ABSTRACT

Inclusion complexation of 2-hydroxypropyl-.beta.-cyclodextrin with biologically active compounds 2-hydroxybenzaldehyde isonicotinoylhydrazone and 2-hydroxy-3-methoxybenzaldehyde isonicotinoyl-hydrazone in buffer pH 7.4 solution and in solid state have been investigated. The solubility of compounds at different concentrations 2-hydroxypropyl-.beta.-cyclodextrin was studied by phase solubility method. The profile displayed a typical AL-type, indicating the formation of 1:1 stoichiometric inclusion complex. Solution state complexation in buffer was validated by ultra violet absorption. Stoichiometry of complex was confirmed by Job's method. The water solubility of compounds studied was significantly increased through complexation with 2-hydroxypropyl-.beta.-cyclodextrin. Complexation stability constants and thermodynamic parameters have been calculated. It has been concluded that inclusion complexation is an exothermal and enthalpy-determined process. The solid state inclusion complex was prepared by the ball-milling method and characterized by differential scanning calorimetry, Fourier-transform infrared spectroscopy and X-ray powder diffraction. The dissolution rate of the active pharmaceutical ingredient of the supramolecular complexes were obtained.

Compounds

#	Formula	Name
1	C13H11N3O2	N'-(2-hydroxybenzylidene)isonicotinohydrazide
2	C14H13N3O3	N'-(2-hydroxy-3-methoxybenzylidene)isonicotinohydrazide

Datasets

The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type	Compound-#	Property	Phase	Method	#Points
POMD	1	Normal melting temperature, K ; Crystal	Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	1	Molar enthalpy of transition or fusion, kJ/mol ; Crystal	Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	2	Normal melting temperature, K ; Crystal	Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	2	Molar enthalpy of transition or fusion, kJ/mol ; Crystal	Crystal Liquid Air at 1 atmosphere	DSC	1

Thermodynamics Research Center / ThermoML | Thermochimica Acta

Physicochemical characteristics of the inclusion complexes of biologically active compounds with 2-hydroxypropyl-.beta.-cyclodextrin

Olkhovich, M. V.[Marina V.], Sharapova, A. V.[Angelica V.], Blokhina, S. V.[Svetlana V.], Skachilova, S. Y.[Sofia Ya.], Kesarev, O. G.[Oleg G.], Perlovich, G. L.[German L.]

ABSTRACT