Browsing by Author "Genc, Hasan"

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2-[(2-Bromo-phen-yl)imino-meth-yl]-6-methyl-phenol
(int Union Crystallography, 2010) Karadag, Asli Tosyali; Atalay, Sehriman; Genc, Hasan
In the title compound, C14H12BrNO, is a Schiff base which adopts the phenol-imine tautomeric form in the solid state. The dihedral angle between the two aromatic rings is 34.26 (9)degrees and an intramolecular O-H center dot center dot center dot N hydrogen bond generates an S(6) ring.
2-[(E)-2-Hy-droxy-5-(trifluoro-meth-oxy)benzyl-idene-amino]-4-methyl-phenol
(int Union Crystallography, 2011) Karadag, Asli Tosyali; Atalay, Sehriman; Genc, Hasan
The title compound, C15H12F3NO3, is a Schiff base which adopts the cis-quinoid form in the solid state. The dihedral angle between the least-squares planes of the benzene rings being 3.6 (1)degrees. The F atoms of the -CF3 group are disordered over two sets of sites with refined occupancies of 0.61 (5) and 0.39 (5). An intramolecular N-H center dot center dot center dot O hydrogen bond occurs. The crystal structure is stabilized by intermolecular O-H center dot center dot center dot O hydrogen bonds.
Copper-Catalyzed Synthesis of Fused Imidazopyrazine N-Oxide Skeletons
(Georg Thieme verlag Kg, 2019) Tasdemir, Volkan; Kuzu, Burak; Tan, Meltem; Genc, Hasan; Menges, Nurettin
N-Propargyl-2-aroylimidazoles synthesized and converted into the corresponding ketoximes. Under various conditions, several mono- and diketoxime imidazole derivatives were formed by converting the carbonyl or carbonyl and propargyl groups into oxime groups. N-Propargyl monooxime imidazole derivatives were cyclized by treatment with CuI to give various imidazopyrazine N-oxides. Several copper salts, such as CuOAc, CuSO (4) , and CuOTf, formed the same cyclization product. This cyclization reaction occurred only in the presence of Cu(I) or Cu(II) salts; other transition metals such as Au, Ag, In, and Fe did not yield cyclic products. The nucleus-independent chemical shift method was used to calculate the aromaticity of the bicyclic rings.
Crystal Structure and Hirshfeld Surface Analysis of (e)-1 Dihydrate
(int Union Crystallography, 2018) Aydemir, Ercan; Kansiz, Sevgi; Dege, Necmi; Genc, Hasan; Gaidai, Snizhana, V
In the title compound, C13H14N4O center dot 2H(2)O, the organic molecule is almost planar. In the crystal, the molecules are linked by O-H center dot center dot center dot O, N-H center dot center dot center dot O and O-H center dot center dot center dot N hydrogen bonds, forming a two-dimensional network parallel to (10 (1) over bar). Hirshfeld surface analysis and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from H center dot center dot center dot H (55.4%), H center dot center dot center dot O/O center dot center dot center dot H (14.8%), H center dot center dot center dot C/C center dot center dot center dot H (11.7%) and H center dot center dot center dot N/N center dot center dot center dot H (8.3%) interactions.
Deep Learning-Driven Mri Analysis for Accurate Diagnosis and Grading of Lumbar Spinal Stenosis
(Elsevier Sci Ltd, 2025) Genc, Hasan; Seyyarer, Ebubekir; Ayata, Faruk
In recent years, deep neural networks (DNN) have emerged as an important solution due to the increasing complexity of healthcare data. Machine learning (ML) algorithms provide effective and powerful analytical methods that can uncover hidden patterns and important information from large healthcare data sets that cannot be detected in a reasonable time frame using traditional methods. Deep learning (DL) techniques have shown promise in areas such as pattern recognition and diagnosis in healthcare systems. This study aims to contribute to easier interpretation of medical data by applying different DL algorithms to MRI images of the lumbar spine collected between 2020and 2023 in a private clinic. In this context, Convolutional Neural Network (CNN) variations, EfficientNET models and methods such as k-fold cross-validation for more acceptable results, early stopping to save time and Genetic Algorithm (GA) to optimize hyperparameters are preferred. As a result of the study, success rates between 61% and 83.25% are achieved with CNN and between 86.25% and 91.56% with EfficientNET. Overall, this study aims to support medical professionals by mitigating some of the challenges in diagnosis and classification caused by image complexity when interpreting medical data.
An Easy Synthetic Protocol for Imidazo-1,4 and Evaluation of Their Toxicities
(Wiley-hindawi, 2018) Kuzu, Burak; Genc, Hasan; Taspinar, Mehmet; Tan, Meltem; Menges, Nurettin
Imidazo-1,5-alkynyl alcohol derivatives were synthesized, and they were cyclized to imidazo-1,4-oxazines by means of cesium carbonate. Propargyl-allene isomerization was examined, and the reaction mechanism was proposed. Moreover, cytotoxicity of synthesized molecules against LN405 cell lines was investigated by means of structure-activity relationship (SAR). With SAR study, toxicities of some functional groups have been shown. In addition, two lead compounds were tested against DNA damaging.
A Golden Synthetic Approach To 2-(1 H -Pyrrol and Pyrrolo[1,2-A ]quinoxalines Through a Gold Carbene Intermediate
(Georg Thieme verlag Kg, 2024) Tasdemir, Volkan; Genc, Hasan; Menges, Nurettin
The pyrrolo[1,2-a]quinoxaline skeleton has significant potential for many biological and optical applications. Hence, in this study, unconjugated ynone derivatives were treated with 1,2-diaminoarenes in a gold-catalyzed cyclization to give 2-(1H-pyrrol-1-yl)anilines, which are valuable starting materials, and pyrrolo[1,2-a]quinoxalines by a one-pot and single-step approach. A reaction mechanism for the formation of the pyrrolo[1,2-a]quinoxaline skeleton featuring a key gold carbene intermediate is proposed. On the other hand, the methyl group on the C-2 position of the 2-(1H-pyrrol-1-yl)anilines was oxidized by SeO2 to give the pyrrolo[1,2-a]quinoxaline skeleton, resulting in 14 different pyrrolo[1,2-a]quinoxaline derivatives.
One Step Synthesis of Some 2,5,6-Trisubstituted
(Tubitak Scientific & Technological Research Council Turkey, 2008) Sener, Ahmet; Bildirici, Ishak; Genc, Hasan; Menges, Nurettin; Eskinoba, Siddik
A number of novel 2,5,6-trisubstituted-1,3-dioxin-4-one derivatives were synthesized via one step reactions between dibenzoylmethane or benzoylacetone and oxalyl chloride in refluxing solvents containing various aldehydes.
Reaction of 4-Ethoxycarbonyl With Some Hydrazine Nucleophiles
(Asian Journal of Chemistry, 2009) Genc, Hasan
Some new pyridazinones 2a, 2b, 2c and 3 were synthesized from reactions of the 4-ethoxycarbonyl-5-phenyl-2,3-dihydro-2,3-furandione with some hydrazines. The structures of all the pyridazinones compounds were confirmed by analytical, IR. H-1 NMR and C-13 NMR spectroscopic data.
Studies on the Different Reaction Pathways Between 3-Acetyl and Alkylamines
(Wiley-v C H verlag Gmbh, 2010) Genc, Hasan; Tan, Meltem; Gumus, Selcuk; Menges, Nurettin; Bildirici, Ishak; Sener, Ahmet
3-Acety1-5-benzoy1-6-methy1-2-pheny1-4H-pyran-4-one has been subjected to condensation with a series of primary amines (ethylamine - octylamine) to clarify the proposed mechanism in our previous study. The reactions of the shorter amines of the series (ethylamine - butylamine) yielded unsymmetric pyridinone products, whereas the other amines (pentylamine - octylamine) yielded symmetrical pyridinones. The starting material and the products as well as the intermediates have been subjected to theoretical analysis by quantum chemical calculations at B3LYP/6-3 I G(d,p) level, which provided supporting data for the experimental findings.
A Study on Chemical Behaviors of Some 4-Pyrones Synthesized by One-Step Reactions Towards Various Amines
(Wiley-blackwell, 2007) Sener, Ahmet; Eskinoba, Siddik; Bildirici, Ishak; Genc, Hasan; Kasimogullari, Rahmi
Cycloaddition of acetylbenzoyl ketene generated in situ as an intermediate during one-step reaction between excess benzoylacetone and oxalylchloride to C=C double bond of cyclic enol form of benzoylacetone gave 3-acetyl-5-benzoyl-6-methyl-2-phenyl-4(4H)-pyrone 1a. Condensation reactions of la together with 3,5-dibenzoyl-2,6-diphenyl-4(4H)-pyrone 1b and 3-benzoyl-5-ethoxycarbonyl-2,6-diphenyl-4(4H)-pyrone 1c with two-fold excess primary amines provided a series of 3-benzoyl-1-alkyl-5-(1-alkylimino-ethyl)-6-phenyl-2-methyl-4(1H)-pyridinone 2, 3,5-dibenzoyl-1-alkyl-2,6-diphenyl-4(1H)pyridinone 3a-c and 3-benzoyl-1-alkyl-5-ethoxycarbonyl-2,6-diphenyl-4(1H)-pyridinone 3d,e derivatives, respectively. In addition, while prolonged reaction of n-pentylamine with unsymmetrical pyrone derivative la gives a symmetrical pyridinone derivative namely 3,5-dibenzoyl-2,6-dimethyl-1-pentyl-4(1H)pyridinone 5, much prolonged action n-pentylamine and then aqueous n-pentylamine on 1b resulted in degradation of the 4-pyrone ring to give dibenzoylmethane.
Synthesis and Antibacterial Activity of 4-Benzoyl Acid and Derivatives
(Springer Birkhauser, 2009) Bildirici, Ishak; Sener, Ahmet; Atalan, Ekrem; Battal, Abdulhamit; Genc, Hasan
A new 1H-pyrazole-3-carboxylic acid 2, along with hydrazono-pyridazinone 3, a by-product, and its derivatives 4-7 were synthesized and the structures confirmed by infrared (IR) and H-1 and C-13 nuclear magnetic resonance (NMR) data. These new compounds were evaluated for their antibacterial activities against Gram-positive and Gram-negative bacteria using the tube dilution method. The minimal inhibitory concentrations (MICs) experiments revealed that most compounds exerted inhibitor effects against Klebsiella pneumonia, Escherichia coli, Bacillus subtilus, and Xanthomonas compestris test microorganisms. Moreover, the results showed that the pyrazolo[3,4-d]pyridazine compounds were the best compounds of the series, exhibiting antibacterial activity against both Gram-positive and Gram-negative bacteria.
Synthesis and Some Reactions of 4-(ethoxycarbonyl) Acid
(Wiley, 2007) Sener, Ahmet; Tozlu, Israfil; Genc, Hasan; Bildirici, Ishak; Arisoy, Kadir
1,5-Diphenyl-1H-pyrazole-3,4-(dicarboxylic acid-4-ethyl ester 2, obtained from the 4-ethoxycarbonyl-5phenyl-2,3-furandione 1 and N-benzylidene-N'-phenyl hydrazine, was converted via reactions of its acid chloride 3 with various alcohols or N-nucleophiles into the corresponding ester 5 or amide derivatives 6, respectively. In addition, 2 was decarboxylated to give ethyl 1,5-diphenylpyrazole-4-carboxylate 4. Nitrile 7 derivative of 2 was also obtained by dehydration of 6a in a mixture of SOCl2 and DMF. While cyclo condensation reaction of 2 with hydrazine hydrate leads to the formation of pyrazolo[3,4d]pyridazine-4,7-dione 8, the reaction of 3 with anhydrous hydrazine provided a new bis pyrazole derivative 9.
Synthesis of Novel Tetra-Substituted Pyrazole Derivatives From 2,3-Furandione
(Bentham Science Publ Ltd, 2019) Genc, Hasan; Tasdemir, Volkan; Tozlu, Israfil; Ogun, Erdal
Synthesis of pyrazole-3-carboxylic acid was progressed via two different protocols, one of which is solid state. Pyrazole-3-carboxylic acid was converted into different derivatives such as ester, urea, amide and nitrile. The amide compound was converted to nitrile using SOCl2 and DMF. Solid state heating of carboxylic acid gave decarboxylated product. Cyclization of tetra-substituted pyrazole with hydrazines resulted in pyrazolopyridazinones. The antimicrobial activities of the synthesized pyrazole derivatives against Bacillus cereus, Escherichia coli, Micrococcus luteus, Staphylococcus aureus, and Saccharomyces cerevisiae were evaluated. One of the pyrazole derivatives which possess nitro group showed antimicrobial activity in only B. cereus, a Gram-positive bacteria, with an MIC of 128 mu g/mL.
Synthesis of Pyrrolizinone and Pyrrolizino[1,2-A]pyrrolizin Skeletons Starting From Pyrrole Through a Single-Step and Catalyst-Free Approach
(Georg Thieme verlag Kg, 2023) Amudi, Karina; Kuzu, Burak; Kolak, Seda; Genc, Hasan; Menges, Nurettin
1H-Pyrrole reacted with lactone-type 2,3-furandione derivatives in anhydrous diethyl ether at room temperature to give a series of derivatives of pyrrolizinone (which is among the most important al-kaloid skeletons) in a single step without a catalyst. Pyrrolizinone derivatives with a variety of substituents, such as phenyl, substituted phenyl, thienyl, trifluoromethyl, naphthyl, biphenylyl, ester, or oxalate, were obtained. The reaction of an equimolar amount of pyrrole gave pyrroliz-inones, whereas an excess of pyrrole gave pyrrolizino[1,2-a]pyrrolizin-5-ones containing a skeleton that had not previously been reported. The purified molecules were obtained in yields of up to 91%. One cyclization process was carried out on a gram scale, yielding 0.952 g (71%) of the corresponding product.
Synthesis of Thiazole-Integrated Pyrrolotriazinones: Evaluations of Cytotoxicity and Effects on P3ik Levels in Cancer Cells
(Tubitak Scientific & Technological Research Council Turkey, 2025) Kuzu, Eylem; Arzuk, Ege; Karakus, Fuat; Kuzu, Burak; Genc, Hasan
The synthesis of novel heterocyclic compounds, particularly those targeting critical signaling pathways in cancer, represents a promising approach to drug development. In this study, we designed and synthesized a series of thiazole-integrated pyrrolotriazinone derivatives, aiming to combine the antiproliferative properties of thiazole with the PI3K inhibitory activity of pyrrolotriazinones. The PI3K pathway, which plays a critical role in regulating cell growth, proliferation, and survival, is frequently dysregulated in cancer, making it an attractive target for therapeutic intervention. The synthesized derivatives were evaluated for their cytotoxic activities against MCF-7, A549, and HepG2 cancer cell lines. Their effect on PI3K protein levels was assessed to evaluate their potential as PI3K inhibitors. Preliminary results indicate that these thiazole-pyrrolotriazinone hybrids exhibit significant cytotoxic effects and may reduce PI3K protein levels in cancer cells. Furthermore, drug-likeness assessments and pre-ADMET evaluations demonstrated that the compounds exhibited promising characteristics, supporting their potential as viable drug candidates. Overall, this study highlights the potential of these novel compounds in cancer therapy and provides valuable insights into the design of small molecules that can target key regulatory pathways involved in cancer progression.