Chemistry Commons^™

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 …

Synthesis And Structural X-Ray Analysis Of 1,1'-(Naphthalene-1,8-Diyl)-3,3'-Dibenzoyl-Bisthiourea And Its Use As Anion-Binding Receptor, Fatma Aydin, Nazan Tunoğlu, Doğan Aykaç, Nahi̇de Burcu Arslan, Canan Kazak

Turkish Journal of Chemistry

A novel artificial receptor, 1,1'-(naphthalene-1,8-diyl)-3,3'- dibenzoyl-bisthiourea, based on a 1,8-naphthalene skeleton bearing bisthiourea groups was prepared and characterized by IR and ^1H-NMR, ^{13}C-NMR, and MS spectroscopic techniques. The compound proved to be an efficient and selective naked-eye detector for the fluoride, cyanide, and hydroxide ions in DMSO. The crystal structure of the title compound was examined by using X-ray crystallographic techniques and found to be crystallized in the monoclinic space group P -1 with the unit cell parameters: a = 8.1556(8) Å, b = 12.0127(11) Å, c = 13.2081(11) Å, \alpha = 109.510(7)°, \beta = 95.390(7)°, \gamma = 103.660(7)°, Z …

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.

Synthesis, Characterization, And Antioxidant Activities Of New Trisubstituted Triazoles, Kemal Sancak, Yasemi̇n Ünver, Di̇lek Ünlüer, Esra Düğdü, Gülcan Kör, Fati̇h Çeli̇k, Emrah Bi̇ri̇nci̇

Turkish Journal of Chemistry

A series of new 4-(3,4dimethoxyphenethyl)-3,5-akyl/aryl-4H- 1,2,4-triazoles (3a-g) were obtained by reaction of ethyl N'-(alkylidene/arylidene)hydrazonate (1) and 2-(3,4-dimethoxy phenyl)ethanamine (2). Compounds 4d, e, and g were synthesized from the reaction of corresponding compounds 3d, e, and g with BBr_3, respectively. The 10 new compounds synthesized were characterized by elemental analyses, IR, ^1H-NMR, and ^{13}C-NMR spectral data. The structure of compound 3g was inferred through IR, ^1H-, ^{13}C-NMR, elemental analyses, and X-ray spectral techniques. In addition, the newly synthesized chemicals were screened for their antioxidant properties. Among the chemicals tested, 4d, e, and g exhibited the highest degree of antioxidant activity.

Preparation And Antimicrobial Activity Evaluation Of Some Quinoline Derivatives Containing An Azole Nucleus, Muhammet Özyanik, Serpi̇l Demi̇rci̇, Hakan Bektaş, Nesli̇han Demi̇rbaş, Ahmet Demi̇rbaş, Şengül Alpay Karaoğlu

Turkish Journal of Chemistry

Quinoline-2-carbohydrazide (2) obtained from quinaldic acid (1) was converted to the corresponding carbothioamide 3 and carboxamide 6 by treatment with benzyliso(thio)cyanate. The basic treatment of 3 and 6 yielded the corresponding 1,2,4-triazole derivatives 4 and 7. The synthesis of 5-(quinolin-2-yl)-1,3,4- oxadiazol-2-thiol (9) was performed from the reaction of 1 with CS_2 in basic media. The Mannich reaction of compounds 4, 7, and 9 resulted in the formation of aminoalkylated derivatives 5a-c, 8, and 10a,b. The condensation of 1 with thiosemicarbazide, carbohydrazide, or thiocarbohydrazide gave the corresponding 1,2,4-triazole derivatives (11-13). The treatment of 4-amino-5-(quinolin-2-yl)- 4H-1,2,4-triazole-3-thiol (13) with 4-chlorophenacyl bromide caused the …

One-Pot Synthesis Of Fully Substituted 1,3,4-Oxadiazole Derivatives From Aromatic Carboxylic Acids, Cyclobutanone And N-Isocyaniminotriphenylphosphorane, Mohsen Valizadeh Holagh, Abel Mohammadali Oglu Maharramv, Mirza Aliakbar Oglu Allahverdiyev, Ali Ramazani, Yavar Ahmadi, Ali Souldozi

Turkish Journal of Chemistry

Reactions of N-isocyaniminotriphenylphosphorane with cyclobutanone in the presence of aromatic (or heteroaromatic) carboxylic acids proceeded smoothly at room temperature and in neutral conditions to afford sterically congested 1-(5-aryl-1,3,4-oxadiazol-2-yl)- 1-cyclobutanol derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed. The structures of the products were deduced from their IR, ^1HNMR, and ^{13}CNMR spectra, and mass spectrometry.

Four-Component Synthesis Of 1,3,4-Oxadiazole Derivatives From N-Isocyaniminotriphenylphosphorane, Aromatic Carboxylic Acids, Aromatic Bis-Aldehydes, And Secondary Amines, Ali Ramazani, Zahra Karimi, Ali Souldozi, Yavar Ahmadi

Turkish Journal of Chemistry

The 1:1 iminium intermediate generated by the addition of a secondary amine to aromatic bis-aldehydes (isophthalaldehyde and terphthalaldehyde) is trapped by the N-isocyaniminotriphenylphosphorane in the presence of a aromatic carboxylic acid derivative, which leads to the formation of corresponding iminophosphorane intermediate. Then disubstituted 1,3,4-oxadiazole derivatives are formed via intramolecular aza-Wittig reaction of the iminophosphorane intermediates. The reactions were completed in neutral conditions at room temperature and the corresponding disubstituted 1,3,4-oxadiazole derivatives were produced in excellent yields.

Synthesis Of Linezolid-Like Molecules And Evaluation Of Their Antimicrobial Activities, Serap Başoğlu, Meltem Yolal, Ahmet Demi̇rbaş, Hakan Bektaş, Rza Abbasoğlu, Nesli̇han Demi̇rbaş

Turkish Journal of Chemistry

3-Fluoro-4-(morpholin-4-yl)aniline (2), prepared from 3,4-difluoronitrobenzene, was converted to the corresponding Schiff base (3) by treatment with indol-3-carbaldehyde. The treatment of thiourea 4 and carbothioamide derivatives 9 with ethyl bromoacetate or 4-substituted phenacyl bromides generated the corresponding thiazolidinone (5 and 13) and thiazoline (6 and 12) derivatives, respectively. The acidic or basic treatment of carbothioamide 9 produced 1,3,4-thiadiazole (11) or 1,2,4-triazole (10) compounds, respectively. The structural assignments of the new compounds were based on elemental analysis and spectral (IR, ^1H-NMR, ^{13}C-NMR, and LC-MS) data. The antimicrobial activity study revealed that all compounds showed good antitubercular activities.

A One-Pot Efficient Four-Component Reaction For The Synthesis Of 2-(Arylamino)-2-(5-Aryl-1-Ethenyl-1,3,4-Oxadiazol-2-Yl)Propyl Benzoate (Or 4-Bromobenzoate) Derivatives, Mohsen Valizadeh Holagh, Abel Mohammadali Oglu Maharramov, Mirza Aliakbar Oglu Allahverdiyev, Ali Ramazani, Yavar Ahmadi, Fatemeh Zeinali Nasrabadi, Ali Souldozi

Turkish Journal of Chemistry

Reactions of N-isocyaniminotriphenylphosphorane with 2-oxopropyl benzoate (or 2-oxopropyl 4-bromobenzoate) in the presence of 3-phenyl-2-propynoic acid and primary amines proceeded smoothly at room temperature and in neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed.

Polycationic Glycosides, Robert Engel, Ishrat Ghani, Diego Montenegro, Marie Thomas, Barbara Klaritch-Vrana, Alejandra Castaño, Laura Friedman, Jay Leb, Leah Rothman, Heidi Lee, Craig Capodiferro, Daniel Ambinder, Eve Cere, Christopher Awad, Faiza Sheikh, Jaimelee Rizzo, Lisa-Marie Nisbett, Erika Testani, Karin Melkonian

Publications and Research

Cationic lipids have long been known to serve as antibacterial and antifungal agents. Prior efforts with attachment of cationic lipids to carbohydrate-based surfaces have suggested the possibility that carbohydrate-attached cationic lipids might serve as antibacterial and antifungal pharmaceutical agents. Toward the understanding of this possibility, we have synthesized several series of cationic lipids attached to a variety of glycosides with the intent of generating antimicrobial agents that would meet the requirement for serving as a pharmaceutical agent, specifically that the agent be effective at a very low concentration as well as being biodegradable within the organism being treated. The initial …

Reaction Of Cycloheptatriene Derivatives With 1,3-Diketones In The Presence Of Mn(Oac)_3, Mahi̇r Burak Südemen, Mustafa Zengi̇n, Hayri̇ye Genç, Meti̇n Balci

Turkish Journal of Chemistry

The reactions of some 1,3-dicarbonyl compounds with cycloheptatriene derivatives in the presence of Mn(OAc)_3 were examined. Cycloheptatriene forms mainly [2+3] and [6+3] dihydrofuran addition products derived from cycloheptatriene. However, the reaction of acetylacetone with cycloheptatriene substituted with an electron withdrawing group exclusively gave products derived from the norcaradiene structure. The formation mechanism of the products as well as the role of the substituent attached to cycloheptatriene is discussed.

Synthesis And Anti-Helicobacter Pylori Activity Of (4-Nitro-1-Imidazolylmethyl)-1,2,4-Triazoles, 1,3,4-Thiadiazoles, And 1,3,4-Oxadiazoles, Asal Fallah-Tafti, Tahmineh Akbarzadeh, Parastoo Saniee, Farideh Siavoshi, Abbas Shafiee, Alireza Foroumadi

Turkish Journal of Chemistry

A series of [(4-nitro-1H-imidazol-1-yl)methyl]-1,2,4- triazoles and 1,3,4-thiadiazoles were prepared and evaluated for their activity against sensitive and resistant H. pylori strains. Study of the structure-activity relationship of these series of compounds indicated that the type of nitroimidazole moiety and the pendent group on the heteroaryl analog dramatically impact the anti-H. pylori activity. In triazole series, compound 5d, containing a 4-methyl phenyl group on the triazole ring, was the most potent compound tested against both metronidazole-sensitive and -resistant strains at a concentration of 8 \mu g.

One Pot Synthesis Of Pyridophenanthroline And Pyrrolophenanthroline Derivatives By Regioselective Reaction Between 1,7-Phenanthroline And Dialkyl Acetylenedicarboxylate: New Fused Heterocyclic Compounds, Malek Taher Maghsoodlou, Reza Heydari, Sayyed Mostafa Habibi Khorassani, Batool Tahami Pour, Ghasem Marandi, Farhad Maghfuri

Turkish Journal of Chemistry

1,7-Phenanthroline reacts with dialkyl acetylenedicarboxylate in a regioselective manner to give new macromolecules such as tetramethyl- 6aH-pyrido[1,2-i][1,7]phenanthroline-7,8,9,10-tetracarboxylate and trialkyl pyrrolo[1,2-i][1,7]phenanthroline-7,8,9-tricarboxylate derivatives.

A Study Of Behavior Of Some 5-Substituted- 4-Phenyl-1,2,4-Triazoline-3-Thiones In Sulfuric Acid Solution Using Characteristic Vector Analysis, Vesna Dimova

Turkish Journal of Chemistry

The protonation process of 1,2,4-triazoline-3-thiones (T3T) was studied in aqueous sulfuric acid using the UV method. Characteristic vector analysis (CVA) was used to reconstruct the experimentally obtained UV spectra, to overcome difficulties in calculating the protonation constants of T3T, and to separate the effect of protonation from the generalized medium effect. pK_{TH}+ values were calculated using the Hammett acidity function method, the Bunnett and Olsen method, and the excess acidity function method. The obtained values for m, \phi and m* were close to those characteristic for similar thio compounds, indicating that the protonation site in the molecule of T3T is …

Synthesis, Crystal Structure, And Antioxidant Properties Of Novel 1,2,4-Triazol-5-Ones Containing 3,4-Dimethoxyphenyl And 3,4-Dihydroxyphenyl Moiety, Yasemi̇n Ünver, Sevgi̇ Meydanal, Kemal Sancak, Di̇lek Ünlüer, Reşat Ustabaş, Esra Düğdü

Turkish Journal of Chemistry

A series of new 4-(3,4-dimethoxyphenethyl)-5-akyl/aryl-2H- 1,2,4-triazol-3(4H)-ones (3a-g) was obtained by the reaction of ethyl 2-(ethoxy)(alkylidene/arylidene)hydrazinecarboxylate (1) and 2-(3,4-dimethoxyphen- yl)ethanamine (2). Compounds 4a-f and 5 were synthesized from the reaction of corresponding compounds 3a-f and 3g with BBr_3, respectively. With elemental analysis, IR, ^1H-NMR, and ^{13C-NMR spectral data, 14 newly synthesized compounds were characterized. The structure of compound 3a was inferred through IR, ^1H- and ^{13}C-NMR, elemental analysis, and X-ray spectral techniques. In addition, the newly synthesized chemicals were screened for their antioxidant properties. Among the chemicals tested, 4a, 4c, 4d, 4f, and 5 exhibited the highest degree of antioxidant activity.

Lead Discovery And Optimization Strategies Towards The Development Of 4(1h)-Quinolones And 1,2,3,4-Tetrahydroacridone Analogs With Antimalarial Activity, Richard Matthew Cross

USF Tampa Graduate Theses and Dissertations

The goal of our research endeavor was to successfully employ modern lead discovery and optimization strategies towards the development and identification of compounds possessing antimalarial activity. Preliminary data from in vitro screening at the Walter Reed Army Institute of Research identified several chemotypes including 4(1H)-quinolones and 1,2,3,4-tetrahydroacridones to have potent antimalarial activities. Multiple synthetic routes were devised and implemented which enabled the rapid preparation and isolation of over 400 structurally diverse 4(1H)-quinolones and 1,2,3,4-tetrahydroacridones.

Our research towards discovering and optimizing antimalarials was inspired from the severe impact malaria has had on our planet especially on impoverished countries. There are over …

Synthesis And Antimicrobial Activities Of 2-(5-Mercapto)-1,3-Oxadiazol-2-Ylmethyl-1,2,4-Triazol-3-One Derivatives, Nesli̇han Demi̇rbaş, Ahmet Demi̇rbaş, Hakan Bektaş, Şengül Alpay Karaoğlu, Deni̇z Şahi̇n

Turkish Journal of Chemistry

The synthesis of 4-amino-2-[(5-mercapto-1,3,4-oxadiazol-2- yl)methyl]-5-(4-methylphenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (2) and 4-amino-2-[(4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)methyl]- 5-(4-methylphenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (5) was performed starting from 2-[4-amino-3-(4-methylphenyl)-5-oxo-4,5- dihydro-1H-1,2,4-triazol-1-yl]acetohydrazide (1). The treatment of 2 and 5 with 4-fluorobenzaldehyde (for 8) or salicylaldehyde (for 6) afforded the corresponding Schiff bases (6 and 8). The condensation of 5 with phenacyl bromide produced 4-amino-5-(4-methylphenyl)-2- [(6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)methyl]- 2,4-dihydro-3H-1,2,4-triazol-3-one (7). The alkylation of 2 and 8 was carried out by using methyl iodide in basic media. Compounds 3 and 10a,b were prepared by aminoalkylation of 2 and 8 with 4-fluorophenyl piperazine, morpholine, or 4-methyl piperazine in the presence of formaldehyde. The synthesized compounds were screened for their antimicrobial activities …

Synthesis And Antimicrobial Activities Of Some New Biheterocyclic Compounds Containing 1,2,4-Triazol-3-One And 1,3,4-Thiadiazole Moieties, Ahmet Demi̇rbaş, Nesli̇han Demi̇rbaş, Hakan Bektaş, Hacer Bayrak, Şengül Alpay Karaoğlu

Turkish Journal of Chemistry

2-(4-Amino-3-(4-chlorophenyl)-5-oxo-4,5--dihydro-1H-1,2,4-triazol- 1-yl)-N'-[(2,6-dihalogenophenyl)-methylene]acetohydrazides (3a,b) was obtained via the formation of 2-(4-amino-3-(4-chlorophenyl)-5-oxo-4,5- dihydro-1H-1,2,4-triazol-1-yl)acetohydrazide (2), which was obtained starting from 4-amino-5-(4-chlo\-rophenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (1) in 2 steps. 2-{[4-amino-3-(4-chlorophenyl)-5-oxo-4,5--dihydro-1H- 1,2,4-triazol-1-yl]acetyl}-N-phenylhydra-zine carbothioamide (4), which was prepared starting from 2, was converted to the corresponding 1,3,4-thiadiazole derivative (5) in acidic media. Moreover, the basic treatment of 4 resulted in the formation of 4-amino-5-(4-chlorophenyl)- 2-[(4-phenyl-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]-2,4- dihydro-3H-1,2,4-triazol-3-one (7). The reactions of compounds 5 and 7 with methyl iodide in the presence of sodium ethoxide afforded the corresponding N-methyl (6) and S-methyl (8) derivatives, respectively. The synthesis of Mannich bases (10a and 10b) was performed from the reaction of 7 with …

Heterocyclic Synthesis Using Nitrilimines: Part 14. Synthesis Of New Pyrazole Derivatives, Hany Dalloul

Turkish Journal of Chemistry

A new series of 1,3,4,5-tetrasubstituted pyrazoles have been synthesized by the 1,3-dipolar cycloaddition of suitable nitrilimines to 3-propylidene and 3-benzylidene-phthalide. Both analytical and spectroscopic data of all the synthesized compounds are in full agreement with the proposed structures.

Synthesis And Characterisations Of Some New 2,4-Dihydro-[1,2,4]- Triazol-3-One Derivatives And X-Ray Crystal Structures Of 4-(3-Phenylallylideneamino)-5-Thiophen-2-Yl-Methyl-2,4-Dihydro-[1,2,4]Triazol-3-One, Kemal Sancak, Yasemi̇n Ünver, Canan Kazak, Esra Düğdü, Burcu Arslan

Turkish Journal of Chemistry

Compounds 2 were synthesised via the reaction of 4-amino-5-thiophen-2-yl-methyl-2,4-dihydro-[1,2,4]-triazol-3-one (1) with aldehydes. Compounds 3 and 4 were obtained from compounds 2 with bromo acetophenone and ethyl bromoacetate, respectively. The synthesis of compounds 2, 3, and 4 and crystal structure of compound 2a are being reported. The molecular structures were identified by IR, ^1H-NMR, ^{13}C-NMR, MS, and elemental analyses. Compound 2a crystallises in the monoclinic P 2_1/n space group, with a = 6.565(5) Å, b = 18.278(5) Å, c = 13.8166(18) Å, \beta = 96.227(5)°, V = 1553.6(14) Å^3, Z = 4. The newly compounds synthesised were screened for their antibacterial …

Quantum Chemical Studies On Tautomerism And Basicity Behavior Of Some 1,2,4-Triazole Derivatives, Cemi̇l Öğreti̇r, Yadi̇gar Gülseven Sidir, İsa Sidir, Erol Taşal

Turkish Journal of Chemistry

The acidity constants, relative stabilities, and tautomeric equilibrium constants of some 1,2,4-triazole derivatives were determined using the density functional theory (DFT) with the B3LYP method and 6-311G(d,p) basis set. The integral equation formalism version of the polarizable continuum model (IEFPCM) was used in the calculations of the aqueous phase. The calculated tautomeric equilibrium and relative stabilities values revealed that the 4H-1,2,4 triazole form for all studied molecules was favored over the 1H-1,2,4 triazole form. Protonation processes indicated the predominance of the 1H-1,2,4 triazole form over the 2H-1,2,4 triazole form. The correlation attempt between the experimental and the calculated acidity constants, …

Synthesis And Antimicrobial Activities Of Some New 1,2,4-Triazole Derivatives, Nesli̇han Demi̇rbaş, Ahmet Demi̇rbaş, Hacer Bayrak, Hakan Bektaş, Şengül Alpay Karaoğlu

Turkish Journal of Chemistry

The synthesis of ethyl [3-(cyanomethyl)-5-alkyl-4H-1,2,4-triazol- 4-yl]carbamates (2a-d) was performed starting from ethyl 2-[ethoxy(4- (aryl)methylene]hydrazinecarboxylates (1a, 1b). The treatment of 2a with thiosemicarbazide afforded ethyl [3-[(5-amino-1,3,4-thiadiazol- 2-yl)methyl]-5-(4-nitrophenyl)-4H-1,2,4-triazol-4-yl]carbamates (3a), whereas compound 2b produced 5-{[4-amino-5-(4-methylphenyl)- 4H-1,2,4-triazol-3-yl]methyl}-1,3,4-thiadiazol-2-amine (3b) in the same reaction conditions. The treatment of tert-butyl 2-[2-(4-chlorophenyl)-1-ethoxyethylidene]hydrazinecarboxylate (5) with malonohydrazide or cyanoacethydrazide gave the corresponding 1,2,4-triazol-ylcarbamate derivatives (6 or 9); then the hydrolysis of these compounds resulted in the formation of 3-{[4-amino-5-(4- chlorobenzyl)-4H-1,2,4-triazol-3-yl]methyl}-5-(4-chlorobenzyl)-4H- 1,2,4-triazol-4-amine (7) and [4-amino-5-(4-chlorobenzyl)-4H- 1,2,4-triazole-3-yl]acetonitrile (10), respectively. The synthesis of the Schiff base derivatives 3-(4-chlorobenzyl)-5-{[5-(4-chloroben- zyl)-4-[(2-hydroxyphenyl-methylene)amino]-4H-1,2,4-triazol-3-yl]methyl} -N-(2-hydroxyphenylmethylene)-4H-1,2,4-triazol-4-amine (8), and (5-(4-chlorobenzyl)-4-{[(2,6-dichlorophenyl)methylene]amino}-4H-1,2,4- triazol-3-yl)acetonitrile (12) was performed from the reaction of compounds 7 …

Synthesis Of Some New Biheterocyclic Triazole Derivatives And Evaluation Of Their Antimicrobial Activity, Hakan Bektaş, Ahmet Demi̇rbaş, Nesli̇han Demi̇rbaş, Şengül Alpay Karaoğlu

Turkish Journal of Chemistry

2-{3-(4-Substitutedbenzyl)-4-[2-(1H-indol-3-yl)ethyl]-5-oxo-4,5- dihydro-1H-1,2,4-triazol-1-yl}-N'-(aryl-methylene)acetohydrazides (5a-g), 4-amino-2-{-(4-substitutedbenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol- 1-yl}-N'-(arylmethylene)acetohydrazides (6a,b), and 4-[2-(1H-indol- 3-yl)ethyl]-5-(4-substitutedbenzyl)-2-{5-(phenylamino)-1,3,4-thiadiazol- 2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-ones (8a,b) were synthesized starting from 4-alkyl-5-(4-substitutedbenzyl)-2,4-dihydro- 3H-1,2,4-triazol-3-ones (2a-c) by several steps and their structures were well characterized by elemental analyses, IR, ^1H-NMR, ^{13}C-NMR, and mass spectral studies. They were also screened for their microbial activities. The obtained antimicrobial activity results revealed that 12 among the 24 compounds tested displayed variable growth inhibition effects on the tested gram-positive and gram-negative bacterial strains. None of the compounds showed antifungal activity against yeast-like fungi.

Synthesis And Characterization Of Novel Triazol Compounds Containing A Thiophen Ring As Potential Antifungal Agents And The Structure Of 2-(2-Hydroxy-2-P-Tolyethyl)-5-(Thiophen-2-Ylmethyl)- 4-(4h-1,2,4-Triazol-4-Yl)-2h-1,2,4-Triazol-3(4h)-One, Yasemi̇n Ünver, Esra Düğdü, Kemal Sancak, Mustafa Er, Reşat Ustabaş

Turkish Journal of Chemistry

A series of new 4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)- 5-(thiophen-2-yl-methyl)-2H-1,2,4-triazol-3(4H)-ones (3a-c) were obtained by reaction N'-1-ethoxy-2-thiophen-2-yl-ethylydene hydrazino carboxylic acid ethyl ester (1) and 4-amino-4H-1,2,4-triazoles (2). 4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)-2-(2-oxo-2-arylethyl)-5- (thiophen-2-yl-methyl)-2H-1,2,4-triazol-3(4H)-ones (4a-e) and ethyl 2-(4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)-5-oxo-3-(thiophen-2-ylmethyl)- 4,5-dihydro-1,2,4-triazol-1-yl)acetates (6a-c) were obtained by reaction of compounds 3 and bromoacetophenon derivatives and bromo ethylacetate, respectively. Compounds 5a-e were synthesized from the reaction of corresponding compounds 4a-e with NaBH_4. Compounds 7a-c were obtained by the reaction compounds 6 and LiAlH_4. Seventeen new compounds were synthesized and characterized by elemental analyses, IR, ^1H-NMR, and ^{13}C-NMR spectral data. The structure of compound 5d was inferred through IR, ^1H-, ^{13}C-NMR, elemental analyses, and X-ray spectral techniques. …

A Simple And Efficient Procedure For Synthesis Of Optically Active 1,3,4-Oxadiazole Derivatives Containing L-Amino Acid Moieties, Naser Foroughifar, Akbar Mobinikhaledi, Sattar Ebrahimi

Turkish Journal of Chemistry

Some new unsymmetrical and optically active 2,5-disubstituted 1,3,4-oxadiazoles 5a-j were efficiently synthesized by cyclization reaction of diacylhydrazides 4a-j. The synthesis of the title compounds was achieved by the reaction of acyl hydrazides 3a-b and N-phetaloyl-L-amino acids 1a-e in the presence of the phosphoroxy chloride (POCl_3) as an anhydrous reagent.

Sulfonic Acid-Functionalized Silica: A Remarkably Efficient Heterogeneous Reusable Catalyst For The One-Pot Synthesis Of 1,4-Dihydropyridines, Behzad Mohammadi, Sayyed Mohammad Hosseini Jamkarani, Taghi A. Kamali, Mahmoud Nasrollahzadeh, Ali Mohajeri

Turkish Journal of Chemistry

An efficient one-pot method for the synthesis of 1,4-dihydropyridines from \beta-dicarbonyl compounds, aldehyde, and ammonium acetate is reported using sulfonic acid-functionalized silica at 90 °C under solvent-free conditions with good to excellent yields. The catalyst is easily prepared, stable (up to 300 °C), reusable, and efficiently used under reaction conditions.

Synthesis, Characterization And Development Of Catalysts For Co2 Capture, Anitha Suhas Wishrojwar

University of Kentucky Master's Theses

Fossil fuel and advanced industrialization techniques contribute to global warming through emissions of greenhouse gases such as CO₂. In order to mitigate climate change, there is a desperate need to reduce CO₂ emissions from different sources. CO₂ capture and sequestration (CCS) play an important role in these reductions.

Naturally occurring enzymes, e.g., carbonic anhydrase (CA), can catalyze these reactions in living systems. Much effort has been focused on complexes of zinc with ligands such as teta, cyclen and tripodal ligands including BIMA and Trispyrazolylborates. These complexes have many interesting CO₂ capture properties, but maintain toxic …

Spiroadamantyl 1,2,4-Trioxolane, 1,2,4-Trioxane, And 1,2,4-Trioxepane Pairs: Relationship Between Peroxide Bond Iron(Ii) Reactivity, Heme Alkylation Efficiency, And Antimalarial Activity, Xiaofang Wang, Darren J. Creek, Charles E. Schiaffo, Yuxiang Dong, Jacques Chollet, Christian Scheurer, Segio Wittlin, Susan A. Charman, Patrick Dussault, James K. Wood, Jonathan L. Vennerstrom

Patrick Dussault Publications

These data suggest that iron(II) reactivity for a set of homologous spiroadamantyl 1,2,4-trioxolane, 1,2,4-trioxane, and 1,2,4-trioxepane peroxide heterocycles is a necessary, but insufficient, property of animalarial peroxides. Heme alkylation efficiency appears to give a more accurate prediction of antimalarial activity than FeSO₄-mediated reaction rates, suggesting that antimalarial activity is not merely dependent on peroxide bond cleavage, but also on the ability of reactive intermediates to alkylate heme or other proximal targets.

Spiroadamantyl 1,2,4-Trioxolane, 1,2,4-Trioxane, And 1,2,4-Trioxepane Pairs: Relationship Between Peroxide Bond Iron(Ii) Reactivity, Heme Alkylation Efficiency, And Antimalarial Activity, Xiaofang Wang, Darren J. Creek, Yuxiang Dong, Jacques Chollet, Christian Scheurer, Sergio Wittlin, Susan A. Charman, Patrick H. Dussault, James K. Wood, Jonathan L. Vennerstrom

Chemistry Faculty Publications

These data suggest that iron(II) reactivity for a set of homologous spiroadamantyl 1,2,4-trioxolane, 1,2,4-trioxane, and 1,2,4-trioxepane peroxide heterocycles is a necessary, but insufficient, property of animalarial peroxides. Heme alkylation efficiency appears to give a more accurate prediction of antimalarial activity than FeSO4-mediated reaction rates, suggesting that antimalarial activity is not merely dependent on peroxide bond cleavage, but also on the ability of reactive intermediates to alkylate heme or other proximal targets.

Asymmetric Synthesis Of 1,2-Dioxanes: Approaches To The Peroxyplakoric Acids, Chunping Xu, Chris Schwartz, Joseph Raible, Patrick Dussault

Patrick Dussault Publications

The stereospecific intramolecular alkylation of a hydroperoxyacetal provides the basis for the first asymmetric synthesis of the dioxane propionate core of the peroxyplakorates. Chemoselective hydrometallation of an alkyne in the presence of a peroxide is used to introduce a synthon for the polyunsaturated side chains of the peroxyplakorates. The route suggests a general solution for the 1,2-dioxane unit in many peroxide natural products.