<?xml version="1.0" encoding="UTF-8"?>
<!DOCTYPE article
PUBLIC "-//NLM//DTD JATS (Z39.96) Journal Publishing DTD v1.4 20190208//EN"
       "JATS-journalpublishing1.dtd">
<article xmlns:mml="http://www.w3.org/1998/Math/MathML" xmlns:xlink="http://www.w3.org/1999/xlink" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" article-type="research-article" dtd-version="1.4" xml:lang="en">
 <front>
  <journal-meta>
   <journal-id journal-id-type="publisher-id">From Chemistry Towards Technology Step-By-Step</journal-id>
   <journal-title-group>
    <journal-title xml:lang="en">From Chemistry Towards Technology Step-By-Step</journal-title>
    <trans-title-group xml:lang="ru">
     <trans-title>От химии к технологии шаг за шагом</trans-title>
    </trans-title-group>
   </journal-title-group>
   <issn publication-format="online">2782-1900</issn>
  </journal-meta>
  <article-meta>
   <article-id pub-id-type="publisher-id">127831</article-id>
   <article-id pub-id-type="doi">10.52957/2782-1900-2026-7-2-86-92</article-id>
   <article-categories>
    <subj-group subj-group-type="toc-heading" xml:lang="ru">
     <subject>Научные статьи</subject>
    </subj-group>
    <subj-group subj-group-type="toc-heading" xml:lang="en">
     <subject>Scientific articles</subject>
    </subj-group>
    <subj-group>
     <subject>Научные статьи</subject>
    </subj-group>
   </article-categories>
   <title-group>
    <article-title xml:lang="en">Synthesis, fluorescent and antibacterial properties of N-(2'-aminoaryl)-substituted 1,2,4-oxadiazol-5(4H)-ones</article-title>
    <trans-title-group xml:lang="ru">
     <trans-title>Synthesis, fluorescent and antibacterial properties of N-(2'-aminoaryl)-substituted 1,2,4-oxadiazol-5(4H)-ones</trans-title>
    </trans-title-group>
   </title-group>
   <contrib-group content-type="authors">
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Шетнев</surname>
       <given-names>Антон Андреевич</given-names>
      </name>
      <name xml:lang="en">
       <surname>Shetnev</surname>
       <given-names>Anton Andreevich</given-names>
      </name>
     </name-alternatives>
     <email>a.shetnev@list.ru</email>
     <bio xml:lang="ru">
      <p>кандидат химических наук;</p>
     </bio>
     <bio xml:lang="en">
      <p>candidate of chemical sciences;</p>
     </bio>
     <xref ref-type="aff" rid="aff-1"/>
    </contrib>
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Константинова</surname>
       <given-names>Анна Сергеевна</given-names>
      </name>
      <name xml:lang="en">
       <surname>Konstantinova</surname>
       <given-names>Anna Sergeevna</given-names>
      </name>
     </name-alternatives>
     <bio xml:lang="ru">
      <p>аспирант химических наук;</p>
     </bio>
     <bio xml:lang="en">
      <p>graduate student of chemical sciences;</p>
     </bio>
     <xref ref-type="aff" rid="aff-2"/>
    </contrib>
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Романычева</surname>
       <given-names>Анна Александровна</given-names>
      </name>
      <name xml:lang="en">
       <surname>Romanycheva</surname>
       <given-names>Anna Aleksandrovna</given-names>
      </name>
     </name-alternatives>
     <bio xml:lang="ru">
      <p>кандидат биологических наук;</p>
     </bio>
     <bio xml:lang="en">
      <p>candidate of sciences in biology;</p>
     </bio>
     <xref ref-type="aff" rid="aff-3"/>
    </contrib>
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Байков</surname>
       <given-names>Сергей Валентинович</given-names>
      </name>
      <name xml:lang="en">
       <surname>Baykov</surname>
       <given-names>Sergey Valentinovich</given-names>
      </name>
     </name-alternatives>
     <bio xml:lang="ru">
      <p>кандидат химических наук;</p>
     </bio>
     <bio xml:lang="en">
      <p>candidate of chemical sciences;</p>
     </bio>
     <xref ref-type="aff" rid="aff-4"/>
    </contrib>
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Силин</surname>
       <given-names>Александр Маркович</given-names>
      </name>
      <name xml:lang="en">
       <surname>Silin</surname>
       <given-names>Alexander Markovich</given-names>
      </name>
     </name-alternatives>
     <xref ref-type="aff" rid="aff-2"/>
    </contrib>
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Калашников</surname>
       <given-names>Павел Николаевич</given-names>
      </name>
      <name xml:lang="en">
       <surname>Kalashnikov</surname>
       <given-names>Pavel Nikolaevich</given-names>
      </name>
     </name-alternatives>
     <xref ref-type="aff" rid="aff-2"/>
    </contrib>
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Корсаков</surname>
       <given-names>Михаил Константинович</given-names>
      </name>
      <name xml:lang="en">
       <surname>Korsakov</surname>
       <given-names>Mikhail Konstantinovich</given-names>
      </name>
     </name-alternatives>
     <bio xml:lang="ru">
      <p>доктор химических наук;</p>
     </bio>
     <bio xml:lang="en">
      <p>doctor of chemical sciences;</p>
     </bio>
     <xref ref-type="aff" rid="aff-4"/>
    </contrib>
   </contrib-group>
   <aff-alternatives id="aff-1">
    <aff>
     <institution xml:lang="ru">Санкт Петербургский государственный университет</institution>
     <city>Санкт Петербург</city>
     <country>Россия</country>
    </aff>
    <aff>
     <institution xml:lang="en">Санкт Петербургский государственный университет</institution>
     <city>Санкт Петербург</city>
     <country>Russian Federation</country>
    </aff>
   </aff-alternatives>
   <aff-alternatives id="aff-2">
    <aff>
     <institution xml:lang="ru">Ярославский государственный педагогический университет  им. К.Д. Ушинского</institution>
    </aff>
    <aff>
     <institution xml:lang="en">Yaroslavl State Pedagogical University named after K.D. Ushinsky</institution>
    </aff>
   </aff-alternatives>
   <aff-alternatives id="aff-3">
    <aff>
     <institution xml:lang="ru">Санкт Петербургский государственный университет</institution>
     <country>Россия</country>
    </aff>
    <aff>
     <institution xml:lang="en">Санкт Петербургский государственный университет</institution>
     <country>Russian Federation</country>
    </aff>
   </aff-alternatives>
   <aff-alternatives id="aff-4">
    <aff>
     <institution xml:lang="ru">Санкт-Петербургский государственный университет</institution>
    </aff>
    <aff>
     <institution xml:lang="en">St. Petersburg State University</institution>
    </aff>
   </aff-alternatives>
   <pub-date publication-format="print" date-type="pub" iso-8601-date="2026-07-10T07:09:17+03:00">
    <day>10</day>
    <month>07</month>
    <year>2026</year>
   </pub-date>
   <pub-date publication-format="electronic" date-type="pub" iso-8601-date="2026-07-10T07:09:17+03:00">
    <day>10</day>
    <month>07</month>
    <year>2026</year>
   </pub-date>
   <volume>7</volume>
   <issue>2</issue>
   <fpage>86</fpage>
   <lpage>92</lpage>
   <history>
    <date date-type="received" iso-8601-date="2026-04-29T00:00:00+03:00">
     <day>29</day>
     <month>04</month>
     <year>2026</year>
    </date>
    <date date-type="accepted" iso-8601-date="2026-06-08T00:00:00+03:00">
     <day>08</day>
     <month>06</month>
     <year>2026</year>
    </date>
   </history>
   <self-uri xlink:href="https://chemintech.ru/en/nauka/article/127831/view">https://chemintech.ru/en/nauka/article/127831/view</self-uri>
   <abstract xml:lang="ru">
    <p>A series of eight new 2'-aminoaryloxadiazol-5(4H)-ones has been synthesized via the reduction of the corresponding nitro derivatives with tin(II) chloride. The antibacterial and fluorescent properties of the derivatives have been studied. We obtain the compound with moderate antibacterial activity against a sensitive strain of the Gram-positive bacterium Staphylococcus aureus ATCC-25923 (3-amino-4-(3-(3,4-dichlorophenyl)-5-oxo-1,2,4-oxadiazol-4(5H)-yl)benzonitrile, MIC 64 µg/mL. It demonstrates weak fluorescent properties upon irradiation with light at λ = 355 nm.</p>
   </abstract>
   <trans-abstract xml:lang="en">
    <p>A series of eight new 2'-aminoaryloxadiazol-5(4H)-ones has been synthesized via the reduction of the corresponding nitro derivatives with tin(II) chloride. The antibacterial and fluorescent properties of the derivatives have been studied. We obtain the compound with moderate antibacterial activity against a sensitive strain of the Gram-positive bacterium Staphylococcus aureus ATCC-25923 (3-amino-4-(3-(3,4-dichlorophenyl)-5-oxo-1,2,4-oxadiazol-4(5H)-yl)benzonitrile, MIC 64 µg/mL. It demonstrates weak fluorescent properties upon irradiation with light at λ = 355 nm.</p>
   </trans-abstract>
   <kwd-group xml:lang="en">
    <kwd>oxadiazol-5(4H)-one</kwd>
    <kwd>reduction</kwd>
    <kwd>tin(II) chloride</kwd>
    <kwd>antibacterial activity</kwd>
    <kwd>fluorescence</kwd>
   </kwd-group>
   <funding-group>
    <funding-statement xml:lang="en">The study was conducted with the support of St. Petersburg State University Grant No. 126022017742-6.</funding-statement>
   </funding-group>
  </article-meta>
 </front>
 <body>
  <p></p>
 </body>
 <back>
  <ref-list>
   <ref id="B1">
    <label>1.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Pace A., Pierro P. The new era of 1,2,4-oxadiazoles. Org. Biomol. Chem., 2009, 7(21), 4337. DOI: 10.1039/b908937c</mixed-citation>
     <mixed-citation xml:lang="en">Pace A., Pierro P. The new era of 1,2,4-oxadiazoles. Org. Biomol. Chem., 2009, 7(21), 4337. DOI: 10.1039/b908937c</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B2">
    <label>2.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Mao T., Meng Q., Zhang H., Zhang J.J., Shi S., Guan Z., Jiang X., Zhang F., Lei H., Lin X. 760-P: Discovery of GSBR-1290, a Highly Potent, Orally Available, Novel Small Molecule GLP-1 Receptor Agonist. Diabetes, 2023, 72, 760-P. DOI: 10.2337/db23-760-P</mixed-citation>
     <mixed-citation xml:lang="en">Mao T., Meng Q., Zhang H., Zhang J.J., Shi S., Guan Z., Jiang X., Zhang F., Lei H., Lin X. 760-P: Discovery of GSBR-1290, a Highly Potent, Orally Available, Novel Small Molecule GLP-1 Receptor Agonist. Diabetes, 2023, 72, 760-P. DOI: 10.2337/db23-760-P</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B3">
    <label>3.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Ohmoto K., Okuma M., Yamamoto T., Kijima H., Sekioka T., Kitagawa K., Yamamoto S., Tanaka K., Kawabata K., Sakata A., Imawaka H., Nakai H., Toda M. Design and Synthesis of New Orally Active Inhibitors of Human Neutrophil Elastase. Bioorg. Med. Chem., 2001, 9, 1307–1323. DOI: 10.1016/s0968-0896(01)00007-4</mixed-citation>
     <mixed-citation xml:lang="en">Ohmoto K., Okuma M., Yamamoto T., Kijima H., Sekioka T., Kitagawa K., Yamamoto S., Tanaka K., Kawabata K., Sakata A., Imawaka H., Nakai H., Toda M. Design and Synthesis of New Orally Active Inhibitors of Human Neutrophil Elastase. Bioorg. Med. Chem., 2001, 9, 1307–1323. DOI: 10.1016/s0968-0896(01)00007-4</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B4">
    <label>4.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Semenov A. V., Baykov S. V., Soldatova N. S., Geyl K. K., Shetnev A. A., Boyarskiy V. P., Postnikov P. S. Expanding the antiviral arsenal: N-arylated 1, 2, 4-oxadiazol-5 (4H)-ones show high activity against orthopoxviruses. Europ. J. Med. Chem., 2025, 118124. DOI: 10.1016/j.ejmech.2025.118124</mixed-citation>
     <mixed-citation xml:lang="en">Semenov A. V., Baykov S. V., Soldatova N. S., Geyl K. K., Shetnev A. A., Boyarskiy V. P., Postnikov P. S. Expanding the antiviral arsenal: N-arylated 1, 2, 4-oxadiazol-5 (4H)-ones show high activity against orthopoxviruses. Europ. J. Med. Chem., 2025, 118124. DOI: 10.1016/j.ejmech.2025.118124</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B5">
    <label>5.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Kumar R., Yadav R. K., Mazumder A., Salahuddin, Kukreti N., Singh H., Khan F., Singh S. K. Insights into adopted synthetic approaches for 1,2,4-oxadiazoles: A review. Synth. Commun., 2023, 53(21), 1761–1783. DOI: 10.1080/00397911.2023.2256008</mixed-citation>
     <mixed-citation xml:lang="en">Kumar R., Yadav R. K., Mazumder A., Salahuddin, Kukreti N., Singh H., Khan F., Singh S. K. Insights into adopted synthetic approaches for 1,2,4-oxadiazoles: A review. Synth. Commun., 2023, 53(21), 1761–1783. DOI: 10.1080/00397911.2023.2256008</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B6">
    <label>6.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Deegan T. L., Nitz T. J., Cebzanov D., Pufko D. E., Porco J. A. Jr. Parallel synthesis of 1,2,4-oxadiazoles using CDI activation. Bioorg. Med. Chem. Lett., 1999, 9(2), 209–212. DOI: 10.1016/s0960-894x(98)00712-4</mixed-citation>
     <mixed-citation xml:lang="en">Deegan T. L., Nitz T. J., Cebzanov D., Pufko D. E., Porco J. A. Jr. Parallel synthesis of 1,2,4-oxadiazoles using CDI activation. Bioorg. Med. Chem. Lett., 1999, 9(2), 209–212. DOI: 10.1016/s0960-894x(98)00712-4</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B7">
    <label>7.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Ispikoudi M., Litinas K.E., Fylaktakidou K.C. A Convenient Synthesis of 5-Amino-Substituted 1,2,4 Oxadiazole Derivatives via Reactions of Amidoximes with Carbodiimides. Heterocycles, 2008, 75(6), 1321–1328. DOI: 10.3987/com-08-11340</mixed-citation>
     <mixed-citation xml:lang="en">Ispikoudi M., Litinas K.E., Fylaktakidou K.C. A Convenient Synthesis of 5-Amino-Substituted 1,2,4 Oxadiazole Derivatives via Reactions of Amidoximes with Carbodiimides. Heterocycles, 2008, 75(6), 1321–1328. DOI: 10.3987/com-08-11340</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B8">
    <label>8.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Neves Filho R. A. W., Bezerra N. M. M., Guedes J. M., Srivastava R. M. An easy synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from carboxylic acids and arylamidoximes mediated by ethyl chloroformate. J. Braz. Chem. Soc., 2009, 20(7), 1365–1369. DOI: 10.1590/s0103-50532009000700023</mixed-citation>
     <mixed-citation xml:lang="en">Neves Filho R. A. W., Bezerra N. M. M., Guedes J. M., Srivastava R. M. An easy synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from carboxylic acids and arylamidoximes mediated by ethyl chloroformate. J. Braz. Chem. Soc., 2009, 20(7), 1365–1369. DOI: 10.1590/s0103-50532009000700023</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B9">
    <label>9.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Phakhodee W., Duangkamol C., Wiriya, N., Pattarawarapan M. A convenient one-pot synthesis of N substituted amidoximes and their application toward 1,2,4-oxadiazol-5-ones. RSC Adv., 2018, 8(67), 38281–38288. DOI: 10.1039/c8ra08207c</mixed-citation>
     <mixed-citation xml:lang="en">Phakhodee W., Duangkamol C., Wiriya, N., Pattarawarapan M. A convenient one-pot synthesis of N substituted amidoximes and their application toward 1,2,4-oxadiazol-5-ones. RSC Adv., 2018, 8(67), 38281–38288. DOI: 10.1039/c8ra08207c</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B10">
    <label>10.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Porcheddu A., Cadoni R., De Luca L. A fast and efficient one-pot microwave assisted synthesis of variously di-substituted 1,2,4-oxadiazoles. Org. Biomol. Chem., 2011, 9(21), 7539. DOI: 10.1039/c1ob06055d</mixed-citation>
     <mixed-citation xml:lang="en">Porcheddu A., Cadoni R., De Luca L. A fast and efficient one-pot microwave assisted synthesis of variously di-substituted 1,2,4-oxadiazoles. Org. Biomol. Chem., 2011, 9(21), 7539. DOI: 10.1039/c1ob06055d</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B11">
    <label>11.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Baykov S.V., Sharonova T., Osipyan A. T., Rozhkov S.S., Shetnev A.A., Smirnov A. V. A convenient and mild method for 1,2,4-oxadiazole preparation: cyclodehydration of O-acylamidoximes in the superbase system MOH/DMSO. Tetrahedron Lett., 2016, 57(26), 2898–2900. DOI: 10.1016/j.tetlet.2016.05.071</mixed-citation>
     <mixed-citation xml:lang="en">Baykov S.V., Sharonova T., Osipyan A. T., Rozhkov S.S., Shetnev A.A., Smirnov A. V. A convenient and mild method for 1,2,4-oxadiazole preparation: cyclodehydration of O-acylamidoximes in the superbase system MOH/DMSO. Tetrahedron Lett., 2016, 57(26), 2898–2900. DOI: 10.1016/j.tetlet.2016.05.071</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B12">
    <label>12.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Soldatova N., Semenov A., Geyl K., Baykov S., Shetnev A., Konstantinova A., Korsakov M., Yusubov M., Postnikov P. Copper‐Catalyzed Selective N‐Arylation of Oxadiazolones by Diaryliodonium Salts. Adv. Synth. Catal., 2021, 363, 1–12. DOI: 10.1002/adsc.202100426</mixed-citation>
     <mixed-citation xml:lang="en">Soldatova N., Semenov A., Geyl K., Baykov S., Shetnev A., Konstantinova A., Korsakov M., Yusubov M., Postnikov P. Copper‐Catalyzed Selective N‐Arylation of Oxadiazolones by Diaryliodonium Salts. Adv. Synth. Catal., 2021, 363, 1–12. DOI: 10.1002/adsc.202100426</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B13">
    <label>13.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Konstantinova A.S., Shetnev A.A., Volobueva A.S., Korsakov M.K. N-Arylation of 1,2,4- and 1,3,4 Oxadiazolones under Activated Aromatic Nucleophilic Substitution Conditions. Russ. J. Org. Chem., 2023, 59, 1874–1883. DOI: 10.1134/S1070428023110052</mixed-citation>
     <mixed-citation xml:lang="en">Konstantinova A.S., Shetnev A.A., Volobueva A.S., Korsakov M.K. N-Arylation of 1,2,4- and 1,3,4 Oxadiazolones under Activated Aromatic Nucleophilic Substitution Conditions. Russ. J. Org. Chem., 2023, 59, 1874–1883. DOI: 10.1134/S1070428023110052</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B14">
    <label>14.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Shinichi Y., Yamazaki S. A DFT Study of Reduction of Nitrobenzene to Aniline with SnCl2 and Hydrochloric Acid. J. Phys Org Chem., 2016, 29(7), 361–367. DOI: 10.1002/poc.3543</mixed-citation>
     <mixed-citation xml:lang="en">Shinichi Y., Yamazaki S. A DFT Study of Reduction of Nitrobenzene to Aniline with SnCl2 and Hydrochloric Acid. J. Phys Org Chem., 2016, 29(7), 361–367. DOI: 10.1002/poc.3543</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B15">
    <label>15.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Bellamy F.D., Ou K. Selective Reduction of Aromatic Nitro Compounds with Stannous Chloride in Non Acidic and Non Aqueous Medium. Tetrahedron Lett, 1984, 25(8), 839–842. DOI: 10.1016/s0040-4039(01)80041-1.</mixed-citation>
     <mixed-citation xml:lang="en">Bellamy F.D., Ou K. Selective Reduction of Aromatic Nitro Compounds with Stannous Chloride in Non Acidic and Non Aqueous Medium. Tetrahedron Lett, 1984, 25(8), 839–842. DOI: 10.1016/s0040-4039(01)80041-1.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B16">
    <label>16.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Gasilina, O.A., Romanycheva, A.A., Shetnev, A.A. Korsakov M.K. Synthesis, Antibacterial, and Antimonooxidase Activity of 4-(2-Methyl-1,3-oxazol-5-yl)benzenesulfonamide. Russ. J. Gen. Chem., 2023, 93, 2749–2755. DOI: 10.1134/S1070363223110038</mixed-citation>
     <mixed-citation xml:lang="en">Gasilina, O.A., Romanycheva, A.A., Shetnev, A.A. Korsakov M.K. Synthesis, Antibacterial, and Antimonooxidase Activity of 4-(2-Methyl-1,3-oxazol-5-yl)benzenesulfonamide. Russ. J. Gen. Chem., 2023, 93, 2749–2755. DOI: 10.1134/S1070363223110038</mixed-citation>
    </citation-alternatives>
   </ref>
  </ref-list>
 </back>
</article>
