{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,17]],"date-time":"2026-02-17T03:52:45Z","timestamp":1771300365438,"version":"3.50.1"},"reference-count":72,"publisher":"MDPI AG","issue":"21","license":[{"start":{"date-parts":[[2021,10,25]],"date-time":"2021-10-25T00:00:00Z","timestamp":1635120000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100007700","name":"Carol Davila University of Medicine and Pharmacy","doi-asserted-by":"publisher","award":["Publish not Perish Grant."],"award-info":[{"award-number":["Publish not Perish Grant."]}],"id":[{"id":"10.13039\/501100007700","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>A series of new pyrrole derivatives were designed as chemical analogs of the 1,4-dihydropyridines drugs in order to develop future new calcium channel blockers. The new tri- and tetra-substituted N-arylpyrroles were synthesized by the one-pot reaction of 1-methyl-3-cyanomethyl benzimidazolium bromide with substituted alkynes having at least one electron-withdrawing substituent, in 1,2-epoxybutane, acting both as the solvent and reagent to generate the corresponding benzimidazolium N3-ylide. The structural characterization of the new substituted pyrroles was based on IR, NMR spectroscopy as well as on single crystal X-ray analysis. The toxicity of the new compounds was assessed on the plant cell using Triticum aestivum L. species and on the animal cell using Artemia franciscana Kellogg and Daphnia magna Straus crustaceans. The compounds showed minimal phytotoxicity on Triticum rootlets and virtually no acute toxicity on Artemia nauplii, while on Daphnia magna, it induced moderate to high toxicity, similar to nifedipine. Our research indicates that the newly synthetized pyrrole derivatives are promising molecules with biological activity and low acute toxicity.<\/jats:p>","DOI":"10.3390\/molecules26216435","type":"journal-article","created":{"date-parts":[[2021,10,25]],"date-time":"2021-10-25T21:42:05Z","timestamp":1635198125000},"page":"6435","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Synthesis and Toxicity Evaluation of New Pyrroles Obtained by the Reaction of Activated Alkynes with 1-Methyl-3-(cyanomethyl)benzimidazolium Bromide"],"prefix":"10.3390","volume":"26","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-6058-6347","authenticated-orcid":false,"given":"Beatrice-Cristina","family":"Ivan","sequence":"first","affiliation":[{"name":"Faculty of Pharmacy, \u201cCarol Davila\u201d University of Medicine and Pharmacy, 6 Traian Vuia Street, 020956 Bucharest, Romania"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Florea","family":"Dumitrascu","sequence":"additional","affiliation":[{"name":"\u201cCostin D. Nenitescu\u201d Center of Organic Chemistry, Romanian Academy, 202B Splaiul Independen\u021bei, 060023 Bucharest, Romania"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Adriana Iuliana","family":"Anghel","sequence":"additional","affiliation":[{"name":"Faculty of Pharmacy, \u201cCarol Davila\u201d University of Medicine and Pharmacy, 6 Traian Vuia Street, 020956 Bucharest, Romania"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Robert Viorel","family":"Ancuceanu","sequence":"additional","affiliation":[{"name":"Faculty of Pharmacy, \u201cCarol Davila\u201d University of Medicine and Pharmacy, 6 Traian Vuia Street, 020956 Bucharest, Romania"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1222-4373","authenticated-orcid":false,"given":"Sergiu","family":"Shova","sequence":"additional","affiliation":[{"name":"Laboratory of Inorganic Polymers, \u201cPetru Poni\u201d Institute of Macromolecular Chemistry, 41A Aleea Grigore Ghica Voda, 700487 Iasi, Romania"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Denisa","family":"Dumitrescu","sequence":"additional","affiliation":[{"name":"Faculty of Pharmacy, \u201cOvidius\u201d University Constanta, Cpt. 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