Synthetic Communications最新文献

{"title":"A facile and green synthesis of methyl 7-aryl-5-methyl-4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate derivatives using hyamine in aqueous media at room temperature","authors":"Peeli Kumar Anjali (Formal analysis Investigation Methodology Validation) ,&nbsp;Muniyan Ramasamy Kuppusamy (Data curation Formal analysis Validation Writing – original draft Writing – review & editing) ,&nbsp;Devendiran Parthiban (Conceptualization Data curation Formal analysis Investigation Methodology Supervision Validation Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2620037","DOIUrl":"10.1080/00397911.2026.2620037","url":null,"abstract":"<div><div>This study presents a novel one-pot synthesis of methyl 7-aryl-5-methyl-4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate derivatives by reacting equimolar amounts of aromatic aldehydes (5 mmol), methyl acetoacetate (5 mmol), and 3-amino-1,2,4-triazole (5 mmol) in water at room temperature, catalyzed by hyamine (benzethonium chloride). Products were isolated by filtration, purified by recrystallization, and characterized using infrared spectroscopy (IR),¹H NMR, ¹³C NMR, and electrospray ionization mass spectrometry (ESI-MS). The total of 12 synthesized triazolo-fused pyrimidine derivatives were obtained in high yields (up to 95%) with reaction time ranging from 5 to 8 h. The use of hyamine as a cationic surfactant catalyst enhanced the reaction rates through micellar effects, promoting high local substrate concentrations and stabilizing transition states. The hyamine-catalyzed MCR provides a green, efficient, and high-yielding method to synthesize triazolo-fused pyrimidine derivatives using water as a green solvent at room temperature.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 3","pages":"Pages 235-253"},"PeriodicalIF":1.8,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146098694","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Discovery of 3-(azidomethyl)-7-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one with antitumor activity: Structural and biological evaluation","authors":"Mariia Skryl’nikova (Conceptualization) ,&nbsp;Andrey Khramchikhin (Formal analysis) ,&nbsp;Kirill Timoshchuk (Validation) ,&nbsp;Dmitrii Antonenko (Validation) ,&nbsp;Natalia Petukhova (Methodology) ,&nbsp;Irina Krutetskaia (Resources) ,&nbsp;Olga Mikolaichuk (Software) ,&nbsp;Oleg Molchanov (Funding acquisition) ,&nbsp;Dmitrii Granov (Supervision)","doi":"10.1080/00397911.2026.2615694","DOIUrl":"10.1080/00397911.2026.2615694","url":null,"abstract":"<div><div>An efficient method was established for the synthesis of novel 3-(azidomethyl)-7-methyl-5H-thiazolo[3,2-<em>a</em>]pyrimidin-5-one. Theoretical calculations for both the synthesized compound and its precursor, 3-(chloromethyl)-7-methyl-5<em>H</em>-thiazolo[3,2-<em>a</em>]pyrimidin-5-one, were performed using density functional theory (DFT) at the aug-cc-pVDZ level. Furthermore, we established a correlation between the structure, properties, and biological activity of the synthesized compounds, alongside a comprehensive ADME profile. Results from the MTT assay demonstrated that the synthesized 7-methyl-5<em>H</em>-thiazolo[3,2-<em>a</em>]pyrimidin-5-one derivatives exhibit promising cytotoxic activity, positioning them as potential candidates for further development as anticancer agents.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 3","pages":"Pages 220-225"},"PeriodicalIF":1.8,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146098691","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"DCC-mediated [3 + 2] annulation between arylisothiocyanate and thioglycolic acid to access N-phenyl rhodanines","authors":"Ashwini L. Jakkawad (Investigation) ,&nbsp;Rameshwar M. More (Investigation Resources) ,&nbsp;Archana B. Kadam (Methodology Visualization) ,&nbsp;Vivek T. Humne (Resources Supervision Writing – original draft Writing – review & editing) ,&nbsp;Subhash B. Junne (Resources Supervision)","doi":"10.1080/00397911.2026.2617872","DOIUrl":"10.1080/00397911.2026.2617872","url":null,"abstract":"<div><div>A highly efficient and straightforward [3 + 2] annulation reaction between arylisothiocyanate and thioglycolic acid to facilitated a diverse array of <em>N</em>-phenyl rhodanines by using <em>N</em>,<em>N</em>’-dicyclohexylcarbodiimide (DCC) has been explored. The primarily role of DCC is to activate thioglycolic acid which simplify [3 + 2] annulation reaction. Notably, the advantages of the present methodology included availability of starting material, ease of operation, mild reaction condition, and acceptable yield.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 3","pages":"Pages 226-234"},"PeriodicalIF":1.8,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146098695","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Design, synthesis, and biological evaluation of thieno[2,3-d]pyrimidine-based isoxazole derivatives as potential antimicrobial and anticancer agents: In vitro and in silico insights","authors":"Tarun P. Patel (Data curation Formal analysis Investigation Validation Writing – original draft) ,&nbsp;Megha A. Patel (Conceptualization Writing – review & editing) ,&nbsp;Bhargav B. Dave (Data curation Writing – review & editing) ,&nbsp;Pratik A. Patel (Data curation Formal analysis) ,&nbsp;Vishwa U. Thakor (Software) ,&nbsp;Paresh S. Patel (Conceptualization Methodology Resources Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2616386","DOIUrl":"10.1080/00397911.2026.2616386","url":null,"abstract":"<div><div>This work the design, and synthesis of thieno[2,3<em>-d</em>]pyrimidine-based isoxazole derivatives <strong>(4a–4j)</strong> are reported along with characterization with the support of ¹H NMR,¹³C NMR, HRMS spectral techniques. The compounds were investigated for their antibacterial activity against Gram-positive bacteria (<em>Staphylococcus aureus</em> and <em>Bacillus subtilis</em>), gram-negative bacteria (<em>Escherichia coli</em> and <em>Pseudomonas aeruginosa</em>), and antifungal activity (<em>Escherichia coli</em> and <em>Pseudomonas aeruginosa</em>). They were also carried out molecular docking and MTT assay against MCF-7 breast cancer cells containing estrogen receptor alpha (ERα) (PDB ID: 3POZ). The compound <strong>(4b)</strong> exhibited effective docking scores as well as potent microbial activity against Gram-positive bacteria but displayed moderate activity against MCF-7 in the MTT assay. The anti-cancer activity of the synthesized compounds <strong>(4b, 4h,</strong> and <strong>4j)</strong>, which revealed good binding affinity in a docking study, was tested against MCF-7 (human Caucasian breast adenocarcinoma) via primary and secondary screening.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 3","pages":"Pages 208-219"},"PeriodicalIF":1.8,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146098692","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Strategies for the multicomponent reaction facilitating the expedited synthesis of functionalized thiazolidinone scaffolds","authors":"Tanzeela Riaz (Data curation Formal analysis Investigation Methodology Validation Writing – original draft) ,&nbsp;Matloob Ahmad (Conceptualization Funding acquisition Resources Supervision Writing – review & editing) ,&nbsp;Hafiza Noor Fatima (Data curation Formal analysis Investigation) ,&nbsp;Sumayya Akram (Methodology Project administration Validation) ,&nbsp;Sana Aslam (Conceptualization Project administration Writing – review & editing)","doi":"10.1080/00397911.2025.2598622","DOIUrl":"10.1080/00397911.2025.2598622","url":null,"abstract":"<div><div>Thiazolidinone is a saturated five-membered heterocyclic system that features sulfur and nitrogen at the 1 and 3 positions, as well as a carbonyl group. There are several derivatives of thiazolidinone which exist with varied positions of carbonyl groups. It is a well-recognized building block in many natural and medicinal compounds. Thiazolidinone derivatives exhibit a wide range of biological activities. The synthesis of thiazolidinone derivatives has gained significant attention in recent years due to the growing demand for hetero­cycles. Various strategies have been developed for the synthesis of thiazolidinones. In this review, we discuss several recent synthetic approaches, including catalyst-free, metal-based nano-catalyzed, acid-catalyzed, base-catalyzed, ionic liquid-assisted, and other processes employed in multicomponent reactions to form different thiazolidinone derivatives. These studies can help to further develop effective synthetic strategies for functionalized thiazolidinone derivatives.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 3","pages":"Pages 177-207"},"PeriodicalIF":1.8,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146098693","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Hybrids of thiophene, pyrazole and oxadiazol: Synthesis, DFT calculations, molecular docking studies and biological evaluation for anticancer and antimicrobial activity","authors":"Dhavalkumar M. Bhatt (Data curation Resources Software Writing – original draft) ,&nbsp;Gaurav B. Patel (Data curation Formal analysis Resources) ,&nbsp;Yogesh O. Bhola (Methodology Software Supervision Writing – review & editing) ,&nbsp;Piyush V. Dholaria (Supervision Visualization) ,&nbsp;Amitkumar M. Patel (Data curation Resources Validation)","doi":"10.1080/00397911.2026.2613352","DOIUrl":"10.1080/00397911.2026.2613352","url":null,"abstract":"<div><div>Nine novel pyrazole-thiophene-oxadiazole hybrid compounds <strong>(8a–i)</strong> were synthesized, characterized using spectroscopic techniques, and evaluated for anticancer and antimicrobial activities using molecular docking, DFT calculations, and ADMET profiling. Compound <strong>8i</strong> exhibited the most potent anticancer activity against HepG2 (IC₅₀ = 1.3 ± 1 μM) and MCF-7 (IC₅₀ = 10.6 ± 1 μM) cell lines, comparable to that of doxorubicin. Antimicrobial screening revealed that compound <strong>8b</strong> exhibited the highest antibacterial activity (40.6 ± 0.8 mm zone against <em>S. aureus</em>). In contrast, compound <strong>8c</strong> demonstrated superior broad-spectrum activity against bacteria (32.2 mm against <em>S. aureus</em> and 30.1 mm against <em>E. coli</em>) and fungi (12.3 mm against <em>C. albicans</em>), surpassing that of the reference drugs. Molecular docking showed compound <strong>8i</strong> with the highest binding affinity to Human Topoisomerase IIα (−7.6030 kcal/mol vs. −5.4560 kcal/mol for doxorubicin). In comparison, compound <strong>8c</strong> exhibited optimal binding to the <em>Candida albicans</em> target 5AEZ (−6.055 kcal/mol), which correlated with the experimental results. DFT calculations (B3LYP/6–311++G(d,p)) revealed that compound <strong>8i</strong> possessed the smallest HOMO-LUMO gap (3.9464 eV), highest reactivity, and optimal softness (0.4998). The RDG analysis confirmed the extensive noncovalent interactions that contribute to molecular stability. ADMET profiling indicated low gastrointestinal absorption and CYP3A4 inhibition for all compounds, with compound <strong>8g</strong> exhibiting the most favorable metabolic profile. These findings establish pyrazole-thiophene-oxadiazole hybrids as promising dual anticancer and antimicrobial scaffolds for further development of novel therapeutic agents.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 2","pages":"Pages 127-156"},"PeriodicalIF":1.8,"publicationDate":"2026-01-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146049148","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Copper-catalyzed annulation of oxime acetates with benzimidates: a new access to substituted pyridines","authors":"Boniface Opio (Conceptualization Investigation Methodology Project administration) ,&nbsp;Kumari Yettula (Data curation Formal analysis) ,&nbsp;Satishkumar Kotyada (Data curation Formal analysis) ,&nbsp;Meenakshi Tamara (Formal analysis Software) ,&nbsp;Rajeswari Karnati (Formal analysis) ,&nbsp;Kamala Pamula (Data curation Formal analysis Validation) ,&nbsp;Siddaiah Vidavalur (Conceptualization Supervision)","doi":"10.1080/00397911.2026.2613768","DOIUrl":"10.1080/00397911.2026.2613768","url":null,"abstract":"<div><div>A copper-catalyzed annulation of oxime acetates and benzimidates has been developed <em>via</em> the reductive cleavage of the N–O bond. The reaction proceeds smoothly with a broad range of substrates, giving access to a variety of substituted pyridine derivatives in moderate to good yields. This methodology features the use of inexpensive catalysts and the avoidance of additional ligands and additives.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 2","pages":"Pages 164-175"},"PeriodicalIF":1.8,"publicationDate":"2026-01-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146049149","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"A comprehensive review on prasugrel: Industrial synthesis, impurity profiling, pharmacokinetics & FDA assessment","authors":"Ankita A. Kanhere (Conceptualization Investigation Methodology Resources Software Visualization Writing – original draft) ,&nbsp;Yashwanti D. Suryawanshi (Conceptualization Methodology Resources Validation Writing – original draft) ,&nbsp;Nitin D. Arote (Conceptualization Supervision Writing – review & editing)","doi":"10.1080/00397911.2025.2593997","DOIUrl":"10.1080/00397911.2025.2593997","url":null,"abstract":"<div><div>Prasugrel, a Thienopyridine-class antiplatelet agent, is extensively used to prevent thrombus formation in people at high risk of cardiovascular disease. With a projected market CAGR of 8.0%, the global demand for Prasugrel continues to rise. The current review gives an extensive overview of industrial synthesis, focusing on patented strategies to enhance yield and minimize impurities such as CATP and OXTP. The standard industrial synthetic route involves the condensation of the thienopyridine moiety with 2-bromo-1-cyclopropyl-2-(2-fluorophenyl) ethenone, followed by an acetylation step. In addition, the review aims to assess Prasugrel’s key pharmacological aspects, including its mechanism of action, pharmacokinetic profile, and comparison with Clopidogrel. The polymorph forms of Prasugrel hydrochloride are also discussed in detail, alongside a critical evaluation of the risk-benefit profile, to provide a comprehensive understanding of its clinical and regulatory positioning.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 2","pages":"Pages 83-108"},"PeriodicalIF":1.8,"publicationDate":"2026-01-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146049123","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Simple, efficient and one-pot synthetic protocol for highly versatile 4-formylpyrazole derivatives: A step toward sustainable development","authors":"Aman Kumar (Conceptualization Investigation Methodology Validation Writing – original draft) ,&nbsp;Arpan Das (Investigation Validation) ,&nbsp;Pratima Kumari (Investigation Validation) ,&nbsp;Manshu Choudhary (Investigation Validation) ,&nbsp;Ramesh Kataria (Data curation Formal analysis Writing – review & editing) ,&nbsp;Vinod Kumar (Conceptualization Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2613767","DOIUrl":"10.1080/00397911.2026.2613767","url":null,"abstract":"<div><div>4-Formylpyrazole derivatives are an important class of building blocks for various heterocycles, including drugs. They have wide applications in the fields of synthetic and medicinal chemistry, in addition to acting as antibacterial, anti-inflammatory, antiparasitic, and anti-diabetic agents. Here, we report a new one-pot synthetic protocol for highly versatile 4-formylpyrazole derivatives in which differently substituted acetophenones and phenyl hydrazine were treated with Vilsmeier–Haack reagent. The present protocol offers a straightforward, highly efficient, practical, and cost-effective approach for synthesizing 4-formylpyrazole derivatives in excellent yields, including an important intermediate of the drug, Lonazolac. All the synthesized compounds were characterized based on spectroscopic data (UV-Vis, ¹H, ¹³C NMR, FT-IR, and Mass).</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 2","pages":"Pages 157-163"},"PeriodicalIF":1.8,"publicationDate":"2026-01-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146049146","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis, biological evaluation, and in silico studies of imidazole-linked 1,2,3-triazole heterocycles as antimicrobial agents","authors":"Pratibha Periwal (Formal analysis Validation Writing – original draft) ,&nbsp;Vikramjeet Singh (Data curation Software) ,&nbsp;Samridhi Thakral (Software) ,&nbsp;Sonia Rohilla (Data curation) ,&nbsp;Meenakshi Bhatia (Validation) ,&nbsp;Vikas Verma (Conceptualization Methodology Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2613310","DOIUrl":"10.1080/00397911.2026.2613310","url":null,"abstract":"<div><div>In the current research, a novel series of imidazole-linked 1,2,3-triazole heterocycles <strong>(5a–5j)</strong> was synthesized <em>via</em> copper(I)-catalyzed azide-alkyne click chemistry. The synthesized compounds were characterized and further assessed for their <em>in vitro</em> antimicrobial activity. All the targeted compounds displayed antimicrobial potency with MIC values ranging from 0.0054 to 0.0459 μmol/mL. Among all the synthesized compounds, compounds <strong>5e</strong> and <strong>5j</strong> were found to be most active against <em>S. aureus</em> and <em>E. coli,</em> with MIC values of 0.0057 and 0.0054 μmol/mL, respectively. Moreover, all the compounds (<strong>5a–5j)</strong> displayed better antifungal activity against <em>C. albicans</em> than standard fluconazole. Furthermore, the binding energies of all the synthesized compounds were predicted using a molecular docking study. The compounds <strong>5i</strong> and <strong>5j</strong> exhibited good 3D and 2D binding interaction with active residues PDB:5V5Z and PDB:2XCT, respectively. The ADMET analysis supported the compound’s <strong>(5a–5j)</strong> potential as a drug-like candidate with a significant pharmacokinetic profile.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 2","pages":"Pages 109-126"},"PeriodicalIF":1.8,"publicationDate":"2026-01-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146049147","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}