- Biphenyl-3-oxo-1,2,4-triazine linked piperazine derivatives as potential cholinesterase inhibitors with anti-oxidant property to improve the learning and memory
-
A series of novel piperazine tethered biphenyl-3-oxo-1,2,4-triazine derivatives were designed, and synthesized. Amongst the synthesized analogs, compound 6g showed significant non-competitive inhibitory potential against acetylcholinesterase (AChE, IC50; 0.2 ± 0.01 μM) compared to standard donepezil (AChE, IC50: 0.1 ± 0.002 μM). Compound 6g also exhibited significant displacement of propidium iodide from the peripheral anionic site (PAS) of AChE (22.22 ± 1.11%) and showed good CNS permeability in PAMPA-BBB assay (Pe (exp), 6.93 ± 0.46). The in vivo behavioral studies of compound 6g indicated significant improvement in cognitive dysfunctions against scopolamine-induced amnesia mouse models. Further, ex vivo studies showed a significant AChE inhibition and reversal of the scopolamine-induced oxidative stress by compound 6g. Moreover, molecular docking and dynamics simulations of compound 6g showed a consensual binding affinity and active site interactions with the PAS and active catalytic site (CAS) residues of AChE.
- Tripathi, Prabhash Nath,Srivastava, Pavan,Sharma, Piyoosh,Tripathi, Manish Kumar,Seth, Ankit,Tripathi, Avanish,Rai, Sachchida Nand,Singh, Surya Pratap,Shrivastava, Sushant K.
-
-
Read Online
- Oxidation of Thioamides to Amides with Tetrachloro- and Tetrabromoglycolurils
-
Tetrabromo- and tetrachloroglycolurils have been shown to act as good oxidants capable of converting thioamides to the corresponding amides. This approach offers such advantages as good yields (81–99%), short reaction times (10–25 min), simple workup procedure, and environmental safety.
- Arrous, S.,Boudebouz, I.,Parunov, I. V.
-
-
Read Online
- Nano-sized silica supported FeCl3 as an efficient heterogeneous catalyst for the synthesis of 1,2,4-triazine derivatives
-
The one-pot synthesis of a series of 1,2,4-triazines from the reactions of semicarbazide or thiosemicarbazide with various α,β-dicarbonyl compounds under reflux conditions in a EtOH-H2O (9:1) mixture as solvent and catalyzed by nano-sized silica supported FeCl3 (FeCl3@SiO2) was investigated. The FeCl3 content of the catalyst was measured by atomic absorption to get the adsorption capacity. The reactions gave high yields of the product and the catalyst was easily separated and reused for successive reaction runs without significant loss of activity.
- Habibi, Davood,Vakili, Somayyeh
-
p. 620 - 625
(2015/09/28)
-
- Synthesis of 1,2,4-triazine derivatives as potential anti-anxiety and anti-inflammatory agents
-
A series of 1,2,4-triazine derivatives Va (1-24) and Vb (1-24) were synthesized and evaluated for their anti-anxiety and anti-inflammatory activities. The structures of the synthesized compounds were confirmed on the basis of their spectral data. Many of the triazine compounds were found to possess good activity. Especially, compounds bearing the sulfur atom showed better activity than those bearing the oxygen atom.
- Mullick, Pooja,Khan, Suroor A.,Begum, Tauseef,Verma, Surajpal,Kaushik, Darpan,Alam, Ozair
-
experimental part
p. 379 - 385
(2010/01/13)
-
- Structures and chemical equilibria of some N-heterocycles containing amide linkages
-
Structures and chemical equilibria of 5-carboxy-2-thiouracil (1), 5,6-diphenyl-3-hydroxy-1,2,4-triazine (2), 1-phenyl-3-methyl-5-pyrazolone (3) and 2-mercapto-4,6-dimethylpyrimidine hydrochloride (4) are reported. Their electronic transitions are assigned and pK values are evaluated and discussed.
- Masoud,Abd El Zaher Mostafa,Ahmed,Abd El Moneim
-
p. 430 - 438
(2007/10/03)
-
- Selective access to new semicarbazones and thiosemicarbazones derived from benzil. Study of their conversion reactions
-
New Schiff bases from benzil with semicarbazide and thiosemicarbazide are reported. An open chain molecule, benzilbissemicarbazone 1 was prepared in presence of lithium hydroxide. A cycle 6-methoxy-1,6-diphenyl-4-thio- 3,4,5,6-tetrahydro-2,3,5-triazine 7 was obtained from thiosemicarbazide. A cyclic molecule, 1,6-diphenyl-4-oxo-3,4,5,6-tetrahydro-2,3,5-triazine 4 was produced from the recrystallization of 3 in chloroform. A new macrocyclic complex 8 was isolated from the open chain 6 in the presence of iron (III) chloride hexahydrated. Compounds 1, 2 convert into the cyclic 3 heated under reflux. In addition, we have got an iron complex 5 of 1 using the compound 2 as precursor. The crystal structure of 7 was obtained by single crystal X- Ray diffraction.
- Arquero, Agueda,Canadas, Marta,Martinez-Ripoll, Martin,Mendiola, Ma. Antonia,Rodriguez, Ana
-
p. 11271 - 11284
(2007/10/03)
-
- Metal-assisted Reactions: Part 19. Burst Kinetics in Heterogeneous Catalytic Transfer Hydrogenolysis
-
Arene formation by catalytic transfer hydrogenolysis of aryloxytetrazolyl ethers in the liquid-phase shows biphasic concentration-time curves which indicate rate-limiting dissociation of heterogeneous complexes between catalyst and one of the reaction products, a tetrazolone.A dependence of catalytic reaction rate on pH and following modifications made to the catalyst are reported also.
- Johnstone, Robert A. W.,Price, Peter J.
-
p. 1069 - 1076
(2007/10/02)
-
- Uncondensed 1,2,4-Triazines: Part II - Mechanistic Pathway of Grignard Reaction on 1,2,4-Triazines
-
Phenylmagnesium bromide reacts with 3-chloro-5,6-diphenyl-1,2,4-triazine (I) to give eleven products (II-XI and an undefined product with m.p. 270 deg C).A suitable mechanism for their formation has been discussed.
- Zaher, H. A.,Ibrahim, Y. A.,Sherif, O.,Mohammady, R.
-
p. 559 - 561
(2007/10/02)
-
- STUDIES ON as-TRIAZINE DERIVATIVES. II. A RING-CLEAVAGE REACTION OF 3-TRICHLOROMETHYL-5,6-DIPHENYL-1,2,4-TRIAZINE AND RELATED COMPOUNDS.
-
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.
- Konno, Shoetsu,Yokoyama, Masaaki,Yamanaka, Hiroshi
-
p. 1865 - 1868
(2007/10/02)
-
- Studies on Pyrimidine Derivatives. XXIV. Synthesis of 3-Substituted 1,2,4-Triazines by Nucleophilic Substitution
-
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.
- Konno, Shoetsu,Yokoyama, Masaaki,Kaite, Akiko,Yamatsuta, Ikuko,Ogawa, Shigeru,et. al.
-
p. 152 - 157
(2007/10/02)
-
- METAL-ASSISTED REACTIONS-13. RAPID, SELECTIVE REDUCTIVE CLEAVAGE OF PHENOLIC HYDROXYL GROUPS BY CATALYTIC TRANSFER METHODS
-
Previous work has shown that, after converting phenols into suitable phenolic ethers, the aromatic C-O bond of the original phenol can be reductively cleaved heterogeneously to give a C-H bond through the use of molecular hydrogen or hydrogen donors together with a transition metal catalyst.The present work provides a method for selectively replacing a phenolic OH group by H in just a few minutes, compared with the 2 to 4 hr required previously using a hydrogen donor and the several hours under pressure required for molecular hydrogen.Various kinds of groups are suitable for preparing the required phenolic ethers from phenols, but the best ones are strongly electronwithdrawing heteroaromatic entities.Solvent appears to play an important role in this heterogeneous reaction, the mechanism of which is discussed.
- Hussey, Brendan J.,Johnstone, A. W.,Entwistle, Ian D.
-
p. 3775 - 3781
(2007/10/02)
-
- The Contrast in the Reactions of Toluene-p-sulphonylhydrazones and Semicarbazones with the Acetates of Hg(II), Tl(III) and Pb(IV). Some Useful Regenerations of Carbonyl Compounds: Reactions of Mercuric Acetate with Nitrogen Compounds. Part 7.
-
Thallium triacetate in acetic acid gave a clean regeneration of both aldehydes and ketones from their toluene-p-sulphonylhydrazones.The reagent also cleaved carbonyl compounds from semicarbazones at reflux temperatures in acetic acid with some interference from side reactions due to the vigorous conditions.Treatment of benzil monosemicarbazone with thallium triacetate gave 5,6-diphenyl-1,2,4-triazin-3-one and oxidation of benzil mono- and bis(toluene-p-sulphonyl) hydrazones gave a fragmentation of the hydrazone chain to a diazo species which was isolated in the former case and in the latter case cyclised to 1-(toluene-p-sulphonamido)-4,5-diphenyl-1,2,3-triazole.These reactions are compared with the corresponding reactions of mercuric acetate and lead tetraacetate and the mechanisms are discussed.The essential difference between the behaviour of the three isoelectronic reagents with hydrazone substrates lies in the lability of the hydrazone amino N-metal bond of an N-metallo intermediate and the influence of the charge on the metal on adjacent labile bonds.In the case of Tl(III) the redox step is intermolecular and involves solvent participation.
- Butler, Richard N.,Morris, Gerard J.,O'Donohue, Anne M.
-
p. 808 - 820
(2007/10/02)
-
