{"title":"Multigram‑scale synthesis of BTK inhibitor BIIB068","authors":"Donghao Jia, Mingfang Gu, Xinyue Yu, Kunyang Yuan, Sixuan Wang, Mingzhang Guo, Ping Gong","doi":"10.1007/s11696-023-02951-9","DOIUrl":"10.1007/s11696-023-02951-9","url":null,"abstract":"<div><p>This paper describes the development of a relatively feasible, economic, and safe method for the multigram-scale synthesis of <b>BIIB068,</b> an efficient reversible BTK inhibitor<b>.</b> The new process is highlighted by an economical construction of a 2-amino-4 substituted pyrimidine employing a simple nucleophilic substitution reaction and a green reduction of the cyano group. The developed process provided an overall yield of 32%, with an HPLC purity of 99%. The structure of <b>BIIB068</b> was confirmed by MS, IR, <sup>1</sup>H-NMR, and <sup>13</sup>C-NMR, and the structures of some intermediates were confirmed by MS and <sup>1</sup>H-NMR.</p><h3>Graphical abstract</h3>\u0000 <figure><div><div><div><picture><img></picture></div></div></div></figure>\u0000 </div>","PeriodicalId":55265,"journal":{"name":"Chemical Papers","volume":"77 11","pages":"6471 - 6481"},"PeriodicalIF":2.2,"publicationDate":"2023-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41079973","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Chemical PapersPub Date : 2023-07-17DOI: 10.1007/s11696-023-02968-0
Oguz Özbek, Serkan Ören, Meliha Burcu Gürdere, Ömer Isildak, Mustafa Ceylan
{"title":"Synthesis and electroanalytical applications of a novel hydrazinecarbothioamide derivative molecule","authors":"Oguz Özbek, Serkan Ören, Meliha Burcu Gürdere, Ömer Isildak, Mustafa Ceylan","doi":"10.1007/s11696-023-02968-0","DOIUrl":"10.1007/s11696-023-02968-0","url":null,"abstract":"<div><p>Molecules containing multiple donor atoms such as nitrogen, oxygen and sulfur in their structure are more preferred as ionophores in the preparation of ion-selective electrodes. In this study, a new hydrazinecarbotioamide derivative molecule was synthesized as an ionophore and characterized using NMR, FT–IR and elemental analysis techniques. The potentiometric electrodes prepared with the synthesized new molecule (ionophore) exhibited selectivity towards lead(II) ions. This novel electrode had a low detection limit of 6.98 × 10<sup>–7</sup> M over a wide concentration range of 1.0 × 10<sup>–6</sup>–1.0 × 10<sup>–1</sup> M. Obtained experimental data showed that the electrode has good repeatability, good selectivity and good stability. At the same time, it could work in a wide pH range without being affected by pH changes. The analytical applications of the developed electrode, whose potentiometric performance parameters were studied, were carried out in different water samples.</p></div>","PeriodicalId":55265,"journal":{"name":"Chemical Papers","volume":"77 11","pages":"6679 - 6687"},"PeriodicalIF":2.2,"publicationDate":"2023-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s11696-023-02968-0.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41079870","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Chemical PapersPub Date : 2023-07-15DOI: 10.1007/s11696-023-02956-4
Muhammad Zeshan, Muhammad Suleman Waheed, Saad Ahmad Ishaq, Abubakar Siddique, Atta Ullah, El-Sayed M. Sherif, Mohd Zahid Ansari, Sajjad Ahmad Khan, Abdul Rauf Khan, Hafiz Muhammad Tahir Farid
{"title":"Sol–gel preparation of spinel ferrites/polyaniline composites for electromagnetic interface shielding","authors":"Muhammad Zeshan, Muhammad Suleman Waheed, Saad Ahmad Ishaq, Abubakar Siddique, Atta Ullah, El-Sayed M. Sherif, Mohd Zahid Ansari, Sajjad Ahmad Khan, Abdul Rauf Khan, Hafiz Muhammad Tahir Farid","doi":"10.1007/s11696-023-02956-4","DOIUrl":"10.1007/s11696-023-02956-4","url":null,"abstract":"<div><p>In this study, we examined the properties of conductive polymers and related composites that are typically used for EMI shielding owing of their magnetic and microwave properties. Ferrite/polymer (PANI) composites, which have magnetic properties, are a promising area of research for multifunctional materials. Specifically, we compared and contrasted the properties of PANI, gadolinium-substituted spinel ferrite, and their composites. In this research, we employed the sol–gel method to synthesize polyaniline and spinel ferrites. The nanocomposites were formed by combining the polyaniline and spinel ferrites. Various properties of these nanocomposites were analyzed using multiple characterization methods, including X-ray diffraction (XRD), a vibrating sample magnetometer (VSM), Direct current electrical resistivity and microwave. The X-ray diffraction pattern indicated the presence of a pure crystalline ferrite phase, with an average size of the crystallite approximately 40 nm. The ferromagnetic properties of the nanocomposites were demonstrated through the M-H loops. The microwave properties of materials, namely their capacity to reflect or deflect electromagnetic radiation in the appropriate frequency range, impact the effectiveness of EMI shielding for microwave applications.</p></div>","PeriodicalId":55265,"journal":{"name":"Chemical Papers","volume":"77 11","pages":"6533 - 6542"},"PeriodicalIF":2.2,"publicationDate":"2023-07-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s11696-023-02956-4.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41080133","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Chemical PapersPub Date : 2023-07-14DOI: 10.1007/s11696-023-02963-5
Süleyman Bodur, Sezin Erarpat, İnci Kayın, Sezgin Bakırdere
{"title":"Cadmium determination at trace levels in lake water samples by cold vapor generation-atomic absorption spectrometry after magnetic dispersive solid phase extraction","authors":"Süleyman Bodur, Sezin Erarpat, İnci Kayın, Sezgin Bakırdere","doi":"10.1007/s11696-023-02963-5","DOIUrl":"10.1007/s11696-023-02963-5","url":null,"abstract":"<div><p>This study established an analytical method based on manganese ferrite based magnetic dispersive solid phase extraction (MDSPE) before cold vapor generation–atomic absorption spectrometry (CVG-AAS) for the determination of cadmium at trace levels in lake water samples collected from Horseshoe Island, Antarctica. Manganese ferrite nanoparticles were synthesized to be used as an adsorbent in the MDSPE method. Different MDSPE and CVG parameters were fixed to their optimum values after univariate optimization approach. Under the optimum conditions, analytical performance of the developed MDSPE-CVG-AAS method was evaluated and its applicability/accuracy was determined by recovery experiments. Twelve different lake water samples collected from Horseshoe Island, Antarctica were analyzed. Matrix matching calibration strategy was used to eliminate possible matrix effects arising from the lake water samples. Good recovery results (93.2–112.5%) were obtained from the spiked samples that indicated the method suitability to real samples.</p></div>","PeriodicalId":55265,"journal":{"name":"Chemical Papers","volume":"77 11","pages":"6629 - 6636"},"PeriodicalIF":2.2,"publicationDate":"2023-07-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41080262","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Green synthesis of zinc oxide nanoparticles from Rhododendron arboreum extract and their potential applications in photocatalytic degradation of cationic dyes malachite green and Fuchsin basic dye","authors":"Tanuj, Rajesh Kumar, Santosh Kumar, Neerja Kalra, Subhash Sharma, Amritpal Singh","doi":"10.1007/s11696-023-02960-8","DOIUrl":"10.1007/s11696-023-02960-8","url":null,"abstract":"<div><p>Hereby, in this paper, we have reported synthesis of uniform spherical-shaped nanoparticles of zinc oxide via green method, as well as their photocatalytic activity. The nanoparticles of zinc oxide were synthesized utilizing flower extract of <i>Rhododendron arboreum</i> where it performs the function of reducing as well as capping agent. The synthesized nanoparticles were characterized by numerous spectroscopic techniques such as UV–Vis and FT-IR. Scanning electron microscope analysis of product revealed spherical zinc oxide nanoparticles. Energy-dispersive spectral analysis indicated elemental composition, i.e., oxygen and zinc. The green synthesized zinc oxide nanoparticles have been employed as nanocatalyst for photocatalytic degradation of two cationic dyes, i.e., Fuchsin basic and Malachite green dye. In addition, various physicochemical parameters such as effect of the dye concentration, catalyst dosage and pH have also been optimized indicating better performance of these nanoparticles. Zinc oxide nanoparticles showed 99.18% degradation of Malachite green dye and 99.272% degradation of Fuchsin basic dye. These nanoparticles have great potential candidate as developing catalyst for selective degradation of cationic dyes.</p></div>","PeriodicalId":55265,"journal":{"name":"Chemical Papers","volume":"77 11","pages":"6583 - 6604"},"PeriodicalIF":2.2,"publicationDate":"2023-07-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s11696-023-02960-8.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41079655","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Studying loading of 5-fluorouracil onto the surface of gold–silver nanocomposite utilizing DLS and UV–Vis spectroscopy","authors":"Zhengqiao Liu, Zeran Yu, Lingfeng Zhang, Reza Tayebee, Shohre Pourmojahed, Effat Esmaeili Shahri, Xu Chen","doi":"10.1007/s11696-023-02927-9","DOIUrl":"10.1007/s11696-023-02927-9","url":null,"abstract":"<div><p>The antimetabolite drug 5-fluorouracil (5-Fu) is extensively applied to treat many cancerous tumors. However, in order to inhibit its severe side effects and maintain its clinical benefits and anticancer efficacy, this drug should be loaded onto a suitable nanovehicle. In this work, gold nanoparticles were synthesized using Turkevich reduction method, and then, the prepared particles coated with a thin layer of silver via re-reduction of a silver nitrate solution. XRD, EDS, DLS, TEM and UV–Visible measurements were performed to characterize gold and gold–silver nanoparticles. By taking the UV–Visible absorption spectrum, two plasmonic peaks found at 411 and 526 nm due to the localized surface plasmons of the spherical interfaces of the nanoparticles. By loading 5-fluorouracil molecules onto the surface of gold and fabrication of gold–silver nanocomposite, significant changes occurred in the TEM, DLS and UV–Vis outcomes that can be interpreted considering the re-decoration and aggregation of the nanoparticles. Moreover, both of the plasmonic peaks experienced a redshift. By adding different amounts of drug solution into the colloidal solution, a direct and meaningful relation was obtained between the absorption peaks and drug concentration, which can be used as a measuring tool to evaluate drug loading amount. This study revealed that 5-fluorouracil affects DLS and UV–Vis absorption characteristics of gold–silver nanocomposite and adsorption characteristics of the synthesized bimetallic Ag–Au nanocomposite leading to more suitable results compared to the single metal nanoparticles. It is concluded that measuring drug loading using gold–silver nanocomposite would be more precise than that of single metal nanoparticles. In addition, the drug release behavior of drug-loaded gold–silver nanocomposite was also investigated under in vitro conditions at pH 6.5 and 37 °C. This study revealed that ~ 72% of loaded drug was released after 70 h. Furthermore, the MTT assay was used to study the cytocompatibility of the loaded drug on the cancer cell line U251. This study showed that the drug-loaded nanoparticles have a higher anti-proliferative effect compared to that of the free drug against U251 glioma cancer cells.</p><h3>Graphical abstract</h3><p>5-Fluorouracil as an extensively used drug in the treatment of many cancers is delivered by gold–silver nanocomposite. Findings revealed that the bimetallic nanocomposite behaves much better than the corresponding single metal counterparts in the drug loading process. Loading of 5-fluorouracil molecules onto the surface of gold–silver nanoparticles significantly affects TEM, DLS and optical properties of the carrier, and therefore, a direct and meaningful relation can be obtained between the peak changes and drug concentration. In addition, the prepared nanoparticles showed acceptable anti-proliferative activity against the cancer cell line U251.</p>\u0000 <figure><div><div><div><picture><sourc","PeriodicalId":55265,"journal":{"name":"Chemical Papers","volume":"77 10","pages":"6135 - 6145"},"PeriodicalIF":2.2,"publicationDate":"2023-07-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s11696-023-02927-9.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4421800","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Chemical PapersPub Date : 2023-07-09DOI: 10.1007/s11696-023-02949-3
Bhaumik Sutariya
{"title":"A mathematical investigation into the limited use of energy recovery devices in brackish water reverse osmosis processes","authors":"Bhaumik Sutariya","doi":"10.1007/s11696-023-02949-3","DOIUrl":"https://doi.org/10.1007/s11696-023-02949-3","url":null,"abstract":"","PeriodicalId":55265,"journal":{"name":"Chemical Papers","volume":"48 1","pages":"6409-6418"},"PeriodicalIF":2.2,"publicationDate":"2023-07-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81546700","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Chemical PapersPub Date : 2023-07-07DOI: 10.1007/s11696-023-02947-5
A. Medina-Ramirez, Francisco J. Morado-Alcantar, I. Galindo-Esquivel, J. Díaz-Guillén, C. M. Lopez Badillo
{"title":"Synthesis and characterization of Cu/EMC-2 zeolite by two routes","authors":"A. Medina-Ramirez, Francisco J. Morado-Alcantar, I. Galindo-Esquivel, J. Díaz-Guillén, C. M. Lopez Badillo","doi":"10.1007/s11696-023-02947-5","DOIUrl":"https://doi.org/10.1007/s11696-023-02947-5","url":null,"abstract":"","PeriodicalId":55265,"journal":{"name":"Chemical Papers","volume":"1 1","pages":"6387 - 6396"},"PeriodicalIF":2.2,"publicationDate":"2023-07-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"76302185","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Chemical PapersPub Date : 2023-07-07DOI: 10.1007/s11696-023-02958-2
Rakshitha K. Jain, Kashmitha Muthamma, Dhanya Sunil, Suresh D. Kulkarni, P. J. Anand, Nilanjan Dey
{"title":"Bithiophene-naphthalene chalcone as a fluorescent pigment in eco-friendly security ink formulation","authors":"Rakshitha K. Jain, Kashmitha Muthamma, Dhanya Sunil, Suresh D. Kulkarni, P. J. Anand, Nilanjan Dey","doi":"10.1007/s11696-023-02958-2","DOIUrl":"10.1007/s11696-023-02958-2","url":null,"abstract":"<div><p>Approaches to prevent document/product forgery using eco-friendly printing inks and security printing techniques on flexible substrates are two vital areas of research that demand coherent advancements. In this context, a new bithiophene-naphthalene chalcone (BTNP) was synthesized and characterized as a fluorescent pigment for use in security ink. BTNP exhibited good solid-state and solution phase fluorescence with intramolecular charge transfer confirmed using theoretical studies and emission spectra collected in THF/THF–hexane mixtures. The aggregation-induced emission of BTNP was established using solution phase studies in THF/THF–water mixtures. The strong solid-state yellow emission of BTNP prompted its use as a pigment in the preparation of an environment-friendly UV fluorescent formulation, devoid of any volatile organic compounds or hazardous air pollutants. The screen prints obtained on a UV dull paper substrate utilizing BTNP ink revealed good fluorescence, photostability, colorimetric, densitometric, and rub resistance characteristics, which showcase the potential applicability of the BTNP formulation in security printing. The low cytotoxic nature of the chalcone as observed in the MTT assay could also be exploited for the use of formulation in inkpads.</p><h3>Graphical abstract</h3>\u0000 <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\u0000 </div>","PeriodicalId":55265,"journal":{"name":"Chemical Papers","volume":"77 11","pages":"6557 - 6566"},"PeriodicalIF":2.2,"publicationDate":"2023-07-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s11696-023-02958-2.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41079938","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}