{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,27]],"date-time":"2026-09-27T20:58:03Z","timestamp":1790542683692,"version":"4.1.0"},"reference-count":60,"publisher":"Wiley","issue":"9","license":[{"start":{"date-parts":[[2026,9,23]],"date-time":"2026-09-23T00:00:00Z","timestamp":1790121600000},"content-version":"vor","delay-in-days":22,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"},{"start":{"date-parts":[[2026,9,1]],"date-time":"2026-09-01T00:00:00Z","timestamp":1788220800000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry &amp;amp; Biodiversity"],"published-print":{"date-parts":[[2026,9]]},"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    This study presents the formation of 2\u2010methoxy\u20103\u2010cyanopyridine derivatives\n                    <jats:bold>3(a\u2013g)<\/jats:bold>\n                    that occurred while attempting to synthesize furo[2,3\u2010\n                    <jats:italic>b<\/jats:italic>\n                    ]pyridines. The structures of all newly synthesized compounds were confirmed by IR,\n                    <jats:sup>1<\/jats:sup>\n                    H NMR,\n                    <jats:sup>13<\/jats:sup>\n                    C NMR, 2D\u2010NMR, HRMS, and crystal x\u2010ray structure analysis. In the crystal structure of\n                    <jats:bold>3f<\/jats:bold>\n                    , the molecules are connected by C\u2015H\u00b7\u00b7\u00b7N\u2261C, C\u2015Cl\u00b7\u00b7\u00b7O\u2015C, and C\u2015S\u00b7\u00b7\u00b7N\u2261C interactions to form layers, which are further connected through \u03c0\u00b7\u00b7\u00b7\u03c0 and Cl\u00b7\u00b7\u00b7\u03c0 interactions, consolidating a 3\u2010dimensional structure. The antioxidant activities of all synthesized compounds were tested in a DPPH (2,2\u2010diphenyl\u20101\u2010picrylhydrazyl) free radical scavenger assay. Compound\n                    <jats:bold>3d<\/jats:bold>\n                    displayed the highest level of activity with an IC\n                    <jats:sub>50<\/jats:sub>\n                    of 57.47 \u00b1 1.17\u00a0\u00b5g\/mL. Moderate levels of antibacterial activity were found against\n                    <jats:italic>Escherichia coli<\/jats:italic>\n                    , Coagulase\u2010Negative\n                    <jats:italic>Staphylococci<\/jats:italic>\n                    (CONS), and\n                    <jats:italic>Streptococcus<\/jats:italic>\n                    species. These findings indicate that the 2\u2010methoxy nicotinonitrile is an adaptable scaffolding to provide both tunable electronic properties and potential antioxidant and antibacterial properties. This new synthetic conversion described here demonstrates a practical method for preparing structurally diverse cyanopyridines and provides a platform for further lead optimization toward future multifunctional bioactive compounds.\n                  <\/jats:p>","DOI":"10.1002\/cbdv.71718","type":"journal-article","created":{"date-parts":[[2026,9,23]],"date-time":"2026-09-23T12:21:16Z","timestamp":1790166076000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Synthesis, Characterization, and Biological Assessment of 2\u2010Methoxynicotinonitrile Derivatives"],"prefix":"10.1002","volume":"23","author":[{"ORCID":"https:\/\/orcid.org\/0009-0008-4730-6070","authenticated-orcid":false,"given":"Eman","family":"Sulaiman","sequence":"first","affiliation":[{"name":"Faculty of Science Department of Chemistry Al al\u2010Bayt University Al\u2010Mafraq 25113 Jordan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Eman","family":"Al\u2010Masri","sequence":"additional","affiliation":[{"name":"Department of Chemistry The University of Jordan  Amman Jordan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6708-2301","authenticated-orcid":false,"given":"Maram B.","family":"Alhawarri","sequence":"additional","affiliation":[{"name":"Faculty of Pharmacy Department of Pharmacy Jadara University  Irbid Jordan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0720-9889","authenticated-orcid":false,"given":"Mohammad M.","family":"Ibrahim","sequence":"additional","affiliation":[{"name":"Faculty of Science Department of Chemistry Al al\u2010Bayt University Al\u2010Mafraq 25113 Jordan"},{"name":"Department of Chemistry and Pharmacy Friedrich\u2010Alexander\u2010University Erlangen\u2010N\u00fcrnberg Nikolaus Fiebiger\u2010Stra\u00dfe 10 Erlangen 91058 Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mahmoud","family":"Al\u2010Refai","sequence":"additional","affiliation":[{"name":"Faculty of Science Department of Chemistry Al al\u2010Bayt University Al\u2010Mafraq 25113 Jordan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9326-0909","authenticated-orcid":false,"given":"Basem F.","family":"Ali","sequence":"additional","affiliation":[{"name":"Faculty of Science Department of Chemistry Al al\u2010Bayt University Al\u2010Mafraq 25113 Jordan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6145-8440","authenticated-orcid":false,"given":"Ali","family":"Shuaib","sequence":"additional","affiliation":[{"name":"Faculty of Medicine Department of Physiology Biomedical Engineering Unit Kuwait University  Safat Kuwait"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,9,23]]},"reference":[{"key":"e_1_2_9_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2016.04.041"},{"key":"e_1_2_9_3_1","doi-asserted-by":"publisher","DOI":"10.5012\/BKCS.2011.32.2.576"},{"key":"e_1_2_9_4_1","doi-asserted-by":"publisher","DOI":"10.1186\/1752\u2010153X\u20108\u201032"},{"key":"e_1_2_9_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.1c00202"},{"key":"e_1_2_9_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.0c01786"},{"key":"e_1_2_9_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/ardp.202300067"},{"key":"e_1_2_9_8_1","doi-asserted-by":"publisher","DOI":"10.1080\/00397911.2019.1616760"},{"key":"e_1_2_9_9_1","doi-asserted-by":"publisher","DOI":"10.1016\/0883\u20102897(89)90138\u20104"},{"key":"e_1_2_9_10_1","doi-asserted-by":"publisher","DOI":"10.1124\/jpet.102.035899"},{"key":"e_1_2_9_11_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbdv.202402915"},{"key":"e_1_2_9_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/slct.202401770"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2023.106874"},{"key":"e_1_2_9_14_1","doi-asserted-by":"publisher","DOI":"10.1007\/s10870\u2010016\u20100661\u2010z"},{"key":"e_1_2_9_15_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2025.142833"},{"key":"e_1_2_9_16_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2025.143250"},{"key":"e_1_2_9_17_1","doi-asserted-by":"publisher","DOI":"10.1107\/S2056989023001883"},{"key":"e_1_2_9_18_1","doi-asserted-by":"publisher","DOI":"10.1002\/jhet.4704"},{"key":"e_1_2_9_19_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.3c01202"},{"key":"e_1_2_9_20_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5b00484"},{"key":"e_1_2_9_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar5001555"},{"key":"e_1_2_9_22_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr500674c"},{"key":"e_1_2_9_23_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.3c00634"},{"key":"e_1_2_9_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jcim.6b00236"},{"key":"e_1_2_9_25_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200806219"},{"key":"e_1_2_9_26_1","doi-asserted-by":"publisher","DOI":"10.1110\/ps.033910.107"},{"key":"e_1_2_9_27_1","doi-asserted-by":"publisher","DOI":"10.1016\/S1463\u20100184(00)00035\u20106"},{"key":"e_1_2_9_28_1","doi-asserted-by":"publisher","DOI":"10.1016\/S1463\u20100184(03)00068\u20106"},{"key":"e_1_2_9_29_1","doi-asserted-by":"publisher","DOI":"10.1002\/jhet.2414"},{"key":"e_1_2_9_30_1","doi-asserted-by":"publisher","DOI":"10.1080\/00397910903079631"},{"key":"e_1_2_9_31_1","doi-asserted-by":"publisher","DOI":"10.1002\/jhet.4134"},{"key":"e_1_2_9_32_1","volume-title":"Antioxidant Compounds and Their Antioxidant Mechanism","author":"Santos\u2010S\u00e1nchez N. F.","year":"2019"},{"key":"e_1_2_9_33_1","doi-asserted-by":"publisher","DOI":"10.1134\/S1070363223080054"},{"key":"e_1_2_9_34_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jfluchem.2008.06.023"},{"key":"e_1_2_9_35_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41598\u2010020\u201059451\u2010z"},{"key":"e_1_2_9_36_1","doi-asserted-by":"publisher","DOI":"10.22034\/bmc.2025.564141.1091"},{"key":"e_1_2_9_37_1","doi-asserted-by":"publisher","DOI":"10.48309\/ajgc.2024.399046.1396"},{"key":"e_1_2_9_38_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules23102548"},{"key":"e_1_2_9_39_1","doi-asserted-by":"publisher","DOI":"10.22034\/cpl.2025.542303.1001"},{"key":"e_1_2_9_40_1","doi-asserted-by":"publisher","DOI":"10.22034\/nc.2026.574703.1070"},{"key":"e_1_2_9_41_1","doi-asserted-by":"publisher","DOI":"10.48309\/ajgc.2024.421849.1455"},{"key":"e_1_2_9_42_1","doi-asserted-by":"publisher","DOI":"10.22034\/bmc.2024.450354.1033"},{"key":"e_1_2_9_43_1","doi-asserted-by":"publisher","DOI":"10.22034\/bmc.2024.449268.1031"},{"key":"e_1_2_9_44_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.4901898"},{"key":"e_1_2_9_45_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010018\u201006298\u20108"},{"key":"e_1_2_9_46_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.diagmicrobio.2013.11.010"},{"key":"e_1_2_9_47_1","doi-asserted-by":"publisher","DOI":"10.1155\/2023\/9967591"},{"key":"e_1_2_9_48_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0022\u20102860(02)00406\u20104"},{"key":"e_1_2_9_49_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2024.116364"},{"key":"e_1_2_9_50_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2010.03.039"},{"key":"e_1_2_9_51_1","doi-asserted-by":"publisher","DOI":"10.5012\/bkcs.2014.35.4.1121"},{"key":"e_1_2_9_52_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules24061003"},{"key":"e_1_2_9_53_1","doi-asserted-by":"publisher","DOI":"10.22034\/jsc.2026.582090.1143"},{"key":"e_1_2_9_54_1","doi-asserted-by":"publisher","DOI":"10.48309\/chemm.2024.451953.1780"},{"key":"e_1_2_9_55_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11164\u2010023\u201005165\u20106"},{"key":"e_1_2_9_56_1","doi-asserted-by":"publisher","DOI":"10.12816\/0026450"},{"key":"e_1_2_9_57_1","doi-asserted-by":"publisher","DOI":"10.14233\/ajchem.2015.17918"},{"key":"e_1_2_9_58_1","unstructured":"Rigaku CrystalClear 2.1 b46 Rigaku Corporation T Japan (2016)."},{"key":"e_1_2_9_59_1","doi-asserted-by":"publisher","DOI":"10.1107\/S0021889807029238"},{"key":"e_1_2_9_60_1","doi-asserted-by":"publisher","DOI":"10.1107\/S0108767307043930"},{"key":"e_1_2_9_61_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules26092594"}],"container-title":["Chemistry &amp; Biodiversity"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cbdv.71718","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/cbdv.71718","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cbdv.71718","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,9,27]],"date-time":"2026-09-27T20:55:42Z","timestamp":1790542542000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/cbdv.71718"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,9]]},"references-count":60,"journal-issue":{"issue":"9","published-print":{"date-parts":[[2026,9]]}},"alternative-id":["10.1002\/cbdv.71718"],"URL":"https:\/\/doi.org\/10.1002\/cbdv.71718","archive":["Portico"],"relation":{},"ISSN":["1612-1872","1612-1880"],"issn-type":[{"value":"1612-1872","type":"print"},{"value":"1612-1880","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,9]]},"assertion":[{"value":"2026-04-10","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-09-04","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-09-23","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e71718"}}