{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T17:41:45Z","timestamp":1785433305093,"version":"3.56.0"},"reference-count":35,"publisher":"Beilstein Institut","license":[{"start":{"date-parts":[[2022,5,9]],"date-time":"2022-05-09T00:00:00Z","timestamp":1652054400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2022,5,9]],"date-time":"2022-05-09T00:00:00Z","timestamp":1652054400000},"content-version":"am","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2022,5,9]],"date-time":"2022-05-09T00:00:00Z","timestamp":1652054400000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Beilstein J. Org. Chem."],"accepted":{"date-parts":[[2022,5,4]]},"abstract":"<jats:p>\n                    A series of 26 novel 1-(7-chloroquinolin-4-yl)-4-nitro-1\n                    <jats:italic>H<\/jats:italic>\n                    -pyrazoles bearing a dichloromethyl and an amino or thio moiety at C3 and C5 has been prepared in yields up to 72% from the reaction of 1,1-bisazolyl-, 1-azolyl-1-amino-, and 1-thioperchloro-2-nitrobuta-1,3-dienes with 7-chloro-4-hydrazinylquinoline. A new way for the formation of a pyrazole cycle from 3-methyl-2-(2,3,3-trichloro-1-nitroallylidene)oxazolidine (\n                    <jats:bold>6<\/jats:bold>\n                    ) is also described. In addition, the antimalarial activity of the synthesized compounds has been evaluated in vitro against the protozoan malaria parasite\n                    <jats:italic>Plasmodium falciparum<\/jats:italic>\n                    . Notably, the 7-chloro-4-(5-(dichloromethyl)-4-nitro-3-(1\n                    <jats:italic>H<\/jats:italic>\n                    -1,2,4-triazol-1-yl)-1\n                    <jats:italic>H<\/jats:italic>\n                    -pyrazol-1-yl)quinoline (\n                    <jats:bold>3b<\/jats:bold>\n                    ) and 7-chloro-4-(3-((4-chlorophenyl)thio)-5-(dichloromethyl)-4-nitro-1\n                    <jats:italic>H<\/jats:italic>\n                    -pyrazol-1-yl)quinoline (\n                    <jats:bold>9e<\/jats:bold>\n                    ) inhibited the growth of the chloroquine-sensitive\n                    <jats:italic>Plasmodium falciparum<\/jats:italic>\n                    strain 3D7 with EC\n                    <jats:sub>50<\/jats:sub>\n                    values of 0.2 \u00b1 0.1 \u00b5M (85 ng\/mL, 200 nM) and 0.2 \u00b1 0.04 \u00b5M (100 ng\/mL, 200 nM), respectively. Two compounds (\n                    <jats:bold>3b<\/jats:bold>\n                    and\n                    <jats:bold>10d<\/jats:bold>\n                    ) have also been tested for anti-SARS-CoV-2, antibacterial, and cytotoxic activity.\n                  <\/jats:p>","DOI":"10.3762\/bjoc.18.54","type":"journal-article","created":{"date-parts":[[2022,5,9]],"date-time":"2022-05-09T07:15:41Z","timestamp":1652080541000},"page":"524-532","source":"Crossref","is-referenced-by-count":9,"title":["Chemistry of polyhalogenated nitrobutadienes, 17: Efficient synthesis of persubstituted chloroquinolinyl-1\n                    <i>H<\/i>\n                    -pyrazoles and evaluation of their antimalarial, anti-SARS-CoV-2, antibacterial, and cytotoxic activities"],"prefix":"10.3762","volume":"18","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-5477-8702","authenticated-orcid":false,"given":"Viktor 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