6119-27-3Relevant articles and documents
Aryl morpholino triazenes inhibit cytochrome P450 1A1 and 1B1
Lee, Daniel,Perez, Pedro,Jackson, William,Chin, Taylor,Galbreath, Michael,Fronczek, Frank R.,Isovitsch, Ralph,Iimoto, Devin S.
, p. 3243 - 3247 (2016)
Many cytochrome P450 1A1 and 1B1 (CYP1A1 and CYP1B1) inhibitors, such as resveratrol, have planar, hydrophobic, aromatic rings in their structure and exhibit anti-cancer activity. Aryl morpholino triazenes have similar structural features and in addition
Diaryl triazenes inhibit cytochrome P450 1A1 and 1B1 more strongly than aryl morpholino triazenes
Moran, Rachel,Nakamura, Ryan,Isovitsch, Ralph,Iimoto, Devin
supporting information, (2022/01/24)
Several diaryl triazene derivatives were synthesized and tested for their ability to inhibit cytochrome P450 1A1 and 1B1 as a potential means to prevent and treat cancer. These compounds are more planar than their conformational flexible aryl morpholino t
1-Aryltriazenes in the Suzuki, Heck, and Sonogashira Reactions in Imidazolium-ILs, with [BMIM(SO3H)][OTf] or Sc(OTf)3 as Promoter, and Pd(OAc)2 or NiCl2·glyme as Catalyst
Sutar, Suraj M.,Savanur, Hemantkumar M.,Malunavar, Shruti S.,Prabhala, Pavankumar,Kalkhambkar, Rajesh G.,Laali, Kenneth K.
supporting information, p. 6088 - 6093 (2019/09/17)
1-Aryltriazenes, the protected and more stable form of aryl-diazonium species, can be conveniently unmasked with Br?nsted acidic-IL or Sc(OTf)3 and coupled with a host of aryl/heteroaryl boronic acids, styrenes, and aryl/alkyl acetylenes in the Suzuki, Heck and Sonogashira reactions in one-pot and in respectable isolated yields, by using palladium or nickel catalyst in readily available imidazolium ILs as solvent, under mild conditions. The scope of these reactions are explored, and the potential for recovery/reuse of the IL solvent is also addressed.
Synthesis of triazenes of n-heterocycles mediated by resin immobilized diazonium ions
Das, Pranab J,Begum, Jesmin
, p. 1125 - 1129 (2017/03/22)
Diazonium ions were prepared from aromatic amines and immobilized in cation exchange resin support and used for the synthesis of triazenes of piperidine and morpholine in a solid phase synthesis. Immobilization is an excellent technique for the stabilization of diazonium ions and can be preserved in the solid state. Using resin immobilized diazonium ions, triazene synthesis is carried out in the absence of acids thereby increasing the yield of the product and simplifying work up.
Ionic Liquid Promoted Diazenylation of N-Heterocyclic Compounds with Aryltriazenes under Mild Conditions
Cao, Dawei,Zhang, Yonghong,Liu, Chenjiang,Wang, Bin,Sun, Yadong,Abdukadera, Ablimit,Hu, Haiyan,Liu, Qiang
supporting information, p. 2000 - 2003 (2016/06/01)
An efficient, mild, and metal-free approach to direct diazenylation of N-heterocyclic compounds with aryltriazenes using Br?nsted ionic liquid as a promoter has been developed for the first time. Many N-heterocyclic azo compounds were synthesized in good to excellent yields at room temperature under an open atmosphere. Notably, the promoter 1,3-bis(4-sulfobutyl)-1H-imidazol-3-ium hydrogen sulfate could be conveniently recycled and reused with the same efficacies for at least four cycles.
Antimicrobial and biochemical activities of some arylazomorpholine derivatives
Abdel-Aty, Ahmed S.,Desheesh, Mohamed A.,Allam, Ahmed M.
, p. 3579 - 3585 (2015/12/26)
Ten arylazomorpholines were prepared and characterized. Their fungicidal activity against Fusarium oxysporum, Rhizoctonia solani, Macrophomina phasoli, Helminthosporum sp. and Trichoderma harzianum and antibacterial effects against Erwinia amylovora were
Thermal cis-to-trans isomerisation of triazene dyes in doped polymer films
Tabone, Ryan,Barra, Mónica
experimental part, p. 180 - 186 (2011/01/12)
The kinetics of the thermal conversion of the cis to the trans isomeric forms of 1,3-diphenyltriazene and 1-phenyltriazenes derived from cyclic amines were determined in both poly(methyl methacrylate) and polystyrene doped films in the glassy state, using
Effect of medium on acid-catalyzed decomposition of N-(phenylazo)-substituted nitrogen heterocycles
Ludwig, Miroslav,Bednarova, Iva,Parik, Patrik
, p. 1654 - 1672 (2007/10/03)
Four N-(phenylazo)-substituted saturated nitrogen heterocyclics were synthesized and their structure was confirmed by 1H and 13C NMR spectroscopy. The kinetics of their acid-catalyzed decomposition were studied at various concentrations of the catalyst (pivalic acid) in 40, 30, and 20% (v/v) aqueous ethanol at 25 °C. The values obtained for the observed rate constants were processed by the non-linear regression method according to the suggested kinetic models and by the method of principal component analysis (PCA). The interpretation of the results has shown that the acid-catalyzed decomposition of the heterocyclics under the conditions used proceeds by the mechanism of general acid catalysis, the proton being the dominant catalyst particle of the rate-limiting step. The decrease in the observed rate constant at higher concentrations of the catalyst was explained by the formation of a non-reactive complex composed of the undissociated acid and the respective N-(phenylazo)hetcrocycle. The effect of medium and steric effect of the heterocyclic moiety on the values of catalytic rate constant are discussed.
Reactions of 1-aryl-2-bromodiazene 1-oxides with acids and bases
Tyurin,Churakov,Ioffe,Strelenko,Tartakovsky
, p. 592 - 594 (2007/10/03)
The reactions of 1-aryl-2-bromodiazene 1-oxides with HCl in nonaqueous media give aryldiazonium chlorides, while 1,3,3-substituted triazenes-1 are formed in the reactions with secondary amines. Using 2-(15N) label, it was shown that the aryl group does not migrate in these reactions.