Anticonvulsant Activity of Some 4-Methoxy- and 4-Chlorobenzanilides
A series of mono-, di-, and trimethylated derivatives of 4-chloro- and 4-methoxybenzanilide was synthesized and evaluated for anticonvulsant activity. This series was prepared in the course of studies designed to examine the relationship between anticonvulsant effects and benzamide structure. The co...
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| Veröffentlicht in: | Journal of pharmaceutical sciences 1990-03, Vol.79 (3), p.220-222 |
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| creator | Clark, C. Randall McMillian, Carl L. |
| description | A series of mono-, di-, and trimethylated derivatives of 4-chloro- and 4-methoxybenzanilide was synthesized and evaluated for anticonvulsant activity. This series was prepared in the course of studies designed to examine the relationship between anticonvulsant effects and benzamide structure. The compounds were tested in mice against seizures induced by maximal electroshock (MES) and pentylenetetrazole (scMet), as well as with the rotorod assay for neurologic deficit. In mice dosed intraperitoneally, 4-methoxy-2, 6-dimethylbenzanilide (4) showed a median anticonvulsant potency (ED50) of 18.58 mg/kg in the MES test and a median toxicity (TD50) of 133.72 mg/kg in the rotorod toxicity assay, yielding a protective index (Pl = TD50/ED50) of 7.2. In mice dosed orally with 4, the anti-MES ED50 was 27.40 mg/kg and the TD50 dose was determined to be 342.58 mg/kg, resulting in a protective index of 12.5. |
| doi_str_mv | 10.1002/jps.2600790308 |
| format | Article |
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Randall ; McMillian, Carl L.</creator><creatorcontrib>Clark, C. Randall ; McMillian, Carl L.</creatorcontrib><description>A series of mono-, di-, and trimethylated derivatives of 4-chloro- and 4-methoxybenzanilide was synthesized and evaluated for anticonvulsant activity. This series was prepared in the course of studies designed to examine the relationship between anticonvulsant effects and benzamide structure. The compounds were tested in mice against seizures induced by maximal electroshock (MES) and pentylenetetrazole (scMet), as well as with the rotorod assay for neurologic deficit. In mice dosed intraperitoneally, 4-methoxy-2, 6-dimethylbenzanilide (4) showed a median anticonvulsant potency (ED50) of 18.58 mg/kg in the MES test and a median toxicity (TD50) of 133.72 mg/kg in the rotorod toxicity assay, yielding a protective index (Pl = TD50/ED50) of 7.2. 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Randall</creatorcontrib><creatorcontrib>McMillian, Carl L.</creatorcontrib><title>Anticonvulsant Activity of Some 4-Methoxy- and 4-Chlorobenzanilides</title><title>Journal of pharmaceutical sciences</title><addtitle>J. Pharm. Sci</addtitle><description>A series of mono-, di-, and trimethylated derivatives of 4-chloro- and 4-methoxybenzanilide was synthesized and evaluated for anticonvulsant activity. This series was prepared in the course of studies designed to examine the relationship between anticonvulsant effects and benzamide structure. The compounds were tested in mice against seizures induced by maximal electroshock (MES) and pentylenetetrazole (scMet), as well as with the rotorod assay for neurologic deficit. In mice dosed intraperitoneally, 4-methoxy-2, 6-dimethylbenzanilide (4) showed a median anticonvulsant potency (ED50) of 18.58 mg/kg in the MES test and a median toxicity (TD50) of 133.72 mg/kg in the rotorod toxicity assay, yielding a protective index (Pl = TD50/ED50) of 7.2. In mice dosed orally with 4, the anti-MES ED50 was 27.40 mg/kg and the TD50 dose was determined to be 342.58 mg/kg, resulting in a protective index of 12.5.</description><subject>Anilides - chemical synthesis</subject><subject>Anilides - pharmacology</subject><subject>Anilides - toxicity</subject><subject>Animals</subject><subject>Anticonvulsants - chemical synthesis</subject><subject>Anticonvulsants - toxicity</subject><subject>Anticonvulsants. Antiepileptics. Antiparkinson agents</subject><subject>Biological and medical sciences</subject><subject>Electroshock</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Mice</subject><subject>Neuropharmacology</subject><subject>Pharmacology. Drug treatments</subject><subject>Postural Balance - drug effects</subject><subject>Structure-Activity Relationship</subject><issn>0022-3549</issn><issn>1520-6017</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1990</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkM1PGzEQxa2qiIbAtbdKe-h1w_hjvd5jGrV8CCgoQI-WY88K081uZC-B9K_HaKNUPVScrNH83vi9R8hnChMKwI4fV3HCJEBZAQf1gYxowSCXQMuPZJQAlvNCVJ_IQYyPACChKPbJPuNcSQ4jMpu2vbddu35qomn7bGp7v_b9JuvqbN4tMRP5JfYP3csmz0zr0jh7aLrQLbD9Y1rfeIfxkOzVpol4tH3H5O7H99vZaX7x8-RsNr3ILS-pyhdYW8GEkyiNYaKSjLOKOqcY8poWkjuVJikpk5SXhYAFpxZKVQCtRfLNx2Qy3LWhizFgrVfBL03YaAr6rQydytB_y0iCL4Ng9bRYotvh2_Rp_3W7N9Gapg6mtT7uMKlEqRI7JtWAPfsGN-98qs-v5_9YyAetjz2-7LQm_NayTCn1r6sTLe5vpJyrb_rNkhp4TEWuPQYdrcfWovMBba9d5_-X9hW6EpeN</recordid><startdate>199003</startdate><enddate>199003</enddate><creator>Clark, C. Randall</creator><creator>McMillian, Carl L.</creator><general>Elsevier Inc</general><general>Wiley Subscription Services, Inc., A Wiley Company</general><general>Wiley</general><general>American Pharmaceutical Association</general><scope>BSCLL</scope><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></search><sort><creationdate>199003</creationdate><title>Anticonvulsant Activity of Some 4-Methoxy- and 4-Chlorobenzanilides</title><author>Clark, C. Randall ; McMillian, Carl L.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3718-befc424d6e6aa249623291dd82e3f1563d81dd66126137540b31c078501f46053</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1990</creationdate><topic>Anilides - chemical synthesis</topic><topic>Anilides - pharmacology</topic><topic>Anilides - toxicity</topic><topic>Animals</topic><topic>Anticonvulsants - chemical synthesis</topic><topic>Anticonvulsants - toxicity</topic><topic>Anticonvulsants. Antiepileptics. Antiparkinson agents</topic><topic>Biological and medical sciences</topic><topic>Electroshock</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>Mice</topic><topic>Neuropharmacology</topic><topic>Pharmacology. Drug treatments</topic><topic>Postural Balance - drug effects</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Clark, C. Randall</creatorcontrib><creatorcontrib>McMillian, Carl L.</creatorcontrib><collection>Istex</collection><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><jtitle>Journal of pharmaceutical sciences</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Clark, C. Randall</au><au>McMillian, Carl L.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Anticonvulsant Activity of Some 4-Methoxy- and 4-Chlorobenzanilides</atitle><jtitle>Journal of pharmaceutical sciences</jtitle><addtitle>J. Pharm. Sci</addtitle><date>1990-03</date><risdate>1990</risdate><volume>79</volume><issue>3</issue><spage>220</spage><epage>222</epage><pages>220-222</pages><issn>0022-3549</issn><eissn>1520-6017</eissn><coden>JPMSAE</coden><abstract>A series of mono-, di-, and trimethylated derivatives of 4-chloro- and 4-methoxybenzanilide was synthesized and evaluated for anticonvulsant activity. This series was prepared in the course of studies designed to examine the relationship between anticonvulsant effects and benzamide structure. The compounds were tested in mice against seizures induced by maximal electroshock (MES) and pentylenetetrazole (scMet), as well as with the rotorod assay for neurologic deficit. In mice dosed intraperitoneally, 4-methoxy-2, 6-dimethylbenzanilide (4) showed a median anticonvulsant potency (ED50) of 18.58 mg/kg in the MES test and a median toxicity (TD50) of 133.72 mg/kg in the rotorod toxicity assay, yielding a protective index (Pl = TD50/ED50) of 7.2. In mice dosed orally with 4, the anti-MES ED50 was 27.40 mg/kg and the TD50 dose was determined to be 342.58 mg/kg, resulting in a protective index of 12.5.</abstract><cop>Washington</cop><pub>Elsevier Inc</pub><pmid>2338630</pmid><doi>10.1002/jps.2600790308</doi><tpages>3</tpages></addata></record> |
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| ispartof | Journal of pharmaceutical sciences, 1990-03, Vol.79 (3), p.220-222 |
| issn | 0022-3549 1520-6017 |
| language | eng |
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| source | MEDLINE; Wiley Online Library Journals Frontfile Complete; Alma/SFX Local Collection |
| subjects | Anilides - chemical synthesis Anilides - pharmacology Anilides - toxicity Animals Anticonvulsants - chemical synthesis Anticonvulsants - toxicity Anticonvulsants. Antiepileptics. Antiparkinson agents Biological and medical sciences Electroshock Magnetic Resonance Spectroscopy Medical sciences Mice Neuropharmacology Pharmacology. Drug treatments Postural Balance - drug effects Structure-Activity Relationship |
| title | Anticonvulsant Activity of Some 4-Methoxy- and 4-Chlorobenzanilides |
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