The interaction of theophylline with benzylamine in aqueous solution.

Nishijo, Juziro; Yonetani, Ikuko

doi:10.1248/cpb.30.4507

Cited by 7 publications

(4 citation statements)

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“…Unfortunately, the solubility data of sodium theophylline in lye are rarely reported. 13 In this work, in the temperature range of 283.15-368.15 K, the solubility data of sodium theophylline in different concentrations of aqueous NaOH solution between 0.00 and 0.96 mol kg −1 were measured by the equilibrium method. The polynomial empirical equation, the modified Apelblat equation, and the λh equation were employed to correlate the solubility data.…”

Section: Introductionmentioning

confidence: 99%

Solubility and thermodynamic properties of sodium theophylline salt in aqueous sodium hydroxide solution at different temperatures

Dong

Kong

Liu

et al. 2023

Journal of Chemical Research

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The solubility data of sodium theophylline salt in the water and aqueous sodium hydroxide systems with molarities of 0.00, 0.01, 0.10, 0.20, 0.49, and 0.96 mol kg−1 at temperatures ranging from 283.15 to 368.15 K are determined via the equilibrium method. The experimental results show that the solubility of sodium theophylline increases on increasing the temperature at the same concentration of NaOH solution and decreases with an increase in the NaOH concentration at the same temperature. These results correlate well with the polynomial empirical equation, the modified Apelblat equation, and the λh equation. At the same time, it is found that the modified Apelblat equation gives better correlation results than the polynomial empirical and the λh equations. The results show that the three models correlate well with the solubility data of sodium theophylline. The modified Van’t Hoff equation is used to estimate the thermodynamic properties including the dissolution enthalpy, the dissolution entropy, and the Gibbs free energy change of sodium theophylline when dissolved in aqueous NaOH solution at different concentrations. The solubility data and correlation results obtained from the experiments can provide basic data for the cooling crystallization, separation, and purification of sodium theophylline and are expected to be of great significance for the research and development of sodium theophylline and for caffeine production.

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Section: Introductionmentioning

confidence: 99%

Solubility and thermodynamic properties of sodium theophylline salt in aqueous sodium hydroxide solution at different temperatures

Dong

Kong

Liu

et al. 2023

Journal of Chemical Research

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“…It also stimulates the myocardium and the central nervous system and decreases peripheral and venous Theophylline (1,3-dimethyl-3,7-dihydro-1H-purin-2,6-dion), like all purines, is characterized by fused pyrimidine and imidazole rings [18]. The latter two endocyclic nitrogen atoms are either acidic or basic (N-7 and N-9, respectively) [19]. In water, theophylline behaves like a weak acid [19], with limited solubility (0.55-0.8 g/100 mL (25 °C)) [20,21].…”

Section: Introductionmentioning

confidence: 99%

“…The latter two endocyclic nitrogen atoms are either acidic or basic (N-7 and N-9, respectively) [19]. In water, theophylline behaves like a weak acid [19], with limited solubility (0.55-0.8 g/100 mL (25 • C)) [20,21]. It can be enhanced upon the transformation to salts through the reaction with organic bases.…”

Section: Introductionmentioning

confidence: 99%

Double Palindrome Water Chain in Cu(II) Theophylline Complex. Synthesis, Characterization, Biological Activity of Cu(II), Zn(II) Complexes with Theophylline

et al. 2020

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Two metal complexes of theophylline were synthesized. Namely, 1 with the formula [Cu(theop) 2 (H 2 O) 3 ]·2H 2 O and 2, [Zn(theop) 2 ]·H 2 O (where: theop = theophylline ion). Their properties were thoroughly investigated by the elemental analysis (EA), flame atomic absorption spectrometry (FAAS), Fourier-transform infrared spectroscopy (FTIR), and thermogravimetric analysis (TGA) that were augmented by antimicrobial and antioxidant analyses. Their radical scavenging ability (RSA) is notably higher than that of a pure theophylline itself. Similarly to theophylline complexes already studied by us 3, [Mn(theop) 2 (H 2 O) 4 ] 4, [Co(theop) 2 (H 2 O) 4 ] and 5, [Ni(theop) 2 (H 2 O) 4 ]title compounds are inactive against Gram-negative bacteria, but they show moderate or mild activity against Gram-positive rods. The low temperature, single crystal X-ray diffraction technique determines the crystal structure of 1. Its supramolecular crystal topology is affected by the unique, double palindrome water chain that formed by two conserved and a sole coordinated water molecules. Crystal packing arrangements were characterized by fingerprint plots that were derived from the Hirshfeld surfaces (HS), as calculated for all structures in the series 1, 3, 4, 5.

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“…Caffeine and theophylline are weak bases with K a values of 0.78 mol kg −1 [24] and 0.94 [25], respectively, and water solubility of 2.17 g/100 mL and 0.55–0.8 g/100 mL (25 °C) [26], respectively; both are soluble in lipids. The pharmacological action of caffeine is characterized by blocking adenosine receptors in the brain [27,28], with the effects produced being dependent on the dose.…”

Section: Introductionmentioning

confidence: 99%

Drug Delivery Systems: Study of Inclusion Complex Formation between Methylxanthines and Cyclodextrins and Their Thermodynamic and Transport Properties

2019

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This paper presents an analysis of the molecular mechanisms involved in the formation of inclusion complexes together with some structural interpretation of drug–carrier molecule interactions in aqueous multicomponent systems comprising methylxanthines and cyclodextrins. The determination of apparent partial molar volumes ( φ V ) from experimental density measurements, both for binary and ternary aqueous solutions of cyclodextrins and methylxanthines, was performed at low concentration range to be consistent with their therapeutic uses in the drug-releasing field. The estimation of the equilibrium constant for inclusion complexes of 1:1 stoichiometry was done through the mathematical modelling of this apparent molar property. The examination of the volume changes offered information about the driving forces for the insertion of the xanthine into the cyclodextrin molecule. The analysis on the volumes of transfer, Δ φ V , c , and the viscosity B-coefficients of transfer, ΔB, for the xanthine from water to the different aqueous solutions of cyclodextrin allowed evaluating the possible interactions between aqueous solutes and/or solute–solvent interactions occurring in the solution. Mutual diffusion coefficients for binary, and ternary mixtures composed by xanthine, cyclodextrin, and water were measured with the Taylor dispersion technique. The behavior diffusion of these multicomponent systems and the coupled flows occurring in the solution were analyzed in order to understand the probable interactions between cyclodextrin–xanthine by estimating their association constants and leading to clearer insight of these systems structure. The measurements were performed at the standard (298.15 ± 0.01) K and physiological (310.15 ± 0.01) K temperatures.

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The interaction of theophylline with benzylamine in aqueous solution.

Cited by 7 publications

References 0 publications

Solubility and thermodynamic properties of sodium theophylline salt in aqueous sodium hydroxide solution at different temperatures

Solubility and thermodynamic properties of sodium theophylline salt in aqueous sodium hydroxide solution at different temperatures

Double Palindrome Water Chain in Cu(II) Theophylline Complex. Synthesis, Characterization, Biological Activity of Cu(II), Zn(II) Complexes with Theophylline

Drug Delivery Systems: Study of Inclusion Complex Formation between Methylxanthines and Cyclodextrins and Their Thermodynamic and Transport Properties

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