Substituted imidazo[1,2-a]pyridine-2-carbamate anthelmintics
Anthelmintic efficacies of a series of 6-substituted methyl imidazo[1,2-alpha]pyridine-2-carbamates were compared to similarly substituted benzimidazole-2-carbamates. With only one exception, methyl 6-benzoylimidazo[1,2-alpha]pyridine-2-carbamate, both classes of compounds exhibited similar activity...
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Veröffentlicht in: | Journal of medicinal chemistry 1981-12, Vol.24 (12), p.1518-1521 |
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container_issue | 12 |
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container_title | Journal of medicinal chemistry |
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creator | Bochis, Richard J Olen, Leonard E Waksmunski, Frank S Mrozik, Helmut Eskola, Philip Kulsa, Peter Wilks, George Taylor, Joyce E Egerton, John R |
description | Anthelmintic efficacies of a series of 6-substituted methyl imidazo[1,2-alpha]pyridine-2-carbamates were compared to similarly substituted benzimidazole-2-carbamates. With only one exception, methyl 6-benzoylimidazo[1,2-alpha]pyridine-2-carbamate, both classes of compounds exhibited similar activity vs. Nematospiroides dubius in mice. Preliminary screening indicated methyl 6-(1,2,2-trichloroethenyl)imidazo[1,2-alpha]pyridine-2-carbamate to be the most potent derivative in the series. However, evaluation in sheep indicated that its anthelmintic spectrum was inferior to methyl 6-(phenylsulfinyl)imidazo[1,2-alpha]pyridine-2-carbamate. |
doi_str_mv | 10.1021/jm00144a030 |
format | Article |
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With only one exception, methyl 6-benzoylimidazo[1,2-alpha]pyridine-2-carbamate, both classes of compounds exhibited similar activity vs. Nematospiroides dubius in mice. Preliminary screening indicated methyl 6-(1,2,2-trichloroethenyl)imidazo[1,2-alpha]pyridine-2-carbamate to be the most potent derivative in the series. 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Med. Chem</addtitle><description>Anthelmintic efficacies of a series of 6-substituted methyl imidazo[1,2-alpha]pyridine-2-carbamates were compared to similarly substituted benzimidazole-2-carbamates. With only one exception, methyl 6-benzoylimidazo[1,2-alpha]pyridine-2-carbamate, both classes of compounds exhibited similar activity vs. Nematospiroides dubius in mice. Preliminary screening indicated methyl 6-(1,2,2-trichloroethenyl)imidazo[1,2-alpha]pyridine-2-carbamate to be the most potent derivative in the series. However, evaluation in sheep indicated that its anthelmintic spectrum was inferior to methyl 6-(phenylsulfinyl)imidazo[1,2-alpha]pyridine-2-carbamate.</description><subject>Animals</subject><subject>Anthelmintics - chemical synthesis</subject><subject>Benzimidazoles - chemical synthesis</subject><subject>Benzimidazoles - pharmacology</subject><subject>Carbamates - chemical synthesis</subject><subject>Carbamates - pharmacology</subject><subject>Chemical Phenomena</subject><subject>Chemistry</subject><subject>Imidazoles - chemical synthesis</subject><subject>Imidazoles - pharmacology</subject><subject>Mice</subject><subject>Nematode Infections - drug therapy</subject><subject>Pyridines - chemical synthesis</subject><subject>Pyridines - pharmacology</subject><subject>Sheep</subject><subject>Structure-Activity Relationship</subject><issn>0022-2623</issn><issn>1520-4804</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1981</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkE1LAzEURYMoWqsr10JXutDoy8dMHHBji1pFVFBXIuHNJIOpnZmaZMD66x1pKS5cvcU57164hOwxOGHA2emkAmBSIghYIz2WcKDyDOQ66QFwTnnKxRbZDmECAIJxsUk2lWBwJqBHzp_aPEQX22jNwFXO4Hfzyo45xbfZ3Dvjaks5LdDnWGG0A6zju51Wro6uCDtko8RpsLvL2ycvV5fPozG9e7i-GV3cURSJjDQtUgCTJ1IVWWqUzGyJuZUCeSkzA6bIlTKlKlEoLnjGucghERnLOozArOiTg0XuzDefrQ1RVy4UdjrF2jZt0EooJWT31ydHC7HwTQjelnrmXYV-rhno3630n606e38Z2-aVNSt3OU7H6YK7EO3XCqP_0GlXmejnxyc9Ht2mQwn3etj5hwsfi6AnTevrbpR_m38AIJh-cA</recordid><startdate>198112</startdate><enddate>198112</enddate><creator>Bochis, Richard J</creator><creator>Olen, Leonard E</creator><creator>Waksmunski, Frank S</creator><creator>Mrozik, Helmut</creator><creator>Eskola, Philip</creator><creator>Kulsa, Peter</creator><creator>Wilks, George</creator><creator>Taylor, Joyce E</creator><creator>Egerton, John R</creator><general>American Chemical Society</general><scope>BSCLL</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>198112</creationdate><title>Substituted imidazo[1,2-a]pyridine-2-carbamate anthelmintics</title><author>Bochis, Richard J ; Olen, Leonard E ; Waksmunski, Frank S ; Mrozik, Helmut ; Eskola, Philip ; Kulsa, Peter ; Wilks, George ; Taylor, Joyce E ; Egerton, John R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a354t-6c600db547c96d749efabe43a2f49d0dcb77df7fa372329223b053919f49a01e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1981</creationdate><topic>Animals</topic><topic>Anthelmintics - chemical synthesis</topic><topic>Benzimidazoles - chemical synthesis</topic><topic>Benzimidazoles - pharmacology</topic><topic>Carbamates - chemical synthesis</topic><topic>Carbamates - pharmacology</topic><topic>Chemical Phenomena</topic><topic>Chemistry</topic><topic>Imidazoles - chemical synthesis</topic><topic>Imidazoles - pharmacology</topic><topic>Mice</topic><topic>Nematode Infections - drug therapy</topic><topic>Pyridines - chemical synthesis</topic><topic>Pyridines - pharmacology</topic><topic>Sheep</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bochis, Richard J</creatorcontrib><creatorcontrib>Olen, Leonard E</creatorcontrib><creatorcontrib>Waksmunski, Frank S</creatorcontrib><creatorcontrib>Mrozik, Helmut</creatorcontrib><creatorcontrib>Eskola, Philip</creatorcontrib><creatorcontrib>Kulsa, Peter</creatorcontrib><creatorcontrib>Wilks, George</creatorcontrib><creatorcontrib>Taylor, Joyce E</creatorcontrib><creatorcontrib>Egerton, John R</creatorcontrib><collection>Istex</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>Journal of medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bochis, Richard J</au><au>Olen, Leonard E</au><au>Waksmunski, Frank S</au><au>Mrozik, Helmut</au><au>Eskola, Philip</au><au>Kulsa, Peter</au><au>Wilks, George</au><au>Taylor, Joyce E</au><au>Egerton, John R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Substituted imidazo[1,2-a]pyridine-2-carbamate anthelmintics</atitle><jtitle>Journal of medicinal chemistry</jtitle><addtitle>J. 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However, evaluation in sheep indicated that its anthelmintic spectrum was inferior to methyl 6-(phenylsulfinyl)imidazo[1,2-alpha]pyridine-2-carbamate.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>7310830</pmid><doi>10.1021/jm00144a030</doi><tpages>4</tpages></addata></record> |
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subjects | Animals Anthelmintics - chemical synthesis Benzimidazoles - chemical synthesis Benzimidazoles - pharmacology Carbamates - chemical synthesis Carbamates - pharmacology Chemical Phenomena Chemistry Imidazoles - chemical synthesis Imidazoles - pharmacology Mice Nematode Infections - drug therapy Pyridines - chemical synthesis Pyridines - pharmacology Sheep Structure-Activity Relationship |
title | Substituted imidazo[1,2-a]pyridine-2-carbamate anthelmintics |
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