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4-Hydroxy-2-quinolones 171. Synthesis, isomerism, and antitubercular activity of 1-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid alkylidenehydrazides
Alkylidenehydrazides have been synthesized by the reaction of 1-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid hydrazides with lower dialkyl ketones in order to reveal a structure-antitubercular activity relationship. It was shown by 1 H NMR spectroscopy that hydrazones obtained from the...
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Published in: | Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2009-11, Vol.45 (11), p.1335-1342 |
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container_title | Chemistry of heterocyclic compounds (New York, N.Y. 1965) |
container_volume | 45 |
creator | Ukrainets, I. V. Yangyang, Liu Tkach, A. A. Turov, A. V. Golovchenko, O. S. |
description | Alkylidenehydrazides have been synthesized by the reaction of 1-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid hydrazides with lower dialkyl ketones in order to reveal a structure-antitubercular activity relationship. It was shown by
1
H NMR spectroscopy that hydrazones obtained from the unsymmetrical ketone – methyl ethyl ketone – exist primarily in the E-isomer form. It was found that the presence of two aliphatic substituents in the alkylidene fragment of the compounds investigated leads to a marked lowering of antimicobacterial properties. |
doi_str_mv | 10.1007/s10593-010-0431-3 |
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1
H NMR spectroscopy that hydrazones obtained from the unsymmetrical ketone – methyl ethyl ketone – exist primarily in the E-isomer form. It was found that the presence of two aliphatic substituents in the alkylidene fragment of the compounds investigated leads to a marked lowering of antimicobacterial properties.</description><identifier>ISSN: 0009-3122</identifier><identifier>EISSN: 1573-8353</identifier><identifier>DOI: 10.1007/s10593-010-0431-3</identifier><language>eng</language><publisher>Boston: Springer US</publisher><subject>Chemistry ; Chemistry and Materials Science ; Organic Chemistry ; Pharmacy</subject><ispartof>Chemistry of heterocyclic compounds (New York, N.Y. 1965), 2009-11, Vol.45 (11), p.1335-1342</ispartof><rights>Springer Science+Business Media, Inc. 2009</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c240t-4e2194ebb75699804a7c5361efcbe271ec97e87a8522ddb464fac5ad5a3b23003</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids></links><search><creatorcontrib>Ukrainets, I. V.</creatorcontrib><creatorcontrib>Yangyang, Liu</creatorcontrib><creatorcontrib>Tkach, A. A.</creatorcontrib><creatorcontrib>Turov, A. V.</creatorcontrib><creatorcontrib>Golovchenko, O. S.</creatorcontrib><title>4-Hydroxy-2-quinolones 171. Synthesis, isomerism, and antitubercular activity of 1-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid alkylidenehydrazides</title><title>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</title><addtitle>Chem Heterocycl Comp</addtitle><description>Alkylidenehydrazides have been synthesized by the reaction of 1-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid hydrazides with lower dialkyl ketones in order to reveal a structure-antitubercular activity relationship. It was shown by
1
H NMR spectroscopy that hydrazones obtained from the unsymmetrical ketone – methyl ethyl ketone – exist primarily in the E-isomer form. It was found that the presence of two aliphatic substituents in the alkylidene fragment of the compounds investigated leads to a marked lowering of antimicobacterial properties.</description><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Organic Chemistry</subject><subject>Pharmacy</subject><issn>0009-3122</issn><issn>1573-8353</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><recordid>eNp9UMtOwzAQtBBIlMIHcMsHdIvXdurkiCqgSJWQeJwjx3GoSxqDnaCGv-FPcWnFkcNqd1Yzs6sh5BLpFCmVVwFpmnOgSIEKjsCPyAhTySHjKT8mI0ppDhwZOyVnIawjlJiJEfkWsBgq77YDMPjobesa15qQoMRp8jS03coEGyaJDW5jvA2bSaLaKlZnu740XveN8onSnf203ZC4OkF4BAGrP1O3dYATBpX93R2O2NYAB618GVmN1dHCRtvmLYLKtGbHVV9xDOfkpFZNMBeHPiYvtzfP8wUsH-7u59dL0EzQDoRhmAtTljKd5XlGhZI65TM0tS4Nk2h0Lk0mVZYyVlWlmIla6VRVqeIl45TyMcG9r_YuBG_q4t3bjfJDgbTYZVzsMy5ixsUu44JHDdtrQuS2r8YXa9f7Nr75j-gHc32BNQ</recordid><startdate>20091101</startdate><enddate>20091101</enddate><creator>Ukrainets, I. V.</creator><creator>Yangyang, Liu</creator><creator>Tkach, A. A.</creator><creator>Turov, A. V.</creator><creator>Golovchenko, O. S.</creator><general>Springer US</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20091101</creationdate><title>4-Hydroxy-2-quinolones 171. Synthesis, isomerism, and antitubercular activity of 1-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid alkylidenehydrazides</title><author>Ukrainets, I. V. ; Yangyang, Liu ; Tkach, A. A. ; Turov, A. V. ; Golovchenko, O. S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c240t-4e2194ebb75699804a7c5361efcbe271ec97e87a8522ddb464fac5ad5a3b23003</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Organic Chemistry</topic><topic>Pharmacy</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ukrainets, I. V.</creatorcontrib><creatorcontrib>Yangyang, Liu</creatorcontrib><creatorcontrib>Tkach, A. A.</creatorcontrib><creatorcontrib>Turov, A. V.</creatorcontrib><creatorcontrib>Golovchenko, O. S.</creatorcontrib><collection>CrossRef</collection><jtitle>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ukrainets, I. V.</au><au>Yangyang, Liu</au><au>Tkach, A. A.</au><au>Turov, A. V.</au><au>Golovchenko, O. S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>4-Hydroxy-2-quinolones 171. Synthesis, isomerism, and antitubercular activity of 1-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid alkylidenehydrazides</atitle><jtitle>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</jtitle><stitle>Chem Heterocycl Comp</stitle><date>2009-11-01</date><risdate>2009</risdate><volume>45</volume><issue>11</issue><spage>1335</spage><epage>1342</epage><pages>1335-1342</pages><issn>0009-3122</issn><eissn>1573-8353</eissn><abstract>Alkylidenehydrazides have been synthesized by the reaction of 1-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid hydrazides with lower dialkyl ketones in order to reveal a structure-antitubercular activity relationship. It was shown by
1
H NMR spectroscopy that hydrazones obtained from the unsymmetrical ketone – methyl ethyl ketone – exist primarily in the E-isomer form. It was found that the presence of two aliphatic substituents in the alkylidene fragment of the compounds investigated leads to a marked lowering of antimicobacterial properties.</abstract><cop>Boston</cop><pub>Springer US</pub><doi>10.1007/s10593-010-0431-3</doi><tpages>8</tpages></addata></record> |
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subjects | Chemistry Chemistry and Materials Science Organic Chemistry Pharmacy |
title | 4-Hydroxy-2-quinolones 171. Synthesis, isomerism, and antitubercular activity of 1-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid alkylidenehydrazides |
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