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Key Role of Some Specific Occupied Molecular Orbitals of Short Chain n-Alkanes in Their Surface Tension and Reaction Rate Constants with Hydroxyl Radicals: DFT Study 短链正构烷烃某些特定占据分子轨道在表面张力和与羟基自由基反应速率常数中的关键作用:DFT研究
有机化学国际期刊(英文) Pub Date : 2021-01-28 DOI: 10.4236/IJOC.2021.111001
M. Gorbachev, N. Gorinchoy, I. Arsene
{"title":"Key Role of Some Specific Occupied Molecular Orbitals of Short Chain n-Alkanes in Their Surface Tension and Reaction Rate Constants with Hydroxyl Radicals: DFT Study","authors":"M. Gorbachev, N. Gorinchoy, I. Arsene","doi":"10.4236/IJOC.2021.111001","DOIUrl":"https://doi.org/10.4236/IJOC.2021.111001","url":null,"abstract":"Basing on the DFT calculations we propose the new theoretical model which describes both the surface tension σ of the short chain n-alkanes at their normal boiling points and their reaction rate constants with hydroxyl radicals OH• (at 297 ± 2 K) on the basis of their molecular orbital electronic characteristics. It has been shown that intermolecular dispersion attraction within the surface liquid monolayer of these compounds, as well as their reaction rate constants k with OH• radicals are determined by the energies Eorb of the specific occupied molecular orbitals which are the same in the determination of both the above physico-chemical characteristics of the studied n-alkanes. The received regression equations confirm the theoretically found dependences between the quantities of σ and k and the module |Eorb|. For the compounds under study this fact indicates the key role of their electronic structure particularities in determination of both the physical (surface tension) and the chemical (reaction rate constants) properties.","PeriodicalId":64796,"journal":{"name":"有机化学国际期刊(英文)","volume":"11 1","pages":"1-13"},"PeriodicalIF":0.0,"publicationDate":"2021-01-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47629199","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 2
Design, Microwave Assisted Synthesis of Some Schiff Bases Derivatives of Congo Red and Conventional Preparation of Their Structurally Reversed Analogous Compounds 刚果红Schiff碱衍生物的设计、微波辅助合成及其结构反转类似物的常规制备
有机化学国际期刊(英文) Pub Date : 2021-01-28 DOI: 10.4236/IJOC.2021.111004
Nashwan O. Tapabashi, N. Taha, Marwa N. El-Subeyhi
{"title":"Design, Microwave Assisted Synthesis of Some Schiff Bases Derivatives of Congo Red and Conventional Preparation of Their Structurally Reversed Analogous Compounds","authors":"Nashwan O. Tapabashi, N. Taha, Marwa N. El-Subeyhi","doi":"10.4236/IJOC.2021.111004","DOIUrl":"https://doi.org/10.4236/IJOC.2021.111004","url":null,"abstract":"This work contributes to the improvement of the azo group which has outstanding electron donating capability and serves as excellent ligands in the field of coordination chemistry. The authors of this research deal with the microwave irradiation synthesis of some new Schiff bases derived from the biologically effective and photoactive Congo red [Ia-g]. The design and preparation of the structurally reversed analogous compounds to the above compounds [IIIa-d] were accomplished using the conventional chemical methods by keeping the benzidine moiety of Congo red as the nucleus of the synthesized compounds, doubling the number of the azo groups and inverting the way of their conjugation order with the azomethine groups. The structures of the newly prepared compounds were established on the basis of their FTIR and H1 NMR spectral data.","PeriodicalId":64796,"journal":{"name":"有机化学国际期刊(英文)","volume":"11 1","pages":"35-45"},"PeriodicalIF":0.0,"publicationDate":"2021-01-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48388890","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 2
3-(Tetrazol-5-yl)-2-imino-coumarins Derivatives: Synthesis, Characterization, and Evaluation on Tumor Cell Lines 3-(四氮唑-5-基)-2-亚胺香豆素衍生物:合成、表征和肿瘤细胞系评价
有机化学国际期刊(英文) Pub Date : 2021-01-28 DOI: 10.4236/IJOC.2021.111003
A. Bouattour, M. Fakhfakh, Souhir Abid El-Gharbi, M. Abid, L. Paquin, R. Guével, T. Charlier, H. Ammar, J. Bazureau
{"title":"3-(Tetrazol-5-yl)-2-imino-coumarins Derivatives: Synthesis, Characterization, and Evaluation on Tumor Cell Lines","authors":"A. Bouattour, M. Fakhfakh, Souhir Abid El-Gharbi, M. Abid, L. Paquin, R. Guével, T. Charlier, H. Ammar, J. Bazureau","doi":"10.4236/IJOC.2021.111003","DOIUrl":"https://doi.org/10.4236/IJOC.2021.111003","url":null,"abstract":"The first report of new 3-(tetrazol-5-yl)-2-iminocoumarin derivatives is described. The title compounds were prepared in two steps and were obtained in good yields (55-93%). They have been fully characterized by 1H, 13C NMR, FTIR, UV-Visible and HRMS. They were tested for their antiproliferative activities against six representative human tumor cell lines (Huh 7-D12, Caco2, MDA-MB231, HCT 116, PC3 and NCI-H727) and HaCat keratinocytes. Among them, compound 5e was active on HCT 116 (IC50 15 μM).","PeriodicalId":64796,"journal":{"name":"有机化学国际期刊(英文)","volume":"11 1","pages":"24-34"},"PeriodicalIF":0.0,"publicationDate":"2021-01-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47010603","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
TCCA/NCS-Promoted Cascade Cyclization of β, γ-Unsaturated Compounds: Synthesis of Isoxazolines and Pyrazolines TCCA/ ncs促进β， γ-不饱和化合物级联环化:异恶唑啉和吡唑啉的合成
有机化学国际期刊(英文) Pub Date : 2021-01-01 DOI: 10.4236/ijoc.2021.114013
Khidir Tajelseir Othman, Nibras Ahmed Elaas
{"title":"TCCA/NCS-Promoted Cascade Cyclization of β, γ-Unsaturated Compounds: Synthesis of Isoxazolines and Pyrazolines","authors":"Khidir Tajelseir Othman, Nibras Ahmed Elaas","doi":"10.4236/ijoc.2021.114013","DOIUrl":"https://doi.org/10.4236/ijoc.2021.114013","url":null,"abstract":"2-Isoxazolines and 2-pyrazolines have been derived from oxime and hydrazone derivatives reacted with N-chlorosuccinimide (NCS) and trichloroisocyanuric acid (TCCA). Cyclization strategy is developed for the reaction of β, γ-unsaturated hydrazones with the TCCA to drive 2-pyrazolines and the reaction of β, γ-unsaturated oximes with NCS to derive 2-isoxalzolines. Structures of all new 2-isoxazolines and 2-pyrazolines have been elucidated by microanalyses, 1H, 13C NMR and Mass spectroscopies.","PeriodicalId":64796,"journal":{"name":"有机化学国际期刊(英文)","volume":"1 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"70726304","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Computer-Aid Design of Novel Sulfonamide Derivatives as EGFR Kinase Inhibitors for Cancer Treatment 新型磺胺衍生物作为EGFR激酶抑制剂用于癌症治疗的计算机辅助设计
有机化学国际期刊(英文) Pub Date : 2021-01-01 DOI: 10.4236/ijoc.2021.114012
Souad Akili, Djamila Ben Hadda, Yasser Bitar, A. Najjar, M. Fawaz Chehna
{"title":"Computer-Aid Design of Novel Sulfonamide Derivatives as EGFR Kinase Inhibitors for Cancer Treatment","authors":"Souad Akili, Djamila Ben Hadda, Yasser Bitar, A. Najjar, M. Fawaz Chehna","doi":"10.4236/ijoc.2021.114012","DOIUrl":"https://doi.org/10.4236/ijoc.2021.114012","url":null,"abstract":"Several novel sulfonamide-derivatives were designed and studied their physicochemical properties to develop novel kinase inhibitors. Therefore, molecular docking was performed for the designed compounds against epidermal growth factor receptor (PDB ID: 2ITY) to identify new drug candidates for treating cancer. Binding free energy was calculated by Molegro virtual docker (MVD) to select the most promising hits. The corresponding docking score values into EGFR of 4b gave the best energy docking −128.819 Kcal/mol. The identified hits can serve as starting points for further chemical synthesis and optimization to develop new potent anticancer agents.","PeriodicalId":64796,"journal":{"name":"有机化学国际期刊(英文)","volume":"1 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"70726245","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Design, Synthesis and Characterization of Novel Sulfonamides Derivatives as Anticancer Agent Targeting EGFR TK, and Development of New Methods of Synthesis by Microwave Irradiation 以EGFR - TK为靶点的新型磺胺类抗癌药物的设计、合成与表征及微波辐射合成新方法的研究
有机化学国际期刊(英文) Pub Date : 2021-01-01 DOI: 10.4236/ijoc.2021.114014
Souad Akili, Djamila Ben Hadda, Y. Bitar, Amir Balash, M. Fawaz Chehna
{"title":"Design, Synthesis and Characterization of Novel Sulfonamides Derivatives as Anticancer Agent Targeting EGFR TK, and Development of New Methods of Synthesis by Microwave Irradiation","authors":"Souad Akili, Djamila Ben Hadda, Y. Bitar, Amir Balash, M. Fawaz Chehna","doi":"10.4236/ijoc.2021.114014","DOIUrl":"https://doi.org/10.4236/ijoc.2021.114014","url":null,"abstract":"Some novel sulfonamide-derivatives were designed to develop novel kinase inhibitors. The molecular docking study was performed for the designed compounds against epidermal growth factor kinase receptor T790M/L858R (TMLR) (PDB ID: 5EDQ) to identify new drug candidates for treating cancer. Binding free energy was calculated by Molegro virtual docker (MVD) to select the most promising hits. The corresponding docking score values into EGFR (TMLR) of 4b gave the best energy docking −147.213 Kcal/mol. And some of the designed sulfonamide derivatives have been synthesized by conventional method in addition to a microwave-assisted method of synthesis. The reaction of an amino group-containing drug; sulfamethoxazole and sulfanilamide with carbonyl group in benzoyl chloride and phthalic acid in basic media, generated a series of sulfonamide derivatives. The structures of all the synthesized compounds were well characterized by Mass spectrometry (MS), Infrared spectroscopy (IR), 1 H nuclear magnetic resonance ( 1 H NMR), 13 C nuclear magnetic resonance ( 13 C NMR) and elemental analysis. After obtain-ing experimental data regarding the yield and the time taken for the synthesis by both the approaches, conventional and microwave-assisted method, it was shown that the microwave-assisted method gave higher yield with shorter time and higher temperature compared to conventional heating methods.","PeriodicalId":64796,"journal":{"name":"有机化学国际期刊(英文)","volume":"1 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"70726398","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 5
New Convenient Synthesis of 8-C-Methylated Homoisoflavones and Analysis of Their Structure by NMR and Tandem Mass Spectrometry 新型8- c甲基化同型异黄酮的简便合成及其核磁共振和串联质谱分析
有机化学国际期刊(英文) Pub Date : 2021-01-01 DOI: 10.4236/IJOC.2021.111005
S. Yadav
{"title":"New Convenient Synthesis of 8-C-Methylated Homoisoflavones and Analysis of Their Structure by NMR and Tandem Mass Spectrometry","authors":"S. Yadav","doi":"10.4236/IJOC.2021.111005","DOIUrl":"https://doi.org/10.4236/IJOC.2021.111005","url":null,"abstract":"Homoisoflavonoids are in the subclass of the larger family of flavonoids having one more alkyl carbon than flavonoids. Among them, 8-C-Methylated homoisoflavones have not been extensively studied for synthesis and biological evaluation. Author’s current objective is to synthesize 8-C-Methylated homoisoflavones by the reaction of 3-C-methylated dihydrochalcones with N,N’-dimethyl (chloromethylene) ammonium chloride generated in situ from DMF and PCl5 for one carbon extension at about room temperature. The 3-C-methylated dihydrochalcones were synthesized by the reduction of 3-Cmethylated chalcones, which were prepared from 3-C-methylated acetophenones and aromatic aldehydes in the presence of base. All the synthesized novel homoisoflavones’s structures were characterized by NMR and Tandem Mass Spectrometry.","PeriodicalId":64796,"journal":{"name":"有机化学国际期刊(英文)","volume":"1 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"70726567","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis, Assessment of Biological Activity and Toxicity for N-(β-D-Glycopyranosyl)-Thiosemicarbazides N-(β- d -甘氨酰基)-硫代氨基脲的合成、生物活性及毒性评价
有机化学国际期刊(英文) Pub Date : 2020-11-25 DOI: 10.4236/ijoc.2020.104012
B. Ernazarova, A. Dzhumanazarova, Aida Bakirova, Z. Abdullaeva, G. Zhusupbaeva, Zarylkan Asylbek Kyzy, M. Arzybaev
{"title":"Synthesis, Assessment of Biological Activity and Toxicity for N-(β-D-Glycopyranosyl)-Thiosemicarbazides","authors":"B. Ernazarova, A. Dzhumanazarova, Aida Bakirova, Z. Abdullaeva, G. Zhusupbaeva, Zarylkan Asylbek Kyzy, M. Arzybaev","doi":"10.4236/ijoc.2020.104012","DOIUrl":"https://doi.org/10.4236/ijoc.2020.104012","url":null,"abstract":"In the modern science, priority is given for the search of biological active compounds with specific properties. As a result of experimental data, it was found that in the reaction between N-(β-D-glycopyranosyl)-semicarbazide and the Lawesson reagent (2,4-bis(p-methoxyphenyl)-1,3-dithiadiphosphetane 2,4-disulfide) at the ratio 1:1 in pyridine when boiling under reflux in a water bath for 20 - 35 minutes, a new synthetic compound N-(β-D-glycopyranosyl)-thiosemicarbazide is formed. The individuality and structure of the target products were confirmed by 13C NMR spectroscopy, 1H NMR spectroscopy, IR spectroscopy, and elemental analysis. For the synthesized new compounds of N-(β-D-glycopyranosyl)-thiosemicarbazides, the probability of pharmacological and toxic effects were predicted by the computer method in silico. From the synthesized compounds N-(β-D-galactopyranosyl)-thiosemicarbazide, the probability of antibacterial (antibacterial) activity is predicted (Pa/Pi 0.544/0.013). The antibacterial activity of the compound (4) was confirmed in a test for salmonella infection of lambs, salmonellosis of calves, and colipathogenic E. coli serotypes. An experimental study by the in vitro method made it possible to conclude that the new synthetic compound N-(β-D-galactopyranosyl)-thiosemicarbazide in the studied concentrations has a pronounced bactericidal and bacteriostatic effect. The synthetic new compound N-(β-D-glyco- pyranosyl)-thiosemicarbazide is a promising compound for further study.","PeriodicalId":64796,"journal":{"name":"有机化学国际期刊(英文)","volume":" ","pages":""},"PeriodicalIF":0.0,"publicationDate":"2020-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45540787","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 2
A Mini-Review 5-Amino-N-Substituted Pyrazoles as Building Blocks for Bioactive Molecules 5-氨基-N-取代吡唑作为生物活性分子构建基的综述
有机化学国际期刊(英文) Pub Date : 2020-04-29 DOI: 10.4236/ijoc.2020.102004
W. A. Bawazir
{"title":"A Mini-Review 5-Amino-N-Substituted Pyrazoles as Building Blocks for Bioactive Molecules","authors":"W. A. Bawazir","doi":"10.4236/ijoc.2020.102004","DOIUrl":"https://doi.org/10.4236/ijoc.2020.102004","url":null,"abstract":"In this review a five-membered heterocyclic ring having two adjacent nitrogen atoms known as Pyrazole, we have framed 5-amino-N-substituted pyrazoles in particular focusing on its substantial role as a building block and starting materials for producing enormous heterocyclic skeletons. The existence of this moiety in larger compounds renders them to expose medicinal, pharmacological and biological therapeutic activities. Enormous drugs contain 5-amino-N-substituted pyrazoles such as celecoxib anti-inflammatory, antipsychotic, anti-obesity, analgesic, and antidepressant. We reported various routes of synthesis and the use of these compounds.","PeriodicalId":64796,"journal":{"name":"有机化学国际期刊(英文)","volume":" ","pages":""},"PeriodicalIF":0.0,"publicationDate":"2020-04-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49158107","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Synthesis of New 2-Phenylamino-4H-chromene-3-carbonitrile Derivatives and Their Effects on Tumor Cell Lines and against Protein Kinases 新的2-苯胺-4 -铬-3-碳腈衍生物的合成及其对肿瘤细胞系和蛋白激酶的影响
有机化学国际期刊(英文) Pub Date : 2020-04-29 DOI: 10.4236/ijoc.2020.102006
A. Bouattour, M. Fakhfakh, S. Abid, L. Paquin, R. Guével, T. Charlier, S. Ruchaud, S. Bach, J. Bazureau, H. Ammar
{"title":"Synthesis of New 2-Phenylamino-4H-chromene-3-carbonitrile Derivatives and Their Effects on Tumor Cell Lines and against Protein Kinases","authors":"A. Bouattour, M. Fakhfakh, S. Abid, L. Paquin, R. Guével, T. Charlier, S. Ruchaud, S. Bach, J. Bazureau, H. Ammar","doi":"10.4236/ijoc.2020.102006","DOIUrl":"https://doi.org/10.4236/ijoc.2020.102006","url":null,"abstract":"The synthesis of 2-phenylimino-4H-chromene-3-carbonitriles 6(a-d) in good overall yields using an efficient and practical methodology in 3 steps has been implemented in this present work. The first step was a heterocyclization between 2-hydroxybenzaldehyde 1 and propanedinitrile 2 which produced 2-iminocoumarin 3 which was submitted to nitrogen/nitrogen displacement in the presence of aromatic primary amine 4. In the third step, reduction of 5 led to the desired 2-phenylimino-4H-chromene-3-carbonitriles 6. Compounds 5(a-d) and 6(a-d) were evaluated for their potential in vitro cytotoxicity against six selected tumor cell lines (Huh7-D12, Caco2, MDA-MB231, HCT 116, PC3 and NCI-H727) and tested for their protein kinase inhibition on eight selected protein kinases. Among them, compounds 5c and 6b exhibited inhibition on HsCK1e (5c: 44% and 6b: 42% at 1 μM) and 5c for cytotoxicity on PC3 cell lines (63% at 25 μM).","PeriodicalId":64796,"journal":{"name":"有机化学国际期刊(英文)","volume":" ","pages":""},"PeriodicalIF":0.0,"publicationDate":"2020-04-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49199435","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
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