Structural Modification of Pyridoxal. Synthesis and Evaluation of Anti-Infective Activity of New 4-Chloro- and 4-Alkyl(dialkyl)aminomethyl-2-hetaryl(hetaroyl)furo[2,3-c]pyridines
4-Hydroxymethyl-2-hetaryl(hetaroyl)furo[2,3- c ]pyridines, the products of furan cyclization of pyridoxal with acylmethyl- and heteroarylmethyl halides, easily react with thionyl chloride in DMF to form new series of 4-chloromethyl-2-heteroaryl[2,3- c ]pyridines. Further action of primary or seconda...
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| Veröffentlicht in: | Russian journal of general chemistry 2020-12, Vol.90 (12), p.2242-2247 |
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| container_title | Russian journal of general chemistry |
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| creator | Zubenko, A. A. Divaeva, L. N. Morkovnik, A. S. Fetisov, L. N. Sochnev, V. S. Kononenko, K. N. Bodryakov, A. N. Klimenko, A. I. |
| description | 4-Hydroxymethyl-2-hetaryl(hetaroyl)furo[2,3-
c
]pyridines, the products of furan cyclization of pyridoxal with acylmethyl- and heteroarylmethyl halides, easily react with thionyl chloride in DMF to form new series of 4-chloromethyl-2-heteroaryl[2,3-
c
]pyridines. Further action of primary or secondary amines on these chloromethyl derivatives leads to the nucleophilic substitution of chlorine atoms with the formation of 4-aminomethyl-2-heteroaryl[2,3-
c
]pyridines. The study of anti-infective activity of the 4-RCH
2
-furo[2,3-
c
]pyridines (R = OH, Cl, NR
1
R
2
) showed significant protistocidal and moderate antibacterial activity of some of representatives of these compounds. |
| doi_str_mv | 10.1134/S107036322012004X |
| format | Article |
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c
]pyridines, the products of furan cyclization of pyridoxal with acylmethyl- and heteroarylmethyl halides, easily react with thionyl chloride in DMF to form new series of 4-chloromethyl-2-heteroaryl[2,3-
c
]pyridines. Further action of primary or secondary amines on these chloromethyl derivatives leads to the nucleophilic substitution of chlorine atoms with the formation of 4-aminomethyl-2-heteroaryl[2,3-
c
]pyridines. The study of anti-infective activity of the 4-RCH
2
-furo[2,3-
c
]pyridines (R = OH, Cl, NR
1
R
2
) showed significant protistocidal and moderate antibacterial activity of some of representatives of these compounds.</description><identifier>ISSN: 1070-3632</identifier><identifier>EISSN: 1608-3350</identifier><identifier>DOI: 10.1134/S107036322012004X</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Amines ; Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Chlorine ; Halides ; Pyridines</subject><ispartof>Russian journal of general chemistry, 2020-12, Vol.90 (12), p.2242-2247</ispartof><rights>Pleiades Publishing, Ltd. 2020</rights><rights>Pleiades Publishing, Ltd. 2020.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c316t-73e046ed629e68ac1b6417418b3660950deed358b583409dcec9ffe99e597ffa3</citedby><cites>FETCH-LOGICAL-c316t-73e046ed629e68ac1b6417418b3660950deed358b583409dcec9ffe99e597ffa3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S107036322012004X$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S107036322012004X$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids></links><search><creatorcontrib>Zubenko, A. A.</creatorcontrib><creatorcontrib>Divaeva, L. N.</creatorcontrib><creatorcontrib>Morkovnik, A. S.</creatorcontrib><creatorcontrib>Fetisov, L. N.</creatorcontrib><creatorcontrib>Sochnev, V. S.</creatorcontrib><creatorcontrib>Kononenko, K. N.</creatorcontrib><creatorcontrib>Bodryakov, A. N.</creatorcontrib><creatorcontrib>Klimenko, A. I.</creatorcontrib><title>Structural Modification of Pyridoxal. Synthesis and Evaluation of Anti-Infective Activity of New 4-Chloro- and 4-Alkyl(dialkyl)aminomethyl-2-hetaryl(hetaroyl)furo[2,3-c]pyridines</title><title>Russian journal of general chemistry</title><addtitle>Russ J Gen Chem</addtitle><description>4-Hydroxymethyl-2-hetaryl(hetaroyl)furo[2,3-
c
]pyridines, the products of furan cyclization of pyridoxal with acylmethyl- and heteroarylmethyl halides, easily react with thionyl chloride in DMF to form new series of 4-chloromethyl-2-heteroaryl[2,3-
c
]pyridines. Further action of primary or secondary amines on these chloromethyl derivatives leads to the nucleophilic substitution of chlorine atoms with the formation of 4-aminomethyl-2-heteroaryl[2,3-
c
]pyridines. The study of anti-infective activity of the 4-RCH
2
-furo[2,3-
c
]pyridines (R = OH, Cl, NR
1
R
2
) showed significant protistocidal and moderate antibacterial activity of some of representatives of these compounds.</description><subject>Amines</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Chlorine</subject><subject>Halides</subject><subject>Pyridines</subject><issn>1070-3632</issn><issn>1608-3350</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp1kV1rFDEUhoei0Fr9Ab0b8EahqScfk5m5XJZWC_UDVkGQMmQzJ93U2WSbZKrzt_yFZrpFL8Sr98DzvueDUxQnFM4o5eLNikINXHLGgDIA8fWgOKISGsJ5BU9ynTGZ-WHxLMZbAAog2VHxa5XCqNMY1FC-9701VqtkvSu9KT9Nwfb-pxrOytXk0gajjaVyfXl-r4bxj23hkiWXzqBO9h7LxSw2TTP6gD9KQZabwQdPHqKCLIbv0_Cqt2rW12prnd9i2kwDYWSDSYVMH9RnbMbgv7FTTvT1bt7GOozPi6dGDRFfPOpx8eXi_PPyHbn6-PZyubgimlOZSM0RhMReshZlozRdS0FrQZs1lxLaCnrEnlfNumq4gLbXqFtjsG2xamtjFD8uXu777oK_GzGm7taPweWRHRONbCQTUGcX3bt08DEGNN0u2G2-oqPQza_p_nlNzrB9Jmavu8Hwt_P_Q78B-EeS3A</recordid><startdate>20201201</startdate><enddate>20201201</enddate><creator>Zubenko, A. A.</creator><creator>Divaeva, L. N.</creator><creator>Morkovnik, A. S.</creator><creator>Fetisov, L. N.</creator><creator>Sochnev, V. S.</creator><creator>Kononenko, K. N.</creator><creator>Bodryakov, A. N.</creator><creator>Klimenko, A. I.</creator><general>Pleiades Publishing</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20201201</creationdate><title>Structural Modification of Pyridoxal. Synthesis and Evaluation of Anti-Infective Activity of New 4-Chloro- and 4-Alkyl(dialkyl)aminomethyl-2-hetaryl(hetaroyl)furo[2,3-c]pyridines</title><author>Zubenko, A. A. ; Divaeva, L. N. ; Morkovnik, A. S. ; Fetisov, L. N. ; Sochnev, V. S. ; Kononenko, K. N. ; Bodryakov, A. N. ; Klimenko, A. I.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c316t-73e046ed629e68ac1b6417418b3660950deed358b583409dcec9ffe99e597ffa3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Amines</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Chlorine</topic><topic>Halides</topic><topic>Pyridines</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zubenko, A. A.</creatorcontrib><creatorcontrib>Divaeva, L. N.</creatorcontrib><creatorcontrib>Morkovnik, A. S.</creatorcontrib><creatorcontrib>Fetisov, L. N.</creatorcontrib><creatorcontrib>Sochnev, V. S.</creatorcontrib><creatorcontrib>Kononenko, K. N.</creatorcontrib><creatorcontrib>Bodryakov, A. N.</creatorcontrib><creatorcontrib>Klimenko, A. I.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of general chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zubenko, A. A.</au><au>Divaeva, L. N.</au><au>Morkovnik, A. S.</au><au>Fetisov, L. N.</au><au>Sochnev, V. S.</au><au>Kononenko, K. N.</au><au>Bodryakov, A. N.</au><au>Klimenko, A. I.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Structural Modification of Pyridoxal. Synthesis and Evaluation of Anti-Infective Activity of New 4-Chloro- and 4-Alkyl(dialkyl)aminomethyl-2-hetaryl(hetaroyl)furo[2,3-c]pyridines</atitle><jtitle>Russian journal of general chemistry</jtitle><stitle>Russ J Gen Chem</stitle><date>2020-12-01</date><risdate>2020</risdate><volume>90</volume><issue>12</issue><spage>2242</spage><epage>2247</epage><pages>2242-2247</pages><issn>1070-3632</issn><eissn>1608-3350</eissn><abstract>4-Hydroxymethyl-2-hetaryl(hetaroyl)furo[2,3-
c
]pyridines, the products of furan cyclization of pyridoxal with acylmethyl- and heteroarylmethyl halides, easily react with thionyl chloride in DMF to form new series of 4-chloromethyl-2-heteroaryl[2,3-
c
]pyridines. Further action of primary or secondary amines on these chloromethyl derivatives leads to the nucleophilic substitution of chlorine atoms with the formation of 4-aminomethyl-2-heteroaryl[2,3-
c
]pyridines. The study of anti-infective activity of the 4-RCH
2
-furo[2,3-
c
]pyridines (R = OH, Cl, NR
1
R
2
) showed significant protistocidal and moderate antibacterial activity of some of representatives of these compounds.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S107036322012004X</doi><tpages>6</tpages></addata></record> |
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| language | eng |
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| subjects | Amines Chemistry Chemistry and Materials Science Chemistry/Food Science Chlorine Halides Pyridines |
| title | Structural Modification of Pyridoxal. Synthesis and Evaluation of Anti-Infective Activity of New 4-Chloro- and 4-Alkyl(dialkyl)aminomethyl-2-hetaryl(hetaroyl)furo[2,3-c]pyridines |
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