{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,14]],"date-time":"2026-07-14T04:19:29Z","timestamp":1784002769300,"version":"3.55.0"},"reference-count":33,"publisher":"Wiley","issue":"1","license":[{"start":{"date-parts":[[2024,12,25]],"date-time":"2024-12-25T00:00:00Z","timestamp":1735084800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Archiv der Pharmazie"],"published-print":{"date-parts":[[2025,1]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>This report explores the potential of novel 6\u2010aryloxy\u20102\u2010aminopyrimidine\u2010benzonitrile scaffolds as promising anti\u2010infective agents in the face of the increasing threat of infectious diseases. Starting from 2\u2010amino\u20104,6\u2010dichloropyrimidine, a series of 24 compounds inspired from the antiviral drugs dapivirine, etravirine, and rilpivirine were designed and synthesized via a two\u2010step reaction sequence in good yields. Biological testing of synthetic analogs revealed potent inhibition against both viral and tuberculosis targets. Notably, compounds <jats:bold>5p<\/jats:bold> (2,4\u2010dimethyl substitution; IC<jats:sub>50<\/jats:sub>\u2009=\u200944\u2009\u00b1\u20094.9\u2009\u00b5M; selectivity index [SI]\u2009=\u200920) and <jats:bold>5\u2009s<\/jats:bold> (3\u2010thiophenphenyl; IC<jats:sub>50<\/jats:sub>\u2009=\u20096\u2009\u00b1\u20091\u2009\u00b5M; SI\u2009=\u2009120) showed significant antiviral activity against pandemic influenza virus A\/Puerto Rico\/8\/34 (H1N1) with positive toxicity profiles and also exhibited good IC<jats:sub>50<\/jats:sub> values (<jats:bold>5p<\/jats:bold>, IC<jats:sub>50<\/jats:sub>\u2009=\u200910\u2009\u00b1\u20092\u2009\u00b5M; SI\u2009=\u20099 and <jats:bold>5\u2009s<\/jats:bold>, IC<jats:sub>50<\/jats:sub>\u2009=\u200916\u2009\u00b1\u20092\u2009\u00b5M; SI\u2009=\u200960) against the severe acute respiratory syndrome coronavirus 2 (SARS\u2010CoV\u20102) (Wuhan strain) compared with favipiravir. In addition, analogs <jats:bold>5a<\/jats:bold>, <jats:bold>5r<\/jats:bold>, <jats:bold>5t<\/jats:bold>, and <jats:bold>5u<\/jats:bold> showed good antitubercular activity against <jats:italic>Mycobacterium tuberculosis<\/jats:italic> H37Rv strain and compounds <jats:bold>3<\/jats:bold>, <jats:bold>5f<\/jats:bold>, <jats:bold>5n<\/jats:bold>, and <jats:bold>5q<\/jats:bold> showed moderate antibacterial activity against gram+ve and gram\u2010ve bacterial strains, suggesting that this scaffold has a broad spectrum of therapeutic effects.<\/jats:p>","DOI":"10.1002\/ardp.202400580","type":"journal-article","created":{"date-parts":[[2024,12,26]],"date-time":"2024-12-26T03:46:52Z","timestamp":1735184812000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["6\u2010aryloxy\u20102\u2010aminopyrimidine\u2010benzonitrile hybrids as anti\u2010infective agents: Synthesis, bioevaluation, and molecular docking"],"prefix":"10.1002","volume":"358","author":[{"given":"Abburi Naga","family":"Pranathi","sequence":"first","affiliation":[{"name":"Fluoro &amp; Agro Chemicals Division CSIR\u2010Indian Institute of Chemical Technology Hyderabad Telangana India"},{"name":"Academy of Scientific and Innovative Research (AcSIR) Ghaziabad India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nagineni","family":"Devendra","sequence":"additional","affiliation":[{"name":"Fluoro &amp; Agro Chemicals Division CSIR\u2010Indian Institute of Chemical Technology Hyderabad Telangana India"},{"name":"Academy of Scientific and Innovative Research (AcSIR) Ghaziabad India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rakesh K.","family":"Bollikanda","sequence":"additional","affiliation":[{"name":"Fluoro &amp; Agro Chemicals Division CSIR\u2010Indian Institute of Chemical Technology Hyderabad Telangana India"},{"name":"Academy of Scientific and Innovative Research (AcSIR) Ghaziabad India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pavan K.","family":"Bangalore","sequence":"additional","affiliation":[{"name":"Fluoro &amp; Agro Chemicals Division CSIR\u2010Indian Institute of Chemical Technology Hyderabad Telangana India"},{"name":"Academy of Scientific and Innovative Research (AcSIR) Ghaziabad India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Iana L.","family":"Esaulkova","sequence":"additional","affiliation":[{"name":"Pasteur Institute of Epidemiology and Microbiology St. Petersburg Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mikhail G.","family":"Mikhalsky","sequence":"additional","affiliation":[{"name":"Pasteur Institute of Epidemiology and Microbiology St. Petersburg Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1553-2643","authenticated-orcid":false,"given":"Maria A.","family":"Niukalova","sequence":"additional","affiliation":[{"name":"Pasteur Institute of Epidemiology and Microbiology St. Petersburg Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6837-5242","authenticated-orcid":false,"given":"Vladimir V.","family":"Zarubaev","sequence":"additional","affiliation":[{"name":"Pasteur Institute of Epidemiology and Microbiology St. Petersburg Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Balasubramanian","family":"Sridhar","sequence":"additional","affiliation":[{"name":"Centre for X\u2010ray Crystallography, Analytical Chemistry Division, CSIR\u2010 Indian Institute of Chemical Technology Hyderabad Telangana India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4270-9651","authenticated-orcid":false,"given":"Srinivas","family":"Kantevari","sequence":"additional","affiliation":[{"name":"Fluoro &amp; 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