyl]-1,2-dihydro-3H- dibenz[de,h]isoquinoline-1,3-diones with amino and actylamino groups at each of the eight positions on the anthracene nucleus were synthesized from appropriately substituted anthracenes. Their evaluation in in vitro antitumor and cardiotoxicity assays revealed a very strong dependence of potency on the position of substitution. Certain compounds, including the 4-, 5-, 7-, and 9- amino derivatives, showed significantly higher potency than the unsubstituted parent compound, azonafide. Among them, 7-aminoazonafide had low cardiotoxicity relative to cytotoxicity. In general, the acetylamino analogues were less potent than the amino derivatives against tumor cells and neonatal rat heart myocytes; however, 5-(acetylamino)azonafide was highly cardiotoxic. 9-Aminoazonafide was more efficacious than azonafide or amonafide against P388 leukemia in mice. Statistically significant correlations were made between the ability of amino analogues to increase the transition melt temperature (ΔT(m)) of DNA and their potency against solid tumors, leukemia cells, or cardiac myocytes.

Nickel-catalyzed reductive and borylative cleavage of aromatic carbon-nitrogen bonds in N-aryl amides and carbamates

The nickel-catalyzed reaction of N-aryl amides with hydroborane or diboron reagents resulted in the formation of the corresponding reduction or borylation products, respectively. Mechanistic studies revealed that these reactions proceeded via the activation of the C(aryl)-N bonds of simple, electronically neutral substrates and did not require the presence of an ortho directing group.

A rationally designed prototype of a molecular motor

A proof of principle of the first rationally designed, chemically powered, molecular-scale motor is described. The thermodynamic considerations leading to the choice of 6a and 7a as the initial prototypes are provided, and the synthesis of 6a and 7a and the separation of them from their atropisomers are detailed. The phosgene-powered unidirectional rotation of 6a to its rotamer 6b is demonstrated. It is further established that shortening the length of the tether (→7a) changes the rate-limiting step and accelerates the speed of rotation.

1, 2-dihydro-3H-dibenzisoquinoline-1,3-dione anticancer agents

This invention relates to a compound useful for the treatment of tumors having the formula: STR1

Effects of Substituents and Solvents on the Electronic Spectra of 9,10-Dihydro-9,10-o-benzenoanthracene-1,4-diones: Intramolecular Charge Transfer

Electronic spectra of substituted 9,10-dihydro-9,10-o-benzenoanthracene-1,4-diones (triptycenequinones) in various solvents and that of benzo- and dibenzotriptycenequinones were investigated in this paper.Intramolecular charge-transfer (CT) bands were observed in triptycenequinone system as a result of intramolecular interaction between benzene ring and benzoquinone moiety.Substituents on the benzene rings strongly affected the CT bands.Electron-donating groups gave absorption maxima at long wavelength.Naphthalene ring gave similar but stronger CT bands than benzene ring.Hammett ?+ value of substituents gave good linear relationship with the energy of the CT bands.Calculations of reduced charge matrix of triptycenequinones by extended Hueckel theory showed the charge of aromatic ring(s) were transferred to benzoquinone moiety accompanying HOMO-LUMO excitation.Especially, absorption maxima of the methyl-substituted triptycenequinones gave good correlation with the amounts of charge transferred from benzene ring to benzoquinone moiety.These analysis confirmed clearly CT character of the absorption maxima of triptycenequinones.However, solvent effect of these CT bands maxima is not so clear as the substituent effect.

PREPARATION AND PYROLYSIS OF SUBSTITUTED ETHANOANTHRACENES - A GENERAL SYNTHESIS OF 2,3-DISUBSTITUTED ANTHRACENES

9,10-Ethano-9,10-dihydroanthracene has been found functionalised regioselectively to give a range of 2-substituted and 2,3-disubstituted derivatives.Flasch vakuum pyrolysis of these compounds has provided the first general synthesis of 2,3-disubstituted anthracenes.The observed regioselectivity is in accord with the Finnegan-Streitwieser model of the electronic influence of a strained ring fused to an aromatic ring.