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Journal of Heterocyclic Chemistry最新文献

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Synthesis and Cancer Cell Cytotoxicity of 6-, 7-, or 8-Substituted 2-(Hetero)aryl-4-(4-(Hetero)aryl-2-Oxobut-3-en-1-Ylidene)Benzothiazepanes
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-12-01 DOI: 10.1002/jhet.4936
Katarina Magdalenic, Donatien Morillon, Steven De Jonghe, Leentje Persoons, Dominique Schols, Kristof Van Hecke, Charlotte Grootaert, John Van Camp, Matthias D'hooghe
{"title":"Synthesis and Cancer Cell Cytotoxicity of 6-, 7-, or 8-Substituted 2-(Hetero)aryl-4-(4-(Hetero)aryl-2-Oxobut-3-en-1-Ylidene)Benzothiazepanes","authors":"Katarina Magdalenic,&nbsp;Donatien Morillon,&nbsp;Steven De Jonghe,&nbsp;Leentje Persoons,&nbsp;Dominique Schols,&nbsp;Kristof Van Hecke,&nbsp;Charlotte Grootaert,&nbsp;John Van Camp,&nbsp;Matthias D'hooghe","doi":"10.1002/jhet.4936","DOIUrl":"https://doi.org/10.1002/jhet.4936","url":null,"abstract":"<div>\u0000 \u0000 <p>Cancer chemotherapy is continuously challenged by serious complications like pronounced side effects and multidrug resistance (MDR). Natural products, such as curcumin, offer promising alternatives due to their diverse biological applications and low toxicity. However, curcumin's clinical utility is limited by poor bioavailability, rapid metabolism, and non-specific (PAINS) activity. Building on previous findings, this study explored the structural modification of curcumin-inspired benzothiazepane derivatives in an attempt to enhance their therapeutic potential through modifications of the two peripheral (hetero)aromatic rings and the benzothiazepane scaffold. In this way, eight new 2-(hetero)aryl-4-(4-(hetero)aryl-2-oxobut-3-en-1-ylidene)benzothiazepanes and two 4-thiobutan-2-one “double Michael addition” derivatives were synthesized and tested for cytotoxicity against a panel of eight cancer cell lines. The screening results indicated that bis-(4-hydroxyphenyl) analogs bearing a chlorinated benzothiazepane ring exhibited the highest potency and broad-spectrum activity at the low micromolar range. Bis-substitutions with 3-pyridinyl and 2-furyl groups showed less potent but more specific activity profiles, potentially reducing PAINS effects. 2-Aminothiophenol-derived double Michael addition products demonstrated increased broad-spectrum activity, highlighting the importance of the free aniline amino group for targeted effects. This study underscores the potential of benzothiazepane derivatives as viable cancer cell cytotoxic agents and provides useful insights for future optimization and evaluation.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 2","pages":"249-256"},"PeriodicalIF":2.0,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143379995","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}
引用次数: 0
N-Carbamimidoyl-2,2,2-Trifluoro-N′-Arylacetimidamides as Important Intermediates for the Synthesis of 3-Amino-4-Aryl-5-(Trifluoromethyl)-1H-1,2,4-Triazoles
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-11-25 DOI: 10.1002/jhet.4934
Salimeh Abdinasab, Ali Darehkordi, Alireza Abbasi
{"title":"N-Carbamimidoyl-2,2,2-Trifluoro-N′-Arylacetimidamides as Important Intermediates for the Synthesis of 3-Amino-4-Aryl-5-(Trifluoromethyl)-1H-1,2,4-Triazoles","authors":"Salimeh Abdinasab,&nbsp;Ali Darehkordi,&nbsp;Alireza Abbasi","doi":"10.1002/jhet.4934","DOIUrl":"https://doi.org/10.1002/jhet.4934","url":null,"abstract":"<div>\u0000 \u0000 <p>A novel series of N-carbamimidoyl-2,2,2-trifluoro-N′-arylacetimidamides (3a–j) have been prepared via condensation of 2,2,2-trifuoroacetimidoyl chlorides with guanidine in the presence Na and in dry EtOH solvent at ambient temperature. Then, these key intermediates were applied for the synthesized of 3-amino-4-aryl-5-(trifluoromethyl)-1H-1,2,4-triazoles (4a–j) under oxidative cyclization reaction in the presence of KI/I<sub>2</sub> as an oxidant system and DMSO solvent. The target compounds were produced in high yields and without the need for isolation.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 2","pages":"240-248"},"PeriodicalIF":2.0,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143380934","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}
引用次数: 0
Synthesis of 5-Aryltetrahydrobenzazepines
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-11-24 DOI: 10.1002/jhet.4932
Naveenkumar Thoti, Deepika Gupta, Heera Lal, Indrapal Singh Aidhen
{"title":"Synthesis of 5-Aryltetrahydrobenzazepines","authors":"Naveenkumar Thoti,&nbsp;Deepika Gupta,&nbsp;Heera Lal,&nbsp;Indrapal Singh Aidhen","doi":"10.1002/jhet.4932","DOIUrl":"https://doi.org/10.1002/jhet.4932","url":null,"abstract":"<div>\u0000 \u0000 <p>Envisaging 5-aryltetrahydrobenzazepinone and 5-aryltetrahydrobenzazepines as conformationally locked potential B<sup>0</sup>AT1 inhibitors, a convenient synthetic route has been developed for their access. The synthetic route banks on using the Schmidt reaction for quick access to symmetrical/unsymmetrical 5-aryltetrahydrobenzazepinone and 5-aryltetrahydrobenzazepines.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 2","pages":"219-239"},"PeriodicalIF":2.0,"publicationDate":"2024-11-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143381032","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}
引用次数: 0
One-Pot, Multicomponent Synthesis of 1,3-Oxazin-One and Evaluation of Their Potential Antioxidant Activities
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-11-20 DOI: 10.1002/jhet.4933
Phitovili Sumi, Betokali K. Zhimomi, Manthae Phom, Khonzani Yanthan, Putusenla Imchen, Shokip Tumtin, Toka Swu, Tovishe Phucho
{"title":"One-Pot, Multicomponent Synthesis of 1,3-Oxazin-One and Evaluation of Their Potential Antioxidant Activities","authors":"Phitovili Sumi,&nbsp;Betokali K. Zhimomi,&nbsp;Manthae Phom,&nbsp;Khonzani Yanthan,&nbsp;Putusenla Imchen,&nbsp;Shokip Tumtin,&nbsp;Toka Swu,&nbsp;Tovishe Phucho","doi":"10.1002/jhet.4933","DOIUrl":"https://doi.org/10.1002/jhet.4933","url":null,"abstract":"<div>\u0000 \u0000 <p>The synthesis of 1,3-oxazines from 2-naphthol, benzaldehyde, and urea is reported using a simple and efficient microwave-assisted protocol. SiO<sub>2</sub>-ZnCl<sub>2</sub> is employed for the first time to synthesize a library of 10 oxazin-3-one compounds, out of which five derivatives are novel. In 30–60 s the products were obtained with simplified work-up, the yield and purity were enhanced, and the reaction time was reduced with the use of microwave assistance. The synthesized oxazines were characterized and evaluated for their in vitro antioxidant properties. The results demonstrated a significant and effective presence of antioxidant capabilities. The compound 1-(4-hydroxy-3-methoxyphenyl)-1,2-dihydro-3<i>H</i>-naphtho[1,2-<i>e</i>][1,3]oxazin-3-one, containing hydroxy and methoxy groups, revealed superior antioxidant activity.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 2","pages":"209-218"},"PeriodicalIF":2.0,"publicationDate":"2024-11-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143380948","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}
引用次数: 0
Room-Temperature Synthesis, Characterization, and Protonation of Two Zinc Phthalocyanines With Unsaturated Groups
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-11-19 DOI: 10.1002/jhet.4937
Mengyao Han, Zhiqiang Shang, Fangdi Cong, Dajuan Zhang, Zhaowang Shen, Wei Yang, Lu Jiang, Yingchao Wang, Liwang Zhang, Zhongli Wang, Bingqian Liu, Daying Liu
{"title":"Room-Temperature Synthesis, Characterization, and Protonation of Two Zinc Phthalocyanines With Unsaturated Groups","authors":"Mengyao Han,&nbsp;Zhiqiang Shang,&nbsp;Fangdi Cong,&nbsp;Dajuan Zhang,&nbsp;Zhaowang Shen,&nbsp;Wei Yang,&nbsp;Lu Jiang,&nbsp;Yingchao Wang,&nbsp;Liwang Zhang,&nbsp;Zhongli Wang,&nbsp;Bingqian Liu,&nbsp;Daying Liu","doi":"10.1002/jhet.4937","DOIUrl":"https://doi.org/10.1002/jhet.4937","url":null,"abstract":"<div>\u0000 \u0000 <p>To explore the room-temperature synthesis of metal phthalocyanines with unsaturated substituents, two zinc phthalocyanines with unsaturated alkoxy groups were synthesized in a reaction system composed of 4-citronellol-oxy-phthalonitrile or 4-geraniol-oxy-phthalonitrile, Zn(OAc)<sub>2</sub>⋅2H<sub>2</sub>O, DBU, and ethanol, at room temperature. The synthetic reactions lasted for 7 days and the yields of two phthalocyanine derivatives reached 21% and 18%, respectively, and they are inclined to protonation in a non-coordinated organic solvent, for example, CHCl<sub>3</sub>. By the way, the phthalocyanine compounds with other metals, such as Cu, Ni, and Co, cannot be prepared. This work will provide preference for improving the synthetic method in the future, so as to synthesize many new phthalocyanine compounds in general laboratories.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 2","pages":"202-208"},"PeriodicalIF":2.0,"publicationDate":"2024-11-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143380933","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}
引用次数: 0
Ultrasonic Assisted Cu-Catalyzed Intermolecular O-Arylation of N-Hydroxyimidoyl Chloride and 2-Iodophenol: New Substituted Benzo[1,4,2]Dioxazine Derivatives
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-11-17 DOI: 10.1002/jhet.4930
Manijeh Nematpour
{"title":"Ultrasonic Assisted Cu-Catalyzed Intermolecular O-Arylation of N-Hydroxyimidoyl Chloride and 2-Iodophenol: New Substituted Benzo[1,4,2]Dioxazine Derivatives","authors":"Manijeh Nematpour","doi":"10.1002/jhet.4930","DOIUrl":"https://doi.org/10.1002/jhet.4930","url":null,"abstract":"<div>\u0000 \u0000 <p>A rapid and direct route with the help of ultrasound for the synthesis of benzo[1,4,2]dioxazine derivatives through a copper iodide-catalyzed intermolecular <i>O</i>-arylation of <i>N</i>-hydroxyimidoyl chloride and <b>2-iodophenol</b> in acetonitrile solvent has been investigated. The use of cheap and available raw materials and catalysts, without column chromatography, applying the sonochemical methodology, and performing the reaction in 40–45 min, with good efficiency (71%–93%) are notable features of this protocol. This research represents a significant advancement in the synthesis of benzo[1,4,2]dioxazine derivatives.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 2","pages":"192-201"},"PeriodicalIF":2.0,"publicationDate":"2024-11-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143380867","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}
引用次数: 0
Reusable Magnetic Nanoparticles: A Green System for Synthesis of Pyrrole Scaffolds
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-11-06 DOI: 10.1002/jhet.4931
Shubham Sharma,  Vaishali, Aaysha Pandey, Ayushi Garg, Pooja Sharma, Kanchna Bhatrola, Ali Irfan, Nisha Devi, Laila Rubab, Kaushiki Mishra, Khushali Dubey, Emilio Mateev
{"title":"Reusable Magnetic Nanoparticles: A Green System for Synthesis of Pyrrole Scaffolds","authors":"Shubham Sharma,&nbsp; Vaishali,&nbsp;Aaysha Pandey,&nbsp;Ayushi Garg,&nbsp;Pooja Sharma,&nbsp;Kanchna Bhatrola,&nbsp;Ali Irfan,&nbsp;Nisha Devi,&nbsp;Laila Rubab,&nbsp;Kaushiki Mishra,&nbsp;Khushali Dubey,&nbsp;Emilio Mateev","doi":"10.1002/jhet.4931","DOIUrl":"https://doi.org/10.1002/jhet.4931","url":null,"abstract":"<div>\u0000 \u0000 <p>Nowadays, environmentally sustainable organic synthesis is demanding. In this context, nanoparticles are particularly interesting owing to their green synthesis aspects. Specifically, magnetic nanoparticles have been continuously utilized in organic synthesis for a decade. Among heterocycles, pyrrole and its analogs have a unique place due to its vast spectrum of applications. Derivatives of pyrrole help to find lead structures for new synthetic pharmaceutical compounds and other valuable compounds. Thus, magnetic nanoparticles accelerate organic chemists to develop pyrrole derivatives through green synthesis. Moreover, magnetic nanoparticles in pyrrole scaffold synthesis improve reaction efficiency and sustainability and create unique functional molecular hybrids for many scientific applications. This paper reviews the utilization of magnetic nanoparticles to afford a variety of valuable pyrrole derivatives, with a focus on their environmental friendliness.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 2","pages":"164-191"},"PeriodicalIF":2.0,"publicationDate":"2024-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143380064","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}
引用次数: 0
Unveiling a Novel Mechanistic Pathway: Thiol and DMSO-Facilitated Synthesis of Pyrazole Amine Thioether
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-11-03 DOI: 10.1002/jhet.4923
Karuppaiah Perumal, Markabandhu Shanthi, Vijayakumar Hemamalini, Ramasamy Shanmugam, Bhaskaran Shankar, Subburethinam Ramesh
{"title":"Unveiling a Novel Mechanistic Pathway: Thiol and DMSO-Facilitated Synthesis of Pyrazole Amine Thioether","authors":"Karuppaiah Perumal,&nbsp;Markabandhu Shanthi,&nbsp;Vijayakumar Hemamalini,&nbsp;Ramasamy Shanmugam,&nbsp;Bhaskaran Shankar,&nbsp;Subburethinam Ramesh","doi":"10.1002/jhet.4923","DOIUrl":"https://doi.org/10.1002/jhet.4923","url":null,"abstract":"<div>\u0000 \u0000 <p>The present protocol shows a novel and greener approach for synthesizing pyrazole amine thioether, employing thiophenol, 3-aminocrotononitrile, and phenylhydrazine hydrochloride. Notably, this methodology deviates from the literature report in making thioether derivatives using oxidant-free and room-temperature conditions. Based on the control experiments, it was found that the thioether link in the intermediate facilitated the 5-exo-dig cyclization reaction exclusively in the DMSO solvent. This is probably due to the nitrile group's activation by the structure's thioether moiety. The control experiment demonstrates the significance of the thioether compound in the reaction. Without any oxidizing agent, introducing thioether in any heterocyclic compound is not possible, as per the literature reports. Our reaction showed excellent tolerance by involving various phenylhydrazine hydrochloride and thiophenol compounds, allowing for the synthesis of various pyrazole amine thioether derivatives in good to excellent yields. The reaction follows the 5-exo-dig cyclization strategy.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 2","pages":"154-163"},"PeriodicalIF":2.0,"publicationDate":"2024-11-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143380334","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}
引用次数: 0
CuI–Zn(OAc)2 Catalyzed Selective CC Bond Cleavage of 1,3-Diketones/β-Ketoester for the Formation of Quinazolin-4(3H)-Ones: A Fast, Solvent-Free, Synthetic Strategy Under Microwave Irradiation
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-10-30 DOI: 10.1002/jhet.4929
Nazia Kausar, Mohd Afzal, Abdullah Alarifi, Abdulla Al Masum
{"title":"CuI–Zn(OAc)2 Catalyzed Selective CC Bond Cleavage of 1,3-Diketones/β-Ketoester for the Formation of Quinazolin-4(3H)-Ones: A Fast, Solvent-Free, Synthetic Strategy Under Microwave Irradiation","authors":"Nazia Kausar,&nbsp;Mohd Afzal,&nbsp;Abdullah Alarifi,&nbsp;Abdulla Al Masum","doi":"10.1002/jhet.4929","DOIUrl":"https://doi.org/10.1002/jhet.4929","url":null,"abstract":"<div>\u0000 \u0000 <p>CuI–Zn(OAc)<sub>2</sub> catalyzed a new, fast, solvent-free strategy for the synthesis of quinazolin-4(3<i>H</i>)-ones via selective scission of C<span></span>C bond of the 1,3-diketone (both cyclic and acyclic) and β-ketoester was achieved under microwave irradiation. In contrast to the frequently applied synthetic strategy that involves cyclization-oxidation sequence of anthranilamides (2-aminobenzamides) with various aldehydes or benzyl alcohols, here, anthranilamide reacts with β-ketoester/1,3-diketo compounds in presence of CuI-Zn(OAc)<sub>2</sub> catalyst to form quinazolin-4(3<i>H</i>)-ones scaffold through an uncommon C<span></span>C bond cleavage under solvent-free mild conditions with excellent yields. Besides, this method displays its capacity for gram-scale reactions.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 2","pages":"143-153"},"PeriodicalIF":2.0,"publicationDate":"2024-10-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143381021","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}
引用次数: 0
Green Construction of Novel 3-(Benzo[d][1,3]dioxol-5-yl)-1,8-naphthyridin-2-yl)amino)quinazoline-2,4(1H,3H)-dione and Phenyl-[1,2,4]triazolo[4,3-a][1,8]naphthyridine and Their Antimicrobial Activity
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-10-29 DOI: 10.1002/jhet.4927
Sontireddy Surender Reddy, Kavati Shireesha, Kumara Swamy Jella
{"title":"Green Construction of Novel 3-(Benzo[d][1,3]dioxol-5-yl)-1,8-naphthyridin-2-yl)amino)quinazoline-2,4(1H,3H)-dione and Phenyl-[1,2,4]triazolo[4,3-a][1,8]naphthyridine and Their Antimicrobial Activity","authors":"Sontireddy Surender Reddy,&nbsp;Kavati Shireesha,&nbsp;Kumara Swamy Jella","doi":"10.1002/jhet.4927","DOIUrl":"https://doi.org/10.1002/jhet.4927","url":null,"abstract":"<div>\u0000 \u0000 <p>A straightforward and an efficient green synthetic method has been outlined for the construction of 3-(benzo[d][1, 3] dioxol-5-yl)-1,8-naphthyridine derivatives in the presence of glacial acetic acid and Cu(OAc)<sub>2</sub> catalyst accomplished excellent yields in short reaction time. The reaction proceeds efficiently by using a greener way under microwave conditions to elevate the quantity of pure products. The purity of all the synthesized compounds was confirmed by IR, <sup>1</sup>H and <sup>13</sup>CNMR, LC–MS data and also from the elemental analyses studies. The synthesized <b>compounds</b> <b>7d</b> and <b>7f</b> performed strongest antibacterial activity against pathogenic cell lines <i>Bacillus subtilis</i> (17.5, 20.5 mm), <i>Escherichia coli</i> (28.5, 30 mm), and antifungal cell lines <i>Candida albicans</i> (18, 22.5 mm), and <i>Aspergillus Niger</i> (28.5, 40.5 mm) which are compared with clinical drugs Penicillin, Grieseofulvin. We scrutinized the remaining molecules and found that their activity ranged from modest to exceptional.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 1","pages":"122-129"},"PeriodicalIF":2.0,"publicationDate":"2024-10-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143121115","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}
引用次数: 0
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