Document Detail


Methanesulfonic acid salt forms of carbamazepine and 10,11-dihydrocarbamazepine.
MedLine Citation:
PMID:  24192169     Owner:  NLM     Status:  In-Data-Review    
Abstract/OtherAbstract:
New methanesulfonic acid salt forms of the anticonvulsant and analgesic active pharmaceutical ingredient carbamazepine and its closely related structural analogue 10,11-dihydrocarbamazepine have been prepared and characterized by single-crystal X-ray diffraction at 120 and 100 K, respectively {namely [(5H-dibenzo[b,f]azepin-5-yl)(hydroxy)methylidene]azanium methanesulfonate, C15H13N2O(+)·CH3SO3(-), and [(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)(hydroxy)methylidene]azanium methanesulfonate, C15H15N2O(+)·CH3SO3(-)}. In light of the structural information obtained, the crystal structure of the carbamazepine trifluoroacetic acid monosolvate [dibenzo[b,f]azepine-5-carboxamide-trifluoroacetic acid (1/1), C15H12N2O·CF3COOH] was redetermined at 100 and 270 K, and from this data it was concluded that the protonation state for this solvate species is best described as in an `intermediate state' with the acidic proton located almost at the mid-point between the acid and base.
Authors:
Alex R Eberlin; Mark D Eddleston; Christopher S Frampton
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Publication Detail:
Type:  Journal Article     Date:  2013-10-31
Journal Detail:
Title:  Acta crystallographica. Section C, Crystal structure communications     Volume:  69     ISSN:  1600-5759     ISO Abbreviation:  Acta Crystallogr C     Publication Date:  2013 Nov 
Date Detail:
Created Date:  2013-11-06     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8305826     Medline TA:  Acta Crystallogr C     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1260-6     Citation Subset:  IM    
Affiliation:
Pharmorphix Limited, 250 Cambridge Science Park Milton Road, Cambridge CB4 0WE, England.
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