Chemistry Commons^™

Synthesis, Biological Evaluation, And In Silico Study Of Some Unique Multifunctional 1,2,4-Triazole Acetamides, Almas Sattar, Aziz Ur Rehman, Muhammad Athar Abbasi, Sabahat Zahra Saddiqui, Shahid Rasool, Hira Khalid, Muhammad Arif Lodhi, Farman Ali Khan

Turkish Journal of Chemistry

The imperative demand for antibacterial agents and enzyme inhibitors prompted us to synthesize some new compounds, 6a-6k, bearing multifunctional moieties. The target acetamides were derived from 4-phenyl-5-(1-tosylpiperidin-4-yl)-4$H$-1,2,4-triazole-3-thiol (3). The structural analysis was carried out using modern spectroscopic techniques including IR, NMR, and EIMS spectral analysis. The antibacterial activity was screened against five bacterial strains including three gram-negative and two gram-positive ones. Enzyme inhibition was carried out against lipoxygenase enzyme and results were supported by in silico study. The synthesized compounds were proved to be potent antibacterial agents and enzyme inhibitors.

$S$-Substituted Derivatives Of 1,2,4-Triazol-3-Thiol As New Drug Candidates For Type Ii Diabetes, Aziz Ur Rehman, Khadija Nafeesa, Muhammad Athar Abbasi, Sabahat Zahra Saddiqui, Shahid Rasool, Syed Adnan Ali Shah, Muhammad Ashraf, Muhammad Arif Lodhi, Farman Ali Khan, Bakht Jahan

Turkish Journal of Chemistry

The therapeutic applications of 1,2,4-triazoles motivated us to synthesize some new derivatives. Two series of $S$-substituted derivatives (8a-8j, 12a-12i) of 5-$\{$1-[(4-chlorophenyl)sulfonyl]-3-piperidinyl$\}$-4-phenyl-4$H$-1,2,4-triazol-3-thiol (6) have been synthesized and evaluated for their biological potential. Using 4-chlorobenzene sulfonyl chloride (1) and ethyl piperidine-3-carboxylate (2), ethyl 1-[(4-chlorophenyl)sulfonyl]piperidine-3-carboxylate (3) was synthesized and converted into 3,4,5-trisubstituted 1,2,4-triazole (6) through formation of the corresponding carbohydrazide (4) and hydrazinecarbothioamide (5). Compound 6 was transformed into 8a-8j by alkyl halides (7a-7j) and into 12a-12i by $N$-aralkyl/aryl-2-bromoacetamides (11a-11i) in an aprotic solvent. The electrophiles, 11a-11i, were synthesized by gearing up $N$-substituted aralkyl/aryl amines (10a-10i) with 2-bromoacetyl bromide (9) under dynamic pH …

Synthesis Of Acetamide Derivatives Of 1,2,4-Triazole Bearing Azinane And Their Binding Interactions With Bovine Serum Albumin Using Spectroscopic Techniques, Javed Iqbal, Aziz Ur Rehman, Muhammad Athar Abbasi, Sabahat Zahra Siddiqui, Hira Khalid, Sabina Jhaumeer Laulloo, Nausheen Joondan, Aniisah Banu Taupass, Shahid Rasool, Syed Adnan Ali Shah

Turkish Journal of Chemistry

A new series of acetamide derivatives containing 1,2,4-triazole and azinane moieties has been synthesized and characterized using $^{1}$H NMR, $^{13}$C NMR, IR, and EI-MS spectroscopic analysis. The intermediate triazole was synthesized through a sequential synthesis of carboxylate and carbohydrazide. The bovine serum albumin (BSA) binding of the newly synthesized 1,2,4-triazole derivatives was evaluated along with thermodynamics, site-selective binding, and synchronous study. The results obtained by BSA binding as well as thermodynamic studies justify that all the compounds show spontaneous interaction with BSA and could be effectively distributed and eliminated from the body. Therefore, the triazole-based analogs might be a useful …

Synthesis And Antimicrobial And Antioxidant Activities Of Hybrid Molecules Containing Benzotriazole And 1,2,4-Triazole, Mahesh Chand, Reena Kaushik, Subhash Chand Jain

Turkish Journal of Chemistry

Eleven novel 1,2,4-triazolylbenzotriazoles have been prepared using 1-(hydrazinylcarbonylmethyl)-1$H$-benzot- riazole (3) as a potent intermediate. Compound 3, however, was obtained from benzotriazole in two steps. All synthesized compounds were characterized by detailed spectral studies like IR, $^{1}$H NMR, $^{13}$C NMR, and mass spectrometry. All synthesized compounds were evaluated for their \textit{in vitro} antimicrobial activity against seven strains of bacteria and four strains of fungi. Compounds 13, 17, 19, 20, and 21}were found to possess antibacterial activity comparable to that of ciprofloxacin against a Klebsiella pneumoniae strain. Except for compounds2 and 13, all compounds showed good antifungal activity against an Aspergillus niger …

Preparations And Applications Of Irsnox Electrode In Electrochemical Synthesis Of 2,5-Dichlorophenol, Xiang-Yu Ma, Xu-Guo Tu, Rui-Nan He, Ya Chen, Gui-Sheng Zhu, Shou-Yan Shao, Song Chen

Journal of Electrochemistry

The electrodes of titanium based iridium tin oxides (IrSnOx) have been prepared by traditional thermal decomposition method and further applied to the electrosynthsis of 2,5-dichlorophenol in order to explore a green and high efficient synthesis route. The results showed that the electrode surface existed apparent cracks, while the intermediate layer prepared with Sn:Sb=94:6 existed less cracks and longer life time. The main products of the electrolytic reaction were 2,5-dichlorophenol, p-chlorophenol, and 1,2,4-trichlorobenzene. The electrosynthsis yield of 2,5-dichlorophenol reached 57% and the selectivity of 2,5-dichlorophenol was as high as 93% by using the IrSnOx as an anode, which is obviously better …

Efficient Multicomponent Synthesis Of 1,2,3-Triazoles Catalyzed By Cu(Ii) Supported On Pei@Fe$_{3}$O$_{4}$ Mnps In A Water/Peg$_{300}$ System, Zeinab Hassanpour, Aziz Maleki, Morteza Hosseini, Lena Gorgannezhad, Vajihe Nejadshafiee, Ali Ramazani, Ismaeil Haririan, Abbas Shafiee, Mehdi Khoobi

Turkish Journal of Chemistry

A highly dispersible and magnetically recoverable Cu-PEI@Fe$_{3}$O$_{4}$ MNPs catalyst was prepared and successfully applied in one-pot three-component coupling of terminal alkynes, sodium azide, and alkyl bromides/chlorides in water to give 1,4-disubstituted 1,2,3-triazoles with good to excellent yields. The catalyst was fully characterized with FT-IR, TGA, TEM, SEM, VSM, EDX, cyclic voltammetry, and ICP-AES spectroscopic techniques. Furthermore, the catalyst was easily recycled by an external magnet and successfully reused six times in the reaction without significant loss of its catalytic activity and copper leaching. The large-scale reaction was also carried out in the absence of any base and reducing agent even …

Diastereoselective Synthesis Of Novel 2,5-Dioxopyrrolidine Derivatives Via Biocatalytic Domino Reactions, Saadieh Mohajer, Robabeh Baharfar

Turkish Journal of Chemistry

A series of novel 2,5-dioxopyrrolidines were synthesized by the one-pot reaction of coumarin-3-carboxylic acids 1 with thiourea derivatives and alkyl isocyanides in the presence of Fe$_{3}$O$_{4}$ NPs @ lipase as heterogeneous reusable nanobiocatalysts with high yields.

Approaches Toward Novel 1,2,3-Triazole Sensors For The Detection Of Anions And Heavy Metal Cations, Richard D. Govan

College of Graduate Studies: Theses & Dissertations

Cations and anions play pivotal roles in biological and physiological processes, however an imbalance in concentration of any ion can be detrimental. Therefore, research into the selective recognition of anions and heavy metal cations has acquired much attention. One approach involves the use of chemosensors. Upon interaction with targeted analytes, chemosensors produce a distinct response, in some cases a fluorescent or colorimetric signal. The 1,2,3-triazole unit has much potential as a chemical sensor due to its unique photophysical properties. The specificity, selectivity, and signaling mechanism of triazole sensors can be tuned with conjugation in the motif and choice and placement …

Nanocomposite Copper Metal As An Efficient Heterogeneous Catalyst In Click Synthesis Of 1,2,3-Triazoles In Aqueous Media, Vajihe Nejadshafiee, Hossein Naeimi

Turkish Journal of Chemistry

Copper/periodic mesoporous organosilica (Cu/PMO) nanocomposites provided a highly active, reusable, globular, solid-phase catalyst for click chemistry. The reaction proceeds by mixing organohalides, sodium azide, alkyne, and the catalyst in an aqueous medium to afford the desired products. The cost efficiency and recyclability of the catalyst up to six runs without appreciable loss of activity and high yields of products make this procedure greener.

Isoquinoline-Substituted Triazole And Pyran Derivatives: Synthesis And Computational Studies, Duygu Yeni̇dede, Selçuk Gümüş, Ayşegül Gümüş

Turkish Journal of Chemistry

The one-pot synthesis of novel 1,4-disubstituted 1,2,3-triazoles from isoquinoline-substituted homopropargyl alcohol backbone is described (42%-88% yields). A ring closing metathesis reaction and an intramolecular Pauson-Khand reaction of enyne system derived from a homopropargyl alcohol backbone to afford the corresponding isoquinoline-substituted dihydropyran and cyclopentenone-pyran, respectively, are also described (54% and 78% yields). Information about the structural, electronic, and physico-chemical properties of the novel compounds, obtained by density functional theory application, is also reported.

Microwave-Assisted Synthesis Of Novel 8-Chloro-[1,2,4]Triazolo[4,3-$A$]Pyridine Derivatives, Linjiong Zhang, Mingyan Yang, Beizhen Hu, Zhaohui Sun, Xinghai Liu, Jianquan Weng, Chengxia Tan

Turkish Journal of Chemistry

A series of novel 1,2,4-triazolo[4,3-$a$]pyridine derivatives were synthesized from 2,3-dichloropyridine and hydrazine hydrate as starting materials by multistep reactions under microwave assistance, and their structures were characterized by $^{1}$H NMR, MS, and elemental analysis. This method provides several advantages such as high yields, facile work-up, and environmental friendliness.

Reactivity Of The 2-Aryl-6,8-Dibromo-2,3-Dihydroquinolin-4(1$H)$-Ones In A Palladium Catalyzed Sonogashira Cross-Coupling Reaction, Malose Jack Mphahlele, Felix Adetunji Oyeyiola

Turkish Journal of Chemistry

Pd/C-PPh$_{3}$--CuI catalyzed Sonogashira cross-coupling of the 2-aryl-6,8-dibromo-2,3-dihydroquinolin-4(1$H)$-ones with phenyl acetylene or 3-butyn-1-ol afforded the corresponding 8-alkynylated quinolin-4(1$H)$-one derivatives, exclusively. Double carbo-substitution to afford the 6,8-dialkynyl derivatives was observed when PdCl$_{2}$(PPh$_{3})_{2}$ was used as Pd(0) source. The monoalkynylated derivatives were, in turn, subjected to PdCl$_{2}$ in acetonitrile under reflux to afford either the corresponding 2,4-diaryl-8-bromopyrrolo[3,2,1-\textit{ij}]quinolinones or the 8-(4-hydroxybutanoyl)-substituted quinolinone derivatives, exclusively. Suzuki--Miyaura cross-coupling of the 2-aryl-6-bromo-8-(alkynyl)quinolin-4-ones afforded the 2,4,8-trisubstituted pyrrolo[3,2,1-\textit{ij}]quinolin-6-ones.

Synthesis Of Novel 1,2,4-Triazoles And Triazolo-Thiadiazines As Anticancer Agents, Thoraya Abd El-Reheem Farghaly, Magda Ahmad Abdallah, Huda Kamel Mmahmoud

Turkish Journal of Chemistry

A new series of 7-arylazo-5$H$-3-(trifluoromethyl)-6-methyl-1,2,4-triazolo-[3,4-$b$]-1,3,4-thiadiazines was prepared by reaction of 4-amino-3-trifluoromethyl-5-mercapto-1,2,4-triazoles with $N$-aryl-2-oxo-propane hydrazonoyl chloride in dioxane under reflux in the presence of triethylamine. Furthermore, Schiff bases of 4-amino-5-mercapto-1,2,4-triazole derivatives were reacted with a variety of hydrazonoyl chlorides and gave the respective hydrazonothioates. In addition, the novel \textit{bis}-(1,2,4-triazole-3-thione) was reacted with the appropriate hydrazonoyl chloride in dioxane under reflux in the presence of triethylamine to give the corresponding \textit{bis}-(1,2,4-triazolethiohydrazonoate). The structures of the new compounds were established based on elemental and spectral data. The mechanism of the studied reaction was also discussed. Moreover, some of the new products were screened …

Mono-N-Acyl-2,6-Diaminopimelic Acid Derivatives: Analysis By Electromigration And Spectroscopic Methods And Examination Of Enzyme Inhibitory Activity, Jan Hlaváček, Miloslava Vítovcová, Petra Sázelová, Jan Pícha, Václav Vaněk, Miloš Buděšínský, Jiří Jiráček, Danuta M. Gillner, Richard C. Holz, Ivan Mikšík, Václav Kašička

Chemistry Faculty Research and Publications

Thirteen mono-N-acyl derivatives of 2,6-diaminopimelic acid (DAP)—new potential inhibitors of the dapE-encoded N-succinyl-l,l-diaminopimelic acid desuccinylase (DapE; EC 3.5.1.18)—were analyzed and characterized by infrared (IR) and nuclear magnetic resonance (NMR) spectroscopies and two capillary electromigration methods: capillary zone electrophoresis (CZE) and micellar electrokinetic chromatography (MEKC). Structural features of DAP derivatives were characterized by IR and NMR spectroscopies, whereas CZE and MEKC were applied to evaluate their purity and to investigate their electromigration properties. Effective electrophoretic mobilities of these compounds were determined by CZE in acidic and alkaline background electrolytes (BGEs) and by MEKC in acidic and alkaline BGEs …

Crystal Structure Of 4,5-Bis-(3,4,5-Trimethoxyphenyl)-2H-1,2,3-Triazole Methanol Monosolvate, Nikhil Reddy Madadi, Narsimha Reddy Penthala, Shobanbabu Bommagani, Sean Parkin, Peter A. Crooks

Chemistry Faculty Publications

The title compound, C₂₀H₂₃N₃O₆·CH₃OH, was synthesized by [3 + 2] cyclo­addition of (Z)-2,3-bis­(3,4,5-tri­meth­oxy­phen­yl)acrylo­nitrile with sodium azide and ammonium chloride in DMF/water. The central nitro­gen of the triazole ring is protonated. The dihedral angles between the triazole ring and the 3,4,5-tri­meth­oxy­phenyl ring planes are 34.31 (4) and 45.03 (5)°, while that between the 3,4,5-tri­meth­oxy­phenyl rings is 51.87 (5)°. In the crystal, the mol­ecules, along with two methanol solvent mol­ecules are linked into an R ⁴ ₄(10) centrosymmetric dimer by N—H⋯O and O—H⋯N hydrogen bonds.

Synthesis And Characterization Of Novel Platinum(Ii) And Platinum(Iv) Complexes Containing 4,4′--Disubstituted--2,2′--Bipyridine Ligands For The Treatment Of Cancer, Van Vo

UNLV Theses, Dissertations, Professional Papers, and Capstones

Three series of platinum(II) and platinum(IV) complexes containing 4,4′-disubstituted-2,2′-bipyridine ligands have been synthesized and characterized by 1H NMR, 13C NMR spectroscopy, elemental analysis, mass spectroscopy, and differential scanning calorimetry measurements. The MTS cell proliferation assay was used to examine the in vitro anti-proliferative activities of these complexes in various human breast, lung, and prostate cancer cells. The cell's response to the complexes varies between different cell lines; however, the low EC₅₀ values determined from the MTS data indicate that several of the complexes are much more potent than cisplatin.

Flow cytometric analysis of selected compounds revealed induction of apoptosis …

Synthesis Of Novel Triazoles Bearing 1,2,4-Oxadiazole And Phenylsulfonyl Groups By 1,3-Dipolar Cycloaddition Of Some Organic Azides And Their Biological Activities, Yaşar Dürüst, Hamza Karakuş, Muhsi̇ne Zeynep Yavuz, Ali̇ Akçahan Gepdi̇remen

Turkish Journal of Chemistry

1,3-Dipolar cycloaddition of 5-azidomethyl-3-p-substituted phenyl-1,2,4-oxadiazoles to phenyl vinyl sulfone and bismaleimide gives rise straightforwardly to 1-((3-(p-substituted) phenyl-1,2,4-oxadiazol-5-yl)methyl)-4-(phenylsul\-fonyl)-4,5-dihydro-1H-1,2,3-triazoles and bisdihydropyrrolo[3,4-d][1,2,3]triazole-4,6(3aH,5H)-diones. The structures of the new cycloadducts were elucidated by means of IR, NMR (^1H, ^{13}C, 2D), mass spectra, and physical characteristics (mp and R_f values). In addition, anticancer activities of the cycloadducts against MCF-7 cells were also investigated.

Synthesis And Characterization Of A Novel 3-Amino-1,2,4-Triazole Lead(Ii) Coordination Polymer, Şebnem Esen Sözerli̇, Arzu Özen, İbrahi̇m Kani̇, Deni̇z Demi̇r

Turkish Journal of Chemistry

A novel [Pb_2(\mu-atrz)_2(\mu-CH_3COO)(CH_3COO)]_n (atrz = 3-amino-1,2,4-triazole) complex was synthesized and characterized by IR spectroscopy, thermogravimetric analysis, and single crystal X-ray diffraction. The molecular structure shows that the complex is a coordination polymer in which there are 2 different lead(II) ions with coordination number of 5, Pb(2), and, with a coordination number of 4, Pb(1). Each atrz acts as a bridging ligand between 2 Pb(II) ions through the 2 adjacent nitrogen atoms of the triazole ring. The acetate anions show different types of coordination mode: one acts as a bridge by coordination of the same oxygen atom with Pb(II) ions and …

Synthesis, Characterization, And Luminescence Of Zinc(Ii) And Cadmium(Ii) Coordination Complexes: [Zn(Phen)_2(Ch_3coo)](Clo_4), [Zn(Bpy)_2(Clo_4)](Clo_4), And [Cd(Phen)_2(No_3)_2], İbrahi̇m Kani̇, Mehmet Kurtça

Turkish Journal of Chemistry

Three metal complexes, [Zn(phen)_2(CH_3COO)](ClO_4) (1), [Zn(bpy)_2(ClO_4)](ClO_4) (2), and [Cd(phen)_2 (NO_3)_2] (3) (phen = 1,10-phenanthroline, bpy = 2,2 {Abedini, 2005 #222} -bipyridine), were synthesized and their structures were determined by single-crystal X-ray diffraction analyses. In 1, Zn(II) is coordinated by 4 nitrogen atoms from 2 phen molecules and 2 oxygen atoms from 1 acetato to form an octahedral configuration. In 2, Zn(II) has pentacoordination geometry with chelating 2 bpy and 1 perchlorato ion. In 3, phen and NO_3^- serve as bidentate ligands coordinating to Cd(II) through their nitrogen and oxygen atoms to form 8 coordination. Three-dimensional frameworks of complexes 1--3 are …

Synthesis And Biological Activities Of Methylenebis-4h-1,2,4-Triazole Derivatives, Yildiz Uygun, Hacer Bayrak, Havva Özkan

Turkish Journal of Chemistry

5,5'-Methylenebis(4--phenyl-4H-1,2,4-triazole-3-thiol) (2) was synthesized starting from hydrazinecarbothioamide compound (1). Treatment of compound 2 with ethyl bromoacetate produced diethyl 5,5'-{methylenebis[(4-phenyl-4H-1,2,4-triazole-5,3-diyl)thio]}diacetate (3), which was converted to the corresponding diacetohydrazide derivative (4) by treatment with hydrazine hydrate. The reaction of compound 4 with several aldehydes produced the corresponding arylidene hydrazides, 5a--d. Syntheses of Mannich bases 6a--c were carried out by the treatment of compound 2 with several amines in the presence of formaldehyde. (4{[5-({5-[(4-Amino-2-chlorophenyl)thio]-4-phenyl-4H-1,2,4-triazol-3-ylmethyl)-4-phenyl-4H-1,2,4-triazol-3-yl]thio}-3-chlorophenyl)amine (8) was prepared by reduction of 2 nitro groups of 3,3' -methylenebis{5-[(2-chloro-4-nitrophenyl)thio]-4-phenyl-4H-1,2,4-triazole} (7) that were obtained from the condensation of 2} with 3,4-dichloronitrobenzene. The newly synthesized compounds were screened …

Structure-Activity Relationship Of 2,3-Benzodiazepin-4-Ones As Noncompetitive Ampa Receptor Antagonists, Mohammad Shaban Qneibi

Legacy Theses & Dissertations (2009 - 2024)

2,3-Benzodiazepin-4-one (BDZ-11) derivatives are a special group of 2,3-benzodiazepine compounds. These compounds have been previously synthesized as AMPA receptor inhibitors, and they are also potential drugs for the treatment of various neurological diseases involving excessive AMPA receptor activity. AMPA receptors are a subtype of glutamate ion channel proteins and are responsible for the majority of excitatory neurotransmission in the mammalian central nervous system. Specifically, they are critically involved in neuronal development and brain activities, including learning and memory. Overstimulation of AMPA receptors is associated with some neurological diseases such as ALS, stroke and Alzheimer's disease. Despite the fact that hundreds …

Electrochemistry Of 2,6-Diaminopurine On Multiwall Carbon Nanotube Modified Glassy Carbon Electrode, Ebru Mavi̇oğlu Ayan, Şükri̇ye Karabi̇beroğlu, Zekerya Dursun

Turkish Journal of Chemistry

The electrochemical oxidation of 2,6-diaminopurine (2,6-DAP) was studied in pH 7.4 phosphate buffer solution on multiwall carbon nanotube modified glassy carbon electrode (MWCNT/GCE) over a temperature range of 20 to 50 °C using cyclic voltammetry. 2,6-DAP oxidation on MWCNT/GCE showed a well-defined and irreversible oxidation peak at about 0.72 V vs. Ag/AgCl at pH 7.4. The oxidation potential of 2,6-DAP linearly varied with pH over the range of 3.0 to 10.0 with a slope of --0.0547 V/pH, implying that 2 protons were accompanied by 2 electrons transferred in the electrochemical reaction. The activation energy, Ea, of oxidation reaction was found …

Syntheses, Characterization, And Antibacterial Study Of Titanium Complexes, Raj Kaushal, Nitesh Kumar, Pamita Awasthi, Kiran Nehra

Turkish Journal of Chemistry

Titanium(II) complexes of composition TiCl_2(L)_2 [where L = 2,2'-bipyridine (bipy), 4,4'-dimethyl-2,2'-bipyridine (bpMe), 4,4'-dimethoxy-2,2'-bipyridine (bpoMe), 6,6'-dimethyl-2,2'-bipyridine (dpMe), adamantylamine (ada)] were prepared by reacting titanium tetrachloride and N-containing bulky ligands in predetermined molar ratios. The complexes synthesized were characterized by different spectroscopic techniques, viz. UV-visible, FTIR, ^1H NMR, and mass spectrometry. The stoichiometry of the complexes was established by their elemental analysis (chlorine and titanium estimation). The unit cell parameters calculated by using the powder XRD tool confirm the monoclinic unit system and P lattice type for all complexes. Antibacterial screening of the ligands as well as the complexes was carried out …

Comparison Of Chemical Nano Structure, Rheological And Mechanical Properties Of Long Oil Alkyd Resin Synthesized Using Polybasic Acids Catalyst, Ar Ilkhani

Tanzania Journal of Science

In this research, chemical nano structures, rheological and mechanical properties of long oil alkyd resin which was synthesized using different polybasic acid catalysts have been studied. These catalyst were phosphoric acid, 1,2,4-benzene tricarboxylic acid and succinic acid. The new compounds were compared with reference formula of long oil alkyd resin. For this idea, same formula of clear air drying varnishes were prepared based on different long oil resins which have been synthesized using different catalysts and reference long oil alkyd resin. FTIR spectroscopy was employed to investigate the nano chemical structures of the resins and varnishes. The rheological properties of …

Preparation Of Nitrogen-Containing Heterocycles Via Cyclization Of Pyridine-Tethered Organolithiums, Elizabeth Archer

Master's Theses

No abstract provided.

Microwave-Assisted Polystyrene Sulfonatecatalyzed Synthesis Of Novel Pyrroles, Rosario Astrid Vargas Cardenas, Blanca Olinda Quintanilla Leal, Ashwini Reddy, Debasish Bandyopadhyay, Bimal K. Banik

School of Integrative Biological & Chemical Sciences (Formerly Dept. of Chemistry)

Background: Pyrroles are widely distributed in nature and important biologically active molecules. The reaction of amines with 2,5-dimethoxytetrahydrofuran is a promising pathway for the synthesis of pharmacologically active pyrroles under microwave irradiation.

Results: Microwave-induced polystyrenesulfonate-catalyzed synthesis of pyrroles from amines and 2,5- diemthoxytetrahydrofuran has been accomplished with excellent yield. This method produces pyrroles with polyaromatic amines.

Conclusion: The present procedure for the synthesis of N-aromatic substituted pyrroles will find useful application in the area of pharmacologically active molecules.

Design And Synthesis Of New 1,2,4-Triazole Derivatives Containing Morpholine Moiety As Antimicrobial Agents, Deni̇z Şahi̇n, Hacer Bayrak, Ahmet Demi̇rbaş, Nesli̇han Demi̇rbaş, Şengül Alpay Karaoğlu

Turkish Journal of Chemistry

2-Morpholine-4ylethyl-3H-1,2,4-triazole-3-ones (2a, 2b) were obtained from the condensation between the corresponding ethoxycarbonylhydrazones and 2-morpholinoethanamine. 2a was converted to acetohydrazide (4) via the formation of an ester derivative (3). Treatment of 2a and 2b with several aryl sulfonyl chlorides afforded the corresponding 2-arylsulfonyl-1,2,4-triazole-3-ones (5a-c and 6). The reaction of hydrazide (4) with benzyl iso- and benzyl isothiocyanate produced the corresponding carboxamide (8a) and carbothioamide (8b). The basic treatment of 8b yielded 5-mercapto-4H-1,2,4-triazol-3-yl)methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one (10). The synthesis of 1,3-thiazol-2(3H)-ylidene-1,2,4-triazol-1- ylacetohydrazide (11) and 1,3-oxazole-2(3H)-ylidene-1,2,4-triazole- 1-yl)acetohydrazide (9) derivatives was performed from the reaction of 8a and 8b with substituted phenacyl bromides. All the newly synthesized …

Reduction, Mannich Reaction And Antimicrobial Activity Evaluation Of Some New 1,2,4-Triazol-3-One Derivatives, Seda Fandakli, Serap Başoğlu, Hakan Bektaş, Meltem Yolal, Ahmet Demi̇rbaş, Şengül Alpay Karaoğlu

Turkish Journal of Chemistry

Ethyl[4-arylmethyleneamino-3-(4-metylphenyl)-5-oxo-4,5-dihydro- 1H-1,2,4-triazole-1-yl]acetates (3a-e and 10a-d) were obtained starting from 4-amino-2,4-dihydro-3H-1,2,4-triazol-3-ones (1 and 9) in 2 steps. The treatment of 3a-e with NaBH_4 resulted in the formation of 3 kinds of product incorporating carboxcilic acid (4a-c) or alcohol (5a-e) functionality. [4-{[(4-Methoxyphenyl)methylene]amino}- and 4-{[pyridin-4-ylmethylene]amino}-3-(4-methylphenyl)-5-oxo-4,5-dihydro-1H- 1,2,4-triazole-1-yl] acetic acids (6a, 6e) were obtained by the hydrolysis of the corresponding esters (5a-5e). The treatment of 6a with NaBH_4 caused the reduction of only the imine bond; the carboxyl group remained unchanged. Then this carboxylic acid was converted to the corresponding hydrazide (8) in 2 steps by reaction with ethanol and hydrazine hydrate, respectively. The synthesis …

Determination Of Ultratrace Amounts Of Dichloro-Nitrobenzene And Dichloro-Nitroaniline In Water Samples Using Solidified Floating Organic Drop Microextraction (Sfodme) And Gas Chromatography, Shayessteh Dadfarnia, Mohammad Mirzaei, Ali Mohammad Haji Shabani, Batoul Ramazanzadeh

Turkish Journal of Chemistry

Solidified floating organic drop microextraction (SFODME) in combination with gas chromatography with an electron capture detector was used for separation/enrichment and determination of 2,5-dichloro-nitrobenzene, 2,3-dichloro-nitrobenzene, and 2,6-dichloro-4-nitroaniline in water samples. The main parameters affecting the performance of SFOME, such as solvent volume, extraction time, stirring rate, extraction temperature, sample volume, nature of the solvent and ionic strength were optimized. Under the optimum experimental conditions, good relative standard deviations of 7.5%, 6.9%, and 9.3% for 7 extractions and determination of 50 ng L^{-1} of 2,5-dichloro-nitrobenzene, 2,3-dichloro-nitrobenzene and 2,6-dichloro-4-nitroaniline were obtained, respectively. Enrichment factors of 1390, 1398, and 1362 and detection limits …

Synthesis And Antioxidant And Antimicrobial Evaluation Of Novel 4-Substituted-1h-1,2,4-Triazole Derivatives, Sultan Baytaş, Evi̇n Kapçak, Tülay Çoban, Hati̇ce Özbi̇lge

Turkish Journal of Chemistry

A series of 4-benzyl/phenyl-3-(1-methyl-1H-indole-2-yl)-1H- 1,2,4-triazole-5(4H)-thione (4a,b) and 2-{4-[benzyl/phenyl-5- (substitutedbenzylthio)]-4H-1,2,4-triazole-3-yl}-1-methyl-1H-indole derivatives (5a-p) were synthesized and evaluated for their in vitro scavenging of DPPH and superoxide radical, and lipid peroxidation inhibition effects as well as their antimicrobial properties. DPPH radical scavenging capacity was found to be equipotent with BHT and found in compounds containing 1,2,4-triazole-5(4H)-thione moiety (4a,b). With regard to antimicrobial properties, compound 5k showed slight antimicrobial activity against all the test microorganisms.