Synthesis and Anti-Inflammatory Activity of New Nicotinoyl Amides
The article presents the results of a study of the amination reaction of nicotinic acid chlorohydride with amines morpholine, cytisine, and 1-aminoadamantane, which are often used in the search and creation of drugs for respiratory and circulatory stimulants. The study was conducted to search for n...
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al-Farabi Kazakh National University
2024-10-01
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Series: | Eurasian Chemico-Technological Journal |
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Online Access: | https://ect-journal.kz/index.php/ectj/article/view/1640 |
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author | O.A. Nurkenov S.D. Fazylov Zh.S. Nurmaganbetov T.M. Seilkhanov A.Zh. Mendibayeva S.K. Kabieva E.M. Satbaeva |
author_facet | O.A. Nurkenov S.D. Fazylov Zh.S. Nurmaganbetov T.M. Seilkhanov A.Zh. Mendibayeva S.K. Kabieva E.M. Satbaeva |
author_sort | O.A. Nurkenov |
collection | DOAJ |
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The article presents the results of a study of the amination reaction of nicotinic acid chlorohydride with amines morpholine, cytisine, and 1-aminoadamantane, which are often used in the search and creation of drugs for respiratory and circulatory stimulants. The study was conducted to search for new biologically active compounds with anti-inflammatory activity. The synthesis of new aminoamides was carried out by the interaction of nicotinic acid with molecules of morpholine, cytisine, and adamantane in anhydrous ethanol. As a result of the conducted studies, new amides of nicotinic acid with high yields (90.7–93.1%) were obtained. The structures of the new compounds were determined using NMR 1H and 13C spectroscopy methods, as well as data from two-dimensional spectra of COSY (1H-1H), HMQC (1H-13C), HMBC (1H-13C) and mass spectrometry. The results of an experimental study of the anti-inflammatory activity of synthesized new amides are presented. The anti-inflammatory effect of nicotinic acid N-adamantylamide was established, other new amides were ineffective compared with ibuprofen (p2 < 0.05).
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format | Article |
id | doaj-art-9bf91fa42d8c413cb4813e735e4e3639 |
institution | Kabale University |
issn | 1562-3920 2522-4867 |
language | English |
publishDate | 2024-10-01 |
publisher | al-Farabi Kazakh National University |
record_format | Article |
series | Eurasian Chemico-Technological Journal |
spelling | doaj-art-9bf91fa42d8c413cb4813e735e4e36392025-01-29T15:42:09Zengal-Farabi Kazakh National UniversityEurasian Chemico-Technological Journal1562-39202522-48672024-10-0126310.18321/ectj1640Synthesis and Anti-Inflammatory Activity of New Nicotinoyl AmidesO.A. Nurkenov0S.D. Fazylov1Zh.S. Nurmaganbetov2T.M. Seilkhanov3A.Zh. Mendibayeva4S.K. Kabieva5E.M. Satbaeva6Institute of Organic Synthesis and Coal Chemistry of the Republic of Kazakhstan, 1 Alikhanov str., Karaganda, Kazakhstan; Karaganda Industrial University, 30 Republic Ave., Temirtau, KazakhstanInstitute of Organic Synthesis and Coal Chemistry of the Republic of Kazakhstan, 1 Alikhanov str., Karaganda, KazakhstanInstitute of Organic Synthesis and Coal Chemistry of the Republic of Kazakhstan, 1 Alikhanov str., Karaganda, KazakhstanSh. Ualikhanov Kokshetau University, 76 Abay str., Kokshetau, KazakhstanInstitute of Organic Synthesis and Coal Chemistry of the Republic of Kazakhstan, 1 Alikhanov str., Karaganda, Kazakhstan; Karaganda Industrial University, 30 Republic Ave., Temirtau, KazakhstanKaraganda Industrial University, 30 Republic Ave., Temirtau, KazakhstanAsfendiyarov Kazakh National Medical University, 94 Tole bi str., Almaty, Kazakhstan The article presents the results of a study of the amination reaction of nicotinic acid chlorohydride with amines morpholine, cytisine, and 1-aminoadamantane, which are often used in the search and creation of drugs for respiratory and circulatory stimulants. The study was conducted to search for new biologically active compounds with anti-inflammatory activity. The synthesis of new aminoamides was carried out by the interaction of nicotinic acid with molecules of morpholine, cytisine, and adamantane in anhydrous ethanol. As a result of the conducted studies, new amides of nicotinic acid with high yields (90.7–93.1%) were obtained. The structures of the new compounds were determined using NMR 1H and 13C spectroscopy methods, as well as data from two-dimensional spectra of COSY (1H-1H), HMQC (1H-13C), HMBC (1H-13C) and mass spectrometry. The results of an experimental study of the anti-inflammatory activity of synthesized new amides are presented. The anti-inflammatory effect of nicotinic acid N-adamantylamide was established, other new amides were ineffective compared with ibuprofen (p2 < 0.05). https://ect-journal.kz/index.php/ectj/article/view/1640nicotinic acid, chloranhydride, morpholine, cytisine, 1-adamantane, antiflammatory activity, NMR spectroscopy |
spellingShingle | O.A. Nurkenov S.D. Fazylov Zh.S. Nurmaganbetov T.M. Seilkhanov A.Zh. Mendibayeva S.K. Kabieva E.M. Satbaeva Synthesis and Anti-Inflammatory Activity of New Nicotinoyl Amides Eurasian Chemico-Technological Journal nicotinic acid, chloranhydride, morpholine, cytisine, 1-adamantane, antiflammatory activity, NMR spectroscopy |
title | Synthesis and Anti-Inflammatory Activity of New Nicotinoyl Amides |
title_full | Synthesis and Anti-Inflammatory Activity of New Nicotinoyl Amides |
title_fullStr | Synthesis and Anti-Inflammatory Activity of New Nicotinoyl Amides |
title_full_unstemmed | Synthesis and Anti-Inflammatory Activity of New Nicotinoyl Amides |
title_short | Synthesis and Anti-Inflammatory Activity of New Nicotinoyl Amides |
title_sort | synthesis and anti inflammatory activity of new nicotinoyl amides |
topic | nicotinic acid, chloranhydride, morpholine, cytisine, 1-adamantane, antiflammatory activity, NMR spectroscopy |
url | https://ect-journal.kz/index.php/ectj/article/view/1640 |
work_keys_str_mv | AT oanurkenov synthesisandantiinflammatoryactivityofnewnicotinoylamides AT sdfazylov synthesisandantiinflammatoryactivityofnewnicotinoylamides AT zhsnurmaganbetov synthesisandantiinflammatoryactivityofnewnicotinoylamides AT tmseilkhanov synthesisandantiinflammatoryactivityofnewnicotinoylamides AT azhmendibayeva synthesisandantiinflammatoryactivityofnewnicotinoylamides AT skkabieva synthesisandantiinflammatoryactivityofnewnicotinoylamides AT emsatbaeva synthesisandantiinflammatoryactivityofnewnicotinoylamides |