Synthesis, physicochemical properties and antimicrobial activity of some new benzimidazole derivatives
Some derivatives of benzimidazole were synthesized by nucleophilic substitution of 2-substituted-1 H-benzimidazole. The resulting ethyl (2-substituted-1 H-benzimidazol-1-yl) acetate on treatment with hydrazine hydrate yielded 2-(2-substituted-1 H-benzimidazol-1-yl) acetohydrazide, which on further r...
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description | Some derivatives of benzimidazole were synthesized by nucleophilic substitution of 2-substituted-1
H-benzimidazole. The resulting ethyl (2-substituted-1
H-benzimidazol-1-yl) acetate on treatment with hydrazine hydrate yielded 2-(2-substituted-1
H-benzimidazol-1-yl) acetohydrazide, which on further reaction with one equivalent of different aliphatic or aromatic carboxylic acids in the presence of phosphoryl chloride afforded the corresponding target compounds, 2-substituted-1-[{(5-substituted alkyl/aryl)-1,3,4-oxadiazol-2-yl} methyl]-1
H-benzimidazole. The structures of the synthesized compounds were evaluated by spectral and elemental methods of analyses. All the synthesized compounds were screened for their antimicrobial activities. All of the derivatives showed good activity towards Gram-positive bacteria and negligible activity towards Gram-negative bacteria. Some of the synthesized compounds showed moderate activity against tested fungi.
[Display omitted] The synthesis, characterization, physicochemical properties and antimicrobial effects of some new benzimidazole derivatives were reported. |
doi_str_mv | 10.1016/j.ejmech.2009.04.037 |
format | Article |
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H-benzimidazole. The resulting ethyl (2-substituted-1
H-benzimidazol-1-yl) acetate on treatment with hydrazine hydrate yielded 2-(2-substituted-1
H-benzimidazol-1-yl) acetohydrazide, which on further reaction with one equivalent of different aliphatic or aromatic carboxylic acids in the presence of phosphoryl chloride afforded the corresponding target compounds, 2-substituted-1-[{(5-substituted alkyl/aryl)-1,3,4-oxadiazol-2-yl} methyl]-1
H-benzimidazole. The structures of the synthesized compounds were evaluated by spectral and elemental methods of analyses. All the synthesized compounds were screened for their antimicrobial activities. All of the derivatives showed good activity towards Gram-positive bacteria and negligible activity towards Gram-negative bacteria. Some of the synthesized compounds showed moderate activity against tested fungi.
[Display omitted] The synthesis, characterization, physicochemical properties and antimicrobial effects of some new benzimidazole derivatives were reported.</description><identifier>ISSN: 0223-5234</identifier><identifier>EISSN: 1768-3254</identifier><identifier>DOI: 10.1016/j.ejmech.2009.04.037</identifier><identifier>PMID: 19482384</identifier><identifier>CODEN: EJMCA5</identifier><language>eng</language><publisher>Kidlington: Elsevier Masson SAS</publisher><subject>1,3,4-Oxadiazole ; Anti-Bacterial Agents - chemical synthesis ; Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - pharmacology ; Antibacterial agents ; Antibiotics. Antiinfectious agents. Antiparasitic agents ; Antifungal activity ; Antifungal agents ; Antifungal Agents - chemical synthesis ; Antifungal Agents - chemistry ; Antifungal Agents - pharmacology ; Antimicrobial activity ; Bacteria - drug effects ; Benzimidazole ; Benzimidazoles - chemical synthesis ; Benzimidazoles - chemistry ; Benzimidazoles - pharmacology ; Biological and medical sciences ; Fungi - drug effects ; General aspects ; Lipophilicity ; Medical sciences ; Microbial Sensitivity Tests ; Molecular Structure ; Pharmacology. Drug treatments ; Structure-Activity Relationship</subject><ispartof>European journal of medicinal chemistry, 2009-10, Vol.44 (10), p.4028-4033</ispartof><rights>2009 Elsevier Masson SAS</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c456t-2c31a6a4b80c861a649bd58ee082457d8281bde02beb7fe9de9a6bdd057b53b03</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0223523409002475$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=21829269$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19482384$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ansari, K.F.</creatorcontrib><creatorcontrib>Lal, C.</creatorcontrib><title>Synthesis, physicochemical properties and antimicrobial activity of some new benzimidazole derivatives</title><title>European journal of medicinal chemistry</title><addtitle>Eur J Med Chem</addtitle><description>Some derivatives of benzimidazole were synthesized by nucleophilic substitution of 2-substituted-1
H-benzimidazole. The resulting ethyl (2-substituted-1
H-benzimidazol-1-yl) acetate on treatment with hydrazine hydrate yielded 2-(2-substituted-1
H-benzimidazol-1-yl) acetohydrazide, which on further reaction with one equivalent of different aliphatic or aromatic carboxylic acids in the presence of phosphoryl chloride afforded the corresponding target compounds, 2-substituted-1-[{(5-substituted alkyl/aryl)-1,3,4-oxadiazol-2-yl} methyl]-1
H-benzimidazole. The structures of the synthesized compounds were evaluated by spectral and elemental methods of analyses. All the synthesized compounds were screened for their antimicrobial activities. All of the derivatives showed good activity towards Gram-positive bacteria and negligible activity towards Gram-negative bacteria. Some of the synthesized compounds showed moderate activity against tested fungi.
[Display omitted] The synthesis, characterization, physicochemical properties and antimicrobial effects of some new benzimidazole derivatives were reported.</description><subject>1,3,4-Oxadiazole</subject><subject>Anti-Bacterial Agents - chemical synthesis</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Antibacterial agents</subject><subject>Antibiotics. Antiinfectious agents. Antiparasitic agents</subject><subject>Antifungal activity</subject><subject>Antifungal agents</subject><subject>Antifungal Agents - chemical synthesis</subject><subject>Antifungal Agents - chemistry</subject><subject>Antifungal Agents - pharmacology</subject><subject>Antimicrobial activity</subject><subject>Bacteria - drug effects</subject><subject>Benzimidazole</subject><subject>Benzimidazoles - chemical synthesis</subject><subject>Benzimidazoles - chemistry</subject><subject>Benzimidazoles - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Fungi - drug effects</subject><subject>General aspects</subject><subject>Lipophilicity</subject><subject>Medical sciences</subject><subject>Microbial Sensitivity Tests</subject><subject>Molecular Structure</subject><subject>Pharmacology. Drug treatments</subject><subject>Structure-Activity Relationship</subject><issn>0223-5234</issn><issn>1768-3254</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kEtrHDEMgE1paTZp_0EIc2lPmYn8HM8lUEJfEOih7dn4oWG9zGNjz27Z_Po47JLcehAS6JOQPkIuKTQUqLrZNLgZ0a8bBtA1IBrg7Ruyoq3SNWdSvCUrYIzXknFxRs5z3gCAVADvyRnthGZcixXpfx-mZY055utquz7k6Ge_xjF6O1TbNG8xLRFzZadQYomlkWYXS9P6Je7jcqjmvsrziNWE_yqH02Nhgn2cB6wCpri3BcP8gbzr7ZDx4ylfkL_fvv65-1Hf__r-8-7Lfe2FVEvNPKdWWeE0eK1KKToXpEYEzYRsg2aauoDAHLq2xy5gZ5ULAWTrJHfAL8jn495y-8MO82LGmD0Og51w3mWjWsk74KyA4giWf3JO2JttiqNNB0PBPPs1G3P0a579GhCm-C1jV6f9OzdieB06CS3ApxNgc3HYJzv5mF84RjXrmOoKd3vksNjYR0wm-4iTxxAT-sWEOf7_kicLep2f</recordid><startdate>20091001</startdate><enddate>20091001</enddate><creator>Ansari, K.F.</creator><creator>Lal, C.</creator><general>Elsevier Masson SAS</general><general>Elsevier</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20091001</creationdate><title>Synthesis, physicochemical properties and antimicrobial activity of some new benzimidazole derivatives</title><author>Ansari, K.F. ; Lal, C.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c456t-2c31a6a4b80c861a649bd58ee082457d8281bde02beb7fe9de9a6bdd057b53b03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>1,3,4-Oxadiazole</topic><topic>Anti-Bacterial Agents - chemical synthesis</topic><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Antibacterial agents</topic><topic>Antibiotics. Antiinfectious agents. Antiparasitic agents</topic><topic>Antifungal activity</topic><topic>Antifungal agents</topic><topic>Antifungal Agents - chemical synthesis</topic><topic>Antifungal Agents - chemistry</topic><topic>Antifungal Agents - pharmacology</topic><topic>Antimicrobial activity</topic><topic>Bacteria - drug effects</topic><topic>Benzimidazole</topic><topic>Benzimidazoles - chemical synthesis</topic><topic>Benzimidazoles - chemistry</topic><topic>Benzimidazoles - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Fungi - drug effects</topic><topic>General aspects</topic><topic>Lipophilicity</topic><topic>Medical sciences</topic><topic>Microbial Sensitivity Tests</topic><topic>Molecular Structure</topic><topic>Pharmacology. Drug treatments</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ansari, K.F.</creatorcontrib><creatorcontrib>Lal, C.</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>European journal of medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ansari, K.F.</au><au>Lal, C.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, physicochemical properties and antimicrobial activity of some new benzimidazole derivatives</atitle><jtitle>European journal of medicinal chemistry</jtitle><addtitle>Eur J Med Chem</addtitle><date>2009-10-01</date><risdate>2009</risdate><volume>44</volume><issue>10</issue><spage>4028</spage><epage>4033</epage><pages>4028-4033</pages><issn>0223-5234</issn><eissn>1768-3254</eissn><coden>EJMCA5</coden><abstract>Some derivatives of benzimidazole were synthesized by nucleophilic substitution of 2-substituted-1
H-benzimidazole. The resulting ethyl (2-substituted-1
H-benzimidazol-1-yl) acetate on treatment with hydrazine hydrate yielded 2-(2-substituted-1
H-benzimidazol-1-yl) acetohydrazide, which on further reaction with one equivalent of different aliphatic or aromatic carboxylic acids in the presence of phosphoryl chloride afforded the corresponding target compounds, 2-substituted-1-[{(5-substituted alkyl/aryl)-1,3,4-oxadiazol-2-yl} methyl]-1
H-benzimidazole. The structures of the synthesized compounds were evaluated by spectral and elemental methods of analyses. All the synthesized compounds were screened for their antimicrobial activities. All of the derivatives showed good activity towards Gram-positive bacteria and negligible activity towards Gram-negative bacteria. Some of the synthesized compounds showed moderate activity against tested fungi.
[Display omitted] The synthesis, characterization, physicochemical properties and antimicrobial effects of some new benzimidazole derivatives were reported.</abstract><cop>Kidlington</cop><pub>Elsevier Masson SAS</pub><pmid>19482384</pmid><doi>10.1016/j.ejmech.2009.04.037</doi><tpages>6</tpages></addata></record> |
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source | MEDLINE; ScienceDirect Journals (5 years ago - present) |
subjects | 1,3,4-Oxadiazole Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Antibacterial agents Antibiotics. Antiinfectious agents. Antiparasitic agents Antifungal activity Antifungal agents Antifungal Agents - chemical synthesis Antifungal Agents - chemistry Antifungal Agents - pharmacology Antimicrobial activity Bacteria - drug effects Benzimidazole Benzimidazoles - chemical synthesis Benzimidazoles - chemistry Benzimidazoles - pharmacology Biological and medical sciences Fungi - drug effects General aspects Lipophilicity Medical sciences Microbial Sensitivity Tests Molecular Structure Pharmacology. Drug treatments Structure-Activity Relationship |
title | Synthesis, physicochemical properties and antimicrobial activity of some new benzimidazole derivatives |
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