6533b838fe1ef96bd12a4fa6

RESEARCH PRODUCT

Crystal and Molecular Structure and Stability of Isoniazid Cocrystals with Selected Carboxylic Acids

Mikelis V. VeidisAnton PodjavaSergey BelyakovInese SarcevicaLiana Orola

subject

Sebacic acidHydrogen bondSynthonGeneral Chemistrybacterial infections and mycosesCondensed Matter PhysicsHydrazideCinnamic acidchemistry.chemical_compoundchemistryPolymer chemistryOrganic chemistryGeneral Materials ScienceSolubilitySuberic acidBenzoic acid

description

Reaction of isoniazid with benzoic acid, sebacic acid, suberic acid, and cinnamic acid results in formation of cocrystals. Two polymorphs of isoniazid–suberic acid and two polymorphs of isoniazid–cinnamic acid cocrystals were isolated. Crystal structure analysis shows the presence of a pyridine–carboxylic acid synthon in the studied cocrystals. The hydrazide group of isoniazid participates in N–H···O and N–H···N hydrogen bond formation, producing different supramolecular synthons. The stability study of isoniazid cocrystals has been performed over a 22 week period. A comparison of melting points of isoniazid–dicarboxylic acid 2:1 cocrystals shows the decrease of melting point with an increasing length of the acid. Solubility of isoniazid–carboxylic acid cocrystals tends to increase with increasing solubility of the acid.

https://doi.org/10.1021/cg301356h