190518-85-5

Upstream product

• 86-74-8 9H-carbazole 
• 459-46-1 4-Fluorobenzyl bromide 
• 13029-09-9 2,2'-dibromobiphenyl 
• 140-75-0 para-fluorobenzylamine 
• 190518-87-7 (1'E,3'E)-9-[1'-(1''-Naphthyl)-4'-phenylbuta-1',3'-dien-2'-yl]-9H-carbazole 
• 190518-89-9 (1'Z,3'E)-9-[1'-(1''-Naphthyl)-4'-phenylbuta-1',3'-dien-2'-yl]-9H-carbazole 
• 190518-86-6 (2'E)-9-(3'-Phenylprop-2'-enyl)-9H-carbazole 
• 352-11-4 1-chloromethyl-4-fluorobenzene 

Downstream Products

• 1037311-69-5 C₁₉H₁₃FIN 

Relevant academic research and scientific papers

Comparison of oxidative and excited state cyclizations of N-benzyldiphenylamines to N-benzylcarbazoles

Pulse radiolysis of a family of N-benzyldiphenylamines in aerated cyclohexane results in oxidative cyclization products, i.e., the corresponding N-benzylcarbazoles, as does direct photolysis at 254 nm. Chemical oxidation and bulk electrolysis lead to benzidine formation as the major product, with the competing cyclization pathway becoming minor. Photoinduced electron transfer sensitization induces formation of a radical ion pair in which back electron transfer quenches net reaction. No significant amounts of products deriving from bond cleavage of an intermediate cation radical could be detected in any of the reactions. AM1 calculations show lower barriers for the initial cyclization through a triplet state than through an intermediate cation radical or dication.

Efficient Copper-Catalysed Synthesis of Carbazoles by Double N -Arylation of Primary Amines with 2,2′-Dibromobiphenyl in the Presence of Air

An efficient Cu-catalyzed synthesis of carbazole derivatives is reported, which proceeds by double C-N coupling reactions of 2,2′-dibromobiphenyl and amines in the presence of air. The reaction is robust, proceeds in high yields, and tolerates a series of amines including neutral, electron-rich, electron-deficient aromatic amines and aliphatic amines.

Synthesis of carbazole derivatives containing chalcone analogs as non-intercalative topoisomerase II catalytic inhibitors and apoptosis inducers

Novel topoisomerase II (Topo II) inhibitors have gained considerable interest for the development of anticancer agents. In this study, a series of carbazole derivatives containing chalcone analogs (CDCAs) were synthesized and investigated for their Topo II inhibition and cytotoxic activities. The results from Topo II mediated DNA relaxation assay showed that CDCAs could significantly inhibit the activity of Topo II, and the structure-activity relationship indicated the halogen substituent in phenyl ring play an important role in the activity. Further mechanism studies revealed that CDCAs function as non-intercalative Topo II catalytic inhibitors. Moreover, some CDCAs showed micromolar cytotoxic activities. The most potent compound 3h exhibited notable growth inhibition against four human cancer cell lines. Flow cytometric analysis revealed that compounds 3d and 3h arrested the HL-60 cells in sub G1 phase by induction of apoptosis. It was further confirmed by Annexin-V-FITC binding assay. Western blot analysis revealed that compound 3h induces apoptosis likely through the activation of caspase proteins.

Synthesis and biological evaluation of novel carbazole-rhodanine conjugates as topoisomerase II inhibitors

In this study, a series of carbazole-rhodanine conjugates was synthesized and evaluated for their Topoisomerase II inhibition potency as well as cytotoxicity against a panel of four human cancer cell lines. Among these thirteen compounds, 3a, 3b, 3g, and

FLUORINE-CONTAINING COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE EMPLOYING THE SAME

A fluorine-containing compound is represented by Formula 1 below: wherein R1a, R1b, R2a, and R2b are each independently a hydrogen atom, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubs

Synthesis, structure and stability of E/Z-isomers of novel conjugated enamines prepared from 9-arylmethyl- or 9-arylpropenyl-9H-carbazole with arylmethyleneanilines

Active methylene groups, substituted by 9H-carbazol-9-yl (Carb) and aryl or 2-phenylethenyl groups, condense with arylmethyleneanilines in DMF at 75°C in the presence of Bu'OK to form the corresponding enamines [(Carb)(Ar1)C=C(Ar2)H] and dienamines [(Ar3)HC=C(Carb)CH=CHPh] in almost quantitative yield. The 1H and 13C NMR spectra for the enamine 1′Z-isomers [16 (Ar1 = Ar2 = 4-fluorophenyl), 17 (Ar1 = 4-fluorophenyl, Ar2 = 4-tert-butoxyphenyl), 19 (Ar1 = Ar2 = 4-tert-butoxyphenyl)], dienamine 1′Z-isomers [14a (Ar3 = 1-naphthyl), 14b (Ar3 = 4-methoxyphenyl), 14c (Ar3 = Ph)] and 1′E-isomers [15a (Ar3 = 1-naphthyl), 15c (Ar3 = Ph)] and precursors are assigned with the aid of COSY, HMBC, and HMQC techniques. The geometrical isomerism of the different dienamines 14-15 is established by 3JC-H NMR couplings and that of enamine 12 by a difference NOE experiment. X-Ray crystal structures for 16, 14a and 15c corroborate the isomerism results deduced by NMR studies. Dienamines 14a and 15a hydrolyse to the ketone under relatively strong acid conditions [AcOH-HCl-H2O (18:1:1 v/v)] under reflux over 7 h. There is an equilibrium between 14c and 15c in 1,2,4-trichlorobenzene at 180 ± 1°C with K = 15c/14c = 0.77 as estimated from the kinetic rate profiles from HPLC data acquired over 4 days. However, under the same conditions, 14a and 15a undergo an equilibration concurrent with a reaction (monitored over 9 days) giving apparently a carbazolyl-substituted phenylphenanthrene. In contrast, enamine 16 is thermally stable with no detectable change after boiling for 4 days in 1,2,4-trichlorobenzene.