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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Main Authors: O.A. Nurkenov, S.D. Fazylov, Zh.S. Nurmaganbetov, T.M. Seilkhanov, A.Zh. Mendibayeva, S.K. Kabieva, E.M. Satbaeva
Format: Article
Language:English
Published: al-Farabi Kazakh National University 2024-10-01
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
description 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).
format Article
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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