Source:http://linkedlifedata.com/resource/pubmed/id/19016796
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
1
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pubmed:dateCreated |
2009-1-20
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pubmed:abstractText |
Gabapentin, a widely used antiepileptic drug, crystallizes in multiple polymorphic forms. A new crystal form of gabapentin monohydrate in the space group Pbca is reported and the packing arrangement compared with that of a previously reported polymorph in the space group P2(1)/c [Ibers, J.A. (2001) Acta Crystallogr; C57:641]. Gabapentin polymorphs can also occur from a selection of one of the two distinct chair forms of the 1,1-disubstituted cyclohexane. Crystal structures of the E and Z isomers of 4-tert-butylgabapentin provide models for analyzing anticipated packing modes in the conformational isomers of gabapentin. The E isomer crystallized in the space group Pca2(1), while the Z isomer crystallized in the space group P2(1)/c. The crystal structure of E-4-tert-butylgabapentin provides the only example of a structure in a non-centrosymmetric space group. Crystal structures of the hydrochloride and hydrobromide salts of 4-tert-butyl derivatives are reported. The results suggest that for gabapentin, a large 'polymorph-space' may be anticipated, in view of the multiple conformational states that are accessible to the molecule.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Amines,
http://linkedlifedata.com/resource/pubmed/chemical/Anticonvulsants,
http://linkedlifedata.com/resource/pubmed/chemical/Cyclohexanecarboxylic Acids,
http://linkedlifedata.com/resource/pubmed/chemical/gabapentin,
http://linkedlifedata.com/resource/pubmed/chemical/gamma-Aminobutyric Acid
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pubmed:status |
MEDLINE
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pubmed:month |
Jan
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pubmed:issn |
1747-0285
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pubmed:author | |
pubmed:issnType |
Electronic
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pubmed:volume |
73
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
83-96
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pubmed:meshHeading |
pubmed-meshheading:19016796-Amines,
pubmed-meshheading:19016796-Anticonvulsants,
pubmed-meshheading:19016796-Crystallization,
pubmed-meshheading:19016796-Crystallography, X-Ray,
pubmed-meshheading:19016796-Cyclohexanecarboxylic Acids,
pubmed-meshheading:19016796-Hydrogen Bonding,
pubmed-meshheading:19016796-Isomerism,
pubmed-meshheading:19016796-Models, Molecular,
pubmed-meshheading:19016796-Molecular Structure,
pubmed-meshheading:19016796-gamma-Aminobutyric Acid
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pubmed:year |
2009
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pubmed:articleTitle |
Crystal structures of a new polymorphic form of gabapentin monohydrate and the e and z isomers of 4-tertiarybutylgabapentin.
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pubmed:affiliation |
Department of Physics, Indian Institute of Science, Bangalore 560012, India.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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