Synthesis of Unsymmetrically Substituted Succinic Acid Diamides Containing a Pharmacophoric 2-Aminopyrimidine Fragment as Potential Protein Kinase Inhibitors
Succinic acid diamides containing two pharmacophoric fragments, one of which is 2aminopyrimidine, and the other, N -methylpiperazine, 2-aminopyrimidine, or substituted aniline moiety, were synthesized in two steps. The synthetic scheme included acylation of substituted (pyrimidin-2-ylamino)aniline...
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| Veröffentlicht in: | Russian journal of organic chemistry 2023-12, Vol.59 (12), p.2167-2175 |
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| container_title | Russian journal of organic chemistry |
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| creator | Koroleva, E. V. Ignatovich, Zh. V. Ermolinskaya, A. L. Siniutsich, J. V. Panibrat, O. V. |
| description | Succinic acid diamides containing two pharmacophoric fragments, one of which is 2aminopyrimidine, and the other,
N
-methylpiperazine, 2-aminopyrimidine, or substituted aniline moiety, were synthesized in two steps. The synthetic scheme included acylation of substituted (pyrimidin-2-ylamino)aniline or pyrimidin-2-amine with succinic anhydride and the subsequent acylation of another heterocyclic or aromatic amine with the resulting pyrimidine-substituted succinic acid monoamide. The key intermediate products in the synthesis are succinic acid anilides. The acylation heterocyclic or aromatic amines with substituted succinic acid monochloride or amidation of succinic acid benzotriazolyl ester gave the corresponding succinic acid diamides as potential inhibitors of enzymes mediating tumorigenic processes. |
| doi_str_mv | 10.1134/S107042802312014X |
| format | Article |
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N
-methylpiperazine, 2-aminopyrimidine, or substituted aniline moiety, were synthesized in two steps. The synthetic scheme included acylation of substituted (pyrimidin-2-ylamino)aniline or pyrimidin-2-amine with succinic anhydride and the subsequent acylation of another heterocyclic or aromatic amine with the resulting pyrimidine-substituted succinic acid monoamide. The key intermediate products in the synthesis are succinic acid anilides. The acylation heterocyclic or aromatic amines with substituted succinic acid monochloride or amidation of succinic acid benzotriazolyl ester gave the corresponding succinic acid diamides as potential inhibitors of enzymes mediating tumorigenic processes.</description><identifier>ISSN: 1070-4280</identifier><identifier>EISSN: 1608-3393</identifier><identifier>DOI: 10.1134/S107042802312014X</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Acylation ; Amines ; Aniline ; Chemistry ; Chemistry and Materials Science ; Kinases ; Organic Chemistry ; Substitutes ; Succinic acid ; Synthesis</subject><ispartof>Russian journal of organic chemistry, 2023-12, Vol.59 (12), p.2167-2175</ispartof><rights>Pleiades Publishing, Ltd. 2023</rights><rights>Pleiades Publishing, Ltd. 2023.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c268t-d914e4884dd2f25324fea17cb0527914e7ccec30e8fb5239ff20beb256e710d53</cites><orcidid>0000-0002-7228-1900 ; 0000-0002-0300-8011 ; 0000-0001-7896-4430 ; 0000-0003-0259-4140 ; 0000-0002-3837-6877</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S107042802312014X$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S107042802312014X$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,777,781,27905,27906,41469,42538,51300</link.rule.ids></links><search><creatorcontrib>Koroleva, E. V.</creatorcontrib><creatorcontrib>Ignatovich, Zh. V.</creatorcontrib><creatorcontrib>Ermolinskaya, A. L.</creatorcontrib><creatorcontrib>Siniutsich, J. V.</creatorcontrib><creatorcontrib>Panibrat, O. V.</creatorcontrib><title>Synthesis of Unsymmetrically Substituted Succinic Acid Diamides Containing a Pharmacophoric 2-Aminopyrimidine Fragment as Potential Protein Kinase Inhibitors</title><title>Russian journal of organic chemistry</title><addtitle>Russ J Org Chem</addtitle><description>Succinic acid diamides containing two pharmacophoric fragments, one of which is 2aminopyrimidine, and the other,
N
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N
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| source | Springer Nature - Complete Springer Journals |
| subjects | Acylation Amines Aniline Chemistry Chemistry and Materials Science Kinases Organic Chemistry Substitutes Succinic acid Synthesis |
| title | Synthesis of Unsymmetrically Substituted Succinic Acid Diamides Containing a Pharmacophoric 2-Aminopyrimidine Fragment as Potential Protein Kinase Inhibitors |
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