Crystal engineering of novel cocrystals of a triazole drug with 1,4-dicarboxylic acids

Journal of the American Chemical Society

Volumn 125, Issue 28, 2003, Pages 8456-8457

  Remenar, Julius F ^a   Morissette, Sherry L ^a   Peterson, Matthew L ^a   Moulton, Brian ^b   MacPhee, J Michael ^a   Guzmán, Héctor R ^a   Almarsson, Örn ^a  

^a TransForm Pharmaceuticals Inc   (United States)

^b UNIVERSITY OF SOUTH FLORIDA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,4 DICARBOXYLIC ACID; ADIPIC ACID; DICARBOXYLIC ACID; FUMARIC ACID; GLUTARIC ACID; ITRACONAZOLE; MALIC ACID; MALONIC ACID; NITROGEN DERIVATIVE; PIPERAZINE; SUCCINIC ACID; TARTARIC ACID; TRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CHEMICAL ENGINEERING; CRYSTAL; DISSOLUTION; DRUG BIOAVAILABILITY; DRUG SOLUBILITY; DRUG STABILITY; DRUG STRUCTURE; MOLECULAR INTERACTION; SOLID STATE; SYNTHESIS;

ANTIFUNGAL AGENTS; CRYSTALLIZATION; CRYSTALLOGRAPHY, X-RAY; DICARBOXYLIC ACIDS; ITRACONAZOLE; KINETICS; MODELS, MOLECULAR; SOLUBILITY;

EID: 0038713880     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja035776p     Document Type: Article

References (22)

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17. 2 = 0.2153.
18. The bond distances (N⋯O = 2.755 Å and (C=O)O-H = 0.925 Å) and the N⋯H-O bond angle (170.4°) are consistent with a hydrogen-bonding interaction between the 4-nitrogen of each 1,2.4-triazole and a carboxylic acid moiety. The carboxylic acid bond distances (C1B⋯O1B = 1.205(5) Å and C1B⋯O2B = 1.326(4) Å) indicate that the acid proton has not been transferred to the triazole. Furthermore, a peak consistent with intensity normally observed for protons was located from the difference map at 0.961(2) Å from O2B along the O2B⋯N3 vector.
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