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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
8
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pubmed:dateCreated |
1996-1-18
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pubmed:abstractText |
The direct analytical and semipreparative high-performance liquid chromatographic (HPLC) resolution of the enantiomers of IDRA 21 [1,7-chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine S,S-dioxide] is reported. (+/-)-IDRA 21 administered orally to rats subjected to a water maze cognition test elicited a performance enhancing effect. Between the two enantiomers, (+)-IDRA 21 was identified as being pharmacologically active in the water maze performance test, whereas (-)-IDRA 21 was completely devoid of activity when given in doses comparable to those of the dextrorotatory (+)-enantiomer. The design and preparation of a new chiral stationary phase (CSP) employed for the liquid chromatographic resolution of the enantiomers of racemic IDRA 21 is presented. This brush-type CSP, which has not been described before, is a "mixed" (pi-donor pi-acceptor) type and is derived from (R)-N-(3,5-dinitrobenzoyl) allylglycine 2,6-dimethylanilide. It is easily prepared and possesses a relatively broad scope of applicability, as determined by its ability to resolve the enantiomers of both pi-acidic and pi-basic compounds.
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pubmed:grant | |
pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Aug
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pubmed:issn |
0022-3549
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
84
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
937-42
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pubmed:dateRevised |
2008-11-21
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pubmed:meshHeading |
pubmed-meshheading:7500277-Animals,
pubmed-meshheading:7500277-Benzothiadiazines,
pubmed-meshheading:7500277-Chemistry, Physical,
pubmed-meshheading:7500277-Chromatography, High Pressure Liquid,
pubmed-meshheading:7500277-Cognition,
pubmed-meshheading:7500277-Dose-Response Relationship, Drug,
pubmed-meshheading:7500277-Magnetic Resonance Spectroscopy,
pubmed-meshheading:7500277-Male,
pubmed-meshheading:7500277-Maze Learning,
pubmed-meshheading:7500277-Nootropic Agents,
pubmed-meshheading:7500277-Physicochemical Phenomena,
pubmed-meshheading:7500277-Rats,
pubmed-meshheading:7500277-Rats, Sprague-Dawley,
pubmed-meshheading:7500277-Stereoisomerism
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pubmed:year |
1995
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pubmed:articleTitle |
Enantiomeric resolution with a new chiral stationary phase of 7-chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine S,S-dioxide, a cognition-enhancing benzothiadiazine derivative.
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pubmed:affiliation |
Center for Neuropharmacology, Nathan S. Kline Institute for Psychiatric Research, Orangeburg, NY 10962, USA.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.,
Research Support, Non-U.S. Gov't
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