Loading…

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...

Full description

Saved in:
Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2009-11, Vol.45 (11), p.1335-1342
Main Authors: Ukrainets, I. V., Yangyang, Liu, Tkach, A. A., Turov, A. V., Golovchenko, O. S.
Format: Article
Language:English
Subjects:
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by
cites cdi_FETCH-LOGICAL-c240t-4e2194ebb75699804a7c5361efcbe271ec97e87a8522ddb464fac5ad5a3b23003
container_end_page 1342
container_issue 11
container_start_page 1335
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
format article
fullrecord <record><control><sourceid>crossref_sprin</sourceid><recordid>TN_cdi_crossref_primary_10_1007_s10593_010_0431_3</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>10_1007_s10593_010_0431_3</sourcerecordid><originalsourceid>FETCH-LOGICAL-c240t-4e2194ebb75699804a7c5361efcbe271ec97e87a8522ddb464fac5ad5a3b23003</originalsourceid><addsrcrecordid>eNp9UMtOwzAQtBBIlMIHcMsHdIvXdurkiCqgSJWQeJwjx3GoSxqDnaCGv-FPcWnFkcNqd1Yzs6sh5BLpFCmVVwFpmnOgSIEKjsCPyAhTySHjKT8mI0ppDhwZOyVnIawjlJiJEfkWsBgq77YDMPjobesa15qQoMRp8jS03coEGyaJDW5jvA2bSaLaKlZnu740XveN8onSnf203ZC4OkF4BAGrP1O3dYATBpX93R2O2NYAB618GVmN1dHCRtvmLYLKtGbHVV9xDOfkpFZNMBeHPiYvtzfP8wUsH-7u59dL0EzQDoRhmAtTljKd5XlGhZI65TM0tS4Nk2h0Lk0mVZYyVlWlmIla6VRVqeIl45TyMcG9r_YuBG_q4t3bjfJDgbTYZVzsMy5ixsUu44JHDdtrQuS2r8YXa9f7Nr75j-gHc32BNQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><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><source>Springer Nature</source><creator>Ukrainets, I. V. ; Yangyang, Liu ; Tkach, A. A. ; Turov, A. V. ; Golovchenko, O. S.</creator><creatorcontrib>Ukrainets, I. V. ; Yangyang, Liu ; Tkach, A. A. ; Turov, A. V. ; Golovchenko, O. S.</creatorcontrib><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><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>
fulltext fulltext
identifier ISSN: 0009-3122
ispartof Chemistry of heterocyclic compounds (New York, N.Y. 1965), 2009-11, Vol.45 (11), p.1335-1342
issn 0009-3122
1573-8353
language eng
recordid cdi_crossref_primary_10_1007_s10593_010_0431_3
source Springer Nature
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
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-13T06%3A07%3A47IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-crossref_sprin&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=4-Hydroxy-2-quinolones%20171.%20Synthesis,%20isomerism,%20and%20antitubercular%20activity%20of%201-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic%20acid%20alkylidenehydrazides&rft.jtitle=Chemistry%20of%20heterocyclic%20compounds%20(New%20York,%20N.Y.%201965)&rft.au=Ukrainets,%20I.%20V.&rft.date=2009-11-01&rft.volume=45&rft.issue=11&rft.spage=1335&rft.epage=1342&rft.pages=1335-1342&rft.issn=0009-3122&rft.eissn=1573-8353&rft_id=info:doi/10.1007/s10593-010-0431-3&rft_dat=%3Ccrossref_sprin%3E10_1007_s10593_010_0431_3%3C/crossref_sprin%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c240t-4e2194ebb75699804a7c5361efcbe271ec97e87a8522ddb464fac5ad5a3b23003%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true