21383-24-4Relevant articles and documents
Synthesis, crystal structures and spectroscopic properties of triazine-based hydrazone derivatives; a comparative experimental-theoretical study
Arshad, Muhammad Nadeem,Bibi, Aisha,Mahmood, Tariq,Asiri, Abdullah M.,Ayub, Khurshid
, p. 5851 - 5874 (2015)
We report here a comparative theoretical and experimental study of four triazine-based hydrazone derivatives. The hydrazones are synthesized by a three step process from commercially available benzil and thiosemicarbazide. The structures of all compounds were determined by using the UV-Vis., FT-IR, NMR (1H and 13C) spectroscopic techniques and finally confirmed unequivocally by single crystal X-ray diffraction analysis. Experimental geometric parameters and spectroscopic properties of the triazine based hydrazones are compared with those obtained from density functional theory (DFT) studies. The model developed here comprises of geometry optimization at B3LYP/6-31G (d, p) level of DFT. Optimized geometric parameters of all four compounds showed excellent correlations with the results obtained from X-ray diffraction studies. The vibrational spectra show nice correlations with the experimental IR spectra. Moreover, the simulated absorption spectra also agree well with experimental results (within 10-20 nm). The molecular electrostatic potential (MEP) mapped over the entire stabilized geometries of the compounds indicated their chemical reactivates. Furthermore, frontier molecular orbital (electronic properties) and first hyperpolarizability (nonlinear optical response) were also computed at the B3LYP/6-31G (d, p) level of theory.
Synthesis, spectroscopic (UV-vis and GIAO NMR), crystallographic and theoretical studies of triazine heterocyclic derivatives
Khan, Salman A.,Obaid, Abdullah Y.,Al-Harbi, Laila M.,Arshad, Muhammad Nadeem,?ahin, Onur,Ersanli, Cem Cüneyt,Abdel-Rehman,Asiri, Abdullah M.,Hursthouse, Michael B.
, p. 29 - 37 (2015)
Abstract This work presents the synthesis and characterization of triazine heterocyclic derivatives. The spectroscopic properties like nuclear magnetic resonance [NMR, (1H and 13C)] were recorded in CDCl3 solution and Ultr
Multi-target inhibitors against Alzheimer disease derived from 3-hydrazinyl 1,2,4-triazine scaffold containing pendant phenoxy methyl-1,2,3-triazole: Design, synthesis and biological evaluation
Yazdani, Mahnaz,Edraki, Najmeh,Badri, Rashid,Khoshneviszadeh, Mehdi,Iraji, Aida,Firuzi, Omidreza
, p. 363 - 371 (2019)
Alzheimer's disease (AD) is a complex neurological disorder with diverse underlying pathological processes. Several lines of evidence suggest that BACE1 is a key enzyme in the pathogenesis of AD and its inhibition is of particular importance in AD treatme
Synthesis and screening of (E)-3-(2-benzylidenehydrazinyl)-5,6-diphenyl-1,2,4-triazine analogs as novel dual inhibitors of α-amylase and α-glucosidase
Alhowail, Ahmad,Ali, Muhammad,Chigurupati, Sridevi,Khan, Khalid Mohammed,Perveen, Shahnaz,Salar, Uzma,Shamim, Shahbaz,Taha, Muhammad,Ullah, Nisar,Ur Rehman, Ashfaq,Wadood, Abdul
, (2020/06/22)
(E)-3-(2-Benzylidenehydrazinyl)-5,6-diphenyl-1,2,4-triazines analogs 1–27 were synthesized by multi-step reaction scheme and subjected to in vitro inhibitory screening against α-amylase and α-glucosidase enzymes. Out of these twenty-seven synthetic analog
Synthesis and antitumor activity of new 1,2,4-triazine and [1,2,4]triazolo[4,3-b][1,2,4]triazine derivatives and their thioglycoside and acyclic C-nucleoside analogs
El-Sayed, Wael A.,Nassar, Ibrahim F.,Abdel-Rahman, Adel A.-H.
, p. 135 - 143 (2011/03/21)
New 1,2,4-triazine and their derived 1,2,4-triazolo[3,4-b][1,2,4]triazine derivatives were synthesized starting from 5,6-diphenyl-1,2,4-triazine-3-thiol. Furthermore, the corresponding 1,2,4-triazolo[3,4-b][1,2,4]-triazine thioglycosides and acyclic C-nuc
Preparation, thermal and spectroscopic investigation of fluorine compounds bearing 5,6-diphenyl-1,2,4-triazine-3-hydrazone moieties
Marwani, Hadi M.
experimental part, p. 4528 - 4532 (2012/03/09)
This study reports the preparation, thermal and spectroscopic evaluation of a series of new fluorine compounds containing nitrogen heterocyclic aromatic systems. In addition, the resulted products of fluorine labeled heterocyclic compounds were in good yi
Studies on Heterocyclic Compounds. Part VI: Synthesis of Bridgehead Nitrogen Triazine and Pyrimidine Heterocycles
Dehuri, S. N.,Pradhan, P. C.,Nayak, A.
, p. 475 - 478 (2007/10/02)
New bridgehead nitrogen containing heterocycles such as thiazolotriazine (IVa and IVb), imidazolotriazine (IVc), triazinotriazine (IVd and IVe) and oxadiazolotriazine (IVf) and several of their derivatives (V) have been prepared by reacting their respective hydrazine (II) with ethylpyruvate and phenyl glycoxalic acid.The diazotization of hydrazine (II) furnished the reactive intermediates (VI) (azido form) and (VII) (tetrazole form) depending on the structure of hydrazines.These intermediates have been used to synthesise bridgehead nitrogen pyrimidine derivatives (VIII) by reacting them with diethyl fumarate.The spectral and chemical evidences show that diazotised products obtained from 2-hydrazino-4-phenyl thiazole (IIa) and 2-hydrazino benzothiazole (IIb) exist in tetrazole form (VIIa) and (VIIb), respectively, whereas the remaining four (IIa-IIf) remain in the azido form (VIc-VIf) in the solid state.
Studies on Pyrimidine Derivatives. XXIV. Synthesis of 3-Substituted 1,2,4-Triazines by Nucleophilic Substitution
Konno, Shoetsu,Yokoyama, Masaaki,Kaite, Akiko,Yamatsuta, Ikuko,Ogawa, Shigeru,et. al.
, p. 152 - 157 (2007/10/02)
The potassium permanganate oxidation of 3-methylthio-5,6-diphenyl-as-triazine in the presence of a phase-transfer catalyst afforded 3-methylsulfonyl-5,6-diphenyl-as-triazine.The 3-sulfonyl-as-triazine readily reacted not only with active methylene compounds but also with methyl or methylene ketones under basic conditions, and 5,6-diphenyl-as-triazines containing a functionalized carbon substituent at the 3-position were obtained.Similarly, 2-substituted 4,6-dimethylpyrimidines were synthesized by the nucleophilic substitution of 4,6-dimethyl-2-phenylsulfonylpyrimidine with various ketones.
STUDIES ON as-TRIAZINE DERIVATIVES. II. A RING-CLEAVAGE REACTION OF 3-TRICHLOROMETHYL-5,6-DIPHENYL-1,2,4-TRIAZINE AND RELATED COMPOUNDS.
Konno, Shoetsu,Yokoyama, Masaaki,Yamanaka, Hiroshi
, p. 1865 - 1868 (2007/10/02)
3-Chloromethyl- (4), 3-dichloromethyl- (3), and 3-trichloromethyl-5,6-diphenyl-1,2,4-triazine (2) were synthesized from 3-methyl-5,6-diphenyl-1,2,4-triazine (1).The reaction of 4 with sodium ethoxide in ethanol simply afforded the corresponding 3-ethoxymethyl compound.In contrast to this reaction, when 2 and 3 were treated with sodium alkoxide, an unexpected ring-cleavage reaction occured instead of simple nucleophilic attack to chloromethylgroups.The structure of the products and the reaction mechanism are discussed.
