Synthesis, Characterization, and Anticancer Activity (MCF‐7) of Some Acetanilide‐based Heterocycles
A series of some novel 4‐(N‐substituted amino)‐acetanilide scaffolds was synthesized through the nucleophilic substitution reactions of the highly versatile N‐(4‐acetamidophenyl)‐2‐chloroacetamide (3) with various types of nucleophilic reagents such as benzothiazole‐2‐thiol, ethyl 2‐mercaptoacetate,...
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| Veröffentlicht in: | Journal of heterocyclic chemistry 2018-10, Vol.55 (10), p.2334-2341 |
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| container_issue | 10 |
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| container_title | Journal of heterocyclic chemistry |
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| creator | Abdel‐Latif, Ehab Keshk, Eman M. Khalil, Abdel‐Galil M. Saeed, Ali Metwally, Heba M. |
| description | A series of some novel 4‐(N‐substituted amino)‐acetanilide scaffolds was synthesized through the nucleophilic substitution reactions of the highly versatile N‐(4‐acetamidophenyl)‐2‐chloroacetamide (3) with various types of nucleophilic reagents such as benzothiazole‐2‐thiol, ethyl 2‐mercaptoacetate, 4,6‐dimethyl‐2‐mercapto‐nicotinonitrile, various thiocarbamoyl derivatives, ammonium thiocyanate, 3‐cyano‐4,6‐dimethyl‐5‐arylazopyridin‐2‐ones, and malononitrile. The synthesized 4‐(N‐substituted amino) acetanilide scaffolds were characterized by spectral analyses and assayed in vitro for breast anticancer activity. 2‐(4‐Acetamidophenylaminocarbonyl)‐3‐amino‐thiophenes 11, 13a, and 13b showed the highest cytotoxic activity. |
| doi_str_mv | 10.1002/jhet.3294 |
| format | Article |
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The synthesized 4‐(N‐substituted amino) acetanilide scaffolds were characterized by spectral analyses and assayed in vitro for breast anticancer activity. 2‐(4‐Acetamidophenylaminocarbonyl)‐3‐amino‐thiophenes 11, 13a, and 13b showed the highest cytotoxic activity.</description><identifier>ISSN: 0022-152X</identifier><identifier>EISSN: 1943-5193</identifier><identifier>DOI: 10.1002/jhet.3294</identifier><language>eng</language><publisher>Hoboken: Wiley Subscription Services, Inc</publisher><subject>Acetanilide ; Ammonium ; Anticancer properties ; Cancer ; Chemical synthesis ; Malononitrile ; Reagents ; Scaffolds ; Substitution reactions ; Thiocyanates ; Thiophenes</subject><ispartof>Journal of heterocyclic chemistry, 2018-10, Vol.55 (10), p.2334-2341</ispartof><rights>2018 Wiley Periodicals, Inc.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2974-6e14415811e6574f083e0895b0feb93a2fb419aa7aa900b8f3150524c60d30583</citedby><cites>FETCH-LOGICAL-c2974-6e14415811e6574f083e0895b0feb93a2fb419aa7aa900b8f3150524c60d30583</cites><orcidid>0000-0003-4437-6635</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fjhet.3294$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjhet.3294$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Abdel‐Latif, Ehab</creatorcontrib><creatorcontrib>Keshk, Eman M.</creatorcontrib><creatorcontrib>Khalil, Abdel‐Galil M.</creatorcontrib><creatorcontrib>Saeed, Ali</creatorcontrib><creatorcontrib>Metwally, Heba M.</creatorcontrib><title>Synthesis, Characterization, and Anticancer Activity (MCF‐7) of Some Acetanilide‐based Heterocycles</title><title>Journal of heterocyclic chemistry</title><description>A series of some novel 4‐(N‐substituted amino)‐acetanilide scaffolds was synthesized through the nucleophilic substitution reactions of the highly versatile N‐(4‐acetamidophenyl)‐2‐chloroacetamide (3) with various types of nucleophilic reagents such as benzothiazole‐2‐thiol, ethyl 2‐mercaptoacetate, 4,6‐dimethyl‐2‐mercapto‐nicotinonitrile, various thiocarbamoyl derivatives, ammonium thiocyanate, 3‐cyano‐4,6‐dimethyl‐5‐arylazopyridin‐2‐ones, and malononitrile. The synthesized 4‐(N‐substituted amino) acetanilide scaffolds were characterized by spectral analyses and assayed in vitro for breast anticancer activity. 2‐(4‐Acetamidophenylaminocarbonyl)‐3‐amino‐thiophenes 11, 13a, and 13b showed the highest cytotoxic activity.</description><subject>Acetanilide</subject><subject>Ammonium</subject><subject>Anticancer properties</subject><subject>Cancer</subject><subject>Chemical synthesis</subject><subject>Malononitrile</subject><subject>Reagents</subject><subject>Scaffolds</subject><subject>Substitution reactions</subject><subject>Thiocyanates</subject><subject>Thiophenes</subject><issn>0022-152X</issn><issn>1943-5193</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNp1kM1Kw0AURgdRsFYXvkHAjYWmnZ9MklmW0Fql4qIV3A2TyY2dkiZ1ZlTiykfwGX0SU-vW1eXynftdOAhdEjwiGNPxZg1-xKiIjlCPiIiFnAh2jHpdRkPC6dMpOnNu062EJUkPPS_b2q_BGTcMsrWySnuw5kN509TDQNVFMKm90arWYIOJ9ubN-Da4vs9m359fySBoymDZbKGLwKvaVKaALsiVgyKYQ9fV6FZX4M7RSakqBxd_s48eZ9NVNg8XDze32WQRaiqSKIyBRBHhKSEQ8yQqccoAp4LnuIRcMEXLPCJCqUQpgXGeloxwzGmkY1wwzFPWR1eH3p1tXl7BeblpXm3dvZSUkISlKYt5Rw0OlLaNcxZKubNmq2wrCZZ7j3LvUe49duz4wL6bCtr_QXk3n65-L34Az5V1gA</recordid><startdate>201810</startdate><enddate>201810</enddate><creator>Abdel‐Latif, Ehab</creator><creator>Keshk, Eman M.</creator><creator>Khalil, Abdel‐Galil M.</creator><creator>Saeed, Ali</creator><creator>Metwally, Heba M.</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0003-4437-6635</orcidid></search><sort><creationdate>201810</creationdate><title>Synthesis, Characterization, and Anticancer Activity (MCF‐7) of Some Acetanilide‐based Heterocycles</title><author>Abdel‐Latif, Ehab ; Keshk, Eman M. ; Khalil, Abdel‐Galil M. ; Saeed, Ali ; Metwally, Heba M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2974-6e14415811e6574f083e0895b0feb93a2fb419aa7aa900b8f3150524c60d30583</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Acetanilide</topic><topic>Ammonium</topic><topic>Anticancer properties</topic><topic>Cancer</topic><topic>Chemical synthesis</topic><topic>Malononitrile</topic><topic>Reagents</topic><topic>Scaffolds</topic><topic>Substitution reactions</topic><topic>Thiocyanates</topic><topic>Thiophenes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Abdel‐Latif, Ehab</creatorcontrib><creatorcontrib>Keshk, Eman M.</creatorcontrib><creatorcontrib>Khalil, Abdel‐Galil M.</creatorcontrib><creatorcontrib>Saeed, Ali</creatorcontrib><creatorcontrib>Metwally, Heba M.</creatorcontrib><collection>CrossRef</collection><jtitle>Journal of heterocyclic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Abdel‐Latif, Ehab</au><au>Keshk, Eman M.</au><au>Khalil, Abdel‐Galil M.</au><au>Saeed, Ali</au><au>Metwally, Heba M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, Characterization, and Anticancer Activity (MCF‐7) of Some Acetanilide‐based Heterocycles</atitle><jtitle>Journal of heterocyclic chemistry</jtitle><date>2018-10</date><risdate>2018</risdate><volume>55</volume><issue>10</issue><spage>2334</spage><epage>2341</epage><pages>2334-2341</pages><issn>0022-152X</issn><eissn>1943-5193</eissn><abstract>A series of some novel 4‐(N‐substituted amino)‐acetanilide scaffolds was synthesized through the nucleophilic substitution reactions of the highly versatile N‐(4‐acetamidophenyl)‐2‐chloroacetamide (3) with various types of nucleophilic reagents such as benzothiazole‐2‐thiol, ethyl 2‐mercaptoacetate, 4,6‐dimethyl‐2‐mercapto‐nicotinonitrile, various thiocarbamoyl derivatives, ammonium thiocyanate, 3‐cyano‐4,6‐dimethyl‐5‐arylazopyridin‐2‐ones, and malononitrile. The synthesized 4‐(N‐substituted amino) acetanilide scaffolds were characterized by spectral analyses and assayed in vitro for breast anticancer activity. 2‐(4‐Acetamidophenylaminocarbonyl)‐3‐amino‐thiophenes 11, 13a, and 13b showed the highest cytotoxic activity.</abstract><cop>Hoboken</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/jhet.3294</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0003-4437-6635</orcidid></addata></record> |
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| ispartof | Journal of heterocyclic chemistry, 2018-10, Vol.55 (10), p.2334-2341 |
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| language | eng |
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| source | Wiley Online Library - AutoHoldings Journals |
| subjects | Acetanilide Ammonium Anticancer properties Cancer Chemical synthesis Malononitrile Reagents Scaffolds Substitution reactions Thiocyanates Thiophenes |
| title | Synthesis, Characterization, and Anticancer Activity (MCF‐7) of Some Acetanilide‐based Heterocycles |
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