Synthesis and Skeletal Muscle Relaxant Activity of 3- (aminoacyl)-1-[[[5- (substituted phenyl)-2- Furanyl]methylene]amino]-2, 4-imidazolidinediones
A series of 3-(aminoacyl)-1-[[[5-(substituted phenyl)-2-furanyl]methylene]amino]-2, 4-imidazolidinediones was synthesized and evaluated for skeletal muscle relaxant activity. All compounds were active by the intravenous route, and nine of 11 were active orally. One compound was very active when eval...
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| Veröffentlicht in: | Journal of pharmaceutical sciences 1981-09, Vol.70 (9), p.1088-1090 |
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| creator | Wessels, F.L. Ellis, K.O. White, R.L. |
| description | A series of 3-(aminoacyl)-1-[[[5-(substituted phenyl)-2-furanyl]methylene]amino]-2, 4-imidazolidinediones was synthesized and evaluated for skeletal muscle relaxant activity. All compounds were active by the intravenous route, and nine of 11 were active orally. One compound was very active when evaluated by the mouse Straub tail and rotarod tests; its efficacy index (ED50 rotarod/ED50 Straub tail) was 2.0, while its therapeutic index (LD50/ED50 Straub tail) was >225. |
| doi_str_mv | 10.1002/jps.2600700933 |
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All compounds were active by the intravenous route, and nine of 11 were active orally. One compound was very active when evaluated by the mouse Straub tail and rotarod tests; its efficacy index (ED50 rotarod/ED50 Straub tail) was 2.0, while its therapeutic index (LD50/ED50 Straub tail) was >225.</description><identifier>ISSN: 0022-3549</identifier><identifier>EISSN: 1520-6017</identifier><identifier>DOI: 10.1002/jps.2600700933</identifier><identifier>PMID: 6101163</identifier><language>eng</language><publisher>Washington: Elsevier Inc</publisher><subject>3-Aminoacyl-substituted 2 ; 3-Aminoacyl-substituted 2, 4-imidazolidinediones— synthesis and evaluation for skeletal muscle relaxant activity, mice ; 4-imidazolidinediones- synthesis and evaluation for skeletal muscle relaxant activity ; Animals ; Dantrolene - chemical synthesis ; Dantrolene - pharmacology ; Dantrolene - toxicity ; Dantrolene sodium-related compounds synthesized and evaluated for skeletal muscle relaxant activity ; Dantrolene sodium—related compounds synthesized and evaluated for skeletal muscle relaxant activity, mice ; Imidazoles - chemical synthesis ; Imidazoles - pharmacology ; Imidazoles - toxicity ; Lethal Dose 50 ; Male ; Mice ; Motor Activity - drug effects ; Muscle ; Muscle Relaxants, Central - chemical synthesis ; Muscle Relaxants, Central - pharmacology ; Muscle Relaxants, Central - toxicity ; Muscle, skeletal—relaxant properties evaluated in dantrolene-related compounds, mice ; Muscles - drug effects ; Rats ; Skeletal muscle relaxant activity-dantrolene sodium-related compounds synthesized and evaluated for activity ; Skeletal muscle relaxant activity—dantrolene sodium-related compounds synthesized and evaluated for activity, mice ; skeletal-relaxant properties evaluated in dantrolene-related compounds</subject><ispartof>Journal of pharmaceutical sciences, 1981-09, Vol.70 (9), p.1088-1090</ispartof><rights>1981 Wiley-Liss, Inc., A Wiley Company</rights><rights>Copyright © 1981 Wiley‐Liss, Inc., A Wiley Company</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4273-4e63fbfeecbb6b5b05532445b2b631523baa04aa58d973aaa2adcf747a995643</citedby><cites>FETCH-LOGICAL-c4273-4e63fbfeecbb6b5b05532445b2b631523baa04aa58d973aaa2adcf747a995643</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fjps.2600700933$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjps.2600700933$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/6101163$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wessels, F.L.</creatorcontrib><creatorcontrib>Ellis, K.O.</creatorcontrib><creatorcontrib>White, R.L.</creatorcontrib><title>Synthesis and Skeletal Muscle Relaxant Activity of 3- (aminoacyl)-1-[[[5- (substituted phenyl)-2- Furanyl]methylene]amino]-2, 4-imidazolidinediones</title><title>Journal of pharmaceutical sciences</title><addtitle>J. Pharm. Sci</addtitle><description>A series of 3-(aminoacyl)-1-[[[5-(substituted phenyl)-2-furanyl]methylene]amino]-2, 4-imidazolidinediones was synthesized and evaluated for skeletal muscle relaxant activity. All compounds were active by the intravenous route, and nine of 11 were active orally. One compound was very active when evaluated by the mouse Straub tail and rotarod tests; its efficacy index (ED50 rotarod/ED50 Straub tail) was 2.0, while its therapeutic index (LD50/ED50 Straub tail) was >225.</description><subject>3-Aminoacyl-substituted 2</subject><subject>3-Aminoacyl-substituted 2, 4-imidazolidinediones— synthesis and evaluation for skeletal muscle relaxant activity, mice</subject><subject>4-imidazolidinediones- synthesis and evaluation for skeletal muscle relaxant activity</subject><subject>Animals</subject><subject>Dantrolene - chemical synthesis</subject><subject>Dantrolene - pharmacology</subject><subject>Dantrolene - toxicity</subject><subject>Dantrolene sodium-related compounds synthesized and evaluated for skeletal muscle relaxant activity</subject><subject>Dantrolene sodium—related compounds synthesized and evaluated for skeletal muscle relaxant activity, mice</subject><subject>Imidazoles - chemical synthesis</subject><subject>Imidazoles - pharmacology</subject><subject>Imidazoles - toxicity</subject><subject>Lethal Dose 50</subject><subject>Male</subject><subject>Mice</subject><subject>Motor Activity - drug effects</subject><subject>Muscle</subject><subject>Muscle Relaxants, Central - chemical synthesis</subject><subject>Muscle Relaxants, Central - pharmacology</subject><subject>Muscle Relaxants, Central - toxicity</subject><subject>Muscle, skeletal—relaxant properties evaluated in dantrolene-related compounds, mice</subject><subject>Muscles - drug effects</subject><subject>Rats</subject><subject>Skeletal muscle relaxant activity-dantrolene sodium-related compounds synthesized and evaluated for activity</subject><subject>Skeletal muscle relaxant activity—dantrolene sodium-related compounds synthesized and evaluated for activity, mice</subject><subject>skeletal-relaxant properties evaluated in dantrolene-related compounds</subject><issn>0022-3549</issn><issn>1520-6017</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1981</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkFtrFDEUx4Moda2--ibkUcGsmdym81hK263UKt1FwWUJSeYMm3YuyyRTO_0afmFTp1R8EJ_O4fwvcH4Ivc7oPKOUfbjahTlTlOaUFpw_QbNMMkoUzfKnaJYMjHApiufoRQhXlFJFpdxDeyqjWab4DP1cjm3cQvABm7bEy2uoIZoafxqCqwFfQm1uTRvxoYv-xscRdxXmBL81jW8748b6HcnIer2W6RYGG6KPQ4QS77bQ3ouM4JOhN2nfNBC3Yw0tbH6HN4S9x4L4xpfmrqt96VsofddCeImeVaYO8Oph7qPVyfHqaEHOP5-eHR2eEydYzokAxStbAThrlZU2fcaZENIyq3iiwK0xVBgjD8oi58YYZkpX5SI3RSGV4PtoPtW6vguhh0rvet-YftQZ1fdsdWKr_7BNgTdTYDfYBspH-wPMpBeT_sPXMP6nTX_8svyrm0xZHyLcPmZNf61VznOpv12cavH1YrX4rhb6MvkPJj8kQDceeh2ch9YlhD24qMvO_-uNX0z8qPM</recordid><startdate>198109</startdate><enddate>198109</enddate><creator>Wessels, F.L.</creator><creator>Ellis, K.O.</creator><creator>White, R.L.</creator><general>Elsevier Inc</general><general>Wiley Subscription Services, Inc., A Wiley Company</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></search><sort><creationdate>198109</creationdate><title>Synthesis and Skeletal Muscle Relaxant Activity of 3- (aminoacyl)-1-[[[5- (substituted phenyl)-2- Furanyl]methylene]amino]-2, 4-imidazolidinediones</title><author>Wessels, F.L. ; Ellis, K.O. ; White, R.L.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4273-4e63fbfeecbb6b5b05532445b2b631523baa04aa58d973aaa2adcf747a995643</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1981</creationdate><topic>3-Aminoacyl-substituted 2</topic><topic>3-Aminoacyl-substituted 2, 4-imidazolidinediones— synthesis and evaluation for skeletal muscle relaxant activity, mice</topic><topic>4-imidazolidinediones- synthesis and evaluation for skeletal muscle relaxant activity</topic><topic>Animals</topic><topic>Dantrolene - chemical synthesis</topic><topic>Dantrolene - pharmacology</topic><topic>Dantrolene - toxicity</topic><topic>Dantrolene sodium-related compounds synthesized and evaluated for skeletal muscle relaxant activity</topic><topic>Dantrolene sodium—related compounds synthesized and evaluated for skeletal muscle relaxant activity, mice</topic><topic>Imidazoles - chemical synthesis</topic><topic>Imidazoles - pharmacology</topic><topic>Imidazoles - toxicity</topic><topic>Lethal Dose 50</topic><topic>Male</topic><topic>Mice</topic><topic>Motor Activity - drug effects</topic><topic>Muscle</topic><topic>Muscle Relaxants, Central - chemical synthesis</topic><topic>Muscle Relaxants, Central - pharmacology</topic><topic>Muscle Relaxants, Central - toxicity</topic><topic>Muscle, skeletal—relaxant properties evaluated in dantrolene-related compounds, mice</topic><topic>Muscles - drug effects</topic><topic>Rats</topic><topic>Skeletal muscle relaxant activity-dantrolene sodium-related compounds synthesized and evaluated for activity</topic><topic>Skeletal muscle relaxant activity—dantrolene sodium-related compounds synthesized and evaluated for activity, mice</topic><topic>skeletal-relaxant properties evaluated in dantrolene-related compounds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wessels, F.L.</creatorcontrib><creatorcontrib>Ellis, K.O.</creatorcontrib><creatorcontrib>White, R.L.</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><jtitle>Journal of pharmaceutical sciences</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wessels, F.L.</au><au>Ellis, K.O.</au><au>White, R.L.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Skeletal Muscle Relaxant Activity of 3- (aminoacyl)-1-[[[5- (substituted phenyl)-2- Furanyl]methylene]amino]-2, 4-imidazolidinediones</atitle><jtitle>Journal of pharmaceutical sciences</jtitle><addtitle>J. Pharm. Sci</addtitle><date>1981-09</date><risdate>1981</risdate><volume>70</volume><issue>9</issue><spage>1088</spage><epage>1090</epage><pages>1088-1090</pages><issn>0022-3549</issn><eissn>1520-6017</eissn><abstract>A series of 3-(aminoacyl)-1-[[[5-(substituted phenyl)-2-furanyl]methylene]amino]-2, 4-imidazolidinediones was synthesized and evaluated for skeletal muscle relaxant activity. All compounds were active by the intravenous route, and nine of 11 were active orally. One compound was very active when evaluated by the mouse Straub tail and rotarod tests; its efficacy index (ED50 rotarod/ED50 Straub tail) was 2.0, while its therapeutic index (LD50/ED50 Straub tail) was >225.</abstract><cop>Washington</cop><pub>Elsevier Inc</pub><pmid>6101163</pmid><doi>10.1002/jps.2600700933</doi><tpages>3</tpages></addata></record> |
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| ispartof | Journal of pharmaceutical sciences, 1981-09, Vol.70 (9), p.1088-1090 |
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| language | eng |
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| subjects | 3-Aminoacyl-substituted 2 3-Aminoacyl-substituted 2, 4-imidazolidinediones— synthesis and evaluation for skeletal muscle relaxant activity, mice 4-imidazolidinediones- synthesis and evaluation for skeletal muscle relaxant activity Animals Dantrolene - chemical synthesis Dantrolene - pharmacology Dantrolene - toxicity Dantrolene sodium-related compounds synthesized and evaluated for skeletal muscle relaxant activity Dantrolene sodium—related compounds synthesized and evaluated for skeletal muscle relaxant activity, mice Imidazoles - chemical synthesis Imidazoles - pharmacology Imidazoles - toxicity Lethal Dose 50 Male Mice Motor Activity - drug effects Muscle Muscle Relaxants, Central - chemical synthesis Muscle Relaxants, Central - pharmacology Muscle Relaxants, Central - toxicity Muscle, skeletal—relaxant properties evaluated in dantrolene-related compounds, mice Muscles - drug effects Rats Skeletal muscle relaxant activity-dantrolene sodium-related compounds synthesized and evaluated for activity Skeletal muscle relaxant activity—dantrolene sodium-related compounds synthesized and evaluated for activity, mice skeletal-relaxant properties evaluated in dantrolene-related compounds |
| title | Synthesis and Skeletal Muscle Relaxant Activity of 3- (aminoacyl)-1-[[[5- (substituted phenyl)-2- Furanyl]methylene]amino]-2, 4-imidazolidinediones |
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