22751-79-7

Upstream product

• 19986-84-6 1,3-diphenyl-1,4-dihydrobenzo[e][1,2,4]triazin-4-yl 
• 19986-84-6 1,4-dihydro-1,3-diphenylbenzo[e][1,2,4]triazin-4-yl 
• 1244508-25-5 7-iodo-1,3-diphenyl-1,4-dihydrobenzo[e][1,2,4]triazin-4-yl 
• 54663-78-4 tributyl(thien-2-yl)stannane 
• 14562-02-8 N-(4-nitrophenyl)triphenyliminophosphorane 
• 952-53-4 1,3-diphenyl-2,3-diazaprop-2-en-1-one 
• 14796-89-5 4-methoxy-N-(triphenylphosphoran-ylidene)-aniline 
• 532-96-7 N-benzoyl-N'-phenylhydrazine 
• 1244508-25-5 7-iodo-1,3-diphenyl-1,4-dihydrobenzo[e][1,2,4]triazin-4-yl 
• 960-16-7 tributylphenylstannane 
• 1244508-15-3 N-(4-iodophenyl)-N'-phenylbenzenecarbohydrazonamide 
• 100-63-0 phenylhydrazine 
• 74172-72-8 N-(4-Methoxyphenyl)benzamid-phenylhydrazon 
• 54367-86-1 C₁₉H₁₅N₃ 

Downstream Products

• 1312543-73-9 1,3-diphenyl-6-(pyrrolidin-1-yl)benzo[e][1,2,4]triazin-7(1H)-one 
• 1312543-84-2 2-phenyl-6H-[1,2,4]triazino-[5,6,1-jk]carbazol-6-one 
• 1312543-85-3 5-(diethylamino)-2-phenyl-6H-[1,2,4]triazino[5,6,1-jk]carbazol-6-one 
• 1312543-86-4 2-phenyl-5-(pyrrolidin-1-yl)-6H-[1,2,4]triazino[5,6,1-jk]carbazol-6-one 
• 1312543-87-5 5-methoxy-2-phenyl-6H-[1,2,4]triazino[5,6,1-jk]carbazol-6-one 
• 1312543-88-6 2-phenyl-5-(phenylthio)-6H-[1,2,4]triazino[5,6,1-jk]carbazol-6-one 
• 1312543-79-5 6-(diethylamino)-8-iodo-1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-one 
• 1312543-80-8 8-iodo-1,3-diphenyl-6-(pyrrolidin-1-yl)benzo[e][1,2,4]triazin-7(1H)-one 
• 1312543-81-9 8-iodo-6-methoxy-1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-one 
• 1312543-74-0 6-methoxy-1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-one 
• 1312543-72-8 6-(diethylamino)-1,3-diphenylbenzo[e][ 1,2,4]triazin-7(1H)-one 
• 1316793-07-3 1,3-diphenyl-6-(piperidin-1-yl)benzo[e][1,2,4]triazin-7(1H)-one 
• 1316793-10-8 6-(4-methylpiperazin-1-yl)-1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-one 
• 1316793-08-4 6-[3,4-dihydroisoquinolin-2(1H)-yl]-1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-one 

Relevant academic research and scientific papers

Discovery of anti-cancer activity for benzo[1,2,4]triazin-7-ones: Very strong correlation to pleurotin and thioredoxin reductase inhibition

The thioredoxin (Trx)–thioredoxin reductase (TrxR) system plays a key role in maintaining the cellular redox balance with Trx being over-expressed in a number of cancers. Inhibition of TrxR is an important strategy for anti-cancer drug discovery. The natu

Redox Active Quinoidal 1,2,4-Benzotriazines

Modifying the para-quinonimine 1,3-diphenyl-1,2,4-benzotriazin-7(1H)-one (2a) (E1/2-1/0 -1.20 V), by replacing the N1-phenyl by pentafluorophenyl, the C3-phenyl by trifluoromethyl, or the C7 carbonyl by ylidenemalononitrile, led to improved electron affinities as determined by cyclic voltammetry and computational studies. Combining structural changes further improved electron accepting abilities: the most electron deficient analogues (E1/2-1/0 ～ -0.65 V) involved combining the ylidenemalononitrile groups at C7 with the trifluoromethyl groups at C3. 1,2,5-Thiadiazolo fusion at C5-C6 did not affect the redox behavior but did enhance the UV-vis absorption profile. During the synthesis of the thiadiazolo analogues, 1,4-thiazino-fused analogues 6 were obtained in low yield, which thermally ring contract to the triazafluoranthenones 7. Compounds are fully characterized, and X-ray data are provided for selected analogues.

Preparation of Blatter Radicals via Aza-Wittig Chemistry: The Reaction of N-Aryliminophosphoranes with 1-(Het)aroyl-2-aryldiazenes

Reacting N-aryliminophosphoranes with 1-(het)aroyl-2-aryldiazenes in preheated diphenyl ether at ca. 150-250 °C for 5-25 min affords in most cases the 1,3-diaryl-1,4-dihydrobenzo[e][1,2,4]triazin-4-yls (aka Blatter radicals) in moderate to good yields. Al

Ferromagnetic interactions in a 1d alternating linear chain of π-stacked 1,3-diphenyl-7-(thien-2-yl)-1,4-dihydro-1,2,4-benzotriazin-4-yl radicals

X-ray studies show that 1,3-diphenyl-7-(thien-2-yl)-1,4-dihydro-1,2,4- benzotriazin-4-yl (6) adopts a distorted, slipped π-stacked structure of centrosymmetric dimers with alternate short and long interplanar distances (3.48 and 3.52A). Cyclic voltammograms of 7-(thien-2-yl)benzotriazin-4-yl 6 show two fully reversible waves that correspond to the -1/0 and 0/+1 processes. EPR and DFT studies on radical 6 indicate that the spin density is mainly delocalized over the triazinyl fragment. Magnetic susceptibility measurements show that radical 6 obeys Curie-Weiss behavior in the 5-300K region with C=0.378emuKmol-1 and I=+4.72K, which is consistent with ferromagnetic interactions between S=1/2 radicals. Fitting the magnetic susceptibility revealed the behavior is consistent with an alternating ferromagnetic chain (g=2.0071, J1=+7.12cm-1, J 2=+1.28cm-1).

1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-one: Selected chemistry at the C-6, C-7 and C-8 positions

1,3-Diphenylbenzo[e][1,2,4]triazin-7(1H)-one (6) reacts with tetracyanoethylene (TCNE) or tetracyanoethylene oxide (TCNEO) to give the deep green 2-[1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-ylidene]propanedinitrile (11) in 17 and 15% yields, respectively. Nucleophiles such as amines, alkoxides, thiols and Grignard reagents all reacted with the 1,3-diphenylbenzotriazinone 6 regioselectively at C-6, while halogenating agents reacted exclusively at C-8. Furthermore, 8-iodo-1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-one (32) undergoes palladium-catalysed Suzuki-Miyaura and Stille coupling reactions to give 8-aryl- or heteroaryl-substituted benzotriazinones. By combining both the C-6 and C-8 chemistries 1,3,6,8-tetraphenylbenzo[e][1,2,4]triazin-7(1H)-one (42) and 1,3-diphenyl-6,8-di(thien-2-yl)-benzo[e][1,2,4]triazin-7(1H)-one (43) can be prepared. All new compounds are fully characterized. The Royal Society of Chemistry 2011.

Synthesis of 7-aryl/heteraryl-1,3-diphenyl-1,2,4-benzotriazinyls via palladium catalyzed Stille and Suzuki-Miyaura reactions

Stille and Suzuki-Miyaura reactions of 7-iodo-1,3-diphenyl-1,4-dihydro-1,2, 4-benzotriazin-4-yl are presented as rare examples of cross-coupling reactions with stable organic radicals. Both the Stille and Suzuki-Miyaura reactions are in most cases high yi

Characterization and magnetic properties of a "super stable" radical 1,3-diphenyl-7-trifluoromethyl-1,4-dihydro-1,2,4-benzotriazin-4-yl

1,3-Diphenyl-7-trifluoromethyl-1,4-dihydro-1,2,4-benzotriazin-4-yl (4), prepared in SSSShigh yield via the catalytic oxidation of the corresponding amidrazone 5 by using Pd/C (1.6 mol ss%) and 1,8-diazabicyclo[5.4.0]undec-7-ene (0.1 equiv) in air, is stab

Catalytic oxidation of N -phenylamidrazones to 1,3-Diphenyl-1,4-dihydro-1, 2,4-benzotriazin-4-yls: An improved synthesis of blatters radical

Blatters radical, 1,3-diphenyl-1,4-dihydro-1,2,4-benzotriazin-4-yl (1a, R =H), and several of its C-7 substituted analogues (R =CF3, Cl, Br, I, Me, OMe) were prepared in good-to-excellent yields through catalytic oxidation of the corresponding

A Study of 1,4-Dihydro-1,2,4-benzotriazinyl Radicals

The thermal cyclization of the azo compounds 2 to yield the 1,4-dihydro-1,2,4-benzotriazines 5 facilitates the synthesis of 1,4-dihydro-1,2,4-benzotriazinyl radicals (4).A series of these radicals were prepared and studied in detail (chemical properties,